Holiday Homes in Cheltenham

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Featured Holiday Homes in Cheltenham

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (52)
"We loved staying in Painswick and the cottage was perfect. It was a great location…a short walk into the village and easy access to all the public footpaths in the area. Our hosts were so kind. They made sure we had everything we needed and went above and beyond to ensure our comfort and convenience. Hope we can come back again some day! "
A quiet Edwardian house in the Cotswolds

Bourton Scandi Chic - Best Location!

10.0 out of 10, Exceptional, (5)
"My Australian friend & his wife were on a short tour of England and I thought an English country side and Cottage stay would be ideal. This Jasmine Cottage is the perfect choice with a blend of period architecture & modern facilities. We loved it. I booked it through VRBO and I had direct contact with the host Krysle who has been very responsive from the beginning through to the end of the stay. The cottage was incredibly clean and all the facilities & provision of items are well thought out....
The price is AU$605
includes taxes & fees
11 Aug - 12 Aug
Bourton Scandi Chic - Best Location!

Spacious 5-Bedroom Home in Cheltenham

7.0 out of 10, Good, (2)
"The house itself is nice but when we arrived there was a lot of rubbish around the house. The kitchen lacked glasses, cutlery, pots and pans. We bought glasses ourselves and the rest was brought after two days. The WiFi was not working and consequently the TV didn't go either. A new WiFi was dropped at the house after five (!) days which we installed ourselves but the TV still didn't work. At one day somebody stood in front of the house and wanted to show it to somebody who was interested to buy...
Spacious 5-Bedroom Home in Cheltenham

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"Stayed as a large family for a long weekend. The grandchildren loved the garden. The main house was great, the weather was perfect so we mainly used the kitchen and outside garden dining table. All four bedrooms in the main house are bright and well furnished. The bedrooms in the annexe are more basic but fine for just sleeping in. The host was always available and responded to the couple of queries we had immediately."
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

The Little House, Luxury Cotswolds Stunning Views

10.0 out of 10, Exceptional, (10)
"All beautiful as in the pictures, near most of interest places in the Cotswolds"
The Little House, Luxury Cotswolds Stunning Views

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

10.0 out of 10, Exceptional, (47)
"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, (18)
"Beautiful area and accommodation, close to town but far enough away to be quiet."
Rural hideaway but only 5 minutes from the centre of Cheltenham

A Contemporary Cotswold Grace-Beautiful 4Bed Haven

A Contemporary Cotswold Grace-Beautiful 4Bed Haven

The Cottage - Vineyard Street

The price is AU$1,386
includes taxes & fees
30 Aug - 31 Aug
The Cottage - Vineyard Street

Stunning 2BD in the Heart of Cheltenham

3.0 star property
10.0 out of 10, Exceptional, (1)
"Fantastic. Will look to stay again"
Stunning 2BD in the Heart of Cheltenham

Central Cotswolds with lovely views towards Cheltenham, Gloucester and beyond

10.0 out of 10, Exceptional, (29)
"Great stay. Lovely house. Very clean. Friendly owners. Beautiful location in the country side. We enjoyed the Cheltenham festival and several horse riding excursions. Would stay again. "
Central Cotswolds with lovely views towards Cheltenham, Gloucester and beyond

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

10.0 out of 10, Exceptional, (2)
"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

The Old Antique Shop Town Centre Stylish House

9.4 out of 10, Exceptional, (9)
"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

Lovely 3 bedroom house in East Cheltenham. Ideal for race goers and working away from home

The price is AU$650
includes taxes & fees
15 Aug - 16 Aug
Lovely 3 bedroom house in East Cheltenham. Ideal for race goers and working away from home

Beautiful 5-Bed Regency Home in Montpellier

8.0 out of 10, Very good, (1)
"Property was lovely and well presented when we arrived. All the access information was supplied on time. There were a couple of minor issues but these were resolved very quickly as soon as we advised the agent (Philip and Jason). Very comfortable and ideal for surrounding restaurants, pubs and access to the centre."
Beautiful 5-Bed Regency Home in Montpellier

Luxury Boutique Cotswold Cottage with Hot Tub!

The price is AU$842
includes taxes & fees
4 Sept - 5 Sept
Luxury Boutique Cotswold Cottage with Hot Tub!

Cheltenham 'Hidden Gem' with Parking, Walk to Town

Cheltenham 'Hidden Gem' with Parking, Walk to Town

Modern Two Bedroom Two Bathroom Home

10.0 out of 10, Exceptional, (1)
"This house is very bright, spotless, great size for 4 people. It’s very well situated, easy access by car with a parking lot just in front of the door. That’s very helpful.It was a really nice surprise after a long trip, we really appreciated.Thanks so much to Phil and the team. "
Modern Two Bedroom Two Bathroom Home

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

The Grove: A Charming Four Bed Two Bath Home

9.0 out of 10, Wonderful, (2)
"We had a wonderful stay in this house. The hosts were so kind and checked in to make sure we had everything we needed. The house was gorgeous and fit our group of 6 adults perfectly. Highly recommend."
The Grove: A Charming Four Bed Two Bath Home
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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