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. The Carthouse

The Carthouse
3.5 star property
Newport
10.0 out of 10, Exceptional, (2 reviews)
"Clean lovely area "
United Kingdom
Michael
The price is CA $501
CA $601 total
includes taxes & fees
Sep 1 - Sep 2
The Carthouse

2. 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 $1,205
CA $1,486 total
includes taxes & fees
Sep 6 - Sep 7
Coastguard Cottage

3. Cherry Lodge

Cherry Lodge
Godshill
10.0 out of 10, Exceptional, (13 reviews)
"The excellent accommodation and almost total peace & quiet I will send a separate email re EV charging."
United States
Derick
The price is CA $1,085
CA $1,269 total
includes taxes & fees
Sep 6 - Sep 7
Cherry Lodge

4. The Wing at Fox Hollow

The Wing at Fox Hollow
Whiteley Bank
10.0 out of 10, Exceptional, (15 reviews)
"Very comfy bed, good variety of cooking utencils. It was perfect. We were very happy"
United States
Colin Anthony
The price is CA $615
CA $733 total
includes taxes & fees
Sep 8 - Sep 9
The Wing at Fox Hollow

5. The Boat House - Isle of Wight

The Boat House - Isle of Wight
4.0 star property
Seaview
9.0 out of 10, Wonderful, (118 reviews)
"Great location"
United Kingdom
Chloe
The price is CA $251
CA $301 total
includes taxes & fees
Sep 1 - Sep 2
The Boat House - Isle of Wight

6. Rookley Farm Lodge

Rookley Farm Lodge
Rookley
10.0 out of 10, Exceptional, (11 reviews)
"The check in went very well thank you, we’ve had a lovely afternoon in the pool and are looking forward to a good nights sleep :) Thank you so so much"
United States
Sam Jackson
The price is CA $2,398
CA $2,864 total
includes taxes & fees
Sep 4 - Sep 5
Rookley Farm Lodge

7. The Penthouse In Bonchurch

The Penthouse In Bonchurch
3.0 star property
Ventnor
10.0 out of 10, Exceptional, (1 review)
"The property was clean, spacious and comfortable. Perfect for my family of five. All amenities you can think of were available. Excellent communication from host Steve. Will definitely stay again if visiting IOW "
United Kingdom
Andy
The price is CA $292
CA $445 total
includes taxes & fees
Sep 28 - Sep 29
The Penthouse In Bonchurch

8. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (40 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $247
CA $297 total
includes taxes & fees
Sep 1 - Sep 2
Pinnacle Suites

9. Water Mill Vacations, Goldfinch

Water Mill Vacations, Goldfinch
Calbourne
9.6 out of 10, Exceptional, (9 reviews)
"We had a wonderful Christmas stay at the cabins all our family together in 3 cabins beautiful surroundings"
United States
Anonymous traveller
The price is CA $1,038
CA $1,227 total
includes taxes & fees
Sep 12 - Sep 13
Water Mill Vacations, Goldfinch

10. 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 $783
CA $937 total
includes taxes & fees
Sep 5 - Sep 6
Beaumont - Ventnor, Isle of Wight

11. Ladylands Cottage

Ladylands Cottage
3.5 star property
Newport
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location to access all parts of the island. Decor and furnishing are on the basic side, but this is more than reflected in the price. The garden has lovely views - a picnic table is provided but I suggest taking your own camping chairs for more comfy, longer term seating. The cottage is on a B road with some traffic at times but the noise was not intrusive, and was non-existent overnight. The pub, just 200 steps down the road, is a gem and serves excellent food - I...
United Kingdom
Colin
The price is CA $796
CA $955 total
includes taxes & fees
Sep 11 - Sep 12
Ladylands Cottage

12. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (81 reviews)
The price is CA $299
CA $359 total
includes taxes & fees
Sep 24 - Sep 25
Seaview Holidays - Salterns Village

13. Ardmore House

Ardmore House
Ventnor
9.6 out of 10, Exceptional, (4 reviews)
"Very well presented, with good amenities and in a perfect location."
Spain
David
The price is CA $735
CA $903 total
includes taxes & fees
Sep 3 - Sep 4
Ardmore House

14. 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 $477
CA $477 total
includes taxes & fees
Sep 17 - Sep 18
Stunning property and location with fabulous views overlooking Wootton Creek.

15. Jollys

Jollys
Sandown
9.8 out of 10, Exceptional, (23 reviews)
"Great location, modern and clean house. Fab hot tub"
United States
Jess
The price is CA $1,410
CA $1,871 total
includes taxes & fees
Sep 25 - Sep 26
Jollys

16. 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 $749
CA $880 total
includes taxes & fees
Sep 2 - Sep 3
No. 1 Alexandra Gardens, Flat 2

17. Dairymans Cottage @ Tapnell Farm

Dairymans Cottage @ Tapnell Farm
Yarmouth
9.6 out of 10, Exceptional, (20 reviews)
"We thoroughly enjoyed our stay. The layout of the cottage was perfect as one of the guests uses a wheelchair to mobilise. The kitchen was well equipped and easy to keep clean . The staff were friendly and helpful and the location was beautiful . Thank you"
United States
Alan W.
The price is CA $947
CA $947 total
includes taxes & fees
Sep 7 - Sep 8
Dairymans Cottage @ Tapnell Farm

18. Shanklin Stunning Sea Views

Shanklin Stunning Sea Views
Shanklin
9.0 out of 10, Wonderful, (4 reviews)
"Stunning Location and grounds and compact but had everything we needed."
United States
Jyothi
The price is CA $976
CA $1,130 total
includes taxes & fees
Sep 6 - Sep 7
Shanklin Stunning Sea Views

19. Laurel Cottage

Laurel Cottage
Newchurch
10.0 out of 10, Exceptional, (14 reviews)
"Very nice cottage with all the comforts and well placed for visiting the Isle of Wight, near Newport and not far from the coast too."
United States
Jean-Paul
The price is CA $2,278
CA $2,703 total
includes taxes & fees
Sep 23 - Sep 24
Laurel Cottage

20. The Beach Retreat

The Beach Retreat
Sandown
10.0 out of 10, Exceptional, (16 reviews)
"Great accommodation, great location, helpful response to queries We saw a rat run across the garden patio at dusk last night."
United States
Janet
The price is CA $1,302
CA $1,592 total
includes taxes & fees
Sep 28 - Sep 29
The Beach Retreat
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?

MANOR ON COAST WITH SEA VIEWS, TENNIS COURT, BIG GAMES ROOM + BAR, GARDENS: Visitors like this Kingston vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Steephill Cove Beach. In the larger area, you’ll find Ventnor Beach and Seaclose Park.

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.