Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Cheltenham vacation rentals

In-room dining

Stunning 2BD in Bourton on the Water

Stunning 2BD in Bourton on the Water
2.0 star property
Bourton-on-the-Water
The price is ￥29,901
￥56,171 total
includes taxes & fees
May 12 - May 13
Stunning 2BD in Bourton on the Water
Private kitchen

Corner House - Bright 2BD in Cheltenham

Corner House - Bright 2BD in Cheltenham
2.0 star property
Cheltenham
The price is ￥17,085
￥41,860 total
includes taxes & fees
May 13 - May 14
Corner House - Bright 2BD in Cheltenham
Dining

The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is ￥62,120
￥119,182 total
includes taxes & fees
May 14 - May 15
The Haybarn Banham Cottages
Cottage, 3 Bedrooms (Vernon Cottage (Parking Available)) | Desk, bed sheets

Vernon Place Accommodation

Vernon Place Accommodation
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
" Excellent quiet location, close to the high street with lots of options for eating out.Well maintained property, nice and clean. Overall 5/5 Single traveller, business trip."
United Kingdom
Anonymous traveler
The price is ￥11,390
￥13,669 total
includes taxes & fees
May 26 - May 27
Vernon Place Accommodation
1 bedroom, bed sheets

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
10.0 out of 10, Exceptional, (8 reviews)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
The price is ￥24,412
￥27,829 total
includes taxes & fees
May 13 - May 14
Shepherds Hut in the Cotswolds
Dining

The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is ￥55,864
￥116,373 total
includes taxes & fees
May 12 - May 13
The Stables Banham Cottages
Cottage | Property grounds

Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is ￥67,170
￥80,604 total
includes taxes & fees
May 17 - May 18
Wellinghill Lodge
Family Cottage, Private Bathroom | Interior

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is ￥43,605
￥52,326 total
includes taxes & fees
May 19 - May 20
Oakey Cottage
Exterior detail

Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. "
United Kingdom
KATIA
The price is ￥11,533
￥14,950 total
includes taxes & fees
May 13 - May 14
Modern Studio Appartment
Front of property

Country Cottage in Heart of the Cotswold

Country Cottage in Heart of the Cotswold
2.0 star property
Farmington
8.0 out of 10, Very Good, (2 reviews)
"Lovely place in a peaceful and quiet location, however I did not recieve any check in instructions and was a bit disappointed that there was no tea/coffee at all in such a remote location. "
United Kingdom
Stephanie
The price is ￥41,647
￥71,334 total
includes taxes & fees
May 14 - May 15
Country Cottage in Heart of the Cotswold
Living area

Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is ￥62,712
￥131,638 total
includes taxes & fees
May 13 - May 14
Beechwood Cottage Banham Cottages
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (112 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
The price is ￥16,472
￥19,766 total
includes taxes & fees
May 17 - May 18
Crescent Place by Mansley
Dining

Stunning 2BD Townhouse in Cheltenham

Stunning 2BD Townhouse in Cheltenham
2.0 star property
Montpellier
Stunning 2BD Townhouse in Cheltenham
Exterior detail

1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (23 reviews)
"Ivy Cottage was definitely one of the nicest cottages I have ever stayed in. It was clean, cosy, warm, spacious, well-equipped and very comfortable. And the village is lovely too."
United Kingdom
Fiona P.
The price is ￥90,770
￥90,770 total
includes taxes & fees
May 13 - May 14
1 bedroom accommodation in Chedworth, near Cheltenham
Fridge, microwave, oven, stovetop

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

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
The price is ￥25,373
￥41,178 total
includes taxes & fees
May 12 - May 13
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Outdoor dining

Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (9 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
The price is ￥46,133
￥66,423 total
includes taxes & fees
Jun 3 - Jun 4
Stow on the Wold Scandi Chic Authentic Cottage
Terrace/patio

Swallow Studio

Swallow Studio
2.0 star property
Cheltenham
The price is ￥71,164
￥85,397 total
includes taxes & fees
May 15 - May 16
Swallow Studio
Luxury Cottage, Private Bathroom | Exterior

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic stay, would recommend."
United Kingdom
Caroline
Greystones Cottage
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (221 reviews)
"Great property, superb location, lovely rooms with really easy check in. The only niggle was the listing on expedia stated there was parking, but this was payable and off site and therefore added £45 to the cost of our stay."
United Kingdom
Gemma
The price is ￥14,731
￥17,678 total
includes taxes & fees
May 17 - May 18
Strozzi Palace Suites by Mansley
Interior

Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was a lovely property which was within easy walking distance to plenty of restaurants, although if you would like the property has cooking equipment. We were very comfortable in this well equipped home."
United Kingdom
Andrea
The price is ￥32,037
￥42,716 total
includes taxes & fees
May 26 - May 27
Quaint 1-bedroom house 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.
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Top Cheltenham Hotel Reviews

Ramada by Wyndham Cheltenham

Ramada by Wyndham Cheltenham

4/10 Poor
"Very tired rooms. The shower was lukewarm. The breakfast was ok, but it is obvious they use cheap ingredients, eg the sausage, plus the whole full English, which they prepare in the kitchen ( not buffet style) had a very greasy flavour to it. "
Nigel 1-night trip
Posted 3 hours ago
Ramada by Wyndham Cheltenham

Find out more about Cheltenham

Search for holiday rentals in Cheltenham on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheltenham using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cheltenham!

Frequently asked questions

Can I find a vacation rental in Cheltenham?

Yes, there are vacation rentals in Cheltenham close to Cotswold Farm Park, or you can choose a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the picturesque gardens in Cheltenham. Make sure you have time to check out the sightseeing tours and musical theater during your trip.

What are some of the best vacation home rentals that Cheltenham has to offer?

The Cotswold Haven | Modern 3-Bed Near Town: Visitors give good reviews to this Cheltenham vacation home rental, which has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Another good choice for your trip to Cheltenham is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

How many vacation rentals will I find in Cheltenham?

With 235 Expedia vacation rentals, you're sure to find just the right place for your Cheltenham stay.

What can I see and do in Cheltenham?

Enjoy the outdoors at Pittville Park and Imperial Gardens, or simply take in cultural attractions like Everyman Theatre and Cheltenham Art Gallery and Museum. Other places in town to visit include The Promenade and Cheltenham Town Hall.

What are vacation rentals like in Cheltenham?

Vacation rentals are private properties you can book for a long or short time in Cheltenham. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.