Isle of Wight Holiday Cottages & Lettings - HomeToGo base64Hash Isle of Wight Holiday Cottages & Lettings - HomeToGo

Isle of Wight Holiday Cottages & Lettings

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Isle of Wight
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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Rating
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4+
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Explore this dramatic island with a comfortable Isle of Wight holiday cottage

The Isle of Wight has had a lot of visitors: after the dinosaurs, who walked there millions of years ago, plenty of notable figures have sailed across the Solent to relax, recuperate and generally have a good time.

If the Isle of Wight’s scenery and starry skies don’t already draw you in, take a look at the impressive list of famous writers, authors, and royals who have visited the retreat. Admittedly, Charles I, who was imprisoned there in Carisbrooke Castle, may not have had such a whale of a time. But, in general, visitors to Isle of Wight holiday lettings have long been charmed by the island’s haven-like feel, its natural beauty, and its many attractions.

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Best Vacation Home Deals on Isle of Wight

Save up to 80%

Cottage Ryde
Nov 11 - Nov 18
-78%
$317
$70 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Ryde with Private Parking
Ryde, Isle of Wight, United Kingdom
Details
Sykes Cottages
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Cottage Ventnor
Nov 4 - Nov 11
-80%
$566
$115 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Beautiful Cottage in Ventnor with Rear Garden + Splendid Views
Ventnor, Isle of Wight, United Kingdom
Details
Sykes Cottages
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Cottage Sandown
Nov 3 - Nov 10
-51%
$233
$114 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Sandown with Private Parking
Sandown, Isle of Wight, United Kingdom
Details
Cottages.com
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5,088 wonderful properties from 13 partner websites, such as Booking.com or HomeToGo, are available in Isle of Wight. HomeToGo, a vacation rental search engine, directly sorts all of these offers to help you save up to 80%!

Top-Rated Offers and Accommodations on Isle of Wight

Book Vacation Rentals with the Highest User Rating

Cottage Milford on Sea
May 12 - May 19
$285 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Nice Cottage in Milford On Sea with Grill & Yard
4.9
"Outstanding" (120 ratings)
Milford on Sea, Milford-on-Sea, Isle of Wight
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Cottage Shanklin
May 12 - May 19
$351 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Whole Cottage in Shanklin with Grill & Yard
5.0
"Outstanding" (92 ratings)
Shanklin, Isle of Wight, United Kingdom
Details
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Apartment Shanklin
May 12 - May 19
$191 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Shanklin with Private Balcony + Coastal View
5.0
"Outstanding" (20 ratings)
Shanklin, Isle of Wight, United Kingdom
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Recommended Vacation Rentals on Isle of Wight

