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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
$281 nightly
The price is $281
Oct 19 - Oct 20
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
$415 nightly
The price is $498
Oct 20 - Oct 21
Total with taxes and fees
Wellinghill Lodge
A two-story residential building with a symmetrical facade, a front porch, and a white picket fence.

3. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
$742 nightly
The price is $742
Nov 11 - Nov 12
Total with taxes and fees
Cosy Teapot Cottage in Winchcombe with Log Burner
A house with a well-maintained lawn, a stone wall, and a garden area with various plants.

4. Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
$440 nightly
The price is $440
Oct 18 - Oct 19
Total with taxes and fees
Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
A stone cottage with a sloped roof, a chimney, and a wooden gate.

5. 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
$625 nightly
The price is $625
Oct 22 - Oct 23
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.

6. 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
$351 nightly
The price is $351
Oct 20 - Oct 21
Total with taxes and fees
HIGH END INTERIORS COTSWOLD COTTAGE, WALLED GARDEN, PET FRIENDLY WITH PARKING
A building with a stone facade, a bridge, and a pathway leading to the entrance.

7. Maple Cottage

Maple Cottage
Bourton-on-the-Water
$532 nightly
The price is $532
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
$485 nightly
The price is $485
Oct 18 - Oct 19
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham
A historic stone building with a traditional design, featuring a prominent arched entrance and a small garden area.

9. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
$654 nightly
The price is $654
Oct 22 - Oct 23
Total with taxes and fees
Cosy Tarbh Cottage with Log Burner in Winchcombe
A traditional half-timbered building with multiple windows and a sign indicating a pub.

10. 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
$768 nightly
The price is $768
Nov 2 - Nov 3
Total with taxes and fees
Charming Cotswold Cottage in Central Winchcombe
A stone village with traditional architecture, narrow pathways, and lush greenery.

11. 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.
$547 nightly
The price is $547
Oct 18 - Oct 19
Total with taxes and fees
Cotswolds Grade II Listed Barn +underfloor heating
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
$440 nightly
The price is $528
Oct 22 - Oct 23
Total with taxes and fees
Swallow Studio
A gravel driveway leading to a house with a covered patio area.

13. 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.
$1,798 nightly
The price is $1,798
Nov 3 - Nov 4
Total with taxes and fees
4 bedroom accommodation in Bourton-on-the-Water
A two-story house with a stone wall, a gravel driveway, and a stone archway.

14. The Cowshed | Banham Cottages

The Cowshed | Banham Cottages
Bourton-on-the-Water
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.

15. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$440 nightly
The price is $528
Oct 19 - Oct 20
Total with taxes and fees
Woodcock Studio
A garden patio with a stone table and chairs, surrounded by lush greenery and flowering plants.

16. Hillside

Hillside
2.0 star property
Cheltenham
$442 nightly
The price is $530
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.

17. The Coach House

The Coach House
3.0 star property
Cheltenham
$466 nightly
The price is $559
Oct 19 - Oct 20
Total with taxes and fees
The Coach House
A stone building with a sign for 'The Lion Inn' and a visible entrance.

18. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$621 nightly
The price is $745
Oct 27 - Oct 28
Total with taxes and fees
Thimble Cottage
A stone building with a green window and a large tree in front.

19. 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
$763 nightly
The price is $916
Oct 21 - Oct 22
Total with taxes and fees
Barton Cottage
A stone house with a garden pathway leading to the entrance.

20. Willow Cottage

Willow Cottage
3.5 star property
Cheltenham
$870 nightly
The price is $1,044
Oct 28 - Oct 29
Total with taxes and fees
Willow Cottage
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

Holiday Inn Express Cheltenham by IHG

Holiday Inn Express Cheltenham by IHG

10/10 Excellent
"Loved the stay ideal location the only issue was the decking in the outdoor seating area, it’s composite and I can only think that it warped during the hot summer we had and was very uneven to walk over. Breakfast was good, rooms were very clean, beds comfy and great choice of restaurants within 2 minutes of the hotel."
Jonathan 1-night trip
Posted less than an hour ago
Holiday Inn Express Cheltenham by IHG

Find out more about Cheltenham

Cheltenham Cottages information

Number of reviews
144
Accommodation
451 Cottages
Lowest Price
$281
Highest Price
$1,798

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between $281 and $1,798 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 9.3. 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 $281 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