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Winchcombe vacation rentals
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Best Vacation rentals and Airbnb offers in Winchcombe

Discover Family-Friendly Vacation Rentals in Winchcombe

Ideal for family vacations, these Winchcombe rentals or Airbnbs offer spacious layouts near top city attractions.

Large Period 2-bed Apartment Close To Town - Winchcombe
8.0 1 review
Winchcombe
06/20 – 06/23
$183/nighttotal: $549 (3 )

Large Period 2-bed Apartment Close To Town

2 3
apartment , Gloucestershire
This Cheltenham apartment, located on Prestbury Road, is a 10-minute walk from Cheltenham town center, 5 minutes from Pittville Park, and 15 minutes from Cheltenham Racecourse.
This 950-square-foot (88 m²) two-bedroom rental offers a fully equipped kitchen, a furnished terrace, free Wi-Fi, and sleeps up to four guests, with flexible sleeping arrangements and pet-friendly options available for an additional fee.
Central Victorian Terraced House Patio Garden - Pass The Keys - Winchcombe
Winchcombe
06/21 – 06/23
$277/nighttotal: $554 (2 )

Central Victorian Terraced House Patio Garden - Pass The Keys

2 3
house , Cheltenham
This Cheltenham house rental, located in a residential area, is 8.2 miles from Sudeley Castle and 8.4 miles from Kingsholm Stadium.
The 1,000-square-foot home features two bedrooms, one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, and can accommodate up to seven guests; a patio garden, free Wi-Fi, and bicycle parking are also available.
Lady Jane Grey - Winchcombe
9.6 49 reviews
Winchcombe
07/01 – 07/03
$374/nighttotal: $748 (2 )

Lady Jane Grey

1 1
house , Winchcombe
Lady Jane Grey is a vacation home in Winchcombe, located just 16 miles from Kingsholm Stadium and 23 miles from the Royal Shakespeare Theatre, offering a convenient base for exploring the Cotswolds. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom home provides ample space for up to 5 guests, with a total floor area of 930 square feet. Enjoy stunning river views from the patio, dine al fresco in the dedicated outdoor dining area, and relax in the peaceful garden.
Charming Town Centre 2 Bed House - Winchcombe
9.0 20 reviews
Winchcombe
07/01 – 07/03
$153/nighttotal: $306 (2 )

Charming Town Centre 2 Bed House

2 1
house , Cheltenham
This Cheltenham house rental is centrally located, 8.5 miles from Kingsholm Stadium and close to Cheltenham's shops, restaurants, and cultural attractions.
The 800-square-foot dwelling boasts one bedroom, one bathroom, sleeps seven guests, and features a private tennis court, private parking, and a fully equipped kitchen.

Best Winchcombe vacation rentals with parking

Elegant Cheltenham Townhouse 4 Bedrooms Parking - Winchcombe
9.8 18 reviews
Winchcombe
06/21 – 06/23
$246/nighttotal: $492 (2 )

Elegant Cheltenham Townhouse 4 Bedrooms Parking

1 3
apartment , Gloucestershire
This refurbished Cheltenham townhouse offers a prime central location, just a 5-minute walk from John Lewis, Montpellier, theaters, cafes, and shops.
This 4-bedroom, 2-bathroom residence accommodates up to 7 guests and features a fully equipped kitchen, underfloor heating on the ground floor, a private courtyard patio, and one private parking space.
Truffles Cottage - Winchcombe
Winchcombe
06/20 – 06/23
$262/nighttotal: $786 (3 )

Truffles Cottage

2 3
house , Charlton Abbots
Truffles Cottage, a 2-bedroom, 1-bathroom house in Charlton Abbots, is located 16 miles from Kingsholm Stadium and 19 miles from Cotswold Water Park, with Coughton Court 27 miles away.
This pet-friendly cottage accommodates up to 7 guests, featuring a fireplace, a fully equipped kitchen with a dishwasher, a private garden, and Wi-Fi, with private parking available for an additional fee.
Tiesel Cottage - Winchcombe
Winchcombe
06/20 – 06/23
$282/nighttotal: $846 (3 )

Tiesel Cottage

2 3
house , Charlton Abbots
This Tiesel Cottage rental in Charlton Abbots is situated 16 miles from Kingsholm Stadium and 27 miles from Coughton Court.
This 2-bedroom, 1-bathroom cottage accommodates up to 7 guests and features a full kitchen, a fireplace, a private garden, and parking available at an extra cost.
St James Lodge - Winchcombe
8.9 64 reviews
Winchcombe
07/01 – 07/03
$150/nighttotal: $300 (2 )

St James Lodge

1 1
apartment , Cheltenham
St. James Lodge, a Cheltenham apartment rental, offers convenient access to Sudeley Castle (approximately 5 miles) and Gloucester Cathedral (just under 6 miles).
This 592-square-foot one-bedroom unit sleeps three, featuring a fully equipped kitchen with microwave, free Wi-Fi, a fireplace, and on-site parking.

