Holiday houses in Isle of Wight

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  • Bembridge (22)
  • Bonchurch (5)
  • Brading (3)
  • Brighstone (6)
  • Calbourne (3)
  • Chale (3)
  • Cowes (50)
  • East Cowes (9)
  • Freshwater (13)
  • Godshill (1)
  • Gurnard (2)
  • Lake (1)
  • Nettlestone (1)
  • Newport (9)
  • Newtown (1)
  • Niton (4)
  • Porchfield (3)
  • Ryde (24)
  • Sandown (14)
  • Seaview (24)
  • Shanklin (29)
  • Shorwell (4)
  • St Helens (5)
  • Totland Bay (5)
  • Ventnor (37)
  • Wellow (2)
  • Whitwell (2)
  • Woodside Beach (1)
  • Wootton Bridge (5)
  • Wroxall (2)
  • Yarmouth (18)

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308 Holiday homes

Filters applied: House (308)

Travellers going to Isle of Wight are booking November dates now. Secure your holiday home today and have the perfect trip.

15

3 Victoria road - Cowes house sleeps 10

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This delightful Victorian town house has recently been refurbished to a high standard & provides accommodation for up to 10 people & benefits from large rooms & with its flexible layout & 2 shower rooms & 1 bathroom its is well suited for sailing crews, corporate, its s  …see more

from £125 / night

£550 - £3300 / week

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from £125 / night

(4) Very Good 

10

Pine Ridge is in an idyllic location on South I.W - Niton - Isle of Wight house sleeps 6

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
‘Pine Ridge’ is a delightful, well presented and recently refurbished property once being part of the old hotel which is now run as a family home, situated in a peaceful and exclusive position with stunning southerly sea views. Accessed via the private driveway with  …see more

from £110 / night

£425 - £650 / week

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from £110 / night

(1) Good 

25

Harbour View House - St Helens house sleeps 8

Isle of Wight / St Helens

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
With sea views from many of the rooms and bedrooms, Harbour View is wonderfully located for a great family holiday, and is a short stroll from the village green, shops and restaurants in St Helen’s, and just a few minutes walk to some of the best beaches on the island  …see more

from £150 / night

£795 - £1895 / week

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from £150 / night

(5) Excellent 

17

A light and spacious cottage - Yarmouth house sleeps 8

Isle of Wight / Yarmouth

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Accommodation comprises a very spacious open plan sitting/kitchen/dining room which is incredibly light due to four windows overlooking the garden. The sitting room has three comfortable sofas. The adjoining dining area has a large pine table seating 8. This then opens  …see more

from £200 / night

£475 - £750 / week

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from £200 / night

(4) Excellent 

13

Corydon - Luccombe Village house sleeps 12

Shanklin / Luccombe Village

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
There really is something for everyone here with a charming snug/bedroom area, a fantastic private balcony from the master suite, a wonderful timber built terrace with table and chairs, a quite unique bar-be-cue hut, as well as extensive lawned gardens with various tree  …see more

from £285 / night

£1995 / week

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from £285 / night

14

CULVER COTTAGE - Shanklin house sleeps 7

Isle of Wight / Shanklin

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
Directly opposite Sandown's popular sandy beach and offering superb far reaching sea views, this delightful terraced Victorian former coastguard's cottage is one of a row of similar properties set back from the road which leads to the town in one direction and  …see more

from £51 / night

£351 - £1114 / week

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from £51 / night

(15) Excellent 

24

Shenstone - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Suitable for children age 5+
Welcome to our exclusive family house in its unique position over looking Bonchurch and Ventnor on the Isle of Wight. The house boasts fabulous sea views, and backs onto St Boniface Down with private gated access. Only a ten minute walk to Ventnor town centre and the be  …see more

from £165 / night

£750 - £1200 / week

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from £165 / night

6

Watch House Barn, Quad Room - Cowes house sleeps 4

Isle of Wight / Cowes

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Watchousebarn has been established for 18 Years. It is situated in the heart of Cowes nearby to all the major yacht clubs, ferry terminals and Marinas. The sea front is only 50 yards away where ample parking is available. Breakfast is served in our friendly 70 sea  …see more

from £120 / night

£840 / week

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from £120 / night

19

12917 - Arethusa Cottage - Ryde house sleeps 10

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Arethusa Cottage is a magnificent detached cottage a mile from the centre of Ryde on the Isle of Wight. Split into two properties, the main house and the log cabin, it has five bedrooms. A super king-size double and a twin in the main house, and a ground floor double, a  …see more

