50 Best Weymouth Apartments on Holiday Lettings - Condos

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Chickerell
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Upwey
15 properties
Abbotsbury
9 properties
Warmwell
7 properties
Littlesea Holiday Park
5 properties
Langton Herring
5 properties

Weymouth

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503 Vacation rentals

(20) Excellent 

Certificate of Excellence

19

Vacation cottage in Weymouth

Dorset / Weymouth

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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 sand …see more

Certificate of Excellence

from $100 / night

$700 - $1,680 / week

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Responds fast!
avg. 1 hour 21 minutes

from $100 / night

(1) Excellent 

23

Vacation caravan/mobile home in Weymouth

Dorset / Weymouth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Welcome to our privately owned 2017 Willerby Avonmore 3 bedroom holiday home (sleeps 6), on Havens Award Winning 5 Star Holiday Park at Littlesea Weymouth. Our holiday home is classified as Prestige Sea View with Decking by Haven. It is located on the front row of Swan …see more

from $84 / night

$1,333 / week

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Responds fast!
avg. 31 minutes

from $84 / night

(32) Excellent 

16

Vacation home in Weymouth

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 large, four bedroomed detached property with sunny private garden and patio areas It offers comfortable accommodation for up to 8 people ideal for 1 or 2 week holidays, weekend breaks and family occasions throughout the year.The property is particula …see more

from $182 / night

$1,064 - $1,988 / week

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avg. 1 hour 4 minutes

from $182 / night

(13) Excellent 

39

Vacation lodge in Warmwell

Weymouth / Warmwell

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The Lodge has a special luxury feel from the moment you arrive. It is a classically designed Gite style and has high specification features. A welcome pack will be provided, for you to enjoy, on arrival including, bread, milk and basic commodities. Kingfisher Breaks is …see more

from $350 / night

$2,240 - $2,282 / week

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from $350 / night

(41) Very Good 

16

Vacation cottage in Wyke Regis

Weymouth / Wyke Regis

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • 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 $85 / night

$558 - $1,030 / week

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from $85 / night

(30) Very Good 

Certificate of Excellence

6

Studio rental in Chickerell

Weymouth / Chickerell

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • 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

Certificate of Excellence

from $63 / night

$413 - $574 / week

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avg. 2 hours 21 minutes

from $63 / night

(10) Very Good 

21

Chickerell Vacation caravan/mobile home rental

Weymouth / Chickerell

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
We are now able to offer a brand new 2017 Abi Horizon. This is a very comfortable fully equipped 3 bedroom home, one room with double bed and the other two being twin rooms, with warm air heating, heated towel rail in the spacious bathroom and double-glazing throughout. …see more

from $59 / night

$448 - $1,190 / week

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avg. 3 hours 44 minutes

from $59 / night

(31) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $112 / night

$637 - $903 / week

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Responds fast!
avg. 2 hours 59 minutes

from $112 / night

(27) Excellent 

19

Warmwell 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 bedrooms as …see more

from $154 / night

$1,007 - $2,099 / week

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from $154 / night

10

Weymouth Vacation apartment rental

Dorset / Weymouth

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Whitesands is a conversion of a period Victorian property which has been completely renovated during 2008. The apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining man …see more

from $47 / night

$413 - $1,050 / week

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from $47 / night

(14) Excellent 

Certificate of Excellence

24

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 brand new Swift Bordeaux 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. Located with amazing views over Chesil Beach and L …see more

Certificate of Excellence

from $84 / night

$1,421 / week

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Responds fast!
avg. 3 hours 46 minutes

from $84 / night

(34) Excellent 

20

Warmwell 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 $133 / night

$769 - $1,861 / week

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from $133 / night

(45) Excellent 

28

Vacation apartment in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 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 $69 / night

$448 - $1,115 / week

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avg. 1 hour 19 minutes

from $69 / night

17

Vacation cottage in Langton Herring

Weymouth / Langton Herring

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Described by previous guests as a 'lovely olde world cottage' perfect for a nice, relaxing break, Sycamores Cottage is situated 5 miles to the west of Weymouth, a short walk from the stunning Chesil beach and Jurassic Coastline. It sleeps up to five people in 2 bedroo …see more

from $154 / night

$546 - $1,092 / week

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Responds fast!
avg. 2 hours 43 minutes

from $154 / night

(43) Excellent 

Certificate of Excellence

27

Cottage accommodation in Weymouth

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

Certificate of Excellence

from $126 / night

$1,190 / week

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Responds fast!
avg. 33 minutes

from $126 / night

(7) Excellent 

22

Warmwell Vacation lodge rental

Weymouth / Warmwell

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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 $170 / night

$1,189 - $2,351 / week

Inquire View

from $170 / night

(17) Excellent 

Certificate of Excellence

10

Vacation cottage in Weymouth

Dorset / Weymouth

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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

Certificate of Excellence

from $84 / night

$588 - $1,294 / week

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Responds fast!
avg. 2 hours 51 minutes

from $84 / night

(22) Excellent 

21

Weymouth Vacation cottage rental

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
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 Dormouse cottage is spot on. Just 70 yards to the left you will find the famous blue flag central beach and espla …see more

from $62 / night

$469 - $1,077 / week

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avg. 10 minutes

from $62 / night

(5) Excellent 

24

Vacation lodge with shared pool in Wyke Regis

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 $238 / night

$1,190 - $2,030 / week

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from $238 / night

(2) Very Good 

23

Vacation caravan/mobile home with shared pool in Littlesea Holiday Park

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 $79 / night

$549 / week

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avg. 2 hours 27 minutes

from $79 / night

(20) Very Good 

Certificate of Excellence

20

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 appeal with …see more

Certificate of Excellence

from $259 / night

$1,813 - $2,610 / week

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from $259 / night

(22) Excellent 

21

Vacation apartment accommodation

Weymouth / Wyke Regis

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
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 $70 / night

