Best Holiday rentals and Airbnb offers in Winchcombe
9.0 18 reviews
Winchcombe
20/07 – 22/07
SG$227/nighttotal: SG$454 (2 )
Stylish Home In The Heart Of Cheltenham
2 2
house , Cheltenham
This Cheltenham house, conveniently located near the town centre, is 13.2 km from Sudeley Castle and 14.2 km from Kingsholm Stadium. The 20-square-metre property offers two bedrooms, one bathroom, and sleeps up to seven guests, boasting a private garden, parking, Wi-Fi, and a well-equipped kitchen including an oven, toaster, and fridge.
9.6 1061 reviews
Winchcombe
20/07 – 22/07
SG$205/nighttotal: SG$410 (2 )
Portland Apartments
1 2
apartment , Cheltenham
The Portland Apartments are conveniently located in Cheltenham Spa, just a 15-minute walk from the racecourse and a 5-minute stroll from the town centre's shops, restaurants, and bars. These apartments consistently receive excellent ratings for their location, cleanliness, and overall experience. The apartments offer a comfortable and stylish living space with a fully equipped kitchen and a private garden. Guests can enjoy a range of amenities, including a 24-hour concierge service, parking, and room service, making for a truly relaxing stay.
8.8 43 reviews
Winchcombe
20/07 – 22/07
SG$276/nighttotal: SG$552 (2 )
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6
2 2
apartment , Cheltenham
The Cavalier Suite is a Regency apartment in central Cheltenham, just 7.7 kilometres from Sudeley Castle and within easy walking distance of the town's shops, restaurants, and attractions. Guests consistently rate it highly for its cleanliness, location, and overall experience. This two-bedroom apartment spans 55 square metres and comfortably accommodates up to six guests. The Cavalier Suite offers a fully equipped kitchen, free parking, garden views, free Wi-Fi, and a comfortable living space with a flat-screen TV.
9.8 118 reviews
Winchcombe
20/07 – 22/07
SG$306/nighttotal: SG$612 (2 )
The Flat Over The Pub!
2 2
apartment , Winchcombe
This charming apartment is located above the Royal Oak pub in Gretton, just a short distance from Winchcombe and its attractions, including Sudeley Castle and the Cotswold Way. It has excellent user, location, and cleanliness ratings, making it a great choice for a stay in the Cotswolds. The apartment has a comfortable living room and kitchen area, a king-size bedroom, and a twin bedroom, sleeping up to four guests. It offers a private terrace with stunning views, a pub garden with a tennis court, and access to the pub's food and drink, all just a stone's throw from the Gloucestershire and Warwickshire Steam Railway.
9.9 236 reviews
Winchcombe
20/07 – 22/07
SG$174/nighttotal: SG$348 (2 )
Cotswold Retreat: A Stylish Stay At Little Orchard
1 2
house , Toddington
Little Orchard is a charming apartment located in the Cotswold village of Toddington, just a short walk from the ancient village church and with many country walks starting right at the doorstep. It has received excellent user, location and cleanliness ratings. This self-catering apartment comfortably sleeps two guests in one bedroom with an en-suite shower room. It features a fully equipped kitchen, a private patio with a dining area, and ample parking.
8.9 126 reviews
Winchcombe
20/07 – 22/07
SG$207/nighttotal: SG$414 (2 )
Laburnum Farm Estate
1 2
house , Alderton
Laburnum Farm Estate is situated in the peaceful village of Alderton, just 19 miles from Kingsholm Stadium and 22 miles from Coughton Court. This property has consistently received excellent ratings for cleanliness, location, and overall experience. The one-bedroom house offers a comfortable living space with a fully equipped kitchen and a private bathroom. You can enjoy stunning garden views from the terrace, relax in the spa, or work out at the fitness centre.
9.7 275 reviews
Winchcombe
20/07 – 22/07
SG$300/nighttotal: SG$600 (2 )
Cotswold Luxury Coach House - Ideal For Couples, W/ Ev Charging
1 2
house , Andoversford
This Cotswold luxury coach house is located in Andoversford, Gloucestershire, 13.2km from Sudeley Castle, offering easy access to other Cotswolds attractions. The 93 square metre property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, garden, fitness centre, parking, and free Wi-Fi.
