Holiday Accommodation & Cottages on the Isle of Wight - HomeToGo base64Hash Holiday Accommodation & Cottages on the Isle of Wight - HomeToGo

Holiday Accommodation & Cottages on the Isle of Wight

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Explore this dramatic island with a comfortable Isle of Wight holiday cottage

Located off the coast of Hampshire, about a two hour ferry ride from London, the Isle of Wight (also called Dinosaur Island) is one of the UK's largest islands, offering year-round delights for visitors. The island is dominated by famous historic landmarks, stunning coastline, and well-conserved wildlife. Book a holiday cottage on the Isle of Wight to explore its picturesque villages and verdant landscapes.

The island 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 accommodation have long been charmed by the island’s haven-like feel, its natural beauty, and its many attractions.

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Holiday rentals with wifi

Whether it's for working remotely or streaming your favourite shows, internet access can be an indispensable amenity when it comes to choosing a holiday home. Check out HomeToGo's range of holiday lettings with WiFi on the Isle of Wight and enjoy a fast and reliable internet connection during your stay.

Apartment  Cowes
18 Dec - 25 Dec
-40%
£157
£95 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful Holiday Apartment in Cowes with Garden + Scenic View

Cowes, Isle of Wight, United Kingdom
Internet
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Cottage  Ventnor
9 Dec - 16 Dec
-77%
£300
£70 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Ventnor with Private Parking

4.8
Outstanding (18 ratings)
Ventnor, Isle of Wight, United Kingdom
Internet
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Apartment  Cowes
11 Dec - 18 Dec
£94 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday Apartment in Cowes with Large Terrace + Panoramic Views

5.0
Outstanding (34 ratings)
Cowes, Isle of Wight, United Kingdom
Internet
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Holiday homes and cottages with a garden

Aiming to enjoy time outside during your stay on the Isle of Wight? Book a holiday home with a garden for your trip. See our range of accommodation with gardens and find a holiday rental today - al-fresco dining, lawn games and outdoor fun with friends, family and pets await!

Cottage  Sandown
15 Jun - 22 Jun
£91 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Wonderful Cottage in Sandown with Private Parking

5.0
Outstanding (1 rating)
Sandown, Isle of Wight, United Kingdom
Garden
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Cottage  Ventnor
30 Nov - 7 Dec
-76%
£450
£110 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Ventnor with Elegant Balcony + House Seaview

4.0
Very good (2 ratings)
Ventnor, Isle of Wight, United Kingdom
Garden
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Cottage  Brighstone
31 May - 7 Jun
£92 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Pleasant Cottage in Brighstone with Private Parking

4.3
Very good (8 ratings)
Brighstone, Isle of Wight, United Kingdom
Garden
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Apartments and holiday lettings with a kitchen

Looking for self-catering accommodation on the Isle of Wight? Find the perfect letting for you with our selection of Isle of Wight holiday rentals with kitchens. Well-appointed and equipped with plenty of cooking appliances, these holiday homes are great for self-catered stays.

Cottage  Ventnor
19 Jul - 26 Jul
£235 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Ventnor with Garden

Ventnor, Isle of Wight, United Kingdom
Kitchen
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Cottage  Great Thorness
1 Jun - 8 Jun
-44%
£133
£75 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Great Thorness with Pool & Garden

Great Thorness, Calbourne, Isle of Wight
Kitchen
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House  Gurnard
16 Nov - 23 Nov
-60%
£250
£100 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home in Gurnard with Private Parking

Gurnard, Isle of Wight, United Kingdom
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Best holiday rental deals on the Isle of Wight

Save up to 64%

House Ventnor
15 Nov - 22 Nov
-21%
£119
£94 per night
House ∙ 7 guests ∙ 4 bedrooms

Holiday Home in Ventnor with Garden

4.8
Outstanding (8 ratings)
Ventnor, Isle of Wight, United Kingdom
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Cottage Sandown
6 Dec - 13 Dec
-64%
£208
£76 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Sandown with Garden

5.0
Outstanding (1 rating)
Sandown, Isle of Wight, United Kingdom
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Cottage Freshwater
9 Nov - 16 Nov
-44%
£126
£70 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Freshwater with Private Parking + Spectacular Views

4.5
Excellent (20 ratings)
Freshwater, Isle of Wight, United Kingdom
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Easily find the perfect holiday rental for as little as £50 per night by exploring the 5,709 options featured in Isle of Wight. HomeToGo immediately features the best offers by comparing all listed properties.

