50 Best Swanage Holiday cottages on Holiday Lettings - Cottages

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918 Vacation rentals

(40) Excellent 

Certificate of Excellence

14

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Car not necessary
New to the holiday rental market in September 2015, We are the raised ground floor apartment of this pretty seaside Victorian building, converted in 2008, with stunning sea views. Sitting in the heart of Swanage about 100m uphill from the beaches, restaurants and local …see more

Certificate of Excellence

from $107 / night

$639 - $1,134 / week

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from $107 / night

(45) 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 cottage …see more

from $213 / night

$852 - $1,562 / week

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Responds fast!
avg. 2 hours 16 minutes

from $213 / night

(34) 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 $166 / night

$572 - $1,409 / week

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from $166 / night

(37) Excellent 

25

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 $114 / night

$568 - $1,669 / week

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avg. 2 hours 9 minutes

from $114 / night

(14) 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 $183 / night

$1,280 - $2,825 / week

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from $183 / night

(89) 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 PLEASE BE AWARE TAHT THE PAYMENT PROTECTION PLAN WILL ADD AN EXTRA 10% TO 15% TO THE COST OF YOUR HOLIDAY , THIS GOES TO TRIPADVISOR DIRECT AND ONLY COVERS YOU FOR NO ACCESS TO HOUSE. Which would not happen , do contact …see more

from $172 / night

$858 - $1,609 / week

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from $172 / night

(14) Excellent 

13

Swanage Bay Vacation cottage accommodation

Swanage / Swanage Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Millpond Cottage is a traditional Purbeck stone cottage dating back to the early 18th century. It is set beside the tranquil Millpond in the heart of Swanage. It offers delightful accommodation for up to 7 people. It is a five minute walk to the town centre and beach. …see more

from $164 / night

$1,144 - $1,423 / week

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from $164 / night

(32) Excellent 

Certificate of Excellence

18

Vacation caravan/mobile home with shared pool in Swanage Bay

Swanage / Swanage Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
My home is located within Swanage Coastal Park with stunning views to the Purbeck Hills and Swanage Bay. The town centre and sandy beach is approximately one mile away. The scenic Swanage Steam Railway is a lovely way to visit Corfe Castle. There are also many coastal w …see more

Certificate of Excellence

from $62 / night

$401 - $973 / week

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Responds fast!
avg. 44 minutes

from $62 / night

12

Vacation apartment in Swanage

Isle of Purbeck / Swanage

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
Exceptional 2 bedroom apartment in stunning new development just a moments walk from the beautiful beach at Shore Road, Swanage. Individually designed and fitted out to the highest standard for ultimate comfort, relaxation and style; the apartment is the perfect getaway …see more

from $201 / night

$1,395 / week

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from $201 / night

(11) Very Good 

18

Swanage Bay Vacation home rental

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
House Details We offer our 3 bedroom house for holiday lets in Swanage. The house is a 5 minute flat walk to swanage town and Beach. Some the events taking place in Swanage this year: Swanage/perbeck Walking Festival – 19th sep -27 th sep 2015 Purbeck Arts Week Fest …see more

from $101 / night

$1,001 - $1,216 / week

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from $101 / night

(9) Excellent 

10

Swanage Bay Vacation apartment rental

Swanage / Swanage Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Spacious Maisonette Apartment on a clifftop position with Panoramic views over Swanage Bay, sleeps 7 comfortably, with access to both the beach and countryside on its doorstep. Free WIFI, Bedlinen, SkyTV, and Utilities all included in the price. Wake up to sunrise over …see more

from $279 / night

$1,573 - $2,074 / week

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Responds fast!
avg. 2 hours 4 minutes

from $279 / night

(19) Excellent 

24

Vacation cottage in Swanage Bay

Swanage / Swanage Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Only five minutes from a Blue Flag beach in beautiful Swanage, this Grade II listed cottage is full of character with a farmhouse kitchen complete with Aga, sitting room with a woodburning stove, an outside sundeck and BBQ. On three floors, the cottage sleeps up to 7 p …see more

