Upstreet Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Upstreet holiday rentals

Interior

Modern 3-bed Hideaway Near Westgate With Parking

Modern 3-bed Hideaway Near Westgate With Parking
2.0 star property
Canterbury
10.0 out of 10, Exceptional, (2 reviews)
"Super location just minutes walk from the centre. very clean and just what a family need."
United Kingdom
Nigel
The price is S$294
includes taxes & fees
19 Jan - 20 Jan
Modern 3-bed Hideaway Near Westgate With Parking
Garden

Calm Private Annex Ideal to Work, Rest & Explore

Calm Private Annex Ideal to Work, Rest & Explore
2.0 star property
Ashford
10.0 out of 10, Exceptional, (1 review)
"One night stay to visit local family. Very welcoming, met on arrival. Coldest night of the year so far and it was warm, cosy & comfortable. Owners live next door, attached house, easy parking, easy to find. Will possibly be return during 2026, central location for all our needs."
United Kingdom
Steve
The price is S$208
includes taxes & fees
9 Feb - 10 Feb
Calm Private Annex Ideal to Work, Rest & Explore
2 bedrooms

Coastal Escape

Coastal Escape
3.0 star property
Deal
9.0 out of 10, Wonderful, (4 reviews)
"Comfortable and clean house which was perfect for a business trip during lockdown. House was well equipped and very cosy minutes walk from the beach. "
United Kingdom
spencer
The price is S$208
includes taxes & fees
22 Jan - 23 Jan
Coastal Escape
2 bedrooms, individually decorated, individually furnished, free WiFi

Poppy Cottage

Poppy Cottage
3.5 star property
Deal
10.0 out of 10, Exceptional, (1 review)
"Very helpful owners with parking "
United Kingdom
Kevin
The price is S$706
includes taxes & fees
23 Jan - 24 Jan
Poppy Cottage
View from room

Fishermen's Cottage

Fishermen's Cottage
4.0 star property
Deal
Fishermen's Cottage
Lounge

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 S$609
includes taxes & fees
15 Jan - 16 Jan
Winterstoke View, Family and dog Friendly Beach Retreat
6 bedrooms, iron/ironing board, travel cot, free WiFi

6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse
3.0 star property
Canterbury
6 Bedroom City Centre Townhouse
Beach/ocean view

The Clarendon Hotel

The Clarendon Hotel
4.0 star property
Deal
8.8 out of 10, Excellent, (101 reviews)
"Great location, lovely room with a good view of the sea, would stay again"
United Kingdom
Henry
The Clarendon Hotel
Room

Aspendos Hotel

Aspendos Hotel
2.0 star property
Sturry
The price is S$154
includes taxes & fees
15 Jan - 16 Jan
Aspendos Hotel
30-inch TV with digital channels

Apt - Sleeps 4/5 - Garden - Parking

Apt - Sleeps 4/5 - Garden - Parking
3.0 star property
Margate
9.0 out of 10, Wonderful, (6 reviews)
"It was a clean place not so close to the beach walking though."
United Kingdom
Elizabeth
The price is S$198
includes taxes & fees
18 Jan - 19 Jan
Apt - Sleeps 4/5 - Garden - Parking
2 bedrooms, iron/ironing board, free WiFi

Ramsgate boutique

Ramsgate boutique
2.0 star property
Ramsgate
The price is S$450
includes taxes & fees
17 Jan - 18 Jan
Ramsgate boutique
Laundry

Willow House Sleeps 4 Family Travel Seaside Stay

Willow House Sleeps 4 Family Travel Seaside Stay
2.0 star property
Folkestone
The price is S$313
includes taxes & fees
27 Jan - 28 Jan
Willow House Sleeps 4 Family Travel Seaside Stay
Exterior

Cedar House at The Old Fire Station

Cedar House at The Old Fire Station
4.0 star property
Canterbury
9.6 out of 10, Exceptional, (7 reviews)
"Great location and high quality premises - very clean and well equipped."
United Kingdom
Anonymous traveller
The price is S$216
includes taxes & fees
19 Jan - 20 Jan
Cedar House at The Old Fire Station
Balcony

Rose Cottage

Rose Cottage
3.5 star property
Deal
10.0 out of 10, Exceptional, (2 reviews)
"Rose Cottage is in an excellent location and truly felt like a ‘home from home’. It was immaculately clean throughout and the owner had clearly thought of everything. The welcome pack was the best I have ever received - and I go away on mini breaks a lot! My only regret is not having longer there to make the most out of all the facilities and little extras provided as we were there for The Open so were out most of the time. Nevertheless, it was a wonderful place to stay and I would highly...
United Kingdom
Anonymous traveller
The price is S$510
includes taxes & fees
18 Jan - 19 Jan
Rose Cottage
2 bedrooms

Luxury Ramsgate Harbour View By Adliv

Luxury Ramsgate Harbour View By Adliv
2.0 star property
Ramsgate
The price is S$393
includes taxes & fees
18 Jan - 19 Jan
Luxury Ramsgate Harbour View By Adliv
Free WiFi, bed sheets

Second Nest Ramsgate

Second Nest Ramsgate
3.5 star property
Ramsgate
8.0 out of 10, Very good, (1 review)
Second Nest Ramsgate
Electric kettle, toaster

The Broadstairs townhouse

The Broadstairs townhouse
2.0 star property
Broadstairs
The price is S$735
includes taxes & fees
5 Feb - 6 Feb
The Broadstairs townhouse
Front of property

Old Town House by Ezestays

Old Town House by Ezestays
2.5 star property
Margate Old Town
9.8 out of 10, Exceptional, (36 reviews)
"Great location and lovely hotel "
United States
Claire Langley
The price is S$210
includes taxes & fees
15 Jan - 16 Jan
Old Town House by Ezestays
Property grounds

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 S$201
includes taxes & fees
21 Jan - 22 Jan
Countryside Annex- Sleeps 2, Free Parking & Garden
Beach

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 S$469
includes taxes & fees
18 Jan - 19 Jan
A Stylish Apartment on the Outskirts of Sandwich in Kent
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

Hampton by Hilton Canterbury

Hampton by Hilton Canterbury

10/10 Excellent
"Very clean, staff was amazing. Dining area was great"
Tanya 5-night trip
Posted 2 days ago
Hampton by Hilton Canterbury

Frequently asked questions

Can I find holiday rentals in Upstreet?

Yes, there are holiday rentals close to the most popular sights in Upstreet, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Upstreet has to offer?

Dover Town Rooms: This holiday 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 wider area, you’ll find Howletts Wild Animal Park and The Kings Hall.

What’s a holiday rental in Upstreet like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upstreet. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.