Best Holiday rentals and Airbnb offers in Winchcombe
9.7 167 reviews
Winchcombe
21/06 – 23/06
SG$299/nighttotal: SG$598 (2 )
Chic Apt In Central Cheltenham
1 3
apartment , Cheltenham
This charming one-bedroom flat is ideally located in central Cheltenham, just a short drive from attractions like Sudeley Castle and Gloucester Cathedral. The property has received excellent ratings for location, cleanliness and user experience, ensuring a comfortable and enjoyable stay. The apartment comfortably sleeps four guests and features a fully equipped kitchen, a modern bathroom, and a relaxing living space. Guests can enjoy free Wi-Fi, a flat-screen TV, a Jacuzzi, parking, and the option to bring their pets along.
This Cheltenham apartment offers two bedrooms, two bathrooms, and sleeps seven, ideally located 10km from Sudeley Castle and a short drive from Gloucester Cathedral. The 18-square-metre self-catering flat features a fully equipped kitchen, private parking, a garden, and free Wi-Fi, perfect for families or groups exploring the Cotswolds.
9.9 443 reviews
Winchcombe
21/06 – 23/06
SG$319/nighttotal: SG$638 (2 )
The Cottage And The Nook
1 3
house , Gretton
The Cottage and The Nook is located in Gretton, a charming village just 32 km from Kingsholm Stadium, 37 km from Coughton Court, and 41 km from the Royal Shakespeare Company. The property enjoys excellent ratings for location, cleanliness, and user experience, making it a great choice for your stay. The house offers a comfortable and spacious layout with a well-equipped kitchen, a terrace, and a garden. It also features a tennis court, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
9.8 100 reviews
Winchcombe
21/06 – 23/06
SG$292/nighttotal: SG$584 (2 )
Thornton House Luxury Accommodation In The Town Centre With Private Parking
1 3
apartment , Cheltenham
This recently renovated Cheltenham town centre flat offers free private parking, a significant advantage given limited availability, and is conveniently located 12.7km from Sudeley Castle and 13.7km from Kingsholm Stadium. The 70 square metre self-catering apartment features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with dishwasher, a private terrace with city views, and free Wi-Fi.
9.0 18 reviews
Winchcombe
21/06 – 23/06
SG$227/nighttotal: SG$454 (2 )
Stylish Home In The Heart Of Cheltenham
2 3
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.
10 43 reviews
Winchcombe
21/06 – 23/06
SG$203/nighttotal: SG$406 (2 )
Victorian Cheltenham Town House
1 3
house , Gloucestershire
This Cheltenham Victorian townhouse, a 5-minute walk from Cheltenham town centre and close to Pittville Park and Montpellier Gardens, offers a convenient base for exploring Gloucestershire. The two-bedroom property, sleeping four, includes a separate sitting and dining room, a south-facing garden, and a downstairs shower room; free on-street parking is provided.
8.8 43 reviews
Winchcombe
21/06 – 23/06
SG$309/nighttotal: SG$618 (2 )
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6
2 3
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.
8.8 12 reviews
Winchcombe
21/06 – 23/06
SG$274/nighttotal: SG$548 (2 )
Central Cheltenham Spacious 2-bedroom Apartment - Priory Street
2 3
apartment , Cheltenham
This Cheltenham apartment, situated approximately 83km from Bristol Airport, offers a peaceful retreat outside the town centre. The 1300 square metre property features two bedrooms, one bathroom, sleeps nine guests, and includes free Wi-Fi, parking, and a fully equipped kitchen.
8.7 29 reviews
Winchcombe
21/06 – 23/06
SG$222/nighttotal: SG$444 (2 )
Premium Offer L Last-minute Escape L Aj Properties L High Street Cheltenham L Parking L Ideal For Short Or Long Stays - Town Centre Apartment, 4 Beds, 1 Bathroom
2 3
apartment , Cheltenham
This Cheltenham town centre flat is conveniently located, approximately 13 kilometres from Sudeley Castle and Gloucester Cathedral, offering easy access to shops and restaurants. The 56 square metre self-catering apartment sleeps five, features two bedrooms, one bathroom, free Wi-Fi, a fully equipped kitchen with oven and microwave, and a washing machine.
