List your home
Apply filters
£ to

93 Holiday homes in Weymouth

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • England Clear
  • West Country Clear
  • Dorset Clear
  • Weymouth Clear
  • All suburbs
  • Abbotsbury (6)
  • Chickerell (2)
  • Fleet (1)
  • Fortuneswell (2)
  • Greenhill (11)
  • Langton Herring (1)
  • Littlesea Holiday Park (1)
  • Nottington (4)
  • Osmington (2)
  • Osmington Mills (1)
  • Portesham (1)
  • Portland (12)
  • Preston, Dorset (3)
  • Rodwell (1)
  • Upwey (10)
  • Warmwell (6)

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
Central London/Zone 1
1,932 properties
Central London/Zone 2
965 properties
Newquay
542 properties
Bude
418 properties

Filters applied: High chair (93)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
93 Results  |  
12 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £71 /night

£491 - £1230 / week

View

Key info:

  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Extremely peaceful location surrounded by breathtaking countryside but within easy reach of all that the Jurassic Coast has to offer for walking and for families. The Cow Byre is a cosy barn ideal for exploring this fabulous region.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £50 /night

£350 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Modern, bright and airy town-centre 4th floor flat on town centre street. Hall, two double bedrooms, large lounge/diner, well equipped kitchen, bathroom with bath/shower. Sleeps 6+. Beach, harbour,and rail/coach station all within half a mile walking distance. WiFi Professionally cleaned between lettings.  …see more

16 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £228 /night

£1590 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
A beautiful home with stunning sea views (Olympic finishing line waters) situated on the Jurassic Coast Ideally situated for all amenities with harbour and Nothe gardens 8min, town centre 10 min & sandy main beach 20 min. Sleeps 11 +1 single bed OR large baby cot.  …see more

Featured properties

15 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £43 /night

£300 - £830 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The apartment is situated in one of the magnificent seafront terraces built circa 1790 during the patronage of George 111; that enjoy panoramic bay views and easy access to the clean, safe sandy beach that Weymouth is famous for.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £34 /night

£235 - £620 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The apartment is situated in one of the magnificent seafront terraces built circa 1790 during the patronage of George 11; that enjoy panoramic bay views and easy access to the clean, safe, sandy beach that Weymouth is famous for.  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £79 /night

£550 - £1590 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Jasmine Cottage, is Listed Grade II, has a thatched roof and has under gone extensive renovations in 2010 is now sporting 4 bedrooms, 3 bathrooms, new kitchen dining room with French doors opening into a classic English country cottage garden. Fully Restored in 2010, with thatched roof, local quarried stone walls, set in a tranquil village  …see more

18 Photos

Townhouse | 5 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £79 /night

£550 - £1590 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Bridge View is overall the perfect place for a Family holiday! We have got high standards ourselves and would be pleased with this choice of accommodation would we book it for our holiday! Something for everyone be it beach, sailing, fishing, shopping or relaxing. We are just finalising the living and bedrooms. Pictures to follow! Parking permits provided!  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £43 /night

£300 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Newly, refurbished ground floor apartment with all modern facilities and private parking, near town and beach. Finished to a high decorative order. Catering for couples and young families. Bright and spacious, large double bedrooms with en-suites in each.  …see more

17 Photos

House | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £43 /night

£300 - £660 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. What other property on Portland has chandeliers ,roll top bath and feature wallpaper?  …see more

19 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £900 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Upstairs there are 3 bedrooms; remodeled bathroom and toilet. Downstairs there is a large modern kitchen, dining room, lounge with access to a large 10 x 10 wooden deck; with a barbecue, table and chairs. Below the deck is a secluded flower and vegetable garden . From the rear of the house there are magnificent views of Weymouth Bay, Portland and the Jurassic coast  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £69 /night

£477 - £1325 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Beach Cottage overlooks beach and sea. 2 - 3 bedrooms, 2 bathrooms. Sleep 6 - Sleeps 10. sun patio. terrace. balcony. shower cubicle. wi-fi available with dongle purchase or free in nearby Pub/Restaurant 50yds. Parking..Twin bedroom. Family bedroom ensuite. Walk beach. Villadelamer overlooks beach and Weymouth Bay. Harbourside Pubs and Restaurants, Boat trips, Beach Market.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £93 /night

£650 - £1050 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Escape to the country in this beautiful 4 bed Farmhouse with stunning views over Weymouth bay. Ideal for a relaxing in the countryside, but close enough access the town. A roaring fire, BBQ with panoramic views, or 3 good pubs within 1 mile, there's plenty on offer.  …see more

18 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £122 /night

£850 - £1950 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A large garden ideal for family holidays. The house is 5 mins walk from the beach and Lodmoor park. Weymouth centre is 1/2 mile away where there are many shops, restaurants and bars. There are several pubs and shops near the house, a log fire, SKY TV, and good parking.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £43 /night

£300 - £795 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Four star and M1 and M11 graded suitable for disabled. Great location with views towards Chesil Beach and Fleet Lagoon.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £46 /night

£320 - £695 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A beautiful two bedroom cottage in Upwey, Weymouth. Ideal for family or quiet holidays. Beach and country walks near by. With 40ft garden, parking for two cars and stunning rural views down the valley. Shop 50 yards, pub ¼ mile. No smokers please. Pets welcome. The area is one of the sunniest places in Britain.  …see more

21 Photos

Townhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £72 /night

£500 - £900 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Modern, well equipped with great views just 100m from the beach with a traffic-free walk to Weymouth's harbour, shops and restaurants. Parking, balcony and garden. Great for families and for exploring the Dorset countryside and Jurassic coast. Last minute offers for July and August--see prices page....  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

