A rural landscape with a fenced field, dense shrubbery, and a distant hill.

Upstreet Vacation Rentals

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Our top choices for Upstreet vacation rentals

1. Lookout by the Bay

Lookout by the Bay
2.0 star property
Herne Bay
10.0 out of 10, Exceptional, (4 reviews)
"Honestly website does not do the property justice it is absolutely amazing can not recommend enough. Never stayed anywhere as clean amazing housekeeping team just incredible"
United Kingdom
Maxine
The price is CA $180
CA $216 total
includes taxes & fees
Sep 27 - Sep 28
Lookout by the Bay

2. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
The price is CA $103
CA $123 total
includes taxes & fees
Sep 9 - Sep 10
Hogwarts Bed and Continental Breakfast

3. The Clarendon Hotel

The Clarendon Hotel
4.0 star property
Deal
8.8 out of 10, Excellent, (146 reviews)
"Great sport for a nice break. Lovely view of the sea."
United Kingdom
mandy
The price is CA $140
CA $168 total
includes taxes & fees
Oct 4 - Oct 5
The Clarendon Hotel

4. 5 Bed -sleeps 7 -new Build -detached Property

5 Bed -sleeps 7 -new Build -detached Property
3.5 star property
Ramsgate
10.0 out of 10, Exceptional, (1 review)
"Great host, wonderful big, clean house and communication was perfect. Great stay."
United Kingdom
Mark
The price is CA $418
CA $502 total
includes taxes & fees
Sep 16 - Sep 17
5 Bed -sleeps 7 -new Build -detached Property

5. Seibiant

Seibiant
3.0 star property
West Cliff
10.0 out of 10, Exceptional, (1 review)
"Very clean cottage with a great kitchen. There was an air fryer and coffee machine available. The beds were exceptionally comfortable and so were the pillows. Television and comfy sofa to chill on. Also a garden area. Not near the beach but 4 rides on the loop bus which was very frequent."
United Kingdom
Jane
The price is CA $771
CA $925 total
includes taxes & fees
Sep 13 - Sep 14
Seibiant

6. Old Town House by Ezestays

Old Town House by Ezestays
2.5 star property
Margate Old Town
9.8 out of 10, Exceptional, (52 reviews)
"Good standard of property in a great location"
United Kingdom
Aiden
The price is CA $171
CA $205 total
includes taxes & fees
Oct 4 - Oct 5
Old Town House by Ezestays

7. Kent Coast Stays

Kent Coast Stays
2.0 star property
Birchington-on-Sea
The price is CA $274
CA $328 total
includes taxes & fees
Sep 9 - Sep 10
Kent Coast Stays

8. Walpole Bay 2 bed Stunning Garden Apt By Adliv

Walpole Bay 2 bed Stunning Garden Apt By Adliv
2.0 star property
Cliftonville
Walpole Bay 2 bed Stunning Garden Apt By Adliv

9. 6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse
3.0 star property
Canterbury
The price is CA $1,403
CA $1,945 total
includes taxes & fees
Sep 21 - Sep 22
6 Bedroom City Centre Townhouse

10. Fishermen's Cottage

Fishermen's Cottage
4.0 star property
Deal
The price is CA $551
CA $661 total
includes taxes & fees
Sep 9 - Sep 10
Fishermen's Cottage

11. Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea
4.0 star property
Whitstable
6.0 out of 10, (1 review)
"Unable to use hob. Hot water supply to bath poor Shower okay The description "near the sea" a bit misleading. Insufficient instructions and labelling with regard to bins and TV. Overall standard of property good and comfortable"
United Kingdom
Tom
The price is CA $479
CA $797 total
includes taxes & fees
Sep 9 - Sep 10
Beach Retreat With Parking Near the Sea

12. Arthouse

Arthouse
3.0 star property
Canterbury
9.0 out of 10, Wonderful, (17 reviews)
"It was clean and comfortable with everything you need for the stay. "
United Kingdom
Anonymous traveller
The price is CA $249
CA $299 total
includes taxes & fees
Sep 13 - Sep 14
Arthouse