Frequently Asked Questions about vacation rentals in Winchcombe

  • What are some interesting places to visit in or near Winchcombe?

    Winchcombe is a charming town with plenty to see and do. You can visit the Sudeley Castle, a historic castle with beautiful gardens. You can also explore the Cotswold Farm Park, a working farm with a variety of animals and activities. If you're interested in history, the Winchcombe Museum is a great place to learn about the town's past.
  • What are the best Airbnb and vacation rentals in Winchcombe?

    The Studio - Winchcombe - Stylish Retreat, The Nook - Gretton (Cotswolds) and Charming ‘Mini Cottage’ Bedroom And Shower Room are the most popular Airbnb and vacation rentals in Winchcombe among travelers.

  • Which walking or cycling routes are the best in Winchcombe?

    The Cotswold Way long-distance trail passes through Winchcombe, offering stunning views of the Cotswolds. For a shorter walk, try the Cotswold Way National Trail which offers a variety of walking trails and scenic views. If you prefer cycling, the Cotswold Cycleway is a great option, offering a 100-mile route through the Cotswolds.
  • What are the most popular Airbnbs in Winchcombe?

  • What sports or outdoor activites can visitors enjoy in and around Winchcombe?

    Winchcombe is a great place to enjoy outdoor activities. You can go hiking, biking, or horseback riding on the many trails in the area. There's also a golf course in Winchcombe, as well as opportunities for fishing and birdwatching.
  • What are the best vacation rentals with a pool in Winchcombe?

    Peaceful Cottage In Heart Of Winchcombe and Vineyard Street are the best vacation rentals with a pool in Winchcombe.

  • What other towns or cities can be easily accessed from Winchcombe?

    Winchcombe is conveniently located near other charming Cotswold towns like Cheltenham, Stratford-upon-Avon, and Gloucester. You can easily reach these destinations by car or public transport.
  • What are the best rentals for families and kids in Winchcombe?

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

  • What amenities are commonly available in vacation rentals in Winchcombe?

    Vacation rentals in Winchcombe typically offer a range of amenities, including kitchens, bathrooms, and laundry facilities. Many also have gardens, patios, and off-street parking. You'll find a variety of sizes and styles to suit your needs, from cozy cottages to spacious farmhouses.
  • What are the best rentals or Airbnbs with a jacuzzi in Winchcombe?

  • What time of year is best to rent a vacation rental Winchcombe?

    The best time to visit Winchcombe depends on your preferences. Spring and fall offer mild weather and fewer crowds, while summer is ideal for outdoor activities and festivals. If you're a fan of Christmas markets, December is a magical time to visit.
  • What are the local dishes in Winchcombe region?

    The Cotswolds region is known for its hearty and traditional cuisine. You can find delicious dishes like Cotswold lamb, Gloucestershire cheese, and traditional English pub fare. Local breweries also produce excellent beers, so be sure to try a pint of local ale.

Destinations nearby

Top Vacation Rentals with Balconies in Winchcombe

Wake up to breathtaking views at these Winchcombe vacation rentals with balconies, perfect for your morning coffee.

No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre - Winchcombe
9.5 40 reviews
Winchcombe
06/20 – 06/23
$466/nighttotal: $1398 (3 )

No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre

3 3
house , Cheltenham
This Grade II Regency townhouse is located in Cheltenham, a short walk from the racecourse and town center, close to attractions like Sudeley Castle and Kingsholm Stadium. The property has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom vacation home provides 1470 square feet of space, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a private garden, a fireplace, free Wi-Fi, and a washing machine, making it ideal for a relaxing and comfortable stay.
Prince Rupert - Winchcombe
9.2 6 reviews
Winchcombe
06/21 – 06/23
$350/nighttotal: $700 (2 )

