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Our top choices for Cheltenham cottages

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.
$253 nightly
The price is $253
Nov 22 - Nov 23
Total with taxes and fees
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

2. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
$464 nightly
The price is $557
Nov 14 - Nov 15
Total with taxes and fees
Wellinghill Lodge

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
$426 nightly
The price is $426
Nov 20 - Nov 21
Total with taxes and fees
1 bedroom accommodation in Chedworth, near Cheltenham

4. Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
$346 nightly
The price is $346
Nov 26 - Nov 27
Total with taxes and fees
Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

5. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
$489 nightly
The price is $489
Nov 11 - Nov 12
Total with taxes and fees
Cosy Teapot Cottage in Winchcombe with Log Burner

6. Maple Cottage Bourton

Maple Cottage Bourton
Bourton-on-the-Water
Maple Cottage Bourton

7. Cosy Tarbh Cottage with Log Burner in Winchcombe

Cosy Tarbh Cottage with Log Burner in Winchcombe
Winchcombe
$488 nightly
The price is $488
Nov 12 - Nov 13
Total with taxes and fees
Cosy Tarbh Cottage with Log Burner in Winchcombe

8. 2 bedroom accommodation in Near Cheltenham

2 bedroom accommodation in Near Cheltenham
Near Cheltenham
$496 nightly
The price is $496
Nov 11 - Nov 12
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham

9. 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.
$525 nightly
The price is $525
Nov 11 - Nov 12
Total with taxes and fees
Cotswolds Grade II Listed Barn +underfloor heating

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.
$640 nightly
The price is $640
Nov 11 - Nov 12
Total with taxes and fees
Peaceful Cotswolds Retreat | Bourton on the Water

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.
$1,831 nightly
The price is $1,831
Nov 17 - Nov 18
Total with taxes and fees
4 bedroom accommodation in Bourton-on-the-Water

12. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$492 nightly
The price is $590
Nov 20 - Nov 21
Total with taxes and fees
Swallow Studio

13. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$480 nightly
The price is $577
Nov 14 - Nov 15
Total with taxes and fees
Woodcock Studio

14. The Coach House

The Coach House
3.0 star property
Cheltenham
$521 nightly
The price is $625
Nov 16 - Nov 17
Total with taxes and fees
The Coach House

15. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$694 nightly
The price is $832
Nov 16 - Nov 17
Total with taxes and fees
Thimble Cottage

16. East View

East View
3.0 star property
Cheltenham
$1,349 nightly
The price is $1,618
Nov 27 - Nov 28
Total with taxes and fees
East View

17. South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
$4,115 nightly
The price is $4,938
Nov 17 - Nov 18
Total with taxes and fees
South Hill Farmhouse

18. The Granary

The Granary
3.0 star property
Cheltenham
$748 nightly
The price is $897
Nov 15 - Nov 16
Total with taxes and fees
The Granary

19. Tuesday Cottage

Tuesday Cottage
5.0 star property
Cheltenham
$985 nightly
The price is $1,182
Nov 25 - Nov 26
Total with taxes and fees
Tuesday Cottage

20. Meadow View Cottage

Meadow View Cottage
3.0 star property
Cheltenham
$965 nightly
The price is $1,158
Nov 14 - Nov 15
Total with taxes and fees
Meadow View 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.

Learn more about Cheltenham

Elegant Regency architecture frames the famous Cheltenham Festival, where horse racing enthusiasts gather without feeling pressure to place bets. Discover the town's spa heritage at the Pittville Pump Room, then explore specialty shops along the charming Montpellier district.

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

Top reviews in Cheltenham

Frequently Asked Questions

How much do cottages in Cheltenham cost?

Cottages in Cheltenham range between $252 and $4,937 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 9.2. 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 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 $252 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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