Winchcombe Holiday Cottages & Self Catering Accommodation

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    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0

      Perfect

    • Manor Cottages rating

    8 Gloucester Street is a charming house in Winchcombe, Gloucestershire, situated in the Cotswolds, boasting a woodburning stove and an enclosed garden. (Ref. 1159770)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £521

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0

      Perfect

    • Manor Cottages rating

    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. (Ref. 1131021)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from From £761

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes
    • Manor Cottages rating

    This historic ground-floor apartment is located in Winchcombe, Gloucestershire. (Ref. 1183136)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from From £415

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.9

      Outstanding

    • Manor Cottages rating

    A wonderful Grade ll listed property dating back to the mid-16th century, situated in Broadway, Worcestershire. (Ref. 1091390)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From £1034

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0

      Perfect

    • Manor Cottages rating

    The Bindery, an exceptional holiday apartment nestled in Broadway village in The Cotswolds. (Ref. 1151451)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £619

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0

      Perfect

    • Manor Cottages rating

    Evergreen is a romantic bungalow in Broadway, Worcestershire, boasting ground-floor living, an open-plan living space and a garden room to enjoy. (Ref. 1183337)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from From £552

    Last booked 9 hours ago
    Book now
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0

      Perfect

    • Manor Cottages rating

    A charming terraced cottage situated in the centre of Winchcombe. (Ref. 1050024)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From £609

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8

      Outstanding

    • Manor Cottages rating

    Beautiful Cotswold stone character property set on 150-acre equestrian centre. (Ref. 948400)

    • Wi-fi
    • Off-road parking

    7 nights from From £474

    Last booked 4 hours ago
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0

      Perfect

    • Manor Cottages rating

    GiGi's Horsebox is a whimsical horsebox resting in the beautiful countryside near Broadway, Gloucestershire, with parking and outdoor seating. (Ref. 1183144)

    • Pets go free
    • Off-road parking
    • £10 off - Mon 13th Jul to 31st Jul 2026

    7 nights from From £348

    Last booked 2 days ago
    Book now
    • Sleeps7
    • Bedrooms3
    • Pet FriendlyNo

      4.8

      Outstanding

    • Manor Cottages rating

    Peacefully located in the hamlet of Aylworth, close to Naunton, rests Hetty’s Stables which is a stunning barn conversion in the grounds of Aylworth Cottage. (Ref. 1091364)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From £922

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If you are looking to escape the hustle and bustle of busy city life, Winchcombe accommodation is the place for you. The historic market town is full of artefacts, stunning architecture, and welcoming locals.

Why Choose Winchcombe Accommodation?

The picturesque town of Winchcombe is steeped in history and culture. With its stone cottages and black/white timbered buildings, it’s easy to see why Winchcombe is a must-visit.

The town is full of lovely shops, cafes and pubs welcoming guests and visitors from near and far. Sticking to traditions, Winchcombe cottages are a great option if you want to learn more about quiet rural life in Britain. 

For a day filled with fun, visit the stunning Sudeley Castle as you immerse yourself in over 1000 years of history. Within easy reach, you can discover the ancient landmark of Broadway Tower and savour splendid countryside.

Places to Visit from your Winchcombe Cottage

Located in the North of the Cotswolds, Winchcombe holiday rentals are perfect for exploring many local towns and villages. Depending on when you visit your holiday cottage in Winchcombe, you could attend Cheltenham Races for the chance get dressed up.

Also within easy reach is the vibrant market town of Stow-on-the-Wold; here you can meander around the ancient market square for a souvenir. Close-by, you can discover the stunning village of Bourton-on-the-Water and visit the quirky Cotswold Motoring Museum.

If you want to go further afield, GloucesterMoreton-in-Marsh and Chipping Norton are also worth a trip. In these towns you will be spoilt for choice with restaurants, shops and breath-taking walks.

If you want to escape to the countryside, there are many Cotswolds hikes and tours in the area. By staying in one of these self-catering Winchcombe cottages, you can spend your days exploring, followed by an evening of relaxation in your little hideaway.

Types of Holiday Cottages in Winchcombe

Holiday cottages in Winchcombe come in a variety of shapes and sizes. The amenities vary from cottage to cottage, so you can be sure that you are getting the best cottage for your requirements.

Whether you are looking for pet-friendly cottagesromantic cottages or large family cottages, there is something for everyone. Additionally, you can book a cottage with a hot tub or a luxury cottage for an extra-special stay in Winchcombe.

Winchcombe accommodation is one of the best ways to explore the Cotswolds and the surrounding regions. Book your dream cottage in Winchcombe and start planning your perfect staycation.