9.7 222 reviews
Winchcombe
20/07 – 22/07
SG$276/nighttotal: SG$552 (2 )
Penny Cottage - Cosy Cotswold Cottage
1 2
apartment , Winchcombe
Penny Cottage is a traditional Cotswold property situated in the historic town of Winchcombe, just a short walk from Sudeley Castle and a range of local pubs and restaurants. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience. This charming one-bedroom cottage sleeps two guests comfortably. It is equipped with a kitchen featuring a fridge, microwave oven, and dishwasher, a private enclosed garden, and internet access. Guests can enjoy the nearby Cotswold Way for scenic walks, explore the town's independent shops and supermarkets, and experience the rural charm of the Cotswolds.
9.4 171 reviews
Winchcombe
20/07 – 22/07
SG$181/nighttotal: SG$362 (2 )
5&6 North Place
1 2
studio , Gloucestershire
This recently renovated apartment in Gloucestershire is conveniently located just 8.7 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, making it an ideal base for exploring the region. The apartment offers a comfortable and well-equipped space for your stay. The apartment features a fully equipped kitchen, allowing you to prepare your own meals, and a private terrace or balcony for enjoying the fresh air. You'll also have access to free Wi-Fi, a satellite flat-screen TV, and parking, ensuring a relaxing and enjoyable stay.
9.4 197 reviews
Winchcombe
20/07 – 22/07
SG$266/nighttotal: SG$532 (2 )
Cotswold Detached Hillside Cottage Packed With Quirky Character
2 2
cottage , Cheltenham
This charming cottage is located in Cheltenham, within a 5km radius of Cleeve Hill Golf Club, Prescott Speed Hill Climb, and Belas Knap, with Winchcombe Folk and Police Museum also within easy reach. The cottage has received excellent ratings for user experience, location, and cleanliness. The cottage has two bedrooms and two bathrooms, accommodating up to four guests. The property offers a range of amenities, including a fully equipped kitchen, a private garden, a terrace, and a spa tub, making it ideal for a relaxing and comfortable stay.
9.5 161 reviews
Winchcombe
20/07 – 22/07
SG$242/nighttotal: SG$484 (2 )
Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking
2 2
apartment , Gloucestershire
This modern two-bedroom flat is located in Cheltenham, just 14.3 kilometres from Kingsholm Stadium, 12.3 kilometres from Sudeley Castle, and 34 kilometres from Cotswold Water Park, offering easy access to Gloucestershire's attractions. The apartment is situated on a quiet street, providing a peaceful retreat from the bustle of the town. The 65 square metre flat comfortably accommodates up to six guests with its two bedrooms and one bathroom. It features a fully equipped kitchen, free Wi-Fi, private parking, and a living room with a flat-screen TV, making it ideal for a relaxing stay.
9.2 68 reviews
Winchcombe
20/07 – 22/07
SG$204/nighttotal: SG$408 (2 )
The Annexe
1 2
apartment , Cheltenham
The Annexe is a charming one-bedroom apartment located in Cheltenham, just a short drive from the historic Gloucester Cathedral and within easy reach of the Cotswold Water Park. It has received excellent ratings for its location, cleanliness, and overall experience. This self-catering flat has a private entrance and can comfortably accommodate two guests. It features a terrace with darts, a private garden, and free parking, as well as a sustainable design and free WiFi.
Best family friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best family friendly rentals
9.4 106 reviews
Winchcombe
20/07 – 22/07
SG$1906/nighttotal: SG$3812 (2 )
Spacious Pet Friendly Property In The Cotswolds - Laurel Tree Cottage
6 2
cottage , Guiting Power
This charming cottage is located just a short drive from Guiting Power, with Naunton Downs Golf Club 3km away and Cotswold Farm Park 4km away, offering a peaceful escape in the heart of the Cotswolds. The property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for families and groups. The spacious cottage spans 198 square metres and comfortably accommodates up to 11 guests, boasting six bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a garden with barbecue facilities, and modern amenities like a TV and coffee/tea maker, ensuring a relaxing and enjoyable stay.
9.7 161 reviews
Winchcombe
20/07 – 22/07
SG$595/nighttotal: SG$1190 (2 )
2-bed Character Cottage, Access To Cotswold Way!
2 2
apartment , Winchcombe
This 17th-century Winchcombe cottage, situated within an Area of Outstanding Natural Beauty and a 24km drive from Cheltenham, offers direct access to the Cotswold Way and is within walking distance of Winchcombe's shops and pubs. The two-bedroom, one-bathroom property sleeps four, boasts an inglenook fireplace, a fully equipped kitchen with Cotswold views, and a picturesque garden overlooking the escarpments and a stream; nearby attractions include Belas Knap Long Barrow and a Roman villa.
