Holiday Cottages Winchcombe
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Your Winchcombe, Gloucestershire search returned 21 cottages
- 6 Guests
- 3 Bedrooms
- Pets No
Postmasters Lodging is set over three floors in Winchcombe, Cotswolds. Open-plan living area. Cheltenham 8 miles; Broadway 9 miles. (Ref. 976759)
- Wi-fi
- Dishwasher
- Baby-friendly
7 nights from $924
- 4 Guests
- 2 Bedrooms
- Pets No
Lower Pack Horse Cottage is a harmonious Grade-II listed cottage in the town of Winchcombe in Gloucestershire, boasting a woodburning stove and a Smart TV. Cheltenham 7.7 miles; Broadway 10 miles; Gloucester 16.8 miles. (Ref. 1131021)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from $820
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- 4 Guests
- 2 Bedrooms
- Pets Yes
A unique, detached barn conversion found on 14 acres of beautiful land on the outskirts of Toddington, Gloucestershire. Lake. Woodburning stove. Jukebox. Evesham 9.1 miles; Cheltenham 11.7 miles; Gloucester 19.3 miles. (Ref. 1050562)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from $707
- 2 Guests
- 1 Bedroom
- Pets Yes
This historic ground floor apartment is located in Winchcombe, Gloucestershire. Romantic. Spacious rooms. Open-plan living. Cheltenham 8 miles; Broadway 9 miles. (Ref. 977985)
- Wi-fi
- Ground floor bedroom
- Baby-friendly
7 nights from $634
- 4 Guests
- 2 Bedrooms
- Pets Yes
This is a mid-terrace cottage situated in the town of Winchcombe, Gloucestershire in the Cotswolds. Enclosed patio and garden. One well-behaved dog welcome. Traditional features. Cheltenham 8.5 miles; Bourton-on-the-Water 11miles. Gloucester 15.6 miles. (Ref. 1012253)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from $1070
- 2 Guests
- 1 Bedroom
- Pets No
Beautiful Cotswold stone character property set on 150-acre equestrian centre. En-suite shower room. WiFi. Country walks and equestrian activities on site. 10 minutes to Cheltenham, 7 minutes to Cheltenham racecourse. (Ref. 948400)
- Wi-fi
- Off-road parking
7 nights from $612
- 6 Guests
- 3 Bedrooms
- Pets No
An outstanding cottage! Beautiful village location, bar across the lane, Broadway 2 miles away. An exceptional cottage choice. (Ref. 988672)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from $1240
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- 4 Guests
- 2 Bedrooms
- Pets Yes
A charming terraced cottage situated in the centre of Winchcombe. Pet-friendly. Woodburning stove. Private garden. WiFi. Cheltenham 8.2 miles; Gloucester 15.3 miles. (Ref. 1050024)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from $789
- 8 Guests
- 4 Bedrooms
- Pets Yes
A stunning, four-bedroom home resting in Dumbleton near Alderton, Gloucestershire. Character features. In AONB. Pretty gardens. Open fire. Large. Broadway 6.3 miles; Evesham 7.3 miles; Tewkesbury 8.6 miles. (Ref. 1127215)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Washing machine
- Baby-friendly
7 nights from $1758
- 8 Guests
- 4 Bedrooms
- Pets Yes
A contemporary property situated on a cul-de-sac in Bishops Cleeve, Gloucestershire. Pet-friendly. Off-road parking. Smart TV. Cheltenham 4.4 miles; Tewkesbury 7.4 miles. (Ref. 1093731)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from $1149
- 2 Guests
- 1 Bedroom
- Pets Yes
Unusual romantic Gloucestershire yurt by fishing lake. Hot tub, sauna, film projector, veranda. Ideal base for a couple to relax together. Beckford 0.5 miles. (Ref. 903586)
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
7 nights from $806
- 2 Guests
- 1 Bedroom
- Pets No
Charming yurt in quaint Gloucestershire village of Beckford. Open plan accommodation. Roll-top bath. Sauna. Private hot tub overlooking the lake. Cheltenham 9 miles. (Ref. 921614)
- Off-road parking
- Hot Tub
- Dishwasher
7 nights from $801
- 2 Guests
- 1 Bedroom
- Pets Yes
A 20 foot yurt in Gloucestershire. Underfloor heating, roll top bath. Veranda with private hot tub and sauna overlooking the lake just a short stroll from Beckford village. (Ref. 11980)
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
7 nights from $657
- 6 Guests
- 3 Bedrooms
- Pets Yes
A centrally positioned three-storey cottage resting in Winchcombe, Gloucestershire. Pet-friendly. Within Cotswolds AONB. Private patio. Character features. Cheltenham 8.1 miles; Broadway 8.3 miles; Gloucester 15.1 miles. (Ref. 1092551)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from $725
Travel plans can change
Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).
