Holiday houses in Isle of Wight

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  • Bembridge (25)
  • Bonchurch (5)
  • Brading (3)
  • Brighstone (6)
  • Carisbrooke (1)
  • Chale (2)
  • Cowes (48)
  • East Cowes (9)
  • Freshwater (7)
  • Godshill (1)
  • Gurnard (3)
  • Lake (1)
  • Nettlestone (1)
  • Newport (10)
  • Newtown (1)
  • Porchfield (3)
  • Ryde (19)
  • Sandown (8)
  • Seaview (8)
  • Shanklin (24)
  • Shorwell (3)
  • St Helens (7)
  • Totland Bay (4)
  • Ventnor (32)
  • Wellow (2)
  • Woodside Beach (1)
  • Wootton Bridge (2)
  • Wroxall (2)
  • Yarmouth (14)

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252 Holiday homes

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

(6) Excellent 

1 / 20

Seagull Cottage - West Cowes house sleeps 4

Cowes / West Cowes

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Child friendly ;
A beautifully presented Victorian Fishermans Cottage in Cowes, Isle of Wight. A charming 2 bedroom Victorian Cottage within easy walking distance to Shephard's Wharf marina and only a few minutes walk from the town centre. The cottage has a good size double bedroom, a  …see more

from £85 / night

£595 / week

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from £85 / night

(3) Very Good 

1 / 10

Pine Ridge - Niton - Isle of Wight house sleeps 6

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Pine Ridge is accessed via the private driveway with ample parking, the accommodation offers comfortable furnishings as well as practical facilities such as the inter-connecting family suite with double bedroom accessed via the twin bedrooms, two en-suite bathrooms and  …see more

from £110 / night

£425 - £785 / week

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from £110 / night

1 / 8

The Wing at Fox Hollow - Wroxall house sleeps 4

Isle of Wight / Wroxall

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Attached to the main house, there is plenty of outside space including parking for two vehicles to the side and a garden to the rear. On the ground floor there is the spacious open plan lounge/kitchen/dining room. The cottage style kitchen is well appointed with modern  …see more

from £36 / night

£250 - £475 / week

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from £36 / night

1 / 14

The Bungalow St Helens - St Helens house sleeps 4

Isle of Wight / St Helens

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed;
The bungalow is situated in a quiet corner in St.Helens, a two minute walk from Bembridge harbour, causeway and beach. There are fishing trips from the harbour and water sports availble in the season. Its a popular area for sailing, walking and cycling. There is also a  …see more

from £60 / night

£295 - £695 / week

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from £60 / night

1 / 29

Tides Reach - Bembridge house sleeps 9

Isle of Wight / Bembridge

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Tides Reach is a modern mid-terrace house. This very comfortable property has been newly refurbished and benefits from a large conservatory leading to a newly terraced Garden. It is located on The Ruskins at the top of a cul-de-sac just off the village centre, with all  …see more

from £80 / night

£595 - £1350 / week

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from £80 / night

1 / 11

Osborne Heights - East Cowes house sleeps 5

Isle of Wight / East Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Osborne Heights is situated in East Cowes and is comfortably furnished throughout. The accommodation comprises of 1 family bedroom (1 double and 1 single) with en-suite shower, 1 double bedroom, family bathroom, downstairs wc, lounge and kitchen with conservatory lead  …see more

from £110 / night

£425 - £800 / week

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from £110 / night

1 / 17

Sea Horizon, Ventnor - Ventnor house sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Not suitable for children;
This extremely well appointed and presented traditional terraced cottage offers stunning panoramic sea views from its south-facing garden with lovely decked seating areas to enjoy. This cottage has everything you need for a great holiday, and is a short distance from th  …see more

