Holiday Homes in Cheltenham

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Featured Holiday Homes in Cheltenham

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

10.0 out of 10, Exceptional, (39)
"We had a wonderful special 70th birthday long weekend away with family. The property is amazing and we will certainly stay there again."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

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 NZ$1,345
includes taxes & fees
7 Jan - 8 Jan 2025
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.

A Luxurious family Cotswold home with a short stroll from market-square

9.8 out of 10, Exceptional, (7)
"Lovely stay except the listing says it has a hot tub but there isn’t one. The house is large and clean and a great location. "
A Luxurious family Cotswold home with a short stroll from market-square

Luxurious Georgian Townhouse in Cheltenham Centre

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."
Luxurious Georgian Townhouse in Cheltenham Centre

Sleeps 14, 7 Bedrooms, 2 Dogs Welcome, No Smoking, Wood burner, Garden, Cot and Highchair, Children

9.0 out of 10, Wonderful, (2)
"We were a family group of 12 celebrating Mums 90th birthday. The barns were very comfortable, plenty of room, clean with everything you could want for a relaxing stay. We cooked everyday including a couple of BBQs. The estate is great for walks, visiting the lovely animals and the local cafe and bar was very welcoming. Two of our group were in wheelchairs and all was accessible. Staff are very helpful and friendly. Estate is a short drive 20/30 mins to all the lovely Cotswolds villages."
Sleeps 14, 7 Bedrooms, 2 Dogs Welcome, No Smoking, Wood burner, Garden, Cot and Highchair, Children

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

The Old Antique Shop Town Centre Stylish House

9.2 out of 10, Wonderful, (7)
"We had a great stay! The owners are very helpful. The property is such a great conversion and had everything we needed. We slept very well, really comfy beds. Brilliant location, just around the corner from some great places to eat. There's also an M&S Food over the road! "
The Old Antique Shop Town Centre Stylish House

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

Luxury Boutique Cotswold Cottage with Hot Tub!

Luxury Boutique Cotswold Cottage with Hot Tub!

Spacious 12 Bedroom House-Garden-Parking for 4

Spacious 12 Bedroom House-Garden-Parking for 4

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

Tree Tops House and Garden Cottage

Tree Tops House and Garden Cottage

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (47)
"We had a lovely weekend staying in this lovely cosy house. The host communication and warm welcome was appreciated. The house was spotless with everything we needed for our stay. The log burner was an absolute bonus providing us with plenty of warmth. We will certainly be back again. "
A quiet Edwardian house in the Cotswolds

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

Stanway House, 8 bed, 8 Bath

8.8 out of 10, Excellent, (36)
"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 NZ$1,827
includes taxes & fees
1 Jan - 2 Jan 2025
Stanway House, 8 bed, 8 Bath

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

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.

9.8 out of 10, Exceptional, (17)
"5 of us stayed 4 nights in November and absolutely loved every minute of our time there! Great location in center of town with easy walking distance to great restaurants, pubs, bakeries and tea rooms!"
Iconic Luxury Detached Period House on the River Bank with parking.

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

3.0 star property
9.2 out of 10, Wonderful, (51)
"Perfect central location with complimentary parking. We stayed in the deluxe room with the bath which was lovely and spacious over two floors. It was modern, high-end finishes, clean and well equipped with cups, glasses, plates, bowls, cutlery, Smeg fridge, kettle and a Nespresso machine. We stayed a Saturday night and we could hear the beat and feel the vibrations of the nearby club that must be within the same building. It didn't stop us sleeping and would definitely stay again. This is the...
The price is NZ$288
includes taxes & fees
28 Dec - 29 Dec
Crescent Place

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 NZ$176
includes taxes & fees
26 Jan - 27 Jan 2025
Strozzi Palace Suites by Mansley

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (118)
"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 NZ$284
includes taxes & fees
2 Jan - 3 Jan 2025
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.