Winchcombe Vacation Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
In one month
Feb 21 - Feb 23
In two months
Mar 21 - Mar 23

Browse Select Winchcombe Vacation Homes

Striking home IN Stratford-on-Avon, a stroll to all key attractions.Sleeps 14-15
Exterior

Striking home IN Stratford-on-Avon, a stroll to all key attractions.Sleeps 14-15

10.0 out of 10, Exceptional, (17)
"This is a great property for family/ friends as very spacious and lovely and warm! Also great position for walk to town and also pub few mins walk away "
The price is CA $1,066
CA $1,206 total
includes taxes & fees
Jan 26 - Jan 27
Striking home IN Stratford-on-Avon, a stroll to all key attractions.Sleeps 14-15
Beautiful hill side house with stunning valley view in the centre of Cotswolds
Exterior

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

10.0 out of 10, Exceptional, (54)
"We chose this property for its size and location for a 3 day Christmas break and it did not disappoint. Even though the weather was lousy you could see out to the valley due to the high position of the house and I’m sure this outlook is even more stunning in the Summer months."
Beautiful hill side house with stunning valley view in the centre of Cotswolds
Beautiful peaceful village location, gorgeous views across the valley in AONB.
Exterior

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

10.0 out of 10, Exceptional, (115)
"What a beautiful property and amazing hosts. From the moment we arrived with the welcome bottle of champagne and goodies, we felt perfectly at home. There are too many fabulous details to capture here, though I will note that it was such a joy to look at the beautiful decor and perfectly chosen accessories throughout the house. And that kitchen! It became the gathering point as it was so cozy and good-sized at the same time.Ann was great in her communications. We had two additional guests who...
Beautiful peaceful village location, gorgeous views across the valley in AONB.
Spacious 5-Bedroom Home in Cheltenham
Fridge, microwave, oven, stovetop

Spacious 5-Bedroom Home in Cheltenham

Spacious 5-Bedroom Home in Cheltenham
Beautiful Character Cottage in the Country
Interior

Beautiful Character Cottage in the Country

10.0 out of 10, Exceptional, (2)
"Excellent host , wanted for nothing , little touches like leaving towels on heater coffee tea etc and mince pies Instructions spot on Location amazing central for exploring "
Beautiful Character Cottage in the Country
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, (40)
"Escaped the crazy, and embraced peace. The Barn is a perfect place to unwind. Clean, spacious, with a well equipped kitchen and comfy beds. Located in a quiet cul de sac in a small hamlet miles from the noise; and yet within a short drive to good pubs and country shops. This is an our second Christmas at The Barn. It’s a gem."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Canalside cottage situated on edge of Wilmcote village
Exterior

Canalside cottage situated on edge of Wilmcote village

10.0 out of 10, Exceptional, (177)
"Our Canadian family stayed over Christmas in this beautiful property.It was amazing,lovely location,well equipped,perfect for our family get together.Alan and Liz made us very welcome and communicated well throughout."
Canalside cottage situated on edge of Wilmcote village
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, (66)
"Wonderful cottage in a beautiful town."
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Captivating Bluebell Lodge 2-bed Cotswolds Caravan
Cabin | Living room

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 CA $340
CA $429 total
includes taxes & fees
Feb 5 - Feb 6
Captivating Bluebell Lodge 2-bed Cotswolds Caravan
Modern Ground Floor Apartment, located in the Heart of Stratford Upon Avon
Fridge, microwave, oven, stovetop

Modern Ground Floor Apartment, located in the Heart of Stratford Upon Avon

10.0 out of 10, Exceptional, (4)
"Excellent location, very nice property."
The price is CA $89
CA $170 total
includes taxes & fees
Jan 26 - Jan 27
Modern Ground Floor Apartment, located in the Heart of Stratford Upon Avon
Cotswold Luxury, Cirencester, walks, pubs, shops
Outdoor dining

Cotswold Luxury, Cirencester, walks, pubs, shops

9.8 out of 10, Exceptional, (18)
"Property exactly as advertised. Host (Victoria) was very generous with her time and attention, and even granted us a later checkout than we paid for as we were feeling ill on our final morning!"
Cotswold Luxury, Cirencester, walks, pubs, shops
A Luxurious family Cotswold home with a short stroll from market-square
Terrace/patio

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

9.8 out of 10, Exceptional, (8)
"Zee’s house perfectly accommodated our family - large rooms and plenty of space to eat, relax and play games together. He responded immediately even though it was late at night when we had a slight mishap with the electricity on our first night. The location is perfect for walking into town. Great place!"
A Luxurious family Cotswold home with a short stroll from market-square
Quiet Cowfair Cottage In Central Cotswolds With Lovely Garden
Exterior

Quiet Cowfair Cottage In Central Cotswolds With Lovely Garden

9.6 out of 10, Exceptional, (32)
"Nice cottage, comfortable beds, easy walk to High Street (take the shortcut down the lane at the hotel parking lot), clean, accurate description, nice to have a washer/dryer for our longer stay. Helpful information from Jemma and appreciated her flexibility on early check-in. Thanks!"
Quiet Cowfair Cottage In Central Cotswolds With Lovely Garden
3 MASONS COURT The oldest house in Stratford Upon Avon, Warwickshire
Smart TV, fireplace, stereo

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
Shakespeare House, Free Parking, Town Centre Location
Superior House, Private Bathroom | Shared kitchen

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 CA $176
CA $211 total
includes taxes & fees
Jan 26 - Jan 27
Shakespeare House, Free Parking, Town Centre Location
The Old Antique Shop Town Centre Stylish House
Exterior

The Old Antique Shop Town Centre Stylish House

9.4 out of 10, Exceptional, (8)
"Steve and Dawn were so amazing throughout - from our planning until the end of our star. We were a bit concerned that the stores will be closed and stressing about what to eat over Christmas and Boxing Days. Dawn checked the stores across the street and even purchase milk and bread for us. They are very sweet and communicative throughout. "
The Old Antique Shop Town Centre Stylish House
Beautiful Cheltenham Townhouse, Private Parking
Onsite 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
Summer Lake 32B, Meadowlark
Miscellaneous

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
Flat-screen TV

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
Spacious one bed Cottage on Peaceful Cotswold Farm
Fridge, microwave, oven, stovetop

Spacious one bed Cottage on Peaceful Cotswold Farm

8.0 out of 10, Very good, (2)
"Quiet surroundings, deer in the garden . Clean and stylish , very well restored. "
Spacious one bed Cottage 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.
Don't see what you're looking for?
See all available properties in Winchcombe
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winchcombe

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

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

9.8 out of 10, Exceptional, (56)
"We have a wonderful time staying at Dove Cottage. Katharine was very responsive and shared a lot of great information beforehand to prepare us for our stayThe cottage was warm and cozy and had everything we needed. I would highly recommend and we will be back I’m sure. "
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
Strozzi Palace Suites by Mansley
Reception

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (167)
"Close walk to town center. Perfect for anyone wanting to get up early and doesn’t mind hearing the neighbors (beside and above). "
The price is CA $109
CA $131 total
includes taxes & fees
Feb 2 - Feb 3
Strozzi Palace Suites by Mansley
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (120)
"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 CA $183
CA $220 total
includes taxes & fees
Jan 26 - Jan 27
Portland Apartments
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.