from £45 / night

£310 - £695 / week

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from £45 / night

(12) Excellent 

1 / 17

Charlton House - Bonchurch house sleeps 10

Isle of Wight / Bonchurch

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Charlton House is a beautiful home set in a private and tucked away location on the edge of the highly sought after and picturesque village of Bonchurch, adjacent to the very popular Victorian town of Ventnor. Bonchurch & Ventnor has had a fair bit of media attention re  …see more

from £250 / night

£1000 - £2000 / week

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from £250 / night

1 / 10

A Town Cottage with beautiful interior - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; No pets allowed;
A traditional fisherman's terrace cottage, recently renovated to a very high standard. Ideal for family holidays, sailing events, corporate clients & festivals. The cottage is just 1 minute walk to main town, marina's & Red Jet terminal. The comfortable lounge has a  …see more

from £90 / night

£416 - £1900 / week

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from £90 / night

(1) Excellent 

1 / 25

Perfect for large families, in ideal location - Shanklin house sleeps 15

Isle of Wight / Shanklin

6 15 7 nights min stay

  • 6 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Summer Breeze Lodge is situated on a quiet country lane 5 minutes drive from Shanklin town center. The sea is visible from the 3 front bedrooms, while the 3 back bedrooms have views of the rolling hills and benefit from beautiful sunsets. The are 6 bedrooms of which 3 a  …see more

from £343 / night

£2400 - £2595 / week

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from £343 / night

1 / 10

St Davids - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; No pets allowed;
St Davids is situated in the heart of Ventnor close to town and beach perfectly placed for a wonderful sea-side or walking holiday on the Isle of Wight. The town and shops are quite literally just down the road, with the sea front and beach just a further stroll down th  …see more

from £58 / night

£400 - £945 / week

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from £58 / night

1 / 17

Monks Bay Cottage - Bonchurch house sleeps 8

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car essential; Ask about pets;
This pretty, period cottage in a unique position just 2 minutes above Monks Bay Beach is the perfect destination for a family getaway at any time of the year. With spectacular sea views from every room, a large garden and within walking distance along the sea wall to V  …see more

from £200 / night

£890 - £1990 / week

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from £200 / night

(6) Very Good 

1 / 24

Yachtman's Rest - Island Harbour house sleeps 8

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
4* Gold Award - Tourist Board recommended. A newly constructed, 3-storey fully furnished, 4 bedroom/4 bathroom marina home with 12m mooring available. Situated in a unique waterfront location with stunning views. Set in a beautiful riverside valley offering an idyllic  …see more

from £150 / night

£750 - £2000 / week

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from £150 / night

(1) Excellent 

1 / 22

PERFECT HOLIDAY RENTAL. GREAT LOCATION. HOT TUB. - Shanklin house sleeps 12

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
his stylish house built in the 1860’s almost takes you back in time. It has been converted into a fantastic holiday home exuding a happy house atmosphere. Hosting six highly individually bedrooms, all with comfy beds and Egyptian cotton linen. Mareeba is well known f  …see more

from £300 / night

£1900 - £2200 / week

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from £300 / night

(1) Excellent 

1 / 9

20 Beckford Road - West Cowes house sleeps 9

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Suitable for children age 5+;
20 Beckford Road is a recently refurbished 4 bedroom Victorian town-house, fantastically located in central Cowes. With sea views, it is only 100 metres from the main marinas, yacht clubs and the bustling Cowes high street. Local amenities, shops, pubs and restaurants a  …see more

from £325 / night

£545 - £5250 / week

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from £325 / night

(1) Excellent 

1 / 24

Chain Ferry House - West Cowes house sleeps 10

Cowes / West Cowes

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Amazing property for up to10 people that sits just back from the waterfront and has fantastic views up and down the River Medina and to the Solent beyond from the large roof terrace - an excellent place to entertain or sit and watch the world go by. A Quay Management p  …see more

from £200 / night

£1400 - £1500 / week

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from £200 / night

(4) Very Good 

1 / 16

Fairlight - Ryde house sleeps 9

Isle of Wight / Ryde

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Having been recently renovated to a particularly high standard, there is ample accommodation with comfortable furnishings throughout. There are three double bedrooms, a twin and a single, with an additional sofa bed in the main lounge. To the rear, the garden really ca  …see more

from £174 / night

£680 - £1250 / week

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from £174 / night

1 / 10

Cowes Cottage - Cowes house sleeps 7

Isle of Wight / Cowes

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; No pets allowed;
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

