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337 Holiday homes in Isle of Wight

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  • Alum Bay (5)
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  • Cowes (32)
  • Freshwater (15)
  • Godshill (6)
  • Gurnard, Isle of Wight (2)
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  • Newport, Isle of Wight (8)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (21)
  • Sandown (28)
  • Seaview Village (7)
  • Shanklin (32)
  • Shorwell (4)
  • St Helens, Isle of Wight (6)
  • Totland (11)
  • Ventnor (64)
  • Whippingham (2)
  • Whitwell, Isle of Wight (5)
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337 Results  |  
18 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, "Charles Wood House" can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2000 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park.  …see more

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £3200 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

Featured properties

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£345 - £595 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
“The Brewhouse” is a delightful 160 year old Victorian character building, tastefully converted from an inn several years ago. Quality in Tourism 4* Grading.  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 9

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £600 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Comfortable home sleeping 7, with Wi-Fi, garden & parking. Ideally located on the outskirts of Ryde allowing easy access to the town centre, or alternatively the Island's lovely countryside. Many local shops, cafes/restaurants & attractions for all ages - Why not take a ride an old London underground train to Smallbrook, then change for a trip on a steam train..  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £915 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
This luxury apartment really has ‘the wow’ factor for views, there are stunning sea views from every window, it is a truly beautiful retreat.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
‘Orchard Cottage’ is a three bedroom cottage with character that has been refurbished to provide excellent family accommodation.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£336 - £618 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
“The Priory” is an impressive former Gentlemen's residence dating back to 1864, which has been lovingly restored as superior apartments, set in a tranquil area of Shanklin, with stunning uninterrupted panoramic sea views.  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Sun Hill Cottage is a charming four bedroom self-catering home, conveniently situated in the heart of Cowes Old Town.  …see more

17 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £95 /night

£665 - £1295 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A light & airy barn conversion offering wonderfully well presented family accommodation. The home is set within three quarters of an acre, surrounded by open fields & the countryside. Lovely walks & the beach is nearby. A great place to relax & unwind... Alternatively, Buttercup Barn is an ideal place to use as a base to explore the rest of the Island...  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character & history. Take a stroll into Ryde town to find lots of local amenities & attractions - all within walking distance.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Staysail Cottage is a charming 4 bedroom self-catering home set over 4 floors, conveniently situated in the heart of the popular area of Cowes Old Town. Ideal for families, groups, crew, business travellers and contractors.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£375 - £615 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Elm Cottage is perfectly situated in a conservation area , on the hill leading up to the pretty village of Bembridge with its own fishmonger, butcher, baker, proper veg shop and the Deli.  …see more

5 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3.5/5 

4 Nights min stay

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from £58 /night

£400 - £550 / week

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Key info:

  • Nearest beach 8 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Toll Cottage is a charming 19th century self-catering holiday cottage in Carisbrooke, Isle of Wight. It is Grade II listed building, formerly used as the toll house for Carisbrooke Castle. The accommodation contains two bedrooms and is surrounded by a large garden. He Cottage has been sympathetically restored to retain historical features without compromising on comfort.  …see more

7 Photos

Bungalow | 4 Bedrooms | sleeps 8

Short stays welcome

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from £99 /night

£688 - £1589 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful, quiet self-catering cottage over one level in the stunning village of St Lawrence near Ventnor. Sleeping 8 and with all the mod cons such as wi-fi broadband and Sky TV, this is the perfect location for a wonderful, quiet family holiday.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working! Short and weekend breaks are only available in the winter.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £55 /night

£380 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £42 /night

£290 - £800 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
This delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens yet the Station is just a short walk to the village pub & rural life.. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £265 /night

£1855 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
A listed stone Farmhouse in an Area of Outstanding Natural Beauty. Afton Farmhouse is close to beaches, bridleways, a golf course and many other attractions. The perfect holiday destination.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £69 /night