Prince Rupert

2 3
apartment , Winchcombe
The Prince Rupert apartment is located in Winchcombe, Gloucestershire, England, approximately 10 miles from Kingsholm Stadium and within easy driving distance of other Cotswolds attractions.
This 820-square-foot two-bedroom unit sleeps five, features a fully equipped kitchen with a dishwasher, a private balcony, free Wi-Fi, free parking, and is conveniently located near hiking trails.
Central Penthouse With Hot Tub & Views 24 - Winchcombe
8.0 1 review
Winchcombe
06/20 – 06/23
$406/nighttotal: $1218 (3 )

Central Penthouse With Hot Tub & Views 24

2 3
apartment , Gloucestershire
This two-bedroom, two-bathroom luxury penthouse apartment is located in Cheltenham town center, a short walk from the racecourse and offering easy access to the Cotswolds.
This 700 square foot penthouse accommodates up to four guests and features a private roof terrace with a hot tub, outdoor bar, 6ft superking beds, a 75" TV with movie channels, and secure parking.
Central Penthouse With Hot Tub & Views 22 - Winchcombe
9.7 187 reviews
Winchcombe
06/21 – 06/23
$367/nighttotal: $734 (2 )

Central Penthouse With Hot Tub & Views 22

2 3
apartment , Cheltenham
This Cheltenham penthouse offers stunning views and is centrally located, 7.6 miles from Sudeley Castle and 9.1 miles from Kingsholm Stadium.
This 710-square-foot (66-square-meter) two-bedroom unit features a fully equipped kitchen, private terrace, hot tub, and free parking.

Find the Best Dog-Friendly Vacation Rentals in Winchcombe

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Winchcombe are steps away from dog parks and city walks.

2 Bedroom Accommodation In Near Cheltenham - Winchcombe
Winchcombe
06/20 – 06/23
$262/nighttotal: $786 (3 )

2 Bedroom Accommodation In Near Cheltenham

2 3
cottage , Near Cheltenham
Truffles Cottage, an 1810-built stone cottage, is located in a Cotswold village seven miles from Cheltenham, offering views of the village and countryside, and is directly across from a traditional country pub.
This pet-friendly, two-bedroom cottage accommodates four guests, features a wood burner, enclosed garden with a sitting area, rear courtyard, bike store, and private parking, and is close to Crickley Hill Country Park.
Charming Dog Friendly Barn Conversion & Paddock - Winchcombe
10 618 reviews
Winchcombe
06/21 – 06/23
$206/nighttotal: $412 (2 )

Charming Dog Friendly Barn Conversion & Paddock

1 3
apartment , Bank Farm Barns
Hare Barn, a converted barn located near Bredon Hill in the Cotswolds Area of Outstanding Natural Beauty, offers spectacular views of the surrounding countryside. This cottage has earned excellent ratings for location, cleanliness, and overall experience.
This one-bedroom, one-bathroom rental can accommodate up to two guests and one dog. The open-plan living space features a wood-burning stove, a private patio, a fully fenced paddock, and a summerhouse with a BBQ, fire pit, and fridge.
Treehouse Style Cotswolds Cabin, Sleeps 4 + Dogs! - Winchcombe
8.9 13 reviews
Winchcombe
06/21 – 06/23
$170/nighttotal: $340 (2 )

Treehouse Style Cotswolds Cabin, Sleeps 4 + Dogs!

2 3
cabin , Gretton
These unique treehouse-style cabins are located in Gretton, a charming village in the Cotswolds, just a short drive from Cheltenham and the Cotswold Water Park. The cabins are ideal for adults seeking a peaceful and secluded getaway.
Each cabin features a spacious and comfortable living area, a kitchenette, a shower room, and an enclosed garden. Enjoy the unique treehouse design, featuring a twisty trunk-like staircase leading to two separate mezzanine sleeping platforms, perfect for a relaxing break with friends or family.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Winchcombe
Winchcombe
07/18 – 07/19
$549/nightfor 1 night

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage , Andoversford
Swallow Studio is a Grade II listed, single-story cottage situated on a working farm in Andoversford, Gloucestershire, six miles southeast of Cheltenham, offering countryside views and direct access to the Cotswold Way and Gloucestershire Way for hiking. This pet-friendly accommodation sleeps two guests in one bedroom and features an open-plan living space with a well-equipped kitchen, a Smart TV, and private driveway parking, with the option to book alongside Woodcock Studio for larger groups.
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