Winstone Holiday Rentals from AU$133: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winstone has to offer?

Spacious, Cosy Cotswolds Farmhouse with Annex : This holiday home rental outside of Winstone offers a fireplace, 1 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 that you can cook with friends or family.

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Our top choices for Winstone holiday rentals

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

1. Crescent Place by Mansley

Cheltenham

Nina

includes taxes & fees

8 Nov - 9 Nov

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

includes taxes & fees

16 Nov - 17 Nov

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

includes taxes & fees

8 Nov - 9 Nov

A large stone building with multiple windows and a prominent tower.

4. Old Fleece Apartments

Stroud

Charlotte

includes taxes & fees

1 Nov - 2 Nov

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

5. The Nook

Stroud

Adam

includes taxes & fees

30 Oct - 31 Oct

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

6. Portland Apartments

Cheltenham

Helen

includes taxes & fees

25 Oct - 26 Oct

A modern apartment with a living room, dining area, and kitchen. There is a flat-screen TV, a glass coffee table with a vase, and a red rug. The kitchen has grey cabinets and a built-in oven.

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

Gloucester

nambiappan

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

11 Nov - 12 Nov

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

includes taxes & fees

1 Nov - 2 Nov

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

10. Spa Court

Cheltenham

Paul

includes taxes & fees

25 Oct - 26 Oct

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

includes taxes & fees

30 Oct - 31 Oct

A modern living room with a dining area, featuring a sofa, chairs, a coffee table, and artwork on the walls.

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

Gloucester

Jonathan

includes taxes & fees

7 Nov - 8 Nov

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

includes taxes & fees

22 Oct - 23 Oct

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

includes taxes & fees

31 Oct - 1 Nov

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

15. Hammonds Farmhouse

Stroud

includes taxes & fees

3 Nov - 4 Nov

A round marble table with a fruit platter, a vase with flowers, and a modern kitchen in the background.

16. Beautiful 2 Bedroom Apartment With Parking in The Docks

Gloucester

Yifang

includes taxes & fees

31 Oct - 1 Nov

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

17. The Lakes By YOO

Lechlade

Gillian

includes taxes & fees

2 Nov - 3 Nov

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

includes taxes & fees

22 Oct - 23 Oct

20. Elliot Oliver- Charming 1 Bed Apartment

Gloucester

Terry

includes taxes & fees

31 Oct - 1 Nov

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Top Winstone Hotel Reviews

Queens Hotel Cheltenham

8/10 Good

"AC was not very good, fortunately it wasn’t too hot when we visited, but would imagine a heat wave would be tough. Hotel was nice, showing its age in places. Staff were helpful and friendly!"

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 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 Winstone holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Winstone holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Winstone holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winstone 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 Winstone holiday rentals we have selected for you start as low as AU$133 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winstone rentals

At Expedia, we put the best Winstone 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 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 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 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 holiday rentals in Winstone?

Yes, there are holiday rentals close to the most popular sights in Winstone, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious, Cosy Cotswolds Farmhouse with Annex: This holiday home rental outside of Winstone offers a fireplace, 1 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 that 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 wider area.

What are holiday rentals like in Winstone?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winstone. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for families.

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Check prices for these dates

Our top choices for Winstone holiday 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 holiday rentals that suit your style

Top Winstone Hotel Reviews

Queens Hotel Cheltenham

Hotel Indigo Gloucester The Forum By IHG

Wild Thyme & Honey

Stratton House Hotel & Spa

De Vere Cotswold Water Park

De Vere Tortworth Court

The Lygon Arms

Leonardo Hotel Cheltenham

Kings Head

Find out more about Winstone

Frequently asked questions

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