1 night min stay

Add to shortlist

from £50 /night

£350 - £995 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
JUNE RENTALS REDUCED - RIGHT IN THE CENTRE OF WEYMOUTH: SLEEPS 8.FOUR STOREY TOWNHOUSE GREAT FOR FAMILIIES OR A GROUP OF FRIENDS. GET IN TOUCH TO DISCUSS RATES. EASY WALKING DISTANCE FOR SEA,HARBOUR,PUBS CINEMA. Bed linen, heat & light and car parking permit included. "We haven't used the car" is a common quote, Nearsea is well placed for all things to do in Weymouth town.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £70 /night

£485 - £1251 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
A brand new 3 bedroom house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Offers views of Pennsylvania Castle and out to sea. Off street parking for 1 car.  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £45 /night

£314 - £785 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £50 /night

£350 - £899 / week

View

Key info:

  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Stylish open plan 2 bedroom house, sleeping 4. Enclosed, furnished garden with seating for 4 and barbeque. Offers low energy, low carbon living in a sustainably built home. Just a short walk away from Chesil Beach and the National Sailing Academy.  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £50 /night

£344 - £482 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
A delightful holiday cottage with a garden overlooking open fields, nestling peacefully in the village of Portesham  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £80 /night

£560 - £675 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
Close to the seafront at Chiswell near the southern end of the famous Chesil Beach, this charming refurbished, 200 year old holiday cottage retains period features, offering stylish and comfortable accommodation  …see more

9 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

Add to shortlist

from £89 /night

£620 - £832 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Lynwood Lodge is in an Area of Outstanding Natural Beauty and 2 miles from the coast which is part of the Jurassic World Heritage Site  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £57 /night

£394 - £756 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Ground floor: Living/dining room  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £58 /night

£402 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Country views/Four poster bed Situated in a semi-rural location beside a country road with extensive views across the downs towards Hardys Monument is this cosy cottage, the middle one of three  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £1251 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
A stylish penthouse set over two floors with views over Weymouth Harbour  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £89 /night

£619 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
All on ground floor: Living room/dining room  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £70 /night

£485 - £1251 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A 3 bedroom house, sleeping 6. Pionerring Passivhaus Eco-Home with triple glazing. Pennsylvania Heights includes a dedicated nature reserve offering large open space free to enjoy for all. Far reaching sea views of Pennsylvania Castle and Portland Bill.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £69 /night

£480 - £1150 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £69 /night

£477 - £901 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
The perfect base for a beach side holiday. We are close to the National Sailing Academy and a short walk to the Castletown diving centre. The Cove House Inn is a 300 yard walk along the beach and has a lovely atmosphere and good food.  …see more

22 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £62 /night

£430 - £620 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning location with probably the best sea views on Portland. Attractive 2 bedroom house with gardens and easy parking, next to open hillside with uninterupted views of Weymouth Bay, the ocean and coastline. Close to great beaches, sailing, shops, pubs and restaurants Breath-taking panoramic views. Ideal situation for exploring Portland's natural heritage.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 7

Good 3/5 

3 Nights min stay

Add to shortlist

from £52 /night

£360 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
beachfront cottage bungalow overlook the beach and sea. Sleep 4 - 7. sun patio. wi-fi available with dongle purchase or free in nearby Pub Restaurant complex..twin bedroom. double bedroom. ensuite. washing machine. tumble dryer. twin sofa bed. balcony. sun patio. ETB *** Beautiful location at quiet end of Weymouth Bay. Ideal for that early morning swim or evening stroll  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £67 /night

£465 - £930 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Very Pretty Mid Row Corner Thatched Cottage. Coast 5 miles,Dorchester 5 miles. Dog Permitted.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £67 /night

£465 - £930 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mid Terrace Victorian House With Sea Views. Chesil Beach 400 yards, Weymouth 5 miles. Dogs not permitted. No Smoking. Short Breaks - All Year.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £58 /night

£400 - £800 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Rural Barn Conversion On a Country Lane with Rolling Countryside Views. Lulworth Cove 5 miles, Dorchester 8 miles. Dogs Not Permitted.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

Add to shortlist

from £59 /night

£410 - £835 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £78 /night

£545 - £1085 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
End of terrace, stone cottage with views to fields and hills. Weymouth 3 miles. Dorchester 3 miles. Dogs not permitted. .  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £53 /night

£370 - £740 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Split Semi Detached Edwardian House Has Fantastic Sea Views from all Windows. Beach 150 Yards, Weymouth 5 miles. Dogs Not Permitted.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £61 /night

£425 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
18th Century Mid Terrace Cottage In Pretty Village With a Rural Outlook. Ringstead Beach 5 miles, Weymouth 3 miles. Dog Not Permitted.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1150 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Semi Detached House in Quiet Close. Weymouth Beach 400 yards,Town Centre 250 yards Dogs not permitted.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £119 /night

£830 - £1740 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Detached House with Sea & Inland Views, Beach 300 Yards, Weymouth town centre 2 miles, No Smoking, Short Breaks all Year.  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £186 /night

£1297 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Set in an idyllic lane just a stroll away from Abbotsbury Swannery and just 1½ miles from Chesil beach, this spacious, semi-detached, stone holiday cottage has been lovingly restored with open fire and beams in many rooms  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £45 /night

£309 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Set within 30 acres of grounds on the owners working stud farm and surrounded by peaceful, rolling Dorset countryside with the Jurassic Coastline a few miles away  …see more