A traditional Tudor-style building with a 'Wesley House' sign, a wine bar, and a restaurant.

Winchcombe Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winchcombe vacation rentals

A cozy living room with two white sofas, a flat-screen TV on a wooden stand, and a large window with curtains.

1. Old Sorting Office

Old Sorting Office
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Great location in the heart of Winchcombe but tucked away and private. A well equipped cottage with washing machine and dishwasher, lovely big bed, comfortable lounge and a courtyard garden. There was a somw noise from the pub garden two doors down, particularly when they had a live band on, but it didnt go on too late. The bath was one of those with an accessible door on it so you can walk in and a hoist which made it a little strange , but shower was fine. Great stay. Will stay again."
United Kingdom
Sarah
$459 nightly
The price is $550
Sep 19 - Sep 20
Total with taxes and fees
Old Sorting Office
A fenced backyard with a table and chairs, a stone wall, and a building with a tiled roof.

2. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
$853 nightly
The price is $853
Sep 13 - Sep 14
Total with taxes and fees
Cosy Teapot Cottage in Winchcombe with Log Burner
A stone building with a sign for 'The Lion Inn' and a visible entrance.

3. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$635 nightly
The price is $763
Sep 18 - Sep 19
Total with taxes and fees
Thimble Cottage
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

4. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (52 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
$144 nightly
The price is $173
Sep 9 - Sep 10
Total with taxes and fees
George Apartments
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

5. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (135 reviews)
"Room had our stay in Cheltenham, would definitely recommend and stay again."
United Kingdom
Lisa
$96 nightly
The price is $115
Sep 13 - Sep 14
Total with taxes and fees
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

6. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (242 reviews)
"I had a lovely stay here with my mum. We had the siena suite and it was exceptionally clean and as per the photos. Was really nice to have the terrace and kitchenette aswell. We recieved a warm welcome from friendly staff who helped us up to the suite with our bags. Great central location and well priced too. Would definitely recommend!"
United Kingdom
Bridget
$93 nightly
The price is $111
Oct 4 - Oct 5
Total with taxes and fees
Strozzi Palace Suites by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

7. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
$128 nightly
The price is $154
Sep 28 - Sep 29
Total with taxes and fees
Portland Apartments
A single-story brick house with a sloped roof, a small patio with outdoor furniture, and a gravel driveway.

8. Beautiful Self Contained Annex in Toddington

Beautiful Self Contained Annex in Toddington
Cheltenham
10.0 out of 10, Exceptional, (4 reviews)
"Ideal spot for Cheltenham"
United States
Calum
$507 nightly
The price is $507
Sep 13 - Sep 14
Total with taxes and fees
Beautiful Self Contained Annex in Toddington
A wooden picnic table with a tray of green and white cups and a small potted plant.

9. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$450 nightly
The price is $541
Sep 18 - Sep 19
Total with taxes and fees
Swallow Studio
A stone building with a door, a window, and a small garden area with plants and a table.

10. Little Cottage in Moreton-in-Marsh

Little Cottage in Moreton-in-Marsh
2.0 star property
Moreton-in-Marsh
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage, nice, clean and cosy. Great for a couple staying few nights."
United Kingdom
julian
$540 nightly
The price is $624
Sep 6 - Sep 7
Total with taxes and fees
Little Cottage in Moreton-in-Marsh
A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

11. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.6 out of 10, Excellent, (65 reviews)
"Really enjoyed the stay. Lovely view & easy to find. Would highly recommend to others & I will definitely be back again."
United Kingdom
Andrew
$112 nightly
The price is $134
Sep 13 - Sep 14
Total with taxes and fees
The Vale Golf and Country Club
An open-plan living and dining area with a large sliding glass door to a backyard, a dining table set with plates and glasses, and a sofa with cushions.

12. Stunning 3 Bedroom Cotswold Retreat

Stunning 3 Bedroom Cotswold Retreat
2.0 star property
Broadway
$895 nightly
The price is $1,034
Sep 6 - Sep 7
Total with taxes and fees
Stunning 3 Bedroom Cotswold Retreat
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

13. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
$314 nightly
The price is $314
Sep 7 - Sep 8
Total with taxes and fees
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A wooden table with a vase of tulips, two glasses, and a loaf of bread.

14. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
$659 nightly
The price is $765
Sep 7 - Sep 8
Total with taxes and fees
The Cowshed Banham Cottages
A living room with a fireplace, a television, and a sofa.

15. Central Serviced Apartments

Central Serviced Apartments
3.0 star property
Cheltenham
6.4 out of 10, (29 reviews)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
United Kingdom
Petra
$197 nightly
The price is $237
Sep 6 - Sep 7
Total with taxes and fees
Central Serviced Apartments
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

16. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
$818 nightly
The price is $949
Oct 4 - Oct 5
Total with taxes and fees
Beechwood Cottage Banham Cottages
A dining area with a table set for four, chairs, and a vase of flowers.

17. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
$757 nightly
The price is $880
Sep 7 - Sep 8
Total with taxes and fees
The Stables Banham Cottages
A cozy living room with a stone fireplace, wicker baskets, a striped sofa, and a window with a view of greenery.

18. Broadway Scandi Chic Cottage

Broadway Scandi Chic Cottage
Broadway
9.8 out of 10, Exceptional, (7 reviews)
"The cottage is in an excellent location - very convenient for walking into the centre of Broadway, with a great choice of cafés, bakeries and bars along the way! It was very clean and well equipped. Check-in was very straightforward, and the instructions very clear. We benefitted from beautiful weather during our stay, so were able to use the outside tables and chairs for all our meals."
United Kingdom
Sheila
$441 nightly
The price is $441
Oct 1 - Oct 2
Total with taxes and fees
Broadway Scandi Chic Cottage
A rustic outdoor seating area with a wooden table and two glasses of wine, surrounded by greenery and a wooden trellis.

19. Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden

Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden
Chipping Campden
9.8 out of 10, Exceptional, (9 reviews)
"Great location!"
Canada
Sigal
$256 nightly
The price is $256
Sep 27 - Sep 28
Total with taxes and fees
Cosy Cowshed Retreat, Snug Hideaway Nestled in the Heart of Campden
A cozy room with a fireplace, wooden flooring, a table with chairs, and a bookshelf.

20. The Old Paper Shop

The Old Paper Shop
3.5 star property
Tewkesbury
10.0 out of 10, Exceptional, (2 reviews)
"Ours was a five night stay in The Old Paper Shop. Located on a busy road however night time noise was minimal. Once our car was parked we could walk everywhere for shopping, drinks at the pub and visiting the sites. Very comfortable bed and wonderful shower (great after a hard days walking). Kitchen was very well equipped. The key safe check in process was easy and efficient. Very much an old world charmer with lots of character, which was as I expected, cosy but perfect for two. Definitely...
Australia
Debra
$415 nightly
The price is $498
Sep 18 - Sep 19
Total with taxes and fees
The Old Paper Shop
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 Winchcombe Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

8/10 Good
"The rooms were large and comfortable, I liked the coffee machine. The l"
Alastair 1-night trip
Posted 15 hours ago
Queens Hotel Cheltenham

Find out more about Winchcombe

Everything you need to know about Winchcombe vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchcombe vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Winchcombe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchcombe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchcombe. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchcombe in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchcombe rentals

At Expedia, we put the best Winchcombe vacation 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 Winchcombe 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 Winchcombe vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchcombe. 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

Are there vacation rentals in Winchcombe?

Yes, we give you a choice of vacation rentals close to popular local attractions in Winchcombe, or you can select a more remote option if you want a relaxing place to stay. Winchcombe is known for its museums and restaurants.

What's the top vacation rental that Winchcombe has to offer?

Bears Court: You might like this vacation home rental near Winchcombe. It offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Winchcombe is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

How many vacation rentals are there in Winchcombe?

Expedia has 15 vacation rentals for your stay in Winchcombe.

What’s there to see and do in Winchcombe?

While exploring the area, visit family-friendly sights like Cotswold Farm Park, or get outside and enjoy nature at Pittville Park. In the larger area, you’ll find St Peter's Church Winchcombe and Winchcombe Folk and Police Museum.

What’s a vacation rental in Winchcombe like?

Vacation rentals are private properties you can book for a long or short time in Winchcombe. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.