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Isle of Wight

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494 Holiday homes

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

(3) Very Good 

26

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Set in its own large enclosed gardens, Hedgerow is a charming, cosy and well maintained cottage, comfortably sleeping up to 10 people. Set in a quiet unmade road, Hedgerow is only a short walk from both the sea and the amenities of the lovely village of Bembridge.  …see more

from £180 / night

£773 - £2040 / week

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from £180 / night

(8) Excellent 

13

Holiday apartment in Brading

Isle of Wight / Brading

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Car not necessary
“Comfortable apartment in a lovely location” Very comfortable and spacious apartment with everything you need for your stay. Made to feel very welcome by the hosts, Hugh & Kate. Beautiful, quiet location with good links to public transport. Will def  …see more

from £50 / night

£350 / week

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from £50 / night

(13) Very Good 

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Superb home from home” I had the pleasure of staying here with my family for a mini break in September. It had everything that we needed and 2 year old was really excited about the bunk beds. It was clean comfortable and plenty big enough. A lovely pl  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(29) Excellent 

45

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Beautiful home in peaceful setting” Breakers Sound is a stunning house in lovely gardens with sea views. It contained everything we needed for a relaxing week. The location is very peaceful without being isolated, and lovely walks straight from the ho  …see more

from £150 / night

£525 - £1345 / week

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from £150 / night

(8) Excellent 

13

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“We had a lovely stay” Salt Air Cottage was lovely and Miriam had thought of everything to make our stay pleasant. The cottage was well kitted out and there were lots of little touches like phone charges, games to play, DVDs to watch and music to list  …see more

from £75 / night

£475 - £595 / week

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from £75 / night

(14) Excellent 

12

Holiday apartment with golf nearby in Ryde

Ryde / Appley

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Mrs” Perfect flat in ideal location bring only 8 minutes from Ryde ferry terminal. It's light airy and comfortable . Clean and warm with everything you need. Nice welcome basket in kitchen with bread cereals and biscuits plus milk in fridge . Would re  …see more

from £52 / night

£364 / week

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from £52 / night

(14) Excellent 

27

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have  …see more

from £105 / night

£675 - £820 / week

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from £105 / night

(13) Very Good 

27

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
MARCH 1st to 18th - REDUCED PRICES ON REMAINING DATES FOR STAYS OF 3 NIGHTS OR MORE (2 nights at the advertised prices). PLEASE EMAIL ME FOR A QUOTE FOR THE NUMBER OF NIGHTS YOU ARE INTERESTED IN. PLEASE NOTE - I have 2 discount vouchers left for 20% off the Red Funne  …see more

from £70 / night

£320 - £895 / week

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from £70 / night

(5) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Child friendly, dog friendly, free parking, underfloor heating, seaview, amenities in walking distance, beach within walking distance, newly refurbished 2015 with new kitchen, bathroom and high spec fittings. Amazing seaside location. Free Wifi.<br />Dogs: well  …see more

from £95 / night

£567 - £1092 / week

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from £95 / night

(9) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Totland Bay, beach front three bed 5 star luxury apartment sleeps up to six. Beautiful and modern, spacious interior, 2 bathrooms. Home from home comfort, wi-fi. Footsteps from the sea, unrivalled views and glorious sunsets, safe for families, parking.<br />Ful  …see more

from £175 / night

£575 - £1250 / week

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from £175 / night

(11) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Welcome to our beautiful apartment! 30 Marinus is a luxury 5* apartment on the first floor of one of the finest developments in Cowes, overlooking Shepherds Wharf marina and only a few minute's walk from the Royal Yacht Squadron and other marinas. The High Street w  …see more

from £149 / night

£3000 / week

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from £149 / night

(6) Excellent 

15

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
The Katharine apartment is on the ground floor, It has a Lounge/diner, kitchen, Bedroom, and ensuit shower room. The apartment accommodates up to 2 persons.Beach is about a 10 minute walk from the apartment  …see more

