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Pet-friendly vacation rentals in Winchcombe

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Winchcombe

  • Total vacation rentals

    Explore 70 vacation rentals in Winchcombe

  • Nightly prices starting at

    Winchcombe vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

  • Verified guest reviews

    Over 5,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Winchcombe vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchcombe rentals

  • 4.8 Average rating

    Winchcombe stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Winchcombe

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The spacious bedroom features a metal bed frame with decorative pillows, complemented by a wooden bench at its foot. Herringbone wooden flooring is present beneath a large window, allowing sunlight to cast stripes across the room. A dressing area with a hanging rack is visible in the corner.
Condo in Broadway
4.97 out of 5 average rating, 245 reviews

Luxury 1 bed, Broadway, Cotswolds. Private parking

LOCATION!! Luxury bolthole in heart of village, just a few steps from the Cotswolds' most beautiful High Street. Stunning walks from the doorstep. Perfect romantic retreat - cosy wood burner, roll top bath, UF heating, king bed. Open plan kitchen/diner/ living area for work (fast internet) & cosy nights in. Large, gated private driveway, EV charger & outside patio. Ideal base for walking & touring the Cotswolds (car or foot). Ground floor annexe of family home. Private entrance. One dog welcome.

Top guest favorite
A cozy living area is highlighted by a stone fireplace featuring a log burner. Two comfortable armchairs are positioned near a coffee table, adorned with decorative items. Soft lighting is provided by a lamp, enhancing the warm atmosphere of the space.
Cottage in Winchcombe
4.93 out of 5 average rating, 199 reviews

Thimble Cottage. Winchcombe

Charming 200 year old Cotswold stone Cottage with oak beams and log burner. Situated in the heart of the ancient Saxon town of Winchcombe. Two lovely bedrooms, one with king size bed and the second with two single beds. Fully furnished to a high standard with an attractive long garden and patio seating area. Close to all amenities, pubs, restaurants and local produce shops i.e bakers, butchers and delicatessen. Sudeley Castle and grounds are a short walk from the cottage. Pet friendly No smoking

Top guest favorite
A spacious bed is dressed in white linens, complemented by textured yellow cushions and a woven throw. A bedside lamp and a wooden nightstand are visible, along with a framed piece of artwork depicting a woman in profile.
Cottage in Winchcombe
4.86 out of 5 average rating, 231 reviews

Penny Cottage - Cozy Cotswold cottage

Penny Cottage is in the heart of the former Saxon town of Winchcombe. It is a traditional Cotswold cottage with a working inglenook fireplace. It is on the Cotswold Way and has access to miles of country walks. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.

Top guest favorite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 253 reviews

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Guest favorite
A comfortable living space features a gray sofa paired with a rustic wooden bench. A stone fireplace with a wood-burning stove is framed by an elegant circular mirror, while warm lighting hangs from the ceiling, creating a cozy ambiance. A television stands on a wooden dresser nearby.
Home in Winchcombe
4.93 out of 5 average rating, 163 reviews

Beam House, Winchcombe, sleeps 6 + 2

We don't just offer you somewhere to sleep; at Beam House you can indulge in all the Cotswolds and Cheltenham have to offer knowing you can return to a uniquely styled period house in Winchombe's historic Gloucester Street. Expect soft cotton linens, a wood burning stove, Farrow and Ball paint, exposed beams and stone and oak floors. We offer a unique and stylish retreat ideal for relaxing and exploring. We can host 6 (1 king, 2 double) plus 2 (a sofa bed is available in the drawing room).

Top guest favorite
A stone cottage is adorned with vibrant wisteria, cascading purple flowers creating a natural display against the exterior. Green shutters complement the floral arrangement, while the surrounding lawn is well-maintained, enhancing the cottage's charming setting in the countryside.
Cottage in Stanley Pontlarge
4.98 out of 5 average rating, 325 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven, Nespresso machine, Smeg fridge/freezer. Shower room. Faith in Nature toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Guest favorite
The charming exterior of a stone cottage is depicted, showcasing a green door under a decorative canopy. Flanking the entrance are small potted plants. A friendly dog is seated on the doorstep, adding a welcoming touch to the quaint facade.
Cottage in Winchcombe
4.88 out of 5 average rating, 155 reviews

Cosy Cotswold Cottage in the centre of Winchcombe

Vineyard street is an unrivaled position in Winchcombe, a unique town in all it has to offer, where visitors are welcomed and quickly feel like locals and get to enjoy a real part of Cotswolds Life. No. 5 is a traditional cosy cottage, decorated and furnished to a high standard to ensure our guests comfort and needs. We are local owners and are on hand with any questions and to offer recommendations to make the most of your visit. Secure garden, dogs are very welcome, also allowed in pubs

