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Winchcombe vacation rentals
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Best Vacation rentals and Airbnb offers in Winchcombe

Find Vacation Rentals in Downtown of Winchcombe

From vibrant downtown areas to historic streets, these Winchcombe vacation rentals put you close to everything worth seeing.

Elms Farm - Winchcombe
9.8 25 reviews

Elms Farm

farm, Alderton
Elms Farm is located in Gretton Fields, near the village of Alderton, about 25 miles from Stratford-upon-Avon. This farm stay has received excellent ratings for its location, cleanliness, and overall user experience.
The farm stay offers a private outdoor space, a sun terrace, and complimentary amenities like toiletries and WiFi. Guests can enjoy a peaceful escape from city life, explore the nearby town of Stratford-upon-Avon, or relax on the property.
The Cottage, Gretton (Cotswolds) - Winchcombe
9.9 462 reviews

The Cottage, Gretton (Cotswolds)

house, Gretton
The Cottage and The Nook is located in Gretton, a village in the Cotswolds, about 20 miles from Kingsholm Stadium and 23 miles from Coughton Court.
This 3-bedroom vacation home features a fully equipped kitchen, a fireplace, a terrace with garden views, and a private tennis court, perfect for families or groups of friends.
The Freight Wagon - Winchcombe
9.8 5 reviews

The Freight Wagon

chalet, Gloucestershire
This Gloucestershire cottage is located 3.1 miles from Sudeley Castle and 19 miles from Kingsholm Stadium.
This 150 sq ft cottage accommodates two guests with one bedroom and one bathroom, featuring a kitchenette, terrace, garden, and private parking, and is ideal for hiking enthusiasts.
Laburnum Farm Estate - Winchcombe
8.8 142 reviews

Laburnum Farm Estate

house, Alderton
Laburnum Farm Estate is located in Alderton, just a short drive from Kingsholm Stadium, Coughton Court, and the Royal Shakespeare Company, making it an ideal base for exploring the region. The property has received excellent ratings for cleanliness, location, and overall user experience.
The one-bedroom cottage offers a private entrance and a secluded setting, perfect for a relaxing getaway. Guests can enjoy a fully equipped kitchen, a comfortable living area, a patio, a terrace, and a garden, along with free parking and Wi-Fi.

Best Winchcombe vacation rentals with air conditioning

Winchcombe Cottage With Breathtaking Views - Winchcombe
No reviews

Winchcombe Cottage With Breathtaking Views

apartment, Winchcombe
This Cotswold countryside apartment in Cheltenham offers direct access to the Cotswold Way, with Sudeley Castle grounds approximately 1 mile away and Winchcombe's cultural sites within driving distance.
This 1-bedroom, 2-bathroom flat accommodates up to 5 guests and features internet, air conditioning, a private garden with a terrace, and parking, providing a comfortable countryside retreat.
Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Winchcombe
9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham
This Cheltenham vacation home is conveniently located near Jonny-Rocks Stadium (0.8 km) and Cheltenham Racecourse (3 km), with easy walking access to the Holst Birthplace Museum and Pittville Park.
This two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, a hot tub, a garden with barbecue grills, and a Smart TV; enjoy express check-in/out and proximity to local attractions.
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests - Winchcombe
8.4 115 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests

house, Cheltenham
This 2-bedroom house is located in a quiet street within walking distance of Gloucester town center. It is surrounded by the picturesque Cotswold countryside, offering a serene and tranquil ambiance. The house has received excellent user and location ratings.
The house has a floor area of 860 square feet and can accommodate up to 4 guests. It features a fully equipped kitchen, air conditioning, and free Wi-Fi. Guests can also enjoy a private terrace with garden views, a picnic area, and free parking on-site.
Cotswold Retreat: A Stylish Stay At Little Orchard - Winchcombe
9.9 257 reviews

Cotswold Retreat: A Stylish Stay At Little Orchard

house
Little Orchard is a charming apartment located in the Cotswold village of Toddington, Gloucestershire, just a short walk from the ancient village church and with numerous country walks directly from the door. It has received excellent ratings for user experience, location, and cleanliness, making it a great choice for travelers.
This one-bedroom apartment, perfect for two guests, features an open-plan living, dining, and kitchen area, a private patio with beautiful planting and a king-sized bedroom with an en-suite shower room. You'll also enjoy amenities like a fridge, freezer, microwave oven, dishwasher, air conditioning, parking, and internet access.

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.

Popular destinations

Top Vacation Rentals with Balconies in Winchcombe

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

The Burton Penthouse By Fortuna Property Portfolio - Winchcombe
No reviews

The Burton Penthouse By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham penthouse apartment, a five-minute walk from the High Street and Brewery Quarter and ten minutes from Montpellier, offers easy access to Cheltenham's main attractions and transport links.
This 600-square-foot, two-bedroom, two-bathroom unit boasts a large private roof terrace, parking, and sleeps up to six guests, making it ideal for families or groups visiting Cheltenham Racecourse or exploring nearby Gloucester Docks and Gloucester Quays.
Cheltenham Town Centre Stay With Cozy Balcony Retreat - Winchcombe
9.6 4 reviews

Cheltenham Town Centre Stay With Cozy Balcony Retreat

apartment, Cheltenham
This Cheltenham apartment rental is centrally located, within walking distance of shops, restaurants, and parks, offering easy access to Cheltenham Racecourse and other town attractions.
The two-bedroom, two-bathroom unit sleeps four guests and features a 50-inch TV, a fully equipped kitchen, and a balcony; nearby activities include exploring Cheltenham's various parks and enjoying the town's culinary scene.
Characterful 1 Bed Apartment In Cheltenham Centre - Winchcombe
No reviews

