Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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  • United Kingdom
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  • Bembridge (61)
  • Bemridge Harbour (1)
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  • Porchfield (6)
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  • Ryde (60)
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  • Seaview (37)
  • Shanklin (100)
  • Shorwell (11)
  • St Helens (12)
  • Totland Bay (13)
  • Ventnor (131)
  • Wellow (3)
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943 Holiday homes

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

(2) Very Good 

8

2 Old Town Court - West Cowes house sleeps 10

Cowes / West Cowes

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
Deceptively large town house in Cowes, immaculately presented. Stunning sea views with parking and a fabulous roof terrace with BBQ and seating. Ideal for sailing or family holidays.2 Town Court is right in the heart of Cowes Town centre. Situated in prestigious 'O  …see more

from £82 / night

£569 - £863 / week

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from £82 / night

(16) Very Good 

17

Battenburg Studio Apartment - Shanklin studio sleeps 2

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Located on the ground floor this studio apartment can accommodate 2 peopleLounge DinerWith kitchen area with gas hob, gas oven, fridge with freezer compartment, dishwasher and combined washing machine and tumble dryer. Bed settee option for sleeping an additional 1-2 pe  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(2) Very Good 

15

Northview - Seaview house sleeps 4

Isle of Wight / Seaview

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
'Northview' has recently been refurbished to a very high standard and is tucked away in a beautiful position only metres from the beach. The property comprises of 2 bedrooms, 1 double and 1 bunk bedroom, the lounge is comfortably furnished with seating for 4,  …see more

from £61 / night

£425 - £600 / week

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from £61 / night

(7) Excellent 

17

Parkwater - West Cowes bungalow sleeps 7

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Stunning views of the Solent and Southampton Water. Watch the world sail by from the lounge window.This bungalow is situated on an elevated position close to the Royal Yacht Squadron in Cowes. It is just a 5 minute walk from the bustling centre of Cowes, with its numero  …see more

from £80 / night

£450 - £3250 / week

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from £80 / night

12

Micawber - Ryde house sleeps 6

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
‘Micawber’ is a charming three bedroom home and serves as a convenient base to explore the Island. The beach and town of Ryde with a wide range of shops and amenities are within walking distance, as is the Esplanade, where the ‘Fast Cat’ high speed catamaran and  …see more

from £104 / night

£400 - £550 / week

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from £104 / 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

(2) Excellent 

17

Grange Farm Bed and Breakfast is to be recommened - Wootton Bridge b&b sleeps 6

Isle of Wight / Wootton Bridge

5 6 1 night min

  • 5 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Grange Farm is a beautiful friendly property with many visitors returning year after year ,with a private drive leading to the farm house making it a peaceful holiday ,and yet close to ferry terminals beaches and the main shopping centre Newport just an 8 min drive .To  …see more

from £45 / night

£280 - £1855 / week

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from £45 / night

(3) Very Good 

21

Rupert House - Ryde apartment sleeps 3

Isle of Wight / Ryde

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden
Newly refurbished to a high standard this stunning self-catering garden apartment situated off the vibrant main shopping area of Ryde & within a few minutes walk of the beautiful sandy beach.The apartment has its own parking space & small private garden,perfect  …see more

from £43 / night

£300 - £466 / week

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from £43 / night

5

Rosemary Cottage Bed and Breakfast - Newchurch b&b sleeps 2

Sandown / Newchurch

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
Purpose built guest annex in a semi rural yet convenient location. Ideal for walking and cycling breaks with the Red Squirrel trail accessible from our rear gates. Birds and other wildlife can be enjoyed along the many public footpaths in our area. Pedallers our cycling  …see more

from £85 / night

£595 / week

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from £85 / night

(9) Excellent 

27

Wight Waves Holiday Chalet in Yaverland with Wifi - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Wight Waves is a brick-built, newly double-glazed chalet, with Eco heating for the colder weather, and we have completely renovated it to a high standard. This is the first season it has been offered for holiday rental. It is one of the few chalets on the site with its  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