Find your perfect vacation rental on Isle of Wight: from $66 per night

Cottage East Cowes
May 12 - May 19
$188 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Pleasant Cottage in East Cowes with Patio, Yard & Grill + Spectacular Views
4.8
"Outstanding" (69 ratings)
East Cowes, Isle of Wight, United Kingdom
Details
Vrbo
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Recreational vehicle (RV) Rookley
Nov 11 - Nov 18
-71%
$218
$64 per night
Recreational vehicle (RV) ∙ 6 guests ∙ 3 bedrooms
Contemporary Rv in Rookley with Pool + Island Views
4.0
"Very good" (1 rating)
Rookley, Isle of Wight, United Kingdom
Details
Hoseasons
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Lodge Wootton Bridge
Nov 25 - Dec 2
-78%
$496
$110 per night
Lodge ∙ 8 guests ∙ 4 bedrooms
Spacious Lodge in Wootton Bridge + Spectacular Views
Wootton Bridge, Isle of Wight, United Kingdom
Details
Hoseasons
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Lodge Wootton Bridge
Nov 11 - Nov 18
-66%
$251
$85 per night
Lodge ∙ 2 guests ∙ 1 bedroom
Contemporary Lodge in Wootton Bridge + Spectacular Views
Wootton Bridge, Isle of Wight, United Kingdom
Details
Hoseasons
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Apartment Sandown
Nov 4 - Nov 11
-64%
$267
$95 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Wonderful Apartment in Sandown with Private Garden
Sandown, Isle of Wight, United Kingdom
Details
Cottages.com
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House Gurnard
Nov 4 - Nov 11
-67%
$470
$156 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Gurnard with Private Parking
Gurnard, Isle of Wight, United Kingdom
Details
Cottages.com
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Cottage Milford on Sea
Nov 4 - Nov 11
-73%
$396
$107 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Milford On Sea with Yard + Direct Views
Milford on Sea, Milford-on-Sea, Isle of Wight
Details
Sykes Cottages
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Apartment Cowes
Nov 18 - Nov 25
-54%
$311
$143 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Beautiful Rental Apartment in Cowes with Yard + Scenic View
Cowes, Isle of Wight, United Kingdom
Details
Cottages.com
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House Freshwater
May 12 - May 19
$153 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Freshwater with Yard & Grill + Beautiful Views
4.9
"Outstanding" (49 ratings)
Freshwater, Isle of Wight, United Kingdom
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Budget-friendly Rentals on Isle of Wight

Find Fantastic yet Inexpensive Rentals

Cottage Saint Helens
Nov 4 - Nov 11
-74%
$528
$138 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Cottage in Saint Helens with Yard + Spectacular Views
Saint Helens, Nettlestone and Seaview, Isle of Wight
Details
Sykes Cottages
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Apartment Shanklin
May 12 - May 19
$180 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Spacious Rental Apartment in Shanklin with Furnished Terrace + Next to Beach
5.0
"Outstanding" (9 ratings)
Shanklin, Isle of Wight, United Kingdom
Details
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Apartment Ventnor
May 12 - May 19
$331 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Ventnor with Large Balcony + Cliff View
4.9
"Outstanding" (18 ratings)
Ventnor, Isle of Wight, United Kingdom
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Isle of Wight accommodation with high-speed internet.

Cottage Internet Calbourne
Sept 13 - Sept 20
$251 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Calbourne with Yard & Grill
4.8
"Outstanding" (80 ratings)
Calbourne, Isle of Wight, United Kingdom
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Cottage Internet Calbourne
Sept 13 - Sept 20
$270 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
Cottage in Calbourne with Grill & Yard
5.0
"Outstanding" (82 ratings)
Calbourne, Isle of Wight, United Kingdom
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Cottage Internet Newport
Nov 4 - Nov 11
-78%
$827
$178 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Cottage in Newport with Extensive Garden
4.0
"Very good" (1 rating)
Newport, Isle of Wight, United Kingdom
Details
Sykes Cottages
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Isle of Wight rental with full kitchen.

Cottage Kitchen Brighstone
$130 per night
Cottage ∙ 5 guests ∙ 3 bedrooms
Pleasant Cottage in Brighstone with Yard
4.9
"Outstanding" (11 ratings)
Brighstone, Isle of Wight, United Kingdom
Details
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Cottage Kitchen Calbourne
$109 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Family Friendly Cottage in Calbourne with Ample Parking
4.8
"Outstanding" (8 ratings)
Calbourne, Isle of Wight, United Kingdom
Details
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Cottage Kitchen Kingston
$225 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Kingston with Outside Terrace + Fantastic View
5.0
"Outstanding" (2 ratings)
Kingston, Shorwell, Isle of Wight
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes on Isle of Wight with their own private patios and balconies.

