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Woolstone Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Woolstone vacation rentals

1 bedroom
The Coach House and The Stable

Apartment in Stroud

The Coach House and The Stable
3.5 star property
9.0 out of 10, Wonderful, (41)
"Really lovely accommodation. Staff were very friendly and helpful and made sure check in and out was easy. We went to the pub for food and it was excellent - great menu and well cooked and presented. Staff were really helpful again Lovely area for a walk or trip to the vineyard "
United Kingdom
Helen
The price is P4,966
P5,959 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Coach House and The Stable
Reception
Strozzi Palace Suites by Mansley

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (201)
"Absolutely brilliant"
United Kingdom
Philip
The price is P5,032
P6,039 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Strozzi Palace Suites by Mansley
Exterior
George Apartments

Aparthotel in Broadway

George Apartments
2.0 star property
9.6 out of 10, Exceptional, (18)
"The apartment was immaculate and really well appointed. It has everything you need for a short stay including coat hooks, which are so often missing in a hotel room! The apartment was ideally situated for the town with free parking. It has a noisy aircon/heating system which I tried and failed to turn off-otherwise perfect! "
United Kingdom
Lesley
The price is P6,839
P8,207 total
includes taxes & fees
Jan 4 - Jan 5, 2026
George Apartments
Exterior
The Cozy Apartment

Aparthotel in Gloucester

The Cozy Apartment
2.0 star property
7.6 out of 10, Good, (19)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The Cozy Apartment
Living area
Old Infirmary

Apartment in Worcester

Old Infirmary
4.5 star property
8.8 out of 10, Excellent, (148)
"Lovely stay for a couple days away for work. Comfy bed, good location and well equipped. Thanks! "
United Kingdom
Molly
The price is P4,900
P8,661 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Old Infirmary
In-room safe, individually decorated, individually furnished, desk
Crescent Place by Mansley

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (91)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is P5,109
P6,131 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Crescent Place by Mansley
Exterior
Old Fleece Apartments

Apartment in Stroud

Old Fleece Apartments
3.5 star property
8.6 out of 10, Excellent, (39)
"Far better than expected for the price will use again"
United Kingdom
brian
The price is P5,220
P6,264 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Old Fleece Apartments
Front of property
Portland Apartments

Aparthotel in Cheltenham

Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (137)
"•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
The price is P9,185
P11,022 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Portland Apartments
Private kitchen
Commandery Vaults

Apartment in Worcester

Commandery Vaults
4.0 star property
9.6 out of 10, Exceptional, (7)
"As described perfect stay"
United Kingdom
Robin
The price is P5,292
P14,932 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Commandery Vaults
Smart TV, Netflix, streaming services
Beautiful 2 Bedroom Apartment With Parking in The Docks

Apartment in Gloucester

Beautiful 2 Bedroom Apartment With Parking in The Docks
4.0 star property
9.6 out of 10, Exceptional, (5)
"A lovely apartment in a perfect location. "
United Kingdom
Kim
Beautiful 2 Bedroom Apartment With Parking in The Docks
Private kitchen
Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Apartment in Gloucester

Gloucester - Apartment - Sleeps 2 - Parking - 97ws
3.0 star property
10.0 out of 10, Exceptional, (1)
"excellent location. Parking free from 3pm - 9am right outside the door. Very nicely renovated, good cooking facilities. Very friendly and helpful owner. Only downside for us was the bed is next to the wall so not so easy to get in and out of as a couple when you are old like us."
United Kingdom
Dawn
The price is P5,228
P7,701 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Gloucester - Apartment - Sleeps 2 - Parking - 97ws
1 bedroom, soundproofing, iron/ironing board, Internet
Cathedral Superior Apartment

Apartment in Worcester

Cathedral Superior Apartment
3.0 star property
10.0 out of 10, Exceptional, (1)
"Loved our stay. There was everything we needed and more. Free parking at the excellent pub next door was a bonus."
United Kingdom
Linda
The price is P6,226
P10,045 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cathedral Superior Apartment
Private kitchen
The Judges Lodgings Boutique Hotel

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
The price is P4,327
P9,959 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Judges Lodgings Boutique Hotel
1 bedroom, in-room safe, iron/ironing board, free WiFi
The Vale Golf and Country Club

Cabin in Pershore

The Vale Golf and Country Club
3.0 star property
9.0 out of 10, Wonderful, (39)
"Excellent communication, spotless, warm, plenty of information, free wifi, comfortable. "
United Kingdom
BARBARA
The price is P6,291
P7,549 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Vale Golf and Country Club
Property entrance
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Apartment in Cheltenham

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
9.6 out of 10, Exceptional, (5)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
48-inch flat-screen TV with digital channels, TV
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Apartment in Gloucester

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
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
The price is P7,536
P9,043 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
Dining
Camside, Chipping Campden - Taswell Retreats

Vacation Home in Chipping Campden

Camside, Chipping Campden - Taswell Retreats
4.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful and well maintained cottage. Would love to visit again."
United States
Brent
The price is P12,518
P15,022 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Camside, Chipping Campden - Taswell Retreats
3 bedrooms
Greystones Cottage

Cottage in Cheltenham

Greystones Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is P22,845
P27,414 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Greystones Cottage
Front of property
Cosy 2BD Cottage Near Daylesford

Vacation Home in Chipping Norton

Cosy 2BD Cottage Near Daylesford
2.0 star property
The price is P13,618
P24,271 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Cosy 2BD Cottage Near Daylesford
Interior
Dovetail

Cottage in Gloucester

Dovetail
2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was well kept, provided all our needs for the week, comfortable, the only downside was the very busy main road, it was very noisy and difficulty driving out onto the main road."
United Kingdom
Margaret
The price is P19,654
P23,585 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Dovetail
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 Woolstone Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Clean and comfortable room. Very enjoyable breakfast. "
Robert 1-night trip
Posted 2 days ago
Queens Hotel Cheltenham

Find out more about Woolstone

Search for holiday rentals in Woolstone on Expedia! You can easily find your home rentals, villas, holiday apartments in Woolstone using one of the methods below:

  • View our selection of featured holiday rentals in Woolstone
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Look no further and take a look at our great range of rental properties in Woolstone!

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?

Cheltenham Country Retreats: You might like this vacation home rental near Woolstone. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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.