Walking holiday villas and apartments Isle of Wight

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Isle of Wight

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339 Holiday homes

Filters applied: Walking holidays (339)

(1) Very Good 

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 0.25 km
  • Child friendly
Spectacular Sea Views and only 1 minutes walk to the beach.Fully equipped 2 bedroom holiday bungalow suitable for up to 2 adults and 2 children.Wifi is available.The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10 am.  …see more

from £50 / night

£290 - £375 / week

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from £50 / night

(23) Excellent 

23

Holiday home in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“great location. Great views.” The Perch provided myself, husband small child and mother in law with a comfortable and homely stay. The beds were comfortable and the rooms airy. The kitchen provided everything we needed and the garden although small h  …see more

from £150 / night

£495 - £895 / week

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from £150 / night

(27) Very Good 

33

Holiday boathouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

2 11 Min stay varies

  • 2 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Two stunning properties in locations second to none, and our vintage stunning Airstream!  …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden
This spacious and comfortable semi-detached house is situated in a quiet residential neighbourhood within walking distance of Newport town centre. Situated at the top of a hill, the home boasts stunning views of the island and a well-kept private garden.  …see more

from £50 / night

£325 - £1930 / week

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from £50 / night

(3) Very Good 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
A truly stunning, 5 star, Gold Award barn conversion sleeping 10 people+ cot in 5 bedrooms all with their own ensuite / private bathrooms. Wonderful original oak-beamed ceiling with fabulous gantry walkway over to a viewing platform up in the eaves!Wi-fi availble.A Bio-  …see more

from £130 / night

£900 - £2250 / week

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from £130 / 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
“Beautiful decor, well equipped kitchen with a handy supply of board games & Dvds!” The family stayed here over the May/ June half term and we had a great time. The beach house is beautiful, well equipped and always felt welcoming and cheerful-even on  …see more

from £55 / night

£385 - £1575 / week

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from £55 / night

11

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
isle of wight, self catering chalet, beautiful views 5 mins walk to sandy beachfully equipped, electric FREE  …see more

from £40 / night

£217 - £500 / week

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from £40 / night

(5) Excellent 

12

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
“Great value for money!” We enjoyed our stay at this bungalow, good outlook, could see coast of dorset, easy access to coastal path. Would recommend highly, friendly owners and good value for money!  …see more

from £33 / night

£233 - £555 / week

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from £33 / night

(10) Very Good 

16

Holiday chalet rental

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely relaxing stay” We thoroughly enjoyed our stay here and would definitely be keen to return in the near future. The accommodation is bright and spacious, and a great size for a small family. Comfy beds, and a cot bed which was very useful to us.  …see more

from £33 / night

£199 - £495 / week

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from £33 / night

(8) Excellent 

14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant apartment,brilliant location,brilliant views” Exactly what it says on'"the tin".Easy to book ,with confidence and all the support you would need-regular updates and support of "the lovely Lisa" on the island. Spacious and extremely well pre  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(6) Very Good 

21

Chalet rental in Yaverland

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Nice chalet, ok location” Our chalet was lovely. Clean and tidy with lots of thoughtful touches from the owners. Riviera park itself is looking a bit tired but overall it is a nice place with lots of open areas so not all crammed in. The location of t  …see more

from £28 / night

£195 - £309 / week

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from £28 / night

(25) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
SunnycottPeaceful, beautiful location, lovely caravan, 2 miles from Cowes. good pub within walking distance. Great place to explore the Isle of Wight from.Sailing, horse riding and mountain bike hire are all available locally.  …see more

from £50 / night

£250 - £630 / week

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from £50 / night

(6) Excellent 

24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Amazing Festive Stay” A very enjoyable Christmas stay. House was amazing, warm and welcoming with plenty of room for all. Excellent kitchen and dining area with more than enough pots and pans. Plenty of opportunities for walks - long or short - the vi  …see more

from £372 / night

£2600 - £2700 / week

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from £372 / night

(15) Excellent 

24

Cottage rental in Totland

Totland Bay / Totland Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c  …see more

from £99 / night

£695 - £985 / week

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from £99 / 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 £55 / night

£1575 / week

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from £55 / night

12

Holiday cottage in Bembridge

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
These delightfull. newly built cottages are set in the heart of Bembridge village. When you walk in to the cottage, you get an immediate feeling that everything has been catered for.  …see more

from £50 / night

£395 - £695 / week

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from £50 / 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 relaxation.  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

(10) Very Good 

10

Wootton Bridge holiday chalet rental

Isle of Wight / Wootton Bridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Clean reasonably well equipped chalet good base for holiday.” Good communication leading up to stay, very good communication during stay. Very happy with chalet.Would be happy to use the accommodation again. Little bit out of the way but I guess that'  …see more

from £59 / night

£295 - £535 / week

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from £59 / night

(1) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Great location for exploring the Island, peacefull with lovely views, countryside from the rear and sea glimpses from the front of the house. Lovely walks into Shanklin Town via the railway track or through the farm, plus America Woods seconds away.Balconies accessed fr  …see more

from £380 / night

£2500 / week

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from £380 / night

(15) Very Good 

20

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Superb!” This is a real hidden gem, as are the the owners! From start to finish they made us feel most welcome and nothing was too much trouble for them. The cottage was absolutely delightful and the 30ft. swimming pool was immaculately clean and warm  …see more

from £114 / night

£795 - £1500 / week

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from £114 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
FOUR STAR, VISIT BRITAIN GRADE, SELF CATERING YACHTSMAN's Residence. 50 metres Yacht Club, Marina & Sandy Beach, Spacious & modernised Family home, Sleeps Six in comfort. Redecorated 2011.WELL APPOINTED, 3 BEDROOM 3 Floor HARBOUR HOME. Gro  …see more

from £99 / night

£440 - £695 / week

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from £99 / night

(23) Very Good 

22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A lovely terrace cottage near the centre of Cowes” A very comfy cottage with a very well spec'ed out kitchen and lovely shower-wash room. Full SkyTV and wireless broadband access. The landlords communication was very clear, concise and timely.  …see more

from £95 / night

£600 / week

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from £95 / 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