This Cheltenham holiday home is situated 0.8km from Jonny-Rocks Stadium and 3km from Cheltenham Racecourse, offering easy access to the Holst Birthplace Museum and Pittville Park, all within a 1.6km radius. The two-bedroom property sleeps four, boasting a fully equipped kitchen with dishwasher, a jacuzzi, garden with barbecue, Smart TV, and fireplace; express check-in/out is available.
10 162 reviews
Winchcombe
20/07 – 22/07
SG$327/nighttotal: SG$654 (2 )
Chapel End
1 2
house , Cleeve Hill
This unique converted chapel dwelling is situated on Cleeve Hill, on the Cotswold Way, a short walk (approximately 0.5km) from the Rising Sun pub and Cleeve Hill Golf Club, with Cheltenham Racecourse also within easy reach. The one-bedroom property sleeps four, offering a super king bed, a pull-out small double bed, and a travel cot, alongside a kitchen with dining area, conservatory, private courtyard, and a wet room with bath; pets are welcome.
Best Winchcombe holiday rentals with parking
8.4 7 reviews
Winchcombe
20/07 – 22/07
SG$186/nighttotal: SG$372 (2 )
Imperial Garden Suite At Regency 24
1 2
apartment , Cheltenham
The Imperial Garden Suite at Regency 24 in Cheltenham is conveniently located within driving distance of Sudeley Castle (12.7 km) and Kingsholm Stadium (14.3 km), offering a private entrance and soundproofing for enhanced comfort. This 30 square meter, one-bedroom flat accommodates up to three guests and features a fully equipped kitchen with a dishwasher, complimentary WiFi, and private parking, ideal for exploring the Cotswolds.
Winchcombe
20/07 – 22/07
SG$202/nighttotal: SG$404 (2 )
The Cheltenham Suites - Elegant 1 Bed Apartment
1 2
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre, Everyman and Playhouse Theatres, and a 0.5km taxi ride from Cheltenham Racecourse. The 46-square-metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with a king-size bed, modern kitchen, and smart TV.
9.8 146 reviews
Winchcombe
20/07 – 22/07
SG$212/nighttotal: SG$424 (2 )
Delightful Studio With Private Terrace And Parking
1 2
cabin , Toddington
The Beech Hut is a studio located in a quiet corner of a garden in Toddington, just a short walk from the local pub, shop, and GWS steam railway. The property has received excellent ratings for location, cleanliness, and user experience. The studio features an open-plan design, comfortably accommodating two guests. It boasts a fully equipped kitchen, a king-size bed, a large walk-in shower, and private parking, making it an ideal retreat for a relaxing getaway.
10 2 reviews
Winchcombe
20/07 – 22/07
SG$264/nighttotal: SG$528 (2 )
2br Apartment With Balcony | Central Cheltenham
2 2
apartment , Cheltenham
This centrally located Cheltenham flat is a 5-minute walk from Regent Arcade shopping centre and a short stroll from the Everyman and Playhouse theatres, with Cheltenham Racecourse a 3.2-kilometre drive away. The 70-square-metre self-catering apartment features two double bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, a private terrace, allocated parking, and accommodates up to four guests.
Frequently asked questions about holiday rentals in Winchcombe
Which walking or cycling routes are the best in Winchcombe?
The Cotswold Way is a classic, it runs right through Winchcombe. It's a beautiful walk, and you'll get some amazing views. For cycling, there's a lovely route along the Cotswold Canals towpath, it's flat and easy, and you can stop off at some charming pubs along the way.
What are the best Airbnb and vacation rentals in Winchcombe?
What sports or outdoor activites can visitors enjoy in and around Winchcombe?
There's plenty to do outdoors around here. You can go horse riding at the Cotswold Riding Centre, or try your hand at golf at Cotswold Hills Golf Club. And if you're feeling adventurous, there's some great rock climbing at Cleeve Hill.
What other towns or cities can be easily accessed from Winchcombe?
Winchcombe's in a great location for exploring the Cotswolds. You can easily get to Cheltenham, Gloucester, and Stratford-upon-Avon for a day trip. And it's only about a 2-hour drive to London.
What are the best vacation rentals with a pool in Winchcombe?
What amenities are commonly available in vacation rentals in Winchcombe?
Most holiday rentals in Winchcombe have the basics, like a kitchen, bathroom, and bedrooms. But many also have extras like WiFi, a washing machine, and a garden. Some even have a hot tub or a swimming pool.
