Holiday Homes in Cheltenham

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Cheltenham

Living area
Hawthorn Cottage - sleeps 8 guests in 4 bedrooms
9.6 out of 10, Exceptional, (36)
"It is rare the Experience of staying at a holiday location works out as well as expectation of a group built up by the online marketing page. I’m pleased to say that didn’t happen here, in fact the only potential issue in advance was the parking as we had 3 cars. Even this didn’t present an issue. Excellent facilities and base, one very minor issue was the need to drink Guinness from a wine glass due to the lack of a pint glass on site, as I say very minor issue."
Hawthorn Cottage - sleeps 8 guests in 4 bedrooms
Fridge, microwave, oven, stovetop
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
9.8 out of 10, Exceptional, (16)
"Family (5 + dog) enjoyed the long easter weekend in this house. It was pretty, well equipped, and we had a great time."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Smart TV, fireplace, ping pong, books
elegant period 5 bed house close to town centre,sleeps 15
10.0 out of 10, Exceptional, (4)
"This pictures honestly don’t do this place justice… a stunning and spacious home with some beautiful details. Super clean, decorated beautifully with towels, everything you could need in the kitchen, lovely beds, shower gel… The host was extremely helpful after having some issues with a different site and switching over to vrbo. Great communication from start to finish with a super friendly and helpful person! A great central location on a safe road with registered parking, plenty of things...
The price is NZ$776
per night
22 May - 23 May
elegant period 5 bed house close to town centre,sleeps 15
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
A quiet Edwardian house in the Cotswolds
10.0 out of 10, Exceptional, (41)
"Sean was the best host. So helpful. He suggested dinner at a great pub in town. The house was clean and well stocked - even some food in the kitchen. The garden was charming. Absolutely no complaints at all. Will definitely return if we return to this part of England."
A quiet Edwardian house in the Cotswolds
Smart TV, Netflix, streaming services
The Little House, Luxury Cotswolds Stunning Views
10.0 out of 10, Exceptional, (4)
"Had a fantastic short holiday and this lovely cottage. Very spacious for a one bedroom. The cottage is beautifully presented with some quirky decor touches, which make it feel very individual and not at all like a generic rental. It has a really lovely atmosphere. The garden is enclosed so fantastic for the dog. There are some really nice places to visit not too far away. Communication with owners was also excellent. They did all they could to make staying their property as enjoyable as...
The Little House, Luxury Cotswolds Stunning Views
Fridge, microwave, oven, toaster
K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing
8.8 out of 10, Excellent, (3)
"Great property ideally located for city centre only 10min walk poor communication from booking agent regards access was the only issue we had"
K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing
Fridge, oven, stovetop, coffee/tea maker
Unique & Stylish Town House, central Cheltenham
10.0 out of 10, Exceptional, (4)
"Lovely property in a great location"
The price is NZ$458
per night
22 May - 23 May
Unique & Stylish Town House, central Cheltenham
Fridge, microwave, oven, stovetop
Stunning 3 Bed Town House with Private Parking
8.0 out of 10, Very good, (1)
"This 3 bedroom townhouse provided a good base to visit Cheltenham and it’s nearby trails. The beds were comfortable and the bathrooms clean and modern. The location had easy access to the train station. The kitchen chairs in were uncomfortable however."
Stunning 3 Bed Town House with Private Parking
Garden
Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham
4.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful experience, the facilities are of high quality, convenient and comfortable. We definitely recommend it."
Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham
Exterior
The Old Antique Shop Town Centre Stylish House
10.0 out of 10, Exceptional, (1)
"Steve and his family have surpassed any expectations with this property The communication was superb , even videos 24 hours before check in and again at check out The quality of the property , the fixtures and fittings and cleanliness are outstanding Perfect location in Stow to walk to pubs and restaurants Exactly what we wanted and we will return I cannot praise this highly enough you will not be disappointed Thank you Steve and family we felt the love you have for your property"
The Old Antique Shop Town Centre Stylish House
Bar (on property)
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
10.0 out of 10, Exceptional, (21)
"My overall experience was wonderful. Any questions I had were answered in a timely manner. The only issues I had to work around were most mirrors in the place were placed rather high for my 5'0 stature 😄. The living room/dinning area was perfect for when my local friends came for a visit. I would definitely recommend this place for a single or a couple."
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
Exterior
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
10.0 out of 10, Exceptional, (64)
"I spent a week at No. 6 Vineyard and I found the host to be very helpfu. The property was well stocked with everything needed within reason, featured a great, bright kitchen and a nice back garden. Location was excellent."
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
TV, fireplace, table football, ping pong
Stanway House, 8 bed, 8 Bath
8.8 out of 10, Excellent, (34)
"Love this place. This is the second time I have held a business meeting here. The conference room is a great facility."
The price is NZ$1,294
per night
2 Jun - 3 Jun
Stanway House, 8 bed, 8 Bath
Property grounds
Finest Retreats | ARC Painswick
9.8 out of 10, Exceptional, (6)
Finest Retreats | ARC Painswick
Fridge, microwave, oven, stovetop
Rural hideaway but only 5 minutes from the centre of Cheltenham
10.0 out of 10, Exceptional, (4)
"This is a beautiful property, just on the outskirts of Cheltenham, minutes from all the amenities but you feel like you are out in the countryside. Gill & Glyn have a wonderful small farm with a menagerie of livestock. It was the perfect 4-day rest for us between exploring the big cities."
Rural hideaway but only 5 minutes from the centre of Cheltenham
Exterior
The Hideaway: Authentic Country Living
10.0 out of 10, Exceptional, (2)
"Booked for a relaxing birthday retreat. Exactly what was needed. Great accommodation, great hosts 10/10."
The Hideaway: Authentic Country Living
Exterior
Iconic Luxury Detached Period House on the River Bank with parking.
9.6 out of 10, Exceptional, (8)
"Very nice accommodation very central in the village so it was a bit noisy and busy . It must be the most photographed house in Bourton on the Water"
Iconic Luxury Detached Period House on the River Bank with parking.
Fridge, microwave, oven, stovetop
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
The price is NZ$354
per night
22 May - 23 May
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Fridge, microwave, oven, stovetop
Landers, Cheltenham - sleeps 10 guests in 5 bedrooms
9.2 out of 10, Wonderful, (12)
"House beautiful everything we needed. However I have one complaint. On arrival I found 8 massive piles of dog poo surrounding the pool area. This was quite disgusting and I had four children with us which can be dangerous for them. I assume it was left by the previous tenants but surely should have been checked by groundsman or cleaner . We paid a massive amount of money in fact double what we paid for a five star hotel on Lanzarote back on May so expected higher standards around that area....
Landers, Cheltenham - sleeps 10 guests in 5 bedrooms
Don't see what you're looking for?
See all available properties in 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.