Apartment Balcony/Patio Shanklin
May 12 - May 19
$163 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Shanklin with Grill & Yard
4.8
"Outstanding" (30 ratings)
Shanklin, Isle of Wight, United Kingdom
Details
Vrbo
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Apartment Balcony/Patio Ventnor
May 12 - May 19
$201 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Rental Apartment in Ventnor with Private Parking + Spectacular Views
4.9
"Outstanding" (67 ratings)
Ventnor, Isle of Wight, United Kingdom
Details
Vrbo
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House Balcony/Patio Freshwater
May 12 - May 19
$129 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Freshwater with Yard
4.9
"Outstanding" (27 ratings)
Freshwater, Isle of Wight, United Kingdom
Details
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Popular Rental Amenities on Isle of Wight

  • Pet-friendly (820)
  • WiFi (4,867)
  • Pool (698)
  • Kitchen (3,469)
  • Parking (92)
  • TV (4,572)
  • Yard (3,524)
  • Washing machine (2,356)
  • Dishwasher (2,023)
  • Balcony/patio (1,675)
  • Jacuzzi (239)
  • No smoking (2,645)

Travelers who are specifically searching for a pet-friendly accommodation will find Isle of Wight convenient since many vacation rentals are pet-friendly in this destination. Pet-friendly rentals in Isle of Wight cost, on average, $355 per night. There's no need to look only outside the city for a rental, as one-third of the pet-friendly accommodations are centrally located (less than 2 kilometres from the city centre).

Price and Availability Index in Isle of Wight

Click on any bar to see price and availability information

Vacation Rental Price Information on Isle of Wight

We rendered price information data on the above graph to give you more insights on prices on Isle of Wight. The week with the highest average prices is in July (7/27 - 8/3). During this week, a night will cost on average $486. Conversely, the cheapest average prices are in a week of March (3/2 - 3/9).

Rental availability information on Isle of Wight

The graph shows the weekly availability rate on Isle of Wightfor the next twelve months. It is in February that you will find the week with the least available rentals (2/3 - 2/10). On the other hand, the week with the most available offers is in April (4/13 - 4/20).

The Weather on Isle of Wight

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July
Aug.
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- Rainy days

You can see our climate diagram above. On average, the warmest month is July. On the other hand, you could have temperatures dropping under 4° in February. Bring your umbrella in November, the rainiest month of the year!

7-Day Weather Forecast on Isle of Wight

Sat., 23 Sep.
15°
10°

5%

5 h

14 km/h

Sun., 24 Sep.
19°
17°

25%

2 h

23 km/h

Mon., 25 Sep.
18°
16°

70%

4 h

23 km/h

Tue., 26 Sep.
18°
16°

70%

5 h

19 km/h

Wed., 27 Sep.
18°
16°

70%

5 h

18 km/h

Thu., 28 Sep.
18°
15°

0%

5 h

19 km/h

Fri., 29 Sep.
17°
14°

0%

5 h

19 km/h

Where to find the best food on Isle of Wight?

Crab on chips: what to eat on the Isle of Wight

There are plenty of self-catering holiday lettings available, so cooking in your own cosy Isle of Wight holiday cottage will be easy, whether you are barbecuing outside or firing up the oven. Try local farm shops for supplies: Briddlesford Lodge for ‘Buttercup Milk’ and cheese, Farmer Jack’s for continental meats and pies, and Brownrigg’s Farm for hog roasts and pickles.

Stay on the beach (Ventnor Haven Fishery) or head inland (Seafood Corner) to sample crab on chips – seemingly the island’s unofficial dish – before you leave.

What are the best places to discover the arts and culture of Isle of Wight?

Isle of Wight attractions: from dinosaurs to rockets

Wherever you stay, your Isle of Wight holiday home is sure to be near a piece of history either millions of years, or decades, old. Animals and people alike have left their mark across the island. The dinosaurs came first, leaving us fossilised footprints at Hanover Point and fossilised remains along the western coast. To learn about them, get transported back in time at Dinosaur Isle at Sandown, or join one of the number of organised tours along the beach.

The Stone Agers - or, if you’d prefer, the Devil and St. Catherine - were responsible for The Longstone, followed by the Romans (Brading Roman Villa), and then by a medieval man who stole monks’ wine and built the ’Pepperpot’ as atonement.

