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Woolstone Holiday Rentals

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Our top choices for Woolstone holiday rentals

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 NZ$220
includes taxes & fees
1 Jan - 2 Jan 2026
The Vale Golf and Country Club

Cottage in Stratford-upon-Avon

Elmhurst Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
"Immaculately presented and very comfortable cottage with a fabulous relaxing and private garden. "
United Kingdom
Margaret
The price is NZ$2,715
includes taxes & fees
2 Jan - 3 Jan 2026
Elmhurst Cottage

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 NZ$227
includes taxes & fees
5 Jan - 6 Jan 2026
George Apartments

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (200)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is NZ$187
includes taxes & fees
25 Jan - 26 Jan 2026
Strozzi Palace Suites by Mansley

Cottage in Cheltenham

Oakey Cottage
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is NZ$1,041
includes taxes & fees
29 Dec - 30 Dec
Oakey Cottage

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 NZ$433
includes taxes & fees
4 Jan - 5 Jan 2026
Commandery Vaults
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.
The price is NZ$329
includes taxes & fees
5 Jan - 6 Jan 2026
Shepherds Hut in the Cotswolds
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 NZ$240
includes taxes & fees
12 Jan - 13 Jan 2026
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

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 NZ$286
includes taxes & fees
4 Jan - 5 Jan 2026
Cathedral Superior Apartment
9.6 out of 10, Exceptional, (4)
"Lovely property and hosts"
United Kingdom
Kelly G.
The price is NZ$251
includes taxes & fees
30 Dec - 31 Dec
Stylish one bed apartment in the Stroud Valleys
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
The price is NZ$550
includes taxes & fees
1 Jan - 2 Jan 2026
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Cottage in Westbury-on-Severn

Whitlow Lodge Annex
3.0 star property
The price is NZ$937
includes taxes & fees
5 Jan - 6 Jan 2026
Whitlow Lodge Annex

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

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (89)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is NZ$175
includes taxes & fees
4 Jan - 5 Jan 2026
Crescent Place by Mansley
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 NZ$174
includes taxes & fees
18 Jan - 19 Jan 2026
The Coach House and The Stable

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 NZ$183
includes taxes & fees
11 Jan - 12 Jan 2026
Old Fleece Apartments

Holiday Home in Chipping Norton

Cosy 2BD Cottage Near Daylesford
2.0 star property
The price is NZ$755
includes taxes & fees
2 Jan - 3 Jan 2026
Cosy 2BD Cottage Near Daylesford
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
10.0 out of 10, Exceptional, (1)
"Lots of space and very clean. lovely"
Australia
Shan
Central 2BD with Garden and Free Parking

Apartment in Worcester

The Coneygree @ Northwick
10.0 out of 10, Exceptional, (10)
"The property was ideal for my stay, it was close to where I was visiting and there are plenty of eating places close by. The rental is very light and airy with a nice seating area at the rear."
United Kingdom
Michael E.
The price is NZ$199
includes taxes & fees
8 Jan - 9 Jan 2026
The Coneygree @ Northwick
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

Find out more about Woolstone

Everything you need to know about Woolstone holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woolstone holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woolstone holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woolstone holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woolstone holiday rentals we have selected for you start as low as NZ$174 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woolstone rentals

At Expedia, we put the best Woolstone holiday 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 holiday.

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 holiday rental in Woolstone?

Yes, there are holiday rentals close to the most popular sights in Woolstone, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woolstone has to offer?

Cheltenham Country Retreats: This holiday home rental outside Woolstone offers a patio, a garden and a BBQ 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 wider area, you’ll find Cheltenham Racecourse and Pitville Pump Room.

What are holiday rentals like in Woolstone?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woolstone. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.