Winson Vacation Rentals from $90: Search Short-Term Rentals

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Our top choices for Winson vacation rentals

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

Poulton

Walter

$113 nightly

Aug 23 - Aug 24

Total with taxes and fees

Cabin | Hypo-allergenic bedding available, iron/ironing board, WiFi (free)

2. The Lakes By YOO

Lechlade

"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...

Josh

$267 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Bibury

Barrett S.

$486 nightly

Aug 16 - Aug 17

Total with taxes and fees

4. Strozzi Palace Suites by Mansley

Cheltenham

Thomas

$75 nightly

Aug 26 - Aug 27

Total with taxes and fees

5. Crescent Place by Mansley

Cheltenham

Donald

$93 nightly

Aug 10 - Aug 11

Total with taxes and fees

6. The Coach House and The Stable

Stroud

Tania

$84 nightly

Aug 23 - Aug 24

Total with taxes and fees

7. Old Fleece Apartments

Stroud

Alan

$82 nightly

Aug 23 - Aug 24

Total with taxes and fees

Classic Double Room, Non Smoking | Laptop workspace, WiFi (free), bed sheets

8. George Apartments

Broadway

CAROL

$116 nightly

Aug 9 - Aug 10

Total with taxes and fees

9. Mayfly Cottage

Cirencester

Ashril

$585 nightly

Sep 2 - Sep 3

Total with taxes and fees

10. Portland Apartments

Cheltenham

Joanne

$138 nightly

Aug 31 - Sep 1

Total with taxes and fees

11. 1 bedroom accommodation in Chedworth, near Cheltenham

Chedworth, near Cheltenham

Vanessa Boardman

$763 nightly

Aug 12 - Aug 13

Total with taxes and fees

12. Jasmine Cottage-2BD in Heart of Bourton

Cheltenham

Ryan

$402 nightly

Aug 26 - Aug 27

Total with taxes and fees

Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels, streaming services

13. The Judges Lodgings Boutique Hotel

Gloucester

Sally

$170 nightly

Aug 16 - Aug 17

Total with taxes and fees

14. Grey's Court Cottages

Southrop

$465 nightly

Sep 6 - Sep 7

Total with taxes and fees

Smart TV, fireplace, books, music library

15. Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants

Malmesbury

Elizabeth

$392 nightly

Aug 17 - Aug 18

Total with taxes and fees

16. The Cozy Apartment

Gloucester

Matt

$111 nightly

Aug 9 - Aug 10

Total with taxes and fees

Apartment, Private Bathroom (3 Bedrooms) | 1 bedroom

17. Grigshot Apartment

Stroud

Gregory

$151 nightly

Aug 17 - Aug 18

Total with taxes and fees

18. Bluebirds Cottage - Light & Airy 2 Bed in Bourton

Bourton-on-the-Water

Hannah W.

$340 nightly

Aug 26 - Aug 27

Total with taxes and fees

19. Swallow Studio

Cheltenham

$448 nightly

Aug 12 - Aug 13

Total with taxes and fees

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Top Winson Hotel Reviews

Queens Hotel Cheltenham

8/10 Good

"We loved the location of the hotel across from the beautiful park and walking distance to all amenities. Breakfast was good plenty of choices to suit most people. Overall our stay was good and I would recommend it to friends and family. X"

Malmaison Cheltenham

10/10 Excellent

"Obviously it’s a great hotel but the staff went above and beyond. From the night receptionist when we pulled in on Friday night after a nightmare 7 hour drive, to the manager (I believe…) who rewarded our toddler’s politeness with a bubble blower toy, we couldn’t have had a more wonderful stay. We will absolutely be back, and soon!"

Village Hotel Swindon

8/10 Good

"The hotel is very clean and ideally located, with shops nearby and an adventure centre with cinema and other entertainment facilities just across the road. We booked a family room and it was great, very spacious and clean. I requested a cot for my baby and it was in the room when we got there. The swimming pool and other facilities were wonderful, and we all enjoyed it. The bar/restaurant was great too and they were showing the World Cup final on the big screen which was brilliant for my husband and 10 year old who are football mad. The staff were lovely, talked us through the self check in and out. They also assisted very promptly when we realised our shower had no bodywash, just shampoo and handwash. There were a lot of positives and we’d definitely book again. The only things that let us down a bit was that the room was at the far end of the corridor so there was a lot of walking to get to it. It seems the closest exit was blocked off for some maintenance work, which we aren’t holding against them as it is temporary. It was very warm in the night and there was no where to get water, which for me as a breastfeeding mum was disappointing. I tried to message the team on the designated platform, I even went down to reception in the early hours to try and get some water but to no avail. I assumed there’d be a water dispenser or a vending machine at least. Otherwise a good stay, seems they are fixing a few things in the hotel which is promising. I would highly recommend"

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 $90 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.

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Check prices for these dates

Our top choices for Winson vacation rentals

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

2. The Lakes By YOO

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

4. Strozzi Palace Suites by Mansley

5. Crescent Place by Mansley

6. The Coach House and The Stable

7. Old Fleece Apartments

8. George Apartments

9. Mayfly Cottage

10. Portland Apartments

11. 1 bedroom accommodation in Chedworth, near Cheltenham

12. Jasmine Cottage-2BD in Heart of Bourton

13. The Judges Lodgings Boutique Hotel

14. Grey's Court Cottages

15. Cosy Cotswold cottage a short walk from cafes, shops, pubs and restaurants

16. The Cozy Apartment

17. Grigshot Apartment

18. Bluebirds Cottage - Light & Airy 2 Bed in Bourton

19. Swallow Studio

Find vacation rentals that suit your style

Top Winson Hotel Reviews

Queens Hotel Cheltenham

Mollie's Oxford

Cheltenham Chase Hotel & Spa

Hotel Indigo Gloucester The Forum By IHG

Leonardo Hotel Cheltenham

Delta Hotels by Marriott Swindon

Kings Head

Malmaison Cheltenham

Village Hotel Swindon

Find out more about Winson

Frequently asked questions

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