A historic building with large windows and ivy-covered walls.

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cheltenham cottages

A stone building with a pitched roof, a black door, and hanging flower baskets.

1. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is SAR 715
SAR 933 total
includes taxes & fees
7 Dec - 8 Dec
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
A rustic wooden cabin with a gravel driveway and a wooden bench outside.

2. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
Wellinghill Lodge
A stone cottage with a sloped roof, a chimney, and a wooden gate.

3. 1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxed and quiet location. Cottage well appointed."
United States
Nigel Coote
The price is SAR 1,579
SAR 1,579 total
includes taxes & fees
20 Nov - 21 Nov
1 bedroom accommodation in Chedworth, near Cheltenham
A traditional building with a sign reading 'Frogmill' and a stone bridge over a water feature.

4. Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
A historic stone building with a traditional design, featuring a prominent arched entrance and a small garden area.

5. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
Cosy Tarbh Cottage with Log Burner in Winchcombe
A two-story residential building with a symmetrical facade, a front porch, and a white picket fence.

6. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
The price is SAR 2,135
SAR 2,135 total
includes taxes & fees
27 Nov - 28 Nov
Cosy Teapot Cottage in Winchcombe with Log Burner
A stone building with a central door, multiple windows, and a garden with a gravel path.

7. 2 bedroom accommodation in Near Cheltenham

2 bedroom accommodation in Near Cheltenham
Near Cheltenham
The price is SAR 1,838
SAR 1,838 total
includes taxes & fees
15 Nov - 16 Nov
2 bedroom accommodation in Near Cheltenham
A traditional stone building with a thatched roof, a narrow canal beside it, and a speed limit sign.

8. Cotswolds Grade II Listed Barn +underfloor heating

Cotswolds Grade II Listed Barn +underfloor heating
Little Rissington
8.0 out of 10, Very good, (1 review)
"The property was lovely with nice kitchen and 2 en-suites , however some improvements could make a massive difference, there wasn’t enough comfortable seating for 4 people, the sofa was lovely but too much of a squeeze for 4, the lounge needs another comfy armchair not the desk chair that was there, the outside space was well over grown and not kept tidy, the bushes are well overgrown making the outside space tiny, there is also a well overgrown bush overhanging the front door , the location of...
United States
Allison M.
Cotswolds Grade II Listed Barn +underfloor heating
A traditional stone building with a thatched roof, a narrow canal beside it, and a speed limit sign.

9. Peaceful Cotswolds Retreat | Bourton on the Water

Peaceful Cotswolds Retreat | Bourton on the Water
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This is wonderful place to stay. The photos don't do the size of the rooms justice. Very comfortably furnished with thoughtful touches from the host. Thank you particularly for the toys that kept our little ones busy over Christmas. Will keep this place in mind next time we want to stay near the village."
United Kingdom
Maddy K.
Peaceful Cotswolds Retreat | Bourton on the Water
A house with a gravel driveway, a patio with outdoor furniture, and a tree in the yard.

10. 4 bedroom accommodation in Bourton-on-the-Water

4 bedroom accommodation in Bourton-on-the-Water
Bourton-on-the-Water
10.0 out of 10, Exceptional, (19 reviews)
"We had a lovely stay. All rooms had ensuites which was what we were looking for. Beautiful garden to enjoy the sunny weekend we had. Kitchen has everything we needed. "
United Kingdom
Patricia H.
The price is SAR 6,762
SAR 6,762 total
includes taxes & fees
7 Dec - 8 Dec
4 bedroom accommodation in Bourton-on-the-Water
A table with two empty wine glasses and a bottle of wine, set against a backdrop of a dining area with chairs and a table.

