Long term rentals Isle of Wight

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  • Adgestone (1)
  • Bembridge (61)
  • Bemridge Harbour (1)
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945 Holiday homes

Travellers going to Isle of Wight are booking October dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

24

Casa Nostra - Shanklin house sleeps 7

Isle of Wight / Shanklin

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
This delightful home has been finished to a high standard by the Italian owners, with a very attractive interior, whilst surrounded by a lovely garden with pretty flower beds, colourful trees and shrubs. There is a large patio which over looks the rear garden with views  …see more

from £76 / night

£530 - £710 / week

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from £76 / night

12

Osborne Court - East Cowes apartment sleeps 4

Isle of Wight / East Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent. The accommodation comprises of lounge leading to balcony, kitchen, family bathroom, one double bedroom and twin bedroom. The town of Cowes with its narrow streets and a  …see more

from £75 / night

£400 - £550 / week

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from £75 / night

(1) Excellent 

14

Distant Shores - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
There are spectacular sea views from the balcony to one of Britain's most rugged and scenic coastlines. Inside there's a comfortable lounge, well equipped kitchen, two bedrooms; a king-sized double with amazing sea views and a twin with an en suite shower room and lovel  …see more

from £115 / night

£445 - £600 / week

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from £115 / night

11

Flatlet 1 The Victorian Lodge - Ryde apartment sleeps 2

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 1 A cosy and secluded studio Apartment situated on the second floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Freeview colour tv/dvd. Central heating and double glazing. Fully fitted  …see more

from £39 / night

£175 - £395 / week

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from £39 / night

20

Wight Villa - Ventnor Bay chalet sleeps 4

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This unique privately owned 2 bedroom villa, is the only 2 bedroom villa at Ventnor Holiday Villas, it has a great decked area to the front of the property to sit out overlooking the sea and to the rear an enclosed garden to the rear should you have a dog and washing li  …see more

from £80 / night

£379 - £768 / week

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from £80 / night

14

Eden Place - Totland house sleeps 4

Isle of Wight / Totland Bay

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Eden Place is a charming house that has been completely refurbished and comfortably furnished throughout and is ideally located close to the ‘turf walk’ which overlooks the stunning bay at Totland, which is renowned for its beautiful sunsets. The accommodation compr  …see more

from £104 / night

£400 - £625 / week

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from £104 / night

(9) Excellent 

17

Little Sailing - Gurnard chalet sleeps 4

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
A beautiful cedar clad beach house right on the waters edge. The house is built to an extremely high quality and environmental standard. As it is highly insulated it is a very cosy stay during the winter months as well as sunny in the summer months with cool sea breeze  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

16

Green Bank with Hot Tub - West Cowes guest house sleeps 12

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
This beautiful detached Victorian detached House comes with 6 Bedroom ,2 bathrooms & 3 shower rooms so is ideal for large families or sailing crews. It has a lovely mix of original features & modern living. The rooms are very spacious & with a mix of double  …see more

from £220 / night

£1000 - £5200 / week

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from £220 / night

(21) Excellent 

14

Ocean Deck Apartment - Old Village apartment sleeps 6

Shanklin / Old Village

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Luxury ground floor apartment within a beautiful old Victorian Priory, enveloped in breath taking scenery.Ocean Deck is situated on the coastal path, set within two acres of woodland overlooking the sea.Double doors from the lounge/diner open onto a large secluded decki  …see more

from £85 / night

£400 - £750 / week

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from £85 / night

(4) Very Good 

16

Isle of wight Sandown Chalet 79 - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Situated on the coastal path, literally steps from the national trust walkway to Culver Down. So after a stroll with spectacular sea and rural views you will find a great family pub. Location ideal for walking or cycling with many local island attractions. Great for f  …see more

from £29 / night

£200 - £300 / week

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from £29 / night

(1) Very Good 

8

MOYO - Ryde house sleeps 3

Isle of Wight / Ryde

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
This well-presented, semi-detached, single-storey holiday property with private off road parking makes an ideal base standing peacefully in a small, quiet cul-de-sac, within short walking distance of a popular family pub/restaurant. Ryde, lies approximately 2 miles dist  …see more