Recommended holiday lettings on the Isle of Wight

Rent a holiday home, apartment or cottage on the Isle of Wight from just £50 per night

Apartment Ventnor
8 Feb - 15 Feb
-16%
£129
£108 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment in Ventnor with Private Parking + Spectacular Views

4.9
Outstanding (81 ratings)
Ventnor, Isle of Wight, United Kingdom
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Cottage Shanklin
27 Jul - 3 Aug
£113 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Wonderful Cottage in Shanklin with Private Parking

Shanklin, Isle of Wight, United Kingdom
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House Freshwater
26 Oct - 2 Nov
-44%
£114
£64 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Freshwater with Garden & Terrace

4.9
Outstanding (29 ratings)
Freshwater, Isle of Wight, United Kingdom
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Apartment Ventnor
5 Oct - 12 Oct
-61%
£187
£73 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Pleasant Holiday Apartment in Ventnor + Spectacular Views

5.0
Outstanding (76 ratings)
Ventnor, Isle of Wight, United Kingdom
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Cottage Shanklin
20 Jul - 27 Jul
£105 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Shanklin with Terrace & Garden

4.9
Outstanding (14 ratings)
Shanklin, Isle of Wight, United Kingdom
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Apartment Shanklin
31 Aug - 7 Sept
-28%
£137
£99 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Contemporary Flat in Shanklin with Private Balcony

4.6
Excellent (30 ratings)
Shanklin, Isle of Wight, United Kingdom
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Cottage Whitwell
26 Oct - 2 Nov
-9%
£103
£94 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Whitwell with Garden & Barbecue + Panoramic Views

5.0
Outstanding (22 ratings)
Whitwell, Ventnor, Isle of Wight
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Cabin Ryde
22 Mar - 29 Mar
-18%
£111
£91 per night
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin in Ryde with Indoor Pool

5.0
Outstanding (41 ratings)
Ryde, Isle of Wight, United Kingdom
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House Gurnard
23 Nov - 30 Nov
-14%
£99
£86 per night
House ∙ 2 guests ∙ 1 bedroom

Holiday Home in Gurnard with Terrace & Garden

5.0
Outstanding (141 ratings)
Gurnard, Isle of Wight, United Kingdom
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Budget-friendly Holiday Homes on the Isle of Wight

Find Fantastic yet Cheap Lettings

Cottage Brighstone
5 Oct - 12 Oct
-31%
£124
£85 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Wonderful Cottage in Brighstone with Private Parking

4.9
Outstanding (29 ratings)
Brighstone, Isle of Wight, United Kingdom
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Cottage Sandown
31 Aug - 7 Sept
-52%
£228
£110 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Sandown with Front Garden + Fantastic Views

Sandown, Isle of Wight, United Kingdom
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Cottage Shanklin
26 Sept - 3 Oct
£93 per night
Cottage ∙ 2 guests ∙ 2 bedrooms

Nice Cottage in Shanklin with Garden + Fantastic Views

4.9
Outstanding (21 ratings)
Shanklin, Isle of Wight, United Kingdom
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Top-Rated Lettings and Properties on the Isle of Wight

Book Holiday Letting Offers with the Highest User Rating

Cottage Ventnor
7 Sept - 14 Sept
-45%
£179
£98 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Ventnor with Terrace, Hot Tub

5.0
Outstanding (35 ratings)
Ventnor, Isle of Wight, United Kingdom
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Cottage Brook
8 Nov - 15 Nov
-53%
£127
£60 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Brook with Private Parking

5.0
Outstanding (2 ratings)
Brook, Brighstone, Isle of Wight
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Cottage Ventnor
29 Jun - 6 Jul
-4%
£89
£86 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Beautiful Cottage in Ventnor with Private Parking

4.9
Outstanding (37 ratings)
Ventnor, Isle of Wight, United Kingdom
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Popular holiday rental amenities on the Isle of Wight

  • Pet-friendly (936)
  • Parking (375)
  • Pool (765)
  • WiFi (5,234)
  • Garden (3,613)
  • TV (5,171)
  • Kitchen (3,897)
  • Hot tub (272)
  • Balcony/patio (2,148)
  • Microwave (2,808)
  • Washing machine (2,673)
  • Dishwasher (2,058)

Using our selection of filters will help you find the ideal holiday rental in Isle of Wight. Isle of Wight is the perfect destination to book an accommodation if you need internet access during your holidays or you never miss an episode of your favourite show, as the most common features are Internet and TV. Three amenities that aren't typical are Sauna, Hot tub and Pool.