from £36 / night

£207 - £447 / week

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from £36 / night

(12) Excellent 

16

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect base for relaxed family holiday!” We had a brilliant holiday at Brambles Chine and would certainly consider booking here again on our next Isle of Wight holiday. Whilst compact, the bungalow was clean and comfortable and well equipped. The pro  …see more

from £40 / night

£275 - £900 / week

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from £40 / night

(16) Excellent 

13

Brighstone holiday cottage rental

Isle of Wight / Brighstone

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Private garden
“Carriers Stable - Superb” Have had a wonderful New Year break at Carriers Stable in Brigstone,Isle of White. From start to finish Vanessa and Glyn helped and communicated at short notice allowing us a break in their 5* accommodation. Everything was a  …see more

from £63 / night

£315 - £585 / week

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from £63 / night

(2) Very Good 

11

Holiday lodge in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Superb location for walkers, runners + cyclists5 mins walk to beach, shops or railway stationNo need for carWi-Fi connectedTelevision + DVDCosy cottage feelPrivate locationPatio Area with seating, Alfresco Dining, views of the downs<br />Great coastal paths nearby  …see more

from £60 / night

£400 - £600 / week

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from £60 / night

(1) Very Good 

24

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
(Preferential ferry prices for our guests: please ask for details) Our three Salterns Beach Chalets in this small development have been modernised to Premier standard to provide the most comfortable accommodation for your seaside holiday. They are superbly situated wit  …see more

from £43 / night

£232 - £665 / week

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from £43 / night

(2) Very Good 

24

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
The Elizabeth apartment is on the first floor and accommodates upto two persons plus cot, Lounge/kitchen/diner, bedroom with standard double bed, bathroom with bath and shower over bath, toilet and vanity unit. Beach is about a 10 minute walk from the apartment  …see more

from £36 / night

£207 - £447 / week

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from £36 / night

(19) Excellent 

12

Holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Superb” Caravan was spotless. Park was lovely. The owner was so helpful, answered questions immediately. Lovely location. Will definitely return.  …see more

from £45 / night

£315 / week

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from £45 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“The perfect place for a holiday.” Wonderful hosts and the cottage was lovely, pristine clean and very comfortable, it would be very hard to think of anything that was not included for our comfort. The red squirrel visited every day and was a deligh  …see more

from £85 / night

£300 - £600 / week

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from £85 / night

(15) Excellent 

20

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
2 bedroom new build sleeps up to 4 sandown off road parking 4 seater corner sofa downstairs toilet and upstairs bathroom isle of wight holiday let close to beach and train safe decking wifi enclosed garden summer sun  …see more

from £36 / night

£250 - £745 / week

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from £36 / night

(5) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Welcome to the Sunnywight Holiday Bungalow. Self Catering 3 Star Accomadation in Colwell Bay, near Freshwater in the Isle of Wight.In a secluded and quiet part of The Isle of Wight, the ever popular holiday destination, and with direct access to the beach, our h  …see more

from £35 / night

£245 - £485 / week

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from £35 / night

(13) Excellent 

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Clean and well presented apartment” We stayed for three nights in October and couldn't fault it. The apartment was very clean and to a high standard. We found it was a very good base for travelling round the Island, I would definitely stay there again  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxati  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

(15) Very Good 

22

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic family holiday!” Stayed for a week and had the most amazing time, couldn't ask for better accommodation and attention to detail. Shelley and Paul were friendly and helpful and nothing was too much trouble. The swimming pool was the highlig  …see more

from £125 / night

£795 - £1500 / week

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from £125 / night

(1)  

