Cheltenham Vacation Homes

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

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Our top choices for Cheltenham holiday homes

A neatly made bed with a green blanket, two bedside lamps, and a window with curtains.

1. Quaint 1-bedroom house in Cheltenham

Cheltenham

Rita P.

HK$1,636 total

includes taxes & fees

14 Oct - 15 Oct

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

2. Central Cheltenham 2-Bed House - Free Parking

Cheltenham

HK$1,480 total

includes taxes & fees

18 Oct - 19 Oct

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.

HK$1,956 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a sofa, a coffee table, a lamp, and artwork on the walls.

4. 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.

A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

5. Cotswold Townhouse - Adults Only

Stow-on-the-Wold

HK$2,077 total

includes taxes & fees

15 Oct - 16 Oct

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

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

Cheltenham

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.

7. Cosy Peaceful Self Contained Home in Montpellier

The Suffolks

Helen M.

HK$3,656 total

includes taxes & fees

1 Nov - 2 Nov

A modern dining area with a long table, blue chairs, and a skylight.

8. Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

Cheltenham

Aimie

HK$7,525 total

includes taxes & fees

17 Oct - 18 Oct

A modern kitchen with a toaster, a coffee maker, and a wooden cutting board with jars.

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

Cheltenham

HK$4,746 total

includes taxes & fees

1 Nov - 2 Nov

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

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

Gloucestershire

john J.

A stone building with a white door and a small porch area with a bench and chairs.

11. Jasmine Cottage-2BD in Heart of Bourton

Cheltenham

Ryan

HK$3,741 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with a skylight, a dining area with a round table, and a TV mounted on the wall.

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

Cheltenham

HK$2,430 total

includes taxes & fees

18 Oct - 19 Oct

A neatly made bed with a brown blanket, white pillows, and a blue pillow. There are two bedside lamps with lit bulbs.

13. Modern 4 Bed Home With Parking Close To Town

Cheltenham

HK$3,323 total

includes taxes & fees

18 Oct - 19 Oct

A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

14. Bluebirds Cottage Light Airy 2BD Bourton

Cheltenham

Adam

HK$2,909 total

includes taxes & fees

1 Nov - 2 Nov

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

15. Old Sorting Office

Cheltenham

"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

HK$4,227 total

includes taxes & fees

3 Nov - 4 Nov

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

16. The Haybarn Banham Cottages

Bourton-on-the-Water

Velia

HK$5,234 total

includes taxes & fees

14 Oct - 15 Oct

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.

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

Cheltenham

HK$4,591 total

includes taxes & fees

12 Oct - 13 Oct

A dining area with a wooden table and chairs, a staircase, and a wooden door.

18. Peaceful & Spacious 2 Bed Home in Cheltenham

Gloucestershire

Linda

HK$4,061 total

includes taxes & fees

25 Oct - 26 Oct

A stone building with wicker furniture, a bottle of wine, and a cheese board.

19. Stow on the Wold Scandi Chic Authentic Cottage

Stow-on-the-Wold

Pete

HK$3,533 total

includes taxes & fees

1 Nov - 2 Nov

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

20. NEW Queens Road Property

Gloucestershire

Jacob W.

HK$4,341 total

includes taxes & fees

18 Oct - 19 Oct

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Top Cheltenham Hotel Reviews

Leonardo Hotel Cheltenham

8/10 Good

"Nice hotel. Clean and largely well maintained. It's a distance from the town centre if that's important to you, but on a frequent bus route and a good cycle network. Small frustrations are the charge for parking (but the cost of the hotel itself was reasonable) and having to book the pool etc, which is only in 30 minute slots, which put us off a bit."

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