Winchcombe holiday rentals: compare the best deals
9.7 225 reviews
Winchcombe
07/20 – 07/22
HK$1680/nighttotal: HK$3360 (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.
9.7 75 reviews
Winchcombe
08/24 – 08/26
HK$1649/nighttotal: HK$3298 (2 )
The Nook, Fairview, Cheltenham Town Centre-parking & Garden
2 4
house , Cheltenham
The Nook offers self-catering accommodation in Cheltenham town centre, conveniently located 12.6km from Sudeley Castle and 15km from Kingsholm Stadium. This two-bathroom house sleeps seven guests, features free Wi-Fi and private parking, and includes a fully equipped kitchen and garden.
9.7 87 reviews
Winchcombe
08/24 – 08/26
HK$1259/nighttotal: HK$2518 (2 )
A Taste Of Gloucestershire History
1 4
house , Prestbury
The Dovecote is a 16th Century property located in Prestbury, within walking distance of the Prestbury Racecourse. This one-bedroom cottage offers a family room suitable for 3 adults or 2 adults and 2 children, a separate sitting room, and a shower room, as well as modern amenities such as a kitchen and Wi-Fi internet.
9.7 278 reviews
Winchcombe
07/20 – 07/22
HK$1827/nighttotal: HK$3654 (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.
9.6 49 reviews
Winchcombe
06/29 – 07/02
HK$2739/nighttotal: HK$8217 (3 )
Lady Jane Grey
3 5
house , Winchcombe
Lady Jane Grey is a charming house in Winchcombe, Gloucestershire, just a short drive from Kingsholm Stadium and the Royal Shakespeare Theatre. This property has received excellent ratings for location, cleanliness and overall experience. The three-bedroom house is ideal for families or groups of up to five guests and offers 86 square metres of comfortable living space. The property includes a fully equipped kitchen, a terrace with river views, a garden with an outdoor dining area, and free private parking.
8.8 43 reviews
Winchcombe
06/29 – 07/02
HK$2493/nighttotal: HK$7479 (3 )
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6
2 5
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.
10 75 reviews
Winchcombe
07/20 – 07/22
HK$1854/nighttotal: HK$3708 (2 )
Charming Cottage
1 2
apartment , Bishop's Cleeve
This Bishops Cleeve cottage, a short drive from Cheltenham and Cleeve Hill, offers easy access to the Cotswold Way and Cheltenham Racecourse. The self-catering property sleeps four in two double bedrooms, boasts a modern kitchen with dishwasher and range cooker, a cosy living room with log burner and Wi-Fi, plus off-road parking for two cars and a newly installed walk-in shower.
9.8 118 reviews
Winchcombe
07/20 – 07/22
HK$1864/nighttotal: HK$3728 (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.
9.0 29 reviews
Winchcombe
08/24 – 08/26
HK$2016/nighttotal: HK$4032 (2 )
Cleeveland Retreat
2 4
house , Cheltenham
Cleeveland Retreat, a one-bedroom house in Cheltenham, offers a peaceful escape 13.5 km from Sudeley Castle, 14.3 km from Gloucester Cathedral, and 13.2 km from Kingsholm Stadium. This self-catering property sleeps seven, features a fully equipped kitchen with fridge and microwave, a garden, parking, free Wi-Fi, two bathrooms, and a washing machine.
9.0 20 reviews
Winchcombe
08/24 – 08/26
HK$1450/nighttotal: HK$2900 (2 )
Charming Town Centre 2 Bed House
2 4
house , Cheltenham
This one-bedroom Cheltenham house is centrally located, offering easy access to shops, restaurants, and cultural attractions, and is 13.2km from Sudeley Castle and 14.8km from Gloucester Cathedral. The 74 square metre property sleeps seven, features a fully equipped kitchen, private parking, free Wi-Fi, and a flat-screen TV.
