Pet-friendly vacation rentals in Winchcombe

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.

4.93 out of 5 average rating, 200 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

Outdoor spacesPetsQuiet

4.86 out of 5 average rating, 233 reviews

Penny Cottage - Cosy 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.

Outdoor spacesPetsSolo travel

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.

4.98 out of 5 average rating, 257 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!

Outdoor spacesPetsGetting around

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.

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).

PetsOutdoor spacesAccess

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.

4.88 out of 5 average rating, 156 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

Outdoor spacesPetsComfort

Cottage in Stanley Pontlarge

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.

4.98 out of 5 average rating, 328 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.

Outdoor spacesPetsEV charging

Shepherd’s hut in Gretton

A cherry blossom tree with delicate pink flowers stands prominently in a gravel area. In the background, a blue shepherd's hut is partially visible, framed by wooden fencing and a clear blue sky with scattered clouds.

4.96 out of 5 average rating, 124 reviews

The Beehive

A dog friendly shepherds hut in the Cotswolds, ideal for those seeking a tranquil retreat. It features a comfy double bed, wood stove with enough logs to get started, bathroom and kitchen area. Enjoy the garden with a patio set, perfect for relaxing. Located near Gretton, it provides access to the Cotswolds' beauty, historic towns, and National Trust sites. Nearby, explore trails, Sudeley Castle, and racecourses. Experience a blend of rustic allure and contemporary amenities at 'The Beehive’

WalkabilityOutdoor spacesAccuracy

4.89 out of 5 average rating, 266 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.

PetsOutdoor spacesAccuracy

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.

4.96 out of 5 average rating, 168 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.

Outdoor spacesWalkabilityView

Shepherd’s hut in Winchcombe

4.99 out of 5 average rating, 101 reviews

Luxury Shepherds Hut with Private Bath Hut

Located within it's own private field, neighbouring The Royal Oak pub (Gretton), this is the premium hut of three with outstanding Cotswolds views for an unforgettable escape. The hut's industrial style oozes elegance. A comfy king-size bed and stylish shower room shoulder up the middle living space which boasts a log burner, kitchenette and dining area. Guests also have access to their own private separate bath hut. An ideal spot to switch off and relax. Home is where the hut is!

Outdoor spacesWalkabilityIndoor spaces

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.

4.93 out of 5 average rating, 124 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

Outdoor spacesPetsLocation

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.

4.86 out of 5 average rating, 594 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

PetsWalkabilityValue

Popular amenities for Winchcombe pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 124 reviews

The image shows a spacious garden featuring well-maintained green grass and fruit trees. A stone-clad house with large glass sliding doors is seen in the background, providing views of the interior. Flower pots are placed by the entrance, adding touches of color to the scene.

Home in Woodmancote

Beautiful 4 bed house in Cotswolds

WalkabilityPetsNearby

5.0 out of 5 average rating, 301 reviews

The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.

Home in Amberley

Magical cottage set within a woodland glade

Outdoor spacesWalkabilityCheckout

4.99 out of 5 average rating, 205 reviews

A bright living area features a comfortable gray sofa with green cushions, facing a wall-mounted television. French doors open to the garden, allowing natural light to fill the space. A rug decorates the floor, and a small wooden table adds to the cozy ambiance.

Home in Broadway

Beautiful 1-bedroom home in Broadway

PetsWalkabilityHospitality

4.94 out of 5 average rating, 190 reviews

Home in Boddington

Boddington Mill

PetsWalkabilityAmenities

4.88 out of 5 average rating, 108 reviews

Almsbury Farmhouse at Sudeley Castle, Cotswolds

Outdoor spacesPetsFamily

4.99 out of 5 average rating, 156 reviews

The entrance to the cottage is framed by natural stone walls, showcasing traditional Cotswold architecture. A small overhang provides shelter above the door. Lush greenery and flowering plants enhance the inviting exterior, with a glimpse of the neighboring structure visible to the side.

Home in Stow-on-the-Wold

Astley Cottage

PetsOutdoor spacesFamily

4.96 out of 5 average rating, 136 reviews

Home in Broadway

The Mews House in Broadway

WalkabilityPetsSleep quality

4.95 out of 5 average rating, 219 reviews

The exterior of Rosemary Cottage is showcased with Cotswold stone walls and a traditional roof. A gravel pathway leads to the welcoming entrance, framed by greenery. Natural light highlights the structure, and neighboring cottages can be seen in the background, indicative of the village charm.

Home in Bibury

Cosy cottage in Bibury & parking

WalkabilityOutdoor spacesGetting around

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 174 reviews

A large swimming pool is surrounded by a stone patio, featuring four sun loungers and an umbrella for shade. The serene setting includes a wall of greenery and views of the Georgian Manor House in the background, illuminated by bright sunlight.

