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Isle of Wight

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134 Holiday homes

Filters applied: Cottage

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

(12) Excellent 

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely and very well-equipped cottage” Had a great stay here during the IoW festival, it's a really comfortable property, very well-equipped and beautifully furnished. Only 10 mins to Newport but in a peaceful area surrounded by fields. We've alread  …see more

from £100 / night

£400 - £800 / week

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from £100 / night

(84) Excellent 

25

Holiday cottage in Ventnor

Ventnor / Niton Undercliff

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“The best-equipped, beautiful cottage” We were six adults and two children (aged 1 years, and 3 months). We found the cottage very relaxing and spacious, with everything we could want/need for a weekend away, and a wide array of toys to keep our 1 year  …see more

from £125 / night

£595 - £1550 / week

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from £125 / night

(17) Excellent 

36

Holiday cottage rental

Isle of Wight / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Mr” Well equipped. Hidden away. Lawn shaded from weather from all directions except south. Cosy. Beautiful place in a beautiful place.  …see more

from £90 / night

£450 - £1960 / week

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from £90 / night

(10) Excellent 

22

Shorwell holiday cottage rental

Isle of Wight / Shorwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Brilliant” We stayed for a week and it was like a home from home, everything you could need or want. We really enjoyed our visit to the Isle of Wight and Brookside Cottage provided a lovely haven to come back to after a day exploring.  …see more

from £99 / night

£335 - £965 / week

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from £99 / 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

(31) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Excellent accommodation - location and local people” Good walks at rear and front of the property on this dog friendly island. Property overlooks the sea with fenced green area (for Victoria cottages residents) where rabbits and children can play. In  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(7) Excellent 

17

Cottage rental in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fabulous place to stay and really helpful owners!” Just returned from a two week stay at the delightful Valerian Cottage with my wife and daughters (aged 6 and 4). The cottage is beautifully presented and extremely comfortable - more like a proper hom  …see more

from £80 / night

£450 - £950 / week

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from £80 / 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

(20) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Home from home, yet on holiday, FANTASTIC!” Cottage was very comfortable, clean and welcoming. Could not fault it. Bus nearby so got bus passes and toured around island. M n S near cottage, so able to self cater with lush food. Also lots of lovely  …see more

from £145 / night

£475 - £1550 / week

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from £145 / night

(7) Very Good 

35

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Details to be aware of” Stable Cottage is in a lovely location and is well presented, clean and modern but has a few surprising omissions such as a microwave, tumble dryer, iron and ironing board although some of these are available in a shared laundr  …see more

from £150 / night

£900 - £1990 / week

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from £150 / night

(43) Very Good 

24

Yarmouth holiday cottage rental

Yarmouth / Fort Victoria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Seaview Cottage - Fort Victoria w/e 31/12/2016” This is the second time that we have stayed in the cottage and was once again a perfect getaway for us and the dog and a really great place to see the New Year in. The cottage is quaint, clean and comfor  …see more

from £75 / night

£395 - £1245 / week

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from £75 / 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

(13) Excellent 

20

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Absolute paradise” This was our third time staying at the hideaway, will be back again next year. Such a beautiful, peaceful place can't fault it.  …see more

from £100 / night

£550 - £790 / week

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from £100 / night

(20) Excellent 

19

Cowes holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Homely little cottage in the heart of Cowes” A beautiful little cottage right in the heart of Cowes, within easy walking distance to all shops, pubs and resteraunts. Beautifully decorated and very comfortable accommodation. The only drawback is the p  …see more

from £60 / night

£1575 / week

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from £60 / night

(3) Excellent 

16

Holiday cottage with golf nearby in Totland

Totland Bay / Totland Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Unique, charming & stylish cottage with contemporary furnishings, period features, fireplace with a wood burning stove. Toys, films, books, music & games provided. Well equipped kitchen. Pretty Bedrooms, bathroom with rural views & separate WC. Sunny & e  …see more

from £70 / night

£350 - £850 / week

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from £70 / night

(18) Very Good 

14

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“An absolutely beautiful cottage with fabulous sea view” We arrived on the day of the big snow so had the added benefit for the first day of a winters view. The cottage was cosy and warm and so beautifully decorated that we didn't feel the need to go o  …see more

from £70 / night

£490 - £880 / week

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from £70 / night

(7) Very Good 

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very homely and comfortable” Very nice, very clean, good towels and bedding sheets. Good situation, very pretty house and Garden. Lots of nice details, detergent, coffee, tea, bread, butter, milk, chocolates, a welcome pack. No parking outside the ho  …see more

