Dog-Friendly Cottages Cheltenham

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Your search returned 31 cottages.

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  • A wooden footbridge over a pond leading to a stone building with a tiled roof at Jackdaw's Roost in Cheltenham
    25
    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    This quaint adult only country cottage is situated in The Leigh, Gloucestershire. (Ref. 991352)

    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    7 nights from $539

    Secure your holiday with a 30% deposit* Book now
  • A side entrance to a brick house with a black metal gate with a Beechnt Cottage sign and a garden with green grass and trees in the background at Beechnut Cottage in Tewkesbury
    26
    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A stylish ground-floor cottage resting in Aston on Carrant, Tewkesbury. (Ref. 952307)

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

    7 nights from $492

    Secure your holiday with a 30% deposit* Book now
  • Stone exterior of a barn with a green stable door open a wooden shutter and climbing ivy at Five Mile House Barn in Duntisbourne Abbots near Cirencester
    31
    Duntisbourne Abbots near Cirencester, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Manor Cottages rating

    A characterful, Grade II listed dwelling, resting on the outskirts of Cirencester. (Ref. 1014891)

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

    7 nights from $873

    Secure your holiday with a 30% deposit* Book now
  • A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham
    27
    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A stunning, detached lodge situated in Cheltenham, Cotswolds. (Ref. 1010167)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from $537

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a tiled roof and black windows next to a wooden structure with a tiled roof in a garden at The Alms House East in Forthampton near Tewkesbury
    34
    Forthampton near Tewkesbury, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    Alms House West is a delightful holiday home located on the outskirts of the village of Forthampton in Gloucestershire with a toasty woodburning stove. (Ref. 1159773)

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

    7 nights from $795

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a large window extension and a gravel driveway at The Nook in Jack's Green near Painswick
    26
    Jack's Green near Painswick, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Manor Cottages rating

    A wonderful cottage resting in Jack's Green, Gloucestershire. (Ref. 1103863)

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

    7 nights from $968

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a house with a wooden door covered by a wooden canopy a stone pathway green grass a small tree and a wooden shed at Old Sorting Office in Winchcombe
    13
    Winchcombe, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    This historic ground floor apartment is located in Winchcombe, Gloucestershire. (Ref. 977985)

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

    7 nights from $589

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a round table and four chairs with cushions on grass outside a stone building with windows and a door at The Compton Cottage in Northleach
    31
    Northleach, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Manor Cottages rating

    Outstanding Cottage in the rolling Cotswolds' countryside. (Ref. 1100672)

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

    7 nights from $1145

    Secure your holiday with a 30% deposit* Book now
  • A brick house at the end of a gravel driveway with black metal gates and greenery around at Lawn Lodge in Ashleworth
    17
    Ashleworth, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A delightful ground floor detached cottage commanding lovely views, ideally located on the outskirts of the Roman village of Ashleworth close to the River Severn. (Ref. 936440)

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

    7 nights from $562

    Secure your holiday with a 30% deposit* Book now
  • A cottage with a red door and climbing plants around it and windows with flowers in them at Runnymede in Tewkesbury
    Property has offers
    38
    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A charming Grade II listed cottage resting in the historic riverside town of Tewkesbury, Gloucestershire. (Ref. 1071199)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Washing machine

    • 5% off - Mon 20th Oct 2025 to 31st Jan 2026

    7 nights from $811

    Secure your holiday with a 30% deposit* Book now
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Whether you're planning long countryside walks or exploring quaint market towns, booking one of these dog-friendly cottages in Cheltenham is a lovely way to enjoy your next staycation with your pooch in tow.

Why Book Dog-Friendly Cottages in Cheltenham?

Cheltenham is a vibrant spa town nestled on the edge of the Cotswolds, offering a brilliant blend of culture, countryside and dog-friendly places to explore. Known for its elegant Regency architecture and green open spaces, Cheltenham is a wonderful base for anyone hoping to enjoy a relaxing break in Gloucestershire.

By booking one of these dog-friendly cottages in Cheltenham, you’ll have easy access to the town’s bustling centre, which is home to a range of independent shops, cafés and pubs, many of which welcome dogs with open arms. From Montpellier Gardens to Pittville Park, there are plenty of spots for daily strolls too.

For something a little different, head to the famous Cheltenham Racecourse, where dogs are welcome to explore the surrounding grounds when events aren't taking place. With pleasant footpaths and open space all around, it’s a brilliant place for stretching legs, yours and your dog’s, while taking in views of Cleeve Hill and the surrounding countryside.

Not only that, but being right on the doorstep of the Cotswolds, you and your four-legged companion can enjoy everything from woodland adventures to peaceful country trails.

For more ideas on what to do during your stay, be sure to check out this Cheltenham travel guide.

Places to Visit from your Dog-Friendly Cottage in Cheltenham

Staying in Cheltenham puts you in a prime position to explore both the Cotswolds countryside and nearby towns and villages.

A 30-minute drive west will take you to the historic city of Gloucester, home to the stunning cathedral that’s been used as a filming location for various TV shows and films. Its lively docks area is lined with shops, eateries and dog-friendly spots, making it a great day out for you and your pup.

Alternatively, take a 30-minute journey east and uncover even more of the Cotswolds’ charm. From quaint woodland trails to rolling hills and postcard-worthy villages, this region is a dream for dog owners. With every turn offering a new adventure and countless cosy pubs ready to welcome muddy paws, it’s the perfect place to roam, relax and make memories with your four-legged friend.

Other Popular Destinations near Dog-Friendly Cottages in Cheltenham

Bourton-on-the-Water

Castle Combe

Stroud

Tewkesbury

Winchcombe

Types of Gloucestershire Holidays

As well as these dog-friendly cottages in Cheltenham, there’s a full collection of Cheltenham cottages to browse, all part of a wider range of dog-friendly cottages in Gloucestershire.

If you're after something extra-special, there’s also a variety of luxury Gloucestershire cottages or places to stay with added features like a hot tub.

For those of you planning a peaceful weekend escape, there are plenty of Cotswold weekend breaks and short Gloucestershire breaks available too.

Alternatively, if you prefer something a little more rustic, why not consider one of these cosy log cabins or lodges in Gloucestershire?

Ready to start your next adventure? Browse this collection of dog-friendly cottages in Cheltenham and book your perfect Cotswolds escape with your furry today!

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