Photo by Jonathan Billinger

Woolstone Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Woolstone vacation rentals

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (88)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
$94 nightly
The price is $113
Jan 11 - Jan 12, 2026
Total with taxes and fees
Crescent Place by Mansley
3.0 star property
9.0 out of 10, Wonderful, (37)
"Excellent communication, spotless, warm, plenty of information, free wifi, comfortable. "
United Kingdom
BARBARA
$105 nightly
The price is $126
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Vale Golf and Country Club

Aparthotel in Cheltenham

Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (135)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
$132 nightly
The price is $159
Jan 7 - Jan 8, 2026
Total with taxes and fees
Portland Apartments

Aparthotel in Broadway

George Apartments
2.0 star property
9.8 out of 10, Exceptional, (16)
"parking wads easy, very clean"
United Kingdom
Robert
$109 nightly
The price is $131
Jan 11 - Jan 12, 2026
Total with taxes and fees
George Apartments
8.2 out of 10, Very Good, (21)
"Nice, central location. Quays nearby, so plenty of choices to eat/drink as well as the city centre being right there. Apartment was spacious, clean, recently refurbished by the look of it. Bed was comfortable, plenty of space in the apartment, nice kitchen and bathroom. "
United Kingdom
Robert
$113 nightly
The price is $136
Dec 12 - Dec 13
Total with taxes and fees
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (199)
"Excellent suites and great location!"
United Kingdom
Barrie
$90 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
Strozzi Palace Suites by Mansley

Apartment in Worcester

Old Infirmary
4.5 star property
8.8 out of 10, Excellent, (146)
"Lovely stay for a couple days away for work. Comfy bed, good location and well equipped. Thanks! "
United Kingdom
Molly
$141 nightly
The price is $160
Jan 11 - Jan 12, 2026
Total with taxes and fees
Old Infirmary
3.5 star property
9.0 out of 10, Wonderful, (41)
"Great stay "
United Kingdom
Tania
$84 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
The Coach House and The Stable

Apartment in Cheltenham

Spa Court
3.0 star property
7.4 out of 10, Good, (40)
"Very good, well equipped apartment in a central location."
Ireland
paul
Spa Court
10.0 out of 10, Exceptional, (167)
"Charming cottage with all modern conveniences. Extras we did not expect such as milk, eggs, butter, bread and a wonderful sponge cake. Would stay again if in the area. "
United States
Kim S.
Enchanting cottage in the heart of Chipping Campden
9.8 out of 10, Exceptional, (85)
"Lovely cottage in a great location!"
United States
Johanna G.
Delightful stone cottage in the heart of Chipping Campden
4.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent apartment, very central and parking is a bonus. Plenty of eateries nearby and a few minutes walk into the city centre for shopping & sightseeing 😊 "
United Kingdom
Peter
Elliot Oliver- Charming 1 Bed Apartment

Aparthotel in Gloucester

The Judges Lodgings Boutique Hotel
2.0 star property
8.4 out of 10, Very Good, (7)
"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "
United States
Erin
$140 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
The Judges Lodgings Boutique Hotel

Vacation Home in Worcester

Worcester Town Centre Home & Garden
3.0 star property
5.0 out of 10, (4)
"Really nice and comfortable owners were very helpful and polite a really good overnight stay would highly recommend 5star service thanks"
United Kingdom
Andrew
$171 nightly
The price is $206
Dec 14 - Dec 15
Total with taxes and fees
Worcester Town Centre Home & Garden
10.0 out of 10, Exceptional, (6)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
$189 nightly
The price is $189
Dec 15 - Dec 16
Total with taxes and fees
Shepherds Hut in the Cotswolds
9.0 out of 10, Wonderful, (13)
"Great location to my friend’s house. "
United Kingdom
April H.
Luxury Cosy Cottage In Magical Bibury
9.8 out of 10, Exceptional, (51)
"We had a great time. The host was amazing and communicated very efficiently. Thank you very much and we look forward to staying again soon"
United States
Anonymous traveler
Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House

Cottage in Cheltenham

Vernon Place Accommodation
3.0 star property
10.0 out of 10, Exceptional, (2)
" Excellent quiet location, close to the high street with lots of options for eating out.Well maintained property, nice and clean. Overall 5/5 Single traveller, business trip."
United Kingdom
Anonymous traveler
Vernon Place Accommodation

Cottage in Cheltenham

Weir Cottage
3.5 star property
$1,397 nightly
The price is $1,676
Jan 11 - Jan 12, 2026
Total with taxes and fees
Weir Cottage
9.6 out of 10, Exceptional, (51)
"Amazing location! And staying here you don't have to have a car! Loved our stay"
United States
Lisa F.
Period cottage in idyllic riverside location in prime Cotswolds village
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Woolstone Hotel Reviews

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 $100 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?

Worcester Town Centre Home & Garden: Located near Woolstone, this vacation home rental is located in the historical district and offers a garden, laundry facilities, and an LCD TV to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, an oven, and a microwave, so you can cook with friends or family.

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 Cheltenham Racecourse and Pitville Pump Room.

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.