Cotswold Detached Hillside Cottage Packed With Quirky Character
2 3
cottage , Cheltenham
This charming cottage is located in Cheltenham, within a 5km radius of Cleeve Hill Golf Club, Prescott Speed Hill Climb, and Belas Knap, with Winchcombe Folk and Police Museum also within easy reach. The cottage has received excellent ratings for user experience, location, and cleanliness. The cottage has two bedrooms and two bathrooms, accommodating up to four guests. The property offers a range of amenities, including a fully equipped kitchen, a private garden, a terrace, and a spa tub, making it ideal for a relaxing and comfortable stay.
9.9 232 reviews
Winchcombe
01/07 – 03/07
SG$175/nighttotal: SG$350 (2 )
Cotswold Retreat: A Stylish Stay At Little Orchard
1 1
house , Toddington
Little Orchard is a charming apartment located in the Cotswold village of Toddington, just a short walk from the ancient village church and with many country walks starting right at the doorstep. It has received excellent user, location and cleanliness ratings. This self-catering apartment comfortably sleeps two guests in one bedroom with an en-suite shower room. It features a fully equipped kitchen, a private patio with a dining area, and ample parking.
9.8 84 reviews
Winchcombe
20/06 – 29/06
SG$119/nighttotal: SG$1071 (9 )
Cheltenham Annexe - Entire Place - Free Parking
1 2
cabin , Gloucestershire
This self-contained annexe in Prestbury, Gloucestershire, is a 10-minute walk from Cheltenham Racecourse and offers easy access to the Cotswold Way and Cheltenham Festivals. The one-bedroom unit features a well-equipped kitchenette, a private garden with a fire pit, and accommodates two guests, with a separate shower room and double bed; nearby amenities include pubs, shops, and bakeries in Prestbury village.
9.5 48 reviews
Winchcombe
20/06 – 23/06
SG$380/nighttotal: SG$1140 (3 )
Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre
2 3
apartment , Cheltenham
This Cheltenham apartment is located just 5km from the town centre, offering easy access to shops, restaurants, and the lively atmosphere of the town, as well as being 15km from Kingsholm Stadium and 32km from Cotswold Water Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience. This two-bedroom flat spans 50 square meters and comfortably accommodates up to four guests. It comes equipped with a fully fitted kitchen, a private patio, free parking, and modern amenities like Wi-Fi and a washing machine, ensuring a comfortable and enjoyable stay.
9.4 81 reviews
Winchcombe
01/07 – 03/07
SG$162/nighttotal: SG$324 (2 )
The Den, 2 Mins Chelt High Street, John Lewis Etc
1 1
apartment , Cheltenham
This Cheltenham apartment is ideally located a two-minute walk from Cheltenham's High Street, near John Lewis, offering easy access to shops, restaurants, and attractions such as Sudeley Castle (12.5 km) and Gloucester Cathedral (16 km). The self-catering flat features a fully equipped kitchen with dishwasher and washing machine, one bedroom, one bathroom, and accommodates two guests, providing complimentary Wi-Fi and linen.
Winchcombe
20/06 – 23/06
SG$268/nighttotal: SG$804 (3 )
56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 3
apartment , Winchcombe
This two-bedroom flat is centrally located in Winchcombe, a market town offering immediate access to its amenities and the Cotswolds countryside. This 56 square meter accommodation, split over two floors with a private entrance, accommodates up to four guests with flexible superking beds and features a modern kitchen and lounge with a Smart TV, while remaining family and pet-friendly.
9.0 116 reviews
Winchcombe
07/10 – 10/10
SG$365/nighttotal: SG$1095 (3 )
St Kenelm
3 2
apartment , Winchcombe
This Winchcombe apartment is just 7 minutes’ walk from Sudeley Castle, a magnificent 15th-century castle with beautiful gardens, and is within easy reach of other attractions like Cheltenham Racecourse Railway Station (10km) and Cotswold Water Park (43km). The apartment has received excellent ratings for location, cleanliness, and overall experience. The 75 square meter apartment has 3 bedrooms and 1 bathroom, comfortably accommodating up to 4 guests. It is equipped with a kitchen, free Wi-Fi, free private parking, a flat-screen TV, a washing machine, and a garden, making it ideal for families or groups of friends.
