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Compare 693 Vacation Homes in Winchcombe with updated reviews, rates, and availability.

Beautiful hill side house with stunning valley view in the centre of Cotswolds
Living area

Beautiful hill side house with stunning valley view in the centre of Cotswolds

10.0 out of 10, Exceptional, (53)
"Had a wonderful stay - communication with Poppy and the property were top notch, and made for a relaxing, long weekend stay. The property is even better than the photos, private, and the highlight is the living room with large windows letting in sun and the surrounding English countryside. "
Beautiful hill side house with stunning valley view in the centre of Cotswolds
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Exterior

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

10.0 out of 10, Exceptional, (39)
"We had a wonderful special 70th birthday long weekend away with family. The property is amazing and we will certainly stay there again."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
elegant period 5 bed house close to town centre,sleeps 15
Interior

elegant period 5 bed house close to town centre,sleeps 15

9.6 out of 10, Exceptional, (8)
"The property was perfect for a group and was beautiful. Will be booking again for another race meeting"
The price is AED 2,118
AED 2,790 total
includes taxes & fees
6 Jan - 7 January 2025
elegant period 5 bed house close to town centre,sleeps 15
Cosy Carol Cottage Just Off The High Street
Exterior detail

Cosy Carol Cottage Just Off The High Street

9.8 out of 10, Exceptional, (72)
"Lovely cosy cottage. Beautiful location especially the Inn 20 yards away. Quiet area. Cottage well equipped. Would definitely stay again. We travelled from the Lake District."
Cosy Carol Cottage Just Off The High Street
Stunning 5 Bedroom House in the Cotswolds - Garden
Living area

Stunning 5 Bedroom House in the Cotswolds - Garden

6.0 out of 10, (1)
"We had a great stay in the Cotswolds. There is such a lot to do in this area. The house in Moreton-in-Marsh was in a great location, although on a busy road. There was only one parking space so this was quite inconvenient. The house had spacious bedrooms but not such roomy reception rooms. The house showed some wear and tear and was fitted in a basic way. However, it was perfectly adequate for a short stay and our whole family enjoyed our stay."
Stunning 5 Bedroom House in the Cotswolds - Garden
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
A beautiful front room in a stunning cottage a stone's throw from Sudeley Castle

Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

10.0 out of 10, Exceptional, (66)
"Wonderful cottage in a beautiful town."
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Beautiful peaceful village location, gorgeous views across the valley in AONB.
Room

Beautiful peaceful village location, gorgeous views across the valley in AONB.

10.0 out of 10, Exceptional, (114)
"Lovely stay and great host. Very nice and cosy. Truly enjoyed"
Beautiful peaceful village location, gorgeous views across the valley in AONB.
Captivating Bluebell Lodge 2-bed Cotswolds Caravan
Balcony

Captivating Bluebell Lodge 2-bed Cotswolds Caravan

3.5 star property
10.0 out of 10, Exceptional, (4)
"Bluebell Cottage is beautifully equipped and maintained, and offers very comfortable accommodation. Its position ensures that visitors enjoy a quiet, relaxing break with the opportunity to pay for extra facilities if needed. We feel Claire went above and beyond to answer any queries we had, and was charming and approachable."
The price is AED 882
AED 1,113 total
includes taxes & fees
29 Dec - 30 Dec
Captivating Bluebell Lodge 2-bed Cotswolds Caravan
A Luxurious family Cotswold home with a short stroll from market-square
Exterior

A Luxurious family Cotswold home with a short stroll from market-square

9.8 out of 10, Exceptional, (7)
"Lovely stay except the listing says it has a hot tub but there isn’t one. The house is large and clean and a great location. "
A Luxurious family Cotswold home with a short stroll from market-square
3 MASONS COURT The oldest house in Stratford Upon Avon, Warwickshire
Exterior

3 MASONS COURT The oldest house in Stratford Upon Avon, Warwickshire

9.8 out of 10, Exceptional, (16)
"Wonderful old house (1482), quaint, but modern amenities where necessary. Central yet quiet in the evening. Wonderful copper bathtub to luxuriate in. "
3 MASONS COURT The oldest house in Stratford Upon Avon, Warwickshire
Luxurious Georgian Townhouse in Cheltenham Centre

Luxurious Georgian Townhouse in Cheltenham Centre

10.0 out of 10, Exceptional, (1)
"We stayed in this property for 3 nights. It is absolutely beautiful and was spotlessly clean. We didn't cook but the kitchen was well stocked for those wishing to do so. The host was always available and replied to all queries very quickly. We would definitely recommend this property and would stay there again."
Luxurious Georgian Townhouse in Cheltenham Centre
Shakespeare House, Free Parking, Town Centre Location
Lounge

