A stone house with a sloped roof, two skylights, and a green door.

Winson Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winson vacation rentals

Property grounds

1. 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
$114 nightly
The price is $114
Sep 20 - Sep 21
Total with taxes and fees
Recently converted self-contained apartment with garden in Cotswold village
Cabin | Hypo-allergenic bedding available, iron/ironing board, WiFi (free)

2. The Lakes By YOO

The Lakes By YOO
5.0 star property
Lechlade
8.6 out of 10, Excellent, (45 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
$208 nightly
The price is $249
Oct 12 - Oct 13
Total with taxes and fees
The Lakes By YOO
Exterior

3. 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.
$416 nightly
The price is $416
Sep 14 - Sep 15
Total with taxes and fees
Rosemary Cottage, cosy with a real fire just 5 minute walk from Arlington Row
1 bedroom, desk, iron/ironing board, travel crib

4. 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)
"Good location. The apartment was as shown in the photos and descriptions."
United States
Cheri L.
Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
Reception

5. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (244 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
$91 nightly
The price is $109
Oct 4 - Oct 5
Total with taxes and fees
Strozzi Palace Suites by Mansley
Apartment, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop

6. Walkers Court 3 Bedroom Apartment

Walkers Court 3 Bedroom Apartment
4.0 star property
Cirencester
6.0 out of 10, (1 review)
"Location was brilliant. Loved our beds! But could be cleaner and lacked obvious essentials..."
United Kingdom
Anonymous traveler
$369 nightly
The price is $426
Sep 14 - Sep 15
Total with taxes and fees
Walkers Court 3 Bedroom Apartment
Exterior

7. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (138 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
$95 nightly
The price is $114
Oct 1 - Oct 2
Total with taxes and fees
Crescent Place by Mansley
Studio, Ensuite (Stable) | Lounge

8. 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)
"Lovely little bolt hole next to a great pub. The bed was very comfy and the shower was amazing. The outside seating is overlooked by the main road and due to roadworks it was a bit too busy with standing traffic to sit outside. The pub next door was very good and we enjoyed an evening meal and breakfast the next day."
United Kingdom
Toni
$85 nightly
The price is $101
Sep 27 - Sep 28
Total with taxes and fees
The Coach House and The Stable
Luxury Apartment | Room amenity

9. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
$89 nightly
The price is $89
Sep 21 - Sep 22
Total with taxes and fees
Spa Court
Classic Double Room, Non Smoking | Laptop workspace, WiFi (free), bed sheets

10. 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
$134 nightly
The price is $161
Sep 20 - Sep 21
Total with taxes and fees
George Apartments
Front of property

11. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
$138 nightly
The price is $166
Sep 30 - Oct 1
Total with taxes and fees
Portland Apartments
Cottage | Outdoor dining

12. Mayfly Cottage

Mayfly Cottage
3.5 star property
Cirencester
10.0 out of 10, Exceptional, (3 reviews)
"A lovely cosy cottage set in a beautiful area. We were made to feel very welcome. "
Australia
Ashril
$589 nightly
The price is $706
Sep 19 - Sep 20
Total with taxes and fees
Mayfly Cottage
Exterior

13. 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
$89 nightly
The price is $107
Oct 4 - Oct 5
Total with taxes and fees
Old Fleece Apartments
Exterior detail

14. 1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxed and quiet location. Cottage well appointed."
United States
Nigel Coote
$699 nightly
The price is $699
Oct 5 - Oct 6
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham
Exterior

15. Grey's Court Cottages

Grey's Court Cottages
3.0 star property
Southrop
$504 nightly
The price is $605
Sep 20 - Sep 21
Total with taxes and fees
Grey's Court Cottages
Exterior

16. Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
3.0 star property
Chipping Norton
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay in Chipping Norton, the place was perfect size for our party of 3, great location, and ridiculously cute :) only wished we could have stayed longer."
Canada
Diane
$256 nightly
The price is $280
Sep 14 - Sep 15
Total with taxes and fees
Windsor Cottage-Bolthole in heart of CN
Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels, streaming services

17. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (18 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
$172 nightly
The price is $207
Sep 21 - Sep 22
Total with taxes and fees
The Judges Lodgings Boutique Hotel
Apartment, 3 Bedrooms (21A Montpellier Terrace.) | Desk, iron/ironing board

18. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
21 Montpellier Terrace
Living area

19. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
$700 nightly
The price is $808
Sep 16 - Sep 17
Total with taxes and fees
Beechwood Cottage Banham Cottages
Terrace/patio

20. Private, air-conditioned log cabin, with field views, own garden and shower room

Private, air-conditioned log cabin, with field views, own garden and shower room
Christian Malford
10.0 out of 10, Exceptional, (1 review)
"Lovely place for a quiet stay in the countryside. Amazing views of the sunset. The cabin was comfortable and clean with a lovely seperate bathroom."
United Kingdom
Jamie
$164 nightly
The price is $164
Sep 22 - Sep 23
Total with taxes and fees
Private, air-conditioned log cabin, with field views, own garden and shower room
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 Winson Hotel Reviews

Village Hotel Swindon

Village Hotel Swindon

10/10 Excellent
"Very comfortable bed"
Steve 1-night trip
Posted 11 hours ago
Village Hotel Swindon

Find out more about Winson

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

Winson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winson. 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 Winson 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 $101 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 Winson rentals

At Expedia, we put the best Winson 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 Winson 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 Winson 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 Winson. 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

Can I find a vacation rental in Winson?

Yes, there are vacation rentals close to the most popular sights in Winson, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Winson has to offer?

Beautiful Cotswolds farm house with period features and a beautiful garden.: This vacation home rental outside of Winson is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a pool table.

What’s there to see and do in Winson?

While exploring the area, visit family-friendly sights like The Model Village, 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 larger area.

What’s a vacation rental in Winson like?

A vacation rental is a private property where you can stay for a couple of days or more in Winson. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.