9.2 125 reviews
Winchcombe
20/06 – 23/06
SG$403/nighttotal: SG$1209 (3 )
Lord High Admiral
2 3
apartment , Winchcombe
This Winchcombe apartment is conveniently located just 26km from Kingsholm Stadium and 37km from the Royal Shakespeare Theatre, offering easy access to both sporting and cultural attractions. Guests consistently rate the apartment highly, praising its excellent location, cleanliness and overall experience. The self-catering property has two bedrooms, a living room and two bathrooms, making it suitable for families or groups of up to four people. Guests can enjoy a private terrace with garden views, a fully equipped kitchen, free parking and Wi-Fi, as well as the opportunity to explore the picturesque surrounding countryside on foot or by bike.
9.9 170 reviews
Winchcombe
01/07 – 03/07
SG$154/nighttotal: SG$308 (2 )
Regency Apartment | Free Parking | Walk To Town
1 1
apartment , Gloucestershire
This Cheltenham apartment is located within walking distance of Cheltenham town centre and Cheltenham Racecourse. The recently refurbished one-bedroom flat, sleeping up to four guests, boasts a king-size bedroom with en-suite, a living room convertible into a second bedroom, a fully equipped kitchen, free Wi-Fi, and off-street parking.
9.7 167 reviews
Winchcombe
01/07 – 03/07
SG$268/nighttotal: SG$536 (2 )
Chic Apt In Central Cheltenham
1 1
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.
9.8 37 reviews
Winchcombe
20/06 – 29/06
SG$185/nighttotal: SG$1665 (9 )
Very Welcoming Central Apartment
1 2
apartment , Gloucestershire
This Cheltenham apartment offers central Gloucestershire accommodation, a short walk (under 2km) from the Promenade, Cheltenham Town Hall, and Montpellier Gardens, with easy access to the Cheltenham Racecourse (2.1km). The self-contained flat features two floors, one bedroom, one bathroom, sleeps two guests, includes a fridge and microwave, fast Wi-Fi, a dedicated study area, and is near numerous pubs, cafes, and restaurants.
9.9 69 reviews
Winchcombe
20/06 – 29/06
SG$197/nighttotal: SG$1773 (9 )
The Courtyard, Near Town Centre
1 2
apartment , Gloucestershire
This one-bedroom flat is conveniently located just off London Road in Cheltenham, a 10-minute walk from the town centre and a 10-minute drive from Cheltenham Racecourse. The area is quiet and residential, offering a peaceful escape from the hustle and bustle of the town. The flat comfortably sleeps two guests and features a fully equipped kitchen, a cosy lounge with a 55-inch TV, and a private courtyard. Guests can also enjoy the unique feature of an indoor starlight projector, perfect for relaxing evenings in.
Best family friendly Winchcombe lodging
Among the 137 accommodations in Winchcombe, here are the 4 best for families
9.1 12 reviews
Winchcombe
20/06 – 29/06
SG$281/nighttotal: SG$2529 (9 )
The Burton Penthouse By Fortuna Property Portfolio
2 2
apartment , Cheltenham
The Burton Penthouse is a Cheltenham apartment situated 13.2 km from Kingsholm Stadium and 33.8 km from Cotswold Water Park, offering easy access to the town centre. This recently renovated, 56 square metre penthouse features two bedrooms, one bathroom, sleeps nine guests, and boasts a terrace, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
Winchcombe
18/07 – 19/07
SG$708/nightfor 1 night
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , Andoversford
Woodcock Studio is a single-storey cottage situated on a working farm in Andoversford, Gloucestershire, offering countryside views and convenient access to walking routes such as the Cotswold Way, located approximately 1.5 kilometers away. This pet-friendly accommodation sleeps two guests and features an open-plan living space with a kitchen, dining area, king-size bed, and shower room, along with private parking and the unique opportunity to see farm sheep.
9.1 90 reviews
Winchcombe
07/10 – 10/10
SG$371/nighttotal: SG$1113 (3 )
Princess Elizabeth
2 2
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.
9.6 118 reviews
Winchcombe
01/07 – 03/07
SG$220/nighttotal: SG$440 (2 )
Homelands Apartment
1 1
apartment , Cheltenham
Homelands Apartment is situated in Cheltenham, just 19.3 km from Kingsholm Stadium and 40.2 km from Cotswold Water Park, offering mountain views and easy access to local attractions. This guest house has received excellent ratings for its location, cleanliness, and overall experience. The apartment is 20 square metres in size and features a modern bathroom, a comfortable living area with a satellite flat-screen TV, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy a terrace or balcony, a garden, free private parking, and a concierge service, as well as free Wi-Fi, room service, and a restaurant.