8.7 92 reviews
Winchcombe
21/06 – 23/06
SG$388/nighttotal: SG$776 (2 )
Elegant 3 Bedroom Home In The Centre Of Cheltenham
3 3
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.
10 198 reviews
Winchcombe
21/06 – 23/06
SG$252/nighttotal: SG$504 (2 )
Entire Residential Home - Town Centre, Ideal Races
1 3
apartment , Gloucestershire
This Cheltenham town centre house, a short walk from Cheltenham Racecourse via Pittville Park, offers excellent location ratings and is close to the park's picturesque walks. Sleeping four guests comfortably in two bedrooms with a super king and double bed, the property features a spacious walk-in shower, jacuzzi bath, electric reclining sofas, a garden, free on-street parking, and a fully equipped kitchen including a fridge, freezer and microwave.
9.7 166 reviews
Winchcombe
21/06 – 23/06
SG$311/nighttotal: SG$622 (2 )
Barley Cottage
1 3
apartment , Winchcombe
This charming cottage is situated in the heart of Winchcombe, just a short walk from the town's shops, restaurants, and attractions. It has consistently received excellent ratings for its location, cleanliness, and overall user experience. The cottage offers one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a cosy log burner, a private patio and garden, bike storage, and private parking.
Best family friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best family friendly rentals
9.3 27 reviews
Winchcombe
21/06 – 23/06
SG$355/nighttotal: SG$710 (2 )
Unique & Stylish Town House In Central Cheltenham
2 3
house , Cheltenham
This stylish Cheltenham townhouse is centrally located, offering easy access to Sudeley Castle (13 km), Gloucester Cathedral (13.7 km), and Kingsholm Stadium (14 km). The 79 square metre property features two bedrooms, two bathrooms, and accommodates up to nine guests, boasting a private terrace, fully equipped kitchen, free Wi-Fi, and parking.
10 75 reviews
Winchcombe
21/06 – 23/06
SG$299/nighttotal: SG$598 (2 )
Charming Cottage
1 3
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.
9.6 49 reviews
Winchcombe
21/06 – 23/06
SG$478/nighttotal: SG$956 (2 )
Lady Jane Grey
1 3
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.
8.3 13 reviews
Winchcombe
21/06 – 23/06
SG$317/nighttotal: SG$634 (2 )
Apartment In The Heart Of Cheltenham/ Parking
1 3
apartment , Cheltenham
This Cheltenham apartment, conveniently located near Sudeley Castle (13 km), Kingsholm Stadium (13.3 km), and Gloucester Cathedral (14.5 km), offers easy access to local attractions. The 53-square-metre one-bedroom flat sleeps five, features a fully equipped kitchen, garden, parking, and free Wi-Fi, perfect for a family getaway.
Best Winchcombe holiday rentals with parking
9.2 125 reviews
Winchcombe
21/06 – 23/06
SG$435/nighttotal: SG$870 (2 )
Lord High Admiral
2 3
apartment , Winchcombe
This Winchcombe apartment is conveniently located just 26km from Kingsholm Stadium and 37km from the Royal Shakespeare Theatre, offering easy access to both sporting and cultural attractions. Guests consistently rate the apartment highly, praising its excellent location, cleanliness and overall experience. The self-catering property has two bedrooms, a living room and two bathrooms, making it suitable for families or groups of up to four people. Guests can enjoy a private terrace with garden views, a fully equipped kitchen, free parking and Wi-Fi, as well as the opportunity to explore the picturesque surrounding countryside on foot or by bike.
8.5 2 reviews
Winchcombe
21/06 – 23/06
SG$280/nighttotal: SG$560 (2 )
The Chapel Street Hideaway By Fortuna Property Portfolio
1 3
house , Cheltenham
This Cheltenham vacation home is located 14 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park. This 81 square metre holiday home offers a fully equipped kitchen, free WiFi, and free parking, with a terrace and garden for outdoor enjoyment, accommodating up to 13 guests.
