Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings – Holiday Rentals Isle of Wight

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Isle of Wight

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1,594 Holiday homes

(4) Excellent 

15

Holiday bungalow in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £110 / night

£399 - £680 / week

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Responds fast!
avg. 1 hour 39 minutes

from £110 / night

(22) Excellent 

20

Holiday cottage in Bonchurch

Ventnor / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Peacfull idylic accomodation but near enough to civilisation.” The cottage is charming, quaint and beautifully presented. Perfect hideaway for a couple. Just the right size for two (although there is the option of the sofa bed in the lounge if it's needed) Well behaved pets are allowed so our Jack Russel was very happy to come on holiday as well. Have stayed here three times it has always been clean and well equiped. The woodburner is a welcome addition to the central heating, very welcome in febuary! Nice comfortable sofa and bed with a big feather duvet. An excellent walk in shower with plenty of hot water and a heated floor when you get out. The upper garden and decking has a couple of wooden sun loungers also a table and chairs, from which you can sit and watch the sea whilst enjoying the peace and quiet. The hideaway is located down a quiet lane, well away from any passing traffic. The beach is no more than 2 minutes walk away just down the path. The Bonchurch inn is a 5 to 10 minute walk up the lane and is the perfect place to eat and drink. Beer from barrel and very good italian food. Ventnor is a pleasant 1/2 hour walk along the seafront with its good mix of cafe's and bars. The perfect location really. Owners Lucy and Sean have always made us welcome. We are looking forward to visiting again soon.

from £110 / night

£690 - £790 / week

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Responds fast!
avg. 2 hours 19 minutes

from £110 / night

32

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0.3 km
  • Child friendly

from £65 / night

£380 - £574 / week

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Responds fast!
avg. 1 hour 31 minutes

from £65 / night

(7) Excellent 

Certificate of Excellence

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

Certificate of Excellence

from £65 / night

£270 - £560 / week

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Responds fast!
avg. 3 hours 53 minutes

from £65 / night

(7) Excellent 

12

Holiday home in Ventnor

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Private garden
“The Overlook” We were very pleased with everything in the house, the view is spectacular from both balconies and from the main windows, lots of parking space , we loved the built in coffee machine. We couldn't get theTV to work but it didn't matter when you could look out the windows .a very enjoyable stay with plenty of room for 3 generations.

from £111 / night

£775 - £1,399 / week

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from £111 / night

(4) Excellent 

17

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £145 / night

£1,015 / week

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from £145 / night

(28) Very Good 

Certificate of Excellence

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A peaceful total retreat from the pace of life.” If your looking for a total retreat this is it. Off the beaten tract, quiet & peaceful. Amazing views over the Solent. If you want to venture out it's location is good for many of the island's attractions, with excellent eating houses 10 to 15 minutes away. There is a camp sight across the bay in short walking distance if you don't want to drive. The chalet is solar powered for it's electricity - ample for lighting and charging mobile phones, but if you are the type that needs to use straighteners, hair dryers or heated rollers this holiday is not for you. Shower, cooker and fridge is powered by gas, so there are no concerns there. We thoroughly enjoyed our stay and would definitely go back.

Certificate of Excellence

from £65 / night

£400 - £670 / week

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from £65 / night

(19) Excellent 

20

Apartment rental in Cowes

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Great flat lovely setting” A great flat very spacious and very well equipped with everything you could need.We had a lovely time and Cowes was a great base from which to explore the island.

from £100 / night

£400 / week

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Responds fast!
avg. 2 hours 35 minutes

from £100 / night

(54) Excellent 

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Great holiday” Lovely holiday. Perfect hosts. Great cabin. Exclusive use of swimming pool was great for the children. Would recommend.

from £96 / night

£674 - £1,400 / week

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Responds fast!
avg. 1 hour 27 minutes

from £96 / night

(13) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £45 / night

£315 / week

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from £45 / night

29

Holiday home in Newport

Isle of Wight / Newport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

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from £10 / night

(3) Excellent 

20

Holiday home in East Cowes

Isle of Wight / East Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £120 / night

£750 - £2,500 / week

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Responds fast!
avg. 40 minutes

from £120 / night

(8) Very Good 

23

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Prime location and spacious accommodation” This flat was in a perfect location overlooking harbour with panoramic sea views. Accommodation was light and spacious, particularly in the lounge and main bedroom (which had a very comfortable bed). Everything required was provided, although we did not make use of the cooking facilities as we ate out for all meals. (Ventnor has a good variety of eating places). All in all, this made for a very pleasant and relaxing break which we would repeat without hesitation.

from £50 / night

£250 - £795 / week

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Responds fast!
avg. 2 hours 19 minutes

from £50 / night

(13) 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

from £195 / night

£725 - £1,275 / week

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Responds fast!
avg. 1 hour 48 minutes

from £195 / night

(9) Excellent 

23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £150 / night

£800 - £1,949 / week

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Responds fast!
avg. 1 hour 49 minutes

from £150 / night

(13) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect setting.” Really comfortable clean bungalow, peaceful and quiet with great views. Loved being so close the coast path and an easy walk to Yarmouth. Excellent location in general for walking in West Wight. Would definitely return. Thanks, Marina!

