Holiday Rentals Winchcombe from £75: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Winchcombe holiday 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.

includes taxes & fees

20 Oct - 21 Oct

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

includes taxes & fees

3 Nov - 4 Nov

A stone building with a hot tub and lounge chairs on a wooden deck.

3. Luxury Boutique Cotswold Cottage with Hot Tub!

Winchcombe

"Absolutely PERFECT home in the magical Cotswalds! Easy check-in—including parking!—made our afternoon a breeze. Beds for everyone, and such comfortable beds they were! The back yard was an oasis we enjoyed for hours, sipping wine, enjoying the hot tub, smelling the flowers from the gorgeous garden, and watching to incredible stars. We walked to dinner but could easily have cooked for ourselves in the well-stocked kitchen. Clear instructions on the particulars of the house made it easy for us...

Heather H.

includes taxes & fees

11 Oct - 12 Oct

A wooden pergola with a hanging chair, stone walls, and a fenced garden area.

4. Cosy Teapot Cottage in Winchcombe with Log Burner

Winchcombe

includes taxes & fees

19 Oct - 20 Oct

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

5. Thimble Cottage

Cheltenham

includes taxes & fees

27 Oct - 28 Oct

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

6. George Apartments

Broadway

Elisa

includes taxes & fees

11 Oct - 12 Oct

A beige building with a black door, a small set of steps, and two potted plants.

7. Portland Apartments

Cheltenham

Helen

includes taxes & fees

25 Oct - 26 Oct

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

8. Crescent Place by Mansley

Cheltenham

Nina

includes taxes & fees

1 Nov - 2 Nov

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

Thomas

includes taxes & fees

26 Oct - 27 Oct

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

10. 21 Montpellier Terrace

The Suffolks

Tarun

includes taxes & fees

18 Oct - 19 Oct

A dining table with a bowl and two wine glasses, a fork, and a spoon.

11. Spa Court

Cheltenham

Paul

includes taxes & fees

19 Oct - 20 Oct

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

12. The Vale Golf and Country Club

Pershore

Margaret

includes taxes & fees

13 Oct - 14 Oct

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

Montpellier

Carol W.

includes taxes & fees

11 Oct - 12 Oct

A wooden picnic table with a tray of green and white cups and a small potted plant.

14. Swallow Studio

Cheltenham

includes taxes & fees

16 Oct - 17 Oct

A stone building with a white door and a small porch area with a bench and chairs.

15. Jasmine Cottage-2BD in Heart of Bourton

Cheltenham

Ryan

includes taxes & fees

27 Oct - 28 Oct

A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

16. Mayville House Apartment

Cheltenham

Boya

includes taxes & fees

11 Oct - 12 Oct

A stone building with a door, a window, and a small garden area with plants and a table.

17. Little Cottage in Moreton-in-Marsh

Moreton-in-Marsh

julian

includes taxes & fees

2 Nov - 3 Nov

A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

18. The Coach House and The Stable

Stroud

Tania

includes taxes & fees

8 Nov - 9 Nov

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.

19. Stunning 3 Bedroom Cotswold Retreat

Broadway

includes taxes & fees

23 Oct - 24 Oct

A modern kitchen with white cabinetry, a marble countertop, and a central island with white orchids.

20. Cotswold Chic Retreats "Cloud Nine" Chipping Campden

Chipping Campden

Stephanie C.

includes taxes & fees

25 Oct - 26 Oct

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Top Winchcombe Hotel Reviews

The Swans Nest Hotel

10/10 Excellent

"The hotel was situated by the river in Stratford and walking distance to the town centre. There was ample parking although a fee applied. The room was a good size and had H2K toiletries which are gorgeous. Breakfast was ample. Staff were very friendly. Would definitely stay here again."

Hotel Indigo Gloucester The Forum By IHG

10/10 Excellent

"Girlie weekend that didn’t disappoint! The hotel was amazing!! The staff were all so friendly helpful and professional! The rooms so lovely and clean and the beds were so comfortable! Decoration throughout the hotel was very tasteful and modern. Food in the restaurant was delicious and the rooftop bar had a great atmosphere and insane views!! Highly recommend and will certainly be looking to stay in another IHG Hotel."

Find out more about Winchcombe

Everything you need to know about Winchcombe 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 Winchcombe 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 Winchcombe holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winchcombe holiday 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 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 Winchcombe 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 Winchcombe holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winchcombe rentals

At Expedia, we put the best Winchcombe 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 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 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 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.

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Frequently asked questions

Are there holiday rentals in Winchcombe?

Yes, there are holiday rentals close to the most popular sights in Winchcombe, or you can select a more secluded option if you're looking for a relaxing stay. Winchcombe is known for its museums and restaurants.

What are some of the best holiday rentals that Winchcombe has to offer?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This highly rated holiday home rental in Winchcombe is located in a rural location, and has a fireplace, a furnished patio and a BBQ 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 that you can immerse yourself in your holiday.

How many holiday rentals are there in Winchcombe?

Expedia has 15 holiday 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 wider area, you’ll find St Peter's Church Winchcombe and Winchcombe Folk and Police Museum.

What’s a holiday rental in Winchcombe like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchcombe. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Winchcombe holiday rentals

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

2. Old Sorting Office

3. Luxury Boutique Cotswold Cottage with Hot Tub!

4. Cosy Teapot Cottage in Winchcombe with Log Burner

5. Thimble Cottage

6. George Apartments

7. Portland Apartments

8. Crescent Place by Mansley

9. Strozzi Palace Suites by Mansley

10. 21 Montpellier Terrace

11. Spa Court

12. The Vale Golf and Country Club

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

14. Swallow Studio

15. Jasmine Cottage-2BD in Heart of Bourton

16. Mayville House Apartment

17. Little Cottage in Moreton-in-Marsh

18. The Coach House and The Stable

19. Stunning 3 Bedroom Cotswold Retreat

20. Cotswold Chic Retreats "Cloud Nine" Chipping Campden

Find holiday rentals that suit your style

Top Winchcombe Hotel Reviews

The Swans Nest Hotel

Find out more about Winchcombe

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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