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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)
"Perfect home-base for our holiday. We enjoyed our time there and would absolutely return in the future. "
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)
"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)
"This apartment is 1st class. Great communication, beautifully decorated, spotlessly clean, everything you need supplied (and a lot more) and a great location. Would not hesitate to stay there again"
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)
"All beautiful as in the pictures, near most of interest places in the Cotswolds"
The Little House, Luxury Cotswolds Stunning Views

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (48)
"Immaculate in all rooms. Great decor throughout. Lovely breakfast welcome hamper. Great location for exploring the cotswolds."
A quiet Edwardian house in the Cotswolds

The Old Antique Shop Town Centre Stylish House

9.4 out of 10, Exceptional, (8)
"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

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 AED 914
AED 1,136 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 AED 537
AED 982 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 AED 1,629
AED 2,023 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)
"Great location , can walk into town , parking on site shops and restaurant close by . Comfortable and clean "
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)
"Great property - host was very informative and accommodating. "
The price is AED 1,579
AED 2,186 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)
"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 AED 489
AED 812 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 AED 366
AED 440 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 AED 493
AED 592 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 stay at Strozzi Palace Suites. Lovely accommodation & great central location."
The price is AED 341
AED 409 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.