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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958 Holiday homes

(1) Excellent 

29

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £50 / night

£350 / week

Book View

from £50 / night

(13) Very Good 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £130 / night

£525 - £2200 / week

Book View

from £130 / night

(11) Excellent 

12

Holiday log cabin with golf nearby in Whippingham

Isle of Wight / Whippingham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden

from £70 / night

£250 - £450 / week

Book View

Responds fast!
avg. 36 minutes

from £70 / night

(16) Excellent 

Certificate of Excellence

21

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £50 / night

£200 - £495 / week

Book View

Responds fast!
avg. 42 minutes

from £50 / night

(26) Excellent 

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect house, perfect location!” We spent a week in this gorgeous house celebrating Mum's 80th. We loved everything! From the fresh flowers, home made cake & scones, clotted cream, lemon curd, sausages we found waiting for us to the amazing water v
…see more

from £150 / night

£1000 - £1750 / week

Book View

Responds fast!
avg. 3 hours 31 minutes

from £150 / night

(3) Excellent 

33

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“Absolutely fantastic” We stayed at Garden House during the October half term and thoroughly enjoyed it, a perfect home away from home. Well placed near Ventnor and Shanklin (our favourites on the Island), and near lots of amenities. The beds were the
…see more

from £125 / night

£850 / week

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Responds fast!
avg. 2 hours 50 minutes

from £125 / night

(2) Excellent 

20

Holiday apartment in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden

from £60 / night

£420 / week

Book View

Responds fast!
avg. 25 minutes

from £60 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
…see more

from £45 / night

£280 - £415 / week

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Responds fast!
avg. 3 hours 59 minutes

from £45 / night

(5) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
…see more

from £120 / night

£750 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £120 / night

(4) Excellent 

22

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Amazing destination and accommodation - why would you go anywhere else?” I really don't want to tell everyone just how perfect this van is, or how breathtakingly beautiful the area is. I don't want to let on how amazing it feels to wander straight o
…see more

from £50 / night

£300 - £550 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £50 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.
…see more

from £60 / night

£385 - £1575 / week

Book View

from £60 / night

(3) Very Good 

29

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

from £180 / night

£773 - £2040 / week

Book View

Responds fast!
avg. 55 minutes

from £180 / night

(6) 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
…see more

Certificate of Excellence

from £40 / night

£280 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £40 / night

(13) Excellent 

21

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“Fantastic place” Would give it 110% so clean and tidy and peaceful. There's everything you need in the chalet. Beautiful walks and scenery Looking forward to returning there again.
…see more

from £40 / night

£240 - £360 / week

Book View

Responds fast!
avg. 49 minutes

from £40 / night

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga
…see more

from £90 / night

£1260 / week

Book View

from £90 / 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

from £95 / night

£450 - £900 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £95 / night

(30) Excellent 

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely place fab location” We really enjoyed our stay here- we hadn't realised how close to the sea it was and how accessible everything is. The cottage is lovely, lots of information and a good selection of books which the kids loved. Thank you!
…see more

from £55 / night

£360 - £1100 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £55 / night

(8) Excellent 

14

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Private garden
“Great Stay, great experience!!!!” We had a great time when we visited Shanklin over the Easter weekend. Steve was very, very helpful and was on hand on our arrival to give us tour of the property and answer any questions we had. I strongly recom
…see more

from £65 / night

£300 - £525 / week

Book View

from £65 / night

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £115 / night

£500 - £1250 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £115 / night

17

Holiday home in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Ask about pets

from £200 / night

£995 - £1750 / week

Book View

from £200 / night

18

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £75 / night

£325 - £750 / week

Book View

from £75 / night

(25) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
“Amazing view!!!” Wow! What an amazing apartment with stunning views! Beautifully decorated with everything you need for a break away. Caroline left us flowers, all the essentials plus Easter eggs and prosecco.....a lovely kind touch. Shanklin is very
…see more

from £85 / night

£400 - £750 / week

Book View

from £85 / night

(10) Excellent 

23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £161 / night

£1125 / week

Book View

from £161 / night

(11) 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
“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

Certificate of Excellence

from £99 / night

£385 - £985 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £99 / night

(8) Excellent 

28

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Lovely stay in a brilliant house in a great location.” Large, bright house with plenty of space for our group to have a very relaxing weekend. On entry house found to be very clean & tidy, rooms nicely decorated & furnished. Good range of Bedroom opti
…see more

from £155 / night

£620 - £1440 / week

Book View

Responds fast!
avg. 55 minutes

from £155 / night

(5) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £75 / night

(10) Excellent 

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Clean comfortable with beautiful views.” Wonderful chalet. Handy for beach and lovely walks. Ideal for a quieter peaceful holiday. The chalet is a good size for a family and the owner is very helpful. It is beautifully situated on the quieter side o
…see more

from £36 / night

£250 - £450 / week

Book View

from £36 / night

(4) 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
…see more

Certificate of Excellence

from £105 / night

£555 - £1150 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £105 / night

(3) Excellent 

15

Holiday home in Bembridge

Bembridge / Bembridge Village

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£595 - £995 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from £100 / night

(9) Excellent 

23

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £70 / night

£365 - £750 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £70 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+

from £85 / night

£350 - £2000 / week

Book View

from £85 / night

(5) Excellent 

15

Holiday home in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £95 / night

£650 - £850 / week

Book View

from £95 / night

(7) Excellent 

Certificate of Excellence

19

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
…see more

Certificate of Excellence

from £60 / night

£420 / week

Book View

Responds fast!
avg. 25 minutes

from £60 / night

(5) Excellent 

28

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £109 / night

£365 - £1065 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £109 / night

(1) Excellent 

10

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £90 / night

£440 - £1900 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from £90 / night

(19) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £85 / night

£595 - £950 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £85 / night

(41) Excellent 

27

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“We couldn't have found a better property on the island” We were expecting a welcome pack based on the reviews we read before our arrival but it exceeded our expectations - the hot cross buns were great and the selection of Easter chocolate was a lovel
…see more

from £289 / night

£2026 - £3585 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £289 / night

(21) Excellent 

24

Apartment rental in Shanklin

Shanklin / Old Village

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“The Courtyard...............Fantastic place!” Just spent a few glorious days at The Courtyard, Shanklin, IOW. Richard and Miriam were great hosts, providing lovely extras, tea, coffee, juice etc and also a wonderful and tasty homemade sponge cake....
…see more

from £88 / night

£350 - £516 / week

Book View

Responds fast!
avg. 24 minutes

from £88 / night

(5) Excellent 

33

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Beautiful apartment & lovely break” The apartment was decorated beautifully,spacious, spotlessly clean and well stocked with everything you could ever want or need for a short break. Johnathan and Susan, the owners of the apartment, live in the hou
…see more

from £60 / night

£420 - £650 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £60 / night

(8) Excellent 

33

Bungalow rental in Ryde with golf nearby

Isle of Wight / Ryde

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £100 / night

£575 - £995 / week

Book View

from £100 / night

1