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Woolstone Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Woolstone holiday rentals

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

1. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (152 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is S$138
includes taxes & fees
8 Nov - 9 Nov
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (250 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is S$140
includes taxes & fees
1 Nov - 2 Nov
Strozzi Palace Suites by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is S$213
includes taxes & fees
25 Oct - 26 Oct
Portland Apartments
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

4. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
The price is S$297
includes taxes & fees
11 Nov - 12 Nov
21 Montpellier Terrace
A dining table with a bowl and two wine glasses, a fork, and a spoon.

5. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is S$121
includes taxes & fees
25 Oct - 26 Oct
Spa Court
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

6. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (56 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is S$159
includes taxes & fees
25 Oct - 26 Oct
George Apartments
A narrow alleyway with brick buildings, a covered walkway, and small planters along the path.

7. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.2 out of 10, Wonderful, (27 reviews)
"Lovely apartment in the centre of Cheltenham. Very clean. Check in and out was very easy. Great communication with the owners. Highly recommend."
United Kingdom
Christopher
The price is S$391
includes taxes & fees
31 Oct - 1 Nov
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
A balcony with a table and chairs, a view of the cityscape, and a door leading to an interior space.

8. Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking

Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (17 reviews)
"Great apartment, spacious and very clean. Close to shops, restaurants and pubs "
United Kingdom
Nikki
The price is S$449
includes taxes & fees
30 Oct - 31 Oct
Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
A bedroom with a tufted headboard, a large bed, a bedside table with a lamp, and abstract wall art.

9. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
3.5 star property
Cheltenham
8.4 out of 10, Very good, (5 reviews)
"The property was so comfy ,easy to self check in.clean and convenience location. Our family had a great time here."
Hong Kong SAR China
heiyu
The price is S$328
includes taxes & fees
23 Oct - 24 Oct
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

10. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
The price is S$402
includes taxes & fees
25 Oct - 26 Oct
Mayville House Apartment
A lakeside cabin with a dock extending into the water, surrounded by trees and a clear sky.

11. The Vale Golf and Country Club

The Vale Golf and Country Club
3.0 star property
Pershore
8.8 out of 10, Excellent, (69 reviews)
"Lovely quiet location with fabulous lake views . The room was spotless . Staff friendly and helpful"
United Kingdom
Margaret
The price is S$153
includes taxes & fees
20 Oct - 21 Oct
The Vale Golf and Country Club
A cozy room with a fireplace, wooden flooring, a table with chairs, and a bookshelf.

12. The Old Paper Shop

The Old Paper Shop
3.5 star property
Tewkesbury
10.0 out of 10, Exceptional, (2 reviews)
"Ours was a five night stay in The Old Paper Shop. Located on a busy road however night time noise was minimal. Once our car was parked we could walk everywhere for shopping, drinks at the pub and visiting the sites. Very comfortable bed and wonderful shower (great after a hard days walking). Kitchen was very well equipped. The key safe check in process was easy and efficient. Very much an old world charmer with lots of character, which was as I expected, cosy but perfect for two. Definitely...
Australia
Debra
The price is S$628
includes taxes & fees
23 Oct - 24 Oct
The Old Paper Shop
A modern living room with a flat-screen TV, wooden entertainment unit, a coffee table with snacks, a sofa with a yellow pillow, and a balcony with outdoor seating.

13. Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Elliot Oliver - 2 Bedroom Garden Apartment With Parking
4.0 star property
Cheltenham
9.0 out of 10, Wonderful, (7 reviews)
"We have just had a wonderful 5-night stay and would thoroughly recommend this property. Clear details for check in were provided and everything we needed was there. Great location near the town centre and good value for 4."
United Kingdom
Kate
Elliot Oliver - 2 Bedroom Garden Apartment With Parking
A bedroom with a bed, a yellow sofa, a brick fireplace, and a wooden ceiling beam.

14. Old Infirmary

Old Infirmary
4.5 star property
Worcester
9.0 out of 10, Wonderful, (161 reviews)
"Great location, central and with free parking! It was spacious, comfy and a fantastic shower!!!"
United Kingdom
Michelle
The price is S$216
includes taxes & fees
21 Oct - 22 Oct
Old Infirmary
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

15. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (18 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is S$250
includes taxes & fees
1 Nov - 2 Nov
The Judges Lodgings Boutique Hotel
A modern apartment with a living room, dining area, and kitchen. There is a flat-screen TV, a glass coffee table with a vase, and a red rug. The kitchen has grey cabinets and a built-in oven.

16. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
4.0 star property
Gloucester
9.6 out of 10, Exceptional, (4 reviews)
"Absolutely fantastic place and very clean. Can’t find any fault at all. Wish there was some paper kitchen towels and cleaning wipes, other than that absolutely loved the place."
United Kingdom
nambiappan
The price is S$293
includes taxes & fees
7 Nov - 8 Nov
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
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
"Great location! Helpful staff. Good breakfast."
cheryl 3-night trip
Posted 19 hours ago
Queens Hotel Cheltenham

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 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 Prescott Speed Hill Climb and Cheltenham Racecourse.

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.