A stone church with a cross on top, surrounded by a graveyard with headstones.

Kingston Vacation Rentals

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Our top choices for Kingston vacation rentals

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $192
CA $230 total
includes taxes & fees
Nov 6 - Nov 7
Pinnacle Suites

2. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (81 reviews)
"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...
Canada
Elaine
The price is CA $232
CA $278 total
includes taxes & fees
Oct 14 - Oct 15
Seaview Holidays - Salterns Village

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

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (27 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is CA $229
CA $259 total
includes taxes & fees
Oct 14 - Oct 15
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

4. Castle Cottage

Castle Cottage
3.0 star property
Newport
The price is CA $484
CA $581 total
includes taxes & fees
Oct 24 - Oct 25
Castle Cottage

5. ANG Apartments

ANG Apartments
2.0 star property
Southsea
9.0 out of 10, Wonderful, (6 reviews)
"Nice place to stay, lovely beach view and close to amenities"
United Kingdom
Claire
The price is CA $116
CA $116 total
includes taxes & fees
Oct 14 - Oct 15
ANG Apartments

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

Stunning property and location with fabulous views overlooking Wootton Creek.
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
The price is CA $409
CA $409 total
includes taxes & fees
Oct 29 - Oct 30
Stunning property and location with fabulous views overlooking Wootton Creek.

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

Isle 2-bed Retreat- Sleeps 4, Garden & Games Room
3.0 star property
Cowes
The price is CA $203
CA $380 total
includes taxes & fees
Oct 15 - Oct 16
Isle 2-bed Retreat- Sleeps 4, Garden & Games Room

8. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
7.8 out of 10, Good, (6 reviews)
"The room was exactly as described. Communications with staff were clear and prompt. Check-in/Check-out was easy. Double bed was a nice firm mattress. Building was super quiet overnight. Location was very easy to access."
United Kingdom
Audrey
The price is CA $120
CA $120 total
includes taxes & fees
Nov 13 - Nov 14
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

9. The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (17 reviews)
"Very comfy bed, good variety of cooking utencils. It was perfect. We were very happy"
United States
Colin Anthony
The price is CA $604
CA $721 total
includes taxes & fees
Oct 18 - Oct 19
The Wing at Fox Hollow

10. Cherry Lodge

Cherry Lodge
Godshill
10.0 out of 10, Exceptional, (14 reviews)
"Lovely, peaceful location in a modern well equipped lodge - ideal for a relaxing break. Location on the edge of the delightful village of Godshill well placed for our favourite destinations. Simeon was a most accommodating and friendly host eager to hear feedback for continuous improvement."
United States
Gavin
The price is CA $1,087
CA $1,271 total
includes taxes & fees
Oct 27 - Oct 28
Cherry Lodge

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

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4 reviews)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is CA $263
CA $482 total
includes taxes & fees
Oct 19 - Oct 20
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

12. 4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"Lovely peaceful location just around the corner from the beach. Small shop, cafes and bar near by, we’d recommend a visit to the ice cream parlour - lots of flavours with vegan and doggy options. The accommodation was spotlessly clean, comfortable and well equipped. Check-in was seamless and the host responded quickly to all communications. Only downside was no enclosed outside space for our dogs"
United Kingdom
Ceri
The price is CA $157
CA $255 total
includes taxes & fees
Nov 5 - Nov 6
4thedome

13. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is CA $127
CA $152 total
includes taxes & fees
Oct 31 - Nov 1
The South Coast Snug

14. Glebe Garth

Glebe Garth
3.0 star property
Ventnor
The price is CA $1,111
CA $1,333 total
includes taxes & fees
Oct 17 - Oct 18
Glebe Garth

15. Coastguard Cottage

Coastguard Cottage
Atherfield
10.0 out of 10, Exceptional, (7 reviews)
"Great to be able to book for two nights. Great dog friendly. Great relaxed cottage in a wonderful location. It was expensive and with the ferry on top."
United States
Emma
The price is CA $1,207
CA $1,488 total
includes taxes & fees
Oct 21 - Oct 22
Coastguard Cottage

16. Cell Block 8 | Prison Flat | Sleeps 7 | with Parking

Cell Block 8 | Prison Flat | Sleeps 7 | with Parking
Baffins
8.8 out of 10, Excellent, (3 reviews)
The price is CA $215
CA $366 total
includes taxes & fees
Oct 14 - Oct 15
Cell Block 8 | Prison Flat | Sleeps 7 | with Parking

17. 1 Apse Castle Cottage

1 Apse Castle Cottage
Shanklin
9.0 out of 10, Wonderful, (21 reviews)
"Very pretty cottage with nicely thought out provisions and decor."
United States
Chris
The price is CA $978
CA $1,142 total
includes taxes & fees
Nov 2 - Nov 3
1 Apse Castle Cottage

18. Briar Bank

Briar Bank
Shanklin
9.4 out of 10, Exceptional, (24 reviews)
"Lovely accommodation, perfectly located for the town and the beach. Island Holiday Company answered all questions quickly, will be booking with them again"
United States
Anonymous traveller
The price is CA $966
CA $1,194 total
includes taxes & fees
Nov 1 - Nov 2
Briar Bank

19. Beaumont - Ventnor, Isle of Wight

Beaumont - Ventnor, Isle of Wight
Ventnor
10.0 out of 10, Exceptional, (2 reviews)
"Property as described and home from home"
United States
HELEN
The price is CA $785
CA $939 total
includes taxes & fees
Nov 3 - Nov 4
Beaumont - Ventnor, Isle of Wight

20. No. 1 Alexandra Gardens, Flat 2

No. 1 Alexandra Gardens, Flat 2
Ventnor
9.0 out of 10, Wonderful, (12 reviews)
"Great views, great location, all very clean and tidy"
United States
Amie
The price is CA $736
CA $867 total
includes taxes & fees
Nov 1 - Nov 2
No. 1 Alexandra Gardens, Flat 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kingston Hotel Reviews

Find out more about Kingston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kingston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Kingston?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Kingston, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Kingston?

Unique waterside home in stunning location.: You might want to consider this vacation home rental near Kingston, which is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Kingston?

While exploring the area, visit family-friendly sights like Blackgang Chine, or get outside and enjoy nature at Isle of Wight Area of Outstanding Natural Beauty. In the larger area, you’ll find Carisbrooke Castle and Ventnor Beach.

What are vacation rentals like in Kingston?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Kingston. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.