from £181 / night

£1265 - £2587 / week

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from £181 / night

(22) Excellent 

24

Wight Cottage - West Cowes house sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Wight Cottage is a beautiful, newly renovated Victorian terraced home ideal for a family holiday, crew let or a corporate shore base sleeping 8 people, ideal for a week or weekend away or a cosy christmas and new year getaway. The cottage is a 5 minute walk to the centr  …see more

from £175 / night

£500 - £900 / week

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from £175 / night

12

Little Orchard, Cowes, Isle of Wight - Cowes house sleeps 14

Isle of Wight / Cowes

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Pet friendly
This well presented substantial Art-Deco style period house, close to the heart of Cowes is just a short walk down to the seafront and beach, Cowes Esplanade and the Roya Yacht Squadron. It is 10 minutes’ walk to Cowes Yacht Haven Marina, and backs onto Cowes Golf Clu  …see more

from £287 / night

£2000 - £10250 / week

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from £287 / night

42

Hampton House, Freshwater Bay - Freshwater house sleeps 12

Isle of Wight / Freshwater

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
This bright and airy, stunning Victorian seaside mid-terraced house combines characterful period features with contemporary design, and is a perfect escape for families and groups wishing to be moments from the beautiful Freshwater Bay Located in the heart of the Islan  …see more

from £255 / night

£1175 - £3367 / week

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from £255 / night

10

Cowes Cottage - Cowes house sleeps 7

Isle of Wight / Cowes

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This delightful Victorian townhouse is situated in Victoria Road makes it great location for festival, holiday, sailing booking & with its flexible layout & TV's in all the bedrooms it is well suited for crews,corporate & large families Cowes Cottage is approximately  …see more

from £90 / night

£425 - £2800 / week

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from £90 / night

5

Watch House Barn, Twin Room - Cowes house sleeps 2

Isle of Wight / Cowes

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
The Watchousebarn has been established for 18 Years. It is situated in the heart of Cowes nearby to all the major yacht clubs, ferry terminals and Marinas. The sea front is only 50 yards away where ample parking is available. Breakfast is served in our friendly 70 sea  …see more

from £60 / night

£420 / week

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from £60 / night

(1) Excellent 

14

A lovely Townhouse in quiet location - Cowes house sleeps 8

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
This delightful Victorian townhouse is situated in a quiet unmade road up from the main town. The spacious lounge leads through to the open plan kitchen diner area with separate utility room & conservatory which has access to a lovely garden . This makes this an ideal  …see more

from £100 / night

£425 - £2600 / week

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from £100 / night

(7) Excellent 

28

Marine Villa, The Art Deco House UK, Isle of Wight - Shanklin house sleeps 19

Isle of Wight / Shanklin

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
A whole house let consisting of 6 Large Bedrooms, Stunning Views, Luxurious Glamour Of A Bygone AgeThe Marine Villa offers luxury self catering family holiday accommodation for 14adults and up to 5 children. Highest Grade Award by English Tourist Board ( 5 Stars, GOLD S  …see more

from £500 / night

£2700 - £5525 / week

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from £500 / night

(3) Excellent 

12

The Overlook - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Private garden
Overlook commands a breathtaking birds eye view of the Victorian town of Ventnor and a panoramic sweep of the English Channel beyond. The house, which has been architect designed and finished to a very high standard, looks out in all directions through walls of glass, n  …see more

from £113 / night

£787 - £1399 / week

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from £113 / night

(3) Excellent 

47

Church Mews, East Cowes, pet friendly holidays - East Cowes house sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
3 Church Mews is a pet friendly, 2 bedroom mews cottage built in 1892 that forms part of an award winning church conversion in East Cowes on the banks of the River Medina right next to the Cowes chain ferry. The building is Grade II listed and features include amazing  …see more

from £110 / night

£995 / week

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from £110 / night

(5) Excellent 

21

Chantries - Bembridge Village house sleeps 6

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Chantries is a beautiful, peaceful cottage on a popular unmade road just a few minutes walk from the beach and local shops. The property is stylish and comfortable with all the modern conveniences required for a perfect holiday including free WIFI. It is Ideal for a r  …see more

