
Pet-friendly vacation rentals in Winchcombe
Find and book unique pet-friendly homes on Airbnb
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

Luxury Dog friendly cottage, King Bed, log fire
The Bolt Hole - a charming, refurbished, dog-friendly, Cotswold stone cottage with UK King bed, central to pubs and cafes - Late check-out 11 am + NO cleaning or Airbnb fees - Log burner + New Kitchen w/ dishwasher + Washing Machine - V Comfortable UK King-Size 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.

Cottage in The Cotswolds.
This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

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.

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!

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).

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

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.

Pretty Chocolate Box Thatched Cottage
A beautiful late 16th century thatched cottage located in the beautiful village of Kingham. A two minute walk from The Wild Rabbit Pub and restaurant and also The Kingham Plough. The village also has a very handy village shop. Formerly owned by a London interior designer, the cottage was featured in House and Gardens Magazine in June 2023. A home away from home and only a short 30 min walk down the bridle path to the famous Daylesford Organic Farm shop, restaurants and Spa.

Barley Cottage
A character filled centrally-located cottage sure to enable a relaxing stay in our picturesque Cotswold town. An indoor log burner keeps the place cosy, and a small patio with garden to the rear of the cottage allows for outdoor dining during the summer. Cook for yourselves in the fully equipped kitchen or eat out at the many eateries in town right on the doorstep. A fully refurbished bathroom with walk in shower and sofa bed that can sleep 2 are also at your leisure.

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

Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.
Popular amenities for Winchcombe pet-friendly home rentals
Pet-friendly house rentals

Larch Barn

Astley Cottage

The Mews House in Broadway

Lantern Cottage

Cotswold cottage with hot tub

Bourton on the Water Scandi Chic Authentic Cottage

Cosy Grade II Listed Cotswolds Retreat

Little Milestones
Pet-friendly home rentals with a pool

Own Island: Direct Lake Access, Activities, Spa

Charming Stone Cotswold Cottage with Pool Access

Scotland End Barn Luxury 5 Bedroom Cotswolds Home

Dovecote Cottage

Private Pool/Cotswolds Celebrations /Games Room

Boundary Court Barn, Selsley common, Stroud

Rural idyll, with tennis court and swimming pool

Cotswolds House w/ private Swimming Pool in Garden
Private, pet-friendly home rentals

Pinetree Lodge, romantic getaway in the Cotswolds

The Quart

Secluded cottage in the heart of Stow on the Wold

Church Steps Luxury Thatched Cottage in Ebrington

Honeycomb cottage in Unspoilt Cotswolds Village

Lux Wisteria stone Cottage Chadlington

Cottage on high street, own parking and EV charger

Beautiful, recently renovated two bedroom cottage
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,845 GYD | G$32,845 GYD | G$44,769 GYD | G$42,259 GYD | G$43,096 GYD | G$41,840 GYD | G$42,886 GYD | G$49,581 GYD | G$38,702 GYD | G$39,748 GYD | G$46,234 GYD | G$49,790 GYD |
| 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 |
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 G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 5,320 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
60 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!
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Silverstone Circuit
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
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- University of Warwick
- Shakespeare's Birthplace
- Hereford Cathedral
- Bowood House and Gardens
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