11. An apartment that sleeps 4 guests in 1 bedroom

An apartment that sleeps 4 guests in 1 bedroom
Cheltenham
10.0 out of 10, Exceptional, (6 reviews)
"Loved staying at this property suited out needs perfectly. Very spacious good standard of cleanliness and everything you could need provided. The bed was so comfortable and loved the quirkiness of the furniture. Would definitely stay here again."
United Kingdom
Julia F.
An apartment that sleeps 4 guests in 1 bedroom
A two-story house with a stone staircase leading to the entrance, surrounded by trees and a grassy area.

12. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is SAR 1,817
SAR 2,180 total
includes taxes & fees
22 Nov - 23 Nov
Swallow Studio
A rustic building with a wooden door and windows, a grassy lawn, and a wooden table with a vase of flowers.

13. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
The price is SAR 1,775
SAR 2,130 total
includes taxes & fees
18 Nov - 19 Nov
Woodcock Studio
A wooden door with a mailbox and a sign reading "The Coach House".

14. The Coach House

The Coach House
3.0 star property
Cheltenham
The price is SAR 1,840
SAR 2,208 total
includes taxes & fees
14 Dec - 15 Dec
The Coach House
A stone building with a sign for 'The Lion Inn' and a visible entrance.

15. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
Thimble Cottage
A stone house with a gabled roof, a front door, and a small porch with potted plants.

16. Tuesday Cottage

Tuesday Cottage
5.0 star property
Cheltenham
The price is SAR 3,638
SAR 4,365 total
includes taxes & fees
25 Nov - 26 Nov
Tuesday Cottage
A large, two-story stone building with a symmetrical facade, multiple windows, and a central entrance.

17. The Granary

The Granary
3.0 star property
Cheltenham
The price is SAR 2,762
SAR 3,314 total
includes taxes & fees
17 Nov - 18 Nov
The Granary
A stone house with a gabled roof, large windows, and a chimney.

18. Flynn's Barn

Flynn's Barn
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"It’s a nice cottage for family gatherings "
Hong Kong SAR China
Chun Ming Freeman
The price is SAR 4,504
SAR 5,405 total
includes taxes & fees
22 Nov - 23 Nov
Flynn's Barn
A stone house with a wooden gate, a stone wall, and a garden with autumn foliage.

19. Meadow View Cottage

Meadow View Cottage
3.0 star property
Cheltenham
The price is SAR 3,564
SAR 4,276 total
includes taxes & fees
26 Nov - 27 Nov
Meadow View Cottage
A traditional stone building with a sign for the Old Manse Hotel. There are outdoor seating areas with umbrellas and a stone wall in front.

20. Bears Court Barn 8

Bears Court Barn 8
3.0 star property
Cheltenham
The price is SAR 4,956
SAR 5,947 total
includes taxes & fees
16 Nov - 17 Nov
Bears Court Barn 8
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 Cheltenham Hotel Reviews

The Stag at Stow

The Stag at Stow

10/10 Excellent
"Great location. There are lots of stairs to the rooms though, this may be an issue for those with accessibility requirements."
Georgia 1-night trip
Posted 11 hours ago
The Stag at Stow

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between SAR 933 and SAR 6,762 per night. These properties offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Cheltenham?
You can pick from multiple cottages in Cheltenham that have a total average guest review rating of 9.6. School View is a superb place to rest and put your feet up between adventures. This 3.5-star cottage also has a garden and individually decorated rooms. The Old Cider House is another top pick with visitors to this area. It has a 3-star rating and amenities including a garden and individually decorated rooms.
How many cottages are there in Cheltenham?
Enjoy the beauty of nature in one of the 465 cottages available in Cheltenham. To help you find a place that's right for you, use our handy filter tool to search for perks or amenities you need.
Why book your cottage in Cheltenham with Expedia?
Expedia has some great cottages in Cheltenham, so start packing for an unforgettable vacation on nature's doorstep. If you have a budget in mind, choose how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your getaway looks like.
How can I find cheap cottages in Cheltenham?
Expedia can help you easily source cheap cottages in Cheltenham. To lock in a superb stay in a couple of quick clicks, use the filter tool to refine your search results by budget, star rating and amenities.