
Pet-friendly holiday 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.

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.

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.

Stylish 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

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. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

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.

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

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
Pet-friendly house rentals

Boddington Mill

The Mews House in Broadway

Lantern Cottage

Bourton on the Water Country Chic OldWorld Cottage

Historic Cotswold Chic Style for UK staycation

Unique Private Slad Valley Contemporary Chic Barn

Luxury boutique holiday Cottage, 2 bed, 2 bathroom

Adorable listed cottage in Stow on the Wold.
Pet-friendly home rentals with a pool

Scotland End Barn Luxury 5 Bedroom Cotswolds Home

Dovecote Cottage

Private Pool/Cotswold Celebrations /Games Room

Sauna, HotTub & Cold Plunge Pyramid Escape

Boundary Court Barn, Selsley common, Stroud

Wishbone Cottage, beautiful lakeside Cotswold home

Rural idyll, with tennis court and swimming pool

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

Lavender Lodge - Bourton on the Water

Cotswold lodge with amazing views and famous walks

Adorable listed cottage,burner,town centre,parking

Delightful Studio with private Terrace and parking

Luxury Barn conversion Cotswold’s with Sauna/Spa

FAB VALUE!! Blockley 🏡 pkg views gastrocafe❤️Pub🐶

Elegant & stylish home in Moreton town centre

*OLD FORGE* Cottage Nr.Stow-on-Wold + Parking
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $202 SGD | $275 SGD | $259 SGD | $265 SGD | $257 SGD | $263 SGD | $304 SGD | $238 SGD | $244 SGD | $284 SGD | $306 SGD |
| 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 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 $103 SGD per night before taxes and fees

Verified guest reviews
Over 5,320 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Winchcombe holiday rentals include wifi 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!
Destinations to explore
- Cottage rentals Winchcombe
- Rentals with outdoor seating Winchcombe
- House rentals Winchcombe
- Rentals with a patio Winchcombe
- Family-friendly rentals Winchcombe
- Rentals with a firepit Winchcombe
- Rentals with a fireplace Winchcombe
- Rentals with a washing machine and dryer Winchcombe
- Pet-friendly rentals Gloucestershire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- National Exhibition Centre
- Puzzlewood
- No. 1 Royal Crescent
- Coventry Cathedral
- University of Warwick
- Eastnor Castle
- Shakespeare's Birthplace
- Dyrham Park
- Hereford Cathedral
- Bowood House and Gardens