Other property types in Cheltenham

In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.2 out of 10, Wonderful, (9)
"Great communication and a room upgrade which was a pleasant surprise. Well appointed, stylish room with comfy bed, a powerful shower and nice tea, coffee and biscuits. An eye mask and ear plugs were supplied as the only down side is there is noise from the street. The windows are sash and I expect can’t be double glazed. Probably not an issue unless you’re a light sleeper."
The price is NZ$211
per night
23 May - 24 May
Crescent Place
Reception
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (150)
"Overall it was a very nice stay, the room (Sienna) was luxurious with excellent kitchen facilities a really comfy, big bed and a nice looking terrace (although the rain put paid to using it). It is situated perfectly with great independent eateries and bars within a short walk. Parking is a little difficult and if there were some way of communicating exactly when a space would be free that would be more convenient. The lack of a working freezer compartment was the only other downside although...
The price is NZ$195
per night
28 May - 29 May
Strozzi Palace Suites by Mansley
Desk, blackout curtains, iron/ironing board, free WiFi
Spa Court
3.0 star property
7.8 out of 10, Good, (26)
"Accommodation is located centrally and has everything you need for a comfortable stay. Beds were clean and comfortable. Kitchen is a lovely space to come together with family. Add £13 per day for parking as the place has not its own parking. The place is clean but I gave it a 3 for cleaning because there were empty food boxes behind the desk in the main bedroom. Towels were clean but old . Communication was great and we will definitely go back again but will ask them to pay a little more...
Spa Court
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.

Cheltenham Holiday Homes information

Number of reviews
209
Accommodation
186 Holiday Homes
Lowest Price
NZ$354
Highest Price
NZ$1,294

Recent Reviews in Cheltenham
Expedia verified reviews