Winchcombe Vacation Rentals from $100: Search Short-Term Rentals

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Our top choices for Winchcombe vacation rentals

1. 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

$453 nightly

Oct 10 - Oct 11

Total with taxes and fees

2. Charming Cotswold Cottage in Central Winchcombe

Winchcombe

Steph

$721 nightly

Sep 30 - Oct 1

Total with taxes and fees

3. Thimble Cottage

Cheltenham

$628 nightly

Sep 24 - Sep 25

Total with taxes and fees

Classic Double Room, Non Smoking | Laptop workspace, WiFi (free), bed sheets

4. George Apartments

Broadway

Leah

$133 nightly

Sep 20 - Sep 21

Total with taxes and fees

5. Crescent Place by Mansley

Cheltenham

Nina

$92 nightly

Sep 27 - Sep 28

Total with taxes and fees

6. Strozzi Palace Suites by Mansley

Cheltenham

Bridget

$98 nightly

Oct 18 - Oct 19

Total with taxes and fees

7. Spa Court

Cheltenham

Paul

$90 nightly

Sep 27 - Sep 28

Total with taxes and fees

8. Portland Apartments

Cheltenham

Helen

$129 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

Montpellier

Carol W.

$276 nightly

Sep 21 - Sep 22

Total with taxes and fees

10. The Vale Golf and Country Club

Pershore

Andrew

$110 nightly

Sep 20 - Sep 21

Total with taxes and fees

11. Swallow Studio

Cheltenham

$445 nightly

Sep 27 - Sep 28

Total with taxes and fees

Apartment | Laptop workspace, iron/ironing board, WiFi (free)

12. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Cheltenham

heiyu

$266 nightly

Oct 17 - Oct 18

Total with taxes and fees

13. Broadway Scandi Chic Cottage

Broadway

Brian S.

$407 nightly

Oct 1 - Oct 2

Total with taxes and fees

14. Mayville House Apartment

Cheltenham

Boya

$263 nightly

Sep 21 - Sep 22

Total with taxes and fees

Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

15. Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

Gloucester

Macey

$206 nightly

Oct 3 - Oct 4

Total with taxes and fees

16. Little Cottage in Moreton-in-Marsh

Moreton-in-Marsh

julian

$534 nightly

Sep 29 - Sep 30

Total with taxes and fees

17. The Cozy Apartment

Gloucester

Matt

$110 nightly

Sep 20 - Sep 21

Total with taxes and fees

18. The Cowshed Banham Cottages

Bourton-on-the-Water

Pratigya

$573 nightly

Sep 20 - Sep 21

Total with taxes and fees

19. Recently converted self-contained apartment with garden in Cotswold village

Poulton

Walter

$112 nightly

Sep 20 - Sep 21

Total with taxes and fees

20. The Haybarn Banham Cottages

Bourton-on-the-Water

Velia

$752 nightly

Oct 14 - Oct 15

Total with taxes and fees

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Top Winchcombe Hotel Reviews

Holiday Inn Gloucester-Cheltenham by IHG

10/10 Excellent

"Good sized well equipped room. Lovely comfortable big bed Excellent breakfast to start the day. Convenient location not far off motorway. Lots of spa facilities if required. Staff completed the picture."

De Vere Cotswold Water Park

8/10 Good

"A nice hotel located to the lake. Hundreds of rooms with spa and gym. Facilities to make a conference or meeting. Multiple dining areas. Staff friendly and helpful. The room is spacious with balcony. The toilet is also good in size, with towels. unfortunately no amnesties. Two bottles of water as complementary. We stayed two nights and no room service! The location of the hotel is super for different activities especially if you have a car."

The Grosvenor Hotel

8/10 Good

"This hotel was booked at the last minute and what a good gind it was. Parking on site. Friendly staff to welcome you at reception. Great breakfast. Easy walk into the town center. The room was clean and tidy, with sufficient tea and coffee. I have only given it 4 out of 5 rather than 5 for the following reasons. No bedside/reading lights, and also no ability to turn the main lights out from your bed. It may have been just our room, but there shower was rather lacking a bit of pressure. Despite all of this, if I was visiting Stratford-upon-Avon again I would consider booking this hotel again"

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 $100 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.

Room 1

Check prices for these dates

Our top choices for Winchcombe vacation rentals

1. Old Sorting Office

2. Charming Cotswold Cottage in Central Winchcombe

3. Thimble Cottage

4. George Apartments

5. Crescent Place by Mansley

6. Strozzi Palace Suites by Mansley

7. Spa Court

8. Portland Apartments

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

10. The Vale Golf and Country Club

11. Swallow Studio

12. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

13. Broadway Scandi Chic Cottage

14. Mayville House Apartment

15. Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

16. Little Cottage in Moreton-in-Marsh

17. The Cozy Apartment

18. The Cowshed Banham Cottages

19. Recently converted self-contained apartment with garden in Cotswold village

20. The Haybarn Banham Cottages

Find vacation rentals that suit your style

Top Winchcombe Hotel Reviews

Holiday Inn Gloucester-Cheltenham by IHG

Wild Thyme & Honey

De Vere Cotswold Water Park

Hotel Indigo Gloucester The Forum By IHG

Kings Head

Cotswolds Hotel & Spa

Cheltenham Chase Hotel & Spa

Queens Hotel Cheltenham

The Grosvenor Hotel

Find out more about Winchcombe

Frequently asked questions