1 / 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
Key info: Child friendly ; No pets allowed; 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 £117 / night

£545 / week

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from £117 / night

(3) Excellent 

1 / 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
Key info: 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 £85 / night

£995 / week

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from £85 / night

(5) Excellent 

1 / 30

Plum Cottage - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
A beautiful and stylish New England Townhouse just 5 minutes from the beach in a peaceful town location.Decorated and fully refurnished in 2014Set in a large private courtyardRear garden features conservatory and decked areasThree tastefully decorated bedroomsLarge open  …see more

from £100 / night

£640 - £980 / week

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from £100 / night

(1) Excellent 

1 / 11

Gray's Inn - West Cowes house sleeps 10

Cowes / West Cowes

5 10 2 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: 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

(9) Very Good 

1 / 24

Halyard House - West Cowes house sleeps 7

Cowes / West Cowes

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: 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) Excellent 

1 / 17

Nine - Bembridge house sleeps 10

Isle of Wight / Bembridge

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
'Nine' can sleep up to 10 comfortably and is ideal for larger families or for a couple of families wishing to share. The accommodation is spacious and has downstairs bedrooms and a bathroom as well on the first floor. 'Nine' is comfortably furnishe  …see more

from £204 / night

£800 - £1525 / week

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from £204 / night

(2) Excellent 

1 / 16

Kingfisher Cottage - Sandown house sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Kingfisher Cottage is tucked away in a small mews within the heart of Sandown. It has been fully refurbished and decorated to the highest standards. It will equally suit families or couples, and offers quiet and cosy accommodation just a stone's throw from local ameniti  …see more

from £54 / night

£240 - £613 / week

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from £54 / night

1 / 21

Lazy Life's Harbour, Newport, Isle of Wight - Newport house sleeps 8

Isle of Wight / Newport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
beautifully appointed south-facing, sunny waterfront property offers guests an opportunity to experience the very best combination of waterfront living and beautiful countryside views with birds and wildlife, set in a Site of Special Scientific Interest for wildlife and  …see more

from £143 / night

£995 - £1840 / week

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from £143 / night

1 / 16

Sunset View, Island Harbour, Newport - Newport house sleeps 6

Isle of Wight / Newport

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Ask owner if suitable for children; No pets allowed;
This stunning waterfront property is immaculately presented and offers guests an opportunity to experience the very best combination of waterfront living and beautiful countryside views with birds and wildlife. Located at the popular Island Harbour, the house is one of  …see more

from £93 / night

£650 - £1820 / week

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from £93 / night

1 / 9

Victoria Cottage - Cowes house sleeps 10

Isle of Wight / Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed;
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 £95 / night

£440 - £3300 / week

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from £95 / night

1 / 10

Tennyson Cottage - Freshwater Bay house sleeps 4

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Built in 2015, Tennyson Cottage, is a comfortable two bedroom home situated in Freshwater. The accommodation offers a well furnished lounge with sofa bed / diner with doors leading to an enclosed garden; a well equipped modern kitchen; downstairs wc; a double bedroom w  …see more

from £113 / night

£435 - £740 / week

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from £113 / night

(11) Very Good 

1 / 25

Windrush - West Cowes house sleeps 17

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Child friendly ;
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WiFi, and TVs with Freeview. Please see video here (copy and paste into your browser): http://www.youtube.com/watch?v=IX-SG1CAyos&feature=youtu.be Originally built for the Rats  …see more

