50 Best Vacation Rentals in Dorset - Holiday Lettings - Cabins

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1,384 Vacation rentals

(24) Excellent 

29

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  …see more

from $100 / night

$744 - $1054 / week

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from $100 / night

(33) Excellent 

33

Swanage Bay Vacation townhouse rental

Swanage / Swanage Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
A light and airy victorian town house with contemporary decor literally only 1-2 mins walk from a clean sandy beach and next to the south west coast path. Ideal for 2 families/large families ,4 couples or groups.With a large enclosed south facing terrace,great kitchen d  …see more

from $162 / night

$856 - $2046 / week

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from $162 / night

(53) Very Good 

27

Corfe Castle Vacation cottage rental

Corfe Castle / Kingston, Dorset

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Tucked away in the heart of Enid Blyton country is a charming two-bedroom cottage with lots of living space, a rolling garden and uninterrupted views over the majestic ruins of Corfe Castle and the Purbeck Hills. Furnished with a quirky eye and an emphasis on comfort,  …see more

from $162 / night

$1030 - $1228 / week

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from $162 / night

(32) Excellent 

31

Melplash Vacation cottage rental

Bridport / Melplash

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Bluebell Cottage is a pretty stone cottage in a fantastic location fully equipped with modern comfortable furnishings and a large fully enclosed sunny garden. Set in 6 acres of stunning Dorset countryside there is lots of space for couples, families and dogs to explore  …see more

from $92 / night

$412 - $1061 / week

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from $92 / night

(29) Excellent 

25

Swanage Bay Vacation cottage rental

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Tucked away in a quiet position in the heart of Swanage, on the beautiful Isle of Purbeck, Taunton Cottage is perfectly situated only a two minute walk away from the safe, award-winning sandy beach, shops, cafés, pubs and restaurants. Built of Purbeck stone, the  …see more

from $124 / night

$744 - $1364 / week

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from $124 / night

(34) Excellent 

19

Home rental in Isle of Portland

Dorset / Isle of Portland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
A contemporary, spacious house with private off-road parking. Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy or the Jurrassic Coastline. Ideal for small groups, coup  …see more

from $124 / night

$943 - $1526 / week

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from $124 / night

(32) Excellent 

20

Vacation barn in Melplash

Bridport / Melplash

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Pet friendly
Roe Barn is a stunning detached barn conversion providing first class holiday accommodation with a large secure garden in a beautiful location. Set in 6 acres of outstanding Dorset countryside there is lots of space for couples, families and dogs to explore and the dra  …see more

from $116 / night

$514 - $1400 / week

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from $116 / night

(10) Excellent 

25

Vacation chalet in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
The Shed is named somewhat tongue in cheek by the owners' family as it is about as far from a shed as you can get. Whether sitting out on the decking with its clear view glass balustrade or in the comfort of the lounge you have stunning views across Avon Beach and  …see more

from $142 / night

$799 - $2480 / week

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from $142 / night

(5) Excellent 

17

Charmouth Vacation cottage rental

Bridport / Charmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Mid Row Thatched Cottage Retaining Many Original FeaturesSandy Beach 500 yards Lyme Regis 2 miles - market town of Bridport 5 miles This pretty, 18th century thatched central heated cottage is set in a row of similar properties and has been refurb  …see more

from $87 / night

$523 - $1023 / week

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from $87 / night

(6) Excellent 

33

Vacation home in Bournemouth

Bournemouth / Sandbanks

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Pet friendly
32 Brownsea Road is a stunning 'New England style' self catering holiday home in the heart of Sandbanks, Poole. The property was completed to a high specification in 2015. Enjoy your holiday in complete luxury with wifi, underfloor heating throughout the gro  …see more

from $270 / night

$1240 - $3596 / week

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from $270 / night

(39) Excellent 

27

Vacation cottage in Uplyme

Lyme Regis / Uplyme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
A newly-refurbished, one bed self-catering cottage - ideal for two - lovely rural retreat only one mile from Lyme Regis town and the Jurassic coast. Walk to local pub 10 mins, 5 miin drive to Lyme Regis town or leave the car behind and follow lovely riverside walk to t  …see more

