Isle of Wight Vacation Rentals from CA $238: Short-Term Rentals for 2026

A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Top Cities in Isle of Wight

An aerial view of a beach with waves, a sandy shore, and a small bridge.

A coastal path with cliffs, a beach, and a distant town.

Our top choices for Isle of Wight vacation rentals

A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

1. Pinnacle Suites

Cowes

Samuel

CA $238 total

includes taxes & fees

Oct 7 - Oct 8

A residential area with houses, a grassy field, and a clear sky.

2. Seaview Holidays - Salterns Village

Seaview

"Property was very clean and had everything that we needed. It did have two bedrooms which would be OK if you had two adults and two small kids. Not enough room for 4 adults, but it was perfect for my husband and myself. Staff were very friendly and helpful, especially the lady working in reception who was wonderful and very understanding when we accidentally booked the wrong date for checking out. The location was great in Seaview, walking distance to the sea with some lovely eating places...

Elaine

CA $314 total

includes taxes & fees

Oct 1 - Oct 2

A hammock between trees overlooking a beach with boats and a fence.

3. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cowes

Edward

CA $257 total

includes taxes & fees

Oct 7 - Oct 8

A beach with boats, a pier, and beach huts.

4. Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

Cowes

CA $345 total

includes taxes & fees

Oct 26 - Oct 27

A living room with a fireplace, a sofa, a dining table set for two, and a clock on the wall.

5. Luxurious 1-bedroom apartment in wonderful Cowes on the High St near the harbor

Cowes

"We had a great stay in Alexander Pike’s one bedroom flat in Cowes. The property could not have been situated any better. It was in downtown Cowes on the pedestrian zone. The grocery store and bus stop were directly across the street from the flat. The walk from the ferry was one minute. The apartment was spotless. The appointments were perfect. Everything we could have wanted was provided. We definitely will stay here again when we return to the Isle of Wight."

Steven H.

CA $389 total

includes taxes & fees

Oct 9 - Oct 10

A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

6. The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

Cowes Isle of Wight

Simon S.

CA $488 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with two beds, a window with a view, a painting on the wall, and a plant on a table.

7. 57 Cliff End

Freshwater

CA $515 total

includes taxes & fees

Oct 9 - Oct 10

An aerial view of a coastal town with a marina, boats, and surrounding greenery.

8. Stunning property and location with fabulous views overlooking Wootton Creek.

Wootton Bridge

Rosalind M.

CA $506 total

includes taxes & fees

Oct 19 - Oct 20

A brick building with three doors, each with a window above. There are potted plants in front of the doors.

9. The Hayloft

Queen Bower

Thomas

CA $795 total

includes taxes & fees

Sep 26 - Sep 27

A bedroom with a bed, a nightstand, a radiator, and a window.

10. 2 bedroom accommodation in Sandown

Sandown

Carissa O'Reilly

CA $1,341 total

includes taxes & fees

Oct 15 - Oct 16

A beach with boats, a thatched-roof building, and a view of the sea.

11. The Wing at Fox Hollow

Whiteley Bank

Colin Anthony

CA $714 total

includes taxes & fees

Oct 11 - Oct 12

A coastal view from a balcony with a clear sky, a bird flying, and distant cityscape.

12. Harbour Strand - sleeps 6 guests in 3 bedrooms

Bembridge

Kathleen H.

A beach with clear waters, a promenade, and buildings in the background.

13. Orchard Cottage

Ventnor

Mccormick

CA $2,133 total

includes taxes & fees

Sep 26 - Sep 27

14. Cherry Lodge

Godshill

Derick

CA $1,259 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen with open doors leading to a conservatory, featuring a view of greenery outside.

15. 4 bedroom accommodation in St Lawrence, near Ventnor

St Lawrence, near Ventnor

CA $1,313 total

includes taxes & fees

Oct 4 - Oct 5

A coastal walkway with a concrete barrier, a grassy hillside, and a view of the ocean under a partly cloudy sky.

16. Pebble Beach - Isle of Wight

Bembridge

Anonymous traveller

CA $1,165 total

includes taxes & fees

Sep 29 - Sep 30

A modern kitchen with white cabinets, a blue countertop, and a dining area with a blue sofa and colorful pillows.

