Winchcombe Vacation Rentals from $92: Search Short-Term Rentals

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Our top choices for Winchcombe vacation rentals

A stone fireplace with a wood-burning stove, a stack of firewood to the left, and a television on a wooden stand to the right.

1. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Winchcombe

martyn s.

$238 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

2. Old Sorting Office

Cheltenham

"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."

Sarah

$497 nightly

Nov 11 - Nov 12

Total with taxes and fees

A dining area with two green chairs, a round table, and two framed bird paintings on the wall.

3. The Winchcombe Studio

Winchcombe

$357 nightly

Nov 23 - Nov 24

Total with taxes and fees

A cozy living room with a stone fireplace, a television, and comfortable seating.

4. Cosy Teapot Cottage in Winchcombe with Log Burner

Winchcombe

$596 nightly

Nov 11 - Nov 12

Total with taxes and fees

A historic stone building with a traditional design, featuring a prominent arched entrance and a small garden area.

5. Cosy Tarbh Cottage with Log Burner in Winchcombe

Winchcombe

$607 nightly

Nov 12 - Nov 13

Total with taxes and fees

A stone building with a sign for 'The Lion Inn' and a visible entrance.

6. Thimble Cottage

Cheltenham

$689 nightly

Nov 11 - Nov 12

Total with taxes and fees

A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

7. George Apartments

Broadway

Peter

$144 nightly

Nov 8 - Nov 9

Total with taxes and fees

A historic building with stone architecture, a cobblestone pathway, and a garden with various plants.

8. Beautiful Self Contained Annex in Toddington

Cheltenham

Calum

$419 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

9. Strozzi Palace Suites by Mansley

Cheltenham

Roy

$82 nightly

Nov 22 - Nov 23

Total with taxes and fees

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

10. Crescent Place by Mansley

Cheltenham

Simon

$77 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

11. Portland Apartments

Cheltenham

Helen

$144 nightly

Nov 8 - Nov 9

Total with taxes and fees

A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

12. 21 Montpellier Terrace

The Suffolks

Tarun

$250 nightly

Nov 11 - Nov 12

Total with taxes and fees

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.

13. Stunning 3 Bedroom Cotswold Retreat

Broadway

$988 nightly

Nov 16 - Nov 17

Total with taxes and fees

A brick house with a patio, a bench, and a table with chairs.

14. The Lodge at Bredon's Norton

Tewkesbury

$108 nightly

Dec 8 - Dec 9

Total with taxes and fees

A green door with a sign above it that reads 'The Townhouse.'

15. Cotswold Townhouse - Adults Only

Stow-on-the-Wold

$223 nightly

Nov 8 - Nov 9

Total with taxes and fees

A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

16. The Vale Golf and Country Club

Pershore

Margaret

$102 nightly

Dec 8 - Dec 9

Total with taxes and fees

A stone building with a wooden fence, a potted plant, and a black object on the ground.

17. Brand New 2-Bed, Dog-Friendly Apartment | Broadway High St | Sleeps 6

Worcestershire

Mary W.

$366 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Chipping Campden

Sigal

$289 nightly

Dec 2 - Dec 3

Total with taxes and fees

A conservatory with a dining table set for six, surrounded by stone walls and a garden view.

19. Chipping Campden Shabby Chic on Famous High Street

Chipping Campden

Rachael K.

$382 nightly

Nov 9 - Nov 10

Total with taxes and fees

A stone building with wicker furniture, a bottle of wine, and a cheese board.

20. Stow on the Wold Scandi Chic Authentic Cottage

Stow-on-the-Wold

Pete

$349 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Winchcombe Hotel Reviews

A traditional stone building with multiple chimneys, a well-maintained lawn, and outdoor seating areas.

Buckland Manor

Broadway

10/10 Excellent

From arrival everything was excellent. The manicured gardens, the personal reception by the General Manager, the common areas, our room ... Then came dinner ... and breakfast ... and tea ... everything superb. We are well travelled. We have been in several countries of South America, Central and North America, Europe, Asia and Africa, and in very good hotels. Buckland Manor is among the very best.

Fernando

A stone house with a wooden porch, a small garden with pebbles, and a white picket fence.

The Feathered Nest Country Inn

Chipping Norton

10/10 Excellent

Stephanie

A stone building with outdoor seating and umbrellas.

The Frogmill

Cheltenham

10/10 Excellent

Glen

A spacious indoor area with a high ceiling and skylights, featuring multiple dining tables and chairs, and a kitchen area in the background.

The Broadway Hotel

Broadway

10/10 Excellent

Savannah

A neatly made bed with a white duvet and a red blanket, a white pillow, and a small bedside table with a red object on it.

The Abbey

Cheltenham

10/10 Excellent

Cynthia

A rustic interior with stone walls, a fireplace, and wooden furniture.

The Howard Arms

Shipston on Stour

10/10 Excellent

Constance

An outdoor seating area with tables and chairs, string lights, and a brick building with windows.

The White Hart Royal Hotel, Moreton-in-Marsh

Moreton-in-Marsh

10/10 Excellent

Russell

A breakfast buffet with various food items and beverages, wooden tables, and a high ceiling with exposed beams.

Hotel Indigo Stratford Upon Avon by IHG

Stratford-upon-Avon City Centre

10/10 Excellent

jeanette

A bedroom with a large bed, multiple pillows, a wooden nightstand, a mirror, and a textured wall.

Beaumont House

Cheltenham

10/10 Excellent

Great location, beautiful property and garden. Our room was very small but we made it work. Next time we'd opt for larger room. The only disappointing thing was the breakfast, We stayed here on the recommendation of my sister who stayed here in Nov. They raved about the fabulous breakfast, apparently the menu changed since and it was disappointing in being buffet style and the exact same for all 5 days we stayed.sausage, beans scrambled eggs, bacon would have been nice or omelets or...

Anonymous traveler

The Colesbourne Inn

Cheltenham

10/10 Excellent

Anonymous traveler

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 $92 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?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This highly rated vacation home rental in Winchcombe is located in a rural location and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

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.

Winchcombe Vacation Rentals

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Check prices for these dates

Our top choices for Winchcombe vacation rentals

1. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

2. Old Sorting Office

3. The Winchcombe Studio

4. Cosy Teapot Cottage in Winchcombe with Log Burner

5. Cosy Tarbh Cottage with Log Burner in Winchcombe

6. Thimble Cottage

7. George Apartments

8. Beautiful Self Contained Annex in Toddington

9. Strozzi Palace Suites by Mansley

10. Crescent Place by Mansley

11. Portland Apartments

12. 21 Montpellier Terrace

13. Stunning 3 Bedroom Cotswold Retreat

14. The Lodge at Bredon's Norton

15. Cotswold Townhouse - Adults Only

16. The Vale Golf and Country Club

17. Brand New 2-Bed, Dog-Friendly Apartment | Broadway High St | Sleeps 6

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

19. Chipping Campden Shabby Chic on Famous High Street

20. Stow on the Wold Scandi Chic Authentic Cottage

Find vacation rentals that suit your style

Top Winchcombe Hotel Reviews

Buckland Manor

10/10 Excellent

Find out more about Winchcombe

Everything you need to know about Winchcombe vacation rentals

Winchcombe vacation rentals: An excellent choice for every season

How to find incredible deals on Winchcombe rentals

Frequently Asked Questions

Are there vacation rentals in Winchcombe?

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

How many vacation rentals are there in Winchcombe?

What’s there to see and do in Winchcombe?

What’s a vacation rental in Winchcombe like?