Isle of Wight cottages: Luxury cottages in Isle of Wight

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186 Holiday homes

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(8) Excellent 

10

1 Kings Cottage - Whippingham cottage sleeps 4

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
The well maintained cottage is located adjacent to the Royal Park of Osborne House, the home of Queen Victoria at East Cowes. The cottage offers two bedrooms and bathroom upstairs and good size lounge, kitchen and conservatory on the ground floor. Outside there is a hug  …see more

from £47 / night

£323 - £625 / week

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from £47 / night

(3) Excellent 

9

The Old Nursery - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This immaculately presented Grade II listed thatch cottage offers an idyllic retreat for discovering the very best of the Island. Located in peaceful, rolling countryside surrounded by open fields and just moments from the stunning south coast it is packed full of chara  …see more

from £95 / night

£660 - £760 / week

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from £95 / night

12

1 Windmill Cottages - WILLOW - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

(8) Excellent 

14

Whitwell Station Bluebell and Primrose Cottages - Nettlecombe cottage sleeps 4

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Bluebell and Primrose Cottages are converted from the waiting rooms and ticket offices of the retired Victorian Railway Station. Whitwell Station is nestled within beautiful and outstanding countryside in the South Wight. Each cottage comprising of 2 bedrooms, sleeping  …see more

from £90 / night

£290 - £575 / week

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from £90 / night

(2) Excellent 

9

Dove Cottage - Calbourne cottage sleeps 6

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
A pretty 18th century thatched cottage with garden by the celebrated Winkle Street in an Area of Outstanding Natural Beauty with beautiful views & walking & cycling trails.Inside you will find: comfy sitting room, rustic dining room and homely beamed kitchen loo  …see more

from £111 / night

£475 - £715 / week

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from £111 / night

(15) Very Good 

21

Springside - Whippingham cottage sleeps 5

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
SPRINGSIDE self catering holiday cottage, Whippingham, Isle of Wight is a quality holiday cottage set in beautiful gardens with a lovely heated swimming pool shared with owners only. The pool is 4'6" shallow end and 6'6" deep end. Built for Queen Victoria and Prince Al  …see more

from £115 / night

£695 - £1500 / week

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from £115 / night

(7) Excellent 

16

Squirrels Watch - for guests with dogs - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
As the title states, we are a specialist provider of self catering accommodation for those people bringing their dogs with them on holiday. Whether large or small - just one or a whole pack - we welcome you with open arms (paws).Squirrels Watch is only for those guests  …see more

from £150 / night

£700 / week

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from £150 / night

(13) Excellent 

14

The Stable at Buddle Place - Niton cottage sleeps 6

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
The Stable at Buddle Place is a recently renovated stone built stable / coach house on one level. . It sleeps 6 in 3 bedrooms, one double with en-suite bathroom & two twin rooms with a family bathroom. There is a large sitting / dining room with sofa's, dining  …see more

from £120 / night

£575 - £1370 / week

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from £120 / night

(20) Excellent 

19

CHARMING COTTAGE IN COWES - Cowes cottage sleeps 4

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
A recently renovated (2015) town cottage, comfortably sleeping 4, consisting of one double bedroom (king size bed) and a large bathroom with a walk in shower on the first floor, and a twin singles bedded room on the 2nd floor. On the ground floor a separate sitting room  …see more

from £55 / night

£1575 / week

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from £55 / night

(13) Excellent 

10

Lane End Cottage - Bembridge cottage sleeps 8

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Lane End Cottage is a beautiful detached family holiday home. The rooms are light and spacious. It has a large garden perfect for relaxing and barbecues. There is plenty of room for parking and boats etc. It is only 500 yards from the lovely Lane End Beach, with sand, r  …see more

from £69 / night

£480 - £900 / week

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from £69 / night

(15) Excellent 

25

Little Mount - Totland Bay cottage sleeps 5

Totland Bay / Totland Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
This lovely spacious and peaceful house, which is graded four stars by Visit England, is on the edge of an Area of Outstanding Natural Beauty and the National Trust coastal path adjoins the garden, running down to the beach in one direction and up to Headen Warren with  …see more

from £99 / night

£695 - £960 / week

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from £99 / night

(14) Excellent 

18

Badgers Watch - for guests with dogs - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+
As the title states, we are a specialist provider of self catering accommodation for those people bringing their dogs with them on holiday. Whether large or small - just one or a whole pack - we welcome you with open arms (paws).A well appointed self catering cottage in  …see more

from £75 / night

£600 / week

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from £75 / night

7

Pheasant Cottage - Wroxall cottage sleeps 5

Isle of Wight / Wroxall

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Sleeps 4 in 2 bedrooms + 1 on camp bedDelightful detached cottage in the heart of an Area of Outstanding Natural Beauty, close to the picturesque village of Godshill on a working livestock farm bordering Appuldurcombe estate.10 minute drive from Shanklin's sandy be  …see more

