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. 4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
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.
$321 nightly
The price is $321
Oct 12 - Oct 13
Total with taxes and fees
4 Star Cotswold Stone Cottage
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 house with a well-maintained lawn, a stone wall, and a garden area with various plants.

3. Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
$254 nightly
The price is $254
Oct 8 - Oct 9
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.

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
$669 nightly
The price is $669
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.

5. 2 bedroom accommodation in Near Cheltenham

2 bedroom accommodation in Near Cheltenham
Near Cheltenham
$510 nightly
The price is $510
Oct 11 - Oct 12
Total with taxes and fees
2 bedroom accommodation in Near Cheltenham
A two-story residential building with a symmetrical facade, a front porch, and a white picket fence.

6. Cosy Teapot Cottage in Winchcombe with Log Burner

Cosy Teapot Cottage in Winchcombe with Log Burner
Winchcombe
$783 nightly
The price is $783
Oct 29 - Oct 30
Total with taxes and fees
Cosy Teapot Cottage in Winchcombe with Log Burner
A traditional half-timbered building with multiple windows and a sign indicating a pub.

7. 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
$689 nightly
The price is $689
Oct 18 - Oct 19
Total with taxes and fees
Charming Cotswold Cottage in Central Winchcombe
A building with a stone facade, a bridge, and a pathway leading to the entrance.

8. Maple Cottage

Maple Cottage
Bourton-on-the-Water
$677 nightly
The price is $677
Oct 8 - Oct 9
Total with taxes and fees
Maple Cottage
A gravel driveway leading to a house with a covered patio area.

9. 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.
$1,927 nightly
The price is $1,927
Nov 3 - Nov 4
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.

10. 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 rustic building with a wooden door and windows, a grassy lawn, and a wooden table with a vase of flowers.

11. Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$441 nightly
The price is $529
Oct 10 - Oct 11
Total with taxes and fees
Woodcock Studio
A bedroom with a wooden bed, a window with a view, a bedside table with a lamp, and a tray with items.

12. The Coach House

The Coach House
3.0 star property
Cheltenham
$466 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.

13. Thimble Cottage

Thimble Cottage
3.5 star property
Cheltenham
$622 nightly
The price is $746
Oct 27 - Oct 28
Total with taxes and fees
Thimble Cottage
A modern two-story house with a large glass door and a stone wall.

14. Suncroft

Suncroft
3.0 star property
Cheltenham
$1,171 nightly
The price is $1,405
Oct 26 - Oct 27
Total with taxes and fees
Suncroft
A stone house with a gabled roof, a front door, and a small garden area.

15. 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
$582 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.

16. Bramley Cottage

Bramley Cottage
3.0 star property
Cheltenham
$651 nightly
The price is $781
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.

17. South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
$4,795 nightly
The price is $5,753
Oct 11 - Oct 12
Total with taxes and fees
South Hill Farmhouse
A stone house with a garden pathway leading to the entrance.

18. Willow Cottage

Willow Cottage
3.5 star property
Cheltenham
$871 nightly
The price is $1,045
Nov 6 - Nov 7
Total with taxes and fees
Willow Cottage
A stone building with a gravel driveway and a parked quad bike.

19. The Granary

The Granary
2.0 star property
Cheltenham
$670 nightly
The price is $804
Oct 11 - Oct 12
Total with taxes and fees
The Granary
A stone house with a wooden gate, a stone wall, and a garden with autumn foliage.

20. Meadow View Cottage

Meadow View Cottage
3.0 star property
Cheltenham
$864 nightly
The price is $1,037
Oct 13 - Oct 14
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.
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Top Cheltenham Hotel Reviews

The Lamb Inn Great Rissington

The Lamb Inn Great Rissington

10/10 Excellent
"Lovely hotel in a quiet village . Staff very friendly"
Kenneth 1-night trip
Posted 12 hours ago
The Lamb Inn Great Rissington

Find out more about Cheltenham

Cheltenham Cottages information

Number of reviews
142
Accommodation
451 Cottages
Lowest Price
$254
Highest Price
$5,753

Frequently asked questions

How much do cottages in Cheltenham cost?
Cottages in Cheltenham range between $254 and $5,753 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 10.0. 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 $254 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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