Best Winchcombe lodgings with a pool
Among the 137 accommodations in Winchcombe, here are the 4 best ones with a pool
10 2 reviews
Winchcombe
01/07 – 03/07
SG$3680/nighttotal: SG$7360 (2 )
Pye Corner A Cotswold Manor With Seasonal Outdoor Heated Pool
10 1
house , Broadway
This recently renovated 10-bedroom Cotswold Manor is located in Broadway, 25.7 kilometres from the Royal Shakespeare Company and 28.9 kilometres from Coughton Court. The property offers a floor area of 670 square meters, accommodates up to 39 guests, and features a heated outdoor swimming pool, a garden, a balcony, a terrace, free WiFi, and parking.
Winchcombe
21/06 – 23/06
SG$1676/nighttotal: SG$3352 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage
This luxury 5-star cottage, located in the Cotswolds between Chipping Norton, Stow-on-the-Wold, and Burford, is 2.4 kilometers from the nearest shop and 4.8 kilometers from a pub and restaurant. This family-friendly holiday home accommodates four guests in two bedrooms and two bathrooms, offering a shared indoor heated swimming pool, games room, gym, and exclusive access to bicycles, with a generous welcome pack provided.
9.1 88 reviews
Winchcombe
01/07 – 03/07
SG$460/nighttotal: SG$920 (2 )
85 M² Cabin ∙ 3 Bedrooms ∙ 6 Guests
3 1
cabin , Ashton under Hill
This charming cabin is situated in the picturesque village of Ashton Under Hill, close to the market town of Evesham and the historic city of Worcester. It has received very good ratings from previous guests. The lodge has three bedrooms and one bathroom, accommodating up to six guests. It offers a range of amenities including a private hot tub, a fully equipped kitchen, and a garden, ideal for relaxing and enjoying the beautiful Cotswold countryside.
10 3 reviews
Winchcombe
01/07 – 03/07
SG$4336/nighttotal: SG$8672 (2 )
The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families
9 1
apartment , Cheltenham
This spacious house is located in a rural area of Cheltenham, just a short distance from the town's attractions like Jonny-Rocks Stadium, Walks With Hawks, and Imperial Gardens. Guests have consistently rated this property as excellent, highlighting its comfortable and well-equipped nature. The property features nine bedrooms and seven bathrooms, comfortably accommodating up to 24 guests. Enjoy the numerous amenities, including a private garden, an indoor swimming pool, a fitness centre, a tennis court, a jacuzzi, and a fully equipped kitchen with a dishwasher.
Frequently asked questions about accommodations in Winchcombe
What outdoor activities can visitors enjoy in and around Winchcombe?
There are plenty of great walks in the area, the Cotswold Way passes right through Winchcombe. You can also go cycling on the Cotswold Cycleway, or try your hand at some birdwatching at the Cotswold Water Park. For something a bit more adventurous, there's rock climbing at the Cotswold Climbing Centre.
When is the ideal time to plan a trip to Winchcombe?
Winchcombe is lovely all year round, but it's particularly beautiful in spring and autumn when the colours are at their best. If you're looking for a bit of summer sunshine, July and August are the warmest months. The Cotswold Festival of Motoring takes place in May, and the Winchcombe Scarecrow Festival is in August, so those are good times to visit if you want to experience a local event.
What are the best accommodations with a pool in Winchcombe?
What are the best walking or cycling routes in Winchcombe?
The Cotswold Way is a fantastic long-distance trail that goes right through Winchcombe, offering stunning views of the Cotswolds. For a shorter walk, try the circular route around the Cotswold Motoring Museum, it's a lovely way to spend an afternoon. If you're into cycling, the Cotswold Cycleway is a great option, it's a dedicated cycle path that runs for 100km.
What are the best accommodations with a jacuzzi in Winchcombe?
What nearby towns or cities can be explored from Winchcombe?
Cheltenham is only a short drive away and is well worth a visit for its Regency architecture, spa town atmosphere, and excellent shopping. You can also easily reach Gloucester, Stratford-upon-Avon, and Oxford for day trips.
What are the best accommodations for families and kids in Winchcombe?
What amenities can travelers expect from accommodations in Winchcombe?
Winchcombe has a good range of accommodation options, from cosy bed and breakfasts to charming hotels. Many places offer amenities like Wi-Fi, parking, and breakfast, and some even have their own gardens or courtyards. You can also find self-catering cottages and apartments if you prefer to cook your own meals.
What are the best pet friendly accommodations in Winchcombe?
This two-bedroom apartment is located just 5km from Cheltenham town centre, close to the racecourse and offering stunning views of Cleeve Hill and the Cotswolds. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The property comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy the spacious garden, perfect for relaxing or hosting barbecues, and benefit from ample parking and free Wi-Fi.
