Holiday Homes in Cheltenham

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Cheltenham

Stunning 2BD in the Heart of Cheltenham

3.0 star property
10.0 out of 10, Exceptional, (1)
"Fantastic. Will look to stay again"
Stunning 2BD in the Heart of Cheltenham

Spacious 5-Bedroom Home in Cheltenham

7.0 out of 10, Good, (2)
"The house itself is nice but when we arrived there was a lot of rubbish around the house. The kitchen lacked glasses, cutlery, pots and pans. We bought glasses ourselves and the rest was brought after two days. The WiFi was not working and consequently the TV didn't go either. A new WiFi was dropped at the house after five (!) days which we installed ourselves but the TV still didn't work. At one day somebody stood in front of the house and wanted to show it to somebody who was interested to buy...
Spacious 5-Bedroom Home in Cheltenham

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"Stayed as a large family for a long weekend. The grandchildren loved the garden. The main house was great, the weather was perfect so we mainly used the kitchen and outside garden dining table. All four bedrooms in the main house are bright and well furnished. The bedrooms in the annexe are more basic but fine for just sleeping in. The host was always available and responded to the couple of queries we had immediately."
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

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

9.0 out of 10, Wonderful, (4)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
The price is NZ$368
includes taxes & fees
5 Oct - 6 Oct
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Bourton on the Water Scandi Chic Authentic Cottage

10.0 out of 10, Exceptional, (5)
"This cottage is perfect. It has everything you need. The location can’t be beat, walking distance to restaurants and shops. I truly loved staying here! "
The price is NZ$802
includes taxes & fees
19 Oct - 20 Oct
Bourton on the Water Scandi Chic Authentic Cottage

Spacious House, Private Parking & Garden

Spacious House, Private Parking & Garden

Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow

10.0 out of 10, Exceptional, (2)
"Perfect for a Cotswold holiday with great access into Stow and surrounding towns via lovely walks or car. Would highly recommend!"
The price is NZ$448
includes taxes & fees
13 Oct - 14 Oct
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow

Boutique cottage in the heart of Winchcombe

9.8 out of 10, Exceptional, (10)
"Great stay!"
Boutique cottage in the heart of Winchcombe

Upper Slaughter * Grade II listed Cotswold Cottage

10.0 out of 10, Exceptional, (8)
"Perfectly located and charming Upper Slaughter cottage within walking distance to Lords of the Manor, Lower Slaughter and Bourton-on-the-Water. Clean, modern bathrooms and kitchen and a lovely garden out back for al fresco dining. We had three adults and one teen and there were plenty beds - twin beds are best for children. Appreciated the nespresso machine and pods, too. "
Upper Slaughter * Grade II listed Cotswold Cottage

Luxury Boutique Cotswold Cottage with Hot Tub!

Luxury Boutique Cotswold Cottage with Hot Tub!

Cheltenham 'Hidden Gem' with Parking, Walk to Town

8.0 out of 10, Very good, (1)
"Our Son lives in Cheltenham,so used VRBO to find a place that would allow our 2 small dogs .This property fitted our requirements not far from the town with it's great shops & loads of Cafes and restraunts ,also a good park near by to walk dogs with a lovely cafe in it.The property is comfortable and has everything you need for a relaxing stay.The garden has a small patio and a table plus chairs so can eat outside on good days .There is also a decking area higher up that gets the sun from...
Cheltenham 'Hidden Gem' with Parking, Walk to Town

Pass the Keys | The Pippins a Cotswold cottage and garden parking

8.0 out of 10, Very good, (1)
"House is beautiful, very clean."
Pass the Keys | The Pippins a Cotswold cottage and garden parking

Cheltenham Cozy Retreat With 2 Bedrooms

3.5 star property
8.0 out of 10, Very good, (1)
"Great location, cottage was cosy and spacious with good amenities. Dog friendly and we had an enjoyable stay. Good restaurants in the area too "
The price is NZ$595
includes taxes & fees
10 Oct - 11 Oct
Cheltenham Cozy Retreat With 2 Bedrooms

The Little House, Luxury Cotswolds Stunning Views

10.0 out of 10, Exceptional, (10)
"Absolutely beautiful houseand location. Our dogs loved it too"
The Little House, Luxury Cotswolds Stunning Views

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

9.8 out of 10, Exceptional, (30)
"A lovely apartment - Bedroom was big enough for me, though might be a little cosy for two. Sofabed in the lounge was larger, and I'm assured it was comfortable. Well appointed and put together as a base of operations from which to explore the local area. We didn't spend much time in it except to sleep, but it suited us very well. "
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (55)
"So convenient for Cotswolds & good restaurants & pubs nearby. Plus generous provisions provided for guests."
A quiet Edwardian house in the Cotswolds

Bluebirds Cottage Light Airy 2BD Bourton

3.0 star property
7.0 out of 10, Good, (2)
"Brilliant country side stay in a lovely Cotswolds Hamlet "
The price is NZ$611
includes taxes & fees
28 Sept - 29 Sept
Bluebirds Cottage Light Airy 2BD Bourton

Cosy Studio Annexe Central Cheltenham

2.0 star property
6.0 out of 10, (1)
"First of all, I would like to say, I wasn't happy the fact that I have to pay extra for the liability insurance, it isn't mentioned when I was looking at Hotel.com, not even in the small print, and then they send me an email ( messages) for the next steps of booking, because the booking in not refundable, I have to accept all the booking instructions, secondly, the pictures they advertised on Hotel.com, looks amazing, in fact look massive, ( as they put it, "entire home") but it is actually...
Cosy Studio Annexe Central Cheltenham

Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

10.0 out of 10, Exceptional, (69)
"Charming cottage Beautiful setting Ideal for walkers and visiting stunning towns and villages Loved it Highly recommended "
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

Stunning 1BR Apt in Central Cheltenham

2.0 star property
Stunning 1BR Apt in Central Cheltenham
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheltenham Hotel Reviews

Find out more about Cheltenham

Find out more about Cheltenham

Cheltenham Holiday Homes information

Number of reviews
182
Accommodation
251 Holiday Homes
Lowest Price
NZ$368
Highest Price
NZ$802

Explore a world of travel with Expedia

Explore a world of travel with Expedia