Winson Holiday Rentals

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Holiday Rentals in Winson

Crescent Place
In-room safe, individually decorated, individually furnished, desk

Crescent Place

3.0 star property
9.2 out of 10, Wonderful, (46)
"The property was lovely and clean, very well located and great amenities. Only one small issue was the noise from outside due to single glazing but earplugs were provided which was very thoughtful. "
The price is AU$251
includes taxes & fees
24 Nov - 25 Nov
Crescent Place
Strozzi Palace Suites by Mansley
Reception

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (165)
"Perfect for our needs . Looking forward to returning again next year . "
The price is AU$150
includes taxes & fees
1 Dec - 2 Dec
Strozzi Palace Suites by Mansley
Cotswold Aparthotel
Superior Double or Twin Room, Kitchen

Cotswold Aparthotel

3.0 star property
9.6 out of 10, Exceptional, (159)
"Great facilities, location and price for my work trips. Very clean. No complaints! "
Cotswold Aparthotel
The Lakes By YOO
Cabin

The Lakes By YOO

4.5 star property
9.0 out of 10, Wonderful, (13)
"A lovely 2 day break at the lakes, so peaceful and relaxing. Spa is great too and we pretty much had it to ourselves most of the time. Food in the tipi was also great, would have liked to have seen some more sweet breakfast and healthy options though. It would also be great if there was an on-site shop to buy any groceries/essentials to save having to drive elsewhere."
The price is AU$483
includes taxes & fees
24 Nov - 25 Nov
The Lakes By YOO
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (117)
"This has to be the best place to stay in Cheltenham. It is clean, comfortable, roomy and stunning. It is the little touches that make this accommodation stand out over all the other places I have stayed. "
The price is AU$242
includes taxes & fees
1 Dec - 2 Dec
Portland Apartments
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Fridge, microwave, oven, stovetop

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

10.0 out of 10, Exceptional, (37)
"A girlfriend and I wanted a few days R and R. This stunning property and location fitted the bill. The beds were so comfortable! Felt cocooned for a few days. Just what we needed. Would recommend the property to anyone wanted to get away from it all. Only downside was the check in process as it was dark by 4pm. We struggled to find the property despite good directions and then found we could not see very well to open the key box. "
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Spa Court
Desk, blackout curtains, iron/ironing board, free WiFi

Spa Court

3.0 star property
7.8 out of 10, Good, (30)
"Accommodation is located centrally and has everything you need for a comfortable stay. Beds were clean and comfortable. Kitchen is a lovely space to come together with family. Add £13 per day for parking as the place has not its own parking. The place is clean but I gave it a 3 for cleaning because there were empty food boxes behind the desk in the main bedroom. Towels were clean but old . Communication was great and we will definitely go back again but will ask them to pay a little more...
Spa Court
The Little House on Gumstool Hill
Interior

The Little House on Gumstool Hill

9.0 out of 10, Wonderful, (18)
"My husband and I enjoyed an overnight stay at this small but comfortable cottage with our dog. It was ideally situated, a short walk into Tetbury and very close to countryside walks. We had everything we needed and would recommend."
The price is AU$217
includes taxes & fees
8 Dec - 9 Dec
The Little House on Gumstool Hill
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

10.0 out of 10, Exceptional, (115)
"Thoughtfully appointed historical period home. Amazing fireplace which was all set for easy use. Home it situated within steps of an abundance of dining and shopping choices. Best of all there is a dedicated parking spot."
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
Beautiful Cotswolds farm house with period features and a beautiful garden.
Exterior

Beautiful Cotswolds farm house with period features and a beautiful garden.

9.8 out of 10, Exceptional, (70)
"This was the perfect venue for a family gathering to celebrate a special birthday! The house was comfortable and well equipped, and we enjoyed the locality while we were there. Highly recommended!"
Beautiful Cotswolds farm house with period features and a beautiful garden.
Fire Service College
Miscellaneous

Fire Service College

8.6 out of 10, Excellent, (78)
"There is no bus service and it was extremely difficult to get a taxi and it is a long walk back to town with luggage."
The price is AU$173
includes taxes & fees
7 Dec - 8 Dec
Fire Service College
4 Star Cotswold Stone Cottage
Exterior detail

4 Star Cotswold Stone Cottage

9.8 out of 10, Exceptional, (81)
"This is our second visit and it's a lovely, comfortable little cottage with local parking for just £1 per day and an easy walk into town. Perfect for a few relaxing days away with my cousins. "
The price is AU$227
includes taxes & fees
25 Nov - 26 Nov
4 Star Cotswold Stone Cottage
The Coach House and The Stable
Apartment, Ensuite (Coach House)

The Coach House and The Stable

3.5 star property
9.2 out of 10, Wonderful, (29)
"Ok as a stopover for one night but wouldn’t like to stay for longer. "
The price is AU$97
includes taxes & fees
24 Nov - 25 Nov
The Coach House and The Stable
Nelson Serviced Apartments
45-inch flat-screen TV with digital channels, TV

Nelson Serviced Apartments

3.5 star property
6.6 out of 10, (34)
"Great apartment at Friary but our room was on 3rd floor with no elevator which could be a struggle for some. "
The price is AU$172
includes taxes & fees
8 Dec - 9 Dec
Nelson Serviced Apartments
Lovely Cotswold Barn with triple height sitting room and large private garden.
Interior

Lovely Cotswold Barn with triple height sitting room and large private garden.