from £37 / night

£257 - £927 / week

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from £37 / night

(15) Very Good 

21

Springside - Whippingham cottage sleeps 5

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
SPRINGSIDE self catering holiday cottage, Whippingham, Isle of Wight is a quality holiday cottage set in beautiful gardens with a lovely heated swimming pool shared with owners only. The pool is 4'6" shallow end and 6'6" deep end. Built for Queen Victoria and Prince Al  …see more

from £115 / night

£695 - £1500 / week

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from £115 / night

(4) Excellent 

22

PERFECT HOLIDAY RENTAL. GREAT LOCATION. HOT TUB. - Shanklin house sleeps 12

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
his stylish house built in the 1860’s almost takes you back in time. It has been converted into a fantastic holiday home exuding a happy house atmosphere. Hosting six highly individually bedrooms, all with comfy beds and Egyptian cotton linen. Mareeba is well known f  …see more

from £300 / night

£1900 - £2200 / week

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from £300 / night

(10) Excellent 

21

Stoneleigh Suite in Ventnor - Ventnor apartment sleeps 6

Isle of Wight / Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Stoneleigh Suite is a spacious apartment located in a historic stone building at the bottom of St Boniface Down. There is easy access to picturesque walking routes just across the road. The views from the apartment are simply breathtaking - over St Boniface Gardens Park  …see more

from £100 / night

£600 - £700 / week

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from £100 / night

(11) Very Good 

25

Windrush - West Cowes house sleeps 17

Cowes / West Cowes

7 17 7 nights min

  • 7 bedrooms
  • Sleeps 17
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WiFi, and TVs with Freeview. Please see video here (copy and paste into your browser): http://www.youtube.com/watch?v=IX-SG1CAyos&feature=youtu.be Originally built for the Rats  …see more

from £315 / night

£2200 - £2900 / week

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from £315 / night

17

Leander Bembridge - Bembridge house sleeps 8

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden
Leander is a beautifully furnished semi-detached house located in the centre, of the charming village of Bembridge . The property has recently been totally renovated and extended to a high standard, making it a very comfortable holiday home. The ground floor has been de  …see more

from £165 / night

£1150 - £1890 / week

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from £165 / night

(27) Excellent 

23

Three Gables. West Wight for families and friends - Yarmouth house sleeps 10

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
***offers*** autumn and winter short breaks available from £395, 3 night weekends or 4 night midweek £495. Contact me for details Three Gables is in the center of the rural village of Newbridge yet tucked away at the end of a privat  …see more

from £195 / night

£725 - £1775 / week

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from £195 / night

(1) Excellent 

17

Yachtsman's Tower - Island Harbour house sleeps 8

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Located at the popular Island Harbour Marina this unique and stunning waterfront holiday property, a corner tower house, offers almost 360 degree views across the River Medina and the surrounding countryside. Immaculately presented, it offers guests an opportunity to ex  …see more

from £250 / night

£850 - £2500 / week

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from £250 / night

(15) Excellent 

25

Little Mount - Totland Bay cottage sleeps 5

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
This lovely spacious and peaceful house, which is graded four stars by Visit England, is on the edge of an Area of Outstanding Natural Beauty and the National Trust coastal path adjoins the garden, running down to the beach in one direction and up to Headen Warren with  …see more

from £99 / night

£695 - £960 / week

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from £99 / night

10

York maisonette - Cowes apartment sleeps 4

Isle of Wight / Cowes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
This 2 bedroom maisonette is situated in popular York Street. A stone’s throw from the town centre & marinas, it is the perfect location for sailing groups & families, The lovely lounge / diner as some views across The Solent & there is a rear deck accessible from t  …see more