(2) Excellent 

30

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
'Boathouse' and 'River Cottage' properties Yarmouth.The most exclusive area on the Isle of Wight, based on the quiet waterside by the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctua  …see more

from £215 / night

£1500 / week

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from £215 / night

(12) Excellent 

13

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Beautiful” Such a beautiful chalet with lots of space. Excellent location for children as they could just play out on the green. Lovely decor and a well equipped kitchen. Cannot find any faults at all, will hope to come back again next year..  …see more

from £36 / night

£250 - £485 / week

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from £36 / night

(14) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“This place is fantastic!” We have just spent a week at Hurst View on the Isle Of Wight, it is in an ideal spot. The ferry terminal is only 5-10mins down the road, whichwas a great stress free start to the week. The house itself is very spacious with r  …see more

from £54 / night

£378 - £970 / week

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from £54 / night

(5) Excellent 

10

Shanklin holiday apartment let

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Welcoming, spacious and clean. Recommend.” The accommodation was excellent and surpassed our expectations. Fully equipped and comfortable with all modern conveniences. Great communication so we were able to access the flat when it was ready and help w  …see more

from £140 / night

£695 - £1775 / week

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from £140 / night

(3) Very Good 

7

Holiday caravan/mobile home in Shanklin

Isle of Wight / Shanklin

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Lovely week” The caravan is in a lovely plot which is quiet and private. The site is clean and tidy although we only used the caravan to sleep and spent the days out exploring. We have a 2 year old and claire sorted out a travel cot and everything w  …see more

from £50 / night

£300 / week

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from £50 / night

(29) Excellent 

23

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Wonderful holiday rental!” A lovely, spacious comfortable house with fantastic countryside views. We travelled with our young family and friends and all enjoyed staying at Three Gables. The kids loved the garden and played golf and boules (all provid  …see more

from £195 / night

£800 - £1775 / week

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from £195 / 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
“Everything you could dream of in a cottage with a sea view” We were completely impressed by how well appointed the property was - it is truly a home from home, having literally everything you could possibly need. The enclosed courtyard was real peace  …see more

from £58 / night

£300 - £800 / week

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from £58 / night

11

Caravan/mobile home rental in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Available for holiday hire, is our large 4 bedroom static caravan set in the stunning surroundings of Whitecliff Bay Holiday Park in Bembridge. The caravan is very spacious, with 4 separate bedrooms, an open plan living and dining area, shower room with toilet and also  …see more

from £50 / night

£500 - £750 / week

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from £50 / night

(1) Very Good 

21

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Clean comfortable and relaxing accomodation” very pleasant surroundings well furnished and comfortable accommodation good value for money. Ideal location for beach but a bit of a walk to the town.  …see more

from £27 / night

£189 - £260 / week

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from £27 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Perfect for a relaxing break” Pebbles is a chalet decorated in a seaside theme it was just like staying in a beach hut with everything we could possibly need. The area is beautiful with perfect coastal walks. The village is a five minute walk away wit  …see more

from £45 / night

£280 - £405 / week

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from £45 / night

(4) Excellent 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £125 / night

£875 / week

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from £125 / night

(5) Excellent 

15

Apartment rental in Knighton, Isle of Wight

Isle of Wight / Knighton, Isle of Wight

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
An individual home just brimming with character & quirky charm with exposed timbers in all the rooms. Situated in a hamlet within an area designated as an 'Area of Outstanding Natural Beauty'. Explore the local footpaths or just enjoy the country views from your balcony  …see more

from £39 / night

£275 - £395 / week

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from £39 / night

(4) Very Good 

22

St Helens holiday cottage rental

Isle of Wight / St Helens

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Private garden
“Fab cottage” The cottage was clean & well furnished. We were close to the beach with good restaurants and superstore close by. Neighbours friendly and helpful. The only downsides were no bath towels and nothing in the literature advising of this an  …see more

from £42 / night

£295 - £450 / week

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from £42 / night

(5) Excellent 

25

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Gills Cliff is a south facing sun trap with sea views. The house has recently been decorated to a high modern standard.75ft garden with sun deck and lawn. The property is a 10 minutes walk from Ventnor town and the award winning beach.Ventnor has plenty of g  …see more

from £175 / night

£950 - £1650 / week

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from £175 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“Blissful break in Newchurch..” Our son treated us to a week's break on the Isle of Wight for our 25th Wedding Anniversary and what a fantastic surprise it was. The accommodation was second to none and the owners, Hilary and David, the perfect hosts. T  …see more

from £85 / night

£340 - £600 / week

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from £85 / night

(21) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect holidays - nice and well equipped appartment” On arrival we immediately felt at home at Royal Marine House. 1st floor appartment is well equipped with washing machine, dishwasher, TV/DVD and of course WIFI. We loved the view from the windows  …see more

from £80 / night

£400 - £790 / week

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from £80 / night

(2) Average 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.  …see more

from £199 / night

£995 - £1995 / week

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from £199 / night