Weymouth Holiday Rentals - Cottages and Self-Catering Apartments in Weymouth

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  • United Kingdom
  • England
  • Dorset
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  • Abbotsbury (9)
  • Broadwey (1)
  • Chickerell (5)
  • Greenhill (7)
  • Langton Herring (5)
  • Littlesea Holiday Park (8)
  • Nottington (4)
  • Preston, Dorset (4)
  • Rodwell (2)
  • Sutton Poyntz (1)
  • Upwey (7)
  • Warmwell (6)
  • Wyke Regis (6)

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169 Holiday homes

19

Lime Tree Lodge - Portland Bill Suite - Weymouth b&b sleeps 2

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
A boutique bed and breakfast, Lime Tree Lodge is a graceful house built by the current owners and set in a quiet country lane. The gardens are exquisite and full use of the Italianate sun terrace and conservatory will avail the sight of flocks of garden birds. Gourmet b  …see more

from £80 / night

£499 / week

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from £80 / night

(6) Excellent 

10

Kimberwick Cottage - Nottington bungalow sleeps 4

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
The comfy bungalow-style Kimberwick Cottage has one double bed room and one twin bedroom, a fully equipped kitchen including large freezer. The spacious living-room is light and friendly. In the bathroom, a bathtub is available for showers and bubble-baths. Kimberwick s  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(22) Very Good 

24

Grooms Cottage - Langton Herring cottage sleeps 2

Weymouth / Langton Herring

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Far from the madding crowds, set down its own private leafy driveway nestled in 8 acres of fields and woodland. The old cottage dates back to the early Victorian age and is full of charm and character. It has an open fire, oil fired central heating, and has a warm ho  …see more

from £125 / night

£550 - £850 / week

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from £125 / night

(15) Very Good 

18

Connaught Lodge - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Lovely newly renovated two bedroom detached cottage with garden, close to the Rodwell Trail, pleasant walk to harbour.Sleeps 4. On the ground floor there is a lounge and large kitchen diner with patio doors opening onto the patio. There is a large patio area opening ont  …see more

from £95 / night

£395 - £545 / week

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from £95 / night

(2) Excellent 

10

Pelham Cottage - Nottington cottage sleeps 4

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Pet friendly Pelham Cottage features a shiny kitchen next to the cozy living-room. The bathroom with bathtub is on the ground floor, too. Twin and double bedrooms are upstairs. You can bring up to two pets for an extra charge per pet per week. Pelham sleeps up to 4 and  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(8) Excellent 

26

Caravan/ Mobile home- NEW - Preston - Dorset caravan/mobile home sleeps 8

Weymouth / Preston, Dorset

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
I just upgraded my lovely caravan It was delivered to me on the 1/10/15 this is a Brand NEW luxurious 3 bedroom static caravan. I have a decking for eating outdoors and central heating. It is situated in Weymouth Bay Haven Park caravan site, 5 min walk from the beach  …see more

from £100 / night

£500 - £1050 / week

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from £100 / night

18

Helenium - Weymouth townhouse sleeps 5

Dorset / Weymouth

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
The cottage is bright, modern and well equipped for a relaxing self catering holiday. The Accommodation is for five people consisting of; Downstairs - kitchen, dining area and open plan lounge, hallway with an area for coats and shoes, downstairs WC with hand basin, con  …see more

from £86 / night

£600 - £950 / week

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from £86 / night

(3) Excellent 

4

Spacious Caravan in Weymouth, Littlesea - Littlesea Holiday Park caravan/mobile home sleeps 8

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This well presented, 8 berth Willerby Salsa (2013) double glazed caravan has everything that you would expect from a 'home away from home' including a gas fire and electric fan heaters in all bedrooms. It is in a very comfortable setting close to all the amenities that  …see more

from £70 / night

£500 - £750 / week

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from £70 / night

(13) Excellent 

22

Smugglers Haunt (detached farmhouse) Weymouth - Wyke Regis farmhouse sleeps 10

Weymouth / Wyke Regis

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Smugglers Haunt is a detached grey stoned, characteristic farmhouse in Wyke Regis, part of bustling Weymouth. The property offers guests a comfortable stay with a contemporary feel, it is very well equipped providing a real 'home from home'. It has stand out a  …see more

