Holiday Rentals in Winchcombe

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Winchcombe holiday rentals
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Best Holiday rentals and Airbnb offers in Winchcombe

Find Holiday Rentals in the City Centre of Winchcombe

Book self-catering holiday rentals for couples in Winchcombe to enjoy private, intimate dining spaces during your city break.

Emma Dent - Winchcombe
9.4 138 reviews

Emma Dent

house, Winchcombe
Emma Dent is a holiday home located just a 7-minute walk from Sudeley Castle and a 43 kilometre drive from the Cotswold Water Park, offering easy access to the beautiful Cotswolds countryside. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This 102 square metre house can comfortably accommodate up to six guests in its two bedrooms. The property features a fully equipped kitchen, a terrace, a garden, free parking, and Wi-Fi, as well as a baby safety gate for families with young children.
Princess Elizabeth - Winchcombe
9.1 93 reviews

Princess Elizabeth

house, Winchcombe
Princess Elizabeth is a holiday home located just 9 minutes' walk from Sudeley Castle, a historic landmark in Winchcombe, and within easy reach of Cotswold Water Park (43 km) and Charlecote Park (38 km). The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The home has 2 bedrooms and 1 bathroom, comfortably accommodating up to 4 guests. Guests can enjoy a fully equipped kitchen, a private garden with a patio for outdoor dining, free parking, and free Wi-Fi.
Queens - Winchcombe
9.9 28 reviews

Queens

house, Winchcombe
This charming house is located in Winchcombe, a short 11km walk from Sudeley Castle and just 43km from Cotswold Water Park, offering easy access to the Cotswold's beautiful countryside. It consistently receives excellent ratings for location, cleanliness, and user experience.
The house spans 84 square meters and comfortably accommodates up to 6 guests in its 2 bedrooms and 2 bathrooms. Enjoy the convenience of free parking, Wi-Fi, a fully equipped kitchen, a terrace and garden, and explore the surrounding area with hiking trails and nearby attractions like Charlecote Park and Eastnor Castle.
A Sudeley Castle Cottage That Sleeps 5 Guests  In 3 Bedrooms - Winchcombe
9.0 62 reviews

A Sudeley Castle Cottage That Sleeps 5 Guests In 3 Bedrooms

cottage, Winchcombe
This charming cottage is located in rural Cheltenham, just a short walk from Winchcombe's historic landmarks, including the Folk and Police Museum, Belas Knap, and Sudeley Castle. Guests have consistently rated this property as excellent, praising its peaceful setting and convenient access to local attractions.
The 3-bedroom property provides spacious accommodation for up to 5 guests, with a total floor area of 86 square metres. Enjoy modern amenities, a private patio, and a garden, perfect for outdoor dining or relaxing in the fresh air.

Best Winchcombe holiday rentals with air conditioning

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
8.4 114 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 charming Gloucestershire home is situated just a short distance from the town centre, 9.5 miles from Kingsholm Stadium and 7.3 miles from Sudeley Castle, offering a peaceful retreat with easy access to local attractions. Guests consistently praise the property for its excellent location, cleanliness, and overall value.
The two-bedroom house spans 80 square metres and comfortably accommodates up to four guests. Enjoy a fully equipped kitchen, air conditioning, a private terrace with garden views, and a dedicated picnic area, perfect for relaxing after a day exploring Gloucestershire.
The Cabin - Winchcombe
10 210 reviews

The Cabin

apartment, Cheltenham
The Cabin is a one-bedroom apartment located in Cheltenham, 13.7 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park, offering a peaceful retreat away from the town centre. It has received excellent ratings for user experience, location, and cleanliness.
The 30 square metre apartment comfortably sleeps two guests. Amenities include a fully equipped kitchen with a fridge and microwave, a private garden with scenic views, free Wi-Fi, and a flat-screen TV with access to streaming services.
Cottage In Cotswolds With Hot Tub & Views - Winchcombe
10 27 reviews

Cottage In Cotswolds With Hot Tub & Views

cottage, Hawling
This detached cottage in Hawling is situated in the Cotswolds, approximately 32 kilometers from Cheltenham and Stow-on-the-Wold.
This 100 square meter converted stable sleeps six guests in three bedrooms, featuring air conditioning, a hot tub, and a garden, with easy access to countryside walks and local amenities.
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 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.

