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Holiday Rentals in Winchcombe

207 available vacation rental offers

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Best Holiday rentals and Airbnb offers in Winchcombe

Chic Apt In Central Cheltenham - Winchcombe
9.7 169 reviews
Winchcombe
1 1
SG$261/nighttotal: SG$522 (2 )

Chic Apt In Central Cheltenham

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.
Lovely 3 Bed House In The Heart Of Cheltenham - Winchcombe
8.5 310 reviews
Winchcombe
2 3
SG$320/nighttotal: SG$640 (2 )

Lovely 3 Bed House In The Heart Of Cheltenham

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.
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment - Winchcombe
9.5 155 reviews
Winchcombe
2 2
SG$207/nighttotal: SG$414 (2 )

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

apartment - Cheltenham
This stylish two-bedroom flat is ideally located in Cheltenham town centre, just 14.6 kilometres from Kingsholm Stadium, 12.9 kilometres from Sudeley Castle, and 16.1 kilometres from Gloucester Cathedral. The apartment has been highly rated by guests, with excellent reviews for location, cleanliness, and overall experience.
The apartment features a comfortable living space with a flat-screen TV, a fully equipped kitchen with a dining area, and two separate bedrooms, perfect for families or groups of friends. Guests can enjoy free Wi-Fi, towels and linen, and the convenience of parking, making it an ideal choice for a relaxing and enjoyable stay in Cheltenham.
Sandford Park Suite At Regency 24 - Winchcombe
8.8 15 reviews
Winchcombe
2 1
SG$202/nighttotal: SG$404 (2 )

Sandford Park Suite At Regency 24

apartment - Cheltenham
The Sandford Park Suite at Regency 24 is a flat in Cheltenham situated 12.8 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral, with Kingsholm Stadium 14.3 kilometres away.
This 40-square-metre flat offers one bedroom, accommodates up to seven guests, and includes free WiFi, a fully equipped kitchen, and complimentary private parking.
Chic 1br Cheltenham Apt Near Town Centre - Winchcombe
Winchcombe
1 1
SG$241/nighttotal: SG$482 (2 )

Chic 1br Cheltenham Apt Near Town Centre

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.
Park View Apartment - Winchcombe
9.9 166 reviews
Winchcombe
2 1
SG$217/nighttotal: SG$1302 (6 )

Park View Apartment

apartment - Toddington
This self-contained flat is located in Toddington, within the Cotswolds Area of Outstanding Natural Beauty, just 12 miles from Cheltenham Racecourse and close to the villages of Broadway, Bourton-on-the-Water, Chipping Camden, and Stow-on-the-Wold. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spread over two levels and offers 50 square metres of living space, comfortably accommodating two guests. It features a spacious living area, a separate bedroom with an en-suite bathroom, a well-equipped kitchen, a private balcony, and access to a large front garden.
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment - Winchcombe
9.6 94 reviews
Winchcombe
2 2
SG$233/nighttotal: SG$1398 (6 )

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

apartment - Cheltenham
This stylish two-bedroom flat is conveniently located in Cheltenham's town centre, just 12.5km from Sudeley Castle, 14.2km from Kingsholm Stadium and 16km from Gloucester Cathedral. Guests consistently rate this property highly for its excellent location, cleanliness and overall experience.
The flat is spacious, covering 56 square metres, and features two bedrooms and a bathroom. Enjoy a comfortable stay with a fully equipped kitchen, free Wi-Fi and a flat-screen TV with streaming services.
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment - Winchcombe
9.2 144 reviews
Winchcombe
2 2
SG$207/nighttotal: SG$414 (2 )

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

apartment - Cheltenham
This modern two-bedroom flat is located in the heart of Cheltenham town centre, just a short distance from Kingsholm Stadium, Cotswold Water Park, and Coughton Court. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The flat features two separate bedrooms and a spacious living area, offering a total of 53 square metres of living space. Guests can enjoy a fully equipped kitchen with a dining area, a dishwasher, and modern amenities such as free Wi-Fi, a flat-screen TV, and comfortable beds.
Daffodil Suite At Regency 24 - Winchcombe
8.8 8 reviews
Winchcombe
2 1
SG$171/nighttotal: SG$1026 (6 )

Daffodil Suite At Regency 24

apartment - Cheltenham
The Daffodil Suite at Regency 24 is a conveniently located flat in Cheltenham, situated 12.7 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral, with Kingsholm Stadium 14.3 kilometres away.
This 30 square metre apartment accommodates up to three guests and offers free WiFi, complimentary on-site parking, and a flat-screen TV, with check-out between 08:00 and 10:00 AM.
Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking - Winchcombe
9.4 171 reviews
Winchcombe
2 2
SG$242/nighttotal: SG$484 (2 )