$490 / week

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from $70 / night

(25) Excellent 

21

Weymouth 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 $84 / night

$420 - $1,470 / week

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from $84 / night

(8) Excellent 

26

Vacation caravan/mobile home in Preston, Dorset

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 $168 / night

$1,260 / week

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avg. 1 hour 23 minutes

from $168 / night

(4) Excellent 

16

Vacation apartment in Weymouth

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Marina Place Weymouth Is a modern fully equipped apartment that we have just acquired & are now running it as a holiday let. We already run a popular holiday apartment named Seaside, in Weymouth and you can see our reviews already on TripAdvisor. The apartment Is on the …see more

from $112 / night

$588 - $1,190 / week

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Responds fast!
avg. 2 hours 23 minutes

from $112 / night

(1) Very Good 

10

Cottage rental in Weymouth

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 - pe …see more

from $168 / night

$546 - $1,092 / week

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avg. 2 hours 43 minutes

from $168 / night

6

Abbotsbury Vacation guest house rental

Weymouth / Abbotsbury

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
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 $98 / night

$686 / week

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Responds fast!
avg. 3 hours 1 minutes

from $98 / night

(3) Very Good 

25

Littlesea Holiday Park Vacation caravan/mobile home rental

Weymouth / Littlesea Holiday Park

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Our van is 38x13 and is classed as Platinum grade by Haven. It is on a secluded and tranquil pitch at Littlesea Holiday Park overlooking the Fleet and Chesil Beach with its own tarmac parking space. It has 2 bedrooms with a large pull out double bed integrated into the …see more

from $140 / night

$980 - $1,260 / week

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avg. 1 hour 8 minutes

from $140 / night

(7) Very Good 

Certificate of Excellence

12

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

Certificate of Excellence

from $420 / night

$1,148 - $2,695 / week

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Responds fast!
avg. 3 hours 27 minutes

from $420 / night

(11) 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 $255 / night

$1,277 - $2,271 / week

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avg. 3 hours 51 minutes

from $255 / night

(10) Very Good 

24

Vacation home in Greenhill

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 $336 / night

$1,302 - $2,520 / week

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avg. 2 hours 10 minutes

from $336 / night

(13) Excellent 

16

Vacation cottage in Sutton Poyntz

Weymouth / Sutton Poyntz

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
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 an exceptionally high standard combining a modern kitchen and …see more

from $200 / night

$1,400 - $2,100 / week

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Responds fast!
avg. 2 hours 12 minutes

from $200 / night

(5) Very Good 

12

Cottage rental in Nottington

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
This cozy country cottage features a pet friendly policy but serves well for non-pet holders, too. Snaffles has an upstairs double bedroom and bathroom with a showerbath. On the ground floor the new kitchen and the twin bedroom is accessible through the classic lounge. …see more

from $140 / night

$700 - $1,260 / week

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from $140 / night

(7) Very Good 

19

Weymouth Vacation apartment rental

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • 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 nearby It is also a great place to base yourself to explore the Dorset coast or the Dorset countryside with …see more

from $140 / night

$840 - $1,260 / week

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Responds fast!
avg. 2 hours 9 minutes

from $140 / night

(19) Excellent 

17

Vacation apartment with golf nearby in Weymouth

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
SEASIDE has the most amazing Sea views!! Its on the 4th Floor of a large Victorian house. Its up 3 flights of stairs, then when you walk into the lounge diner where there is the most fantastic Panoramic views of the Sea & Beach Weymouth and Portland Harbour entrance. …see more

from $91 / night

$588 - $1,127 / week

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avg. 2 hours 23 minutes

from $91 / night

(18) Very Good 

21

Upwey Vacation cottage rental

Weymouth / Upwey

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • 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 $154 / night

$462 - $973 / week

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from $154 / night

(31) Excellent 

20

Vacation lodge with shared pool in Warmwell

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
Brand new as of August 16, we have a luxury 3 bed lodge set in a stunning woodland setting at Warmwell holiday park, Warmwell run by Parkdean. Main bedroom has a king size bed with dressing area, wardrobe, wall mounted flat screen TV, portable fan, full length mirror, …see more

from $154 / night

$1,239 - $2,310 / week

Inquire View

from $154 / night

(2) Excellent 

4

Vacation caravan/mobile home in Weymouth

Dorset / Weymouth

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 0.1 mi
  • Child friendly
Our caravan is a bright and airy Wiilerby Eco Salsa. It is decorated and furnished to a good standard and can sleep up to 8 guests a double master bedroom plus 2 twin bedrooms sleeping 2 people in each. In addition there is a double bed settee in the lounge. Outside th …see more

from $133 / night

$931 / week

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Responds fast!
avg. 2 hours 39 minutes

from $133 / night

(43) Excellent 

25

Vacation home in Weymouth

Dorset / Weymouth

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • 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 $252 / night

$1,190 - $1,624 / week

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avg. 1 hour 37 minutes

from $252 / night

(8) Excellent 

6

Weymouth Vacation caravan/mobile home rental

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Welcome to our recently purchased 2017 Deluxe 3 bedroom Abi Horizon, 6 berth static caravan.This holiday home is modern ,open plan and is a cosy retreat. Has colour co ordinated upholstery throughout and is tastefully decorated. Has 1 double bedroom,2 twin bedded room …see more

from $112 / night

$784 / week

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Responds fast!
avg. 3 hours 51 minutes

from $112 / night