from £175 / night

£600 - £1250 / week

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from £175 / night

31

Country cottage in Bembridge on the Isle of Wight - Bembridge house sleeps 8

Isle of Wight / Bembridge

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.35 km
  • Child friendly
  • Pet friendly
A sweet single level cottage on a quiet road in Bembridge 5 minutes from the famous windmill (tours and cafe) and the coastal path. Well behaved dogs are welcome and the garden is secure. parking is available in the garden if dry or there is a private off road parkin  …see more

from £86 / night

£600 - £850 / week

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from £86 / night

13

Claremont Cottage, Sun Hill, Cowes, Isle of Wight - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Claremont Cottage is a charming self catering townhouse nestled on Sun Hill in the heart of downtown Cowes and is a perfect location to be based for a short break or family holiday on the Isle of Wight. Offering flexible availability throughout the whole of 2016 it is l  …see more

from £125 / night

£545 - £825 / week

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from £125 / night

(9) Very Good 

24

Halyard House - West Cowes house sleeps 7

Cowes / West Cowes

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Town centre location ! In the heart of the action...yet peaceful and tucked away !Stunning 2 bedroom house in the heart of Cowes old town offering contemporary seaside accomodation sleeping up to 7 guests ( 5 plus 2 on sofa bed ). Bedroom 1 consists of twin beds that c  …see more

from £100 / night

£700 / week

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from £100 / night

(1) Very Good 

9

Little Blue Anchor - Cowes house sleeps 4

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
New for 2016. A fresh and cheerful modern semi detached house. Simple contemporary decor. Enjoy easy non-fussy living. Have your breakfast on the sun trap patio. Combined bath, shower and toilet. Quiet residential road . Opposite UKSA. 15- 20 mins stride into Cowes. Ve  …see more

from £85 / night

£595 / week

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from £85 / night

16

NFL95 Cottage in Beaulieu - Newtown house sleeps 4

Isle of Wight / Newtown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
3 NIGHTS COMMENCING 9 SEPTEMBER 2016 WAS FROM £715 NOW FROM £650 Set in the village of East Boldre and a few miles from Beaulieu with its free roaming horses and ponies, this family-friendly bothole is ideal for exploring the New Forest and enjoying  …see more

from £116 / night

£810 - £1050 / week

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from £116 / night

23

3 The Stables - Ryde house sleeps 2

Isle of Wight / Ryde

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Private garden
3 The Stables is a ground floor barn conversion cottage just two miles from the town of Ryde on the Isle of Wight. The cottage sleeps three people and has one double bedroom and an ensuite bathroom. Also included in the cottage is an open plan living area with a fitted  …see more

from £41 / night

£287 - £515 / week

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from £41 / night

(1) Very Good 

21

Cowes Week House - West Cowes house sleeps 7

Cowes / West Cowes

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
3 Bedroom House. Just decorated Upstairs: Master Bedroom has Kingsize bed + en suite Bath/shower/W.C. Bedroom 2 has 1 Kingsize & 1 Single Bed with own shower and W.C opposite. Downstairs: Bedroom 3 has a Kingsize bed. W.C & Shower room. Lounge with doors to patio.  …see more

from £250 / night

£1200 / week

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from £250 / night

(3) Very Good 

15

Elm House - Bembridge Village house sleeps 10

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Elm House is a lovely family home in the center of Bembridge, in easy walking distance of shops, restaurants, pubs and beach. The spacious detached house has off street parking for 5 cars and a totally enclosed, private, well stocked garden. A large eat in kitchen pro  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

11

Gray's Inn - West Cowes house sleeps 10

Cowes / West Cowes

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 0.5 km
  • Suitable for children age 5+
  • Car not necessary
Welcome to Gray's Inn - our lovely family home is the perfect location for your stay in Cowes, whether you are here for the sailing or to simply enjoy all that Cowes has to offer. Just 2 minutes from the Red Jet terminal, the High Street, shops, yacht clubs, pubs a  …see more

from £495 / night

£3465 / week

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from £495 / night

(1) Terrible 

16

Pond Cottage, Seaview, Isle of Wight - Seaview house sleeps 8

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
This self catering holiday property is perfectly located within Seaview Village meaning you can walk to the village beaches, local bars and eateries. There is street parking right outside the and within a good radius of the property so you do not have to walk far. A l  …see more

