
Pet-friendly holiday rentals in Winchcombe
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Winchcombe

Total holiday rentals
Explore 70 holiday rentals in Winchcombe

Nightly prices starting at
Winchcombe holiday rentals start at $152 NZD per night before taxes and fees

Verified guest reviews
Over 5,770 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Winchcombe holiday 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.

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
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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.
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Stanton Cotswolds The Hay loft 2 Bed, Cottage
Nestled in the centre of the peaceful and picturesque village of Stanton, in the heart of the Cotswolds, you will find the Hayloft. A charming 17th century converted cotswold stone barn. A light and airy cottage with beams and character. Stanton is quintessentially Cotswolds, picture postcard pretty, providing the perfect getaway from the hustle and bustle of everyday life. The Cotswold Way runs through the village which makes it the perfect base if you enjoy walking, cycling and sightseeing.
PetsOutdoor spacesBathroom

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!
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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).
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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
WalkabilityOutdoor spacesComfort

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.
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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.
WalkabilityOutdoor spacesComfort

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 spacesWalkabilityQuiet

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!
PetsWalkabilityNearby

Premium 4-Bed Cotswolds Escape & Relaxing Retreat
Welcome to our 4 bedroom home located in the village of Woodmancote, near Cleeve Hill & Cheltenham, right next to The Cotswold Hills, Known as the walking capital of England and AONB. Beautifully presented throughout, this self-catering home benefits from an open plan fully equipped kitchen / lounge / diner with sliding patio doors leading out to the garden, separate snug with TV. 4 double bedrooms that can accommodate up to 8 guests, en suite to the Master and a modern family bathroom.
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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
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Popular amenities for Winchcombe pet-friendly home rentals
Pet-friendly house rentals

Traditional 6br farmhouse
WalkabilityOutdoor spacesAccess

Cottage luxe in The Cotwolds
PetsWalkabilityLocation

Boddington Mill
PetsOutdoor spacesHiking

The Mews House in Broadway
WalkabilityOutdoor spacesKitchen

Attractive Period House with breath-taking views
Outdoor spacesWalkabilityKitchen

Meadowbrook Cottage
PetsWalkabilityComfort

Cotswold Country House & Garden
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Bourton on the Water Country Chic OldWorld Cottage
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Pet-friendly home rentals with a pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views
PetsWalkabilityComfort

Hyde Mill Cottage
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Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
Outdoor spacesWalkabilityLayout

Dovecote Cottage
PetsOutdoor spacesBathroom

Rural idyll, with tennis court and swimming pool
PetsWalkabilityAccuracy

43 Clearwater - family gatherings + pools + lakes
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Boundary Court Barn, Selsley common, Stroud
Outdoor spacesWalkabilityParking

Goosewing - Cotswolds, Lakes, Family, Pools, Spa
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Private, pet-friendly home rentals

Beautiful Cotswold Cottage with stunning views
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Luxury 16th C. Cottage Broadway
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Idyllic Barn, 1650sqft, Award-Winning Pub Nearby
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Chic Cottage | Central Bourton | 2 parking Spaces
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Luxury Cotswold Lodge |Stunning View of Cheltenham
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Lavender Lodge - Bourton on the Water
WalkabilityPetsLong stay

Luxury Thatched Cotswold Cottage, amazing location
PetsWalkabilityGetting around

Prestbury Village Annex.
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When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $328 NZD | $296 NZD | $387 NZD | $355 NZD | $388 NZD | $385 NZD | $346 NZD | $400 NZD | $312 NZD | $321 NZD | $373 NZD | $402 NZD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Destinations to explore
- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Cotswold Wildlife Park
- Coventry Building Society Arena
- University of Birmingham
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- University of Warwick
- Alexander Stadium
- No. 1 Royal Crescent
- Warwick Castle
- Waddesdon Manor





