50 Best Weymouth Apartments on Holiday Lettings - Condos

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Abbotsbury
9 properties
Littlesea Holiday Park
8 properties
Upwey
7 properties
Warmwell
6 properties
Greenhill
6 properties
Langton Herring
5 properties
Wyke Regis
5 properties

Weymouth

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145 Vacation rentals

(21) Excellent 

19

Vacation apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Car not necessary
Little Gem - uninterruptable front line sea views positioned only 30 meters from sea and overlooking Portland Harbour the 2012 Olympic venue, and the remains of Sandsfoot castle. Off road dedicated parking within property boundary. Quite and tranquil location and only a  …see more

from $95 / night

$473 - $788 / week

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from $95 / night

(24) Excellent 

16

Vacation home in West Country

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Henley House is a 5 star rated, newly renovated, large, four bedroomed detached property ideal for 1 or 2 week holidays and weekend breaks throughout the year. It offers comfortable accommodation for up to 8 people. The property is particularly well positioned in a q  …see more

from $152 / night

$744 - $1701 / week

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from $152 / night

(23) Excellent 

28

Vacation apartment in West Country

Dorset / Weymouth

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Child friendly
Fully self-contained first floor Georgian apartment consisting of one double bedroom, a twin bedroom, and a fully equipped kitchen/lounge boasting three large period sash windows giving superb views of the entire bay. Perfect for families or couples looking for a short  …see more

from $57 / night

$372 - $958 / week

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from $57 / night

(10) Excellent 

17

Vacation cottage in West Country

Weymouth / Sutton Poyntz

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Laurel Cottage is a charming 300 year old thatched cottage in the heart of the peaceful village of Sutton Poyntz on the outskirts of the seaside resort town of Weymouth. The interior has been refurbished to a high standard combining a modern kitchen and bathrooms with  …see more

from $189 / night

$1248 - $1878 / week

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from $189 / night

(27) Very Good 

17

Vacation cottage in West Country

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Suitable for children age 5+
To have a great Holiday they say you only need 3 things sun, sea and sand but to find your perfect holiday base its all about Location Location Location and Duckling cottage is spot on. Just 70 yards to the left you will find the famous blue flag central beach and espla  …see more

from $53 / night

$404 - $891 / week

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from $53 / night

(5) Very Good 

12

Vacation barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
Wears Farm holiday cottages (The Stables, The Grain Store & The Cow Byre) sit in the hills above Abbotsbury; comprising three individual holiday homes with spectacular views across the Dorset countryside. Take a short walk from the cottages up onto the South Dorset Ridg  …see more

from $87 / night

$605 - $1701 / week

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from $87 / night

(22) Very Good 

13

Vacation cottage in West Country

Weymouth / Wyke Regis

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Moonfleet is a two bedroom cottage located on the edge of Portland Harbour; the waters that hosted the 2012 Olmpic Sailing. Presented to a high standard this accommodation sleeps 5, with two double bedrooms (one with a double and single bed) a spacious lounge/diner and  …see more

from $72 / night

$441 - $756 / week

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from $72 / night

(27) Excellent 

20

West Country Vacation lodge rental

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Kingfisher Retreat is a luxury lodge on the popular Warmwell Holiday Park, set in a private cul-de-sac accessed via a barrier. It sleeps up to 4 guests in 2 bedrooms plus there is a sofabed in the lounge should this be required. It boasts an open plan fully fitted ki  …see more

from $101 / night

$617 - $1637 / week

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from $101 / night

(28) Excellent 

24

Home rental in West Country

Weymouth / Rodwell

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
A wonderful self contained and well equipped self catering house with all of the modern amenities to make your stay a memorable one and just a stones throw from the sea. Perfectly located for the beach, town and habour. It sleeps 5 with 1 main bedroom with a double bed  …see more

from $199 / night

$1386 / week

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from $199 / night

(10) Excellent 

57

Vacation cottage in Upwey

Weymouth / Upwey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Lovely quiet cottage situated in an elevated position on the old Roman Road out of Weymouth leading to Dorchester. Some views leading to Weymouth are accessible from the outdoor elevated sun terrace. The Ridge way is no longer a through road and apart from the 16th cen  …see more

from $226 / night

$1133 - $2015 / week

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from $226 / night

(17) Very Good 

21

Vacation home rental

Dorset / Weymouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Summer Lodge is located a short car ride from Weymouths safe, sandy, lifguarded, beach complete with many restaurants and family attractions. Portland, Chesil Beach, West Bay, Lulworth cove,Corfe Castle, and Swanage are a few places in the surounding area.Summe  …see more