9.0 61 reviews
Winchcombe
06/29 – 07/02
HK$2468/nighttotal: HK$7404 (3 )
A Sudeley Castle Cottage That Sleeps 5 Guests In 3 Bedrooms
3 5
cottage , Winchcombe
This charming cottage is located in rural Cheltenham, just a short walk from Winchcombe's historic landmarks, including the Folk and Police Museum, Belas Knap, and Sudeley Castle. Guests have consistently rated this property as excellent, praising its peaceful setting and convenient access to local attractions. The 3-bedroom property provides spacious accommodation for up to 5 guests, with a total floor area of 86 square metres. Enjoy modern amenities, a private patio, and a garden, perfect for outdoor dining or relaxing in the fresh air.
8.7 92 reviews
Winchcombe
08/24 – 08/26
HK$2591/nighttotal: HK$5182 (2 )
Elegant 3 Bedroom Home In The Centre Of Cheltenham
3 4
house , Cheltenham
This recently renovated holiday home is located in the centre of Cheltenham, just 14.6 kilometres from Kingsholm Stadium and 35.4 kilometres from Cotswold Water Park. This property has received excellent ratings for its location, cleanliness, and overall experience. The 93 square metre home comfortably accommodates up to 8 guests across its three bedrooms and two bathrooms. Enjoy amenities such as a fully equipped kitchen, a private terrace, free parking, and free Wi-Fi.
Best family friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best family friendly rentals
8.0 2 reviews
Winchcombe
06/29 – 07/02
HK$2405/nighttotal: HK$7215 (3 )
Modern 4 Bedroom 4 Bathroom Home In Cheltenham
4 5
apartment , Cheltenham
This modern 4-bedroom townhouse is located near Cheltenham Town Centre, offering convenient access to shopping and dining, with West End Car Park just 3 minutes away on foot. This townhouse accommodates up to 8 guests and features a fully equipped kitchen, a lounge with flat-screen TVs, and four double bedrooms, each with an en suite shower room, Wi-Fi, and Netflix access.
9.8 23 reviews
Winchcombe
06/29 – 07/02
HK$3349/nighttotal: HK$10047 (3 )
Woodland Cottage - Temple Guiting, Dog Friendly
3 5
cottage , Temple Guiting
This Temple Guiting holiday home is situated near Prescott Shooting School (2.7km) and Cotswold Farm Park (4km), with Naunton Downs Golf Club and Stanway House & Fountain within a 9.6km radius. This 125 square metre, three-bedroom property sleeps seven, boasting three bathrooms, a fully equipped kitchen with dishwasher, private garden, barbecue, free Wi-Fi, and ample parking.
Winchcombe
06/29 – 07/02
HK$2139/nighttotal: HK$6417 (3 )
Fully Equipped Cheltenham Home - Parking & Garden
3 5
apartment , Gloucestershire
This non-smoking holiday home in Cheltenham is located 700 meters from Pittville Park and is a 9-minute walk from Cheltenham Racecourse, offering convenient access to local attractions and the wider Gloucestershire region. This family-friendly apartment features a private garden and terrace, a fully equipped kitchen with a fridge and microwave oven, free Wi-Fi, and on-site parking, with proximity to Gloucester Docks and Gloucester Quays for shopping and cycling opportunities.
This two-bedroom apartment is located just 5km from Cheltenham town centre, close to the racecourse and offering stunning views of Cleeve Hill and the Cotswolds. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The property comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy the spacious garden, perfect for relaxing or hosting barbecues, and benefit from ample parking and free Wi-Fi.
Best Winchcombe holiday rentals with parking
8.8 3 reviews
Winchcombe
06/29 – 07/02
HK$2378/nighttotal: HK$7134 (3 )
Listed Cottage With Parking And Garden. Sleeps 5.
3 5
cottage , Winchcombe
Teasels Cottage, a 130 square metre three-bedroom holiday home in Winchcombe, Gloucestershire, is situated close to Sudeley Castle and Hailes Abbey, with Cheltenham a short drive away. This pet-friendly property offers two bathrooms, sleeps five guests, includes private parking, and boasts a garden ideal for barbecues.
