Cheltenham Holiday Homes from £142: Search Holiday Homes in Cheltenham

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Our top choices for Cheltenham holiday 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

Cheltenham

includes taxes & fees

8 Nov - 9 Nov

A wooden vanity with a mirror, a clock, and a framed picture on the wall.

2. Quaint 1-bedroom house in Cheltenham

Cheltenham

Rita P.

includes taxes & fees

6 Nov - 7 Nov

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

Cheltenham

Judy W.

includes taxes & fees

25 Nov - 26 Nov

A spacious living room with a fireplace, large windows, and a chandelier.

4. Gloucester Place Townhouse + Hot Tub

Cheltenham

Claire S.

includes taxes & fees

29 Nov - 30 Nov

A hotel room with a bed, a chair, a desk, and a television.

5. Cotswold Townhouse - Adults Only

Stow-on-the-Wold

includes taxes & fees

8 Nov - 9 Nov

A living room with a sofa, armchair, coffee table, TV stand, lamp, and a door.

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

Cheltenham

"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.

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, bedside tables, a window with curtains, a plant, and a framed picture on the wall.

7. Cosy Home with Log-Burner Next to Cheltenham Racec

Cheltenham

includes taxes & fees

6 Nov - 7 Nov

A modern kitchen with a marble countertop, a bottle of champagne, and several wine glasses.

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

Cheltenham

Philip C.

includes taxes & fees

2 Dec - 3 Dec

A bedroom with a bed, a window, a radiator, and a door.

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

Cheltenham

includes taxes & fees

22 Nov - 23 Nov

A modern bathroom with a toilet, sink, towel rack, and a small window with a plant.

10. Modern 4 bedroom Home in Cheltenham - 2min from City Centre

Cheltenham

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a blue sofa, a dining table set with chairs, a decorative wall clock, and a potted plant.

11. Stylish 2-Bed Home in Fairview with Free Parking

Gloucestershire

john J.

includes taxes & fees

20 Nov - 21 Nov

A modern living room with a grey sofa, a wooden coffee table, and framed botanical prints on the wall.

12. Cosy Peaceful Self Contained Home in Montpellier

The Suffolks

Helen M.

includes taxes & fees

6 Dec - 7 Dec

A neatly made bed with a blue quilt, white linens, and rolled towels. There is a bedside table with a lamp, a framed picture on the wall, and a window with a view of greenery.

13. Central 3 Bedroom Home for 7 Guests

Cheltenham

rowin

includes taxes & fees

19 Nov - 20 Nov

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.

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

Cheltenham

includes taxes & fees

6 Nov - 7 Nov

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

Cheltenham

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a dining table set for breakfast, and a large window with a view of greenery.

16. Jing House - A Beautiful Two Bedroom Home

Gloucestershire

John

includes taxes & fees

19 Nov - 20 Nov

A neatly made bed with white linens, orange pillows, and a tray of breakfast items.

17. The Chapel Street Hideaway by Fortuna Property Portfolio

Cheltenham

includes taxes & fees

12 Nov - 13 Nov

A serene riverside pathway leading to a large white building with a symmetrical facade and a central entrance.

18. Beautiful Coach House in the Heart of Montpellier

Cheltenham

includes taxes & fees

16 Nov - 17 Nov

A modern bedroom with a large bed, a desk, and a view of the outside.

19. NEW Queens Road Property

Gloucestershire

Jacob W.

includes taxes & fees

29 Nov - 30 Nov

A dining area with a wooden table and chairs, a vase of flowers, and a mirror on the wall.

20. The Haybarn Banham Cottages

Bourton-on-the-Water

Velia

includes taxes & fees

8 Nov - 9 Nov

View all properties

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.

See all hotels in Cheltenham

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

Top reviews in Cheltenham

A traditional stone building with a central arched entrance and multiple windows.

Windsor Cottage-Bolthole in heart of CN

Chipping Norton

10/10 Excellent

Had a lovely stay at Windsor cottage. Well presented, great amenities and the most comfortable bed in the master bedroom. Slept like a log! Ate out in local restaurants, which were lovely especially Alberto’s Italy. There are a couple of free parking areas in town 5-10 minutes away. During our stay there was a film set in place for Father Brown and a restriction at the end of the road. It didn’t take away from our stay, but was glad of the premier inn parking just a 100m away. We pulled up to...

Anonymous traveller

A stone building with a door, a window, and a small garden area with plants and a table.

Little Cottage in Moreton-in-Marsh

Moreton-in-Marsh

10/10 Excellent

julian

A cozy living room with two white sofas, a flat-screen TV on a wooden stand, and a large window with curtains.

Old Sorting Office

Cheltenham

10/10 Excellent

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.

Sarah