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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 260 Vacation Homes in Cheltenham with updated reviews, rates, and availability.

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Fridge, microwave, oven, stovetop

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

10.0 out of 10, Exceptional, (40)
"Escaped the crazy, and embraced peace. The Barn is a perfect place to unwind. Clean, spacious, with a well equipped kitchen and comfy beds. Located in a quiet cul de sac in a small hamlet miles from the noise; and yet within a short drive to good pubs and country shops. This is an our second Christmas at The Barn. It’s a gem."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Rural hideaway but only 5 minutes from the centre of Cheltenham
Fridge, microwave, oven, stovetop

Rural hideaway but only 5 minutes from the centre of Cheltenham

10.0 out of 10, Exceptional, (9)
"The property was fitted to a very high standard, lovely touches such as the welcome pack & fresh eggs. Very welcoming host.We enjoyed sitting outside watching the animals and enjoying the peaceful setting. Easy walk into Cheltenham- shame we didn’t have longer to explore the beautiful area."
Rural hideaway but only 5 minutes from the centre of Cheltenham
Honeypot Cottage-Lovely Bolthole in Stow
Exterior

Honeypot Cottage-Lovely Bolthole in Stow

2.0 star property
Honeypot Cottage-Lovely Bolthole in Stow
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Dining

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

9.8 out of 10, Exceptional, (28)
"Stayed for 3 nights for the Cheltenham Festival. The apartment is immaculately presented and very clean. The location is excellent, only a very short walk to the centre of Cheltenham. Serra is an excellent host. Communication was really good form booking through to post stay.Would have no hesitation in booking again.post stay."
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Spacious 5-Bedroom Home in Cheltenham
Fridge, microwave, oven, stovetop

Spacious 5-Bedroom Home in Cheltenham

Spacious 5-Bedroom Home in Cheltenham
The Little House, Luxury Cotswolds Stunning Views
Interior

The Little House, Luxury Cotswolds Stunning Views

10.0 out of 10, Exceptional, (7)
"Had a lovely relaxing stay at The Little HouseThe location was great and the house was cosy The decor and furnishing were very good quality and lots of nice personal touches. Irene is a very informative host snd we would definitely visit again "
The Little House, Luxury Cotswolds Stunning Views
A quiet Edwardian house in the Cotswolds
Fridge, microwave, oven, stovetop

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (48)
"Spent a wonderful week staying in this house. Painswick is a beautiful Cotswold village and the property is a few minutes walk from the centre, where you will find excellent pubs, coffee shops and restaurants. A short drive takes you to Stroud where you will find all the major supermarkets and stores together with an impressive farmers market on a Saturday. Arriving to the most comprehensive "welcome pack" we have ever encountered we have no hesitation in recommending this property. 10 out of 10"
A quiet Edwardian house in the Cotswolds
The Old Antique Shop Town Centre Stylish House
Fridge, microwave, dishwasher

The Old Antique Shop Town Centre Stylish House

9.4 out of 10, Exceptional, (8)
"Steve and Dawn were so amazing throughout - from our planning until the end of our star. We were a bit concerned that the stores will be closed and stressing about what to eat over Christmas and Boxing Days. Dawn checked the stores across the street and even purchase milk and bread for us. They are very sweet and communicative throughout. "
The Old Antique Shop Town Centre Stylish House
Suitely Upper Park Place
2 bedrooms, WiFi, bed sheets

Suitely Upper Park Place

Suitely Upper Park Place
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow
TV

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

The price is AED 702
AED 918 total
includes taxes & fees
6 May - 7 May
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow
Stow on the Wold Scandi Chic Authentic Cottage
Terrace/patio

Stow on the Wold Scandi Chic Authentic Cottage

The price is AED 619
AED 1,051 total
includes taxes & fees
5 May - 6 May
Stow on the Wold Scandi Chic Authentic Cottage
Stunning 3 Bed Town House with Private Parking
Fridge, microwave, oven, stovetop

Stunning 3 Bed Town House with Private Parking

9.0 out of 10, Wonderful, (2)
"Great place to stay"
Stunning 3 Bed Town House with Private Parking
Honeypot Cottage - Charming Bolthole in Stow!
Interior

Honeypot Cottage - Charming Bolthole in Stow!

