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Isle of Wight

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482 Holiday homes

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

(7) Excellent 

23

Holiday home rental

Isle of Wight / St Helens

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Mr” Wonderful peaceful location. Plenty of room in this very comfortable home for 4 adults and a child. Close to shops, restaurants and wine farms.  …see more

from £86 / night

£600 - £1600 / week

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from £86 / 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

(5) Excellent 

20

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Best place on the Island!!” Just three words describe the location, the accommodation and Lisa. Brilliant! Brilliant! Brilliant! Took two dogs with us and it was just perfect for them as well.  …see more

from £60 / night

£420 / week

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from £60 / night

(12) Excellent 

27

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect apartment, perfect location” My family loved staying at Seaside View. The apartment is lovely and perfect for a family of four. Mel is really friendly and helpful with the booking process, arranging ferry ticket and even providing useful stapl  …see more

from £75 / night

£380 - £600 / week

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from £75 / night

13

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Claremont Cottage is a charming self catering townhouse nestled on Sun Hill in the heart of downtown Cowes and is a perfect location to be based for a short break or family holiday on the Isle of Wight. Offering flexible availability throughout the whole of 2016 it is l  …see more

from £125 / night

£485 - £985 / week

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from £125 / 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

(3) Excellent 

23

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely chalet on a good site.” Excellent accommodation with everything provided for a stress free holiday on a site that's very convenient for getting about the island,buses stop just past the entrance to the site when you want to take a bre  …see more

from £50 / night

£200 - £495 / week

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from £50 / 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

(21) Excellent 

7

Holiday lodge with golf nearby in Whippingham

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“New Years Eve!” We stayed in Barton Lodge for a few days over New Year and it was great! (three adults two teenagers and a dog). In the run up before the stay Amber was prompt, helpful and generally brilliant at answering queries. When we arrived she  …see more

from £85 / night

£565 - £1025 / week

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from £85 / night

(2) Very Good 

11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Fantastic holiday” We had a wonderful stay at thorness bay, well situated to get around the island with good facilities on site. We will be coming back again next year!  …see more

from £50 / night

£300 - £450 / week

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from £50 / night

17

Holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Pet friendly and with free WiFi, 'Fossils Reach' is situated on a quiet part of the holiday park. It's not overlooked, and has a grassed area to the front with sea glimpses viewed through the trees. Local wildlife includes rabbits, foxes, pheasants and  …see more

from £35 / night

£240 - £450 / week

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from £35 / night

(9) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Property is well equipped, free WiFi throughout, comprehensive selection of Wii/ board games and you can even borrow a dog to walk...There is safe secure bike storage, drying room for outdoor gear and bike wash down facilities. A warm welcome awaits you!<br />Cycl  …see more

from £280 / night

£1875 - £2750 / week

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from £280 / night

(11) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Fantastic weekend” Went with a large group of friends to celebrate a birthday. Very good for walking (to the New Inn in Shalfleet). Though a slight shame that parts of the coastal path were closed due to erosion you can't blame the house! Fantastic fa  …see more

from £200 / night

£795 - £3250 / week

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from £200 / night

(3) Excellent 

14

Holiday apartment with golf nearby in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Isle Of Wight 2 Bedroom Apartment in tranquil setting amongst the woods ideal for couples or families. Ideal location close to bike routes, public transport and ferries with some super walks.  …see more

from £70 / night

£560 - £700 / week

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from £70 / night

19

Holiday home rental

Isle of Wight / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
Situated in a quiet little close, this modern family home is located on the western coastline of the Isle of Wight. The popular beaches at Totland Bay & Colwell Bay are close-by, both being only around a ten minute walk away - the 'Waterfront' pub/restaura  …see more

from £71 / night

£495 - £1100 / week

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from £71 / night

(8) Excellent 

13

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“We had a lovely stay” Salt Air Cottage was lovely and Miriam had thought of everything to make our stay pleasant. The cottage was well kitted out and there were lots of little touches like phone charges, games to play, DVDs to watch and music to list  …see more