After Henry VIII built Yarmouth Castle, which offers picturesque views of the Solent, an unwilling Charles I stayed in Carisbrooke Castle, just outside Newport. Today, the partial ruins of the medieval castle offers wall walks, museum displays, and the rather interesting spectacle of watching donkeys draw water from a well.

Despite being just across the Solent in East Cowes, Queen Victoria’s family revelled in the privacy of Osbourne House, which combines beautiful interiors with insights into their family life. To blast back into the modern world, visit the Needles Old Battery and New Battery to learn about secret rockets and admire its sea views.

Where are the unique attractions on Isle of Wight?

Natural attractions on the Isle of Wight: down on the beach and up in the sky

Beaches will be within easy reach of your Isle of Wight holiday letting, whether you are camped right on the coast or in a country cottage. The sandy beaches of Ventnor and Shanklin to the east are perhaps the most family-friendly.

The multi-coloured sand of Alum Bay at The Needles - Landmark Attraction is also a must. The park’s 4D cinema, Sand Shop, and water activities are sure to keep you occupied for some time: to reach Alum Bay take the stairs or chairlift, and take either a relaxing pleasure cruise or exhilarating high speed boat to see the Needles up close. For a higher vantage point, reach one of the three viewing points at The Needles Old Battery, or board the open top double-decker Needles Breezer bus.

Everywhere is walking country here, but the western coast is particularly scenic: brush up on Tennyson’s poems before embarking on the Tennyson Trail and head to Freshwater Bay.

Look out for red squirrels in Parkhurst Forest, walk with West Wight Alpacas, get up close with vultures (Appledurcombe House) and falcons (Haven Falconry), or ride a horse along the beach before heading back to your Isle of Wight holiday cottage to relax.

What are the must-see attractions on Isle of Wight?

Top things to do on the Isle of Wight

Monkey Haven in Newport

The Monkey Haven is an award-winning sanctuary for gibbons, lemurs and eagle-owls, offering marmoset encounters and informative talks. You can also relax in the lovely tea room and gift shop.

Godshill Model Village

This charming attraction features models of Godshill and Shanklin Old Villages as they were in the past, including model trains. Round your visit off with a walk through the delightful gardens that surround the site.

The Isle of Wight Donkey Sanctuary

Located between Ventnor and Shanklin, this sanctuary provides a home for abandoned donkeys, horses and ponies. By visiting, you are supporting the great work done here.

Osborne House

This former summer retreat for Queen Victoria and Prince Albert has numerous exquisite interiors to explore, as well as pristine gardens and special children's attractions.

Isle of Wight Steam Railway

Popular with adults and children alike, this heritage railway runs through 8.9 km of unspoiled countryside, from Wootton to Smallbrook Junction.

Information about vacation rentals on Isle of Wight

🏡 Vacation rentals available 5,088 homes
💳 Possible discounts up to 80%
🌙 Nightly prices starting at $64
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 743 homes
🏊 Vacation rentals with pools 784 homes

Frequently Asked Questions

What is the typical price of a vacation home on Isle of Wight?

Accommodation prices on Isle of Wight start at $64 per night.

What is the typical availability of Cottage on Isle of Wight?

We found 5,088 vacation homes on Isle of Wight available for your next trip.

What are the most popular vacation home amenities on Isle of Wight?

The most popular amenities for rentals on Isle of Wight include vacation homes with Pets allowed, Internet, or Pool.

How many Cottage and House rental can I find on Isle of Wight?

Isle of Wight has 5,088 Cottage and House rental available to book.

Are there pet-friendly vacation rentals on Isle of Wight?

If you're travelling with a dog, over 15% of vacation rentals on Isle of Wight are pet-friendly.

What's the best month to visit Isle of Wight?

If you're looking for balmy weather, July and August are typically the hottest months on Isle of Wight with temperatures around 20 °C. February and January on Isle of Wight are the coldest, with 4 °C on average.

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