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

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116 properties

Isle of Wight

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1,527 Holiday homes

24

Cowes holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden

from £380 / night

£1,600 - £6,600 / week

Book View

from £380 / night

(3) Very Good 

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 £60 / night

£420 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £60 / night

(6) Excellent 

Certificate of Excellence

18

Holiday home rental

Isle of Wight / Sandown

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Car not necessary
  • Private garden
“Fabulous!” Well what can I say about "Tweedy Pie" - fabulous!! The location is amazing right near the beach for a stroll down to the restaurant - "the Reef" was great. It was good to have an allocated parking space and the house was in a secluded an
…see more

Certificate of Excellence

from £70 / night

£500 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £70 / night

(1) Excellent 

19

Holiday log cabin rental

Isle of Wight / Seaview

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £135 / night

£825 / week

Book View

from £135 / 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

£416 - £1,900 / week

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from £90 / night

19

Holiday bungalow in Niton

Isle of Wight / Niton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £122 / night

£850 - £900 / week

Enquire View

from £122 / night

(11) Excellent 

18

Holiday home in Sandown

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Great Place for Holidays” The house is very nice. We loved the architecture - all the gatherings at ground level and bedrooms on upper. House is well equipped, and has Sainsbury, SPAR and many local stores in 2 mins walk distance. The weather wasn't g
…see more

from £130 / night

£595 - £1,400 / week

Enquire View

from £130 / night

(4) Excellent 

15

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

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

from £85 / night

£385 - £1,600 / week

Book View

from £85 / night

(4) Average 

11

Holiday home rental

Bembridge / Bembridge Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £61 / night

£425 - £1,890 / week

Book View

from £61 / night

(48) Excellent 

15

St Lawrence, Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“great location, great welcome” lovely house. amazing garden with all facilities. we received a great welcome. really enjoyed the holiday.
…see more

from £50 / night

£225 - £645 / week

Book View

from £50 / night

(6) Excellent 

29

Holiday cottage in Ventnor

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect!!!” Our stay was at short notice. We couldn't have asked for a better place to stay for the weekend. The cottage is beautifully presented, and has absolutely everything you need. The sea views from the patios are wonderful, all we needed wa
…see more

from £87 / night

£612 - £1,100 / week

Book View

from £87 / night

10

Home rental in Freshwater

Freshwater / Freshwater Bay

2 4 Min stay varies

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

from £173 / night

£410 - £775 / week

Enquire View

from £173 / night

(2) Very Good 

14

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £50 / night

£300 - £616 / week

Book View

from £50 / night

(3) Excellent 

15

Holiday b&b in Brading

Isle of Wight / Brading

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 4 km
  • Child friendly
  • Pet friendly

from £120 / night

£840 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £120 / night

(19) Excellent 

Certificate of Excellence

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Best boliday ever” The cottage is superb, beautifully furnished and very well equipped. The garden is fully enclosed and our 2 dogs loved chasing each other around - we were really relaxed because we knew the dogs were happy and safe. We love it so mu
…see more

Certificate of Excellence

from £100 / night

£410 - £820 / week

Book View

Responds fast!
avg. 1 hour 0 minutes

from £100 / night

(10) Excellent 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Great Venue for an Isle of White holiday” Aisla cottage is the perfect base for a relaxing holiday or an active holiday. The property is right on the waterfront with views of the river madina from the windows and the private communal garden area, bef
…see more

from £110 / night

£690 - £900 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £110 / 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 4 minutes

from £59 / night

(20) Excellent 

Certificate of Excellence

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
“Excellant” We had a lovely peaceful stay at Carriers Stables, everything one could want was provided, really really clean, pristine bed linen and lovely towels also provided.. Charming hosts and we were so lucky with the weather, plenty to do on the
…see more

Certificate of Excellence

from £67 / night

£336 - £583 / week

Book View

from £67 / night

(11) Excellent 

25

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
“Peaceful rural location, beautifully restored farm buildings with well equiped modern facilities.” Kristina and Nick provide a very welcoming arrival. They have thought of all the little things that you may need during your stay, to make their cottag
…see more

from £100 / night

£340 - £650 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £100 / night

(2) Excellent 

Certificate of Excellence

11

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £140 / night

£1,000 - £1,700 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £140 / 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

from £41 / night

£232 - £665 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from £41 / night

29

Holiday home in Newport

Isle of Wight / Newport

4 8 6 nights min

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

from £250 / night

£1,750 / week

Book View

from £250 / 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

(18) Excellent 

Certificate of Excellence

39

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Home, from Home” Pefectly situated to visit around the Island, and the apartment like home from home nothing not thought off. Had a great time
…see more

Certificate of Excellence

from £75 / night

£525 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £75 / night

(18) Excellent 

Certificate of Excellence

51

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

Certificate of Excellence

from £250 / night

£1,650 - £3,250 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £250 / 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

(33) Excellent 

Certificate of Excellence

12

Holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
“Best place” We literally fall in love with this place!!! So beautiful and comfortable! We had more than a wonderful stay. Can't wait to book again soon.
…see more

Certificate of Excellence

from £30 / night

£210 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £30 / night

(7) Excellent 

Certificate of Excellence

12

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Excellent stay!!” Thank you so much Jennie and Ron for accomodating us and for the little touches - especially the biscuits and tea which were very much appreciated in such unexpected chilly weather! Everything we needed was there and the chalet is in
…see more

Certificate of Excellence

from £25 / night

£110 - £480 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from £25 / 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

(1) Excellent 

14

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

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

from £119 / night

£275 - £475 / week

Enquire View

from £119 / night

(7) Excellent 

15

Home rental in Sandown

Isle of Wight / Sandown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £57 / night

£395 - £950 / week

Book View

Responds fast!
avg. 16 minutes

from £57 / night

(24) 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
  • Child friendly
  • Car not necessary
“Excellently presented, cosy cottage in fantastic location” Perfect for Cowes week. One street back from the high street and M&S 20 yards away. The cottage was spotless and equipped with everything we could have needed. The courtyard was a sheltered su
…see more

from £145 / night

£450 - £1,450 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £145 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£250 - £475 / week

Enquire View

from £50 / night

(4) Very Good 

22

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
  • Ask owner if suitable for children

from £36 / night

£207 - £453 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £36 / night

(34) Excellent 

Certificate of Excellence

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

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

Certificate of Excellence

from £60 / night

£350 - £910 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £60 / night

(15) Very Good 

8

Shanklin holiday apartment accommodation

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Generally 1st Rate, except .....” Wonderful situation, with easy access to both Shanklin village and the Sea Front Promenade. Generally well appointed with well laid out lounge having a beautiful sea view and a large double bed room with an extremely
…see more

from £70 / night

£360 - £940 / week

Book View

from £70 / night

(15) 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 £55 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £55 / night

(3) Very Good 

24

Holiday shepherds hut in Godshill

Isle of Wight / Godshill

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Private garden

from £75 / night

£400 / week

Book View

from £75 / night

(7) Excellent 

14

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
“Fabulous Beach Front location, you ‘Canute’ ask for more” We booked a long weekend in Canute cottage and had a fantastic time. We are a family of three but the cottage would accommodate 2 adults and 2 children in the bunk room. The high ceilings give
…see more

from £60 / night

£400 - £720 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from £60 / 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

from £72 / night

£500 - £1,200 / week

Book View

from £72 / night