Shakespeare House, Free Parking, Town Centre Location

3.5 star property
9.0 out of 10, Wonderful, (6)
"Beautiful house in central Stratford. Surprisingly spacious with plenty of room for five people. Underground games room was a massive bonus! Many thanks for a lovely and easy stay in Stratford "
The price is AED 763
AED 916 total
includes taxes & fees
5 Jan - 6 January 2025
Shakespeare House, Free Parking, Town Centre Location
Sleeps 14, 7 Bedrooms, 2 Dogs Welcome, No Smoking, Wood burner, Garden, Cot and Highchair, Children
Exterior

Sleeps 14, 7 Bedrooms, 2 Dogs Welcome, No Smoking, Wood burner, Garden, Cot and Highchair, Children

9.0 out of 10, Wonderful, (2)
"We were a family group of 12 celebrating Mums 90th birthday. The barns were very comfortable, plenty of room, clean with everything you could want for a relaxing stay. We cooked everyday including a couple of BBQs. The estate is great for walks, visiting the lovely animals and the local cafe and bar was very welcoming. Two of our group were in wheelchairs and all was accessible. Staff are very helpful and friendly. Estate is a short drive 20/30 mins to all the lovely Cotswolds villages."
Sleeps 14, 7 Bedrooms, 2 Dogs Welcome, No Smoking, Wood burner, Garden, Cot and Highchair, Children
Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham
Private kitchen

Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham

4.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful experience, the facilities are of high quality, convenient and comfortable. We definitely recommend it."
Elliot Oliver - 2 The Old Surgery: Stunning 4 Bedroom Home With Parking In Cheltenham
The Old Antique Shop Town Centre Stylish House
Exterior detail

The Old Antique Shop Town Centre Stylish House

9.2 out of 10, Wonderful, (7)
"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
Beautiful Cheltenham Townhouse, Private 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
The Old Morgan Period 3 Bed Duplex
Private kitchen

The Old Morgan Period 3 Bed Duplex

10.0 out of 10, Exceptional, (3)
"Loved the house . Well furnished and equipped. Would definitely stay again. "
The Old Morgan Period 3 Bed Duplex
Summer Lake 32B, Meadowlark
Outdoor dining

Summer Lake 32B, Meadowlark

10.0 out of 10, Exceptional, (8)
"Such a beautiful property right on the lake. It was perfect for our family get together and the teens loved being able to take their paddle boards straight off the jetty onto the lake. Lots to do in the surrounding area as well. Great support from orion holidays on site. Replaced the bedding for my sister within half an hour to help her allergy! Amazing team"
Summer Lake 32B, Meadowlark
Beautiful cottage on the edge of the Cotswolds
Exterior

Beautiful cottage on the edge of the Cotswolds

10.0 out of 10, Exceptional, (1)
"The cottage was beautiful and in a good location in the Cotswolds. It had everything we needed and as a nice touch, there was milk and biscuits for us when we arrived! Would definitely recommend this cottage to others."
Beautiful cottage on the edge of the Cotswolds
Charming Converted Piggery on Peaceful Cotswold Farm
Cosy 1 bed unit converted piggery. Patio with chairs and Charcoal BBQ

Charming Converted Piggery on Peaceful Cotswold Farm

10.0 out of 10, Exceptional, (7)
"Fabulous property that has recently undergone a full restoration and modernization. Delightful surroundings, quiet, scenic and just what we needed to get away. Highly recommended."
Charming Converted Piggery on Peaceful Cotswold Farm
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 Winchcombe

4 Star Cotswold Stone Cottage
New woodburner!

4 Star Cotswold Stone Cottage

9.6 out of 10, Exceptional, (82)
"This is our second visit and it's a lovely, comfortable little cottage with local parking for just £1 per day and an easy walk into town. Perfect for a few relaxing days away with my cousins. "
The price is AED 460
AED 603 total
includes taxes & fees
5 Jan - 6 January 2025
4 Star Cotswold Stone Cottage
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
secondary access through our pretty garden with seating and year round interest.

Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)

9.6 out of 10, Exceptional, (55)
"Everything went seamlessly. Loved it."
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
Holiday Cottage in Winchcombe Cotswolds.
Exterior detail

Holiday Cottage in Winchcombe Cotswolds.

9.8 out of 10, Exceptional, (33)
"Great property in a great location, perfect for a short Cotswolds break. Great size property for our family of four, everything was as described. Parking a bonus too. Had fantastic communication with Sarah prior to the stay, everything went smoothly and Sarah was really helpful. Lovely welcome package was really appreciated. "
Holiday Cottage in Winchcombe Cotswolds.
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.