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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
$283 nightly
The price is $283
Oct 12 - Oct 13
Total with taxes and fees
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
$416 nightly
The price is $499
Oct 20 - Oct 21
Total with taxes and fees
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
$626 nightly
The price is $626
Oct 18 - Oct 19
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham
A stone building with a central door, multiple windows, and a garden with a gravel path.

4. 2 bedroom accommodation in Near Cheltenham

2 bedroom accommodation in Near Cheltenham
Near Cheltenham
$486 nightly
The price is $486
Oct 11 - Oct 12
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham
A stone village with traditional architecture, narrow pathways, and lush greenery.

5. 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.
$548 nightly
The price is $548
Oct 11 - Oct 12
Total with taxes and fees
Cotswolds Grade II Listed Barn +underfloor heating
A building with a stone facade, a bridge, and a pathway leading to the entrance.

6. Maple Cottage

Maple Cottage
Bourton-on-the-Water
$531 nightly
The price is $531
Nov 9 - Nov 10
Total with taxes and fees
Maple Cottage
A gravel driveway leading to a house with a covered patio area.

7. 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.
$1,803 nightly
The price is $1,803
Nov 2 - Nov 3
Total with taxes and fees
4 bedroom accommodation in Bourton-on-the-Water
A rustic building with a wooden door and windows, a grassy lawn, and a wooden table with a vase of flowers.

8. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$441 nightly
The price is $529
Oct 14 - Oct 15
Total with taxes and fees
Woodcock Studio
A two-story house with a stone staircase leading to the entrance, surrounded by trees and a grassy area.

9. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$441 nightly
The price is $529
Oct 16 - Oct 17
Total with taxes and fees
Swallow Studio
A bedroom with a wooden bed, a window with a view, a bedside table with a lamp, and a tray with items.

10. The Coach House

The Coach House
3.0 star property
Cheltenham
$467 nightly
The price is $560
Oct 16 - Oct 17
Total with taxes and fees
The Coach House
A stone building with a sign for 'The Lion Inn' and a visible entrance.

11. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$622 nightly
The price is $747
Oct 27 - Oct 28
Total with taxes and fees
Thimble Cottage
A stone building with a green window and a large tree in front.

12. Barton Cottage

Barton Cottage
3.0 star property
Cheltenham
8.0 out of 10, Very good, (2 reviews)
"Lovely place to stay, hosts provided some nice snacks, tea, milk, and wine too which was great! The car parking space outside was very small I couldn’t really get my Ford focus in there but there’s plenty of parking nearby. Bedrooms were a good size and beds comfy. Overall a lovely stay in a beautiful location 😃"
United Kingdom
Jack
$765 nightly
The price is $918
Oct 21 - Oct 22
Total with taxes and fees
Barton Cottage
A stone house with a gabled roof, a front door, and a small garden area.

13. Hour Cottage

Hour Cottage
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Awesome location to enjoy all the cute towns around the Cotswold. Very quiet location in one of the less crowded, but still very quaint, towns."
United States
Janet
$583 nightly
The price is $699
Oct 14 - Oct 15
Total with taxes and fees
Hour Cottage
A stone building with a traditional design, featuring a stone wall, multiple windows, and a small porch area.

14. Bramley Cottage

Bramley Cottage
3.0 star property
Cheltenham
$651 nightly
The price is $782
Oct 14 - Oct 15
Total with taxes and fees
Bramley Cottage
A stone building with a paved pathway leading to it, surrounded by well-maintained hedges and a gravel area.

15. South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
$4,799 nightly
The price is $5,759
Oct 14 - Oct 15
Total with taxes and fees
South Hill Farmhouse
A stone house with a garden pathway leading to the entrance.

16. Willow Cottage

Willow Cottage
3.5 star property
Cheltenham
$872 nightly
The price is $1,046
Oct 28 - Oct 29
Total with taxes and fees
Willow Cottage
A stone building with a gravel driveway and a parked quad bike.

17. The Granary

The Granary
2.0 star property
Cheltenham
$670 nightly
The price is $805
Oct 14 - Oct 15
Total with taxes and fees
The Granary
A stone house with a wooden gate, a stone wall, and a garden with autumn foliage.

18. Meadow View Cottage

Meadow View Cottage
3.0 star property
Cheltenham
$865 nightly
The price is $1,038
Oct 14 - Oct 15
Total with taxes and fees
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.

19. Bears Court North Barn 8

Bears Court North Barn 8
3.0 star property
Cheltenham
$1,199 nightly
The price is $1,439
Oct 14 - Oct 15
Total with taxes and fees
Bears Court North Barn 8
A stone house with a gabled roof, large windows, and a chimney.

20. Flynn's Barn

Flynn's Barn
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It’s a nice cottage for family gatherings "
Hong Kong SAR China
Chun Ming Freeman
$1,099 nightly
The price is $1,319
Nov 6 - Nov 7
Total with taxes and fees
Flynn's Barn
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

Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

8/10 Good
"Nice hotel. Clean and largely well maintained. It's a distance from the town centre if that's important to you, but on a frequent bus route and a good cycle network. Small frustrations are the charge for parking (but the cost of the hotel itself was reasonable) and having to book the pool etc, which is only in 30 minute slots, which put us off a bit."
Tim 2-night trip
Posted 5 hours ago
Leonardo Hotel Cheltenham

Find out more about Cheltenham

Cheltenham Cottages information

Number of reviews
145
Accommodation
451 Cottages
Lowest Price
$283
Highest Price
$5,759

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between $283 and $5,759 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 9.4. 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 451 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.
What are the best cheap cottages in Cheltenham?
Cottages start at only $283 per night, so your Cheltenham trip doesn't have to take a big chunk out of your finances! Crows Cabin is a money-saving option and offers lots of amenities, including individually decorated rooms and pet-friendly facilities. Jackdaw's Roost is another of our popular cheap cottages. Conveniences here include individually decorated rooms and a golf course. If you're sightseeing in Cheltenham and want to save money, there are loads of fun and free attractions to add to your to-do list. Gloucester Cathedral and Cheltenham Art Gallery and Museum are visitor favorites. This price was 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.
Are there any family-friendly cottages in Cheltenham?
Kick back at School View, a 3.5-star cottage just a quick drive from town. Conveniences here include WiFi and a stovetop. Another family-friendly pick where you can swap the urban jungle for nature is The Old Cider House. WiFi and a fridge help make this 3-star cottage a top pick. Once you've checked in and dropped off your luggage, there are plenty of family-friendly attractions to explore in and around Cheltenham. Sudeley Castle and Winchcombe Folk and Police Museum are two of our top picks.
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.
What is there to do in Cheltenham near my cottage?
You'll find loads of impressive things to put on your itinerary in Cheltenham. Make tracks to big attractions like Hailes Abbey, Sudeley Castle and Imperial Gardens. Cheltenham Racecourse, The Promenade and Cheltenham Town Hall are other must-see's.

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