from $143 / night

$1,001 - $1,573 / week

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Responds fast!
avg. 3 hours 58 minutes

from $143 / night

(17) Excellent 

14

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Springhill House sits in the heart of Swanage with the Beaches,Restaurants and local amenities on your doorstep. Recently updated this split level apartment benefits from one large master suite, one large sized twin bedroom and a single box bedroom, lounge with access t …see more

from $158 / night

$1,101 - $2,130 / week

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Responds fast!
avg. 3 hours 49 minutes

from $158 / night

(25) Excellent 

20

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
29 The Haven is a lovely apartment with attractive features arranged on three floors with curved staircases and the living area at the top. There are spectacular sea views from the sun terrace and sitting room. The Haven is situated at the quieter end of Swanage by Pe …see more

from $143 / night

$572 - $2,074 / week

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Responds fast!
avg. 1 hour 3 minutes

from $143 / night

9

Apartment rental in Swanage

Isle of Purbeck / Swanage

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
Furnished and equipped to a very high standard, Flat 8 Sandringham Court is a ground floor apartment conveniently situated within ten minutes walk to the beach, town centre and open countryside. From the lounge and double bedroom you have views towards the Purbeck Hills …see more

from $72 / night

$372 - $966 / week

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from $72 / night

5

Vacation studio rental

Isle of Purbeck / Swanage

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Child friendly
The Studios at rivendell are the perfect holiday rental, self contained with en suite bathroom, kitchenette complete with breakfast bar, microwave combo oven grille, all bedding and towels, crockery etc. High standard accommodation, double bed & sofa-bed, free wifi, clo …see more

from $121 / night

$845 / week

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from $121 / night

(3) Very Good 

Certificate of Excellence

20

Worth Matravers Vacation home rental

Swanage / Worth Matravers

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
PERFECT FOR FAMILIES - 5 bedroom detached architect designed Purbeck Stone family house with off-road parking in an elevated position with panoramic sea views overlooking the magnificent National Trust landscape towards Winspit and the Channel. Children very welcome. Su …see more

Certificate of Excellence

from $193 / night

$851 - $2,682 / week

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Responds fast!
avg. 3 hours 24 minutes

from $193 / night

(14) Excellent 

Certificate of Excellence

20

Cottage rental in Swanage Bay

Swanage / Swanage Bay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Child friendly
This ground-floor cottage offers a typical English seaside holiday in a famous area of natural beauty, preserved by the National Trust , also known as the Jurassic coast of Dorset - mostly cliff and open countryside. It is best suited for walks, sightseeing excursions, …see more

Certificate of Excellence

from $112 / night

$781 / week

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Responds fast!
avg. 2 hours 6 minutes

from $112 / night

(14) Excellent 

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 $121 / night

$604 - $2,485 / week

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Responds fast!
avg. 1 hour 20 minutes

from $121 / night

4

Lodge rental in Swanage

Isle of Purbeck / Swanage

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Willow Lodge has everything you need for a home from home self-catering holiday. This Lodge has everything, hot tub, widescreen TV, DVD player, outside dining area with fantastic views over open countryside to the Purbeck hills. The main bedroom is en-suite, with amp …see more

from $215 / night

$1,037 - $1,645 / week

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from $215 / night

(7) Very Good 

15

Apartment rental in Swanage Bay

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Fab ground floor apartment in North Swanage, 100m from Burlington Chine and safe sandy beach. Contemporary & chic, converted from the bar of The Chines hotel dating back to 1898. 2 bedrooms, 2 bathrooms, lounge/dining room with bright bay window & kitchen. Own parking s …see more

from $108 / night

$887 / week

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Responds fast!
avg. 1 hour 31 minutes

from $108 / night

(1) Excellent 

13

Swanage Vacation cottage rental

Isle of Purbeck / Swanage

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Rose Cottage has everything you need for a home from home self-catering holiday. This converted farm building has everything, hot tub, widescreen TV, DVD player, covered outside dining area with fantastic views over open countryside to the Purbeck hills. The kitchen …see more

