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50 Results   |  

More results near Upwey

10 Photos

from £63 / night

£435 - £905 / week

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Distance approx 2.04 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £63 / night

£435 - £905 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property WORKING FARM, 130 ACRES, CATTLE AND HORSES This converted semi-detached barn is perfectly positioned to enjoy the delights Dorset has to offer. Approached via a farm lane and overlooking the working farm, guests are welcome to roam the land and see th  …see more

Very Good 4.5/5 

20 Photos

from £108 / night

£750 - £1250 / week

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Distance approx 3.12 miles from Upwey   |  Show on Map

Holiday home in Greenhill

Weymouth / Greenhill

House / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £108 / night

£750 - £1250 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Weymouth - self-catering - Victorian terraced Villa - 4 bedrooms – 2 minutes seafront, 5 minutes town, pubs, restaurants, railway station. On road parking permits for two cars. Dogs accepted if confined to kitchen area and walled garden. Please ask.  …see more

Very Good 4.5/5 

15 Photos

from £165 / night

£1150 - £1600 / week

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Distance approx 3.16 miles from Upwey   |  Show on Map

Holiday home in Weymouth

Dorset / Weymouth

House / 8 Bedrooms / sleeps 25

Very Good 4.5/5 

1 night min stay

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from £165 / night

£1150 - £1600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
For as little as £64.00 for 1 person a week (based on 25 sharing) This property is ideal for a multiple family holiday, Divers, sailing events,Rock climbers, Fishing, Cycling, Jurassic Coastal walkers, Sand/sea and entertainment with the beach only a 2 minute walk away  …see more

Featured properties

10 Photos

from £57 / night

£395 - £840 / week

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Distance approx 3.18 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £57 / night

£395 - £840 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle in a quiet spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the wonderf  …see more

10 Photos

from £47 / night

£325 - £685 / week

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Distance approx 3.18 miles from Upwey   |  Show on Map

Home accommodation in Dorset

England / Dorset

House / 2 Bedrooms / sleeps 3

7 Nights min stay

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from £47 / night

£325 - £685 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle in a quiet spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the wonderf  …see more

10 Photos

from £43 / night

£300 - £580 / week

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Distance approx 3.35 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £43 / night

£300 - £580 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property COSY BARN CONVERSION SET ON 130 ACRE CATTLE FARM. REGRET NO CHILDREN This new barn conversion is situated on the owner's farmyard, 1 mile from the village of Martinstown on the outskirts of Dorchester, noted as being home and inspiration to the author  …see more

10 Photos

from £65 / night

£455 - £1155 / week

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Distance approx 3.35 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £65 / night

£455 - £1155 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 2 COTTAGES WITH ACCESS TO THE INLAND COASTAL FOOTPATH These cottages are set in beautiful surroundings a short walk from the fabulous area of Hardy's Monument in wonderful West Dorset. The monument is shaped to represent a spyglass or telescope t  …see more

10 Photos

from £53 / night

£370 - £740 / week

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Distance approx 3.44 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £53 / night

£370 - £740 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property SITUATED IN THE HEART OF LIVELY WEYMOUTH, A LEVEL WALK TO THE TOWN AND BEACH This charming Georgian terraced cottage has a lovely light and airy feel. The property makes an ideal base for enjoying the area. However if you fancy staying closer to home  …see more

14 Photos

from £46 / night

£320 - £500 / week

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Distance approx 3.47 miles from Upwey   |  Show on Map

Holiday home in Weymouth

Dorset / Weymouth

House / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £46 / night

£320 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Only ten minutes to the beach, harbour, shops, cinema. Stunning views of the Radipole Nature Reserve, 5 minutes walk away. Unbeatable value for money.  …see more

Very Good 4/5 

13 Photos

from £65 / night

£454 - £1390 / week

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Distance approx 3.76 miles from Upwey   |  Show on Map

Home rental in Weymouth

Dorset / Weymouth

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £65 / night

£454 - £1390 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Wessex Ho is a three bedroom property, sleeping up to six people.  It is situated a short drive or a 20 minute walk away from the town centre and beach.  …see more

12 Photos

from £50 / night

£350 - £997 / week

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Distance approx 3.84 miles from Upwey   |  Show on Map

Holiday apartment with golf nearby in Weymouth

Dorset / Weymouth

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £50 / night

£350 - £997 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
A modern apartment located in the heart of Weymouth. A spacious 2 bedroom first floor apartment, sleeps 4. Furnished to a high standard throughout, complete with air conditioning. Located in the heart of Weymouth town centre, within 5 minutes walk of the beach.  …see more

