Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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Isle of Wight

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899 Holiday homes

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

(4) Excellent 

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Stunning sea views from this luxury caravan make it one of the best locations to holiday in the UK. The quiet and friendly family run site has its own shop, off licence, newsagent, laundry, children's play park, café and access to its own large sandy beach o  …see more

from £58 / night

£400 / week

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from £58 / night

(22) Excellent 

16

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
“Nice and warm apartment, perfect for families with children.” We traveled to Ventnor in November which was cold and windy. The apartment is nice cosi and warm, well equipped and safe for children. Highly recommend. It is a pity we couldn't use the fro  …see more

from £85 / night

£420 - £790 / week

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from £85 / night

(13) Very Good 

27

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
JANUARY SPECIAL OFFER - Thursday 19th to Sunday 29th - Reduced prices on stays of 3 nights or more (2 nights at advertised rates). Email/Send a request for the number of nights you want. FEBRUARY HALF TERM - Reduced prices on stays of 3 nights or more (2 nights at adve  …see more

from £70 / night

£320 - £875 / week

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from £70 / night

(4) Excellent 

22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“fabulous house” Stunning house with lovely grounds, Perfect for families with children of all ages. In a lovely location. Would highly recommend.  …see more

from £300 / night

£1800 - £2200 / week

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from £300 / night

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Flatlet 2 A cosy studio Apartment situated on the first floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 2comprises of a full size pull down double bed with a separate bedroom with ful  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(19) Very Good 

24

Holiday home in Shanklin

Shanklin / Old Village

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fab house, fab location - fab time had by all!!!” A family group of mixed ages from 26 to 80 years old, spent a week at Rush House. The house is very nice - spacious and well decorated & furnished. The gym and hot tub were well received. The black lea  …see more

from £800 / night

£2200 - £3800 / week

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from £800 / night

(10) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Whether you are looking for a family beach holiday where you can forget the car and just chill in the garden or rock pool at the beach, or plan a walking, or cycling holiday exploring the island, Drayton Cottage is an ideal base - safe, secure and warm with free wifi.  …see more

from £100 / night

£325 - £800 / week

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from £100 / night

(3) Excellent 

13

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
“A home from home” A lovely homely place to stay, comfortable clean everything you need for the perfect getaway, incredibly well presented in a lovely location, will be back again for sure.  …see more

from £45 / night

£315 / week

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from £45 / night

(1)  

11

Holiday chalet with golf nearby in Yaverland

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, beautiful views 5 mins walk to sandy beach<br />fully equipped, electric FREE  …see more

from £32 / night

£220 - £500 / week

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from £32 / 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.<br />Balconies  …see more

from £350 / night

£1750 - £2500 / week

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from £350 / night

(8) Excellent 

23

Cowes holiday home let

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Private garden
As a dedicated holiday home this property has a versatile bed layout with the use of zip & link beds, for crews there is also a tenth pull out bed & with its 4 piece bathroom, Jack & Jill shower room & downstairs clock room , it can cater for large group  …see more

from £90 / night

£440 - £3400 / week

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from £90 / night

(4) Very Good 

21

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £33 / night

£195 - £430 / week

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from £33 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£475 - £1300 / week

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from £120 / 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

(3) Excellent 

16

Holiday cottage with golf nearby in Totland

Totland Bay / Totland Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Unique, charming & stylish cottage with contemporary furnishings, period features, fireplace with a wood burning stove. Toys, films, books, music & games provided. Well equipped kitchen. Pretty Bedrooms, bathroom with rural views & separate WC. Sunny & e  …see more

from £70 / night

£350 - £850 / week

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from £70 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A very friendly welcome and good base for exploring the island” I chose the chalet as a long weekend to take my Mum and her dog away for a few days. The hosts were very friendly and helpful both during the booking process and while we were there. The  …see more

from £60 / night

£260 - £570 / week

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from £60 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Exactly as it says Great Escape” Had a fantastic week at the Great Escape. Lovely and clean with everything needed for a comfortable stay. Beautiful Island would recommend to anyone who  …see more

from £40 / night

£240 / week

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from £40 / night

(1) Excellent 

11

Cowes holiday apartment rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Lovely spacious and light apartment that is just a few steps away from the waterfront, town centre and Red Jet passenger ferry terminal. Situated on the 1st and 2nd floors with high ceilings and light decor. 3 bedrooms (1 double, 2 twin) and 2 shower rooms plus cloakro  …see more

from £165 / night

£595 - £2500 / week

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from £165 / night

(1) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Amazing property for up to 10 that sits just back from the waterfront and has fantastic views up and down the River Medina and to the Solent beyond from the large roof terrace - an excellent place to entertain or sit and watch the world go by. 5 bedrooms & 4 bathro  …see more

from £200 / night

£1400 - £5500 / week

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from £200 / night

(15) Excellent 

20

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
2 bedroom new build sleeps up to 4 sandown off road parking 4 seater corner sofa downstairs toilet and upstairs bathroom isle of wight holiday let close to beach and train safe decking wifi enclosed garden summer sun  …see more