from £75 / night

£475 - £595 / week

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from £75 / night

(1) Very Good 

11

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
“A comfortable flatlet with a convenient location in Ryde” A large main room with a comfortable bed and a well equipped kitchen. Good central heating for an out of season stay. A short walk along the seafront to get to central Ryde. There is a good wa  …see more

from £39 / night

£175 - £395 / week

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from £39 / night

(4) Very Good 

10

Holiday apartment in Cowes

Cowes / West Cowes

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Excellent apartment” I was pleasantly surprised the apartment was so much better than i thought it was going to be, the photos don't do it justice I would definitely stay there again.  …see more

from £200 / night

£1395 / week

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from £200 / night

(2) Very Good 

18

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Bywater Holiday Chalet. Welcome to our cosy, affordable 2-bedroom holiday chalet. A little home from home by the sea. Bywater is number 115 at the Brambles Chine holiday village, just a five-minute drive from the Port of Yarmouth with its busy harbour, shops, wide selec  …see more

from £60 / night

£300 - £550 / week

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from £60 / 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

Holiday cottage in Ventnor

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
In association with Trinity House, Rural Retreats are pleased to present St Catherine's Lighthouse. Situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal resort of Ventnor, the southern most point of the Isle of Wi  …see more

from £126 / night

£878 - £1933 / week

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from £126 / 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

20

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The sea is very therapeutic, come and stay and let the sea calm those rough tides hidden beneath.  …see more

from £80 / night

£380 - £768 / week

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from £80 / night

(6) Excellent 

19

Holiday home rental

Isle of Wight / Shanklin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Enjoy time with family or friends in this newly renovated, spacious Edwardian villa, light and airy, with high ceilings and period features. It sleeps 9 in 4 bedrooms. Enjoy a game of pool or table tennis or play the piano in the games room. The house has BT Infinity  …see more

from £150 / night

£700 - £1880 / week

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from £150 / 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

(12) Excellent 

26

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“A lovely family friendly place to stay with the connecting doors made it a great group experience.” A great venue as well as Shanklin is very family friendly and a nice place especially if you are lucky like us with great weather as there is a lot to  …see more

from £75 / night

£500 - £650 / week

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from £75 / night

(14) Excellent 

27

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have  …see more

from £99 / night

£400 - £820 / week

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from £99 / night

(5) Excellent 

22

Barn rental in Ryde

Isle of Wight / Ryde

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Fabulously spacious barn on working farm sleeping 12 with amazing views and” Really enjoyable stay at Kemphill Farm. Very spacious and incredibly well equipped with everything you could need. Plenty of space to sleep 12 of us young and old and each of  …see more

from £210 / night

£980 - £2400 / week

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from £210 / night

(9) Excellent 

16

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing - everything you could want and more ......” A fab property minutes from Yarmouth and the ferry terminal, but tucked away in the haven called Fort Victoria Country Park. Woodland Cottage is great - big enough not to feel on top of each other b  …see more

from £140 / night

£725 - £2240 / week

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from £140 / 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

(6) Very Good 

15

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Very Nice & Pleasant stay” Compact, clean & quiet, with great garden views. Access nearby to Old Military Road with great views.  …see more

from £40 / night

£240 - £425 / week

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from £40 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A very attractive period cottage in a convenient location, having easy access to the beach and local shops, and pleasant walks along lanes and footpaths to the harbour, local restaurants and village centre. Island Cottage is a quaint detached residence with beamed ceil  …see more

from £100 / night

£650 - £1950 / week

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from £100 / night

(24) 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

(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

(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

(10) 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
These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / week

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from £90 / night

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca  …see more

from £100 / night

£370 - £2300 / week

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from £100 / night

(11) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen  …see more

from £90 / night

£450 - £1600 / week

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from £90 / 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

£300 - £600 / week

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from £85 / night

(5) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Welcome to the Sunnywight Holiday Bungalow. Self Catering 3 Star Accomadation in Colwell Bay, near Freshwater in the Isle of Wight.In a secluded and quiet part of The Isle of Wight, the ever popular holiday destination, and with direct access to the beach, our h  …see more

from £35 / night

£245 - £485 / week

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from £35 / night