11

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
isle of wight, self catering chalet, beautiful views 5 mins walk to sandy beach<br />fully equipped, electric FREE  …see more

from £32 / night

£220 - £500 / week

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from £32 / night

(5) Excellent 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
The prime location of this apartment also means it is perfect for all the sailing regattas being next to Shepards Wharf & short walk to Cowes Yacht Haven, Ideal for those who prefer a more luxurious stay in Cowes.<br />This property is part of the Cowes Holida  …see more

from £95 / night

£425 - £2300 / week

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from £95 / night

(7) Excellent 

22

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Brighstone has a church, pub, restaurant, doctor's surgery, newsagent, grocery shop (including Post Office),  …see more

from £99 / night

£335 - £785 / week

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from £99 / night

(11) Very Good 

14

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excelent place to stay, exactly as described” We stayed for 3 nights and enjoyed our holiday very much. The house was very clean and tidy, The beach is just 5 minutes walking distance, shops and supermarket are also located nearby, Very nice and quite  …see more

from £55 / night

£259 - £520 / week

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from £55 / night

(39) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Lovely house, great location, would stay again” Just back from 5 nights in Seawinds. The house is lovely, modern, well equipped and we all loved it. A really nice back garden, perfect for BBQ and kids playing, all enclosed so no worries about them bei  …see more

from £105 / night

£515 - £1300 / week

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from £105 / night

(10) Excellent 

14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
These 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 its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / week

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from £90 / night

(12) Excellent 

16

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing - everything you could want and more ......” A fab property minutes from Yarmouth and the ferry terminal, but tucked away in the haven called Fort Victoria Country Park. Woodland Cottage is great - big enough not to feel on top of each other b  …see more

from £145 / night

£795 - £2240 / week

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from £145 / night

(31) Excellent 

22

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Ideal location to visit the Illlsle of Wight” This house provides very comfortable accommodation for a party of 10. It is ideal for visiting attractions on the island. It is situated in the quiet village of Newbridge and is adjacent to a campsite whic  …see more

from £200 / night

£850 - £1775 / week

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from £200 / night

24

Holiday home in Woodside Beach

Isle of Wight / Woodside Beach

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
Oak Cliff Place is a magnificent Victorian detached house, wonderfully private with stunning uninterrupted views over the Solent to Portsmouth. Light-filled, high-ceilinged and spacious, it is set in an elevated position within five acres of land including its o  …see more

from £532 / night

£3721 - £7035 / week

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from £532 / night

(6) Excellent 

21

Holiday bungalow rental

Freshwater / Freshwater Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Robinhill holiday bungalow is situated in the West which is a beautiful part of the island. The bungalow is in a very quiet and relaxing location, sandy Colwell Bay beach is within a few minutes walk. Walking and cycling holidays can be enjoyed any time of the year.<  …see more

from £36 / night

£250 - £480 / week

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from £36 / night

(2) Average 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.  …see more

from £199 / night

£995 - £1995 / week

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from £199 / night

(12) Excellent 

26

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Miss” Excellent stay at the apartment! Lovely and clean and was nice to arrive to a hamper of goodies :) will definatly recommend!!  …see more

from £75 / night

£500 - £650 / week

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from £75 / night

(2) Very Good 

11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Fantastic holiday” We had a wonderful stay at thorness bay, well situated to get around the island with good facilities on site. We will be coming back again next year!  …see more

from £50 / night

£300 - £450 / week

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from £50 / night

(4) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Chelsea Cottage, with its fabulous view overlooking the English Channel, is extremely comfortable and well-equipped, and has been comprehensively renovated and redecorated to a high standard throughout. The lounge, front bedroom and patios face south east and command a  …see more

from £95 / night

£450 - £900 / week

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from £95 / night

(4) Excellent 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £130 / night

£910 / week

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from £130 / night

(14) Very Good 

23

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
Light and airy modern penthouse apartment with fantastic sea views (best in Cowes) towards Calshot Spit and the Central Solent. Close enough to the water to hear boats tack! Yards from the Royal Yacht Squadron, five minute walk along the sea front to the high street and  …see more

from £55 / night

£330 - £1525 / week

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from £55 / night