13. A Stylish Apartment on the Outskirts of Sandwich in Kent

A Stylish Apartment on the Outskirts of Sandwich in Kent
3.5 star property
Sandwich
2.0 out of 10, (1 review)
"I booked this apartment because the description said it was within walking distance of Sandwich town centre, and the map that was displayed prior to booking indicated it was located off Moat Sole in Sandwich town centre. It was only after I had gone through the booking process for what was a seriously expensive booking, a new address was provided for the property approx 1.6 miles away in Woodnesborough! I have restricted mobility and needed to be closer to the town so I asked if I could cancel....
United Kingdom
Barry
The price is CA $380
CA $456 total
includes taxes & fees
Sep 10 - Sep 11
A Stylish Apartment on the Outskirts of Sandwich in Kent

14. Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden
3.0 star property
Canterbury
10.0 out of 10, Exceptional, (5 reviews)
"The flat is very clean and well equipped, the hosts are friendly and helpful, and the area is lovely. I would definitely recommend."
United Kingdom
Dan
The price is CA $213
CA $256 total
includes taxes & fees
Oct 3 - Oct 4
Countryside Annex- Sleeps 2, Free Parking & Garden

15. The Eaves

The Eaves
3.0 star property
Folkestone
10.0 out of 10, Exceptional, (3 reviews)
"The view was amazing and property was clean and comfortable , it had everything we needed and was central to Folkestone and Hythe. Lots of great places to eat in Sandgate and a very well stocked convenience store. "
United Kingdom
D G
The price is CA $669
CA $803 total
includes taxes & fees
Sep 12 - Sep 13
The Eaves

16. Winterstoke View, Family and dog Friendly Beach Retreat

Winterstoke View, Family and dog Friendly Beach Retreat
5.0 star property
Ramsgate
10.0 out of 10, Exceptional, (1 review)
"Winterstoke is a HUGE house with 4 massive double bedrooms and a large twin room. This does not feel like a holiday rental, it feels like a home. I have never stayed in a property that is so well appointed, every detail is covered. The quality of the house is really fantastic and incredibly comfortable. The back garden is lovely with a great area for entertaining, unfortunately it was freezing so we could not make use of it. We had a baby with us and the owner (sheila) had EVERYTHING...
United Kingdom
David
The price is CA $436
CA $804 total
includes taxes & fees
Sep 16 - Sep 17
Winterstoke View, Family and dog Friendly Beach Retreat

17. Cedar House at The Old Fire Station

Cedar House at The Old Fire Station
4.0 star property
Canterbury
9.4 out of 10, Exceptional, (8 reviews)
"Great location and high quality premises - very clean and well equipped."
United Kingdom
Anonymous traveller
The price is CA $296
CA $355 total
includes taxes & fees
Sep 13 - Sep 14
Cedar House at The Old Fire Station

18. Stunning Sea View Georgian Retreat by Adliv

Stunning Sea View Georgian Retreat by Adliv
2.0 star property
Cliftonville
The price is CA $533
CA $865 total
includes taxes & fees
Sep 21 - Sep 22
Stunning Sea View Georgian Retreat by Adliv

19. 2 Bed Folkestone Flat, Town, Rail, Channel Tunnel

2 Bed Folkestone Flat, Town, Rail, Channel Tunnel
2.0 star property
Folkestone
The price is CA $241
CA $290 total
includes taxes & fees
Sep 13 - Sep 14
2 Bed Folkestone Flat, Town, Rail, Channel Tunnel

20. Brew Cottage

Brew Cottage
2.0 star property
Canterbury
Brew Cottage
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 Upstreet Hotel Reviews

Find out more about Upstreet

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 Upstreet. 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 vacation rentals in Upstreet?

Yes, you can find vacation rentals near the most popular points of interest in Upstreet, or you can go with a more remote option if you want a relaxing place to stay. Visitors to Upstreet speak positively about the riverfront and bars in this destination. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation home rentals in Upstreet?

Dover Town Rooms: This vacation home rental outside of Upstreet offers a garden and free WiFi to help you feel comfortable in your new surroundings.

What’s there to see and do in Upstreet?

Explore the area and family-friendly sights such as Wingham Wildlife Park, or get out into nature at a spot like Stodmarsh National Nature Reserve. In the larger area, you’ll find Reculver Country Park and Howletts Wild Animal Park.

What’s a vacation rental in Upstreet like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Upstreet. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.