Top guest favorite
A bright bedroom features a spacious bed with soft linens and decorative pillows. A woven tray with cups, flowers, and croissants sits on the bed. French doors open to a roof terrace with views, framed by patterned curtains.
Cottage in Broadway
4.96 out of 5 average rating, 103 reviews

NEW Garden Cottage, roof terrace, parking, central

April Cottage is a 2 bedroom historic cottage in central Broadway. This hidden gem is dog-friendly with a long, fully-enclosed garden & private parking. - Late check-out 11am - Luxurious King Bedroom, with roof terrace and rural views - Large Kitchen, new Range oven, washing machine, dishwasher - Stylish dining room - Family bathroom - Bedroom 2: King-size sofabed + Study Desk/Dressing table + En-suite shower room - Lounge with Log burner & SMART TV - Travelcot + high chair - 2 tower fans

Top guest favorite
Cottage in Winchcombe
4.89 out of 5 average rating, 262 reviews

Luxury Central, Dog friendly, King Bed, Log fire

The Bolt Hole is a charming, refurbished, dog-friendly, Cotswold stone cottage, central to pubs and cafes - Late check-out 11 am + NO cleaning or Airbnb fees - Easy FREE on-street parking - Log burner + dishwasher + Washing Machine - V Comfortable UK King mattress - Fantastic walks from doorstep - En-suite: new large shower 🚿+ roll-top bath 🛀 - Smart TV - Cot and highchair Nestled in the heart of stunning Winchcombe, steps from pubs, restaurants, cafes, and historic Sudeley Castle.

Top guest favorite
A charming stone cottage stands proudly under a clear blue sky, featuring a symmetrical facade with white-framed windows. A neatly landscaped garden with low hedges and shrubs frames the entrance, while a path leads to the front door.
Home in Winchcombe
4.96 out of 5 average rating, 165 reviews

Luxury Cotswolds Cottage with Hot Tub

Escape to our luxurious Cotswolds holiday cottage with a hot tub! Located in the enchanting Cotswold region, our snug-luxe cottage offers the perfect break. With a landscaped garden and proximity to Cheltenham, it's ideal for race enthusiasts and explorers. Experience an unforgettable weekend getaway, family holiday, or celebration with friends in style and comfort. Book now to indulge in the beauty of the Cotswolds and enjoy relaxation, scenic trails, and the charm of Cotswolds living.

Top guest favorite
A charming row of Cotswold stone cottages is nestled beside a tree-lined pathway. The cottages display traditional slate roofs and white-framed windows, with vibrant flowers and climbing plants adorning their stone walls, creating an inviting residential atmosphere.
Home in Winchcombe
4.93 out of 5 average rating, 120 reviews

4 Vineyard Street

A character filled Cotswold stone cottage including an indoor log burner and a patio with a garden to the rear of the cottage with a coal BBQ which allows for outdoor dining during the summer. Two double bedrooms allow plenty of space for families or friends to holiday in this stylish and welcoming home. This central location means all local amenities are just yards from your front door. See our Cotswold Escapes website and socials for more information and pictures

Guest favorite
A spacious bedroom features a wooden headboard against a neutral wall. Two bedside lamps provide soft lighting beside the bed, which is adorned with decorative pillows. A large window with curtains allows natural light to enter, and neatly arranged towels are displayed on a nearby surface.
Cottage in Winchcombe
4.86 out of 5 average rating, 592 reviews

Apple Tree Cottage, 2 bedroom (double & king beds)

Apple Tree Cottage is a charming Cotswold stone cottage, located right in the heart of Winchcombe with country pubs and shops just a stone's throw from the front door. Located on the most photographed street in the ancient Anglo-Saxon town of Winchcombe. We a few items when you arrive including my homemade jam! The cottage living room ceiling is quite low (as is traditional) so taller guests may wish to factor this into their stay

Popular amenities for Winchcombe pet-friendly home rentals

When is the best time to visit Winchcombe?

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Avg. priceﺩ.ﺇ 712ﺩ.ﺇ 643ﺩ.ﺇ 841ﺩ.ﺇ 742ﺩ.ﺇ 757ﺩ.ﺇ 735ﺩ.ﺇ 753ﺩ.ﺇ 870ﺩ.ﺇ 679ﺩ.ﺇ 698ﺩ.ﺇ 812ﺩ.ﺇ 874
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