9.9 121 reviews
Winchcombe
21/06 – 23/06
SG$255/nighttotal: SG$510 (2 )
Two Double Bedrooms Guest Annexe With Ev Charging
1 3
house , Gloucestershire
This Cheltenham guest annexe is situated less than 100 metres from Cheltenham Race Course and a 10-minute walk (approximately 0.8 km) from Cheltenham town centre, offering easy access to shops, restaurants, and attractions. This self-contained property boasts two double bedrooms, accommodating up to four guests, and includes a fully equipped kitchen, garden, fitness centre, secure parking, EV charging (surcharge applies), and bike storage; access to laundry facilities and a home gym is also available (subject to availability).
9.3 66 reviews
Winchcombe
21/06 – 23/06
SG$386/nighttotal: SG$772 (2 )
Stunning 2 Bed Basement Flat In The Heart Of Cheltenham!
2 3
apartment , Cheltenham
This Cheltenham basement flat, situated 14.3 kilometres from Kingsholm Stadium and conveniently close to other attractions, offers a central location ideal for exploring the town. This two-bedroom, two-bathroom apartment boasts 98 square metres of living space, including a fully equipped kitchen, private terrace, garden, parking, 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 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?
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 1 review
Winchcombe
21/06 – 23/06
SG$343/nighttotal: SG$686 (2 )
Elm End Cottage - Farm Retreat - Nr Broadway
2 3
apartment , Dumbleton
This rural Dumbleton holiday let is located in Evesham, 29 kilometres from Cheltenham Racecourse and 16 kilometres from Sudeley Castle. This cottage offers a private garden and terrace, on-site parking, free Wi-Fi, a fully equipped kitchen, laundry facilities, and bed linen, with heating provided.
9.7 191 reviews
Winchcombe
21/06 – 23/06
SG$471/nighttotal: SG$942 (2 )
Central Penthouse With Hot Tub & Views 22
2 3
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.
9.6 275 reviews
Winchcombe
21/06 – 23/06
SG$549/nighttotal: SG$1098 (2 )
Central Penthouse With Hot Tub & Views 23
2 3
apartment , Cheltenham
This apartment is conveniently located in Cheltenham, just 9.1 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, making it easy to explore the town and surrounding attractions. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience. The two-bedroom apartment spans 68 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private hot tub, a balcony, a terrace, free parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Best pet friendly Winchcombe holiday rentals
Among the 124 accommodations in Winchcombe, here are the 4 best pet friendly rentals
9.0 29 reviews
Winchcombe
21/06 – 23/06
SG$297/nighttotal: SG$594 (2 )
Cleeveland Retreat
2 3
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.
8.9 126 reviews
Winchcombe
21/06 – 23/06
SG$196/nighttotal: SG$392 (2 )
Laburnum Farm Estate
1 3
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.
9.2 21 reviews
Winchcombe
21/06 – 23/06
SG$406/nighttotal: SG$812 (2 )
Charles I, Sudeley Castle, Cotswolds
1 3
apartment , Winchcombe
Charles I cottage is located in Winchcombe, a short walk from the town centre and Sudeley Castle, offering a peaceful setting close to local attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. The cottage is a two-bedroom apartment that can accommodate up to three guests. It is equipped with modern amenities, including a fully equipped kitchen, a private seating area, and a shared decking area with views of the garden and woodland.
9.1 90 reviews
Winchcombe
21/06 – 23/06
SG$499/nighttotal: SG$998 (2 )
Sudeley Castle Guest Cottage
2 3
house , Winchcombe
Sudeley Castle Guest Cottage is a charming house in Winchcombe, just a short drive from Kingsholm Stadium and the Royal Shakespeare Theatre, making it a great base for exploring the Cotswolds. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. This comfortable accommodation offers three bedrooms, a living room with a satellite TV, and two bathrooms. Enjoy the patio, barbecue facilities, and garden views, or explore the nearby hiking trails.