from £185 / night

£1295 - £1775 / week

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from £185 / night

(1) Excellent 

12

The Swallows - Upwey cottage sleeps 4

Weymouth / Upwey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Described as 'absolute bliss' and 'wonderfully peaceful' by some of our previous guests, The Swallows offers true tranquillity near the village of Abbotsbury, a short drive from the seaside town of Weymouth and the picturesque Jurassic Coast. We have  …see more

from £85 / night

£380 - £750 / week

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from £85 / night

16

Sunnyside - Wyke Regis house sleeps 6

Weymouth / Wyke Regis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This immaculately decorated 3 bedroomed property will have guests returning year after year. The comfortable and spacious house has its own garden and is ideally located for anyone wishing to partake or spectate in the numerous sailing activities at the National Sailing  …see more

from £115 / night

£800 / week

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from £115 / night

(2) Excellent 

21

Orchard View Cottage - Langton Herring barn sleeps 4

Weymouth / Langton Herring

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Orchard View is a spacious, light, comfortable property equipped with everything you'll need. Please Note: Arrival Days: Friday and Monday - minimum 3 night stay, in low season. Arrival Day: Friday - minimum 7 night stay in High Season. Located on the edge of our wi  …see more

from £122 / night

£551 - £807 / week

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from £122 / night

(11) Excellent 

10

Hector our Family Holiday Cottage in Weymouth - Weymouth cottage sleeps 5

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Welcome to Hector is our family friendly luxury self catering self catering holiday cottage. Hector is located in a private gated mews behind Brewers Quay very near to the Weymouth harbour side and only a few minutes from the beach, making it ideal for walking to a loc  …see more

from £52 / night

£360 - £836 / week

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from £52 / night

(12) Very Good 

16

Bunkhouse Plus - Weymouth house sleeps 23

Dorset / Weymouth

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Bunkhouse Plus is a self catering accommodation for large groups such as multiple family, divers, sailing, rock climbing, fishing, coast walker's, cycling etc. It has been given a 4 star rating from visit England. It has a large guest kitchen to cook your own meals. B  …see more

from £104 / night

£728 / week

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from £104 / night

10

Quayside Court - Weymouth apartment sleeps 4

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A well presented two bedroom ground floor apartment situated on Weymouth harbourside. The apartment offers good size accommodation and secure off road parking for one vehicle. Ideally located for the town, beach and harbour. The apartment is well fitted with open pla  …see more

from £75 / night

£530 - £645 / week

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from £75 / night

(45) Excellent 

22

Fox Crossing Bed and Breakfast - Preston - Dorset b&b sleeps 2

Weymouth / Preston, Dorset

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
DELICIOUS BREAKFAST BEING SERVED TO YOU EACH MORNING.EN-SUITE BEDROOM WITH KING SIZE BED. YOUR OWN PRIVATE SPACIOUS LOUNGE.TOTALLY SELF CONTAINED WITH PERSONAL FRONT DOOR.See all our reviews on TRIPADVISORPlease contact owners website for prices and availability.Fox Cro  …see more

from £80 / night

£560 / week

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from £80 / night

(18) Excellent 

17

Rosehill - Wyke Regis apartment sleeps 4

Weymouth / Wyke Regis

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
Weymouth remains a traditional seaside resort which combines a beautiful bay surrounded by the panoramic views of the Jurassic Coast World Heritage site and home of the 2012 Olympic Sailing events. A working harbour is surrounded by the vast sandy beach which affords b  …see more

from £50 / night

£325 - £395 / week

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from £50 / night

(10) Very Good 

20

Les Goelands [The Seagulls] - Greenhill house sleeps 8

Weymouth / Greenhill

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Victorian terraced Villa - 4 bedrooms – 2 minutes seafront, 5 minutes town, pubs, restaurants, railway station. On road parking permits for two cars.2 double bedrooms, 1 bunkbedded room (only suitable for kids or teenagers as no wardrobe or cupboards in this small ro  …see more

from £200 / night

£1200 - £1510 / week

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from £200 / night

(9) Excellent 

30

Weymouth Harbour View - Weymouth house sleeps 8

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Private garden
!!!NEW FOR 2016 - 32" Smart LCD TV's IN ALL BEDROOMS WITH SKY MOVIES AND FIBRE BROADBAND!!! LOCATION Directly on Weymouth's Old Harbour this 200 year old character house with uninterrupted views towards the famous raising town bridge sits on the water front and is  …see more