from $251 / night

$1,287 - $2,002 / week

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from $251 / night

10

Swanage Vacation log cabin accommodation

Isle of Purbeck / Swanage

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
Ash log cabin has everything you need for a home from home self-catering holiday. This traditional log cabin has everything, hot tub, widescreen TV, DVD player, covered outside dining area with fantastic views over open countryside to the Purbeck hills. Upper Sun Terr …see more

from $279 / night

$1,430 - $2,145 / week

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from $279 / night

(12) 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 and bay …see more

from $165 / night

$1,152 / week

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Responds fast!
avg. 3 hours 52 minutes

from $165 / night

(32) Excellent 

Certificate of Excellence

8

Vacation apartment in Swanage

Isle of Purbeck / Swanage

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Child friendly
Those who have been to Swanage previously will know the town and the surrounding areas as a beautiful holiday destination for all ages, offering a multitude of events and interests with something for everyone. For those visiting for the first time, we believe it will no …see more

Certificate of Excellence

from $101 / night

$987 - $1,180 / week

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Responds fast!
avg. 3 hours 51 minutes

from $101 / night

(1) Excellent 

13

Log cabin rental in Swanage

Isle of Purbeck / Swanage

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Walnut log cabin has everything you need for a home from home self-catering holiday. This traditional log cabin has everything, hot tub, widescreen TV, DVD player, covered outside dining area with fantastic views over open countryside to the Purbeck hills. The main b …see more

from $265 / night

$1,359 - $2,074 / week

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from $265 / night

(2) Excellent 

16

Log cabin rental in Swanage

Isle of Purbeck / Swanage

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Pine log cabin has everything you need for a home from home self-catering holiday. This traditional log cabin has everything, hot tub, widescreen TV, DVD player, covered outside dining area with fantastic views over open countryside to the Purbeck hills. The main bed …see more

from $251 / night

$1,359 - $2,074 / week

Book View

from $251 / night

(8) Excellent 

Certificate of Excellence

15

Vacation cottage with golf nearby in Swanage

Isle of Purbeck / Swanage

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Anchor Cottage is a detached cottage with lovely views to the Purbeck Hills. It is situated on the northern edge of Swanage a small friendly town, situated between land and sea, heathland and forest Anchor Cottage is ideally situated for family holidays. Well equipped, …see more

Certificate of Excellence

from $118 / night

$823 - $1,143 / week

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Responds fast!
avg. 2 hours 12 minutes

from $118 / night

(1) Excellent 

12

Swanage Vacation caravan/mobile home rental

Isle of Purbeck / Swanage

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
The caravan is situated in a great position close to the Townsend Nature Reserve, Durlston Country Park and the Jurassic Coast World Heritage Site, with views of the sea and Nine Barrow Down on popular caravan park. There is a bar and a restaurant with spectacular views …see more

from $86 / night

$612 - $1,130 / week

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Responds fast!
avg. 2 hours 28 minutes

from $86 / night

12

Swanage Vacation apartment rental

Isle of Purbeck / Swanage

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.3 mi
  • Child friendly
  • Car not necessary
New 2 bedroom apartment with stunning sea views located within an exclusive development. Individually designed and fitted out to the highest standard for ultimate comfort and relaxation; the apartment is just moments from the award winning beach at Shore Road. Swanage i …see more

from $201 / night

$1,402 / week

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from $201 / night

(23) Excellent 

Certificate of Excellence

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 and spacious 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 pier through our quirky port …see more

Certificate of Excellence

from $122 / night

$644 - $966 / week

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Responds fast!
avg. 3 hours 37 minutes

from $122 / night

(15) Excellent 

Certificate of Excellence

27

Vacation home in Langton Matravers

Swanage / Langton Matravers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Kilderkin Cottage provides contemporary living in a Purbeck stone cottage. Set in a quiet conservation area its open plan and spacious rooms are newly fitted with comfortable furnishings and modern day conveniences. The cosy and welcoming 'home away from home' atmospher …see more