8.9 13 reviews
Winchcombe
20/06 – 23/06
SG$214/nighttotal: SG$642 (3 )
Treehouse Style Cotswolds Cabin, Sleeps 4 + Dogs!
2 3
cabin , Gretton
These treehouse-style cabins are located in Gretton, a charming village just 3km from the Cotswolds and a short walk from the picturesque village of Winchcombe. The accommodation offers a unique and immersive experience with two separate sleeping platforms, perfect for families or groups of friends. The cabins are equipped with modern amenities, including a lounge area, kitchenette, shower room, and an enclosed garden. Guests can enjoy the peaceful surroundings, explore the nearby Cotswold attractions, or take advantage of the family-friendly activities in Winchcombe.
8.7 92 reviews
Winchcombe
21/06 – 23/06
SG$388/nighttotal: SG$776 (2 )
Elegant 3 Bedroom Home In The Centre Of Cheltenham
3 3
house , Cheltenham
This recently renovated holiday home is located in the centre of Cheltenham, just 14.6 kilometres from Kingsholm Stadium and 35.4 kilometres from Cotswold Water Park. This property has received excellent ratings for its location, cleanliness, and overall experience. The 93 square metre home comfortably accommodates up to 8 guests across its three bedrooms and two bathrooms. Enjoy amenities such as a fully equipped kitchen, a private terrace, free parking, and free Wi-Fi.
9.4 125 reviews
Winchcombe
20/06 – 23/06
SG$459/nighttotal: SG$1377 (3 )
George Iii
2 3
apartment , Winchcombe
This charming apartment is conveniently located in Winchcombe, just a short drive from Kingsholm Stadium and the Royal Shakespeare Theatre, offering easy access to local attractions. It has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers seeking a comfortable and enjoyable stay. The spacious home, spanning 70 square metres, comfortably accommodates up to four guests in its two bedrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a private garden, a balcony with garden views, free Wi-Fi, and free parking.
Best Winchcombe accommodations with a kitchen
9.8 18 reviews
Winchcombe
21/06 – 23/06
SG$316/nighttotal: SG$632 (2 )
Elegant Cheltenham Townhouse 4 Bedrooms Parking
1 3
apartment , Gloucestershire
This refurbished Cheltenham townhouse is centrally located, a 5-minute walk from key attractions like John Lewis, Montpellier, theatres, cafés, and shops, making it ideal for exploring the town and attending the Cheltenham Festival. This apartment offers accommodation for up to 7 guests in 4 bedrooms, including a master with en-suite, and features underfloor heating on the ground floor, a fully equipped kitchen, a private courtyard patio, and convenient private parking.
8.5 22 reviews
Winchcombe
20/06 – 29/06
SG$219/nighttotal: SG$1971 (9 )
F3 Walkable To Racecourse! Sleeps 4
1 2
apartment , Cheltenham
This Cheltenham apartment, centrally located and within easy reach of Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km), offers convenient access to major attractions. The 40 square metre self-catering flat features one bedroom, one bathroom, and can accommodate up to seven guests, boasting free parking and a fully equipped kitchenette.
10 2 reviews
Winchcombe
20/06 – 29/06
SG$196/nighttotal: SG$1764 (9 )
Central 1 Bd + Sofa Bed - 2 Mins To Centre
1 2
apartment , Cheltenham
This Cheltenham apartment is ideally situated near the Holst Birthplace Museum (0.3km) and Cheltenham Racecourse (2.3km), offering easy access to the Everyman Theatre and Pittville Park within a 1km radius. The two-bedroom, one-bathroom flat sleeps four guests comfortably, boasting a fully equipped kitchen with dishwasher, free Wi-Fi, a Smart TV, on-site parking, and elevator access; nearby attractions include Cheltenham Spa railway station (1.4km away).
9.9 161 reviews
Winchcombe
20/06 – 29/06
SG$193/nighttotal: SG$1737 (9 )
Park View Apartment
1 2
apartment , Toddington
This self-contained flat is located in Toddington, within the Cotswolds Area of Outstanding Natural Beauty, just 12 miles from Cheltenham Racecourse and close to the villages of Broadway, Bourton-on-the-Water, Chipping Camden, and Stow-on-the-Wold. The property has received excellent ratings for its location, cleanliness, and overall experience. The apartment is spread over two levels and offers 50 square metres of living space, comfortably accommodating two guests. It features a spacious living area, a separate bedroom with an en-suite bathroom, a well-equipped kitchen, a private balcony, and access to a large front garden.