8 Photos

from £55 / night

£380 - £800 / week

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Distance approx 3.91 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £55 / night

£380 - £800 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property SITUATED IN THE HEART OF LIVELY WEYMOUTH - CLOSE TO TOWN AND BEACH SLEEPS 4 + 2 This charming detached cottage offers contemporary accommodation and nestles in a small lane close to the bustling harbour side and town. An ideal base for enjoying all th  …see more

18 Photos

from £46 / night

£320 - £650 / week

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Distance approx 4 miles from Upwey   |  Show on Map

Holiday cottage in Dorchester

Dorset / Dorchester

Cottage / 1 Bedroom / sleeps 2

1 night min stay

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from £46 / night

£320 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Some pets are welcome - please contact the owner
A pet friendly cottage in the heart of Dorchester. One bedroom, easy access to Dorchester town centre,  …see more

13 Photos

from £300 / night

£2100 / week

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Distance approx 4 miles from Upwey   |  Show on Map

Farmhouse rental in Chantmarle

Dorchester / Chantmarle

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £300 / night

£2100 / week

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Key info:

  • Nearest beach 12 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Dorset holiday cottage sleeps 8 Disable access with wet room and wheel chair access Dorset sleeps eight Rural Dorset Sleeps 8 with Disabled access members of National disability scheme unlimited heating all year around Possible events, marquee hire for party. Large f  …see more

22 Photos

from £100 / night

£700 - £1120 / week

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Distance approx 4.27 miles from Upwey   |  Show on Map

Holiday cottage in Broadmayne

Dorset / Broadmayne

Cottage / 4 Bedrooms / sleeps 6

3 Nights min stay

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from £100 / night

£700 - £1120 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Walking, sailing, watersports, rambling, Dorset, Jurassic coast, rural  …see more

Excellent 5/5 

25 Photos

from £85 / night

£590 - £1231 / week

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Distance approx 4.49 miles from Upwey   |  Show on Map

Osmington Mills holiday bungalow rental

Dorset / Osmington Mills

Bungalow / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £85 / night

£590 - £1231 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious 3-bedroom Dorset holiday home with great sea and hill views, just 300 metres from the beach and good family pub. Full Kitchen, large lounge with snooker table, good sized private garden with parking, and access onto coast path. Ideal for families and walkers.  …see more

22 Photos

from £95 / night

£665 - £1750 / week

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Distance approx 4.85 miles from Upwey   |  Show on Map

Holiday farmhouse rental

Weymouth / Wyke Regis

Farmhouse / 6 Bedrooms / sleeps 10

3 Nights min stay

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from £95 / night

£665 - £1750 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Smugglers Haunt sits within a 10 minute walk from The Fleet and the famous Chesil Beach. It has a large private garden and patio, recently updated with neutral colours throughout. Smugglers Haunt has all the mod cons you need to have a comfortable stay 'home from home'.  …see more

Excellent 5/5 

19 Photos

from £75 / night

£519 - £1399 / week

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Distance approx 4.92 miles from Upwey   |  Show on Map

Warmwell holiday lodge rental

Weymouth / Warmwell

Lodge / 3 Bedrooms / sleeps 6

Excellent 5/5 

3 Nights min stay

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from £75 / night

£519 - £1399 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Kingfisher Haven is a stunning privately owned log cabin style lodge in the popular Warmwell Leisure Park sleeping 6 guests in three bedrooms. The lodge is situated in a private road accessed by a barrier, and has beautiful views. Wifi now available in the lodge. ..  …see more

Excellent 5/5 

20 Photos

from £56 / night

£389 - £1165 / week

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Distance approx 5.13 miles from Upwey   |  Show on Map

Log cabin rental in Warmwell with shared pool

Weymouth / Warmwell

Log cabin / 2 Bedrooms / sleeps 6

Excellent 5/5 

3 Nights min stay

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from £56 / night

£389 - £1165 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Pine Lodge is one of the larger units on the resort with massive 120sq feet of external decking situated at the end of a private cul de sac within Warmwell Leisure Resort, offering contemporary living in a peaceful setting close to Dorset's coast. Pine Lodge, is set up  …see more

Excellent 5/5 

20 Photos

from £60 / night

£419 - £1219 / week

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Distance approx 5.18 miles from Upwey   |  Show on Map

Warmwell holiday lodge rental

Weymouth / Warmwell

Lodge / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £60 / night

£419 - £1219 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Kingfisher Retreat is situated in a beautiful wooded park and is the ideal place for a family holiday, or relaxing with friends. Ideally situated for easy access to many beautiful areas of coastline, towns and local attractions. Wifi now available in the lodge.  …see more