Certificate of Excellence

from $136 / night

$765 - $1,859 / week

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Responds fast!
avg. 2 hours 35 minutes

from $136 / night

(54) Excellent 

20

Vacation home in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
PLEASE BE AWARE THAT THE PAYMENT PROTECTION PLAN WILL ADD AN EXTRA 10% -15% to your holiday cost this goes to trip adviser direct and only covers you for no access to house , which would not happen , do call me if you have any concerns , Alison HOLIDAY HOUSE SWANAGE i …see more

from $172 / night

$858 - $1,609 / week

Inquire View

from $172 / night

(39) Excellent 

27

Swanage Vacation townhouse rental

Isle of Purbeck / Swanage

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Chestnut Mews is a modern, 3 storey townhouse, with 4 double bedrooms, 2 bathrooms, a garden and 2 parking spaces. Situated a stone's throw from the famous Swanage steam railway, this property is only 5 minute walk away from the local amenities of the town and the blue …see more

from $229 / night

$1,430 - $2,145 / week

Inquire View

from $229 / night

6

Vacation lodge in Swanage

Isle of Purbeck / Swanage

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Birch Lodge has everything you need for a home from home self-catering holiday. This Lodge has everything, hot tub, widescreen TV, DVD player, outside dining area with fantastic views over open countryside to the Purbeck hills. The main bedroom is en-suite with bath …see more

from $215 / night

$1,037 - $1,645 / week

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from $215 / night

(21) Very Good 

25

Swanage Bay Vacation apartment rental

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
SEA COURT SEASIDE VICTORIAN VILLA APARTMENT WITH PANORAMIC SEA VIEWS.The Penthouse Apartment boast fantastic panoramic sea views and is situated in an ideal location.The property which was originally a single dwelling designed in 1884 by Charles T Miles, the same archit …see more

from $186 / night

$735 - $1,538 / week

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Responds fast!
avg. 54 minutes

from $186 / night

(2) Very Good 

7

Vacation home in Langton Matravers

Swanage / Langton Matravers

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Private garden
Maycroft is a comfortable Victorian bed and breakfast in a quiet village position. High on the hills above Swanage with lovely views over the countryside and down the valley to the sea Large garden and private parking. Close to all the amenities of the Isle of Pu …see more

from $129 / night

$901 / week

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Responds fast!
avg. 3 hours 49 minutes

from $129 / night

(11) Very Good 

Certificate of Excellence

19

Vacation apartment rental

Swanage / Swanage Bay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This first-floor cottage offers a real experience of England and a typical English seaside holiday in a famous area of natural beauty, preserved by the National Trust, also known as the Jurassic coast of Dorset - consisting mostly of cliff and open countryside. It is …see more

Certificate of Excellence

from $103 / night

$715 / week

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Responds fast!
avg. 2 hours 6 minutes

from $103 / night

(8) Excellent 

16

Vacation apartment in Swanage

Isle of Purbeck / Swanage

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 0.1 mi
This second floor apartment is very near the beach with a beach view from the bedroom. Although only small it is brightly furnished with a kitchenette for preparing all your meals or local restaurants are close by if you prefer. The apartment is part of a 1900 seaside h …see more

from $75 / night

$521 / week

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Responds fast!
avg. 3 hours 4 minutes

from $75 / night

(14) Excellent 

17

Swanage Vacation townhouse rental

Isle of Purbeck / Swanage

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.7 mi
  • Child friendly
The Sandcastle is a well equipped, centrally located 4 bedroom Victorian/Edwardian townhouse within easy walking distance of the beach and all local amenities. The property was totally refurbished in Summer 2012 and provides comfortable accommodation for up to 8 people …see more

from $178 / night

$923 - $1,917 / week

Inquire View

from $178 / night