from £100 / night

£400 - £450 / week

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from £100 / night

(1) Excellent 

9

Fernwood Cottage - Bonchurch cottage sleeps 4

Isle of Wight / Bonchurch

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. The Bonchurch Inn is not far away and a restaurant is nearby. In and around Bonchurch there are many lovely rural and coast  …see more

from £48 / night

£335 - £410 / week

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from £48 / night

(7) Very Good 

17

The Harbour - Sandown house sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This is a luxury new 2 bedroom 1 ensuite house aimed at the 5 star market. The Harbour has much class, with the usual modern amenities. Positioned in the area of Station Avenue within a few minutes walk to sandy beaches and many restaurants. Large 50 inch tv with  …see more

from £125 / night

£625 - £1100 / week

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from £125 / night

13

Grebe Cottage - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer. Description from owner Description An idyllic retreat in the heart of one of the Isle of Wight's prettiest villages, Grebe Cottage was c  …see more

from £130 / night

£575 - £770 / week

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from £130 / night

(8) Excellent 

58

Spacious Self Catering Chalet | Isle Of Wight - Freshwater chalet sleeps 5

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
The Summerhouse is a spacious, self catering, semi detached chalet located on a peaceful, naturally landscaped holiday park in Brambles Chine, part of the Isle of Wight's area of outstanding natural beauty. Situated only 150 meters from the sea it provides spectacular v  …see more

from £36 / night

£250 - £300 / week

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from £36 / night

(11) Very Good 

16

Union Villas - Cowes, Isle of Wight - West Cowes house sleeps 5

Cowes / West Cowes

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Union Villas is a well presented 2 bedroom victorian cottage a few yards from Cowes High Street, shops, bars, a supermarket and the marinas. All standard facilities included such as central heating, TV, cooker, fridge, microwave, washing machine and dishwasher, kettle,  …see more

from £85 / night

£355 - £650 / week

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from £85 / night

(11) Very Good 

14

Sandown Bay Holiday Park No105 - Yaverland chalet sleeps 4

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
This well presented holiday bungalow offers comfortable accommodation comprising of 2 bedrooms, one double and one with 3ft bunk beds, open plan lounge, Fully equipped kitchen, bathroom with shower over bath. It benefits from central heating, and an outside decking are  …see more

from £50 / night

£235 - £520 / week

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from £50 / night

(21) Excellent 

24

The Courtyard17A Florence Road - Old Village apartment sleeps 4

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
One bedroom ground floor apartment with king size bed and freesat television. Bathroom containing a free standing shower and bath, lounge with double size sofa bed and freesat television. Kitchen with gas grill and double oven separate fridge and freezer also a dishwash  …see more

from £88 / night

£300 - £516 / week

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from £88 / night

(36) Excellent 

19

The Brew House - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
The Brew House is tucked away in the tiny hamlet of Knighton in the beautiful East Wight countryside. Being on the Bembridge Trail, the cottage is perfect for walkers of all ages, and an excellent bike path is just yards away - borrow from our wide selection of bikes! A  …see more

from £85 / night

£500 - £750 / week

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from £85 / night

(9) Excellent 

8

The Barn at Buddle Place - Niton barn sleeps 4

Isle of Wight / Niton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Self Catering Barn in Niton, Isle of Wight, Sleeps 2-4 The Barn at Buddle Place dates from the 18th Century & stands in the grounds of a Grade II Listed Farmhouse. It has recently been renovated to a high standard & designed in contemporary style with open plan  …see more

from £105 / night

£530 - £1290 / week

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from £105 / night

(4) Excellent 

15

32 Sandown Bay Holiday Centre - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children age 5+
We have two identical chalets on site so if you find that this one is booked for some or all of the dates that you require then please visit the TripAdvisor website and enter the reference "5811469" or type "83, Sandown Bay Holiday Centre". We also have access to many o  …see more

from £50 / night

£300 - £700 / week

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from £50 / night

(10) Excellent 

25

2 The Dairy - Yarmouth cottage sleeps 2

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
This converted Dairy cottage, is set on a quiet farm in the beautiful west wight countryside.The cottage has French doors to the front which open onto the modern living room, next to this is an open planned dinning room with a well equipped kitchen.On the other side of  …see more

from £90 / night

£310 - £540 / week

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from £90 / night

(6) Very Good 

22

Greenwood 48, caravan, Thorness Bay, Isle of Wight - Thorness Bay caravan/mobile home sleeps 6