Excellent 5/5 

9 Photos

from £189 / night

£1320 / week

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Distance approx 5.19 miles from Upwey   |  Show on Map

Holiday b&b in Dorset

England / Dorset

B&B / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £189 / night

£1320 / week

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Key info:

  • Nearest beach 3 km
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
 …see more

8 Photos

from £52 / night

£359 - £449 / week

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Distance approx 6.34 miles from Upwey   |  Show on Map

Apartment rental in Preston, Dorset

Weymouth / Preston, Dorset

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £52 / night

£359 - £449 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
A fantastic modern one bedroom apartment located in a quite area of Weymouth only a 15 minute walk from the beach  …see more

7 Photos

from £61 / night

£425 - £625 / week

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Distance approx 6.68 miles from Upwey   |  Show on Map

Holiday home in Isle of Portland

Dorset / Isle of Portland

House / 3 Bedrooms / sleeps 5

3 Nights min stay

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from £61 / night

£425 - £625 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
House on Chisel Beach, Adjacent to Portland Walled garden and a short level walk to the world famous sailing academy Next to the Beach House café and B&B, and less than 30 seconds walk to the Cove Inn public house.  …see more

Excellent 5/5 

22 Photos

from £89 / night

£620 - £632 / week

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Distance approx 6.88 miles from Upwey   |  Show on Map

Holiday home in Portland

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £89 / night

£620 - £632 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning location with probably the best uninterrupted sea views on Portland. Attractive 2 bedroom house with gardens and easy parking.Close to shops, pubs, restaurants and beaches but right on the edge of open hillside. Only 5 minutes from the National Sailing Academy.  …see more

Excellent 5/5 

11 Photos

from £65 / night

£450 - £850 / week

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Distance approx 7.03 miles from Upwey   |  Show on Map

Cottage letting in Portland

Isle of Portland / Portland

Cottage / 4 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

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from £65 / night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Great location and close to The National Sailing Academy home of British sailing. Beautifully restored stone cottage over three floors, so close to Chesil Beach you hear the pebbles roar.  …see more

14 Photos

from £65 / night

£450 - £650 / week

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Distance approx 7.23 miles from Upwey   |  Show on Map

Holiday cottage in Portland

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £65 / night

£450 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Pet friendly!! Character Stone Cottage with roof terrace, wood burner and sea views - your dog is welcome! Dog friendly two bedroom character cottage on the Isle of Portland  …see more

Very Good 4.5/5 

22 Photos

from £68 / night

£470 - £880 / week

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Distance approx 7.76 miles from Upwey   |  Show on Map

Holiday cottage in Tincleton

Dorchester / Tincleton

Cottage / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £68 / night

£470 - £880 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Nestling in the grounds of Clyffe Manor House this grade II listed cottage combines period features with modern day living to ensure your holiday is both one of relaxation and comfort. The Courtyard is the perfect base from which to explore this wonderful part of Dors  …see more

24 Photos

from £143 / night

£1000 - £2200 / week

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Distance approx 7.98 miles from Upwey   |  Show on Map

Holiday home in East Chaldon

Dorchester / East Chaldon

House / 5 Bedrooms / sleeps 12

Short stays welcome

Add to shortlist

from £143 / night

£1000 - £2200 / week

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Key info:

  • Nearest beach 6 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Five bedrooms, six bathrooms, parking for eight cars, acre of lawns, large kitchen and sitting-room, wood burner, wonderful views, five minutes by car from Lulworth Cove, direct traffic-free footpath access to the Jurassic Coast near Lulworth through countryside. No tra  …see more

5 Photos

from £65 / night

£450 - £650 / week

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Distance approx 8.2 miles from Upwey   |  Show on Map

Portland holiday cottage rental

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

1 night min stay

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from £65 / night

£450 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
If you were much closer you would be in the sea!!  …see more

Very Good 4.5/5 

25 Photos

from £100 / night

£700 - £800 / week

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Distance approx 8.39 miles from Upwey   |  Show on Map

Lulworth Cove holiday b&b rental

Wareham / Lulworth Cove

B&B / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £100 / night

£700 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Family friendly with 5 acres of land, welcome pack, parking, field for horses, near beach, near pubs, good for walking, cycling, riding. Children and babies welcome. Near Monkey World, Tank Museum, Dorchester, Durdle Door, Jurassic Coast, Lulworth Cove. Dogs welcome. L  …see more