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking

apartment - Gloucestershire
Pittville Loft Apartment in Cheltenham is located 12.1 kilometres from Sudeley Castle and 15 kilometres from Gloucester Cathedral, offering a quiet street view.
This two-bedroom flat, spanning 65 square metres and accommodating up to 11 guests, features a fully equipped kitchen with a dishwasher and microwave, free WiFi, and soundproofing, with parking available and pets welcome.
Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre - Winchcombe
9.1 49 reviews
Winchcombe
1 2
SG$349/nighttotal: SG$698 (2 )

Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre

apartment - Cheltenham
This Cheltenham apartment is located just 5km from the town centre, offering easy access to shops, restaurants, and the lively atmosphere of the town, as well as being 15km from Kingsholm Stadium and 32km from Cotswold Water Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom flat spans 50 square meters and comfortably accommodates up to four guests. It comes equipped with a fully fitted kitchen, a private patio, free parking, and modern amenities like Wi-Fi and a washing machine, ensuring a comfortable and enjoyable stay.
Stylish Home In The Heart Of Cheltenham - Winchcombe
8.6 28 reviews
Winchcombe
2 2
SG$227/nighttotal: SG$454 (2 )

Stylish Home In The Heart Of Cheltenham

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.

Best family friendly Winchcombe holiday rentals

Among the 207 accommodations in Winchcombe, here are the 4 best family friendly rentals

Castle Cottage Winchcombe - Winchcombe
9.5 118 reviews
Winchcombe
2 2
SG$544/nighttotal: SG$3264 (6 )

Castle Cottage Winchcombe

house - Winchcombe
This charming 19th-century Cotswold cottage is located in Winchcombe, a picturesque town in the Cotswolds, just 15 miles from Gloucester's Kingsholm Stadium and 23 miles from Stratford-upon-Avon's Royal Shakespeare Theatre. The property enjoys excellent ratings for its location, cleanliness, and overall experience.
The cottage features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like a dishwasher, washing machine, and free Wi-Fi, and explore the beautiful Cotswolds by bike, fishing in nearby rivers, or visiting local attractions like Sudeley Castle and the Cotswold Way National Trail.
The Chapel Street Hideaway By Fortuna Property Portfolio - Winchcombe
8.7 3 reviews
Winchcombe
2 3
SG$313/nighttotal: SG$1878 (6 )

The Chapel Street Hideaway By Fortuna Property Portfolio

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.
Homelands Apartment - Winchcombe
9.8 97 reviews
Winchcombe
2 2
SG$222/nighttotal: SG$1332 (6 )

Homelands Apartment

apartment - Cheltenham
Homelands Apartment is situated in Cheltenham, just 19.3 km from Kingsholm Stadium and 40.2 km from Cotswold Water Park, offering mountain views and easy access to local attractions. This guest house has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is 20 square metres in size and features a modern bathroom, a comfortable living area with a satellite flat-screen TV, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy a terrace or balcony, a garden, free private parking, and a concierge service, as well as free Wi-Fi, room service, and a restaurant.
Modern Studio Appartment - Winchcombe
8.0 58 reviews
Winchcombe
2 1
SG$138/nighttotal: SG$276 (2 )

Modern Studio Appartment

studio - Cheltenham
This Cheltenham studio apartment is conveniently located near Sudeley Castle (12.4 km) and Gloucester Cathedral (16.1 km), offering easy access to other attractions such as Kingsholm Stadium.
The 28-square-metre self-contained flat sleeps three guests and includes a fully equipped kitchen, garden, parking, and free Wi-Fi.

Best Winchcombe holiday rentals with parking

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger - Winchcombe
9.2 26 reviews
Winchcombe
2 2
SG$241/nighttotal: SG$482 (2 )

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger

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.
Laburnum Farm Estate - Winchcombe
8.8 142 reviews
Winchcombe
2 1
SG$186/nighttotal: SG$1116 (6 )

Laburnum Farm Estate

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.
The Cottage, Gretton (Cotswolds) - Winchcombe
9.9 462 reviews
Winchcombe
2 1
SG$203/nighttotal: SG$1218 (6 )

The Cottage, Gretton (Cotswolds)

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.
Apartment In The Heart Of Cheltenham/ Parking - Winchcombe
8.4 14 reviews
Winchcombe
2 1
SG$239/nighttotal: SG$478 (2 )

Apartment In The Heart Of Cheltenham/ Parking

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.

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?

