50 Best Swanage Cottages on Holiday Lettings - Holiday cottages

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65 Vacation rentals

(64) Excellent 

23

Vacation cottage in West Country

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 $114 / night

$536 - $1323 / week

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from $114 / night

(9) Very Good 

18

Vacation apartment in West Country

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 $101 / night

$504 - $2142 / week

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from $101 / night

(13) Excellent 

23

Home rental in West Country

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 $108 / night

$756 - $1575 / week

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from $108 / night

(26) Excellent 

24

Vacation cottage in West Country

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 $89 / night

$347 - $1229 / week

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from $89 / night

(33) Excellent 

33

West Country 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 $164 / night

$744 - $2079 / week

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from $164 / night

(24) Excellent 

18

Vacation apartment in West Country

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 $125 / night

$441 - $1229 / week

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from $125 / night

(24) Excellent 

25

West Country 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 cottag  …see more

from $126 / night

$756 - $1386 / week

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from $126 / night

(10) Excellent 

26

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

from $84 / night

$567 - $1588 / week

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from $84 / night

(10) Excellent 

13

West Country 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 $101 / night

$599 - $977 / week

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from $101 / night

(15) Excellent 

21

West Country Vacation home rental

Swanage / Swanage Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Suitable for children age 5+
Our house is situated right in the heart of Swanage.The location is perfect for enjoying all the fun of the Seaside town of Swanage wether you want to have a beach holiday or explore the beautiful countryside and famous Jurassic coast that is all within walking  …see more

from $108 / night

$731 - $977 / week

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from $108 / night

(5) Excellent 

22

Cottage rental in West Country

Swanage / Harmans Cross

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Pet friendly
Pretty detached former cart barn on our working dairy farm halfway between Corfe Castle and Swanage, on a quiet country lane yet only 2.5 miles from the nearest beach. Graded 4 star with Visit England. Country furnishings, cosy woodburning stove and exposed Purbeck st  …see more

from $130 / night

$566 - $1242 / week

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from $130 / night

(9) Excellent 

7

Vacation cottage rental

Swanage / Swanage Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
Rumpus has been awarded a 4 star Visit England Badge scoring 100% for cleanliness and over 80% for all other criteria. A lovely seaside retreat venue 'Rumpus Cottage' is for anyone who needs time for self-reflection, time with their loved one or time with their family.  …see more

from $101 / night

$410 - $876 / week

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from $101 / night

(16) Excellent 

16

Vacation cottage in West Country

Swanage / Swanage Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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  …see more

from $139 / night

$536 - $1323 / week

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from $139 / night

(13) Excellent 

14

Vacation apartment in West Country

Swanage / Swanage Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Suitable for children age 5+
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 $189 / night

$945 - $1890 / week

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from $189 / night

(8) Excellent 

10

West Country Vacation apartment rental

Swanage / Swanage Bay

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • 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 $202 / night

$1008 - $1512 / week

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from $202 / night

(7) Excellent 

19

Vacation home in West Country

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 $164 / night

$1147 / week

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from $164 / night

(22) Excellent 

18

Vacation caravan/mobile home with shared pool in West Country

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

from $51 / night

$252 - $832 / week

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from $51 / night

(11) Very Good 

15

Vacation apartment with indoor pool in West Country

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 $162 / night

$1128 - $2388 / week

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from $162 / night

(16) Excellent 

14

Vacation apartment in West Country

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, Sea Court 3 is 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 an  …see more

from $89 / night

$530 - $908 / week

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from $89 / night

(22) Excellent 

11

Vacation apartment rental

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
A light and sunny apartment situated on the upper ground floor of Osborne House, a beautiful Grade II listed Georgian house. The apartment has views of the Pier and Downs and is less than 100 metres from the seafront and old stone quay. It is ideally placed for lazing  …see more

from $76 / night

$435 - $971 / week

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from $76 / night

(18) Very Good 

25

West Country 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 $152 / night

$504 - $1071 / week

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from $152 / night

(38) Excellent 

19

Vacation home in West Country

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
HOLIDAY HOUSE SWANAGE is an end of terrace Victorian house full of charm and character. Downstairs there is a cosy comfortable living room with dining area,plenty of seating. T.V., DVD Player,WI-FI .The kitchen has everything you need , dishwasher , washing machine /dr  …see more