Excellent 5/5 

45 Photos

from £47 / night

£325 - £795 / week

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Distance approx 8.45 miles from Upwey   |  Show on Map

Cottage rental in Portland

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £47 / night

£325 - £795 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Portland is a unique place to visit. It sits 40 feet above sea level at the highest point and made up of limestone rock. Portland is part of the Jurassic Coastline. There is so much to explore and see during your stay. Leisure facilities include Sailing, fishing, divi  …see more

Excellent 5/5 

20 Photos

from £50 / night

£350 - £700 / week

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Distance approx 8.52 miles from Upwey   |  Show on Map

Cottage rental in Isle of Purbeck

Dorset / Isle of Purbeck

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £50 / night

£350 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
There is a fully equipped kitchen with window seat & tiled floor, cosy beamed sitting room with inglenook fire place , window seat & dining area. Steep winding stairs to double bedroom leading into twin bedroom. Sloping ceilings, some low doorways, downstairs bathroom.  …see more

Excellent 5/5 

18 Photos

from £143 / night

£1000 - £1350 / week

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Distance approx 8.68 miles from Upwey   |  Show on Map

Portland holiday home rental

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £143 / night

£1000 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more

12 Photos

from £184 / night

£1285 - £2818 / week

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Distance approx 8.89 miles from Upwey   |  Show on Map

Dorset holiday home rental

England / Dorset

House / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £184 / night

£1285 - £2818 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property STYLISH CONTEMPORARY LUXURY ECO-FRIENDLY DAIRY CONVERSION. Sitting outside the pretty village of Sydling St Nicholas, this wonderful new south facing, detached, environmentally friendly property has been furnished and equipped to the highest of standa  …see more

10 Photos

from £48 / night

£335 - £710 / week

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Distance approx 9 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £48 / night

£335 - £710 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property DELIGHTFUL COTTAGE WALKING DISTANCE FROM PUB AND RESTAURANT This charming terraced cottage is located in the heart of the glorious Dorset village of Maiden Newton and can be accessed by train, bus or car. The property is a few minutes stroll to the pu  …see more

Very Good 4.5/5 

17 Photos

from £60 / night

£420 - £1540 / week

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Distance approx 9.1 miles from Upwey   |  Show on Map

Holiday home letting

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

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from £60 / night

£420 - £1540 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Ideal for small groups, couples and families - fabulous sea & rural views. Sleeps up to 8 +2 people comfortably. 4 bedrooms - 3 double/twin, bunk bedroom & sofa bed. Secure gated parking for several cars. There is a generous 50% discount for just 2 people staying. Si  …see more

8 Photos

from £57 / night

£395 - £695 / week

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Distance approx 9.13 miles from Upwey   |  Show on Map

Holiday cottage rental

Dorset / Maiden Newton

Cottage / 2 Bedrooms / sleeps 3

7 Nights min stay

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from £57 / night

£395 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 26 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Maiden Newton, Mill, Cottage, Character, Period, Stunning, 2 bedroom  …see more

3 Photos

from £266 / night

£1856 - £2534 / week

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Distance approx 9.22 miles from Upwey   |  Show on Map

Little Loch Broom holiday home rental

Ross and Cromarty / Little Loch Broom

House / 4 Bedrooms / sleeps 7

7 Nights min stay

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from £266 / night

£1856 - £2534 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Set on a meandering stream with views over open farmland, this lovely cottage in Dorset awaits on a quiet edge of town, offering the best of both country and village life. After settling into this holiday cottage in Dorset, exploring the village, and having a meal in th  …see more

26 Photos

from £45 / night

£315 - £393 / week

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Distance approx 9.26 miles from Upwey   |  Show on Map

Portland holiday studio rental

Isle of Portland / Portland

Studio / sleeps 2

2 Nights min stay

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from £45 / night

£315 - £393 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
 …see more

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from £86 / night

£600 - £1385 / week

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Distance approx 9.84 miles from Upwey   |  Show on Map

Dorset holiday home rental

England / Dorset

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £86 / night

£600 - £1385 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 2 PROPERTIES. WALKING DISTANCE TO BEACH AND DURDLE DOOR Situated in an Area of Outstanding Natural Beauty, a World Heritage Site and perfectly positioned for touring the rest of Dorset these new, adjoining sister properties have been furnished to  …see more

9 Photos

from £105 / night

£730 - £1720 / week

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Distance approx 9.84 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £105 / night

£730 - £1720 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 2 PROPERTIES. WALKING DISTANCE TO BEACH AND DURDLE DOOR Situated in an Area of Outstanding Natural Beauty, a World Heritage Site and perfectly positioned for touring the rest of Dorset these new, adjoining sister properties have been furnished to  …see more