from £95 / night

£525 - £995 / week

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from £95 / night

(17) Excellent 

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very comfortable relaxing holiday” Enjoyed our stay in this very clean comfortable cottage very convenient for shops,restuarents & exploring the island..we didn't take our car & found it easy to get around from here. The furnishings are very nice & al  …see more

from £58 / night

£300 - £800 / week

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from £58 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Little Moon Cottage is a bright and sunny home in a beautiful rural location. Set on a leafy lane at the foot of Tennyson Down in an AONB with wonderful views, it is pet friendly, excellent for walking and cycling with lovely beaches and a pub with good food close by.  …see more

from £40 / night

£280 - £780 / week

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from £40 / night

(12) Excellent 

24

Godshill holiday cottage rental

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mrs Jan walton” Really lovely cottage tucked away in the most peaceful of locations, set in a beautiful garden with gingerbread house over looking a pond perfect for afternoon tea. As the cottage is towards the centre of the island it is a good locati  …see more

from £79 / night

£550 - £995 / week

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from £79 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Enjoy a unique farm holiday at the Garlic Farm on the Isle of Wight. Peaceful, beautiful location close to footpaths and cycle ways. 10 minutes from the beach and most other attractions. Tennis court, football pitch and restaurant on site. Dogs welcome by arrangement.&l  …see more

from £145 / night

£675 - £1310 / week

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from £145 / 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

(14) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“fantastic cottage, really homely” Stayed in Lane End Cottage in August of this year for a week and all I can say is it was fantastic. All the rooms were lovely and there was lots of space for the seven of us. Five adults and two children. We all had a  …see more

from £72 / night

£500 - £900 / week

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from £72 / 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

(6) Very Good 

22

Holiday cottage in Bembridge

Bembridge / Bembridge Beach

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Great location.” Great location, the children loved the short bike ride to the beach. The beds were very comfortable and the rooms a good size. The utility room was very handy for rinsing swimming gear and storing our bikes. However we did feel the s  …see more

from £58 / night

£400 - £990 / week

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from £58 / night

(16) Excellent 

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect house and location” I stayed here with my 90 year old Aunt. It was perfect for her as the cottage is all on one level. There is one very shallow step up to the front door but it was easy for her to negotiate. It's very quiet yet not secluded a  …see more

from £52 / night

£360 - £700 / week

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from £52 / night

(5) Excellent 

13

Cottage rental in Bonchurch

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer. Description from owner Description An idyllic retreat in the heart of one of the Isle of Wight's prettiest villages, Grebe Cottage  …see more

from £130 / night

£575 - £850 / week

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from £130 / night

(30) Excellent 

33

Holiday cottage in Whitwell

Isle of Wight / Whitwell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“A wonderful family home in a beautiful rural location, dawn was spectacular” We spent a long weekend here with friends. even in November there are so many places to explore and excellent pubs to eat at. The garden in fantastic and would be wonderful f  …see more

from £150 / night

£550 - £1400 / week

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from £150 / night

(2) Excellent 

15

Yarmouth holiday cottage rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Solent Cottage is a charming Victorian cottage with a lot of beautiful original features, incredible sea views and a fantastic location next to a nature reserve and the beach. The living room features a wood burning stove, original Victorian floorboards, and sea views.  …see more

from £85 / night

£395 - £1245 / week

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from £85 / night

(4) Excellent 

9

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
“Beautiful cottage with equal access to quiet stunning beaches and all the key attractions” From the very first moment we turned in to the driveway we knew that this cottage was going to be something very special indeed. The 'chocolate box' style that  …see more

from £110 / night

£760 - £935 / week

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from £110 / night

(17) Excellent 

24

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.  …see more

from £135 / night

£695 - £1395 / week

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from £135 / 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

(19) Excellent 

22

Holiday cottage in Ryde

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Sleeps 4, cottage has 2 bedrooms, bathroom, kitchen, lounge, conservatory dining room, patio garden & bbq  …see more

from £85 / night

£595 - £950 / week

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from £85 / 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

(28) Excellent 

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect location for members of the family to take part in the Quarter Island Challenge” We had a most enjoyable stay and would highly recommend this property for anyone who wants a relatively central location to access all that the Island has to offe  …see more

from £80 / night

£560 - £1100 / week

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from £80 / night

(11) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
7 day holidays in the summer - shorter breaks available out of season.  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£350 - £600 / week

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from £80 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£500 - £1300 / week

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from £120 / night

(10) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Whether you are looking for a family beach holiday where you can forget the car and just chill in the garden or rock pool at the beach, or plan a walking, or cycling holiday exploring the island, Drayton Cottage is an ideal base - safe, secure and warm with free wifi.  …see more

from £100 / night

£350 - £800 / week

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from £100 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.  …see more

from £180 / night

£760 - £2600 / week

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from £180 / night