Popular destinations

Best Winchcombe holiday rentals with a balcony

Nethercote Cottage, Kingsize Bed, Seven Springs Cottages - Winchcombe
9.2 93 reviews
Winchcombe
2 1
SG$240/nighttotal: SG$1440 (6 )

Nethercote Cottage, Kingsize Bed, Seven Springs Cottages

house - Cheltenham
Nethercote Cottage, part of Seven Springs Cottages, is located in Cheltenham, just a short drive from Cotswold Water Park, Weston Park, and Lydiard Park, offering a peaceful escape from the hustle and bustle of the town centre. The cottage has received excellent ratings for its cleanliness, location, and overall experience.
This charming cottage offers one bedroom and one bathroom, with a total floor area of 9 square metres, comfortably accommodating up to two guests. The cottage comes equipped with a terrace, a garden, parking, and free Wi-Fi, making it ideal for a relaxing getaway.
Paddock Cottage - Winchcombe
8.1 9 reviews
Winchcombe
1 1
SG$437/nighttotal: SG$874 (2 )

Paddock Cottage

house - Winchcombe
Paddock Cottage, a self-catering property in Winchcombe, Gloucestershire, is situated 24 kilometres from Kingsholm Stadium and 39 kilometres from the Royal Shakespeare Theatre in Stratford-upon-Avon.
This one-bedroom cottage offers 41 square metres of accommodation for up to three guests, featuring a well-equipped kitchenette, private patio, free Wi-Fi, and parking; nearby cycling and hiking trails explore the Cotswolds.
Cotswold Retreat - Winchcombe
9.7 127 reviews
Winchcombe
2 1
SG$190/nighttotal: SG$380 (2 )

Cotswold Retreat

apartment - Cheltenham
Cotswold Retreat, a self-contained apartment in Andoversford, Gloucestershire, is conveniently located 14 kilometres from Sudeley Castle and offers easy access to other Cotswolds attractions.
This one-bedroom flat boasts 14 square metres of floor space, sleeps two guests, and includes free Wi-Fi, private parking, and a terrace.
Margaret's Terrace By Fortuna Property Portfolio - Winchcombe
9.1 138 reviews
Winchcombe
2 2
SG$305/nighttotal: SG$1830 (6 )

Margaret's Terrace By Fortuna Property Portfolio

apartment - Cheltenham
This Cheltenham apartment on Margaret's Terrace offers excellent location, situated 12.4 km from Sudeley Castle and 15.3 km from Gloucester Cathedral.
The 54 square metre self-catering flat features two bedrooms, one bathroom, a fully equipped kitchen, a balcony, free private parking and Wi-Fi, comfortably sleeping up to four guests.

Best pet friendly Winchcombe holiday rentals

Among the 207 accommodations in Winchcombe, here are the 4 best pet friendly rentals

Stunning Cotswold Cottage, Log Burner, Winchcombe - Winchcombe
10 329 reviews
Winchcombe
2 1
SG$281/nighttotal: SG$562 (2 )

Stunning Cotswold Cottage, Log Burner, Winchcombe

apartment
The Old Mill House is a charming Cotswold cottage situated just 2 kilometres from Winchcombe, 8 kilometres from Cheltenham Racecourse and 14 kilometres from the centre of Cheltenham, offering a peaceful retreat in the heart of the Cotswolds. The cottage has received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers seeking a comfortable and relaxing stay.
The cottage has one bedroom and one bathroom, comfortably accommodating up to two guests and their furry companions. The property features a fully enclosed paddock, a wood-burning stove, a Nespresso machine, superfast broadband, EV charging, and a Muddy Paw pet washer, ensuring a comfortable and enjoyable stay for all.
Fountain View At Regency 24 - Winchcombe
8.0 16 reviews
Winchcombe
2 1
SG$165/nighttotal: SG$990 (6 )

Fountain View At Regency 24

apartment - Cheltenham
Fountain View at Regency 24 is a studio flat located in Cheltenham, 14.3 kilometres from Kingsholm Stadium and 12.7 kilometres from Sudeley Castle.
This 30 square metre studio offers accommodation for up to three guests with a well-equipped kitchen, complimentary Wi-Fi, and free private parking.
Montpellier At Regency 24 - Winchcombe
8.5 10 reviews
Winchcombe
2 1
SG$271/nighttotal: SG$1626 (6 )

Montpellier At Regency 24

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.
George Iii - Winchcombe
9.4 128 reviews
Winchcombe
1 2
SG$518/nighttotal: SG$1036 (2 )

George Iii

apartment - Winchcombe
This charming apartment is conveniently located in Winchcombe, just a short drive from Kingsholm Stadium and the Royal Shakespeare Theatre, offering easy access to local attractions. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers seeking a comfortable and enjoyable stay.
The spacious home, spanning 70 square metres, comfortably accommodates up to four guests in its two bedrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a private garden, a balcony with garden views, free Wi-Fi, and free parking.
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