17. 5 Yarmouth Cottages

Freshwater

Lesley

CA $682 total

includes taxes & fees

Oct 15 - Oct 16

A beach with a row of colorful beach huts along the shore.

18. Pembroke Villa

Shanklin

Carlos

CA $1,475 total

includes taxes & fees

Sep 29 - Sep 30

19. 5 Old School Mews

Shanklin

Andy

CA $1,657 total

includes taxes & fees

Oct 11 - Oct 12

A room with a sliding glass door leading to a balcony with a view of the sea. There is a TV on a wooden stand and a small table with a plant.

20. Ardmore House

Ventnor

David

CA $896 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

Find vacation rentals that suit your style

Cottages

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Isle of Wight Hotel Reviews

Whitecliff Bay Holiday Park

10/10 Excellent

"Excellent base for iow car trip. Caravan comfortable for 6 people, although compact so it helps if you all like each other! our van was clean and freshly furnished with everything you need. Bring towels however. great park amenities and access to beach whether in main or satellite park across road."

The Q Hotel

8/10 Good

"The hotel is well maintain and the public areas are a pleasant place to spend time. Decor/furnishing is fun and good quality. The rooms are a good size and the bed was very comfortable. The pool area is not huge, but is a pleasant place to spend some time. Parking is limited. Sadly, I had an issue with dinner and breakfast. The website had stated that their was food available in the evening during peak season, but that was not the case. The website seems to have been updated to reflect this. Breakfast is served from 8am to 10am, which I found a little limited as I was travelling for work. Sadly, the doors to the restaurant were still closed at 8.05am, so I was forced to make alternative arrangements. Small things to fix, but overall good."

Prince of Wales

10/10 Excellent

"The Prince of Wales has bus-stops immediately outside the building and it is located opposite the entrance to Osborne House. Our breakfasts were generous in terms of portions and any extra requirements arrived swiftly. Our room was very good value and it was very quiet. Two minor issues with fixtures were resolved quickly and cheerfully. We did not have a car during this visit, but the bus journey from the East Cowes dock took only a few minutes on the local bus service. Great value , great location, and helpful staff."

The Caledonian Island Hotel

8/10 Good

"the hotel is nicely placed near to Sandown Town centre and the beach. The hotel is large and is set in lovely grounds. Things that could be improved: - there was woodlice in our room, would be nice if these were eradicated - there is no footpath from the front of the hotel to the pavement outside the hotel. It means you have to walk along the access road to the hotel. Not nice with kids. - the breakfast is until 9am but by 845am was looking very tired. Would be good to have it properly refilled until 9am. - apart from the pool table there is nothing for children to do, this hotel is very much aimed at the retired short-break community. Overall the hotel was ok and served its purpose plus has red squirrels outside!"

Find out more about Isle of Wight

Everything you need to know about Isle of Wight vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Isle of Wight vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Isle of Wight vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Isle of Wight. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Isle of Wight vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Isle of Wight vacation rentals we have selected for you start as low as CA $238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Isle of Wight rentals

At Expedia, we put the best Isle of Wight vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Isle of Wight rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Isle of Wight vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Isle of Wight. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Isle of Wight Vacation Rentals

Change your mind

Treat yourself

Be picky

Top Cities in Isle of Wight

Shanklin

Ventnor

Our top choices for Isle of Wight vacation rentals

1. Pinnacle Suites

2. Seaview Holidays - Salterns Village

3. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

4. Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

5. Luxurious 1-bedroom apartment in wonderful Cowes on the High St near the harbor

6. The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

7. 57 Cliff End

8. Stunning property and location with fabulous views overlooking Wootton Creek.

9. The Hayloft

10. 2 bedroom accommodation in Sandown

11. The Wing at Fox Hollow

12. Harbour Strand - sleeps 6 guests in 3 bedrooms

13. Orchard Cottage

14. Cherry Lodge

15. 4 bedroom accommodation in St Lawrence, near Ventnor

16. Pebble Beach - Isle of Wight

17. 5 Yarmouth Cottages

18. Pembroke Villa

19. 5 Old School Mews

20. Ardmore House

Find vacation rentals that suit your style

Top Isle of Wight Hotel Reviews

Whitecliff Bay Holiday Park

Find out more about Isle of Wight

Explore a world of travel with Expedia