from $100 / night

$620 - $732 / week

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from $100 / night

(11) Very Good 

15

Vacation apartment with indoor pool in Swanage Bay

Swanage / Swanage Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Purbeck Cliffs apartment is in a very quiet , peaceful cul de sac yet only 1 mile from Swanage town centre with all its excellent local shops and restaurants and a market that takes place every Friday. The award winning blue flag beach is a safe sandy bay of approximate  …see more

from $159 / night

$1110 - $2350 / week

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from $159 / night

(8) Excellent 

25

Ferndown Vacation cottage rental

Dorset / Ferndown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Child friendly
Birchcroft nestles in over 1 acre of woodlands but is only 5 miles from the golden sandy beaches of Bournemouth with cinemas, nightclubs and great shopping. Picturesque Christchurch, the New Forest, National Trust properties of Brownsea Island, Kingston Lacey, Corfe Cas  …see more

from $162 / night

$918 - $2251 / week

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from $162 / night

(31) Excellent 

21

Corfe Castle Vacation cottage rental

Isle of Purbeck / Corfe Castle

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Wissett Cottage is the quintessential, traditional Dorset stone cottage. Steeped in period character such as exposed stonework, ancient timbers and a partly thatched roof, this 300 year old cottage provides a cosy and welcoming 'home away from home' that combi  …see more

from $93 / night

$484 - $1228 / week

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from $93 / night

(13) Excellent 

31

Vacation cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Summer Lodge is a beautiful refurbished cottage, it is cosy, comfortable, light and airy and furnished to a high standard, with thick new carpet throughout, comfortable quality beds and tasteful decor. New TV's lounge and both bedrooms, downstairs cloakroom, patio  …see more

from $71 / night

$490 - $924 / week

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from $71 / night

(44) Excellent 

17

Vacation home rental

Dorset / Isle of Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Ideal for small groups, couples & families - fabulous rural and sea views. A contemporary spacious detached house with a safe, secluded and walled garden. Situated in a prime position with spectacular rural and sea views looking towards Dorset's Jurassic Co  …see more

from $149 / night

$1116 - $1774 / week

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from $149 / night

(70) Excellent 

23

Vacation cottage in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
WINNER OF TRIP ADVISOR CERTIFICATE OF EXCELLANCE , An attractive cottage built from Purbeck. Stone , full of character,situated in the oldest part of Swanage. Just 5 mins walk from the town centre, beach and Steam Railway. The house is perfect for families or coup  …see more

from $112 / night

$620 - $1302 / week

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from $112 / night

(12) Excellent 

13

Swanage Vacation apartment rental

Isle of Purbeck / Swanage

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Newly listed for 2016! A two bedroom spacious and comfortable flat in a small quiet block of apartments. The flat offers two double bedrooms. One with king size bed and the other with two single beds. In addition in the large living room there is a sofa bed that can ac  …see more

from $106 / night

$713 - $961 / week

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from $106 / night

(24) Excellent 

29

Vacation cottage in Shaftesbury

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Easter cottageA beautiful mews cottage in the heart of the historic part of Shaftesbury with it's own courtyard parking, perfect for enjoying the town's atmosphere, an interesting and lovely location to holiday for all seasons, with so much to see and  …see more

from $71 / night

$490 - $924 / week

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from $71 / night

(32) Excellent 

20

Vacation cottage in Corfe Castle

Isle of Purbeck / Corfe Castle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Quintessentially English thatched cottage in the heart of Purbecks and Thomas Hardy country set in a street so unspoilt it is used in period dramas.. 10 minutes from the Jurassic Coast and 10 minutes from the beautiful sandy beaches of Studland bay & Swanage. Romant  …see more