Price and Availability Index for Isle of Wight

Click on any bar to see price and availability information

Holiday Letting Price Information on the Isle of Wight

We analysed price data and summarised our findings in this graph, which shows holiday accommodation prices for the next twelve months on the Isle of Wight. Prices reach their peak during one week in April. The price per night for a stay in a holiday letting on the Isle of Wight during this week (12/04 – 19/04) is £256 on average. The cheapest week is in November (02/11 – 09/11). Prices fall to an average of £134 per night.

Rental availability information on the Isle of Wight

Check how busy Isle of Wight is with our availability graph. The week with the lowest percentage of available properties is in January (04/01 – 11/01). The week with the highest percentage of available lettings is in September (28/09 – 05/10).

The Weather on the Isle of Wight

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- Rainy days

Check out our weather forecast diagram to find the perfect month for your holiday. July is the hottest month on the Isle of Wight, with average daily maximum temperatures of 20°. No heat wave is expected in February, when minimum average temperatures usally hit a 4° low. The wettest month is November, while the driest month is April.

7-Day Weather Forecast on the Isle of Wight

Sat, 25 May
16°
15°

0%

2 h

12 km/h

Sun, 26 May
15°
14°

30%

2 h

28 km/h

Mon, 27 May
14°
14°

15%

3 h

27 km/h

Tue, 28 May
14°
14°

90%

0 h

32 km/h

Wed, 29 May
16°
14°

90%

1 h

30 km/h

Thu, 30 May
15°
15°

90%

1 h

31 km/h

Fri, 31 May
15°
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0%

2 h

25 km/h

Where to find the best food on the 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.

Holidays with pets on the Isle of Wight

The Isle of Wight has plenty to offer when it comes to booking a pet-friendly holiday home. Explore beautiful meadows and charming villages, take relaxing strolls along the coast or visit attractions like The Needles, all with your four-legged friend by your side.

  1. Pet-friendly beaches Compton Bay is a two mile long gorgeous sandy beach where you can enjoy hunting for dinosaur fossils with your pooch. This family-friendly beach is a great place for your furry friend to enjoy unique peace and calm. Bembridge Beach is another pet-friendly beach where pets can roam and play without any restriction all year round. The beach also offers a cafe, pub, and parking.
  2. Pet-friendly pubs Located at Shanklin Esplanade, the Fisherman’s Cottage is a pet-friendly pub offering homey meals in a picturesque setting. Be sure to try their famous fish and chips. The pub is also an ideal starting point to explore the Shanklin Old Village, local sandy beach, and the scenic Shanklin Chine. The Taverners in the village of Godshill is a cosy pub serving seasonal food in a relaxed, pet-friendly atmosphere. They offer classic pub fare like beer battered fish and chips, potted shrimp, and more.
  3. Pet-friendly attractions Head over to the magnificent Osborne House, where you can admire the extravagant interiors of Queen Victoria’s summer home on your own, and take a walk around the lush gardens with your pooch. Visit the stunning Carisbrooke Castle, which is famous for Carisbrooke donkeys and the Princess Beatrice Garden.


Swimming on the Isle of Wight

Rent a holiday home in the Isle of Wight with a private pool so you can splash around from the comfort of your own home, or find a property near the beach for lovely views. You can also look for a holiday letting that offers both!

  1. Cottages with a private pool One of the biggest advantages of renting a cottage in the Isle of Wight is the opportunity to book one with a private pool. Whether on a trip with family or friends, there's nothing like waking up and making waves in your private swimming pool. Take a fun-filled dip, relax poolside, or just cool off by choosing an accommodation with its own pool.
  2. Properties near the beach You’ll be spoilt for choice when it comes to choosing a seaside property on the Isle of Wight. Many of the holiday homes on offer are located very close to popular beaches like Colwell Bay, Freshwater Bay, and Ryde. These beachfront properties are excellent for families to indulge in a variety of fun activities by the water including kite surfing, crabbing, cockling, and more.
  3. Ample choices You'll find a great selection of holiday lettings available throughout the Isle of Wight, so you can easily book accommodation by the seaside and have your own pool. Beach holidays let you relax by basking on a sun lounger, taking walks along the sandy beaches, or enjoying meals at the numerous beachside cafes.
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.

What are the best activities for families on the Isle of Wight?

Isle of Wight Family Holidays

From New England-style beach houses to large holiday homes, there are plenty of options for Isle of Wight holiday rentals. Visitors can also consider staying at traditional rural cottages for an experience of local-style living.

The Blackgang Chine is an adventure park-cum-playground that has various themed areas, rides, and plenty of other attractions for an entire day of fun. Favourites here include the dinosaur section, giant pirate, and Underwater Kingdom. The park also offers spectacular coastal views.

