Photo by Nigel Chadwick

Holiday Rentals in Upstreet

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Our top choices for Upstreet holiday rentals

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 €204
includes taxes & fees
21 Jan - 22 Jan
Modern 3-bed Hideaway Near Westgate With Parking

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 €138
includes taxes & fees
27 Jan - 28 Jan
Calm Private Annex Ideal to Work, Rest & Explore

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 €138
includes taxes & fees
12 Jan - 13 Jan
Coastal Escape

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 €470
includes taxes & fees
21 Jan - 22 Jan
Poppy Cottage

Fishermen's Cottage

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

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 €405
includes taxes & fees
12 Jan - 13 Jan
Winterstoke View, Family and dog Friendly Beach Retreat

6 Bedroom City Centre Townhouse

6 Bedroom City Centre Townhouse
3.0 star property
Canterbury
6 Bedroom City Centre Townhouse

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

Aspendos Hotel

Aspendos Hotel
2.0 star property
Sturry
The price is €103
includes taxes & fees
12 Jan - 13 Jan
Aspendos Hotel

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 €132
includes taxes & fees
13 Jan - 14 Jan
Apt - Sleeps 4/5 - Garden - Parking

Ramsgate boutique

Ramsgate boutique
2.0 star property
Ramsgate
Ramsgate boutique

Willow House Sleeps 4 Family Travel Seaside Stay

Willow House Sleeps 4 Family Travel Seaside Stay
2.0 star property
Folkestone
The price is €209
includes taxes & fees
12 Jan - 13 Jan
Willow House Sleeps 4 Family Travel Seaside Stay

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 €150
includes taxes & fees
15 Jan - 16 Jan
Cedar House at The Old Fire Station

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 €340
includes taxes & fees
25 Jan - 26 Jan
Rose Cottage

Luxury Ramsgate Harbour View By Adliv

Luxury Ramsgate Harbour View By Adliv
2.0 star property
Ramsgate
The price is €271
includes taxes & fees
12 Jan - 13 Jan
Luxury Ramsgate Harbour View By Adliv

Second Nest Ramsgate

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

The Broadstairs townhouse

The Broadstairs townhouse
2.0 star property
Broadstairs
The price is €490
includes taxes & fees
1 Feb - 2 Feb
The Broadstairs townhouse

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 €140
includes taxes & fees
12 Jan - 13 Jan
Old Town House by Ezestays

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 €146
includes taxes & fees
13 Jan - 14 Jan
Countryside Annex- Sleeps 2, Free Parking & Garden

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 €312
includes taxes & fees
19 Jan - 20 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

Find out more about Upstreet

Everything you need to know about Upstreet holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upstreet holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Upstreet holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upstreet holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upstreet. 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 Upstreet holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upstreet holiday rentals we have selected for you start as low as €69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upstreet rentals

At Expedia, we put the best Upstreet holiday 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 Upstreet 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 Upstreet holiday.

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

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.