from $344 / night

$1878 - $4158 / week

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from $344 / night

(4) Excellent 

11

Abbotsbury Vacation barn rental

Weymouth / Abbotsbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
Wears Farm holiday cottages (The Stables, The Grain Store & The Cow Byre) are nestled in the hills above the beautiful village of Abbotsbury; comprising three individual holiday homes with spectacular views across the Dorset countryside. Take a short walk from the cotta  …see more

from $378 / night

$876 - $2520 / week

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from $378 / night

(22) Excellent 

29

Cottage accommodation in West Country

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
This Cottage is in a very central location of Weymouth only a short walk to the beach and radipole lake nature reserve, it's also a very short walk to the town centre and beautiful harbour, where you can sit and enjoy a drink at one of the local bars over looking the h  …see more

from $101 / night

$756 - $1071 / week

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from $101 / night

(6) Very Good 

6

Studio rental in Chickerell

Weymouth / Chickerell

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 4 mi
  • Car not necessary
Modern double bed studio with bath/shower room and open plan kitchen/lounge. Beautiful seaviews over the fleet and jurassic coast. Only 2 miles from Weymouth beach and a few strides from the south west coastal footpath. We are in walking distance of 5 public houses and  …see more

from $57 / night

$372 - $517 / week

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from $57 / night

(15) Excellent 

22

Vacation farmhouse rental

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 $234 / night

$1632 - $2237 / week

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from $234 / night

(20) Very Good 

14

Vacation bungalow with golf nearby in Chickerell

Weymouth / Chickerell

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
The Nest Holiday Annexe is nestled quietly behind the owner's 200 year old cottage, with its own patio, beautiful planted garden with Bbq area & has an amazing Day Bed for lounging in the sunshine.The property is on one level, with Double Bedroom, shower room/toilet, ki  …see more

from $70 / night

$448 - $851 / week

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from $70 / night

(1) Excellent 

39

Vacation cottage in Upwey

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 $319 / night

$1276 - $2589 / week

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from $319 / night

(13) Very Good 

24

West Country Vacation home rental

Weymouth / Greenhill

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Child friendly
1920s townhouse sleeping 12. Ten minutes walk from the beach in a very desirable residential area, next to Greenhill's beautiful sea front gardens. Number 6 is a recently refurbished large house, well equipped for family holidays. The house is located right next to t  …see more

from $378 / night

$1260 - $3213 / week

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from $378 / night

(4) Very Good 

14

Vacation home in West Country

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
'Swans is a modern terraced house with stunning views of the Radipole nature reserve. It is only a ten minute walk to the fabulous sandy beach and historic old harbour with its many restaurants and pubs. It is well positioned for exploring the Jurrasic Coast and Weymo  …see more

from $91 / night

$636 - $933 / week

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from $91 / night

(11) Excellent 

10

Vacation cottage in West Country

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • 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 $69 / night

$479 - $1054 / week

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from $69 / night

(5) Excellent 

22

West Country Vacation lodge rental

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 $221 / night

$932 - $2078 / week

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from $221 / night

(21) Excellent 

17

Vacation apartment accommodation

Weymouth / Wyke Regis

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • 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 $63 / night

$410 / week

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from $63 / night

(9) Excellent 

23

Vacation caravan/mobile home in West Country

Weymouth / Littlesea Holiday Park

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Swift baritza 2016 brand new model with deck at the front of the doors clean and tidy through out non smoking through out and no pets we have been owners at littlesea for 5 years and rented for 5 years we aim to give people the holiday the want at a cheap price the onl  …see more

from $76 / night

$378 - $756 / week

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from $76 / night

(4) Excellent 

8

West Country Vacation apartment rental

Weymouth / Greenhill

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Located over looking Weymouth's stunning beach, the holiday apartment offers spectacular sea views and sleeps 5 people.It is within easy reach of all the local amenities, restaurants and bars. The spacious apartment offers stunning sea views and all the be  …see more

from $149 / night

$1040 / week

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from $149 / night

(17) Excellent 

19

West Country Vacation lodge rental

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Kingfisher Haven has it's own enclosed deck area, accessed from the lounge/diner via patio doors, for those warm summer days and nights. On the deck there is a large table, parasol and six chairs. There is a brand new colour TV/DVD player in each of the 3 bedroom  …see more