from £100 / night

£700 / week

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from £100 / night

(17) Very Good 

21

Upwey Cottage - Weymouth - Upwey cottage sleeps 4

Weymouth / Upwey

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
This cosy two bedroom cottage has its own sunny garden with garden loungers, table and chairs and BBQ. The quiet cottage is within easy reach of the beach and country walks. Set down a lane off the main link between the seaside town of Weymouth and Dorchester. Enjoy  …see more

from £110 / night

£320 - £590 / week

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from £110 / night

9

Warmwell Holiday Lodge to rent - Warmwell lodge sleeps 4

Weymouth / Warmwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Our 2 bedroomed no smoking lodge, with lake view is situated on the Warmwell Holiday Park, 8 miles from Weymouth and 6 miles from Dorchester in Dorset, UK. Whether you enjoy the peace and quiet of this "lodge only" site, or have a family who enjoy activities, this i  …see more

from £70 / night

£380 - £760 / week

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from £70 / night

(5) Very Good 

19

Ishara Apartment - Weymouth apartment sleeps 8

Dorset / Weymouth

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Ishara Apartment is ideally situated within a few minutes walk to Weymouth Beach with shops, pubs, restaurants, coach and rail links and leisure facilities all nearbyIt is also a great place to base yourself to explore the Dorset coast or the Dorset countryside with Por  …see more

from £65 / night

£400 - £900 / week

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from £65 / night

(11) Very Good 

18

Bridge View - Weymouth townhouse sleeps 8

Dorset / Weymouth

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
NEW HOLIDAY OPPORTUNITYNewly renovated and furnished!Bridge View is a 5 bedroom bow fronted Regency town house dating from the late 1700's. It is located next to Weymouth town bridge and features great harbor side views! The property has recently been extensively r  …see more

from £150 / night

£480 - £1730 / week

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from £150 / night

(1) Excellent 

39

Cobblestone House - Upwey cottage sleeps 8

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Situated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished by its current owners to offer highly desirable, family accommodation.Dating back to the 1500's, when it served as the Granary for the nearby  …see more

from £253 / night

£1012 - £2054 / week

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from £253 / night

(4) Excellent 

15

Clayhanger Lodge, New Barn Road, Abbotsbury - Abbotsbury barn sleeps 6

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Clayhanger Lodge, set within farmland high above Chesil Beach, is a spacious and light, detached barn conversion enjoying spectacular views across lush green fields to the ocean beyond. Clayhanger Lodge provides luxury accommodation for six people in three large, comfor  …see more

from £105 / night

£730 - £1760 / week

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from £105 / night

23

Coastguard Lookout (COAST) - Wyke Regis cottage sleeps 4

Weymouth / Wyke Regis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Coastguard Lookout is situated in the popular Weymouth suburb of Wyke Regis, just minutes from Pirates Cove, a popular sandy inlet at the famous Fleet lagoon. A large natural inlet of water, the Fleet lagoon is a haven for wildlife. Coastguard Lookout is a newly built  …see more

from £64 / night

£447 - £947 / week

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from £64 / night

(2) Very Good 

23

Caravan, Littlesea, Weymouth - Littlesea Holiday Park caravan/mobile home sleeps 8

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Top of the range 12 ft wide Cosalt Capri Mobile Home with Sea View. Fully equipped with central heating and double glazed throughout and verandah / balcony steps. Magnificent views of the Holiday Park, Sea, Fleet Lagoon, and Chisel bank. Early Check in 2 pm (not 4 pm  …see more

from £68 / night

£1250 - £1740 / week

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from £68 / night

(4) Excellent 

24

Chesil Holiday Lodge, Weymouth - Wyke Regis lodge sleeps 6

Weymouth / Wyke Regis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A luxury 2 bedroom (sleeps 6) holiday lodge situated on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth Dorset. The lodge is located near the coastal path and has elevated sea views directly over Chesil Beach and Fleet Lagoon. Guests can make use of  …see more

from £175 / night

£800 - £1395 / week

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from £175 / night

(5) Excellent 

22

Keepers Lodge - Warmwell lodge sleeps 6

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
The Keepers Lodge is pure luxury - brand new for 2014. It boasts a view over the lakes from the large deck, which is equipped with seating for up to 8 plus glass topped table & cantilever parasol, or from inside the lodge through the fully glazed front. The main bedro  …see more

from £175 / night

£699 - £1649 / week

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from £175 / night

(2) Excellent 

8

Pump Lodge - Upwey cottage sleeps 3

Weymouth / Upwey

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Pump Lodge is a one bedroom, self-contained home nestled in the grounds of Pump Cottage near the village of Upwey, Dorset. The cosy bedroom is situated on the first floor; it contains a king-size bed and an additional futon that would sleep either a child or a young adu  …see more