10 159 reviews
Winchcombe
07/20 – 07/22
HK$1491/nighttotal: HK$2982 (2 )
Farm Close To Cheltenham With Stunning Views
1 2
farm , Gloucestershire
The Old Dairy is a converted cowshed and dairy located just 2km from Cheltenham town centre in the Cotswolds, close to the Cotswold Way, GWSR Steam Railway, and Cheltenham Racecourse. The accommodation has received excellent ratings for its cleanliness, location, and overall experience. The self-catering property sleeps two guests and features a spacious lounge area with a fully fitted kitchen, a private bedroom, and a bathroom. Guests can enjoy stunning views of the Malvern Hills, interact with farm animals, relax in the outdoor space, and explore the 80 acres of natural hillside.
9.9 303 reviews
Winchcombe
07/20 – 07/22
HK$1745/nighttotal: HK$3490 (2 )
No61 Winchcombe (Cotswolds)
2 2
house , Winchcombe
This charming holiday home is located in Winchcombe, just a short walk from Sudeley Castle and the town centre, offering easy access to the Cotswolds' beautiful countryside. The property has received excellent ratings for location, cleanliness, and overall user experience. The two-bedroom cottage provides comfortable accommodation for up to three guests, with a fully equipped kitchen, a private garden with a terrace, and a tennis court. Guests can enjoy the Cotswold sunshine, explore the local area, and take advantage of the free Wi-Fi and private parking.
9.7 16 reviews
Winchcombe
08/24 – 08/26
HK$1675/nighttotal: HK$3350 (2 )
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger
2 4
apartment , Cheltenham
This recently renovated Cheltenham apartment, located 13.2 km from Sudeley Castle and 13.5 km from Kingsholm Stadium, offers convenient access to local attractions. The 61 square metre self-catering flat features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, free private parking with EV charger, and free Wi-Fi.
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 goes right through Winchcombe. For a shorter walk, the Cotswold Water Park is lovely. If you're a cyclist, the Cotswold Cycleway is a great option, and there are lots of quiet lanes around the area.
What are the best Airbnb and vacation rentals in Winchcombe?
What other towns or cities can be easily accessed from Winchcombe?
You're perfectly placed to explore the Cotswolds. Cheltenham is only about 15 minutes away by car, and Gloucester is about 20 minutes. If you want to go further afield, Stratford-upon-Avon and Oxford are both within a couple of hours' drive.
What amenities are commonly available in vacation rentals in Winchcombe?
Most vacation rentals in Winchcombe will have the basics like Wi-Fi, a kitchen, and a washing machine. Many will also have a garden or patio, and some might have a hot tub or swimming pool. It really depends on what you're looking for.
What are the best vacation rentals with a pool in Winchcombe?
What time of year is best to rent a vacation rental Winchcombe?
It really depends on what you want to do. Spring and autumn are lovely for walking and cycling, and the weather is usually mild. Summer is popular for festivals and outdoor events, but it can get busy. Winter is quieter, but can be cold and wet.
What are the best rentals for families and kids in Winchcombe?
You've got to try the Cotswold cheese, it's a local favourite. And don't forget about the traditional Cotswold lamb. For something a bit different, try the local honey, it's delicious. There are plenty of pubs and restaurants in Winchcombe that serve local dishes.
What are the best rentals or Airbnbs with a jacuzzi in Winchcombe?
The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families
9 5
apartment , Cheltenham
This spacious house is located in a rural area of Cheltenham, just a short distance from the town's attractions like Jonny-Rocks Stadium, Walks With Hawks, and Imperial Gardens. Guests have consistently rated this property as excellent, highlighting its comfortable and well-equipped nature. The property features nine bedrooms and seven bathrooms, comfortably accommodating up to 24 guests. Enjoy the numerous amenities, including a private garden, an indoor swimming pool, a fitness centre, a tennis court, a jacuzzi, and a fully equipped kitchen with a dishwasher.