Characterful 1 Bed Apartment In Cheltenham Centre

apartment, Cheltenham
This Cheltenham apartment offers a prime location in the town center, a short walk from the Regent Arcade shopping center, Everyman and Playhouse Theatres, and a 30-minute walk or 5-minute drive from Cheltenham Racecourse.
This 500-square-foot (46-square-meter) unit features one bedroom, one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, a private terrace, free on-site parking, high-speed internet, and accommodates two guests.
5&6 North Place - Winchcombe
9.4 191 reviews

5&6 North Place

studio, Gloucestershire
This studio apartment in North Place, Gloucestershire, offers a unique stay in a historic building, located 8.7 miles from Kingsholm Stadium and 9.3 miles from Gloucester Cathedral.
This family-friendly unit features a full kitchen with a microwave and dishwasher, free WiFi, a terrace, a garden, and parking, with check-out between 6:00 AM and 10:00 AM.

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

Large Period 2-bed Apartment Close To Town

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.
Blue Garden Retreat By Fortuna Property Portfolio - Winchcombe
9.2 27 reviews

Blue Garden Retreat By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham apartment rental is conveniently located near local amenities, approximately 51 miles from Bristol Airport.
The 180-square-foot (17-square-meter) unit features one bedroom, one bathroom, a fully equipped kitchen, a terrace, and a private garden, accommodating up to three guests.
Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat - Winchcombe
9.2 6 reviews

Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat

house, Golden Valley
This four-bedroom house in Golden Valley offers a tranquil retreat, situated 7.4 miles from Kingsholm Stadium and 7.5 miles from Gloucester Cathedral, with Cotswold Water Park 22 miles away.
This accommodation provides free Wi-Fi, a fully equipped kitchen, a terrace, and complimentary private parking, accommodating up to 13 guests.
Cottage ∙ 2 Bedrooms ∙ 3 Guests - Winchcombe
9.7 13 reviews

Cottage ∙ 2 Bedrooms ∙ 3 Guests

cottage, Sedgeberrow
Ross Cottage, a recently renovated Victorian mid-terrace house in Sedgeberrow, Worcestershire, is 3.8 miles from Evesham, 6 miles from Broadway, and 14 miles from Cheltenham, offering easy access to Cotswolds attractions.
This 1130-square-foot (approximately 105 square meter) vacation rental sleeps three guests in two bedrooms (one double, one single), features a fully equipped kitchen with a dishwasher, an enclosed patio, and a cozy lounge with a fireplace and Smart TV; Shukur's at the Queen's Head, a popular Indian restaurant, is conveniently located across the street.

Best Winchcombe vacation rentals with parking

Stylish Sunningend 1-bed Apartment In Town Centre With Parking - Winchcombe
9.0 47 reviews

Stylish Sunningend 1-bed Apartment In Town Centre With Parking

apartment, Cheltenham
Cheltenham Studio Apartment - Winchcombe
9.6 142 reviews

Cheltenham Studio Apartment

studio, Cheltenham
Fountain View At Regency 24 - Winchcombe
8.0 16 reviews

Fountain View At Regency 24

apartment, Cheltenham
Stylish Home In The Heart Of Cheltenham - Winchcombe
8.6 28 reviews

Stylish Home In The Heart Of Cheltenham

house, Cheltenham

Best 5-Star Vacation Rentals in Winchcombe

Discover ultimate relaxation in a luxury Winchcombe vacation rental, where comfort meets a central, prime location.

Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6 - Winchcombe
8.7 48 reviews

Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6

apartment, Cheltenham

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.

F3 Walkable To Racecourse! Sleeps 4 - Winchcombe
8.5 22 reviews

F3 Walkable To Racecourse! Sleeps 4

apartment, Cheltenham
Forge Cottage - Winchcombe
8.8 9 reviews

Forge Cottage

house, Winchcombe
Gigi's Horsebox - Winchcombe
10 2 reviews

Gigi's Horsebox

house, Evesham
Log Cabin - Winchcombe
9.8 11 reviews

Log Cabin

cabin

Search Vacation Rentals with Swimming Pool in Winchcombe

Staying in a vacation rental or Airbnb with a pool in Winchcombe ensures a proper swim is always a convenient part of your city stay.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Winchcombe
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
Wychwood - Ukc1153 - Winchcombe
No reviews

Wychwood - Ukc1153

house, Salperton
Luxury Cabin With Hot-tub & Cold Plunge! - Winchcombe
8.5 55 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham
Chalet ∙ 2 Bedrooms ∙ 4 Guests - Winchcombe
10 1 review

Chalet ∙ 2 Bedrooms ∙ 4 Guests

chalet, Bredon's Hardwick

Top-Rated Vacation Rentals with a Hot Tub in Winchcombe

These Winchcombe city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

Central Penthouse With Hot Tub & Views 24 Cheltenham - Winchcombe
9.8 96 reviews

Central Penthouse With Hot Tub & Views 24 Cheltenham

apartment, Cheltenham
New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed - Winchcombe
No reviews

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed

house, Cheltenham
Outbak Shepherds Hut - Winchcombe
9.5 10 reviews

Outbak Shepherds Hut

house, Cheltenham
Flat 3, 6 Lypiatt Terrace Cheltenham Gloucestershire Gl50 2sx - Winchcombe
9.5 179 reviews

Flat 3, 6 Lypiatt Terrace Cheltenham Gloucestershire Gl50 2sx

apartment, Cheltenham
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