7.6 out of 10, Good, (7)
"This house is beautiful and sparse. We were a group of 8 adults and the house did not feel crowded at all. Unfortunately, the BBQ shown in the garden images does not work, however this was not necessarily mentioned as an amenity in the listing. The only place this house loses points is in its cleanliness - this really was not up to standard, as mentioned in previous reviews. Shower drains were full of hair from previous visitors; multiple bedrooms had either old food, empty wine or water...
Lovely Cotswold Barn with triple height sitting room and large private garden.
Cotswold water park, Hoburne cotswolds luxury lodge.
Exterior

Cotswold water park, Hoburne cotswolds luxury lodge.

10.0 out of 10, Exceptional, (39)
"We had a great time at the lodge, it was spacious, well presented and in a nice wuiet location. All amenities were as listed and we didn't find anything wanting. The children found lots to do at the hoburne site and we could relax in the peaceful surroundings. Overall, a wonderful base ro explore the area. "
Cotswold water park, Hoburne cotswolds luxury lodge.
Lovely quirky cotswold cottage (Old Telephone Exchange)
Fridge, microwave, oven, stovetop

Lovely quirky cotswold cottage (Old Telephone Exchange)

10.0 out of 10, Exceptional, (39)
"The location of the property was perfect to visit other areas of the Cotswolds. The property was quiet and had everything you needed to make it feel like home. The beds were so comfortable and have never slept so well. It was peaceful and relaxing and was lovely to hear the church bells even through the night. The location was ideal to explore and walk around the village and countryside. Would stay here again and highly recommend."
Lovely quirky cotswold cottage (Old Telephone Exchange)
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Dining

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

9.8 out of 10, Exceptional, (26)
"We stayed for a week during the Literary Festival. The flat is on the first floor and has an open plan kitchen/lounge/diner plus a bedroom and a separate bathroom. It is a reasonable size for two people and well equipped. There was one small error in the VRBO listing which shows a tumble dryer picture whereas the flat offers a clothes stand dryer instead. Not a big issue but one to bear in mind. Otherwise we had a great time. The flat is convenient for the High Street end of the town and...
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Exterior

Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded

10.0 out of 10, Exceptional, (157)
"Excellent location in charming village. Walk to bakery, shops and pubs. "
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Cotswold Detached Hillside Cottage packed with Quirky Character
Exterior

Cotswold Detached Hillside Cottage packed with Quirky Character

9.2 out of 10, Wonderful, (28)
"This cottage was beautifully appointed and great for ease of access to Cheltenham. Note that it is on a main road, so there is some traffic noise. The bedrooms were not made for tall people due to the ceiling angle, but I didn’t have any issues at 5’2 :)."
Cotswold Detached Hillside Cottage packed with Quirky Character
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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Other types of properties in Winson you may be interested in

De Vere Cotswold Water Park
Exterior

De Vere Cotswold Water Park

4.0 star property
8.4 out of 10, Very good, (1003)
"November 2024: Stayed 1 night in deluxe double room. Lovely room, good size, quiet, nice shower. Downside: car park is far away. Booked restaurant but had to walk outside to get there in minus one degrees. Inconvenient "
The price is AU$155
includes taxes & fees
16 Dec - 17 Dec
De Vere Cotswold Water Park
Leonardo Hotel Cheltenham
Steam room

Leonardo Hotel Cheltenham

4.0 star property
8.4 out of 10, Very good, (963)
"Enjoyable break. Lovely room, leisure centre was superb. Highly recommend "
The price is AU$133
includes taxes & fees
8 Dec - 9 Dec
Leonardo Hotel Cheltenham
Delta Hotels by Marriott Cheltenham Chase
Indoor pool

Delta Hotels by Marriott Cheltenham Chase

4.0 star property
8.2 out of 10, Very good, (1042)
"Was good"
The price is AU$151
includes taxes & fees
1 Dec - 2 Dec
Delta Hotels by Marriott Cheltenham Chase
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find a holiday rental in Winson?

Yes, there are holiday rentals close to the most popular sights in Winson, 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 Winson has to offer?

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water: This holiday home rental outside of Winson offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Winson?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Winson stay.

What’s there to see and do in Winson?

While exploring the area, visit family-friendly sights like Cotswold Wildlife Park, or get outside and enjoy nature at Cotswold Country Park and Beach. Arlington Row and Chedworth Roman Villa are a couple of places you'll find in the wider area.

What’s a holiday rental in Winson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winson. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.