Holiday Homes in Cheltenham

April 2025

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Featured Holiday Homes in Cheltenham and around

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

Stow Newly Remodeled Scandi Chic

The price is €233
includes taxes & fees
5 May - 6 May
Stow Newly Remodeled Scandi Chic

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 Boutique Cotswold Cottage with Hot Tub!

The price is €480
includes taxes & fees
11 May - 12 May
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 €527
includes taxes & fees
28 Apr - 29 Apr
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 €203
includes taxes & fees
8 May - 9 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, (61)
"Excellent, easy to walk everywhere"
The price is €112
includes taxes & fees
11 May - 12 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 €151
includes taxes & fees
27 Apr - 28 Apr
Portland Apartments

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (178)
"Great stay at Strozzi Palace Suites. Lovely accommodation & great central location."
The price is €105
includes taxes & fees
1 May - 2 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.