Winchcombe
07/20 – 07/22
HK$1234/nighttotal: HK$2468 (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.
9.7 251 reviews
Winchcombe
08/24 – 08/26
HK$2304/nighttotal: HK$4608 (2 )
Elliot Oliver - Luxury Three Bedroom Town Centre Apartment With Parking
3 4
apartment , Cheltenham
This luxury flat is situated in Cheltenham's town centre, just 13 kilometres from Sudeley Castle and 15 kilometres from Kingsholm Stadium. It has excellent user, location and cleanliness ratings. The property has three bedrooms and covers 93 square metres. It includes a well-equipped kitchen, a terrace, a garden, parking, and free Wi-Fi.
9.7 191 reviews
Winchcombe
08/24 – 08/26
HK$3926/nighttotal: HK$7852 (2 )
Central Penthouse With Hot Tub & Views 22
2 4
apartment , Cheltenham
This penthouse apartment is situated in Cheltenham, just a short drive from Sudeley Castle and the Cotswolds, offering a convenient base for exploring the area's attractions. It consistently receives excellent ratings for its location, cleanliness, and overall experience. The apartment spans 66 square metres and comfortably accommodates four guests in its two bedrooms. Enjoy relaxing in the private hot tub, dining on the terrace, and making use of the fully equipped kitchen, washing machine, and free Wi-Fi.
Best pet friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best pet friendly rentals
9.9 117 reviews
Winchcombe
08/24 – 08/26
HK$3103/nighttotal: HK$6206 (2 )
Stanton
Cotswolds
The Hay Loft
2 Bed,
Cottage
2 4
cottage , Stanton
The Hayloft is a charming 17th-century cottage located in the picturesque village of Stanton, Cotswolds, just a short walk from the Cotswold Way and local pubs. This family-friendly cottage has received excellent ratings for its cleanliness, location, and overall experience. The Hayloft offers two bedrooms, each with an en-suite bathroom, accommodating up to four guests comfortably. Guests can enjoy modern amenities like Wi-Fi, a fully equipped kitchen, and a private garden with a terrace and BBQ, perfect for relaxing and enjoying the beautiful Cotswold countryside.
9.6 105 reviews
Winchcombe
06/29 – 07/02
HK$5664/nighttotal: HK$16992 (3 )
Archers
4 5
house , Winchcombe
Archers is situated in Winchcombe, a Cotswold town, 24 kilometres from Kingsholm Stadium and 37 kilometres from the Royal Shakespeare Theatre. This four-bedroom house offers 166 square metres of space, a well-equipped kitchen with a dishwasher, a garden, and a terrace with stunning views.
10 4 reviews
Winchcombe
07/20 – 07/22
HK$2295/nighttotal: HK$4590 (2 )
Old Sorting Office
1 2
apartment , Winchcombe
Old Sorting Office, a ground-floor apartment in Winchcombe, Gloucestershire, offers easy access to the town centre, shops, pubs, and Sudeley Castle, a short walk away. This pet-friendly self-catering apartment sleeps two, featuring a super king-size zip/link bedroom, open-plan living area with kitchen (fridge, microwave), private courtyard, and nearby parking (£1 per day).
9.4 115 reviews
Winchcombe
06/29 – 07/02
HK$2405/nighttotal: HK$7215 (3 )
Modern 4 Bedroom 4 Bathroom Home In Cheltenham
4 5
house , Cheltenham
This modern four-bedroom property is situated in Cheltenham, a short drive from Sudeley Castle and Eastnor Castle. The house has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The house offers 93 square metres of space, accommodating up to 10 guests across four bedrooms. It features a fully equipped kitchen, a garden, a terrace, and parking, providing everything you need for a comfortable and enjoyable stay.