Holiday Rentals in Winchcombe

124 available vacation rental offers

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Winchcombe holiday rentals
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Best Holiday rentals and Airbnb offers in Winchcombe

4 Star Cotswold Stone Cottage - Winchcombe
9.7 510 reviews
Winchcombe
20/07 – 22/07
SG$316/nighttotal: SG$632 (2 )

4 Star Cotswold Stone Cottage

2 2
apartment, Winchcombe
This Cotswold stone house is situated on a quiet lane in Winchcombe, just a two-minute walk from the town centre and a ten-minute walk from Sudeley Castle. This charming property has been rated excellent for location, cleanliness, and overall user experience.
The two-bedroom cottage comfortably sleeps four guests and features two bathrooms, a fully equipped kitchen, a garden, and free Wi-Fi. Enjoy the modern amenities, including a woodburner, gas central heating, and en-suite bathrooms, and explore the four medieval pubs within walking distance.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Winchcombe
Winchcombe
29/06 – 02/07
SG$349/nighttotal: SG$1047 (3 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 5
cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action.
The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.
Cleeveland Retreat - Winchcombe
9.0 29 reviews
Winchcombe
24/08 – 26/08
SG$331/nighttotal: SG$662 (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.
F4 Town Centre, Walk To Races! Sleeps 4 - Winchcombe
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.
The Nook, Fairview, Cheltenham Town Centre-parking & Garden - Winchcombe
9.7 75 reviews
Winchcombe
24/08 – 26/08
SG$271/nighttotal: SG$542 (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.
Cottage ∙ 5 Bedrooms ∙ 10 Guests - Winchcombe
Winchcombe
29/06 – 02/07
SG$991/nighttotal: SG$2973 (3 )

Cottage ∙ 5 Bedrooms ∙ 10 Guests

5 5
cottage, Shurdington
Amaranth Cottage, a five-bedroom holiday home in Little Shurdington within the Cotswolds Area of Outstanding Natural Beauty, is a short drive from Cheltenham.
This luxurious self-catering property boasts a private hot tub, a children's play area, ample parking, and sleeps up to ten guests, with amenities including a dishwasher, swimming pool, and three bathrooms.
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6 - Winchcombe
8.8 43 reviews
Winchcombe
29/06 – 02/07
SG$409/nighttotal: SG$1227 (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.
Dog Friendly Holiday Cottage In The Cotswolds With A Hot Tub - The Old Forge - Winchcombe
10 2 reviews
Winchcombe
29/06 – 02/07
SG$528/nighttotal: SG$1584 (3 )

Dog Friendly Holiday Cottage In The Cotswolds With A Hot Tub - The Old Forge

3 5
cottage, Winchcombe
This detached house in Winchcombe offers a prime location, placing the Winchcombe Museum and Belas Knap Tumulus within a 500-meter walk and providing convenient on-site parking.
Spanning 82 square meters, this pet-friendly holiday home accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, Wi-Fi, a hot tub, and a garden for outdoor relaxation.
Elliot Oliver - Luxury Three Bedroom Town Centre Apartment With Parking - Winchcombe
9.7 251 reviews
Winchcombe
24/08 – 26/08
SG$378/nighttotal: SG$756 (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.
Elliot Oliver - Cosy 2 Bedroom Town Centre Apartment - Winchcombe
9.3 41 reviews
Winchcombe
24/08 – 26/08
SG$223/nighttotal: SG$446 (2 )

Elliot Oliver - Cosy 2 Bedroom Town Centre Apartment

2 4
apartment, Cheltenham
This Cheltenham apartment is conveniently located in the town centre, just 7.8 km from Sudeley Castle and 10 km from Gloucester Cathedral. It has received excellent ratings for its cleanliness, location, and overall user experience.
This two-bedroom flat is 56 square metres and offers a comfortable space for a stay in Cheltenham. Guests can enjoy a fully equipped kitchen, a washing machine, and a flat-screen TV with streaming services and a Blu-ray player.
Lovely 3 Bed House In The Heart Of Cheltenham - Winchcombe
8.5 314 reviews
Winchcombe
29/06 – 02/07
SG$362/nighttotal: SG$1086 (3 )