Spend time with farm animals, wallabies, and meerkats at the Tapnell Farm Park. The indoor play barn, toddlers’ play area, and outdoor space with go-karts, swings, slides, and a climbing tower keep children busy for hours. The park’s café serves locally-sourced snacks and drinks.

Visit the magnificent Carisbrooke Castle where children can learn about the history of the island, along with the thrill of exploring an actual castle. Your kids' imagination will take over as they discover armour, cannons, and ramparts. The vast open grounds are perfect for little ones to burn off energy in.

The Needles Landmark Attraction has a chairlift ride taking people to and from the Needles Rocks, with stunning views all around. There is also a lighthouse, a shop where you can create sand ornaments, glass-blowing, sweet-making demonstrations, and a 4D cinema experience.

For a nice family outing on the water, visit any of Sandown, Shanklin, and Ventnor beaches. These are classic local favourites, with their timeless beach huts and fish and chip shops. Ryde Beach, with its soft sand, funfairs, and restaurants is another good choice.

Where are the unique attractions on the 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 best events and festivals on the Isle of Wight?

Festivals and events on the Isle of Wight

The Isle of Wight is packed with a diverse range of exciting events and festivals throughout the year.

Isle of Wight Festival This annual event is one of the UK’s biggest music festivals, held at Newport Seaclose Park every June. Isle of Wight Festival is all about electrifying music and loads of family fun. Over the last 50 years, some of the finest musical talents and bands including Jimi Hendrix, the Rolling Stones, Coldplay, and Amy Winehouse have performed during the event. The festival also features a variety of programmes, comedy show, tasty treats, fun activities, and games.

The Isle of Wight Jazz Weekend This is one of the UK’s major jazz events held during the last week of May. The festival includes a great selection of new and famous jazz artists catering to a wide range of festival-goers.

The Isle of Wight Mardi Gras This popular annual event is held on the last Saturday of every June. The festival mainly features colourful theme parades, creative workshops, vibrant costumes, and plenty of other entertainment.

Rhythm Tree Festival The festival is known for its diverse range of musical performances and family-friendly entertainment. The event is held at Three Gates farm near the West Wight Heritage Coast, and features great musical talents from the UK and beyond.

What are the must-see attractions on the 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 holiday rentals on the Isle of Wight

🏡 Holiday homes available 5,709 rentals
💳 Discounts available up to 64%
🌙 Nightly prices from £50
⭐ Popular amenities Pets allowed, Parking and Pool
🐾 Pet friendly rentals 936 properties
🏊 Holiday rentals with pools 765 properties
266 reviews
Isle of Wight holiday rentals have an average rating of 4/5 across 266 reviews left by travellers.

Frequently Asked Questions

How many holiday lettings are available to rent on the Isle of Wight?

September is the time of year with the highest amount of Cottage and House rentals available on the Isle of Wight, so you'll find plenty of great holiday deals during this month.

What is the most searched holiday home amenity on the Isle of Wight?

The top three amenities our customers choose for holiday rentals on the Isle of Wight are Pets allowed, Parking and Pool.

How many holiday lettings on the Isle of Wight have a pool?

Holiday homes with pools are 13 of all on the Isle of Wight.

Am I allowed to bring my pet while staying in a Isle of Wight accommodation?

Yes, there are 936 holiday rentals on the Isle of Wight that allow pets with an average price of £217 per night.

What's the best time of year to travel to Isle of Wight?

July and August are usually the warmest months on the Isle of Wight, while May and April have the least rain.

Where can I see deals on holiday accommmodation on the Isle of Wight?

You can find brilliant bargains on holiday lettings on the Isle of Wight with the cost per night for a let starting at just £50 - and HomeToGo has created plenty of filters that make it easy to see the top deals. When choosing the dates for your holiday, you can use HomeToGo's flexible dates technology to scan for low-price timings and find savings of as much as 64%. Moreover, HomeToGo's 'distance from' filter enables you to discover hidden treasure holiday rentals in lower-price, lesser-known spots which are still near to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Start your search as soon as possible to get the best of good availability and top discounts - and do so free from stress by using HomeToGo's 'free cancellation' filter when using the website or app.

What are the benefits of choosing a holiday letting on the Isle of Wight with HomeToGo?

From increased privacy away from the crowds to more space in which to have fun with your family, friends or partner, holiday lettings on the Isle of Wight offer a wide range of bonuses. HomeToGo lets you read genuine ratings from verified visitors, and searching is secure, simple, and stress-free - so with 5,709 deals from 16 providers in the area, you're guaranteed to locate the right place to stay with the amenities and features that are important to you on the Isle of Wight.

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