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

Search Cheltenham Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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.
$250 nightly
The price is $250
Oct 22 - Oct 23
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
$418 nightly
The price is $502
Oct 25 - Oct 26
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
$422 nightly
The price is $422
Nov 20 - Nov 21
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham
A stone building with a window and a door, adjacent to a calm water body.

4. HIGH END INTERIORS COTSWOLD COTTAGE, WALLED GARDEN, PET FRIENDLY WITH PARKING

HIGH END INTERIORS COTSWOLD COTTAGE, WALLED GARDEN, PET FRIENDLY WITH PARKING
Bourton-on-the-Water
$354 nightly
The price is $354
Oct 21 - Oct 22
Total with taxes and fees
HIGH END INTERIORS COTSWOLD COTTAGE, WALLED GARDEN, PET FRIENDLY WITH PARKING
A traditional half-timbered building with multiple windows and a sign indicating a pub.

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
$580 nightly
The price is $580
Nov 2 - Nov 3
Total with taxes and fees
Charming Cotswold Cottage in Central Winchcombe
A two-story residential building with a symmetrical facade, white-framed windows, and a central entrance with a white door.

6. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
$741 nightly
The price is $741
Nov 11 - Nov 12
Total with taxes and fees
Cosy Teapot Cottage in Winchcombe with Log Burner
A building with a stone facade, a bridge, and a pathway leading to the entrance.

7. Maple Cottage

Maple Cottage
Bourton-on-the-Water
$534 nightly
The price is $534
Nov 9 - Nov 10
Total with taxes and fees
Maple Cottage
A stone building with a central door, multiple windows, and a garden with a gravel path.

8. 2 bedroom accommodation in Near Cheltenham

2 bedroom accommodation in Near Cheltenham
Near Cheltenham
$491 nightly
The price is $491
Nov 1 - Nov 2
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham
A two-story brick house with a white front door, multiple windows, and a satellite dish.

9. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
$533 nightly
The price is $533
Oct 22 - Oct 23
Total with taxes and fees
Cosy Tarbh Cottage with Log Burner in Winchcombe
A stone village with traditional architecture, narrow pathways, and lush greenery.

10. 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.
$551 nightly
The price is $551
Oct 21 - Oct 22
Total with taxes and fees
Cotswolds Grade II Listed Barn +underfloor heating
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.
$1,812 nightly
The price is $1,812
Nov 2 - Nov 3
Total with taxes and fees
4 bedroom accommodation in Bourton-on-the-Water
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
$443 nightly
The price is $532
Oct 30 - Oct 31
Total with taxes and fees
Swallow Studio
A two-story house with a stone wall, a gravel driveway, and a stone archway.

13. The Cowshed | Banham Cottages

The Cowshed | Banham Cottages
Bourton-on-the-Water
$765 nightly
The price is $765
Oct 31 - Nov 1
Total with taxes and fees
The Cowshed | Banham Cottages
A rustic building with a wooden door and windows, a grassy lawn, and a wooden table with a vase of flowers.

14. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$443 nightly
The price is $532
Oct 24 - Oct 25
Total with taxes and fees
Woodcock Studio
A garden patio with a stone table and chairs, surrounded by lush greenery and flowering plants.

15. Hillside

Hillside
2.0 star property
Cheltenham
$443 nightly
The price is $532
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.

16. The Coach House

The Coach House
3.0 star property
Cheltenham
$469 nightly
The price is $563
Oct 25 - Oct 26
Total with taxes and fees
The Coach House
A stone building with a sign for 'The Lion Inn' and a visible entrance.

17. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$625 nightly
The price is $750
Oct 27 - Oct 28
Total with taxes and fees
Thimble Cottage
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, (1 review)
"It’s a nice cottage for family gatherings "
Hong Kong SAR China
Chun Ming Freeman
$1,154 nightly
The price is $1,384
Nov 2 - Nov 3
Total with taxes and fees
Flynn's Barn
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
$655 nightly
The price is $786
Oct 29 - Oct 30
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
$599 nightly
The price is $719
Nov 9 - Nov 10
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cheltenham Hotel Reviews

The Frogmill

The Frogmill

10/10 Excellent
"Loved everything about this hotel, perfect"
Lynette 1-night trip
Posted 11 hours ago
The Frogmill

Find out more about Cheltenham

Cheltenham Cottages information

Number of reviews
143
Accommodation
451 Cottages
Lowest Price
$250
Highest Price
$1,812

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between $250 and $1,812 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 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 $250 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.

Explore a world of travel with Expedia