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Winstone Holiday Rentals

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Our top choices for Winstone holiday rentals

1. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (135 reviews)
"Room had our stay in Cheltenham, would definitely recommend and stay again."
United Kingdom
Lisa
The price is AU$169
includes taxes & fees
1 Oct - 2 Oct
Crescent Place by Mansley

2. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (242 reviews)
"I had a lovely stay here with my mum. We had the siena suite and it was exceptionally clean and as per the photos. Was really nice to have the terrace and kitchenette aswell. We recieved a warm welcome from friendly staff who helped us up to the suite with our bags. Great central location and well priced too. Would definitely recommend!"
United Kingdom
Bridget
The price is AU$154
includes taxes & fees
4 Oct - 5 Oct
Strozzi Palace Suites by Mansley

3. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (46 reviews)
"Great stay "
United Kingdom
Tania
The price is AU$141
includes taxes & fees
27 Sept - 28 Sept
The Coach House and The Stable

4. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (42 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
The price is AU$148
includes taxes & fees
6 Sept - 7 Sept
Old Fleece Apartments

5. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is AU$225
includes taxes & fees
6 Sept - 7 Sept
Portland Apartments

6. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (17 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is AU$268
includes taxes & fees
13 Sept - 14 Sept
The Judges Lodgings Boutique Hotel

7. The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The price is AU$186
includes taxes & fees
6 Sept - 7 Sept
The Cozy Apartment

8. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is AU$751
includes taxes & fees
8 Sept - 9 Sept
Swallow Studio

9. Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks

Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks
3.5 star property
Gloucester
9.6 out of 10, Exceptional, (28 reviews)
"The location is excellent only a short walk to some brilliant restaurants and the city centre "
United Kingdom
Geoffrey
The price is AU$337
includes taxes & fees
5 Sept - 6 Sept
Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks

10. Prime Location I Comfortable Spacious

Prime Location I Comfortable Spacious
Cirencester
The price is AU$462
includes taxes & fees
6 Sept - 7 Sept
Prime Location I Comfortable Spacious

11. The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.6 out of 10, Excellent, (44 reviews)
"Great stay. Thank you to Joy for her help and making such a great overnight stay for my fiancés 30th bday. Photos did not do the property justice it was so spacious including the ground floor balcony. We will be coming back and can’t wait. The food was great and so was the breakfast & pancakes!! The suites need more photos of the outside and the whole property could do with more signage it’s easy to get lost there are some signs but they’re not clear so we got lost a few times. If you’re...
United Kingdom
Josh
The price is AU$369
includes taxes & fees
5 Oct - 6 Oct
The Lakes By YOO

12. Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
Cirencester
9.8 out of 10, Exceptional, (7 reviews)
"Comfortable and lovely place to stay. Close to walk to dinner or enjoy the town. The washing machine was full of wet clothes so we didn’t get to use that. We found parking and as these small towns go, it was close to the apartment. Very quiet and clean good communication with owner. "
United States
Jan
Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

13. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (52 reviews)
"Absolutely loved staying here. Air Conditioning was truly a luxury in the heat wave! Amazing location too."
United States
Leah
The price is AU$243
includes taxes & fees
6 Sept - 7 Sept
George Apartments

14. 1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (23 reviews)
"Very relaxed and quiet location. Cottage well appointed."
United States
Nigel Coote
The price is AU$971
includes taxes & fees
5 Oct - 6 Oct
1 bedroom accommodation in Chedworth, near Cheltenham

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

Recently converted self-contained apartment with garden in Cotswold village
Poulton
9.0 out of 10, Wonderful, (48 reviews)
"The location was convenient as a base for exploring Cotswolds. The guesthouse was small for a family of three, but it had everything we needed. We would definitely consider booking this property if we visit this area again."
United States
Walter
The price is AU$161
includes taxes & fees
20 Sept - 21 Sept
Recently converted self-contained apartment with garden in Cotswold village

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

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (22 reviews)
"Well equipped and comfortable apartment right in the centre of Gloucester. Easy walk to shops and restaurants and to Docks for outlet shopping."
United Kingdom
Andrew
The price is AU$226
includes taxes & fees
11 Sept - 12 Sept
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

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

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is AU$433
includes taxes & fees
7 Sept - 8 Sept
Beautiful & spacious Regency apt in centre Cheltenham, free parking

18. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is AU$709
includes taxes & fees
5 Oct - 6 Oct
Wellinghill Lodge

19. Nelson Serviced Apartments

Nelson Serviced Apartments
3.5 star property
Gloucester
6.6 out of 10, (34 reviews)
"Great apartment at Friary but our room was on 3rd floor with no elevator which could be a struggle for some. "
United States
Tim
The price is AU$186
includes taxes & fees
27 Sept - 28 Sept
Nelson Serviced Apartments

20. Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row

Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
Bibury
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic location. Beautiful countryside and centrally located among famous Cotswold sites. The host was very responsive and beds and sofas were comfortable. Would definitely recommend."
United States
Barrett S.
The price is AU$506
includes taxes & fees
6 Sept - 7 Sept
Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winstone Hotel Reviews

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$141 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?

Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub : This holiday home rental outside of Winstone offers a fireplace, a patio and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Pittville Park. 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.