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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1,528 Holiday homes

(13) Excellent 

Certificate of Excellence

24

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

Certificate of Excellence

from £50 / night

£275 - £325 / week

Book View

Responds fast!
avg. 21 minutes

from £50 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £69 / night

£275 - £450 / week

Enquire View

from £69 / night

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

£195 - £495 / week

Book View

from £69 / night

(3) Very Good 

11

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“lovely stay pleasently surprised” wow what can I see. we loved or stay .it was cosy, cute and warm. The caravan was very sweet. Had everything for a home away from home. There wasn't any that we couldn't find. The caravan was clean and well presen
…see more

from £70 / night

£800 - £1,000 / week

Book View

from £70 / night

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.1 km
  • Car not necessary

from £60 / night

£350 / week

Book View

Responds fast!
avg. 22 minutes

from £60 / 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

£600 - £900 / week

Book View

from £85 / night

(3) Excellent 

13

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden

from £105 / night

£475 - £1,825 / week

Book View

from £105 / night

(37) Excellent 

Certificate of Excellence

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
“Fantastic visit to the Isle of Wight” We had a lovely stay in Stable Cottage. Very comfortable, clean and well equipped cottage. Excellent for young children... lovely books selection provided which we enjoyed working our way through. Despite the wind
…see more

Certificate of Excellence

from £55 / night

£400 - £1,100 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £55 / night

(7) Excellent 

15

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 km

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £36 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£400 / week

Book View

from £100 / night

(6) Excellent 

22

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £48 / night

£330 - £499 / week

Book View

Responds fast!
avg. 2 hours 58 minutes

from £48 / night

(4) Excellent 

Certificate of Excellence

14

Holiday apartment in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

Certificate of Excellence

from £110 / night

£475 - £2,000 / week

Book View

from £110 / night

(25) Very Good 

Certificate of Excellence

21

Chalet rental in Yaverland with golf nearby

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Lovely chalet” We stayed at Phil's chalet for 1 night and it was perfect. We would consider for a longer stay. The chalet had everything you need (except linen but we knew that well in advance). Very good value for money. Communication with Phil was v
…see more

Certificate of Excellence

from £10 / night

£200 - £670 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £10 / night

9

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 2 nights min

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

from £80 / night

£560 / week

Book View

Responds fast!
avg. 44 minutes

from £80 / night

(1) Excellent 

19

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Private garden

from £47 / night

£325 - £725 / week

Book View

Responds fast!
avg. 3 hours 0 minutes

from £47 / night

(6) Excellent 

13

Caravan/mobile home rental in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £59 / night

£413 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £59 / night

8

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly

from £70 / night

£490 / week

Book View

from £70 / night

(20) Excellent 

Certificate of Excellence

23

Holiday chalet in Freshwater

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
“stay at summerhouseBEAUTIFU” although late in the season it was peaceful and relaxing with magnificent views the summerhouse itself was the best accom0dation we have ever visited spotlessly clean and fully equipped would recommend to anyone
…see more

Certificate of Excellence

from £36 / night

£250 - £450 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £36 / night

(11) 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

from £90 / night

£340 - £845 / week

Book View

from £90 / night

(8) Very Good 

20

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“What a find !” We had a fantastic week on the IoW, seven of us in total with extended family, and Yachtsman's Rest easily accommodated us all in comfort. Plenty of bathrooms, all well placed next to bedrooms or en-suite, no kids squabbling about wh
…see more

from £150 / night

£750 - £2,000 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £150 / night

(15) Excellent 

Certificate of Excellence

20

Holiday home rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Home from Home - by the Seaside!” The cottage was warm, cosy and had some lovely homely touches that immediately made us feel at home. The location was perfect - under 5 minutes from the Red Funnel terminal, a stone's throw from the marina and a short
…see more

Certificate of Excellence

from £75 / night

£525 / week

Book View

Responds fast!
avg. 49 minutes

from £75 / 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 wh
…see more

from £111 / night

£775 - £1,399 / week

Book View

from £111 / night

(36) Excellent 

33

Holiday cottage in Whitwell

Ventnor / Whitwell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely house!” Spent a lovely week with my family (8 of us) at Ferndale. There was everything you needed for a great break and everything was spotlessly clean and well cared for. I would recommend Ferndale highly.
…see more

from £150 / night

£525 - £1,350 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £150 / night

8

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £39 / night

£175 - £395 / week

Book View

from £39 / night

(9) Excellent 

Certificate of Excellence

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Location location location” This cottage is the perfect location. Close to seafront, parkland, cowes high street with gift shops and a little Sainsbury's / marks and spencer food outlet. So many options for eating out here too and lots going on in the
…see more

Certificate of Excellence

from £150 / night

£900 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £150 / night

(3) Excellent 

21

Holiday home in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

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

from £130 / night

£780 - £2,030 / week

Enquire View

from £130 / night

(8) Excellent 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A beautiful, well kept apartment in a great location” A really clean, comfortable, well equipped apartment (although a hairdryer would be a nice addition) in a fantastic location. Very near transport links, shops etc with a lovely sea view. I had a wo
…see more

from £105 / night

£415 - £785 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £105 / 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
“Lovely stay in shanklin” Very comfortable holiday flat everything you could possibly need in every room very clean and excellent location to sea and shops and I have to mention the Hideaway pub my favourite great food with amazing views only five minu
…see more

from £65 / night

£300 / week

Book View

from £65 / night

(1) Excellent 

12

Ventnor holiday cottage rental

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children

from £50 / night

£350 - £560 / week

Book View

Responds fast!
avg. 8 minutes

from £50 / night

(13) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £195 / night

£575 - £1,275 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £195 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £113 / night

£785 - £1,095 / week

Book View

from £113 / night

(3) Excellent 

15

Cottage rental in Bembridge

Bembridge / Bembridge Village

3 6 Min stay varies

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

from £90 / night

£450 - £850 / week

Book View

Responds fast!
avg. 47 minutes

from £90 / night

(17) Very Good 

Certificate of Excellence

17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“New year break” A fabulous apartment even while been battered by the winds the views are fantastic it has everything you could want other than sunshine
…see more

Certificate of Excellence

from £145 / night

£750 - £964 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £145 / night

(4) Excellent 

7

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £80 / night

£375 - £840 / week

Enquire View

from £80 / night

(50) Very Good 

20

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
“Great holiday destination” This cottage and its surroundings were exactly as described. We really enjoyed being able to walk from the door out into wooded countryside and onto the beach. In addition it is a shortish walk to Yarmouth along the shorel
…see more

from £95 / night

£445 - £1,245 / week

Book View

Responds fast!
avg. 50 minutes

from £95 / night

(7) Excellent 

Certificate of Excellence

12

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

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

Certificate of Excellence

from £75 / night

£525 / week

Book View

Responds fast!
avg. 2 hours 8 minutes

from £75 / night

(10) Excellent 

Certificate of Excellence

18

Holiday townhouse in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Great house” I stayed in the house with my family and mum and dad and we had a fantastic week, the house is clean and big enough for a big family without feeling like your on top of each other, the garden was lovely and the house is close to a lovely
…see more

Certificate of Excellence

from £100 / night

£400 - £1,100 / week

Book View

Responds fast!
avg. 1 hour 6 minutes

from £100 / night

(8) Excellent 

24

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly
“great place to stay” excellent holiday nice quiet campsite great for dog walking & exploring all places on the isle of wight
…see more

from £59 / night

£413 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £59 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.05 km
  • Child friendly

from £41 / night

£245 - £577 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £41 / night

(10) 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 - £550 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £36 / night