What are the best rentals for families and kids in Winchcombe?
What time of year is best to rent a vacation rental Winchcombe?
It really depends on what you're looking for. Spring and autumn are lovely, with mild weather and beautiful colours. Summer is great for outdoor activities, but it can get busy. If you want to avoid the crowds, winter can be a good option, but it can be chilly.
What are the best rentals or Airbnbs with a jacuzzi in Winchcombe?
Central Penthouse With Hot Tub & Views 24 Cheltenham
2 2
apartment , Cheltenham
This penthouse apartment is conveniently located in Cheltenham, just a short drive from Cotswold Water Park and Sudeley Castle. It has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The spacious apartment has two bedrooms and can comfortably accommodate up to four guests, offering a comfortable and relaxing stay. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private hot tub, and a terrace with views of the surrounding area.
Winchcombe
20/07 – 22/07
SG$198/nighttotal: SG$396 (2 )
The Cheltenham Suites - Fabulous 1 Bed Apartment
1 2
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre and the Everyman & Playhouse Theatres, offering easy access to Cheltenham Racecourse (approximately 2.4km away). The 46 square metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with amenities including a fully equipped kitchen and high-speed internet.
9.5 165 reviews
Winchcombe
20/07 – 22/07
SG$912/nighttotal: SG$1824 (2 )
Broughwood Cottage Snowshill, Cotswold Stone Cottage
3 2
house , Broadway
Broughwood Cottage Snowshill, a recently renovated holiday home in Broadway, Worcestershire, is situated 29km from the Cotswold Water Park, 29km from Coughton Court, and 29km from the Royal Shakespeare Theatre. This three-bedroom, two-bathroom property boasts 130 square metres of floor space, offering a fireplace, sun terrace, garden, free Wi-Fi, private parking, and a fully equipped kitchen including a dishwasher, microwave, and fridge.
8.7 7 reviews
Winchcombe
20/07 – 22/07
SG$271/nighttotal: SG$542 (2 )
Montpellier At Regency 24
1 2
apartment , Cheltenham
This Montpellier flat at Regency 24 in Cheltenham is located 14.3 kilometres from Kingsholm Stadium and 12.7 kilometres from Sudeley Castle, offering convenient access to local attractions. This 50 square meter apartment accommodates up to seven guests and features a private balcony, complimentary private parking, free WiFi, and a fully equipped kitchen, with check-out between 08:00 and 10:00 AM.
Best pet friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best pet friendly rentals
9.8 254 reviews
Winchcombe
20/07 – 22/07
SG$301/nighttotal: SG$602 (2 )
Luxury Dog Friendly Cottage, King Bed, Log Fire
1 2
apartment , Winchcombe
The Bolt Hole is a Cotswold stone cottage located in the centre of Winchcombe, just a short walk from restaurants, cafes, and the historic Sudeley Castle. The cottage has consistently received excellent ratings for location, cleanliness, and overall user experience. The charming cottage is perfect for a couple looking for a romantic getaway and has a comfortable king-size bed, a cosy log burner, and a large en-suite bathroom. Enjoy a well-equipped kitchen, a wall-mounted Smart TV, free parking, and a complimentary late check-out of 11am.
9.1 12 reviews
Winchcombe
20/07 – 22/07
SG$236/nighttotal: SG$472 (2 )
F4 Town Centre, Walk To Races! Sleeps 4
1 2
apartment , Cheltenham
This Cheltenham apartment is centrally located, offering easy access to Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km). The 40 square metre flat features a separate bedroom, seating area, living room, a fridge, parking, and accommodates up to 7 guests.
8.5 22 reviews
Winchcombe
20/07 – 22/07
SG$240/nighttotal: SG$480 (2 )
F3 Walkable To Racecourse! Sleeps 4
1 2
apartment , Cheltenham
This Cheltenham apartment, centrally located and within easy reach of Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km), offers convenient access to major attractions. The 40 square metre self-catering flat features one bedroom, one bathroom, and can accommodate up to seven guests, boasting free parking and a fully equipped kitchenette.
9.8 86 reviews
Winchcombe
20/07 – 22/07
SG$351/nighttotal: SG$702 (2 )
Old Sorting Office
1 2
house , Cheltenham
This charming house is situated in Cheltenham, a short drive from the Kingsholm Stadium and within easy reach of Stratford-upon-Avon attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience. The home offers comfortable accommodation for two guests, spanning 90 square metres and comprising one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a private garden, free Wi-Fi, and parking, making it an ideal base for exploring the area.