9

The Montpelier - Sandown b&b sleeps 2

Isle of Wight / Sandown

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
The Montpelier is situated in one of the finest positions in Sandown across from the beach and pier and around the corner from the High St. Rooms are ensuite shower with Free WiFi, TV with usb port, fridge and tea/coffee making facilities. Most rooms have sea vies and a  …see more

from £70 / night

£504 / week

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from £70 / night

(6) Excellent 

12

The Cottage - Ryde cottage sleeps 4

Isle of Wight / Ryde

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
'The Cottage' was the former coach house to the Victorian residence that stands adjacent. We believe the building dates from circa 1850, with the kitchen & bedroom extension being added in more recent years. The home now offers well presented, comfortable, accommodation  …see more

from £70 / night

£325 - £475 / week

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from £70 / night

(10) Excellent 

34

28 Sandown Bay Holiday Centre - Sandown chalet sleeps 4

Isle of Wight / Sandown

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
The Sandown holiday chalet is a brick built double glazed holiday home situated within the well-known Sandown Bay Holiday Centre in Yaverland, just beyond the major seaside holiday resort of Sandown on the east coast of the Isle of Wight.This self-catering Pet / Dog Fri  …see more

from £69 / night

£483 / week

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from £69 / night

(9) Excellent 

15

The Auction House - Ryde house sleeps 4

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
The Auction House is part of a stunning new conversion of Ryde's Victorian sale rooms. It is a luxury mews house in a tranquil courtyard setting in the heart of Ryde, barely a 5 minute stroll to the beach. It has been equipped and furnished with boutique hotel s  …see more

from £110 / night

£575 - £975 / week

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from £110 / night

(1) Excellent 

17

Nine - Bembridge house sleeps 10

Isle of Wight / Bembridge

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
'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 - £1250 / week

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from £204 / 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

(1) Very Good 

18

Little Grosvenor - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
'Little Grosvenor' is a recently refurbished lower ground floor apartment in an elegant Victorian Villa, new to the holiday lettings market for 2015. The bright and spacious accommodation features oak flooring, a brand new fitted kitchen with built in 'Bo  …see more

from £59 / night

£330 - £805 / week

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from £59 / night

(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

7

Bonchurch Inn Holiday Apartment - Bonchurch apartment sleeps 4

Isle of Wight / Bonchurch

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Unique old world Pub/Restaurant with one holiday apartment, enclosed in a continental style courtyard. The apartment is across the courtyard from the Bar. There are 11 steps leading up to the entrance. There is a large lounge, dining room with kitchenette ( no oven )  …see more

from £75 / night

£450 / week

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from £75 / night

(14) Excellent 

13

Gills Cliff House - Ventnor Bay house sleeps 7

Ventnor / Ventnor Bay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This beautiful five star house was built in 1850, and is in an enviable position, high on the hill overlooking Ventnor Park and with panoramic views over the English Channel. Three of the bedrooms, as well as the living and dining rooms, have floor to ceiling windows to  …see more

from £104 / night

£520 - £1700 / week

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from £104 / night

(4) Very Good 

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
  • Child friendly
  • Private garden
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 - £650 / week

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from £110 / night

(6) Excellent 

23

Montagu Luxury Apartment - Shanklin apartment sleeps 8

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This large 3 bedroom self catering apartment on the upper ground floor offers you spacious and luxurious accommodation for between 6 + 2 people and your own private outdoor 5 person hot tub.Your apartment consists of:Master Bedroom; With pillow top superking size double  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

10

St Davids - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
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 - £800 / week

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from £58 / night

(9) Very Good 

17

Apartment 2, Cliffview - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Elegant, Contemporary, 5 Star, luxury self-catering Victorian apartment with panoramic sea views and large balcony only a stones throw from the beach and harbour and situated in the heart of Ventnor with a good choice of wine bars and fine dining. Sleeps 4 in two luxur  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(1) Excellent 

9

Park home holiday let - St Helens caravan/mobile home sleeps 6

Isle of Wight / St Helens

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Lovely 2 bed static park home, two bedrooms, kitchen lounge dinner, shower room, two toilets, sleeps up to six people, situated in St Helens on the picturesque Isle of Wight. Nice peaceful, tranquil, setting, very friendly park, heated outdoor pool, games room, laundry  …see more

from £100 / night

£600 - £880 / week

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from £100 / night

10

ELGIN HOUSE - Ryde house sleeps 6

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
Located in the coastal village of Seaview and only 5 minutes' walk to the shops, pubs and beach, this period holiday home forms the front part of a converted semi-detached house. The open plan living/dining/kitchen has been tastefully refurbished offering light and  …see more

from £48 / night

£331 - £1491 / week

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from £48 / night

(2) Good 

18

Chapel House - Ventnor converted chapel sleeps 5

Isle of Wight / Ventnor

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
There's a neat and tidy contemporary feel throughout with much of the original character maintained. There's a magnificent arched window to the side with a wonderful view across to St Boniface Down. The main living space is arranged over two floors; the kitchen and dini  …see more