10.0 out of 10, Exceptional, (1)
"The townhouse style cottage has authentic cozy English country cottage feel but large enough for our family of three. It is on a quieter street yet within 2-3min walking distance to everything. We were pleasantly surprised to see that the owner or manager also put out 2 universal converter plugs for us, cooking oil, salt/seasoning, food wraps... I have no complains and highly recommend this place."
Honeypot Cottage - Charming Bolthole in Stow!
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
Terrace/patio

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

The price is AED 2,885
AED 3,173 total
includes taxes & fees
21 Apr - 22 Apr
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
Pass the Keys | The Pippins a Cotswold cottage and garden parking
Property grounds

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

Pass the Keys | The Pippins a Cotswold cottage and garden parking
Beautiful Cheltenham Townhouse, Private Parking
Onsite parking

Beautiful Cheltenham Townhouse, Private Parking

8.4 out of 10, Very Good, (6)
"This property was a great location and was overall very clean. Parking was a dream. The only issues were that there was a leak from the ceiling which caused a bit of a musty smell and the dishes in the cupboard were not clean. The beds were very comfortable and the location was in a great neighbour with many shops and restaurants. It was also very quiet. "
Beautiful Cheltenham Townhouse, Private Parking
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16
Fridge, microwave, oven, stovetop

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"Wanted somewhere with a feeling of space to get the extended family all together for a Christmas break. House was perfect, spacious and everything we needed. Great TV room btw!!!"
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16
elegant period 5 bed house close to town centre,sleeps 15
Smart TV, fireplace, table tennis, books

elegant period 5 bed house close to town centre,sleeps 15

9.6 out of 10, Exceptional, (9)
"My friends and I had a fab time away at this property. The house was perfect, plenty of space and had everything we needed. Would 100% recommend! "
The price is AED 1,538
AED 2,111 total
includes taxes & fees
17 Apr - 18 Apr
elegant period 5 bed house close to town centre,sleeps 15
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Exterior

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

10.0 out of 10, Exceptional, (67)
"This was a charming little cottage with a bright extension and the perfect base for our family of 4 to explore the Cotswolds. The kitchen was well equipped with dishes and pots, and even a laundry and good sized fridge. Shower and plumbing worked great. We also appreciated the fireplace during the cooler spring evenings! "
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Fridge, microwave, oven, stovetop

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

The price is AED 481
AED 822 total
includes taxes & fees
14 Apr - 15 Apr
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
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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Other property types in Cheltenham

Crescent Place by Mansley
View from property

Crescent Place by Mansley

3.0 star property
9.4 out of 10, Exceptional, (60)
"The communication with the manager was excellent. You are able to park in a secure car park using a code. The room is probably the cleanest I've ever stayed in. The location was excellent, especially for the racecourse, and near excellent restaurants and the town centre. A*"
The price is AED 357
AED 428 total
includes taxes & fees
27 Apr - 28 Apr
Crescent Place by Mansley
Strozzi Palace Suites by Mansley
Reception

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (177)
"Great property in an ideal location. Bit noisy sometimes with creaky floorboards and neighbours above walking around a lot but otherwise can’t fault it. Would stay again. "
The price is AED 338
AED 406 total
includes taxes & fees
1 May - 2 May
Strozzi Palace Suites by Mansley
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (124)
"This has to be the best place to stay in Cheltenham. It is clean, comfortable, roomy and stunning. It is the little touches that make this accommodation stand out over all the other places I have stayed. "
The price is AED 475
AED 571 total
includes taxes & fees
23 Apr - 24 Apr
Portland Apartments
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.