- 4 Guests
- 2 Bedrooms
- Pets No
Beautiful thatched cottage which has recently had the bathroom and kitchen refurbished in January 2025. is within a row of three, nestled in the pretty Cotswolds village of Stanton. (Ref. 996452)
- Wi-fi
- Ground floor bedroom
- Washing machine
- Baby-friendly
7 nights from $849
- 10 Guests
- 6 Bedrooms
- Pets No
Wood Stanway House is a charming, Grade-II listed property resting in Wood Stanway near Toddington, Gloucestershire. In Cotswolds AONB. Close to amenities. Snowshill 5.4 miles; Evesham 11.4 miles; Cheltenham 11.6 miles; Gloucester 22.4 miles. (Ref. 1146426)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from $3322
- 2 Guests
- 1 Bedroom
- Pets Yes
Swallow Studio is a single-storey, Grade II unit resting on a working farm in Andoversford, Gloucestershire, with countryside views and open-plan living. Cheltneham 6.6 miles; Bourton-on-the-Water 9.7 miles; Gloucester 13.9 miles. (Ref. 1168847)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from $564
- 2 Guests
- 1 Bedroom
- Pets Yes
A unique Gloucestershire holiday home! A 16 foot round modern yurt, on the edge of the village of Beckford. Roll-top bath. Use of hot tub. Cheltenham 9 miles. (Ref. 6017)
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
7 nights from $568
- 6 Guests
- 3 Bedrooms
- Pets Yes
A beautifully presented cottage, in the heart of Snowshill, with stunning views of the church of Barnabas and countryside. WiFi. Child-friendly. Dog-friendly. Woodburning stove. Broadway 2.9 miles; Chipping Campden 5.3 miles; Moreton-in-Marsh 7.2 miles. (Ref. 1091307)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from $985
- 2 Guests
- 1 Bedroom
- Pets Yes
Woodcock Studio is a single-storey, Grade II unit situated on a working farm in Andoversford, Gloucestershire, boasting open-plan living and Smart TV. Cheltenham 6.6 miles; Bourton-on-the-Water 9.7 miles; Gloucester 13.9 miles. (Ref. 1168846)
- Wi-fi
- Off-road parking
- Ground floor bedroom
7 nights from $546
Enjoy easy access to the delights of Gloucestershire, including the beautiful Cotswolds AONB from this collection of Winchcombe cottages.
Why Winchcombe?
The pretty town of Winchcombe rests within the district of Tewkesbury, and on the fringes of the Cotswolds AONB - making it a superb base for holidaymakers of all kinds. Its streets are laced with delightful stone cottages, as well as an assortment of charming cafés, restaurants and shops to enjoy from your Winchcombe accommodation, as well as the fascinating, 15th century Sudeley Castle, wrapped in exquisite gardens. Our Cotswolds Travel Guide is ideal for getting all your ideas and inspiration for a break to remember.
Places to visit near Winchcombe
Explore the stunning northern Cotswolds and beyond from your self-catering Winchcombe cottage. The area is rife with stunning trails for walkers and cyclists to make use of, passing idyllic natural beauty. The rolling fields and far-reaching landscapes are peppered with fascinating towns and villages exuding traditional charm and attractions appealing to all. In the area surrounding Winchcombe cottages you will find attractions such as Broadway Tower, Snowshill Manor and Garden, The Model Village, the Cotswolds Farm Park and more. The most popular places to visit by these Winchcombe self-catering cottages include Bourton-on-the-Water, Cheltenham, Chipping Campden, Moreton-in-Marsh, Tewkesbury and Stow-on-the-Wold.
Types of Holidays
Discover a choice of Cotswolds holiday types certain to offer you a perfect place to stay. Don't leave a man or dog behind with pet-friendly Cotswolds cottages, while these family holidays in the Cotswolds are ideal for bringing everyone together for a special occasion. Push the boat out by staying at a luxury Cotswolds cottage or choose a cottage with a hot tub in the Cotswolds for that added special touch.