Crooked Cottage - holiday cottages in Stow-on-the-Wold

Crooked Cottage sits on Old Post Office, Stow-on-the-Wold, Cheltenham GL54 1AA, a compact, characterful bolt-hole in the very heart of the Cotswolds. This is one of the more unusual holiday cottages in Stow-on-the-Wold - think low beams, a cosy wood burner and an enclosed garden that feels private despite the town-centre location. The cottage sleeps 2, with four bedrooms and two bathrooms listed - a configuration that suits couples who want extra space for luggage or visiting family, or small groups that prefer separate sleeping areas. The kitchen is well-equipped with an electric range cooker, gas hob, dishwasher, microwave, Nespresso and coffee machines, plus a freezer, washing machine and tumble dryer for longer stays.

Walking and countryside

The Cotswold hills are on the doorstep, so walking is a default option. Popular routes from Stow-on-the-Wold head towards rolling meadows and stone walls, perfect for those looking for chilled country walks or more ambitious hikes. Crooked Cottage is listed among holiday cottages in Stow-on-the-Wold that appeal to walkers, with boot-friendly features like outdoor drying space and a private outdoor area to leave muddy gear.

Town life and food

Shops and pubs are within easy strolling distance. The location makes it simple to drift from antique stores to cosy pubs, and the cottage's outdoor dining and charcoal BBQ mean guests can cook al fresco after a day exploring.

Stow-on-the-Wold is a classic market town with nearby villages and attractions in the Cotswolds. Cheltenham is only a short drive away, offering festivals and theatre, while picturesque towns like Bourton-on-the-Water and Chipping Campden are easy day trips. For those curious about other 'Crooked Cottage' listings around the UK - from Kirkbymoorside to Hexham or Whitby - this Crooked Cottage holds its own with a genuinely central Stow postcode, GL54 1AA, and classic Cotswold charm.

Crooked Cottage’s town-centre spot makes walking the most enjoyable mode of transport for daily needs. For exploring wider Cotswold sights, a car is recommended; parking locally may be limited, so check arrangements before arrival. The cottage is also reasonably placed for rail and coach links through Cheltenham and nearby stations - handy for visitors coming from London or further afield.

Although the listing mentions four bedrooms and two bathrooms, the property officially sleeps 2, so expect oversized rooms or flexible sleeping arrangements rather than a full family layout. The wood burner is atmospheric but requires basic familiarity for safe use. The garden is enclosed and dog-friendly, making Crooked Cottage appealing for pet owners who prioritise secure outdoor space. Short breaks are available, and there’s self check-in for later arrivals.

• Enclosed garden and private outdoor space - dog friendly
• Wood burner, heating and hot water
• Kitchen with electric range cooker, gas hob, Nespresso, coffee machine and dishwasher
• Washing machine, tumble dryer, freezer
• Family friendly extras: travel cot, highchair, luxury toiletries
• Town centre location with pub and shop within walking distance
• WiFi, DVD player, self check-in, private entrance

• Children welcome - travel cot and highchair available
• Dog-friendly, please follow the garden enclosure guidelines
• BBQ - charcoal only, please clean after use
• Respect quiet hours in this central town location

Crooked Cottage sits in the middle of Stow-on-the-Wold, a town that rewards slow exploration. Shops, galleries and old coaching inns cluster around the square, making it easy to forget a car. The cottage’s location on Old Post Office, Stow-on-the-Wold feels quintessentially Cotswold - stone pavements, gentle traffic, and a short stroll to breakfast cafes. For walkers, the public footpaths out of town head quickly into fields and ridgelines; families and dog owners will appreciate the enclosed garden for both drying gear and letting dogs out safely.

Inside, the wood burner provides atmosphere and warmth. The kitchen's practical appliances - from Nespresso to dishwasher and an electric range cooker - make self-catering simple. The presence of travel cot, highchair, and luxury toiletries pushes the place towards comfort-minded travellers rather than bare-bones rentals. Self check-in and a private entrance add flexibility for staggered arrivals.

Honest points to weigh up: the listing notes four bedrooms but a sleeping capacity of two. That unusual combination means there's room for belongings or a visitor to pop in, but it's not a family-size rental despite the extra bedrooms. Some guests looking at holiday cottages in Stow-on-the-Wold expecting a traditional four-bedroom holiday house might be surprised. Parking can be tight given the town-centre postcode GL54 1AA, so guests with larger vehicles should check parking options ahead of time. The cottage suits couples seeking a spacious, characterful base, dog owners needing an enclosed garden, and travellers who want immediate access to pubs and shops.

Overall, Crooked Cottage feels like a thoughtful Cotswold base - comfortable, well-equipped, and perfectly placed for exploring Stow-on-the-Wold and the surrounding countryside. It's a strong pick among holiday cottages in Stow-on-the-Wold for those who prioritise location and local character over a large, conventional layout.