from $119 / night

$536 - $1386 / week

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from $119 / night

(3) Excellent 

30

Vacation tented camp in Langton Matravers

Swanage / Langton Matravers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
5 large en suite safari lodge tents, each sleeping 6 on our working dairy farm. Fabulous location in a secluded field, halfway between Corfe Castle and Swanage. The farm nestles underneath Nine Barrow Down which forms part of the South West Coast Path, a superb area f  …see more

from $140 / night

$819 - $1557 / week

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from $140 / night

(1) Excellent 

16

Log cabin rental in West Country

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 $221 / night

$1134 - $1764 / week

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from $221 / night

4

Lodge rental in West Country

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 $189 / night

$882 - $1323 / week

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from $189 / night

(36) Excellent 

25

Vacation log cabin rental

Isle of Purbeck / Swanage

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Brand new in 2013 our log cabin has everything you need for a home from home self-catering holiday. Beautifully presented our log cabin has it all, hot tub, 3D TV with surround sound and Sony DVD player, barbecue and covered outside dining area with fantastic views  …see more

from $202 / night

$1512 - $1689 / week

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from $202 / night

(11) Excellent 

20

Cottage rental in West Country

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

from $99 / night

$693 / week

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from $99 / night

(21) Excellent 

20

Vacation apartment in West Country

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 $126 / night

$496 - $1739 / week

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from $126 / night

(1) Excellent 

19

Cottage rental in West Country

Isle of Purbeck / Swanage

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
<br><br>In association with Trinity House, Rural Retreats is pleased to present Vernoica Cottage at Anvil Point Lighthouse.<br><br><br><br>Veronica (with accommodation for six guests) is one of two holiday cottages at the lighthouse,  …see more

from $308 / night

$1170 - $2523 / week

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from $308 / night

(18) Excellent 

24

Apartment rental in West Country

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 $95 / night

$549 - $819 / week

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from $95 / night

(3) Excellent 

15

Vacation cottage with golf nearby in West Country

Isle of Purbeck / Swanage

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Suitable for children age 5+
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 equippe  …see more

from $104 / night

$725 - $1007 / week

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from $104 / night

(13) Excellent 

13

West Country 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 $126 / night

$882 - $1254 / week

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from $126 / night

(2) Excellent 

2

Vacation cottage in West Country

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
'Acorns' annexe is perfectly located to enjoy all this beautiful area has to offer. (Adjoins Acorns House holiday home, sleeping up to 10) Beaches, Tennis, Putting, shops and numerous eateries are all in walking distance. SEE OUR WEBSITE FOR LATE DEALS ALL YEAR ROUND  …see more

from $82 / night

$378 - $1008 / week

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from $82 / night

(2) Very Good 

18

West Country Vacation home rental

Swanage / Swanage Bay

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 Fe  …see more

from $89 / night

$618 / week

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from $89 / night

(17) Excellent 

14

West Country Vacation apartment rental

Swanage / Swanage Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
2 Quayside Court is right on the water front of Swanage Bay with stunning views overlooking Old Harry Rocks and Swanage Bay. It is a 3 bedroomed 1st floor flat which comfortably sleeps 6, there is one family bathroom with a bath and shower over the bath and there is an  …see more

from $126 / night

$454 - $1826 / week

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from $126 / night

(27) Excellent 

24

Home rental in West Country

Swanage / Swanage Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
A short stroll from Swanage Beach, this bright, spacious, seaside house offers views over Swanage bay. Spacious living, bright rooms and a large balcony make our house a dream for extended families. The location is quietly residential yet the beach, shops and pubs are a  …see more

from $376 / night

$1254 - $3522 / week

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from $376 / night

(7) Very Good 

15

Apartment rental in West Country

Swanage / Swanage Bay

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 p  …see more

from $95 / night

$662 / week

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from $95 / night

(3) Very Good 

11

Vacation home rental

Swanage / Swanage Bay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Architect designed Purbeck stone cottage with private south facing courtyard garden tucked away in a peaceful and tranquil location down a quiet lane off Bell Street one of the oldest streets in Swanage with views of Ballard down from the master bedroom. Suitable for  …see more

from $126 / night

$630 - $1229 / week

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from $126 / night

10

Vacation home in West Country

Isle of Purbeck / Swanage

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Our beautifully restored 150 year old farm house which sleeps 10 people, and is ideal for self-catering family holidays or sharing a celebratory get-away with friends. Set in the Isle of Purbeck, Dorset, at the gateway to the Jurassic Coast, we are one mile from Swanage  …see more

from $278 / night

$1260 - $2048 / week

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from $278 / night

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

from $177 / night

$750 - $2205 / week

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from $177 / night