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Our top choices for Cheltenham holiday homes
1. Central Cheltenham 2-Bed House - Free Parking
Central Cheltenham 2-Bed House - Free ParkingCheltenham
The price is €171
includes taxes & fees
8 Nov - 9 Nov
2. Quaint 1-bedroom house in Cheltenham
Quaint 1-bedroom house in CheltenhamCheltenham
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."
Rita P.
The price is €183
includes taxes & fees
6 Nov - 7 Nov
3. Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Comfy modern townhouse/w free parking & garden, newly refurbished, self cateringCheltenham
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 "
Judy W.
The price is €227
includes taxes & fees
23 Nov - 24 Nov
4. Gloucester Place Townhouse + Hot Tub
Gloucester Place Townhouse + Hot TubCheltenham
9.0 out of 10, Wonderful, (6 reviews)
"We had a great stay. The accommodation had everything we needed and in a good location."
Claire S.
The price is €591
includes taxes & fees
29 Nov - 30 Nov
5. Cotswold Townhouse - Adults Only
Cotswold Townhouse - Adults OnlyStow-on-the-Wold
The price is €240
includes taxes & fees
8 Nov - 9 Nov
6. 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!"
Pip R.
The price is €339
includes taxes & fees
8 Nov - 9 Nov
7. Cosy Home with Log-Burner Next to Cheltenham Racec
Cosy Home with Log-Burner Next to Cheltenham RacecCheltenham
The price is €492
includes taxes & fees
6 Nov - 7 Nov
8. 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."
Philip C.
The price is €499
includes taxes & fees
2 Dec - 3 Dec
9. Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking
Central 5-Bed, 2 En-Suites - Sleeps 12 - ParkingCheltenham
The price is €300
includes taxes & fees
22 Nov - 23 Nov
10. Modern 4 bedroom Home in Cheltenham - 2min from City Centre
Modern 4 bedroom Home in Cheltenham - 2min from City CentreCheltenham
The price is €497
includes taxes & fees
8 Nov - 9 Nov
11. Stylish 2-Bed Home in Fairview with Free Parking
Stylish 2-Bed Home in Fairview with Free ParkingGloucestershire
10.0 out of 10, Exceptional, (3 reviews)
"Great location near city center. Very clean, well stocked whole house. "
john J.
The price is €407
includes taxes & fees
20 Nov - 21 Nov
12. Cosy Peaceful Self Contained Home in Montpellier
Cosy Peaceful Self Contained Home in MontpellierThe Suffolks
9.6 out of 10, Exceptional, (5 reviews)
"Fantastic location "
Helen M.
The price is €379
includes taxes & fees
6 Dec - 7 Dec
13. Central 3 Bedroom Home for 7 Guests
Central 3 Bedroom Home for 7 GuestsCheltenham
10.0 out of 10, Exceptional, (1 review)
"It is a nice home. Felt really cozy but also alot of space if needed. The comunication was great i really liked everything about it!🥰"
rowin
The price is €476
includes taxes & fees
15 Nov - 16 Nov
14. 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
The price is €510
includes taxes & fees
18 Nov - 19 Nov
15. Large 5-Bed Cheltenham House - Sleeps 13 - Parking
Large 5-Bed Cheltenham House - Sleeps 13 - ParkingCheltenham
The price is €281
includes taxes & fees
8 Nov - 9 Nov
16. Jing House - A Beautiful Two Bedroom Home
Jing House - A Beautiful Two Bedroom HomeGloucestershire
10.0 out of 10, Exceptional, (1 review)
"Bloomsbury House is in a great location, close to the Town Centre and Montpellier, with bars and restaurants within 3/4 minutes' walk. Make sure you take up the Parking Permit option, though, otherwise you'll have a fair walk with bags, etc. Would recommend and return."
John
The price is €468
includes taxes & fees
19 Nov - 20 Nov
17. The Chapel Street Hideaway by Fortuna Property Portfolio
The Chapel Street Hideaway by Fortuna Property PortfolioCheltenham
The price is €345
includes taxes & fees
12 Nov - 13 Nov
18. Beautiful Coach House in the Heart of Montpellier
Beautiful Coach House in the Heart of MontpellierCheltenham
The price is €640
includes taxes & fees
16 Nov - 17 Nov
19. *NEW* Queens Road Property
*NEW* Queens Road PropertyGloucestershire
10.0 out of 10, Exceptional, (2 reviews)
"Great location and loads of things around to keep you entertained. Plenty of space in the house, great listing!"
Jacob W.
The price is €530
includes taxes & fees
29 Nov - 30 Nov
20. The Haybarn Banham Cottages
The Haybarn Banham CottagesBourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
Velia
The price is €507
includes taxes & fees
8 Nov - 9 Nov
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 speciality shops along the charming Montpellier district.