from £700 / night

£2200 - £9800 / week

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from £700 / night

1 / 14

CLIFF TOP COTTAGE - Norton - Isle of Wight house sleeps 4

Yarmouth / Norton, Isle of Wight

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This holiday bungalow benefits from superb, extensive countryside views and its elevated position offers a peaceful escape. The area is ideal for walkers, cyclists and families alike, and provides stunning sea views and dramatic coastal scenery. Pitch and putt, crazy go  …see more

from £48 / night

£330 - £945 / week

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from £48 / night

(6) Excellent 

1 / 23

Grange Farm,Wootton,Ryde,Isle of Wight P O 33 4R W - Wootton Bridge house sleeps 8

Isle of Wight / Wootton Bridge

5 8 7 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
Grange Farm House visit Britain 4 star and highly reccommened has very spacious accommodation and of a high standard throughout with tasteful furnishings. This is a beautiful peaceful property ,Red squirrels and many wild birds can be seen reguarly in the lovely surroun  …see more

from £161 / night

£1125 - £1225 / week

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from £161 / night

(5) Very Good 

1 / 13

Harbour Mount - Bembridge Village house sleeps 12

Bembridge / Bembridge Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
Harbour Mount is a large 5 bedroom property, situated in Bembridge, ideal for large families. The large Edwardian building includes a large gravel driveway with room for several vehicles, and back garden. Harbour Mount is located on Church Road, Bembridge. Bembridge is  …see more

from £115 / night

£795 - £1850 / week

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from £115 / night

(4) Excellent 

1 / 13

Corydon - Luccombe Village house sleeps 12

Shanklin / Luccombe Village

4 12 7 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: 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

1 / 15

Anchor Cottage, Seaview - Seaview house sleeps 7

Isle of Wight / Seaview

4 7 3 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
The excellent location of Anchor Cottage in Seaview on the Isle of Wight ensures that you can walk to the village beaches, local bars and eateries meaning you can make full use of the underground private parking that is provided. A light and spacious self catering holid  …see more

from £125 / night

£560 - £855 / week

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from £125 / night

1 / 13

Brownlow - Lake house sleeps 7

Isle of Wight / Lake

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
Brownlow Road is situated in Lake just minutes from the cliff path that leads down to the sandy beaches of Shanklin and Sandown. The accommodation offers 3 bedrooms, 1 double, 1 family bedroom with triple bunk beds, 1 bunk room accessed via the family room and a family  …see more

from £64 / night

£445 - £950 / week

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from £64 / night

(5) Excellent 

1 / 17

A light and spacious cottage - Yarmouth house sleeps 8

Isle of Wight / Yarmouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
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 £125 / night

£475 - £1450 / week

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from £125 / night

(2) Very Good 

1 / 12

Mitchell ave - Ventnor house sleeps 4

Isle of Wight / Ventnor

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
This is a lovely Elevated four storey south facing Gothic flint house set in the south side of St Boniface Down, Sea Views, walking distance to the Town of Ventnor and the Beach, The accommodation has been re decorated 2016...consists of 1 large double bedroom and 2nd b  …see more

from £70 / night

£425 - £650 / week

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from £70 / night

(1) Excellent 

1 / 17

Yachtsman's Tower - Island Harbour house sleeps 8

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
Located at the popular Island Harbour Marina this unique and stunning waterfront holiday property, a corner tower house, offers almost 360 degree views across the River Medina and the surrounding countryside. Immaculately presented, it offers guests an opportunity to ex  …see more

from £250 / night

£950 - £2400 / week

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from £250 / night

(1) Excellent 

1 / 23

Sun Hill Retreat - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 1 km; Child friendly ; No pets allowed;
This cosy cottage dating back to 1700 is situated at the top of Sun Hill .Within a minutes walk of all the amenities and yacht havens. Private parking for one guest car exists and the use of a small private garden equipped with BBQ & seating. The rear bedrooms share vi  …see more

from £150 / night

£900 / week

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from £150 / night

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