Frequently asked questions about holiday rentals in Winchcombe

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

    Winchcombe is packed with history! You've got Sudeley Castle, a Tudor manor house with beautiful gardens, and the Cotswold Motoring Museum, which is great for car enthusiasts. If you're after something a bit different, the Winchcombe Museum is a great little place showcasing the town's history.
  • What are the best Airbnb and holiday rentals in Winchcombe?

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

    The Cotswold Way is a classic long-distance trail that passes through Winchcombe. For a shorter walk, the Cotswold Way National Trail runs through the town, offering stunning views. If you prefer cycling, the Cotswold Cycleway is a great option, passing through charming villages and rolling hills.
  • What are the most popular Airbnbs in Winchcombe?

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

    Winchcombe is perfectly placed for exploring the Cotswolds. You can easily reach Cheltenham, a vibrant town with a thriving arts scene, and Gloucester, home to the magnificent Gloucester Cathedral. If you want to venture a bit further, Stratford-upon-Avon, birthplace of Shakespeare, is also within easy reach.
  • What are the best holiday rentals with a pool in Winchcombe?

    The best holiday rental with a pool in Winchcombe is Peaceful Cottage In Heart Of Winchcombe.

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

    Vacation rentals in Winchcombe usually have all the essentials, like Wi-Fi, a kitchen, and a washing machine. You'll often find extras like a garden, a fireplace, and a parking space, perfect for a comfortable and relaxing stay.
  • 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?

    Winchcombe is beautiful all year round, but if you want to experience the Cotswolds in full bloom, spring and summer are the best times to visit. Autumn is also lovely, with the leaves turning golden brown. If you prefer a quieter time, winter can be magical, with the possibility of snow.
  • What are the best rentals or Airbnbs with a jacuzzi in Winchcombe?

    The best holiday rentals or Airbnb with a jacuzzi in Winchcombe are Cosy Cotswold Lodge With Private Garden & Hot Tub, The Old Forge and Luxury Cotswolds Cottage With Hot Tub.

  • What are the local dishes in Winchcombe region?

    The Cotswolds is known for its hearty, traditional food. You'll find plenty of pubs serving classic dishes like Cotswold lamb, beef stew, and apple crumble. Don't forget to try the local cheeses and beers, too. You'll find plenty of farm shops and delis selling local produce.

Popular destinations

Choose the Right Holiday Rentals with a Balcony in Winchcombe

Enjoying morning coffee with city skyline views is a simple pleasure when staying in these holiday rentals and Airbnbs in Winchcombe.

The Mitre, Cheltenham, Stylish, Sleeps 8, Parking, Central - Winchcombe
9.7 12 reviews

The Mitre, Cheltenham, Stylish, Sleeps 8, Parking, Central

house, Cheltenham
This recently renovated four-bedroom house is located in Cheltenham, 13.6 kilometres from Kingsholm Stadium and 13.7 kilometres from Gloucester Cathedral.
This spacious 110 square metre property accommodates up to 15 guests with a fully equipped kitchen, free WiFi, and a terrace, offering a convenient base for exploring attractions such as Sudeley Castle, located 13 kilometres away.
Unique & Stylish Town House In Central Cheltenham - Winchcombe
9.3 32 reviews

Unique & Stylish Town House In Central Cheltenham

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.
Lady Jane Grey - Winchcombe
9.6 49 reviews

Lady Jane Grey

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.
Stone Cottage - Winchcombe
9.0 1 review

Stone Cottage

house, Stanton
This Stone Cottage is located in Stanton, 30 kilometres from the Royal Shakespeare Company and 32 kilometres from Coughton Court.
This 94 square meter cottage accommodates up to seven guests with two bedrooms, two bathrooms, a well-equipped kitchen featuring a fridge, microwave oven and dishwasher, and complimentary Wi-Fi and private parking.

Popular Family-Friendly Holiday Rentals in Winchcombe

Travelling to Winchcombe with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.

