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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

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

10.0 out of 10, Exceptional, (8)
"Great spot to explore this beautiful area. Host was wonderfull, highly reccomend for Cotswolds area."
Rural hideaway but only 5 minutes from the centre of Cheltenham

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

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

Spacious 5-Bedroom Home in Cheltenham

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

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

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

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

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

Stow on the Wold Scandi Chic Authentic Cottage

The price is SAR 850
SAR 1,261 total
includes taxes & fees
27 Apr - 28 Apr
Stow on the Wold Scandi Chic Authentic Cottage

Stunning 3 Bed Town House with Private Parking

9.0 out of 10, Wonderful, (2)
"Great place to stay"
The price is SAR 652
SAR 1,188 total
includes taxes & fees
10 Apr - 11 Apr
Stunning 3 Bed Town House with Private Parking

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!

The price is SAR 1,602
SAR 1,894 total
includes taxes & fees
8 Apr - 9 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

Pass the Keys | The Pippins a Cotswold cottage and garden 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

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

9.6 out of 10, Exceptional, (8)
"The property was perfect for a group and was beautiful. Will be booking again for another race meeting"
The price is SAR 1,546
SAR 2,154 total
includes taxes & fees
1 Apr - 2 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.

10.0 out of 10, Exceptional, (66)
"Wonderful cottage in a beautiful town."
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

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

The price is SAR 483
SAR 812 total
includes taxes & fees
30 Mar - 31 Mar
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families

10.0 out of 10, Exceptional, (2)
"From the moment I booked the property, to leaving the property, the experience has been seamless. Great communication & the checkin was swift. The property itself is incredible. Great for large groups. With the kitchen stacked full of cooking equipment. Plenty of games & activities to do too. The property is set in a quiet space just on the edge of Cheltenham. We walked back from the centre which was about 25 minutes."
The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families
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

3.0 star property
9.4 out of 10, Exceptional, (58)
"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*"
Crescent Place

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (175)
"Had a fantastic stay at strozzi palace The staff was friendly, the room was spotless and comfortable, and the location was perfect. Great amenities and excellent service—highly recommend! "
The price is SAR 294
SAR 353 total
includes taxes & fees
6 Apr - 7 Apr
Strozzi Palace Suites by Mansley

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (123)
"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 SAR 479
SAR 575 total
includes taxes & fees
21 Apr - 22 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.