Spacious Countryside Home with Annex, Cotswolds | House in Shipston-on-Stour

Tucked away in the peaceful village of Cherington, this beautiful property is a spacious countryside retreat with a self-contained two-bedroom annex. Perfect for families and groups, it features five bedrooms, generous living areas, a sun-trap courtyard, and half an acre of gardens with fruit trees and a trampoline. Explore the Cotswolds and South Warwickshire, then return to relax by the fire or dine outdoors under the stars.
Tucked away at the end of a peaceful lane in the pretty village of Cherington is a bright and spacious retreat with a charming self-contained annex. Surrounded by fields and mature trees, this inviting home offers the perfect base for families or friends to relax, reconnect and explore the Cotswolds and South Warwickshire.
Blending comfort and character, the property combines a welcoming main house with a two-bedroom annex above the former stables, creating flexible accommodation for larger groups or multi-generational families. With a sunny courtyard, half an acre of gardens, and plenty of indoor space, it’s the ideal place to gather together or find a quiet corner to unwind.
Arranged across two floors, the main house offers generous living spaces and three bedrooms upstairs.
Highlights include:
A cosy sitting room with an inglenook fireplace and wood-burning stove, perfect for relaxing evenings.
A bright morning room with French doors leading straight into the garden.
A country-style kitchen and utility room, equipped with a Quooker boiling water tap and a Sage professional coffee machine with fresh beans for barista-style coffee during your stay.
A beautiful master suite with a luxurious en-suite bathroom, featuring a large shower and a deep bathtub.
Two further bedrooms and a family bathroom.
Converted from the old stables, the annex is a private apartment with its own entrance, ideal for guests who’d like extra space and independence. It features:
Two comfortable bedrooms
Bathroom
Kitchenette with essentials for light meals
A spacious living room flooded with natural light
This home is made for enjoying the outdoors. The private courtyard is a real suntrap, complete with seating for 10 and a BBQ , perfect for lazy lunches and evening drinks. Beyond, nearly half an acre of gardens offers lawns, fruit trees and vines, creating a peaceful backdrop for reading, picnics, or a glass of wine at sunset. There’s also a trampoline and plenty of space for children to roam free. Ample parking is available on site.
Guests will have exclusive access to both the main house and the annex, along with the gardens and courtyard. A small number of storage areas remain locked, but the property offers generous space throughout for personal belongings.
For days out, you’ll find a wealth of experiences within easy reach, from scenic walking and cycling routes to award-winning country pubs and iconic landmarks.
Cherington is a tranquil base for exploring the Cotswolds and South Warwickshire. Cherington has its own village pub, The Cherington Arms, just a short walk away. Around the corner you’ll find The Cotswolds Distillery, Whichford Pottery, and The Straw Kitchen café. For eating out, local favourites include The Norman Knight and The Bower House, both within easy reach.
Nearby are market towns like Shipston-on-Stour and Moreton-in-Marsh, villages such as Stow-on-the-Wold and Bibury, and attractions including Blenheim Palace, Daylesford Organic, Diddly Squat Farm, Soho Farmhouse, and Stratford-upon-Avon. Families will love Cotswold Farm Park, Cotswold Wildlife Park, and Fosseway Play Barn.
The property is proudly hosted by Honeydrop Properties, a boutique property management company offering thoughtful service and local insight. Guests can expect excellent communication, personal touches and a warm welcome from the moment they book.
To help you make the most of your stay, a digital guest guide is provided, featuring curated recommendations for exploring the surrounding areas. Whether you are seeking a peaceful rural retreat, a base for outdoor adventures or simply time together in one of England’s most beloved regions, this inviting Cotswold home is the perfect place to begin.
We look forward to welcoming you.
If you need any help or advice during your stay, please refer to the digital house guide that will be sent to you prior to your stay.

Spacious Countryside Home with Annex, Cotswolds is located in Whichford. Spacious Countryside Home with Annex, Cotswolds provides accommodation, featuring Child Friendly, among other amenities. This House features Child Friendly, to make your stay a comfortable one.

Spacious Countryside Home with Annex, Cotswolds has 5 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Whichford has interesting places to visit. If you want to learn more about the House in Whichford, such as places to visit and things to do nearby, you can check below to learn more.