Cowes / Thorness Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Greenwood 48 is situated at Thorness Bay Holiday Park, it has its own interesting bay on site, with various water sports, a lovely grass area for picnics and barbeques or just relax and watch the yachts in the Solent. It has a woodland area at the back, and is a shor  …see more

from £40 / night

£525 - £595 / week

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from £40 / night

(4) Excellent 

7

Shanklin Manor - Old Village apartment sleeps 4

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
It has now been extensively renovated and restored back to its former glory, as well as meeting the demands of the modern world.The apartment comprises of two large bedrooms, which benefit from parkland views, and bathrooms. The living area is spacious and open plan, wi  …see more

from £98 / night

£375 - £700 / week

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from £98 / night

14

3 bed house near to main town - Newport house sleeps 6

Isle of Wight / Newport

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Lovely clean bright family home , 5 min walk into the main town on the I.o.w .shop 2 min walk . Well looked after holiday home . Downstairs wc , upstairs family bathroom . Towels and bedding supplied. And a clean towels supplied midweek at no extra cost .also milk bread  …see more

from £75 / night

£525 / week

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from £75 / night

(7) Excellent 

23

Grange Farm,Wootton,Ryde,Isle of Wight P O 33 4R W - Wootton Bridge house sleeps 8

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
Grange Farm House visit Britain 4 star and highly reccommened has very spacious accommodation and of a high standard throughout with tasteful furnishings. This is a beautiful peaceful property ,Red squirrels and many wild birds can be seen reguarly in the lovely surroun  …see more

from £161 / night

£1125 / week

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from £161 / night

(1) Excellent 

10

A Town Cottage with beautiful interior - Cowes house sleeps 6

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A traditional fisherman's terrace cottage, recently renovated to a very high standard. Ideal for family holidays, sailing events, corporate clients & festivals. The cottage is just 1 minute walk to main town, marina's & Red Jet terminal. The comfortable lounge has a  …see more

from £90 / night

£416 - £1900 / week

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from £90 / night

(18) Excellent 

22

The Coach House, Woodlands Val - Appley cottage sleeps 4

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This Grade II listed Coach House is set in tranquil parkland grounds between the resort town of Ryde and Seaview, with views over open fields and woodland, the cottage enjoys a rural atmosphere whilst being within ten minutes walk of the beach. This charming cottage off  …see more

from £85 / night

£595 - £950 / week

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from £85 / night

11

ISLE OF WIGHT self catering chalet sleeps up to 6 - Yaverland chalet sleeps 6

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
ISLE OF WIGHT, self catering chalet sleeps 6 stunning views 5 mins walk to beautiful sandy beach, sandown town 5/10 min walk with shops, pier, famous isle of wight zoo opposite with white tiger etc, chalet is fully equipped, 2 bedrooms 1 double 1 with bunk beds, lounge  …see more

from £31 / night

£217 - £291 / week

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from £31 / night

(1) Excellent 

12

Barn Conversion Bluebell Cottage - Ventnor cottage sleeps 2

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
Nestling peacefully in a rural hamlet location, adjacent to a quiet country lane opposite fields, these beautifully presented holiday properties provide a wonderful retreat from which to discover the delights of the island. Situated in the grounds of a Grade II listed t  …see more

from £60 / night

£410 - £690 / week

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from £60 / night

(3) Good 

16

Fernhill Cottage - Wootton Bridge cottage sleeps 6

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
On the edge of the village of Wootton Bridge and close to ferry links, the cottage dates from the late 18th century. Originally part of staff accommodation for a now-demolished stately home, the cottage retain lots of character but with modern facilities including centr  …see more

from £66 / night

£275 - £875 / week

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from £66 / night

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