Home in Bredon

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Outdoor spacesWalkabilityQuiet

4.86 out of 5 average rating, 125 reviews

A tranquil scene shows the Dovecote cottage beside a serene lake. Lush greenery frames the water's edge, while flowering trees add a touch of color. The well-maintained garden leads to the cottage, creating a peaceful setting for relaxation.

Cottage in Kemerton

Dovecote Cottage

WalkabilityOutdoor spacesHiking

Cottage in Worcestershire

The Victorian house is set amidst lush green gardens, featuring well-maintained flower beds and expansive lawns. A conservatory is visible, with solar panels on the roof. Rolling hills in the background create a serene rural landscape under a clear blue sky.

4.86 out of 5 average rating, 119 reviews

Rural idyll, with tennis court and swimming pool

Outdoor spacesPetsLayout

4.76 out of 5 average rating, 148 reviews

Home in Kingham

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8

Outdoor spacesPetsQuiet

4.97 out of 5 average rating, 148 reviews

An open-plan space features a large dining table set for six, surrounded by wooden chairs. Natural light streams through expansive windows, providing views of the surrounding landscape. The mezzanine above contains a sofa, and textured stone walls add character to the area.

Home in Gloucestershire

Boundary Court Barn, Selsley common, Stroud

WalkabilityPetsAccuracy

4.94 out of 5 average rating, 105 reviews

A modern detached home is set amidst greenery, featuring large windows and two balconies on the upper floor. A spacious deck with a glass railing surrounds the ground level, offering seating options. The bright blue sky and lush trees create a peaceful outdoor environment.

Home in Somerford Keynes

Modern contemporary home in beautiful setting

WalkabilityOutdoor spacesGrill

Cottage in Somerford Keynes

The exterior of Aston Cottage showcases its charming Cotswold stone facade, accented by vibrant garden foliage. Two Juliet balconies provide scenic views. A well-maintained shared pool area is depicted, alongside a dining setup featuring fresh juices and breakfast items, highlighting inviting outdoor leisure.

4.88 out of 5 average rating, 148 reviews

Charming Stone Cotswold Cottage with Pool Access

Outdoor spacesPetsLayout

Cottage in Somerford Keynes

A circular glass table surrounded by four chairs is situated on a wooden deck, overlooking Somerford Lagoon. A large umbrella provides shade, while tall grasses and trees frame the water's edge in the background, creating a serene outdoor dining space.

4.95 out of 5 average rating, 148 reviews

Holiday cottage inc spa access in Somerford Keynes

WalkabilityPetsHospitality

Private, pet-friendly home rentals

Cottage in Bourton-on-the-Water

The front exterior of a two-story cottage features a stone facade with a welcoming green door framed by two small landscaped bushes. Windows with shutters add charm to the facade, and a decorative wreath adorns the door. A gravel pathway leads to the entrance.

4.98 out of 5 average rating, 181 reviews

Lavender Lodge - Bourton on the Water

PetsOutdoor spacesBackyard

4.95 out of 5 average rating, 128 reviews

The exterior of the cottage is framed by climbing ivy and lush greenery, with stone walls reflecting its historic charm. A wooden dining table is set outside, surrounded by well-maintained flower beds, inviting a pleasant outdoor experience.

Cottage in Stanton

Stanton Cotswolds The Hay loft 2 Bed, Cottage

PetsWalkabilityParking

Guesthouse in Gloucestershire

The lodge is viewed from a wooden gate, framed by trees. The structure features large glass windows, revealing a bright and open design. Rolling hills can be seen in the distance under a clear blue sky.

4.91 out of 5 average rating, 681 reviews

Luxury Cotswold Lodge |Stunning View of Cheltenham

PetsOutdoor spacesView

Cottage in Stow-on-the-Wold

A rustic stone entrance adorned with a wooden door is framed by a lush wisteria plant, displaying clusters of purple blossoms. The cottage sign, 'Park House Cottage,' is visible above the door, while green foliage complements the natural surroundings.

4.98 out of 5 average rating, 270 reviews

Secluded cottage in the heart of Stow on the Wold

WalkabilityPetsIndoor spaces

4.97 out of 5 average rating, 249 reviews

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

Luxury 1 bed, Broadway, Cotswolds. Private parking

Outdoor spacesWalkabilityFamily

5.0 out of 5 average rating, 118 reviews

A cozy living room is showcased, featuring a stone fireplace with a log burner, surrounded by rustic wooden mantel. Comfortable seating options, including a light grey sofa, are paired with a wooden coffee table and elegant decor. Large windows invite natural light and views of the garden.

Cottage in Broadway

Luxury 16th C. Cottage Broadway

WalkabilityOutdoor spacesComfort

4.96 out of 5 average rating, 142 reviews

The cottage features a traditional thatched roof and warm, stone walls, surrounded by a vibrant flower garden. Lush greenery and flowering plants create an inviting entrance, while decorative planters complement the charming facade. A pathway leads to the front door, enhancing the cottage's village appeal.

Cottage in Kingham

Pretty Chocolate Box Thatched Cottage

PetsWalkabilityKitchen