Lovely 3 Bed House In The Heart Of Cheltenham

3 5
house, Cheltenham
This 3-bedroom house is located in Cheltenham, just 13.7 kilometres from Kingsholm Stadium, offering a convenient base for exploring the town and its surroundings. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable stay.
The house spans 149 square metres and comfortably accommodates up to 6 guests. It offers a range of amenities including a terrace, garden, free Wi-Fi, and a kitchen with a fridge and microwave oven, making it ideal for families or groups of friends.
Strozzi Palace Suites By Mansley - Winchcombe
9.0 1152 reviews
Winchcombe
20/07 – 22/07
SG$215/nighttotal: SG$430 (2 )

Strozzi Palace Suites By Mansley

1 2
apartment, Cheltenham
Strozzi Palace Suites by Mansley is situated in Cheltenham, just a short walk from the town hall and the University of Gloucestershire. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The suite features a well-equipped kitchenette, a comfortable living area, and a private bathroom. Amenities include air conditioning, free Wi-Fi, and a terrace or balcony, making it ideal for a self-catering stay.

Best family friendly Winchcombe holiday rentals

Among the 124 accommodations in Winchcombe, here are the 4 best family friendly rentals

Northwick Farm Lodges - Winchcombe
9.0 257 reviews
Winchcombe
20/07 – 22/07
SG$284/nighttotal: SG$568 (2 )

Northwick Farm Lodges

2 2
house, Broadway
Northwick Farm Lodges are located in Broadway, Worcestershire, just 26km from the Royal Shakespeare Theatre and the Royal Shakespeare Company, offering a tranquil escape to the countryside. The lodges have received excellent ratings for their cleanliness, location and overall user experience.
The lodges offer comfortable accommodation with two bedrooms and one bathroom, covering 12 square meters of space. Guests can enjoy a private terrace, a shared garden, a fully equipped kitchen with a fridge and microwave, and free parking on-site.
Charming Cottage - Winchcombe
10 75 reviews
Winchcombe
20/07 – 22/07
SG$304/nighttotal: SG$608 (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.
2-bed Character Cottage, Access To Cotswold Way! - Winchcombe
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.
Central Penthouse With Hot Tub & Views 23 - Winchcombe
9.6 277 reviews
Winchcombe
20/07 – 22/07
SG$517/nighttotal: SG$1034 (2 )

Central Penthouse With Hot Tub & Views 23

2 2
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 Winchcombe holiday rentals with parking

Cotswold Luxury Coach House - Ideal For Couples, W/ Ev Charging - Winchcombe
9.7 278 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.
Cambray Apartment - Winchcombe
9.6 174 reviews
Winchcombe
24/08 – 26/08
SG$429/nighttotal: SG$858 (2 )

Cambray Apartment

3 4
apartment, Cheltenham
This Cheltenham apartment, ideally located for exploring Gloucestershire, is approximately 14 kilometres from Kingsholm Stadium, 13.7 kilometres from Sudeley Castle, and 15.3 kilometres from Gloucester Cathedral.
This three-bedroom, two-bathroom dwelling boasts a 9 square metre floor area, sleeps up to 11 guests, includes a jacuzzi, private hot tub, garden, parking, and offers laundry services.
Laburnum Farm Estate - Winchcombe
8.9 126 reviews
Winchcombe
29/06 – 02/07
SG$427/nighttotal: SG$1281 (3 )

Laburnum Farm Estate

2 5
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.
Elliot Oliver - Stylish And Comfortable 4 Bedroom Town House With 3 En-suite Shower Rooms Within A Short Walk To The Town Centre - Winchcombe
9.2 6 reviews
Winchcombe
29/06 – 02/07
SG$336/nighttotal: SG$1008 (3 )

Elliot Oliver - Stylish And Comfortable 4 Bedroom Town House With 3 En-suite Shower Rooms Within A Short Walk To The Town Centre

3 5
house, Cheltenham
This Cheltenham townhouse, situated 14.8 km from Kingsholm Stadium, provides easy access to Cotswold Water Park (30.6 km), Coughton Court (45.1 km), and Lydiard Park (48.3 km).
The 102 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes free Wi-Fi, private parking, a fully equipped kitchen with dishwasher, and a garden with outdoor seating.

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?

