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

Q: What are some of the best vacation home rentals in Winstone?

Spacious, Cosy Cotswolds Farmhouse with Annex : Visitors like this Winstone vacation home rental. It offers a fireplace, a hot tub, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Our top choices for Winstone vacation rentals

A building entrance with a sign for 'Crescent Place' and a staircase leading inside.

1. Crescent Place by Mansley

Cheltenham

Brianna

$91 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

2. Strozzi Palace Suites by Mansley

Cheltenham

Thomas

$87 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

3. The Coach House and The Stable

Stroud

Tania

$84 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a sloped ceiling, a bed with blue bedding, a window with curtains, and a decorative light fixture.

4. Old Fleece Apartments

Stroud

Charlotte

$81 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with a grey sectional sofa, a wooden chair, and a white storage unit.

5. The Nook

Stroud

Adam

$825 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

6. Portland Apartments

Cheltenham

Helen

$139 nightly

Oct 25 - Oct 26

Total with taxes and fees

A bedroom with a bed, bedside table, and a nightstand with a lamp.

7. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Gloucester

nambiappan

$196 nightly

Nov 7 - Nov 8

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.

8. 21 Montpellier Terrace

The Suffolks

Tarun

$249 nightly

Nov 11 - Nov 12

Total with taxes and fees

A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

9. The Judges Lodgings Boutique Hotel

Gloucester

Andrew

$163 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

10. Spa Court

Cheltenham

Paul

$92 nightly

Nov 2 - Nov 3

Total with taxes and fees

A balcony with a table and chairs, a view of the cityscape, and a door leading to an interior space.

11. Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking

Cheltenham

Nikki

$391 nightly

Oct 30 - Oct 31

Total with taxes and fees

A neatly made bed with a blue quilt, a tray with croissants, a bowl of fruit, and a glass of orange juice.

12. Elliot Oliver - Luxurious Two Bedroom Apartment in The Docks

Gloucester

Jonathan

$206 nightly

Nov 7 - Nov 8

Total with taxes and fees

A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

13. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Gloucester

Richard

$135 nightly

Oct 26 - Oct 27

Total with taxes and fees

A narrow alleyway with brick buildings, a covered walkway, and small planters along the path.

14. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Cheltenham

Christopher

$256 nightly

Oct 31 - Nov 1

Total with taxes and fees

A stone building with a wooden pergola and outdoor seating area.

15. Hammonds Farmhouse

Stroud

$2,674 nightly

Nov 4 - Nov 5

Total with taxes and fees

A modern bathroom with a glass-enclosed shower, a white sink, and a mirror.

16. Beautiful 2 Bedroom Apartment With Parking in The Docks

Gloucester

Yifang

$185 nightly

Oct 31 - Nov 1

Total with taxes and fees

A modern interior with a wooden deck overlooking a pool and water.

17. The Lakes By YOO

Lechlade

Gillian

$192 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

Cheltenham

heiyu

A hotel room with a bed, a sofa, a small table, a chair, a desk, a lamp, a picture on the wall, and a window with blinds.

19. The Cozy Apartment

Gloucester

Matt

$108 nightly

Nov 22 - Nov 23

Total with taxes and fees

20. Elliot Oliver- Charming 1 Bed Apartment

Gloucester

Terry

$174 nightly

Oct 31 - Nov 1

Total with taxes and fees

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Top Winstone Hotel Reviews

Hotel Indigo Gloucester The Forum By IHG

10/10 Excellent

"A clean, modern and stylish hotel located in central Gloucester next to the station and reasonably priced Q car park. The room was cosy and comfortable for myself, partner, baby and dog. I’d book again without hesitation."

Wild Thyme & Honey

10/10 Excellent

"Ive stayed in nicer rooms , ive ate in nicer bars but ultimately its the people that make a hotel. And the people at wilde thyme and honey are fantastic. A special shout out to Izy who couldn't do enough to help. The rooms are cosy and warm with thoughtful touches like pillow spray and a spot of sloe gin which was beautiful, the on site restaurant/ pub was lovely with a great drinks selection. The pantry is a useful addition for extra bits that you may need during your stay. One genuine gripe is that the car park is dangerously dark after dark. There is no lighting at all. All in all it was great. I would return for sure."

Kings Head

10/10 Excellent

"Kings Head was truly a wonderful experience! From the second I arrived the staff was so welcoming and friendly. Offering recommendations for things to do/see in the area. The room was so spacious and the bed was extremely comfortable. The complimentary cookies were such a sweet touch. The breakfast each morning was also delicious with attentive staff. I had dinner at the hotel as well one night and couldn’t recommend it enough. Truly wish I stayed longer to enjoy the hotel! Highly recommend!!!"

Find out more about Winstone

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

Winstone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winstone. 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 Winstone 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 Winstone rentals

At Expedia, we put the best Winstone 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 Winstone 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 Winstone 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 Winstone. 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 Winstone?

Yes, we offer vacation rentals near top attractions in Winstone, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Winstone?

Spacious, Cosy Cotswolds Farmhouse with Annex: Visitors like this Winstone vacation home rental. It offers a fireplace, a hot tub, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Winstone?

While exploring the area, visit family-friendly sights like Cotswold Farm Park, or get outside and enjoy nature at Minchinhampton Common. Cirencester Church and Chedworth Roman Villa are a couple of places you'll find in the larger area.

What are vacation rentals like in Winstone?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Winstone. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.

Room 1

Check prices for these dates

Our top choices for Winstone vacation rentals

1. Crescent Place by Mansley

2. Strozzi Palace Suites by Mansley

3. The Coach House and The Stable

4. Old Fleece Apartments

5. The Nook

6. Portland Apartments

7. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

8. 21 Montpellier Terrace

9. The Judges Lodgings Boutique Hotel

10. Spa Court

11. Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking

12. Elliot Oliver - Luxurious Two Bedroom Apartment in The Docks

13. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

14. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

15. Hammonds Farmhouse

16. Beautiful 2 Bedroom Apartment With Parking in The Docks

17. The Lakes By YOO

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

19. The Cozy Apartment

20. Elliot Oliver- Charming 1 Bed Apartment

Find vacation rentals that suit your style

Top Winstone Hotel Reviews

Hotel Indigo Gloucester The Forum By IHG

Queens Hotel Cheltenham

Wild Thyme & Honey

Stratton House Hotel & Spa

De Vere Cotswold Water Park

De Vere Tortworth Court

Leonardo Hotel Cheltenham

Kings Head

Holiday Inn Gloucester-Cheltenham by IHG

Find out more about Winstone

Frequently asked questions