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Holiday Cottages Winchcombe

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Your Winchcombe, Gloucestershire search returned 26 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Charming stone cottage located in the lively town of Winchcombe. Close to amenities. Full of character. TV with Freesat. WiFi. Woodburner. Cheltenham 7 miles. (Ref. 986360)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £520

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

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 £618

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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 £516

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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 £511

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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 £429

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

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 £448

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Beautiful thatched cottage within a row of three, nestled in the pretty Cotswolds village of Stanton. WiFi. Open-plan living. Off street parking. Reverse level accommodation. Pub 10 mins walk. (Ref. 996452)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £802

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

  • Sykes rating

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 £618

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A pretty, end-of-terrace cottage nestled in the village of Prestbury on the edge of Cheltenham. Romantic dwelling. Enclosed garden. Roadside parking. Cheltenham 2.1 miles; Gloucester 12.1 miles. (Ref. 1073671)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £448

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

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 £948

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

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 £697

Last booked today
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

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 £593

Last booked today
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Charming semi-detached cottage with en-suite facilities. Private enclosed garden. WiFi. Great base for walking and cycling, with the Cotswold and Gloucestershire Ways passing nearby. Cheltenham 6 miles. (Ref. 918059)

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

7 nights from £540

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

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
  • 5% off - Fri 28th Jun to 27th Sep 2024

7 nights from £597

Last booked today
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

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
  • 5% off - Fri 17th May to 27th Sep 2024

7 nights from £497

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

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 £845

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

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 £1273

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Elm End is a lovely cottage settled on a working farm in Dumbleton, near Tewkesbury, Gloucestershire. Countryside location. Single-storey. Smart TV. Cheltenham 12.7 miles; Gloucester 20 miles; Malvern 23.3 miles; Ledbury 26 miles (Ref. 1154883)

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

7 nights from £461

Last booked today
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  • Sleeps7
  • Bedrooms4
  • PetsYes
  • Sykes rating

Suncroft is a characterful, four-bedroom holiday home residing in Southam near Prestbury, Gloucestershire. In an AONB. Woodburning stove. Close to amenities. Cheltenham 3.7 miles; Tewksbury 8.8 miles; Gloucester 10.8 miles; Cirencester 18.2 miles. (Ref. 1132891)

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

7 nights from £1151

  • Sleeps10
  • Bedrooms6
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

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 £2370

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.