Winchcombe Holiday Cottages

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    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Character Cottages rating

    A beautiful three-bedroom 19th century Cotswold stone property, which is the idea base for a family or small gathering of friends, in Winchcombe, Gloucestershire. (Ref. 1091399)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £605

    Secure this property with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.2

      Good

    • Character Cottages rating

    A beautiful four-bedroom Grade ll listed Cotswold stone home, perched in the heart of the bustling market town of Winchcombe, Gloucestershire. (Ref. 1091374)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from £1032

    Secure this property with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Very good

    • Character Cottages rating

    A wonderful 17th century Cotswold stone cottage based in the bustling town of Winchcombe. (Ref. 1087481)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £563

    Secure this property with a 30% deposit* Book now
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Head to the northern half of the Cotswolds with a relaxing break at a holiday cottage in Winchcombe.

Choose the perfect Winchcombe cottage and book online with Character. 

Choosing a Holiday Cottage in Winchcombe

Set above the River Isbourne, Winchcombe is arguably the hidden jewel in the Cotswolds crown. 

The town became prosperous from its Abbey (one of the largest Benedictine monasteries in England), its wool trade and as a producer of tobacco. 

Although the Abbey has gone, there is still much to see of historic Winchcombe, and the wealth of the town is reflected in many of the buildings, as well as in the surrounding countryside.

Known as the walking capital of the Cotswolds, Winchcombe sits at the intersection of the Cotswold Way, the Gloucestershire Way, the Wardens Way, the Windrush Way and the new Winchcombe Way. 

Alternatively, the GWR Steam Railway provides a fantastic fun day out for the family, running from Toddington through Winchcombe to Cheltenham Racecourse.

Self-Catering Winchcombe Cottages

Self-catering is a great option for a holiday in Winchcombe. 

You have the freedom to come and go as you please and can save money by cooking your own meals. 

Another bonus of a self-catering cottage in Winchcombe is the option to take your four-legged friends.

Take a look at these dog-friendly cottages in the Cotswolds.

Types of Holiday Cottages in Winchcombe

Self-catering cottages come in a variety of shapes and sizes. 

Whether you are travelling with friends, family or pets, there is something for you on the Character Cottages website.

Check out these large cottages for groups, or what about choosing a honeymoon cottage in the Cotswolds for your special getaway?

If a Winchcombe cottage isn’t right for you, take a look at the cottages in Bourton-on-the-Water or Stow-on-the-Wold

There are many unique cottages to choose from in the Winchcombe area. 

Book a Winchcombe cottage online today to get started.