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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, (41)
"The cottage is warm and comfortable and its proximity to Bourton a definite plus. The only reason I put good instead of excellent is because the beds are not king sized as listed (as far as an American king - perhaps UK sizing is different) and although a dryer is listed as an amenity, there is only a washer w/ drying line"
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, (10)
"Beautiful and perfect for a time to relax and unwind . Host was lovely."
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

10.0 out of 10, Exceptional, (1)
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

Suitely Upper Park Place

Suitely Upper Park Place

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

10.0 out of 10, Exceptional, (1)
"Perfect for a Cotswold holiday with great access into Stow and surrounding towns via lovely walks or car. Would highly recommend!"
The price is SAR 933
SAR 1,160 total
includes taxes & fees
14 May - 15 May
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 549
SAR 1,002 total
includes taxes & fees
5 May - 6 May
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"
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 1,663
SAR 2,066 total
includes taxes & fees
11 May - 12 May
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

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

8.0 out of 10, Very Good, (1)
"House is beautiful, very clean."
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, (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 SAR 1,598
SAR 2,213 total
includes taxes & fees
26 May - 27 May
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, (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

The price is SAR 499
SAR 829 total
includes taxes & fees
30 Apr - 1 May
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

3.0 star property
9.4 out of 10, Exceptional, (63)
"The location is excellent, right in town. We used the Mansley car park, which is well priced, so it meant a car free weekend. The bathroom is very well appointed, with a great shower and sparkling clean. The kitchenette area was useful and the room size is spacious. Downside, soundproofing between floors is not great and although they were not noisy, we could hear the people upstairs walking on the floor, their telephone conversations and were woken up by phone alarm (7:30 am Sunday). "
The price is SAR 370
SAR 444 total
includes taxes & fees
8 May - 9 May
Crescent Place by Mansley

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 SAR 504
SAR 605 total
includes taxes & fees
28 May - 29 May
Portland Apartments

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (179)
"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 SAR 348
SAR 417 total
includes taxes & fees
5 May - 6 May
Strozzi Palace Suites by Mansley
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.