from £135 / night

£645 - £850 / week

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from £135 / night

(3) Excellent 

9

Dovedale - Ryde house sleeps 7

Isle of Wight / Ryde

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Dovedale is an older style semi-detached house, situated in a quiet little road on the outskirts of Ryde town. The home offers comfortable accommodation, which includes 3 bedrooms, lounge, dining room, kitchen & bathroom. Outside, there are gardens to the rear &  …see more

from £72 / night

£500 / week

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from £72 / night

21

NFL93 Cottage in Beaulieu - Porchfield house sleeps 2

Isle of Wight / Porchfield

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
4 NIGHTS COMMENCING 31 OCTOBER 2016 WAS FROM £568 NOW FROM £495 With walking routes straight from the doorstep, this romantic cottage is ideal for exploring all the New Forest has to offer with ponies grazing in the lane and often peeking over the propert  …see more

from £80 / night

£560 - £825 / week

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from £80 / night

15

Anchor Cottage E. Cowes. Isle of Wight- waterside. - East Cowes house sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Anchor Cottage is a comfortable, contemporary, well equipped, Waterside cottage with views over Cowes harbour and up the River Medina The upside down layout places the living room on the first floor. The two balconies take advantage of the nautical scenery. The Southam  …see more

from £90 / night

£350 - £700 / week

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from £90 / night

(2) Excellent 

10

Isle of Wight / Sandown

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £53 / night

£371 - £902 / week

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from £53 / night

4

The Cowshed - Newport house sleeps 4

Isle of Wight / Newport

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Lovely sympathetically converted cow barn with old wooden beams and full of character. Peacefully, quiet location right at the heart of the Isle of Wight with great links to all the Island has to offer. Two double bedrooms - one with a superking size bed and the other  …see more

from £120 / night

£840 / week

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from £120 / night

11

Veryan - Ventnor Bay house sleeps 10

Ventnor / Ventnor Bay

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Built in the early 1800's, Veryan is a Grade 11 Listed, Four Star Gold, 4 storey house, full of character and charm.During the mid 1800's, it was for many years a Victorian School for Young Gentlemen. All rooms have stunning views along with the comfort and re  …see more

from £179 / night

£1250 / week

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from £179 / night

18

NFL69 Cottage in Lymington - Totland house sleeps 5

Isle of Wight / Totland Bay

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
3 NIGHTS COMMENCING 30 SEPTEMBER 2016 WAS FROM £787 NOW FROM £700 4 NIGHTS COMMENCING 3 OCTOBER 2016 WAS FROM £787 NOW FROM £700 Ideally located for exploring the village of Lymington with its marinas, picturesque cobbled quay and Georgian  …see more

from £112 / night

£780 - £1130 / week

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from £112 / night

6

4 bedroom house sleeping up to 8 near Cowes Marina - Cowes house sleeps 8

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Four bedroom, two bathroom house on the spacious side of the ever popular Beckford Road. Seconds away from Cowes Yacht Haven and Cowes High Street with its restaurants, bars and clothes shops. Four twin bedrooms, one of which has got bunk beds. Sea views, seating for  …see more

from £353 / night

£660 - £2500 / week

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from £353 / night

22

NFL91 Cottage in Lymington - Freshwater house sleeps 7

Isle of Wight / Freshwater

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
4 NIGHTS COMMENCING FROM 5 SEPTEMBER 2016 WAS FROM £1075 NOW FROM £975 4 NIGHTS COMMENCING FROM 19 SEPTEMBER 2016 WAS FROM £1075 NOW FROM £975 This unique chapel conversion is based in the heart of Lymington town. Being only a short stroll  …see more

from £141 / night

£985 - £1615 / week

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from £141 / night

9

Dairy Cottage, Wellow, Yarmouth, Isle of Wight - Wellow house sleeps 4

Isle of Wight / Wellow

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
NOTE: Other properties also available at this location This characterful semi-detached cottage accommodation was originally the farm’s milking parlour. Located at Mattingley Farm, Dairy Cottage offers light, airy, open-plan living area with high ceilings and beams.  …see more

from £35 / night

£244 - £593 / week

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from £35 / night

23

NFL98 Cottage in Lymington - Freshwater house sleeps 6

Isle of Wight / Freshwater

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
This stylish cottage is just a ten minute stroll to the Georgian high street in Lymington and a further five minutes to reach the historic quay where fishing boats moor alongside luxury yachts. Catch the Isle of Wight ferry from Lymington for an interesting day out or  …see more

from £119 / night

£830 - £1385 / week

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from £119 / night

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