Country Cottage In A Cotswold Village - Winchcombe
9.9 190 reviews

Country Cottage In A Cotswold Village

apartment
Woodpecker Cottage is located in the Cotswolds Area of Outstanding Natural Beauty, just 2km from Winchcombe and 8km from Broadway, offering a peaceful rural retreat. This charming cottage has received excellent ratings for location, cleanliness, and overall experience.
The cottage features a spacious bedroom with a super king-sized bed and a cosy sofa, perfect for relaxing after a day exploring the surrounding countryside. Families will appreciate the highchair, washing machine, travel cot, and baby bath, as well as the enclosed patio with seating and fresh eggs from the farm's chickens.
Chic Apt In Central Cheltenham - Winchcombe
9.7 169 reviews

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.
Paddock Cottage - Sleeps 2 Guests  In 1 Bedroom - Winchcombe
9.8 27 reviews

Paddock Cottage - Sleeps 2 Guests In 1 Bedroom

cottage, Winchcombe
This charming cottage is located in a peaceful rural setting, just 1.6km from Belas Knap and the Winchcombe Folk and Police Museum, and within 5km of Sudeley Castle and Prescott Speed Hill Climb. Guests consistently rate this property as excellent, praising its comfortable and convenient amenities.
This holiday home offers a spacious layout with a floor area of 41 square meters, comfortably accommodating up to 2 guests. The fully equipped kitchen, private garden, and barbecue facilities provide everything you need for a relaxing and enjoyable stay.
Apartment In The Heart Of Cheltenham/ Parking - Winchcombe
8.3 13 reviews

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.

Handpicked Self-Catering Rentals with Parking in Winchcombe

A car park at your holiday rental in Winchcombe means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Homelands Apartment - Winchcombe
9.8 97 reviews

Homelands Apartment

apartment, Cheltenham
Cambray Apartment - Winchcombe
9.6 182 reviews

Cambray Apartment

apartment, Cheltenham
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 - Winchcombe
8.5 30 reviews

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

apartment, Cheltenham
St James Lodge - Winchcombe
8.9 66 reviews

St James Lodge

apartment, Cheltenham

Compare Luxury Holiday Rentals in Winchcombe

Upscale holiday rentals in Winchcombe offer a refined stay you will want to return to. Enjoy premium amenities and attentive service.

Stylish Sunningend 1-bed Apartment In Town Centre With Parking - Winchcombe
9.2 43 reviews

Stylish Sunningend 1-bed Apartment In Town Centre With Parking

apartment, Cheltenham

Explore Pet-Friendly Holiday Rentals in Winchcombe

No need to leave your dog behind in Winchcombe. Our holiday rentals offer proximity to dog parks and lovely city walks.

Thimble Cottage - Winchcombe
9.4 124 reviews

Thimble Cottage

house, Cheltenham
Clarence Square Penthouse - Winchcombe
8.2 20 reviews

Clarence Square Penthouse

apartment, Gloucestershire
F1 Town Centre, Walk To Races! Sleeps 4 - Winchcombe
8.2 20 reviews

F1 Town Centre, Walk To Races! Sleeps 4

apartment, Cheltenham
Montrose Lodge - Winchcombe
9.4 82 reviews

Montrose Lodge

apartment, Cheltenham

Find the Best Holiday Rentals with a Pool in Winchcombe

Having a pool at your holiday rental in Winchcombe opens up a proper swim in the heart of the city without extra planning. Start comparing.

100 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests - Winchcombe
8.7 3 reviews

100 M² Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage
Villa ∙ 5 Bedrooms ∙ 10 Guests - Winchcombe
No reviews

Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Shurdington
Luxury Cabin With Hot-tub & Cold Plunge! - Winchcombe
8.5 54 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham
Wychwood - Ukc1153 - Winchcombe
No reviews

Wychwood - Ukc1153

house, Salperton

Check Out Holiday Rentals with a Hot Tub in Winchcombe

Whether you prefer a jacuzzi or a hot tub, these holiday rentals in Winchcombe include one for your private use. See what catches your eye now.

Beautiful Cotswold Farmhouse With Hot Tub - Winchcombe
10 1 review

Beautiful Cotswold Farmhouse With Hot Tub

house, Ashton under Hill
Outbak Shepherds Hut - Winchcombe
9.5 10 reviews

Outbak Shepherds Hut

house, Cheltenham
Hornbeam Holt - Winchcombe
10 3 reviews

Hornbeam Holt

apartment, Broadway
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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