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

Search Vacation Homes in Cheltenham

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Cheltenham vacation homes

A modern kitchen with a skylight, a dining area with chairs, and a view through large windows.

1. Central Cheltenham 2-Bed House - Free Parking

Central Cheltenham 2-Bed House - Free Parking
Cheltenham
Central Cheltenham 2-Bed House - Free Parking
A wooden vanity with a mirror, a clock, and a framed picture on the wall.

2. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"We found the property extremely spacious, comfortable and well equipped. The hosts, Fiona and Jonathan were very welcoming and friendly. It proved to be a good base for exploring Cheltenham and surrounding area."
United Kingdom
Rita P.
Quaint 1-bedroom house in Cheltenham
A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

3. Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
A bedroom with a bed, a window, a radiator, and a door.

4. Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking

Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking
Cheltenham
Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking
A room with green tiled walls, two mustard-colored armchairs, a small round table with a radio, and a hanging woven light fixture.

5. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is SAR 832
SAR 998 total
includes taxes & fees
25 Oct - 26 Oct
Cotswold Townhouse - Adults Only
A modern kitchen with a marble countertop, a bottle of champagne, and several wine glasses.

6. Albert House - 3 Beds, Central & Racecourse!

Albert House - 3 Beds, Central & Racecourse!
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Just perfect for our needs."
United Kingdom
Philip C.
Albert House - 3 Beds, Central & Racecourse!
A hotel room with two beds, a window with curtains, a painting on the wall, and a lamp on the nightstand.

7. Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.

Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.
Cheltenham
4.0 out of 10, (2 reviews)
"Vile!! Was a 21 day stay!! We had to ask for a vacuum cleaner, didn’t have more than 10 hangers, one roll of toilet paper in each bathroom, one kitchen towel, one half roll of paper towels, and had one bath towel each and had to buy our own! Bedding was dirty upon arrival!!! Wouldn’t recommend this place at all! Over charged for a trashy house with minimal supplies for a family of 5 staying for 21 days!"
United States
Pip R.
Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.
A stone building with a white door and a small porch area with a bench and chairs.

8. Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (5 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is SAR 558
SAR 1,222 total
includes taxes & fees
15 Nov - 16 Nov
Jasmine Cottage-2BD in Heart of Bourton
A bedroom with a bed, a wardrobe, a mirror, and a 'PARIS' sign on the wall.

9. Entire 3 bedroom house in Gloucester city.

Entire 3 bedroom house in Gloucester city.
Gloucester
Entire 3 bedroom house in Gloucester city.
A modern kitchen with a toaster, a coffee maker, and a wooden cutting board with jars.

10. Vibrant 4BR | 2Bath | Home |High-end |Cntr Cheltenham |All stays | Parking incl

Vibrant 4BR | 2Bath | Home |High-end |Cntr Cheltenham |All stays | Parking incl
Cheltenham
Vibrant 4BR | 2Bath | Home |High-end |Cntr Cheltenham |All stays | Parking incl
A neatly made bed with white linens and rolled towels, a headboard with gray and white pillows, bedside lamps, and framed pictures on the wall.

11. Cosy Peaceful Self Contained Home in Montpellier

Cosy Peaceful Self Contained Home in Montpellier
The Suffolks
9.6 out of 10, Exceptional, (5 reviews)
"Fantastic location "
United Kingdom
Helen M.
Cosy Peaceful Self Contained Home in Montpellier
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

12. NEW | Cornfields Place | Racecourse | Free Parking

NEW | Cornfields Place | Racecourse | Free Parking
Bishops Cleeve
The price is SAR 1,585
SAR 2,112 total
includes taxes & fees
23 Oct - 24 Oct
NEW | Cornfields Place | Racecourse | Free Parking
A cozy living room with two white sofas, a flat-screen TV on a wooden stand, and a large window with curtains.

13. Old Sorting Office

Old Sorting Office
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Great location in the heart of Winchcombe but tucked away and private. A well equipped cottage with washing machine and dishwasher, lovely big bed, comfortable lounge and a courtyard garden. There was a somw noise from the pub garden two doors down, particularly when they had a live band on, but it didnt go on too late. The bath was one of those with an accessible door on it so you can walk in and a hoist which made it a little strange , but shower was fine. Great stay. Will stay again."
United Kingdom
Sarah
The price is SAR 1,693
SAR 2,032 total
includes taxes & fees
3 Nov - 4 Nov
Old Sorting Office
A room with a fireplace, a mirror, a wooden side table with a vase and picture frame, and a window with curtains.

14. Central 3 Bedroom Home for 7 Guests

Central 3 Bedroom Home for 7 Guests
Cheltenham
Central 3 Bedroom Home for 7 Guests
A modern kitchen with a skylight, a dining area with a round table, and a TV mounted on the wall.

15. Large 5-Bed Cheltenham House - Sleeps 13 - Parking

Large 5-Bed Cheltenham House - Sleeps 13 - Parking
Cheltenham
The price is SAR 1,219
SAR 1,219 total
includes taxes & fees
1 Nov - 2 Nov
Large 5-Bed Cheltenham House - Sleeps 13 - Parking
A living room with a brown leather sofa, a grey armchair, a marble dining table set with blue napkins and plates, a TV on a brick wall, and a bookshelf filled with books and decorative items.

16. PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.

PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.
Cheltenham
PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.
A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

17. Bluebirds Cottage Light Airy 2BD Bourton

Bluebirds Cottage Light Airy 2BD Bourton
3.0 star property
Cheltenham
8.0 out of 10, Very good, (3 reviews)
"Brilliant country side stay in a lovely Cotswolds Hamlet "
United Kingdom
Adam
The price is SAR 331
SAR 1,401 total
includes taxes & fees
4 Nov - 5 Nov
Bluebirds Cottage Light Airy 2BD Bourton
A modern kitchen with a central island, stainless steel appliances, and light wood cabinetry.

18. Modern & Spacious Home in Central Cheltenham

Modern & Spacious Home in Central Cheltenham
Gloucestershire
8.8 out of 10, Excellent, (3 reviews)
"Great Location( for town), modern and clean. Beds comfy communication good."
United Kingdom
JOHN B.
The price is SAR 2,164
SAR 2,164 total
includes taxes & fees
25 Oct - 26 Oct
Modern & Spacious Home in Central Cheltenham
A modern kitchen with a central island, a built-in oven, and a large window with blinds.

19. Stunning 5 Bed Regency Home

Stunning 5 Bed Regency Home
Gloucestershire
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful property, perfect for our large family traveling with children. Nice central location, easy walk to many restaurants and shops. Hosts were wonderful and very helpful"
United States
Mary H
The price is SAR 5,342
SAR 5,342 total
includes taxes & fees
22 Oct - 23 Oct
Stunning 5 Bed Regency Home
A bedroom with a stone wall, a bed with a rolled-up blanket, a bedside table with a lamp, and a mirror.

20. Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This cottage is AMAZING! The location is unbelievable to be right in town, yet, very quiet! High end finishes and had everything we needed. We will absolutely book to stay again!"
United States
Heidi
The price is SAR 1,536
SAR 2,395 total
includes taxes & fees
8 Nov - 9 Nov
Sycamore Cottage Banham Cottages
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 22 hours ago
The Frogmill