from £174 / night

£695 / week

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from £174 / night

(2) Excellent 

12

Lovely Apartment with country view, garden and spa - Brading apartment sleeps 4

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
A newly refurbished 2 bedroom garden apartment with large conservatory and built-in spa, with wonderful views over a nature reserve and beyond. Originally built as a bungalow, but now with independent accommodation above, Foinavon retains it's initial floorplan and open  …see more

from £65 / night

£350 - £675 / week

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from £65 / night

(6) Excellent 

23

The Bay-4 bed Shanklin New stunning view hot tub - Shanklin house sleeps 8

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This property is aimed at the 5 star market and is one of our premium properties. It has frontline unobstructed amazing sea views of the Bay. This house contains 4 bedrooms, 2 ensuites and 1 1/2 bathrooms. This property also has Luxury furniture and fittings. The beach  …see more

from £200 / night

£1000 - £2500 / week

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from £200 / night

(14) Excellent 

22

Tower House - Freshwater Bay house sleeps 11

Freshwater / Freshwater Bay

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Tower House Is a beautifully restored 160 year old victorian property. A peaceful location with walks across the downs and beaches just minutes away. Sleeps 11 (5 Bedrooms) and with 4 bathrooms (2 ensuite) there is ample room and amenities for everyone. With spacious r  …see more

from £210 / night

£995 - £1790 / week

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from £210 / night

(2) Excellent 

22

65 York St - West Cowes townhouse sleeps 10

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
This Cowes Holiday homes listing is a 3 storey townhouse in the very popular York St which is a 2 minute walk from the Marinas & town so with its 10 singles in 3 bedrooms & 1 main bathroom & 2 shower rooms this property makes a fantastic crew house for sailing events or  …see more

from £105 / night

£395 - £2900 / week

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from £105 / night

22

The Milking Parlour - Newchurch cottage sleeps 6

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Located on The Garlic Farm, nestled at the foot of Mersley Down. The farm lies at the hub of miles of foot paths and cycle ways for which the Island is famous. Guests to the farm enjoy discounts in our renowned farm shop and restaurant as well as open access to the farm  …see more

from £120 / night

£575 - £1275 / week

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from £120 / 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) Excellent 

8

Dubarry Downs Apartment - Wroxall apartment sleeps 5

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Dubarry Downs is set in an area of outstanding natural beauty,in the semi rural village of Wroxall. Ideally located for cyclists, hikers and walkers, as minutes away from the Sunshine Trail, bridle ways, footpaths and cycle paths. Spectacularly beautiful views of the  …see more

from £135 / night

£750 - £850 / week

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from £135 / night

24

NEWLY LISTED luxurious beach front apartment - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
NEWLY LISTED JULY 2016. Luxurious and spacious ground floor apartment with private entrance and walled garden. TWO bedrooms Master bedroom vi spring kingsize bed, bedroom two two Vi spring single beds or zip and link Super King bed., TWO bathrooms. Newly listed and ren  …see more

from £135 / night

£769 - £1538 / week

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from £135 / night

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
  • Child friendly
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

(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

(1) Excellent 

23

Luxury Yurt - Newchurch yurt sleeps 5

Sandown / Newchurch

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located in a private field on The Garlic Farm on the Isle of Wight. This beautiful yurt is 6 metres in diametre, spacious and comfortable with king size double bed, small sofa bed and a mezzanine deck with two single mattresses . It has a fully equipped kitchen with sma  …see more

from £80 / night

£495 - £915 / week

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from £80 / night

(1) Excellent 

39

Lovely Grade II Listed Thatched Village House - Calbourne cottage sleeps 6

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
New for 2016 Pretty village setting in conservation area, two minutes' walk from local pub. Pet friendly (one or two small, well-behaved dogs). Ten minutes from ferry, and local towns. Spectacular walking routes from the doorstep. Antiques and sumptuous soft furnishings  …see more

from £150 / night

£950 - £1330 / week

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from £150 / night

(2) Very Good 

13

68 St Mary's Road Cowes - West Cowes house sleeps 8

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Turn of the century cottage in the heart of Cowes. Four bedrooms including attic conversion. Recenly redecorated with stripped floors but retaining original features. Very characterful and deceptively large with small garden. Patio area with BBQ. Available for all regat  …see more

from £150 / night

£495 - £795 / week

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from £150 / night

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