from $126 / night

$793 - $1221 / week

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from $126 / night

(8) Excellent 

19

Vacation cottage in West Country

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
With sea views towards Portland and private access to sandy Castle Cove beach, Castle Cove View provides high quality modern accommodation perfect for family holidays or romantic getaways.  A downstairs shower room (including WC and basin) is ideal for washing down san  …see more

from $139 / night

$504 - $1449 / week

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from $139 / night

(3) Excellent 

11

Barn rental in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
Wears Farm holiday cottages (The Stables, The Grain Store & The Cow Byre) sit in the hills above the beautiful village of Abbotsbury; comprising three individual holiday homes with spectacular views across the Dorset countryside. Take a short walk from the cottages up o  …see more

from $91 / night

$630 - $1764 / week

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from $91 / night

(7) Very Good 

24

Vacation home in West Country

Weymouth / Greenhill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Georgian townhouse sleeps 12 close to beachSeaside House is a holiday home, situated in the heart of Weymouth and within a stone's throw of Weymouth's fabulous beach and esplanade.This elegant Grade II listed Georgian townhouse extends over 4 floors and provides generou  …see more

from $278 / night

$1090 - $2256 / week

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from $278 / night

(9) Excellent 

14

Vacation caravan/mobile home rental

Weymouth / Chickerell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Our Prestige caravan sleeps 6 to a high degree of luxury, it is double glazed and centrally heated so why not stay for early or late season breaks as well as that restful time during the summer. The lounge has 2 large comfortable sofas. We have a fully equipped kitchen  …see more

from $76 / night

$1160 / week

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from $76 / night

(4) Excellent 

15

Vacation barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • 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 $132 / night

$920 - $2218 / week

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from $132 / night

(7) Excellent 

10

Vacation caravan/mobile home with shared pool in West Country

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Deluxe Plus Holiday accommodation set in the Littlesea Holiday Park Weymouth. Where the is plenty of activities to do jurying the day and evenings. The park host's three swimming pools with one outdoors. the are 3 bars to enjoy a drink and a restaurant with good food an  …see more

from $51 / night

$315 - $882 / week

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from $51 / night

(20) Excellent 

21

West Country Vacation townhouse rental

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This modern town house over three floors has stunning views along the coast towards Lulworth and across Portland Harbour. It is situated on a quiet road overlooking Sandsfoot Gardens and the ruins of Sandsfoot Castle and is just 100m from the sheltered beaches of Castl  …see more

from $76 / night

$378 - $1292 / week

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from $76 / night

(3) Excellent 

20

West Country Vacation home rental

Dorset / Weymouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Ocean House is a 4 bedroom town house situated in the heart of the seaside town of Weymouth. The property has just been totally renovated throughout. The property has a wifi throughout, with all rooms having SMART TV's, full sky package. On the ground floor the property  …see more

from $189 / night

$1323 - $2205 / week

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from $189 / night

(8) Excellent 

26

Vacation caravan/mobile home in West Country

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 $126 / night

$630 - $1512 / week

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from $126 / night

(1) Excellent 

12

Vacation cottage in Upwey

Weymouth / Upwey

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The Brambles is a delightful 1 bedroom holiday cottage furnished with lone travellers, couples and pairs in mind. Situated just off the stunning Chesil Beach in the small, tranquil village of Langton Herring near Weymouth, it is one of seven family run farm holiday co  …see more

from $89 / night

$416 - $693 / week

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from $89 / night

(2) Very Good 

23

Vacation caravan/mobile home with shared pool in West Country

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • 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 $70 / night

$1575 - $2193 / week

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from $70 / night

9

Vacation lodge rental

Weymouth / Warmwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • 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 $80 / night

$504 - $1512 / week

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from $80 / night

(18) Very Good 

18

West Country Vacation cottage rental

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • 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  …see more

from $120 / night

$498 - $914 / week

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from $120 / night

(1) Very Good 

10

Cottage rental in West Country

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
3 Lower Farm is a 2 bed room stone cottage situated on our working dairy farm between Weymouth and Abbotsbury, a short distance from Dorset's stunning Chesil Beach and Jurassic coast. It is full of character features such as wooden beams and an inglenook fireplace  …see more

from $108 / night

$479 - $945 / week

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from $108 / night

(2) Excellent 

21

Vacation barn in West Country

Weymouth / Langton Herring

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • 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 $159 / night

$717 - $1017 / week

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from $159 / night