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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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
Exterior

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
Dining

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
Fridge, microwave, oven, stovetop

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
Interior

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, dishwasher

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
2 bedrooms, WiFi, bed sheets

Suitely Upper Park Place

Suitely Upper Park Place
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow
TV

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 $309
includes taxes & fees
$309 per night
May 14 - May 15
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow
Stow on the Wold Scandi Chic Authentic Cottage
Terrace/patio

Stow on the Wold Scandi Chic Authentic Cottage

The price is $267
includes taxes & fees
$267 per night
May 5 - May 6
Stow on the Wold Scandi Chic Authentic Cottage
Stunning 3 Bed Town House with Private Parking
Fridge, microwave, oven, stovetop

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!
Interior

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!
Terrace/patio

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

The price is $550
includes taxes & fees
$550 per night
May 11 - May 12
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
Pass the Keys | The Pippins a Cotswold cottage and garden parking
Property grounds

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
Onsite 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
Fridge, microwave, oven, stovetop

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
Smart TV, fireplace, table tennis, books

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 $595
includes taxes & fees
$595 per night
May 26 - May 27
elegant period 5 bed house close to town centre,sleeps 15
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Exterior

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
Fridge, microwave, oven, stovetop

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

The price is $229
includes taxes & fees
$229 per night
May 6 - May 7
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
View from property

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 $128
includes taxes & fees
$107 per night
May 11 - May 12
Crescent Place by Mansley
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle

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 $169
includes taxes & fees
$140 per night
May 5 - May 6
Portland Apartments
Strozzi Palace Suites by Mansley
Reception

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 $121
includes taxes & fees
$100 per night
May 5 - May 6
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.