from $106 / night

$490 - $924 / week

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from $106 / night

(79) Excellent 

33

Vacation apartment in Lyme Regis

Dorset / Lyme Regis

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Private garden
* Acorns Garden Apartment - privately situated - own Hot Tub * 2 nights minimum stay most of year * Enquire for short breaks of 3 & 4 nights May to Sept * Own use private Hot Tub - great in any weather - mood lighting * Includes a "Breakfast Basket" ample  …see more

from $149 / night

$868 - $1389 / week

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from $149 / night

(62) Excellent 

18

Vacation apartment rental

Dorset / Bournemouth

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
A charming small block of four apartments in the very heart of Bournemouth, just a short walk to the beach or shops. The Farthings are charming and each of the apartments has their own charm and character, they are fitted out to a high standard with quality fittings and  …see more

from $82 / night

$495 - $1154 / week

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from $82 / night

(19) Excellent 

23

Over Compton Vacation barn rental

Sherborne / Over Compton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 37 mi
  • Child friendly
Completed in 2007 one of three barns, Meadow View Barn has been converted to give a modern relaxing environment retaining the character of the original structure. Accommodation includes a modern open plan living space with large oak windows and French doors that open  …see more

from $122 / night

$558 - $992 / week

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from $122 / night

(9) Very Good 

18

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The flat is on the ground floor in a small block of nine situated on the waterfront of Swanage. The lounge/diner and two of the bedrooms feature panoramic views of the whole bay of Swanage. Even in bad weather the views can be spectacular, particularly when the sea is r  …see more

from $100 / night

$484 - $2108 / week

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from $100 / night

(9) Very Good 

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

from $56 / night

$366 - $509 / week

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from $56 / night

(13) Excellent 

23

Home rental in Swanage Bay

Swanage / Swanage Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This is a detached house in an elevated position in Swanage with wonderful views overlooking Swanage Bay, Old Harry Rocks and the Isle of Wight. The garden in the front and to the side of the house is laid to lawn and at the back of the house is a Purbeck stone patio b  …see more

from $107 / night

$744 - $1550 / week

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from $107 / night

(3) Excellent 

22

Vacation cottage in Charmouth

Bridport / Charmouth

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
IMPORTANT CUSTOMER NOTICE: HOLIDAY LETTINGS AND TRIPADVISOR SUGGEST NIGHTLY RATES ARE AVAILABLE. UNFORTUNATELY THIS IS NOT SO. BOOKINGS ARE TAKEN AT A FIXED PRICE FOR WEEK, MID-WEEK AND WEEKENDS STAYS AND ARE NOT CALCULATED USING NIGHTLY RATES. ANY QUOTES OBTAINED BY US  …see more

from $427 / night

$1967 - $3941 / week

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from $427 / night

(15) Excellent 

17

Vacation apartment in Poole Harbour

Poole / Poole Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Stunning panoramic sea and harbour views are available from this beautifully presented spacious first floor apartment. Fantastic balcony - only 50m from the Harbour shore, en-suite shower room, fully fitted kitchen/dining room and two parking spaces. A simply stunning p  …see more

from $112 / night

$620 - $1240 / week

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from $112 / night

30

Vacation home in Ringstead

Dorset / Ringstead

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Pet friendly
Shore Cottage is a unique detached house bordering the seashore with three double bedrooms, each with truly magnificent views over the sea and rolling countryside. The cottage is the last house on an unmade track in Ringstead Bay, Dorset; the large grassy garden runs  …see more

from $194 / night

$949 - $1860 / week

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from $194 / night

(18) Excellent 

18

Bournemouth Vacation apartment rental

Bournemouth / Southbourne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
A modern top (3rd) floor 2 bedroom apartment to rent. Property will sleep 6 (plus a travel cot if required). The apartment is situated in Southbourne, with stunning sea views, a convenient 2 minute stroll to the beach, a lift to the property and private parking. It offe  …see more

