Holiday Rentals in Winchcombe

207 available vacation rental offers

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Winchcombe holiday rentals
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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

Mayville House Flat - Winchcombe
8.1 32 reviews

Mayville House Flat

apartment, Cheltenham
This charming one-bedroom flat is located in a peaceful cul-de-sac in Cheltenham, just a 5-minute walk from the town's shops, restaurants, and theatre. It has received excellent ratings for location, cleanliness, and overall experience.
The 12 square metre flat has a comfortable bedroom with a super king-size bed and a spacious living/dining area with two sofa beds. Guests can enjoy free Wi-Fi, a TV, parking, and a fully equipped kitchen with a washing machine, microwave, fridge, and freezer.
Woodpecker Cottage- A Cosy Country Cottage - Winchcombe
9.9 193 reviews

Woodpecker Cottage- A Cosy Country Cottage

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.
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.
Stylish 3 Bed Cotswold Cottage With Stunning Views - Winchcombe
9.3 38 reviews

Stylish 3 Bed Cotswold Cottage With Stunning Views

house, Cheltenham
This Cotswold cottage, near Cheltenham, offers easy access to attractions such as Kingsholm Stadium (34-47km away), the Cotswold Water Park (34-47km away), and Blenheim Palace (34-47km away).
Sleeping up to 11 guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, private garden, parking, and Wi-Fi; ideal for families and pet owners seeking self-catering accommodation in Cheltenham.

Best Winchcombe holiday rentals with parking

St James Lodge - Winchcombe
9.0 66 reviews

St James Lodge

apartment, Cheltenham
St James Lodge, a Cheltenham apartment, offers a peaceful retreat 13km from Sudeley Castle, 15km from Gloucester Cathedral, and 14km from Kingsholm Stadium.
This one-bedroom flat, boasting 50 square metres of space, comfortably sleeps three guests and includes a fully equipped kitchen, free Wi-Fi, and a fireplace.
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.
Central Cheltenham Luxury Apartment – Edmonstone House - Winchcombe
9.9 9 reviews

Central Cheltenham Luxury Apartment – Edmonstone House

apartment, Cheltenham
This Edmonstone House flat in Cheltenham provides convenient access to Kingsholm Stadium, 14 kilometres away, and Sudeley Castle, 12 kilometres distant, with Cotswold Water Park a further 31 kilometres away.
This 70 square metre apartment offers accommodation for up to 7 guests across 2 bedrooms, featuring a fully equipped kitchen with a microwave and dishwasher, complimentary Wi-Fi, and on-site parking, with a 10:00 AM check-out.
Rotunda Suite At Regency 24 - Winchcombe
7.9 18 reviews

Rotunda Suite At Regency 24

apartment, Cheltenham
Rotunda Suite at Regency 24 is a serviced apartment located in Cheltenham, offering proximity to Sudeley Castle (12.7 km) and Gloucester Cathedral (14 km), with Kingsholm Stadium 14.3 km away.
This 30 square meter flat provides accommodation for up to three guests, featuring a fully equipped kitchen, complimentary WiFi, and on-site private parking, while strictly prohibiting smoking and parties.

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

Converted 17th Century Barn With Garden Parking - Pass The Keys - Winchcombe
8.8 3 reviews

Converted 17th Century Barn With Garden Parking - Pass The Keys

apartment, Cheltenham
This Grade II listed 17th-century barn conversion, situated in Andoversford, Gloucestershire, offers a self-catering stay 8km from Cheltenham and a 10-minute drive from Bourton-on-the-Water.
The 93 square metre property boasts three bedrooms (two king-size, one double), two bathrooms, and a spacious living/dining area, accommodating up to six guests and including a modern kitchen with a fridge, microwave, and dishwasher, plus a private garden and free parking.
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.
Montpellier At Regency 24 - Winchcombe
8.5 10 reviews

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.
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.

Best pet friendly Winchcombe holiday rentals

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

Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms - Winchcombe
8.8 61 reviews

Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms

house, Cheltenham
Hill View House is conveniently located in Cheltenham, just a 10-mile drive from Kingsholm Stadium and 7.5 miles from Sudeley Castle, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
This spacious 4-bedroom house can comfortably accommodate 8 guests across 126 square metres. It features a well-equipped kitchen, a shared lounge, free Wi-Fi, and a garden with views, providing everything you need for a relaxing and enjoyable stay.
Daffodil Suite At Regency 24 - Winchcombe
8.8 8 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.
Modern Stylish Family Home Private Garden - Pass The Keys - Winchcombe
9.0 3 reviews

Modern Stylish Family Home Private Garden - Pass The Keys

house, Cheltenham
This modern four-bedroom house in Cheltenham is conveniently located approximately 26km from Kingsholm Stadium, 39km from the Royal Shakespeare Theatre, and 40km from Coughton Court.
The 149 square metre property boasts two bathrooms, a fully equipped kitchen with dishwasher, private garden, parking, free Wi-Fi, and comfortably accommodates up to eleven guests.
Tiesel & Truffles Cottages - Winchcombe
9.0 2 reviews

Tiesel & Truffles Cottages

house, Cheltenham
Tiesel & Truffles Cottages, a four-bedroom house in Cheltenham, is located 8.7km from Sudeley Castle and 26km from Kingsholm Stadium, offering easy access to Cotswolds attractions.
This self-catering property sleeps 15 guests, boasts four bathrooms, free Wi-Fi, a fully equipped kitchen including fridge and microwave, parking, and provides towels and bed linen; a washing machine and flat-screen TV are also available.
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