Woolstone Vacation Rentals from $109: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Woolstone vacation rentals

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

1. Strozzi Palace Suites by Mansley

Cheltenham

Thomas

$91 nightly

Sep 20 - Sep 21

Total with taxes and fees

A brick building with a narrow hallway and a door leading outside.

2. Modern Studio Appartment

Cheltenham

KATIA

$96 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

3. Crescent Place by Mansley

Cheltenham

Donald

$101 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

4. Portland Apartments

Cheltenham

Robert

$139 nightly

Aug 25 - Aug 26

Total with taxes and fees

A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

5. George Apartments

Broadway

Leah

$144 nightly

Sep 1 - Sep 2

Total with taxes and fees

A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

6. The Vale Golf and Country Club

Pershore

Andrew

$110 nightly

Aug 27 - Aug 28

Total with taxes and fees

A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

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

Montpellier

Carol W.

$336 nightly

Sep 7 - Sep 8

Total with taxes and fees

A dining area with a wooden table, white placemats, and a potted plant.

8. Cotswold Outlet Coach House

Tewkesbury

$426 nightly

Aug 27 - Aug 28

Total with taxes and fees

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

$162 nightly

Sep 13 - Sep 14

Total with taxes and fees

A wooden vanity with a mirror, a clock, and a framed picture on the wall.

10. Quaint 1-bedroom house in Cheltenham

Cheltenham

Andrea

$248 nightly

Aug 24 - Aug 25

Total with taxes and fees

A living room with a fireplace, a television, and a sofa.

11. Central Serviced Apartments

Cheltenham

Petra

$199 nightly

Aug 24 - Aug 25

Total with taxes and fees

A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

12. Mayville House Apartment

Cheltenham

Boya

$242 nightly

Aug 24 - Aug 25

Total with taxes and fees

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.

13. The Cozy Apartment

Gloucester

Matt

$113 nightly

Sep 6 - Sep 7

Total with taxes and fees

An outdoor patio with wicker furniture, a table, and a large umbrella.

14. 4 bedroom accommodation in Evesham

Evesham

Michelle Pattison

$700 nightly

Sep 20 - Sep 21

Total with taxes and fees

A neatly made bed with white linens, orange pillows, and a tray of breakfast items.

15. The Chapel Street Hideaway by Fortuna Property Portfolio

Cheltenham

$298 nightly

Aug 30 - Aug 31

Total with taxes and fees

A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

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

Gloucester

Andrew

$162 nightly

Sep 7 - Sep 8

Total with taxes and fees

17. Elliot Oliver- Charming 1 Bed Apartment

Gloucester

Terry

A cozy living room with two white sofas, a flat-screen TV on a wooden stand, and a large window with curtains.

18. Old Sorting Office

Cheltenham

"Great location in the heart of Winchcombe but tucked away and private. A well equipped cottage with washing machine and dishwasher, lovely big bed, comfortable lounge and a courtyard garden. There was a somw noise from the pub garden two doors down, particularly when they had a live band on, but it didnt go on too late. The bath was one of those with an accessible door on it so you can walk in and a hoist which made it a little strange , but shower was fine. Great stay. Will stay again."

Sarah

$463 nightly

Sep 3 - Sep 4

Total with taxes and fees

A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

19. The Coach House and The Stable

Stroud

Tania

$97 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

20. Old Fleece Apartments

Stroud

Alan

$90 nightly

Sep 6 - Sep 7

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Woolstone Hotel Reviews

Cheltenham Chase Hotel & Spa

10/10 Excellent

"Check in was smoothe Sandra very helpful and leann very helpful re check out. Breakfast was amazing! The pool steam room and sauna very nice the only thing is that the lockers didn’t work that well would be better with keys or padlock. Food was good it was a lovely hotel and the location was convenient in centre between Gloucester and Cheltenham."

Leonardo Hotel Cheltenham

10/10 Excellent

"The hotel was a 5/5. A positive experience all round. The cleanliness of the hotel was the best we have been to for a while. The staff were friendly and helpful. The pool and gym facilities with the stay were free of charge which was amazing to use. The location is great to get to and from the city centre by car. There is a £7 charge for parking overnight. The room is spacious, fan available when hot. Tea and coffee and milk in room plenty for 2 nights. Bathroom was very clean and modern. Very clean and modern hotel over all."

The Lygon Arms

8/10 Good

"The hotel is very good and should be excellent. Unfortunately, it is let down in one area, the restaurant. We had issues at breakfast on both mornings as did others seated around us. I would describe the breakfast as “chaos”. It is a shame because aside from that the hotel is very good. The check in staff were excellent and the spa is more than adequate."

DoubleTree by Hilton Cheltenham-Cotswolds

8/10 Good

"I had an overall pleasant stay at DoubleTree by Hilton Cheltenham. The hotel is set in a lovely, peaceful location with beautiful grounds, making it a relaxing place to stay while still being conveniently located for Cheltenham and the surrounding Cotswolds. The staff were friendly, welcoming and helpful throughout our stay. Check-in was straightforward. The room was comfortable and spacious, and the bed was particularly comfortable. However, there were a couple of areas that could have been better. The water pressure in the shower was quite weak and could definitely have been stronger. I also noticed some dust around the toilet area, so a little more attention to detail when cleaning the bathroom would have been appreciated. Overall, we enjoyed our stay and found the hotel comfortable and relaxing. With a few improvements to the bathroom cleanliness and shower pressure, it would have been an even better experience."

Find out more about Woolstone

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

Woolstone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woolstone. 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 Woolstone 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 $109 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 Woolstone rentals

At Expedia, we put the best Woolstone 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 Woolstone 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 Woolstone 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 Woolstone. 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 Woolstone?

Yes, we give you a choice of vacation rentals close to top points of interest in Woolstone, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Woolstone?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This vacation home near Woolstone is located in a rural location and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Woolstone?

While exploring the area, visit family-friendly sights like Cotswold Farm Park, or get outside and enjoy nature at Pittville Park. In the larger area, you’ll find Prescott Speed Hill Climb and Cheltenham Racecourse.

What are vacation rentals like in Woolstone?

Vacation rentals are privately owned properties you can reserve for several days or longer in Woolstone. Vacation rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Woolstone vacation rentals

1. Strozzi Palace Suites by Mansley

2. Modern Studio Appartment

3. Crescent Place by Mansley

4. Portland Apartments

5. George Apartments

6. The Vale Golf and Country Club

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

8. Cotswold Outlet Coach House

9. The Judges Lodgings Boutique Hotel

10. Quaint 1-bedroom house in Cheltenham

11. Central Serviced Apartments

12. Mayville House Apartment

13. The Cozy Apartment

14. 4 bedroom accommodation in Evesham

15. The Chapel Street Hideaway by Fortuna Property Portfolio

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

17. Elliot Oliver- Charming 1 Bed Apartment

18. Old Sorting Office

19. The Coach House and The Stable

20. Old Fleece Apartments

Find vacation rentals that suit your style

Top Woolstone Hotel Reviews

Cheltenham Chase Hotel & Spa

Hotel Indigo Gloucester The Forum By IHG

Holiday Inn Gloucester-Cheltenham by IHG

Leonardo Hotel Cheltenham

The Slaughters Country Inn

Hilton Puckrup Hall Hotel & Golf Club, Tewkesbury

Stratton House Hotel & Spa

The Lygon Arms

DoubleTree by Hilton Cheltenham-Cotswolds

Find out more about Woolstone

Frequently asked questions

Go further with the Expedia app