Cheltenham Vacation Homes from ￥30,875

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

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Our top choices for Cheltenham vacation homes

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

1. Quaint 1-bedroom house in Cheltenham

Cheltenham

Andrea

￥39,433 total

includes taxes & fees

Sep 1 - Sep 2

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

￥30,875 total

includes taxes & fees

Aug 31 - Sep 1

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.

￥49,465 total

includes taxes & fees

Aug 31 - Sep 1

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.

￥56,594 total

includes taxes & fees

Sep 2 - Sep 3

A dining table set with plates, cutlery, and wine glasses, with a view of a house and greenery outside.

5. Montpellier Cheltenham - Character Georgian Town House

Montpellier

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

6. The Chapel Street Hideaway by Fortuna Property Portfolio

Cheltenham

￥44,850 total

includes taxes & fees

Aug 31 - Sep 1

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

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

Cheltenham

￥84,501 total

includes taxes & fees

Sep 27 - Sep 28

A cozy living room with a red sofa, a green sofa, and a floral-patterned sofa. There is a large window with curtains, a chandelier, and a painting on the wall.

8. 2 Bed House - Sleeps 6 - Garden, Pets, Parking

Cheltenham

Robert S.

￥50,483 total

includes taxes & fees

Sep 1 - Sep 2

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

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

Cheltenham

￥55,576 total

includes taxes & fees

Sep 6 - Sep 7

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

10. 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

￥88,180 total

includes taxes & fees

Sep 3 - Sep 4

A two-story residential building with a white facade, multiple windows, and a black metal fence in front.

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

Gloucestershire

john J.

￥81,468 total

includes taxes & fees

Sep 3 - Sep 4

A modern bedroom with a bed, bedside table, and a large window.

12. Stunning 5 Bed Regency Home

Gloucestershire

Mary H

￥162,502 total

includes taxes & fees

Sep 20 - Sep 21

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

13. Bluebirds Cottage Light Airy 2BD Bourton

Cheltenham

Adam

￥62,241 total

includes taxes & fees

Sep 27 - Sep 28

14. The Den: A Hidden Retreat in Montpellier

The Suffolks

￥108,334 total

includes taxes & fees

Sep 8 - Sep 9

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

15. Stow on the Wold Scandi Chic Authentic Cottage

Stow-on-the-Wold

Pete

￥58,934 total

includes taxes & fees

Aug 31 - Sep 1

16. NEW Luxury Retreat | Hot-tub | Cinema Room | 9 Bed

Gloucestershire

￥964,177 total

includes taxes & fees

Aug 29 - Aug 30

A gravel garden with a white brick wall and a small plant.

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

Cheltenham

￥80,168 total

includes taxes & fees

Aug 30 - Aug 31

A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

18. Beechwood Cottage Banham Cottages

Bourton-on-the-Water

Michaela

￥115,701 total

includes taxes & fees

Aug 31 - Sep 1

A dining area with a table set for four, chairs, and a vase of flowers.

19. The Stables Banham Cottages

Bourton-on-the-Water

￥122,636 total

includes taxes & fees

Aug 31 - Sep 1

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

20. Cotswold Townhouse - Adults Only

Stow-on-the-Wold

￥70,417 total

includes taxes & fees

Sep 24 - Sep 25

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Top Cheltenham Hotel Reviews

DoubleTree by Hilton Cheltenham-Cotswolds

10/10 Excellent

"Great service and value for moneyoverall . Room -clean Breakfast -Excellect. Staff-very helpful"

The George

10/10 Excellent

"The George is in a very central place in Cheltenham, it’s close to all the bus's needed to got to the Cotswolds and beyond. The staff are extremely helpful and give good advice regarding the area. We had the continental breakfast and there was plenty of healthy food and drinks available. We also had some cooked to order breakfasts and these were exceptionally good. On the downside some of the carpets on the stairs need renewing. Overall I’d give the George 9/10."

No 131

10/10 Excellent

"We had a lovely stay at No.131 in Cheltenham. The hotel is beautifully presented, stylish and very clean, with a great location that makes it easy to explore Cheltenham on foot. The staff were particularly friendly, welcoming and helpful throughout our stay, and the service was excellent. Our room was comfortable and well maintained, and the whole hotel has a relaxed but elegant atmosphere. A very enjoyable stay overall and somewhere we would happily recommend and return to."

Citrus Hotel Cheltenham by Compass Hospitality

8/10 Good

"First time staying in the Citrus Hotel Cheltenham. The family room we had was a surprise in that it was so huge. It even had self catering facilities in a cupboard including a sink, microwave and kitchen utensils! The room was dated and looked like we could have been in the 80’s, but it was very clean and quiet. The location is fantastic for walking into central Cheltenham, and the small car park beneath the hotel was an added bonus at £10 per night. We would definitely stay in the hotel again if we were to spend a day or two in Cheltenham."

Find out more about Cheltenham

Cheltenham Vacation Homes information

Number of reviews	24
Accommodation	347 Vacation Homes
Lowest Price	￥30,875
Highest Price	￥964,177

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Be picky

Check prices for these dates

Our top choices for Cheltenham vacation homes

1. Quaint 1-bedroom house in Cheltenham

2. Central Cheltenham 2-Bed House - Free Parking

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

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

5. Montpellier Cheltenham - Character Georgian Town House

6. The Chapel Street Hideaway by Fortuna Property Portfolio

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

8. 2 Bed House - Sleeps 6 - Garden, Pets, Parking

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

10. Old Sorting Office

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

12. Stunning 5 Bed Regency Home

13. Bluebirds Cottage Light Airy 2BD Bourton

14. The Den: A Hidden Retreat in Montpellier

15. Stow on the Wold Scandi Chic Authentic Cottage

16. NEW Luxury Retreat | Hot-tub | Cinema Room | 9 Bed

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

18. Beechwood Cottage Banham Cottages

19. The Stables Banham Cottages

20. Cotswold Townhouse - Adults Only

Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

DoubleTree by Hilton Cheltenham-Cotswolds

Queens Hotel Cheltenham

The George

Ellenborough Park

No 131

Malmaison Cheltenham

Cowley Manor Experimental

Citrus Hotel Cheltenham by Compass Hospitality

Lords of the Manor Hotel

Find out more about Cheltenham

Cheltenham Vacation Homes information

Search Vacation Homes in Cheltenham

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cheltenham vacation homes

1. Quaint 1-bedroom house in Cheltenham

2. Central Cheltenham 2-Bed House - Free Parking

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

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

5. Montpellier Cheltenham - Character Georgian Town House

6. The Chapel Street Hideaway by Fortuna Property Portfolio

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

8. 2 Bed House - Sleeps 6 - Garden, Pets, Parking

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

10. Old Sorting Office

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

12. Stunning 5 Bed Regency Home

13. Bluebirds Cottage Light Airy 2BD Bourton

14. The Den: A Hidden Retreat in Montpellier

15. Stow on the Wold Scandi Chic Authentic Cottage

16. NEW Luxury Retreat | Hot-tub | Cinema Room | 9 Bed

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

18. Beechwood Cottage Banham Cottages

19. The Stables Banham Cottages

20. Cotswold Townhouse - Adults Only

Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

DoubleTree by Hilton Cheltenham-Cotswolds

Find out more about Cheltenham

Cheltenham Vacation Homes information