from £70 / night

£490 - £575 / week

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Responds fast!
avg. 2 hours 23 minutes

from £70 / night

(9) Excellent 

Certificate of Excellence

11

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic apartment in a spectacular location” We have just had a lovely weekend in this wonderful apartment. The owners were so kind & helpful. It is beautifully furnished with everything you could ever need. Tea, coffee & biscuits were also provided, there was even milk & fruit juice in the fridge when we arrived, so we were able to enjoy a drink on the balcony, before we had to find a shop. We spent so much time out there admiring the view, having a glass of wine in the evening, even eating breakfast out there. It was lovely watching the boats & being able to see the whole beach and surrounding cliffs. The great location meant we were able to leave the car & walk around Shanklin, it was very handy having the cliff lift near us as well. We would love to have another holiday here. It is definitely the best place we have stayed in on the island.

Certificate of Excellence

from £110 / night

£595 - £1,245 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £110 / night

(26) Very Good 

Certificate of Excellence

10

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Cosy but spacious enough for six” Very comfortable 2-night stay. Caravan is modern and smart with good facilities. It's on the inland side of Hillway Road, so it's a good 10-minute walk to the beach and 5 minutes to the main site facilities (clubhouse, swimming pools, etc.), but the view from the caravan is good and the site was very quiet. We didn't try out the site facilities but all looked ok, quite a big site though.

Certificate of Excellence

from £30 / night

£650 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £30 / night

(26) Excellent 

Certificate of Excellence

26

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
“Superb holiday cottage in great location” Woodland Cottage is a very well-equipped, quiet, and comfortable place to stay. We had a very enjoyable week here, and even with six of us we didn't get under each other's feet. The downstairs is bright and airy, due to the large sliding glass doors and open-plan layout. The kitchen has pretty much every item that we needed, including some condiments too. Bedrooms were all of a good size, with comfortable beds. The three bathrooms were good, with a lovely drencher shower in the master bedroon en-suite. Yarmouth is just a 15-minute walk away, along the beach. A ten-minute walk the other way leads to a stunning viewpoint overlooking the Solent and Hirst Castle. And the garden is huge too, leading into the woods. The children both enjoyed playing on the trampoline, and we liked watching the red squirrels, rabbits, and pheasants. I would recommend this holiday cottage very highly - we'd definitely stay here again.

Certificate of Excellence

from £185 / night

£785 - £2,240 / week

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Responds fast!
avg. 1 hour 32 minutes

from £185 / night

(30) Excellent 

Certificate of Excellence

42

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Lovely "Home from Home" apartment for two” I booked this apartment because the reviews were great and the photos looked good and we were not disappointed in any way. The ground floor apartment is perfect for two with all the mod cons and comforts you would like. The balcony is a delight on a sunny day although with typical British weather we could only use it a few times! We loved the location at the top of Shanklin as that gave us great views across the bay but if you walk into the old village there is a fairly steep hill down (which feels even steeper on the way back!) Good exercise but there is pretty good parking if you prefer to use the car. The apartment really felt like home when we returned from a day out.

Certificate of Excellence

from £65 / night

£400 - £660 / week

Book View

Responds fast!
avg. 32 minutes

from £65 / night

(18) Excellent 

18

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Great caravan on a lovely site near a beach” Great, well equipped caravan with full cooking facilities. Owners very helpful. Plenty of information in the caravan of where to eat out and places to visit. The site is quiet and you can walk off the site down to a lovely beach. Lovely views. Good shop on site which also sells food. Highly recommended.

from £100 / night

£350 - £650 / week

Book View

from £100 / night

(23) Excellent 

Certificate of Excellence

22

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Amazing place!” We stayed for 2 nights last weekend 12th-14th August 2016. I was worried about the bed as it is the most important thing to be able to sleep well wherever you are, but I shouldn't have worried as the bed was amazingly comfortable, it felt like memory foam! The place itself was spotlessly clean and the pictures don't do it justice! and the welcome package of food and fruit was so unexpected and meant we didn't have to buy anything for the 2 days we were there. I was so sad to leave and we are considering going back for a longer period next year. Thank you Lisa for being so welcoming!

Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 40 minutes

from £60 / night

(14) Very Good 

20

Holiday home with golf nearby in Cowes

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Comfortable and convenient!” Property was very clean and well prepared. Easy instructions where needed. Parking slight nuisance but always found space although occasionally a street away. Plenty of choice for bus, shops, restaurant etc a short ten minute walk away. Would happily book The Beach House again!

from £100 / night

£700 / week

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from £100 / night

(10) Excellent 

14

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Private garden
“Amazing facilities in a perfect location!” Me and my partner stayed here for 3 nights in mid July and we had a great time! The apartment is in the perfect location! If you go right out the front door you are at the beach, left and you are in shanklin's town center. The open top bus stop is on the same road, it virtually stops right outside the apartment. The apartment itself was beautiful. You can tell that no expense has been spared in the finish, everything is top of the range. The shower was superb! The bed was excellent, I had the best nights sleep in ages! There is a vast range of cooking equipment and facilities and 3 flatscreen tv's throughout the apartment! The off street parking was a real bonus and the sun terrace and decking out the back was great! I can't recommend this place enough. gwen and Steve were extremely helpful, they couldn't do enough for us! They had lists of restaurants and activities for us to try and were really friendly. The apartment was spotless, I genuinely can't fault it anyway. It was just what we were looking for and we had a great time! I don't normally do trip advisor reviews but I felt this place deserved a special mention...we will be back again!

from £130 / night

£822 - £1,172 / week

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from £130 / night

(1) Excellent 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £69 / night

£235 - £495 / week

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Responds fast!
avg. 3 hours 20 minutes

from £69 / night

20

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

from £193 / night

£1,345 - £1,720 / week

Book View

from £193 / night

(16) Very Good 

Certificate of Excellence

20

Chalet rental in Gurnard

Isle of Wight / Gurnard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Private garden
“Small but perfect as a base” We had a wonderful weekend on the Isle of Wight and this served as a perfect base. The view from the from of the hut is beautiful and as long as you are aware in advance that it is small you will enjoy your stay

Certificate of Excellence

from £50 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £50 / night

(10) Excellent 

Certificate of Excellence

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £73 / night

£295 - £668 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £73 / night

(25) Excellent 

19

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
“Fantastic house in a really fantastic location” We had a fantastic holiday at 6 Marine Parade ,so much so we have booked again for 2012 . The house is in a fab location, lovely sea views from the front of the house , infact you can lie in bed and look out to sea !!! The house is cosy,comfortable and very well equipped. Lovely to sit in the front garden and watch the world go by. Ventor is a lovely upmarket resort , plenty of good coffee shops and restaurants on the sea front. All in all , 6 Marine Parade is a real gem of a holiday rental , you will not be disappointed !

from £70 / night

£490 - £890 / week

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Responds fast!
avg. 3 hours 47 minutes

from £70 / night

(11) Excellent 

23

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £36 / night

£250 - £570 / week

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Responds fast!
avg. 3 hours 36 minutes

from £36 / night

(18) Very Good 

25

Holiday home rental

Isle of Wight / Shanklin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Super location, every home comfort.” Close to Shanklin and an easy drive to the rest of the Island. The house was clean, comfy and had super views from the living room and the master bedroom. The kitchen is well equpped and the laundry room is excellent. Great showers in all three bathrooms. Ideal for extended family with two en-suites.

from £200 / night

£800 - £2,600 / week

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Responds fast!
avg. 3 hours 47 minutes

from £200 / night

(18) Excellent 

Certificate of Excellence

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
“Perfect!” We visited Brookside Cottage for four days and the whole experience was perfect. The cottage is immaculate and has everything you would need. It is also perfectly located for visits to all parts of the island. Cannot recommend it highly enough.

Certificate of Excellence

from £99 / night

£355 - £1,035 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £99 / night

(4) Excellent 

16

Home rental in Ventnor

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £90 / night

£1,554 / week

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from £90 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Luxurious apartment with stunning views” Spacious well equipped apartments with hot tub, thoroughly enjoyed our stay in a very high quality apartment. Made to feel extremely welcome. Definitely will return in fact this was our third visit!

from £160 / night

£795 - £1,990 / week

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from £160 / night

7

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £75 / night

£575 / week

Book View

from £75 / night

(10) Very Good 

14

Holiday home in Totland

Isle of Wight / Totland Bay

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great holiday home for a wonderful holiday!” We have just come back from holiday and had a very enjoyable stay here. We really liked the lovely clean house which is situated in an excellent location. Its just a short way away from the local beach and there is so much to explore on the island. Barbara (the owner) was extremely helpful and accommodating - we highly recommend this property!

from £120 / night

£445 - £947 / week

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from £120 / night

14

Freshwater holiday home rental

Isle of Wight / Freshwater

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £325 / night

£2,750 / week

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Responds fast!
avg. 2 hours 2 minutes

from £325 / night

(28) Very Good 

Certificate of Excellence

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Fantastic!” This chalet is just perfect. Clean and tidy, with everything that you would need. Our party was Husband and I, with 7 yr old boy, and 6mnth old girl. This chalet is facing a grassy green, with chalets surrounding it. Children on all sides, so after a full day out on the beach or seeing IOW sights, all the children played until bath and bed.. safe and secure environment. The location is perfect to walk to the beach.. both dog beach and non-dog beach. sandy and sunny!! thanks very much, would def. recommend!

Certificate of Excellence

from £55 / night

£260 - £500 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £55 / night

(4) Excellent 

16

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £92 / night

£410 - £1,600 / week

Book View

from £92 / night

(14) Very Good 

22

Cottage rental in Bembridge

Bembridge / Bembridge Beach

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £128 / night

£895 - £2,195 / week

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from £128 / night