    Cotswold77 - Heart Of The Cotswolds, The Studio - Winchcombe - Stylish Retreat and The Cottage And The Nook are the most popular Airbnb and vacation rentals in Winchcombe among travelers.

  • 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 are the most popular Airbnbs in Winchcombe?

  • 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?

    The best vacation rental with a pool in Winchcombe is Peaceful Cottage In Heart Of 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?

    The best rentals for families and kids in Winchcombe are The Cottage And The Nook, No61 Winchcombe (Cotswolds) and Emma Dent.

  • 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?

Destinations nearby

Best Winchcombe holiday rentals with a balcony

Lady Jane Grey - Winchcombe
9.6 49 reviews
Winchcombe
29/06 – 02/07
SG$449/nighttotal: SG$1347 (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.
Beautiful Townhouse Close To Montpellier, Sleeps 6 - Winchcombe
9.3 14 reviews
Winchcombe
29/06 – 02/07
SG$326/nighttotal: SG$978 (3 )

Beautiful Townhouse Close To Montpellier, Sleeps 6

3 5
house, Cheltenham
This Cheltenham townhouse, near Montpellier, offers easy access to Gloucester Cathedral (13km), Kingsholm Stadium (13km), and Sudeley Castle (14.5km).
Sleeping up to six guests in three bedrooms, this self-catering property boasts two bathrooms, a garden, terrace, and modern amenities including Wi-Fi and a fireplace.
Woodland Cottage - Winchcombe
8.8 11 reviews
Winchcombe
29/06 – 02/07
SG$610/nighttotal: SG$1830 (3 )

Woodland Cottage

3 5
house, Temple Guiting
Woodland Cottage is located in Temple Guiting, a village in the Cotswolds, just 42 kilometres from Cotswold Water Park and 43 kilometres from Walton Hall. The cottage has received excellent ratings for cleanliness, location and user experience.
The property offers three bedrooms, three bathrooms and a living area, providing 125 square metres of space for up to 13 guests. Enjoy the garden, terrace, private parking, free Wi-Fi, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Lion Cottage, Broadway - Winchcombe
9.2 141 reviews
Winchcombe
24/08 – 26/08
SG$388/nighttotal: SG$776 (2 )

Lion Cottage, Broadway

2 4
house, Broadway
Lion Cottage is situated in Broadway, a village in the Cotswolds, approximately 24 kilometres from the Royal Shakespeare Theatre and Royal Shakespeare Company.
This two-bedroom property, with a floor area of 105 square metres, features a private garden with a patio, a fully equipped kitchen, and free on-site parking.

Best pet friendly Winchcombe holiday rentals

Among the 124 accommodations in Winchcombe, here are the 4 best pet friendly rentals

F1 Town Centre, Walk To Races! Sleeps 4 - Winchcombe
8.2 20 reviews
Winchcombe
20/07 – 22/07
SG$277/nighttotal: SG$554 (2 )

F1 Town Centre, Walk To Races! Sleeps 4

1 2
apartment, Cheltenham
This Cheltenham apartment, ideally located in a central area, offers convenient access to Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km).
The 40 square metre flat features one bedroom, one bathroom, sleeps seven guests, and includes a kitchenette, private parking, and a washing machine.
Delightful Studio With Private Terrace And Parking - Winchcombe
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.
Luxury Dog Friendly Cottage, King Bed, Log Fire - Winchcombe
9.8 256 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.
Treehouse Style Cotswolds Cabin, Sleeps 4 + Dogs! - Winchcombe
8.9 13 reviews
Winchcombe
24/08 – 26/08
SG$275/nighttotal: SG$550 (2 )

Treehouse Style Cotswolds Cabin, Sleeps 4 + Dogs!

2 4
cabin, Gretton
These treehouse-style cabins are located in Gretton, a charming village just 3km from the Cotswolds and a short walk from the picturesque village of Winchcombe. The accommodation offers a unique and immersive experience with two separate sleeping platforms, perfect for families or groups of friends.
The cabins are equipped with modern amenities, including a lounge area, kitchenette, shower room, and an enclosed garden. Guests can enjoy the peaceful surroundings, explore the nearby Cotswold attractions, or take advantage of the family-friendly activities in Winchcombe.
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