from £36 / night

£250 - £745 / week

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from £36 / night

18

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This luxurious detached house in Ventnor is in the south of the Isle of Wight, in an area known for its Mediterranean type climate. Secluded Steephill Cove is a 5 minute stroll away and Ventnor Botanical Gardens are just a 2 minute walk.  …see more

from £231 / night

£1613 - £4388 / week

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from £231 / night

(3) Excellent 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
With its off-road parking & flexible layout with 1 bathroom, 1 en suite shower room & 1 cloakroom this property is well suited for families, small groups & corporate bookings.<br />This property is part of the Cowes Holiday Homes portfolio where good  …see more

from £75 / night

£350 - £1600 / week

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from £75 / night

(2) Excellent 

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Flatlet 6 A Stylish studio Apartment situated on the lower ground floor. It is within a large Victorian residence that has been carefully transformed into 6 stylish self catering apartments. Flatlet 6 comprises of a full size pull down double bed with a separate bedro  …see more

from £59 / night

£235 - £495 / week

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from £59 / night

(10) Very Good 

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
“A superb apartment in a great location. Perfect.” We new the apartment was impressive from the photo's,however they do the accommodation little justice as the place needs to be seen in person. With panoramic views of the entire sea front enables Ventn  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(2) Excellent 

12

Holiday apartment in Brading

Isle of Wight / Brading

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
A newly refurbished 2 bedroom garden apartment with large conservatory and built-in spa, with wonderful views over a nature reserve and beyond. Originally built as a bungalow, but now with independent accommodation above, Foinavon retains it's initial floorplan and  …see more

from £65 / night

£350 - £675 / week

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from £65 / night

(5) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Child friendly, dog friendly, free parking, underfloor heating, seaview, amenities in walking distance, beach within walking distance, newly refurbished 2015 with new kitchen, bathroom and high spec fittings. Amazing seaside location. Free Wifi.<br />Dogs: well  …see more

from £95 / night

£567 - £1092 / week

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from £95 / 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
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

(8) Excellent 

25

Holiday townhouse in Cowes

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
a high standard 5 bedroom 4 bathroom townhouse, we also have 8 Fife Court next door for larger groups Holiday lettings no 5078117<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £130 / night

£650 - £4100 / week

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from £130 / night

(5) Very Good 

32

Holiday home in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“IDEAL” Lovely old cottage,in Ventnor, comfortable,clean, everything we needed,even towels/linen. perfect. great for the walks/scenery/tropical gdns... we,ll be back,  …see more

from £70 / night

£425 - £650 / week

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from £70 / night

(2) Excellent 

9

Cowes holiday home rental

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Amazing location” This is a great house in an amazing location. The house has everything you need for a comfortable stay and it is very clean. We were a group of 8 and had plenty of space. It is a 2 minute walk away from all the local shops including  …see more

from £115 / night

£550 - £3900 / week

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from £115 / 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
7 day holidays in the summer - shorter breaks available out of season.  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

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
Privately owned static caravan on St Helens Holiday Park. Comfortable accommodation sleeps 6/8 people. 3 bedrooms (1 double bedroom, 2 twin bedrooms plus double pull out bed in lounge. Fully equipped with central heating, double glazing, electric shower, Freeview TV. Th  …see more

from £59 / night

£413 / week

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from £59 / night

(17) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Perfect - Fresh and light an enjoyable holiday” Excellent location, with stunning views. Apartment well looked after, clean and tidy. A delightful holiday with all the necessary facilities. 5 Minute walk to the seaside. 5 Stars  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(10) Excellent 

17

Gurnard holiday chalet rental

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
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(23) Excellent 

24

Holiday tree house in Whippingham

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Stunning” If you want something that is a little bit different, but also want quality ... then this is the place. We spent a fabulous week at the Treehouse. What an amazing place. The location is great, literally 15mins from the East Cowes ferry, w  …see more

from £150 / night

£550 - £1300 / week

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from £150 / night

(1) Excellent 

12

Bembridge holiday home rental

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Ledge View is a beautiful newly-upgraded property sleeping up to 8 people just seconds from the sea in Bembridge, Isle of Wight. The house is in a fantastic location, due to its proximity to the stunning Forelands beach.  …see more

from £185 / night

£610 - £1540 / week

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from £185 / night

(16) Very Good 

25

Apartment rental in Totland

Totland Bay / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fantastic property and location” What an absolutely fabulous apartment.6 adults and 3 young children stayed here for a week.So much room and what a bonus the beach hut.Could sit out there and children could eat in the hut which they thought was great  …see more

from £200 / night

£675 - £1700 / week

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from £200 / night

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs  …see more

from £235 / night

£795 - £4600 / week

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from £235 / night

(9) Excellent 

11

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great location, lovely chalet, friendly and helpful owners” We stayed at seahorses with our 3 year old son and we had a fantastic trip. The location was perfect for us and we got very lucky with the weather! We loved seahorses and would recommend it  …see more

from £36 / night

£250 - £485 / week

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from £36 / night

(1) Excellent 

15

Yarmouth holiday cottage rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Solent Cottage is a charming Victorian cottage with a lot of beautiful original features, incredible sea views and a fantastic location next to a nature reserve and the beach. The living room features a wood burning stove, original Victorian floorboards, and sea views.  …see more

from £85 / night

£395 - £1245 / week

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from £85 / night