from £120 / night

£400 / week

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from £120 / night

(11) Excellent 

24

Rose Cottage - Roud cottage sleeps 6

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
Rose Cottage. Is a traditional thatched cottage in the heart of the tiny hamlet of Roud on the Isle of Wight. The Cottage stands in almost 3 acres of garden where there is a unheated swimming pool, a large pond with elevated summer house and a separate trampoline area f  …see more

from £79 / night

£550 - £995 / week

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from £79 / night

(2) Very Good 

17

Premier 3 Bedroom Cottage, Seaview, Isle of Wight - Seaview cottage sleeps 6

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight"Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight.....We offer 2, 3 and 4 bedroom  …see more

from £128 / night

£549 - £1015 / week

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from £128 / night

(22) Excellent 

20

Little Moon Cottage - Moons Hill cottage sleeps 4

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Little Moon Cottage sits on a leafy lane at the foot of Tennyson Down with woodland to the front and rolling countryside to the rear. The garden stretches out towards the wooded slopes of the down in an AONB. It's lovely to sit at the picnic bench at the end of the  …see more

from £36 / night

£250 - £410 / week

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from £36 / night

10

6 Windmill Cottage - BIRCH - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

(4) Excellent 

1

Daisy Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This charming holiday cottage is set in an elevated position overlooking the stunning Ventnor coastline. Refurbished to a very high standard throughout, the property is set out to make the most of its enviable position. The cottage offers a fantastic sociable open plan  …see more

from £64 / night

£445 - £600 / week

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from £64 / night

(14) Excellent 

27

Marmalade Cottage + Sea Countryside & Garden Views - Brading cottage sleeps 5

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
'Marmalade Cottage' at the top of our private gated driveway is on the edge of Brading Downs in a unique and beautiful location alongside a meadow & in lovely gardens that have panoramic views over an Area of Outstanding Natural Beauty. In a Conservation Area of Bra  …see more

from £85 / night

£425 - £845 / week

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from £85 / night

(36) Excellent 

19

The Brew House - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
The Brew House is tucked away in the tiny hamlet of Knighton in the beautiful East Wight countryside. Being on the Bembridge Trail, the cottage is perfect for walkers of all ages, and an excellent bike path is just yards away - borrow from our wide selection of bikes! A  …see more

from £85 / night

£500 - £750 / week

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from £85 / night

9

5 Windmill Cottage - ASH - Bembridge Village cottage sleeps 4

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for. The kitchen is fully equipped, the king size bedroom upstairs is wonderfully comfortabl  …see more

from £50 / night

£395 - £695 / week

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from £50 / night

13

Grebe Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer. Description from owner Description An idyllic retreat in the heart of one of the Isle of Wight's prettiest villages, Grebe Cottage was c  …see more

from £130 / night

£575 - £770 / week

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from £130 / night

(15) Excellent 

24

The Lodge - Old Village cottage sleeps 4

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This lovely character cottage is tucked away in a peaceful location but just a short walk from the picturesque Shanklin Old Villagewith its quaint thatched pub, tearooms and gift shops. Shanklin Chine is a beautiful natural wooded gorge and is a pleasant eveningstroll  …see more

from £52 / night

£360 - £700 / week

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from £52 / night

(8) Excellent 

19

Premier 4 Bedroom Cottage, Seaview, Isle of Wight - Seaview cottage sleeps 8

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight"Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight.....We offer 2, 3 and 4 bedroom  …see more

from £162 / night

£695 - £1295 / week

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from £162 / night

(5) Excellent 

12

The Old Slaughter House - Brading cottage sleeps 2

Isle of Wight / Brading

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
The Old Slaughter House is a detached character cottage backing onto open fields, situated just off the High Street within the ancient 'Kynges Towne' of Brading. The home has a contemporary theme yet still offers much charm. The 'open plan' accommodation to the ground f  …see more

from £60 / night

£275 - £395 / week

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from £60 / night

(1) Very Good 

8

Swallow Cottage - Gurnard cottage sleeps 4

Isle of Wight / Gurnard

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Swallow Cottage is one three properties, all with Visit Britain 4 star accommodation, at Buntshill Farm. They are situated near West Cowes and Shalfleet. Swallow Cottage is a blend of natural red brick, polished stone floors with underfloor heating and is set in open c  …see more

from £65 / night

£450 - £840 / week

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from £65 / night

(4) Very Good 

14

Afton Bank Cottage - Freshwater Bay cottage sleeps 5

Freshwater / Freshwater Bay

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
This charming semi-detached Victorian cottage is ideal for a quiet getaway with loved ones, close to beach and town, on the west coast of the Isle of Wight.The accommodation consists of a two storey cottage annexe to the owners Victorian House and is tastefully decorate  …see more

from £56 / night

£445 / week

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from £56 / night

(5) Excellent 

13

Hurstbourne Cottage - Gurnard cottage sleeps 8

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Hurstbourne cottage has recently been beautifully refurbished to provide superb luxury rural accommodation. The property has been furnished and equipped to a high standard with oak floors, stunning open plan kitchen, dining room & lounge . It has a wonderful feeling of  …see more