from $124 / night

$775 - $1364 / week

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from $124 / night

(27) Excellent 

24

Vacation cottage in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Steam Railway Cottage is a two storey detached cottage which is adjacent to The Swanage Steam Railway in the heart of the town. It is ideally situated just 500 yards from the town centre and beach. It can accommodate up to 4 adults and 2 children plus a baby and compris  …see more

from $87 / night

$372 - $1209 / week

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from $87 / night

(18) Excellent 

24

Apartment rental in Swanage Bay

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
'Island View' offers light, spacious and newly refurbished accommodation over 2 floors with spectacular views of the coastline from all main rooms and is fully equipped for all your holiday needs. Watch the boats in the bay and the comings and goings from the  …see more

from $93 / night

$527 - $806 / week

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from $93 / night

(19) Excellent 

35

Vacation cottage with tennis court in Tincleton

Dorchester / Tincleton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Child friendly
TINCLETON LODGE is a luxury self-catering accommodation awarded both with 5 Star and coveted with English Tourist Board GOLD award and the M3a Disability for 2016. Free Wi-FI. Offering spacious accommodation for up to 10 with 5 bedrooms and 4 bathrooms. Secure garde  …see more

from $194 / night

$1234 - $2970 / week

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from $194 / night

(2) Excellent 

19

Vacation chalet in West Stour

Gillingham / West Stour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Melbury is one of four chalets set in the grounds of a working dairy farm in North Dorset. Awarded 4* by Visit Britain this Scandinavian style accommodation is perfect for families and friends re-uniting or as a base for exploring our beautiful Dorset countryside Sp  …see more

from $211 / night

$702 - $1485 / week

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from $211 / night

(13) Excellent 

25

Vacation lodge in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Whether your ideal holiday is energetic or restful Harbour Lodge (brand new, June 2012) is perfectly situated for either. Located quietly overlooking the harbour, the Lodge's comfortable interior and west facing deck might be all you need to relax and unwind. The  …see more

from $137 / night

$955 - $1997 / week

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from $137 / night

(7) Excellent 

19

Vacation home in Swanage

Isle of Purbeck / Swanage

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
You will feel very relaxed as soon as you enter, it is easy to live in this house with it's simple warm decor and comfortable spaces. Four good size bedrooms set over two floors, perfect for a family. A lovely Victorian house with sunny terrace viewing the town an  …see more

from $162 / night

$1129 / week

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from $162 / night

(24) Excellent 

18

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.002 mi
  • Child friendly
Situated on the end of an impressive Edwardian Parade, Bayview apartment is the ideal holiday accommodation with less than one minutes walk to either the beach, shops or various pubs, bars or restaurants. Stunning beach side location with breathtaking panoramic view ove  …see more

from $123 / night

$527 - $1209 / week

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from $123 / night

(29) Excellent 

12

Vacation home in Netherbury

Bridport / Netherbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
AUGUST SPECIAL OFFER: we have the 5 nights from Monday 31st July to Saturday 5th August at the discounted price of £500. Get away from it all in beautiful West Dorset and have a taste of the Good Life! Springfield House Annex offers a luxurious hideaway where you  …see more

from $106 / night

$868 - $955 / week

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from $106 / night

(5) Excellent 

38

Bournemouth Vacation apartment rental

Dorset / Bournemouth

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
NB I don't normally take bookings more than 6 months in advance. If you wish to make a booking after this time then please contact me first for availability and price. Fabulous flat in historic building right in the heart of Bournemouth. As this is a pedestrian  …see more

from $87 / night

$434 - $1935 / week

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from $87 / night

(8) Excellent 

36

Vacation home in Lyme Regis

Dorset / Lyme Regis

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.1 mi
  • Suitable for children age 5+
  • Private garden
The mesmerising views and glorious light serve toenhance a lovely house which is as special and iconic as itssetting. Listed Grade II as being of Significant ArchitecturalImportance and Historic Interest, there is a wealth of charmingperi  …see more

from $186 / night

$1730 - $3714 / week

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from $186 / night