10 Photos

from £60 / night

£420 - £905 / week

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Distance approx 10.13 miles from Upwey   |  Show on Map

Dorset holiday home rental

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £60 / night

£420 - £905 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property TRADITIONAL COTTAGE CLOSE TO AMENITIES WITH PRETTY ENCLOSED GARDEN This delightful terraced cottage retains much of its original charm with exposed beams, inglenook fireplace with a woodburner and nestles along the main village road in the heart of ce  …see more

Excellent 5/5 

18 Photos

from £50 / night

£350 - £480 / week

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Distance approx 10.23 miles from Upwey   |  Show on Map

Holiday cottage in Hinton St George

Somerset / Hinton St George

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

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from £50 / night

£350 - £480 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Hinton Saint George, Somerset. Delightful, cosy historic cottage on the edge of this beautiful village in a conservation area. Perfect for a relaxing holiday with wonderful country walks, not far from lovely unspoilt beaches and quaint market towns. Sunny, private court  …see more

10 Photos

from £60 / night

£420 - £885 / week

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Distance approx 10.43 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £60 / night

£420 - £885 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property LOVELY DETACHED PROPERTY CLOSE TO VILLAGE PUB This delightful property dates back to the early 1900’s and was originally the former coach house for the neighbouring inn. The accommodation has been completely renovated to a high specification with li  …see more

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from £53 / night

£370 - £740 / week

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Distance approx 11.56 miles from Upwey   |  Show on Map

Askerswell holiday home rental

Dorset / Askerswell

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £53 / night

£370 - £740 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property TRADITIONAL COTTAGE WITH ORIGINAL FEATURES, NEXT TO AWARD WINNING VILLAGE INN Situated in the quaint village of Nettlecombe this 200 year old semi-detached cottage, complete with original features such as inglenook fireplace, exposed beams and steep c  …see more

Excellent 5/5 

18 Photos

from £55 / night

£380 - £790 / week

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Distance approx 11.8 miles from Upwey   |  Show on Map

Bridport holiday cottage let

Dorset / Bridport

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £55 / night

£380 - £790 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quiet, off the beaten track without being isolated. Many special tourist attractions, e.g Historic Houses, churches, open gardens, archeological sites, Abbotsbury Swannery, Portland, the Fleet , fossil hunting, Donkey Sanctuary, Picorama, Monkey World, many museums. G  …see more

Very Good 4/5 

10 Photos

from £45 / night

£315 - £660 / week

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Distance approx 11.81 miles from Upwey   |  Show on Map

Holiday home in Dorset

England / Dorset

House / 1 Bedroom / sleeps 2

Very Good 4/5 

7 Nights min stay

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from £45 / night

£315 - £660 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 2 CHARMING CHARACTER COTTAGES LOCATED IN THIS IDYLLIC SPOT - SLEEPS 2 + 1 ADDITIONAL ADULT, OR 2 + 2 ADDITIONAL CHILDREN ON SOFA BED These charming spacious semi-detached properties sit within 5 acres of the owners' grounds, where guests are invi  …see more

10 Photos

from £45 / night

£315 - £660 / week

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Distance approx 11.81 miles from Upwey   |  Show on Map

Dorset holiday home rental

England / Dorset

House / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £45 / night

£315 - £660 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property 1 OF 2 CHARMING CHARACTER COTTAGES LOCATED IN THIS IDYLLIC SPOT - SLEEPS 2 + 1 ADDITIONAL ADULT, OR 2 + 2 ADDITIONAL CHILDREN ON SOFA BED These charming spacious semi-detached properties sit within 5 acres of the owners' grounds, where guests are invi  …see more

10 Photos

from £65 / night

£455 - £935 / week

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Distance approx 11.85 miles from Upwey   |  Show on Map

Dorset holiday home rental

England / Dorset

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £65 / night

£455 - £935 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
About the property STUNNING GRADE II LISTED COTTAGE IN RURAL DORSET This fabulous property dates back to the 1700s and boasts some superb original features including Victorian tiled floors and an impressive mullion stone window. With a range of attractions close by ther  …see more

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from £43 / night

£295 - £795 / week

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Distance approx 12.33 miles from Upwey   |  Show on Map

Holiday cottage in Walditch

Bridport / Walditch

Cottage / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £43 / night

£295 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
We have FREE WIFI, washing machine, dishwasher, underfloor heating. 15 acres to explore with an acre lake. Plenty of off road parking. Childrens play area. Stunning sunsets and lovely views all around the property.  …see more

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