from £175 / night

£500 - £800 / week

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from £175 / night

(5) Excellent 

29

Titha's Cottage - Ventnor cottage sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Titha's Cottage is a delightful holiday home, perfectly situated within walking distance of the sea.Titha's Cottage is suitable for both a family or three couples. The cottage has three bedrooms, one with bunk beds, one double with lovely seaviews from the picture windo  …see more

from £87 / night

£612 - £1019 / week

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from £87 / night

(1) Excellent 

11

Barn Owl Cottage - Porchfield cottage sleeps 4

Isle of Wight / Porchfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
Barn Owl Cottage is one of three properties on the Isle of Wight at Buntshill Farm near West Cowes and Shalfleet. It is built from a blend of natural stone walls outside and polished stone floors with under-floor heating. Barn Owl Cottage is set in open countryside with  …see more

from £350 / night

£450 - £840 / week

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from £350 / night

(10) Excellent 

25

2 The Dairy - Yarmouth cottage sleeps 2

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
This converted Dairy cottage, is set on a quiet farm in the beautiful west wight countryside.The cottage has French doors to the front which open onto the modern living room, next to this is an open planned dinning room with a well equipped kitchen.On the other side of  …see more

from £90 / night

£310 - £540 / week

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from £90 / night

(3) Excellent 

18

The Haven - Bembridge cottage sleeps 4

Isle of Wight / Bembridge

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
A lovely Victorian cottage with character & charm. This appealing holiday home is situated along a quiet road within the village of Bembridge, which is situated on the eastern coast of the Isle of Wight. Coastal walks with wonderful sea views are on your doorstep & chil  …see more

from £65 / night

£310 - £500 / week

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from £65 / night

(5) Excellent 

20

Maytime Cottage - Whitwell cottage sleeps 6

Isle of Wight / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Maytime Cottage is a 19th century stone cottage with ETB **** rating. The cottage offers very spacious accommodation for up to six people. The well-equipped interior has a large kitchen diner, living room and a large south facing garden room with doors opening to the r  …see more

from £95 / night

£420 - £890 / week

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from £95 / night

(1) Excellent 

12

Barn Conversion Bluebell Cottage - Ventnor cottage sleeps 2

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£410 - £690 / week

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from £60 / night

(33) Excellent 

23

Chestnut Mews, Self Catering Holiday Cottages - Old Village cottage sleeps 6

Shanklin / Old Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Honeysuckle Cottage,, is positioned on the quiet outskirts of Shanklin Old Village on the Isle of Wight. Honeysuckle Cottage is ideally located only a few minutes walk from the heart of the Old Village with its pretty thatched cottages, pubs and tea rooms. Chestnut M  …see more

from £62 / night

£430 - £1220 / week

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from £62 / night

24

Little Mersley Farmhouse - Newchurch cottage sleeps 10

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Located on The Garlic Farm nestled at the foot of Mersley Down. This beautiful farmhouse was built in 1672. It is a fine and little altered unique example of an Island yeoman farmer's house standing alone in its own grounds. Following a sensitive renovation, it is  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(6) Very Good 

16

Grange Farm Barn Conversions - Brighstone Bay cottage sleeps 6

Brighstone / Brighstone Bay

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
The Haybarn & Stables has been converted from a large stone barn, set in the heart of the farmyard, both barns overlook some of the farm animals with beautiful views of Brighstone Downs, Grange Chine and the Sea.The Dairy Barn Conversion is next to the Stables with the  …see more

from £89 / night

£535 - £975 / week

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from £89 / night

(4) Excellent 

27

Rabbit's Bothie - Freshwater Bay cottage sleeps 2

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
Rabbit's Bothie, a self-catering holiday cottage in Freshwater Bay on the Isle of Wight, is just three minutes' walk from the photography museum at Dimbola; St Agnes church with its thatched roof; and Orchard's, the village grocer.Self-catering for two wi  …see more

from £72 / night

£360 - £560 / week

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from £72 / night

(8) Excellent 

14

Old Byre - Ryde cottage sleeps 6

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
5-Star Gold Award winner, recommended in 'TOP 25 BRITISH HOLIDAY RENTALS' by the TIMES NEWSPAPER. A beautifully presented 17th century barn conversion on a working farm, with 3 large en-suit double/twin bedrooms, one on ground floor and two on first floor, overlooking M  …see more

from £86 / night

£600 - £1200 / week

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from £86 / night

(11) Excellent 

20

Wren Cottage - Lake cottage sleeps 4

Isle of Wight / Lake

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary
The house was built around 1930 and has retained many features including picture rails and deep skirtings The property also benefits from Gas Central Heating At the front of the house is a spacious lounge with sofa and chairs TV with DVD player (built in) and a freev  …see more

from £80 / night

£450 - £500 / week

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from £80 / night

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