Pet-friendly holiday 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, 209 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

PetsOutdoor spacesQuiet

4.87 out of 5 average rating, 238 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.

PetsOutdoor spacesQuiet

5.0 out of 5 average rating, 121 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

Welcome to Turner's Cottage – Your Charming Retreat in the Heart of the North Cotswolds! Nestled amidst the rolling hills in the picturesque village of Broadway, Worcestershire, UK. Step into a world of timeless elegance in a quintessential 16th Century Cotswold stone cottage meticulously restored by the owner. Adorned with rustic charm, historic elegance, enchanting interiors and modern comforts - your home away from home. @turnerscottagebroadway Please read full description & amenities list

WalkabilityOutdoor spacesGetting around

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, 261 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!

WalkabilityOutdoor spacesGetting 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, 164 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).

WalkabilityOutdoor spacesDecor

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

PetsOutdoor spacesParking

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, 334 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.

WalkabilityOutdoor spacesNearby

4.89 out of 5 average rating, 267 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.

Outdoor spacesWalkabilityView

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, 175 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 spacesWalkabilityCheck-in

Shepherd’s hut in Winchcombe

4.99 out of 5 average rating, 104 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 spacesWalkabilityCheckout

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, 127 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

WalkabilityPetsHospitality

4.87 out of 5 average rating, 110 reviews

Almsbury Farmhouse at Sudeley Castle, Cotswolds

Almsbury Farmhouse is a beautiful 18th century farmhouse nestled on the spectacular Sudeley Castle Estate in the heart of the Cotswolds. Bursting with unique period features, hidden staircases and picturesque gardens, this elegant, historic property is an exceptional stay for up to fourteen guests. Situated in wonderful Winchcombe, you will have fantastic dining pubs and shops nearby, as well as being perfectly placed to explore the incredible Cotswolds.

WalkabilityPetsNearby

Popular amenities for Winchcombe pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 133 reviews

A modern kitchen features a large island with four blue bar stools and granite countertops. Two ovens are built into white cabinetry, while a flat screen TV is mounted on the blue wall. Natural light comes through large windows, complemented by decorative flowers.

Home in Woodmancote

Premium 4-Bed Cotswolds Escape & Relaxing Retreat

Outdoor spacesWalkabilityHiking

4.98 out of 5 average rating, 272 reviews

The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.

Home in Painswick

Cottage luxe in The Cotwolds

Outdoor spacesWalkabilityLaundry

4.94 out of 5 average rating, 197 reviews

Home in Boddington

Boddington Mill

WalkabilityOutdoor spacesLocation

4.85 out of 5 average rating, 110 reviews

The traditional farmhouse is depicted from the exterior, showcasing its stone façade and distinctive architecture. A well-maintained garden is visible in the foreground, while the blue sky and scattered clouds complement the overall setting.

Home in Cheltenham

Traditional 6br farmhouse

Outdoor spacesWalkabilityHospitality

4.96 out of 5 average rating, 140 reviews

Home in Broadway

The Mews House in Broadway

Outdoor spacesPetsCheck-in

Home in Ampney Saint Peter

A charming stone house features a traditional Cotswold design, surrounded by a well-maintained garden. A small patio area with seating is visible, along with various shrubs and trees that enhance the outdoor space. The sky is clear, contributing to a bright and inviting exterior.

4.97 out of 5 average rating, 104 reviews

Cotswold Country House & Garden

WalkabilityPetsCheck-in

4.97 out of 5 average rating, 115 reviews

The exterior of the cottage showcases a blend of traditional stonework and quaint windows, framed by greenery. A garden area is visible, with a well-maintained lawn and pathways leading to the entrance, inviting guests to enjoy the tranquil surroundings.

Home in Blockley

Meadowbrook Cottage

WalkabilityPetsIndoor spaces

4.99 out of 5 average rating, 213 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

Outdoor spacesPetsIndoor spaces

Pet-friendly home rentals with a pool

Cottage in Stow-on-the-Wold

A charming stone cottage with a steeply pitched roof is framed by lush greenery. The exterior features multiple windows that allow natural light, and a wooden gate leads into a pebbled driveway. The grassy area surrounds the cottage, accentuating its tranquil setting.

4.97 out of 5 average rating, 100 reviews

Hyde Mill Cottage

WalkabilityPetsHeating

4.97 out of 5 average rating, 175 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 spacesPetsLayout

4.76 out of 5 average rating, 148 reviews

Home in Kingham

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8

PetsWalkabilityCleanliness

4.86 out of 5 average rating, 127 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

Outdoor spacesWalkabilityGetting around

4.89 out of 5 average rating, 177 reviews

Home in Somerford Keynes

43 Clearwater - family gatherings + pools + lakes

Outdoor spacesWalkabilityDecor

4.94 out of 5 average rating, 157 reviews

A lakeside home is showcased, featuring large glass windows that offer a view of the water. The exterior is well-lit, reflecting a modern design with a spacious deck. The nearby water reflects the building, contributing to a serene and peaceful environment.

Home in Somerford Keynes

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

Outdoor spacesWalkabilityAir conditioning

4.97 out of 5 average rating, 149 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

PetsOutdoor spacesHospitality

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

WalkabilityPetsWi-Fi

Private, pet-friendly home rentals

4.95 out of 5 average rating, 133 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

PetsOutdoor spacesHiking

4.96 out of 5 average rating, 197 reviews

A warm living room features a plush green sofa adorned with light pink cushions, set against a cheerful yellow wall. A wooden coffee table is placed in the center, topped with a bouquet of pink flowers. Large glass doors offer views of the private garden.

Cottage in Guiting Power

Beautiful Cotswold Cottage with stunning views

WalkabilityOutdoor spacesAccess

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, 182 reviews

Lavender Lodge - Bourton on the Water

PetsOutdoor spacesGetting around

Cottage in Shipton Oliffe

A charming barn conversion features a warm stone exterior, complemented by large windows and a wooden front door. A wooden fence borders the property, offering a sense of privacy. Surrounding trees and a gravel driveway provide a tranquil setting.

4.96 out of 5 average rating, 112 reviews

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

WalkabilityOutdoor spacesLocation

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, 688 reviews

Luxury Cotswold Lodge |Stunning View of Cheltenham

PetsOutdoor spacesNearby

4.97 out of 5 average rating, 251 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 spacesWalkabilityAccuracy

4.87 out of 5 average rating, 133 reviews

A pathway lined with lush greenery leads to a charming dwelling partially hidden by trees and bushes. The gravel drive is framed by manicured hedges, creating a serene entrance. Natural light filters through the foliage, highlighting the tranquil setting of the home.

Guesthouse in Cheltenham

Prestbury Village Annex.

WalkabilityPetsAmenities