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Compare 223 Vacation Homes in Cheltenham with updated reviews, rates, and availability.

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Exterior
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
10.0 out of 10, Exceptional, (37)
"A girlfriend and I wanted a few days R and R. This stunning property and location fitted the bill. The beds were so comfortable! Felt cocooned for a few days. Just what we needed. Would recommend the property to anyone wanted to get away from it all. Only downside was the check in process as it was dark by 4pm. We struggled to find the property despite good directions and then found we could not see very well to open the key box. "
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
The Little House, Luxury Cotswolds Stunning Views
Outdoor dining
The Little House, Luxury Cotswolds Stunning Views
10.0 out of 10, Exceptional, (6)
"All beautiful as in the pictures, near most of interest places in the Cotswolds"
The Little House, Luxury Cotswolds Stunning Views
K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing
Living room
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
Gloucester Place Townhouse + Hot Tub!
Gloucester Place Townhouse + Hot Tub!
10.0 out of 10, Exceptional, (1)
"We stayed in this property for 3 nights. It is absolutely beautiful and was spotlessly clean. We didn't cook but the kitchen was well stocked for those wishing to do so. The host was always available and replied to all queries very quickly. We would definitely recommend this property and would stay there again."
Gloucester Place Townhouse + Hot Tub!
Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham
Private kitchen
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
Beautiful Cheltenham Townhouse, Private Parking
Beautiful Cheltenham Townhouse, Private Parking
9.2 out of 10, Wonderful, (5)
"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
Old Sorting Office
Exterior
Old Sorting Office
3.0 star property
Old Sorting Office
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
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Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
The price is AED 1,280
AED 1,559 total
includes taxes & fees
26 Nov - 27 Nov
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
Central 1 BD in the Heart of Cheltenham
Exterior
Central 1 BD in the Heart of Cheltenham
2.0 star property
Central 1 BD in the Heart of Cheltenham
Elmbridge House
Exterior
Elmbridge House
Elmbridge House
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
The Apartment
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
9.8 out of 10, Exceptional, (26)
"We stayed for a week during the Literary Festival. The flat is on the first floor and has an open plan kitchen/lounge/diner plus a bedroom and a separate bathroom. It is a reasonable size for two people and well equipped. There was one small error in the VRBO listing which shows a tumble dryer picture whereas the flat offers a clothes stand dryer instead. Not a big issue but one to bear in mind. Otherwise we had a great time. The flat is convenient for the High Street end of the town and...
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
elegant period 5 bed house close to town centre,sleeps 15
Interior
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 AED 2,138
AED 2,812 total
includes taxes & fees
27 Nov - 28 Nov
elegant period 5 bed house close to town centre,sleeps 15
Tree Tops House and Garden Cottage
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
A quiet Edwardian house in the Cotswolds
Cosy Living Room w/timber floors, logburner & Netflix.
A quiet Edwardian house in the Cotswolds
10.0 out of 10, Exceptional, (45)
"The owners have thought of everything!"
A quiet Edwardian house in the Cotswolds
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
A beautiful front room in a stunning cottage a stone's throw from Sudeley Castle
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.
Stanway House, 8 bed, 8 Bath
Dining
Stanway House, 8 bed, 8 Bath
8.8 out of 10, Excellent, (35)
"Over-all the accommodation worked well for us. There were some nice touches icluding welcoming flowers and cakes etc which were much appreciated. Everything we needed was there. However we felt that some maintenance was needed including the table leg, dishwasher door and track and the property would benefit from some refreshing. Beds were all very comfortable. "
The price is AED 2,709
AED 3,418 total
includes taxes & fees
28 Nov - 29 Nov
Stanway House, 8 bed, 8 Bath
Finest Retreats | ARC Painswick
Front
Finest Retreats | ARC Painswick
9.8 out of 10, Exceptional, (10)
Finest Retreats | ARC Painswick
Rural hideaway but only 5 minutes from the centre of Cheltenham
Exterior
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
Iconic Luxury Detached Period House on the River Bank with parking.
Exterior
Iconic Luxury Detached Period House on the River Bank with parking.
9.8 out of 10, Exceptional, (16)
"The house is in great shape and the location is perfect. Bourton on the Water is a great town and this house is close to everything."
Iconic Luxury Detached Period House on the River Bank with parking.
The Hideaway: Authentic Country Living
Exterior
The Hideaway: Authentic Country Living
10.0 out of 10, Exceptional, (3)
"Irene was lovely and welcoming to us. The barn was comfortable and the surroundings were gorgeous. Would love to come back one day!"
The Hideaway: Authentic Country Living
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
Living area
Crescent Place
3.0 star property
9.2 out of 10, Wonderful, (46)
"The property was lovely and clean, very well located and great amenities. Only one small issue was the noise from outside due to single glazing but earplugs were provided which was very thoughtful. "
The price is AED 502
AED 587 total
includes taxes & fees
24 Nov - 25 Nov
Crescent Place
Strozzi Palace Suites by Mansley
Room
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (165)
"Perfect for our needs . Looking forward to returning again next year . "
The price is AED 283
AED 336 total
includes taxes & fees
24 Nov - 25 Nov
Strozzi Palace Suites by Mansley
Portland Apartments
Front of property
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (117)
"Everything was as we expected and it was fab! It was a lovely touch to have all the makings for breakfast left for us. And it was less than 5 minutes stroll into town. We can’t wait to return."
The price is AED 465
AED 550 total
includes taxes & fees
2 Dec - 3 Dec
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.