Holiday Homes in Cheltenham

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Featured Holiday Homes in Cheltenham and around

Spacious 5-Bedroom Home in Cheltenham

Spacious 5-Bedroom Home in Cheltenham

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

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, (8)
"Zee’s house perfectly accommodated our family - large rooms and plenty of space to eat, relax and play games together. He responded immediately even though it was late at night when we had a slight mishap with the electricity on our first night. The location is perfect for walking into town. Great place!"
A Luxurious family Cotswold home with a short stroll from market-square

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

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!

The price is €349
includes taxes & fees
2 Feb - 3 Feb
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

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 €505
includes taxes & fees
23 Jan - 24 Jan
elegant period 5 bed house close to town centre,sleeps 15

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, (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

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 €828
includes taxes & fees
23 Jan - 24 Jan
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, (18)
"Very lovely property in the middle of the village. The canal front was very busy with tourists, but we were tucked away inside the beautiful home. It was very convenient to local pubs and cafes. Definitely appreciated the garage for parking and washer/dryer. You can't go wrong staying in this historic property. "
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

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

The price is €208
includes taxes & fees
26 Jan - 27 Jan
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Spacious and contemporary, family-friendly holiday home in the Cotswolds with a tranquil garden - Gr

9.0 out of 10, Wonderful, (26)
"Great location with lots of space "
Spacious and contemporary, family-friendly holiday home in the Cotswolds with a tranquil garden - Gr

Landers, Cheltenham - sleeps 10 guests in 5 bedrooms

9.4 out of 10, Exceptional, (16)
"We stayed here from Friday-Monday. Eight adults and two children. The house inside was beautiful, very clean with added extras - a bottle of wine, bread, milk, shampoo, conditioner and body wash. The pool was lovely and we added the hot tub which was a massive hit. If there was a slight negative, the outer gardens were smartened up. The garden room was not stable . With young children you need to be vigilant at all times. stable to go in. negatice"
Landers, Cheltenham - sleeps 10 guests in 5 bedrooms
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

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (167)
"Close walk to town center. Perfect for anyone wanting to get up early and doesn’t mind hearing the neighbors (beside and above). "
The price is €89
includes taxes & fees
26 Jan - 27 Jan
Strozzi Palace Suites by Mansley

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (120)
"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 €148
includes taxes & fees
3 Feb - 4 Feb
Portland Apartments

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 €110
includes taxes & fees
23 Jan - 24 Jan
Crescent Place
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.