from £100 / night

£595 / week

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from £100 / night

20

Tradewinds (TRADE) - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Just sitting back and relaxing whilst watching a host of maritime vessels from traditional trawlers to luxury yachts coming into and out of the harbour from the comfort of this perfectly positioned apartment is one way to spend your time whilst on holiday here. Tradewi  …see more

from £74 / night

£515 - £1092 / week

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from £74 / night

(2) Very Good 

6

Holiday Cottage to rent Upwey - Weymouth - Broadwey cottage sleeps 7

Weymouth / Broadwey

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
This home makes a very comfortable relaxing all year round base for exploring the surrounding area, with Weymouth's Georgian seafront and beach only a few miles away. Many walks can be taken locally, or along the nearby Jurassic coastline. Popular places to visit a  …see more

from £120 / night

£800 - £2200 / week

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from £120 / night

11

Beach walk is named because nice stroll to beach - Weymouth bungalow sleeps 5

Dorset / Weymouth

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Child friendly
  • Private garden
New bungalow with all you need for long or short break , on level site , short stroll to beach or shops that are close by Morrison , sainsbury , lidel , a large park to play in , sea life centre close by also and sand world .the bus stop is at top of road , for to  …see more

from £130 / night

£825 / week

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from £130 / night

4

Meadlodge Guest house (Room w/ Private Bathroom) - Abbotsbury house sleeps 2

Weymouth / Abbotsbury

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
Meadlodge guesthouse is a chalet bungalow. I have one ground floor bedroom with private bathroom. 2 double bedrooms upstairs with a shared bathroom with bath and shower. Meadlodge guesthouse is a 10 minute walk from beach and is in a very quite location of Weymouth. I h  …see more

from £80 / night

£350 / week

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from £80 / night

21

Bayview Apartment (BAYV) - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Bayview is a period conversion in an upmarket development situated in a highly desirable area of Weymouth. The views available from the bedroom span from Portland, to the Nothe Fort and all the way around Weymouth Bay. The apartment has been finished to a high standard  …see more

from £58 / night

£400 - £852 / week

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from £58 / night

25

Marina Court Hotel Double Room 1 - Weymouth b&b sleeps 2

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
A warm welcome awaits you at the Marina Court, a friendly, family run Weymouth bed and breakfast guesthouse accommodation where good food and service goes without saying! Marina Court offers free private parking for guests in its own car park situated at the rear. Our  …see more

from £80 / night

£520 - £600 / week

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from £80 / night

13

Upwey Apartment - Just off Weymouth Seafront - Weymouth apartment sleeps 5

Dorset / Weymouth

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary
The “Upwey” Apartment is a two bedroomed holiday apartment situated just 100 metres to Weymouth’s famous award winning sandy beach, and it is also situated just 100 metres to Weymouth’s town centre, 500 metres to the train station and a 15 minute walk to Weymout  …see more

from £55 / night

£385 / week

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from £55 / night

(1) Good 

8

Waterside Holiday Park & Spa. 6 berth holiday home - Weymouth caravan/mobile home sleeps 6

Dorset / Weymouth

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Situated in Weymouth on the exclusive 5 Star Waterside Holiday Park and Spa This site has a pool, clubhouse, gym, restaurant, mini market shop, laundrette and frequent buses to the main town. It is in well kept and highly maintained grounds making it an ideal place to c  …see more

from £75 / night

£360 - £1000 / week

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from £75 / night

(31) Excellent 

25

Tides - Weymouth house sleeps 5

Dorset / Weymouth

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Tides is a modern well appointed property located at the end of a quiet cul-de-sac and has the advantage of overlooking the picturesque bay and sailing venue used for the 2012 Olympic Games. The house is situated at the beginning of the wonderful promenade that winds  …see more

from £175 / night

£750 - £1100 / week

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from £175 / night

(13) Very Good 

23

Sky View - Weymouth apartment sleeps 6

Dorset / Weymouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Well equipped quirky town-centre flat in Weymouth, Dorset.Modern, bright and airy top floor flat. Hall, two double bedrooms, spacious lounge/diner with TV/DVD player, well equipped kitchen with full sized oven, dishwasher, fridge, combi microwave, toaster, coffee make  …see more

from £58 / night

£400 - £650 / week

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from £58 / night

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