Holiday Rentals in Winchcombe

207 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Winchcombe holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Winchcombe

Best family friendly Winchcombe holiday rentals

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

5 Bed Modern Cheltenham Town Centre Home - Winchcombe
9.5 24 reviews

5 Bed Modern Cheltenham Town Centre Home

house, Cheltenham
This modern five-bedroom home is conveniently located in Cheltenham town centre, just 13 kilometres from Sudeley Castle and 14 kilometres from Kingsholm Stadium. The property has received excellent ratings for cleanliness, location, and overall experience.
This spacious house offers 139 square metres of living space, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a terrace, a garden, free parking, and a range of amenities for families and cyclists.
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.
Thimble Cottage. Winchcombe - Winchcombe
9.9 203 reviews

Thimble Cottage. Winchcombe

apartment
This Cotswold stone property is centrally located in Winchcombe, a short walk from Sudeley Castle and within easy reach of Broadway (8km), Bourton-on-the-Water (14.5km), and Cheltenham (13km).
The two-bedroom house, sleeping four, offers a king-size bed, two single beds, a fully equipped kitchen with dishwasher, a garden, parking, and Wi-Fi; nearby attractions include the Cotswold Way and Windrush Way walking trails and the heritage railway to Cheltenham and Broadway.
Cheltenham Town Centre With Parking Space - Winchcombe
9.6 6 reviews

Cheltenham Town Centre With Parking Space

house, Cheltenham
This Cheltenham townhouse is located centrally, providing easy access to local amenities and is 12.4 kilometres from Sudeley Castle and 14.2 kilometres from Kingsholm Stadium.
This property offers WiFi, a kitchen, and parking for up to 13 guests, with 2 bathrooms and 1 bedroom.

Best Winchcombe holiday rentals with parking

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.
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
8.6 32 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
This Cheltenham town centre flat is conveniently located, approximately 13 kilometres from Sudeley Castle and Gloucester Cathedral, offering easy access to shops and restaurants.
The 56 square metre self-catering apartment sleeps five, features two bedrooms, one bathroom, free Wi-Fi, a fully equipped kitchen with oven and microwave, and a washing machine.
Daffodil Suite At Regency 24 - Winchcombe
9.7 4 reviews

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.
5&6 North Place - Winchcombe
9.4 182 reviews

5&6 North Place

studio, Gloucestershire
This studio apartment is located in North Place, Gloucestershire, 14.0 kilometres from Kingsholm Stadium and 14.9 kilometres from Gloucester Cathedral.
Guests can enjoy a private terrace, a fully equipped kitchen, and free WiFi in this family-friendly accommodation, which is also conveniently situated 11.2 kilometres from Sudeley Castle.

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

Greystones Cottage - 2-bed Character Cottage, Access To Cotswold Way! - Winchcombe
9.0 1 review

Greystones Cottage - 2-bed Character Cottage, Access To Cotswold Way!

house, Winchcombe
Greystones Cottage, a dwelling in Winchcombe, offers direct access to the Cotswold Way and is located 24 kilometres from the Royal Shakespeare Company and 25 kilometres from Cotswold Water Park, with Kingsholm Stadium 24 kilometres away and Coughton Court 35 kilometres distant.
This accommodation for up to seven guests features one bedroom, one bathroom, a fully equipped kitchen, and a private terrace, with free WiFi and private parking provided.
Montrose Lodge - Winchcombe
9.4 87 reviews

Montrose Lodge

apartment, Cheltenham
Montrose Lodge, a Cheltenham apartment, is conveniently located approximately 13.4 km from Sudeley Castle, 15 km from Gloucester Cathedral, and 13.8 km from Kingsholm Stadium.
This 63 square metre self-catering flat offers one bedroom, one bathroom, sleeps seven guests, and features a spacious layout including a private patio, terrace, fireplace, and free Wi-Fi.
Central 2 Bed House W/ Garden And Free Parking! - Winchcombe
9.1 66 reviews

Central 2 Bed House W/ Garden And Free Parking!

house, Cheltenham
This Cheltenham house, ideally located near the town centre, is 13.8 km from Kingsholm Stadium and 32 km from Cotswold Water Park.
This self-catering property boasts 100 square metres of space, featuring two bedrooms sleeping up to four guests, a fully equipped kitchen with dishwasher, private garden, parking, and complimentary Wi-Fi.
The Cheltenham Suites - Stunning 2 Bed Apartment - Winchcombe
No reviews

The Cheltenham Suites - Stunning 2 Bed Apartment

apartment, Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre, Everyman and Playhouse Theatres, and a 3.2km drive from Cheltenham Racecourse.
The 69 square metre self-catering apartment features two king-sized bedrooms, a modern bathroom, a fully equipped kitchen with dishwasher, and a terrace, comfortably sleeping four guests.

Best pet friendly Winchcombe holiday rentals

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

Fountain View At Regency 24 - Winchcombe
8.3 11 reviews

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

F1 Town Centre, Walk To Races! Sleeps 4

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.
Laburnum Farm Estate - Winchcombe
8.8 142 reviews

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.
Mouse Hole Cottage - Winchcombe
9.2 41 reviews

Mouse Hole Cottage

house, Cheltenham
Mouse Hole Cottage, a Cheltenham holiday home, is situated near Kingsholm Stadium (24km), Cotswold Water Park (43km), and the Royal Shakespeare Theatre (37km), offering easy access to local attractions.
This three-bedroom, two-bathroom property boasts 130 square metres of space, a fully equipped kitchen with dishwasher, a garden, fitness centre, parking, and pet-friendly accommodation for up to six guests, including free Wi-Fi.
©2026 cozycozy.com