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

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Check prices for these dates

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

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.
$251 nightly
The price is $251
Nov 15 - Nov 16
Total with taxes and fees
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
A kitchen with white cabinets, a washing machine, a stove, and a sink.

2. 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.
$134 nightly
The price is $134
Oct 25 - Oct 26
Total with taxes and fees
An apartment that sleeps 4 guests in 1 bedroom
A rustic wooden cabin with a gravel driveway and a wooden bench outside.

3. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
$421 nightly
The price is $505
Nov 4 - Nov 5
Total with taxes and fees
Wellinghill Lodge
A stone cottage with a sloped roof, a chimney, and a wooden gate.

4. 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
$424 nightly
The price is $424
Nov 20 - Nov 21
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham
A two-story stone building with numbered doors, a satellite dish, and a small window.

5. Charming Cotswold Cottage in Central Winchcombe

Charming Cotswold Cottage in Central Winchcombe
Winchcombe
10.0 out of 10, Exceptional, (1 review)
"A stunning cottage, absolutely spotless and very well equipped. I cannot recommend this place enough, great location, parking was easy. The beds were super comfortable."
United States
Steph
$550 nightly
The price is $550
Nov 2 - Nov 3
Total with taxes and fees
Charming Cotswold Cottage in Central Winchcombe
A historic stone building with a traditional design, featuring a prominent arched entrance and a small garden area.

6. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
$421 nightly
The price is $421
Oct 25 - Oct 26
Total with taxes and fees
Cosy Tarbh Cottage with Log Burner in Winchcombe
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
$494 nightly
The price is $494
Nov 1 - Nov 2
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham
A stone village with traditional architecture, narrow pathways, and lush greenery.

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.
$554 nightly
The price is $554
Oct 25 - Oct 26
Total with taxes and fees
Cotswolds Grade II Listed Barn +underfloor heating
A nighttime view of a historic building with a moat and a chain-link fence.

9. Maple Cottage Bourton

Maple Cottage Bourton
Bourton-on-the-Water
$537 nightly
The price is $537
Nov 9 - Nov 10
Total with taxes and fees
Maple Cottage Bourton
A large, historic estate with formal gardens, a central fountain, and a castle-like structure.

10. 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.
$660 nightly
The price is $660
Oct 25 - Oct 26
Total with taxes and fees
Peaceful Cotswolds Retreat | Bourton on the Water
A gravel driveway leading to a house with a covered patio area.

11. 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.
$1,822 nightly
The price is $1,822
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.

12. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$446 nightly
The price is $535
Oct 28 - Oct 29
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.

13. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$446 nightly
The price is $535
Oct 28 - Oct 29
Total with taxes and fees
Swallow Studio
A garden patio with a stone table and chairs, surrounded by lush greenery and flowering plants.

14. Hillside

Hillside
2.5 star property
Cheltenham
$446 nightly
The price is $535
Nov 10 - Nov 11
Total with taxes and fees
Hillside
A bedroom with a wooden bed, a window with a view, a bedside table with a lamp, and a tray with items.

15. The Coach House

The Coach House
3.0 star property
Cheltenham
$472 nightly
The price is $566
Nov 11 - Nov 12
Total with taxes and fees
The Coach House
A stone building with a sign for 'The Lion Inn' and a visible entrance.

16. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$629 nightly
The price is $754
Nov 8 - Nov 9
Total with taxes and fees
Thimble Cottage
A stone house with a gabled roof, large windows, and a chimney.

17. 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
$1,160 nightly
The price is $1,391
Nov 2 - Nov 3
Total with taxes and fees
Flynn's Barn
A bedroom with a large bed, a vanity with a mirror, a chair, and a skylight.

18. The Hive

The Hive
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (6 reviews)
"Gorgeous and spotless place in the heart of the Cotswolds. Sally and Jayne are awesome. Make sure you eat at the restaurant downstairs too, it is world class."
United States
Steve
$813 nightly
The price is $975
Nov 3 - Nov 4
Total with taxes and fees
The Hive
A stone building with a traditional design, featuring a stone wall, multiple windows, and a small porch area.

19. Bramley Cottage

Bramley Cottage
3.0 star property
Cheltenham
$658 nightly
The price is $790
Oct 28 - Oct 29
Total with taxes and fees
Bramley Cottage
A traditional stone building with a sign for 'Old Manse Hotel' and 'Greene King'.

20. Lorien

Lorien
3.0 star property
Cheltenham
$603 nightly
The price is $723
Oct 28 - Oct 29
Total with taxes and fees
Lorien
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

10/10 Excellent
"Great location for Cheltenham. Staff were very friendly and helpful. Room was lovely and bright. Corridors and outside could be updated. Gym and pool were great as was the breakfast and meal we had in the evening including our 20% discount."
Linda 1-night trip
Posted 20 hours ago
Leonardo Hotel Cheltenham

Find out more about Cheltenham

Cheltenham Cottages information

Number of reviews
156
Accommodation
463 Cottages
Lowest Price
$134
Highest Price
$1,822

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between $134 and $1,822 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 9.8. 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 463 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 $134 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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