£482 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
**********AUGUST AVAILABILITY******* With availabilty in August this very spacious 3 bedroom house has 3 bedrooms, 3 bathrooms, lounge with facilities, kitchen / dining area & garden. Located close to Totland Bay, Colwell Bay & Alum Bay (for the world famous 'Needles'). Availability in August  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £75 /night

£525 - £676 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
PRETTY LITTLE FISHERMANS COTTAGE WITH STUNNING SEA VIEWS LEVEL SHORT WALK TO TOWN , BUS STOPS. SUPERMARKETS ETC. Lovely little fishermans cottage lay in bed and look at the sea. Well equiped.  …see more

9 Photos

House | 2 Bedrooms | sleeps 6

Good 3/5 

Short stays welcome

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from £66 /night

£462 - £610 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Ideally situated for exploring the Isle of Wight's array of treasures, Creek gardens enjoys a beautiful waterside setting adjacent to Wootton Creek, which flows into the Solent. This picturesque 2-acre park provides a relaxing base for a holiday.  …see more

5 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £131 /night

£917 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
***August Availabilty*** ***August Availability***  …see more

7 Photos

Chalet | 3 Bedrooms | sleeps 6

Min stay varies

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from £66 /night

£459 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE. IDEAL HOLIDAY CABIN WHETHER ITS A SHORT BREAK OR A WEEK OR MORE. SURE YOU WILL LOVE THIS LOCATION.  …see more

16 Photos

Cottage | 1 Bedroom | sleeps 2

2 Nights min stay

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from £106 /night

£742 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
Spacious and Modern cottage at Tapnell Farm on The Isle of Wight. Stunning sea views over the island's rural landscape. Newly renovated to a high spec. All welcome. Hot Tub Hire is available as optional extra. The hot hub is provided by Island Hot Tub Hire @ £150/ stay.  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £106 /night

£737 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
close to the beach front, TV, DVD player and Freeview, central heating, all year round letting, ideal for families and couples, features a large window overlooking the decking area, open plan living/dining area.  …see more

13 Photos

Cottage | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Wight Holiday Cottages Wight self catering Country cottage Private and peaceful The Cote is available for 1 week holidays only, changeover day being Friday or Saturday.  …see more

23 Photos

Barn | 4 Bedrooms | sleeps 7

Min stay varies

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from £159 /night

£1113 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. Hoists and hot tub hire available on request. Amazing welcome pack included. Built in brick barbecue. WiFi.  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £91 /night

£636 - £1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
holiday let, holiday cottage, families, groups, kids, children friendly, pet friendly, large garden, BBQ, four bedrooms, countryside views, on a working dairy farm, close to beach, golf, bikes, walking, pubs, festivals,  …see more

14 Photos

B&B | 8 Bedrooms | sleeps 16

Excellent 5/5 

2 Nights min stay

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from £35 /night

£245 - £713 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
We are just across the road from Sandown's 6 miles of glorious sandy beach and the Pier. For those taking breakfast we offer it anytime of the day in our restaurant opposite, you can take that well desrved lie in.  …see more

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This family home is situate right on the beach at The Point in Bembridge, It has uninterrupted views and direct access to the beach. It is an ideal property for a large family group to holiday.  …see more

24 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Luxury Hot Tub at most exclusive situation on the Isle of Wight, quiet waterside over-looking the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctuaries. Detached house 4 STAR Visit England rated If you have extra room needs check our vintage 'Airstream Land Yacht' for couples, honeymooners.  …see more

21 Photos

Boathouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £65 /night

£455 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Welcome to the 'River Cottage' and 'Boathouse' 5 star The most exclusive situation on the Isle of Wight, based on the quiet waterside by the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, hot tubs, and walking distance to town and harbour Two stunning properties in locations second to none, and our vintage stunning Airstream!  …see more

4 Photos

House | 4 Bedrooms | sleeps 12

Min stay varies

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from £152 /night

£1060 - £1590 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Walking distance to Marina. Old Town Cowes. Beautifully furnished with ample space for entertaining. Access from both Terminus Road and Union Road. Large garden with gas barbeque. Drawing room and seperate lounge/den. Laundry Room with excellent space for wet kit.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.