Charlton Kings

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This home hits all the right notes when it comes to quintessential Cotswolds charm. You’ll be welcomed by stunning parkland views, open-fires, eye-catching art and all the essentials you could need for an unforgettable stay. All of the rooms come with a distinct character and there’s an abundance of space for special family gatherings and celebrations. Outside, the south-facing garden lends itself perfectly to warm-weather drinks and barbecues. You can also wander across the fields to the nearest country pub. Plus, it’s just a short drive to Cheltenham Spa and Cirencester. 

Spring House

If your trip to the Cotswolds needs a bit of decadence, then visiting Sudeley Castle should be a top priority. Seeing as Sudeley Castle Cottage is right next door, visiting the beautiful castle grounds will be easy, and thanks to your hosts, you'll also get free admission to the castle and its beautiful gardens. Staying in this fairytale cottage offers you a taste of the high life and a gorgeous view of the green rolling hills and unspoiled landscapes. The historical centre of Winchcombe is only a short fifteen-minute walk away as well, which should set you up for at least a few days of sightseeing – there's so much to discover, from chocolate-box buildings to cute-as-button tea rooms. The home itself is furnished with antiques, original paintings, high-quality soft furnishings, and a lovely collection of books chosen by Lady Ashcroft herself – and you'll love curling up with one of them on the comfy armchairs – we especially love the rustic fireplace that keeps things ultra-cosy. Ideal for large groups, this country-style house offers the usual mod-cons for a comfortable stay, with a sociable kitchen-come-diner for convivial meals together, and homely bedrooms with heaps of Cotswolds charm, so you can wake up feeling fresh and ready for a  morning walk around the scenic country estate. 

A Touch of Countryside

Situated within the grounds of a grand Cotswolds manor house, this converted stable block offers a luxurious retreat. With designer furniture, original beams, and uninterrupted countryside views, it's the perfect escape. Another highlight is the small garden which is the ideal spot for a glass of wine. A short drive away, you’ll find the market town of Northleach, once the centre of the Cotswold wool trade. Other places of interest include Bourton-on-the-Water, Burford and Stow-on-the-Wold, all under 10 miles away.

The Wool Merchant

Ever stayed in a renovated tractor shed? Well, you’re in for a treat with this two-level home. It’s full of rustic charm, but that’s not to say it doesn’t have all the mod cons you’d expect. There’s a large, well-equipped kitchen-diner, and a cosy log burner. We love that the bedrooms have super-king and king-sized beds and there’s a sunny courtyard garden for enjoying some produce from the local farm shop. Just a few steps from this home is the Cotswold Way, perfect for a hike, or explore the nearby spa town of Cheltenham.

The Farmer's Rest

This charming barn conversion is quintessentially Cotswolds, with a vaulted ceiling, exposed beams and flagstone floors. A self-contained annexe, attached to the host's home, you'll find this cosy spot in a pretty village just ten-minutes' drive from Cheltenham. Inside, the old blends with the new, thanks to underfloor heating and a modern kitchen and bathroom. The ground floor space is open and sociable, and there's a garden room (which doubles as a second bedroom) opening to a lovely terrace with far-reaching views. In an Area of Outstanding Natural Beauty, it's a walker's paradise, and the home has paths that run from the rear to various trails, including the Cotswolds Way. A thirty-five minute walk will take you to a grand country hotel for lunch and it's just a little further to the pub. 

Wise Owl

A short drive from Cheltenham, yet worlds away from the rush, this countryside retreat opens onto wide skies and winding walks. Wake to birdsong and coffee in the garden, then set out to explore the Cotswolds, from golden-stone villages to rolling fields dotted with sheep. Back home, the bold green kitchen hums with conversation, bedrooms invite lazy mornings, and the garden stretches into open countryside. This is a place to step out of routine, gather with those you love, and live to a slower rhythm.

Stone & Willow

Once the hayloft to one of the grandest homes in the Winchcombe area, this gorgeous barn conversion now presents a luxurious property in its own right. With characteristics from the 1880s, original features contrast beautifully with the high-standard furnishings and modern designs seen throughout the home. 

Upon entering the barn, you'll step straight into the stylish open-plan kitchen-dining area and living room, with exposed beams and characterful stone walls. We particularly love the lime green velvet sofa, which adds a tasteful pop of contemporary personality to the otherwise countryside design aesthetic. Across the rest of the home, you'll find soothing earthy tones and soft fabrics and furnishings that tempt those much-needed relaxation moments. 

When the weather is kind, enjoy alfresco meals on the patio terrace or a refreshing glass of wine in the sunshine while the kids play on the wooden swing set and slide in the courtyard. 

In prime position for exploring the historic town of Winchcombe and the north Cotswolds, enjoy the famously good walking in the area (preferably on foot) or take road trips out in the car to the surrounding Cotswolds villages – all of which are brimming with quintessential English countryside charm and scenary. 

The Cotswolds Retreat

This Victorian terraced cottage is the ideal Cheltenham escape. Each room is as comfortable as the next (although some are a little dated), and the fireplace in the living area makes the whole home feel even cosier. Outside, a small garden is perfect for summer sundowners, while the kitchen makes mealtimes a breeze. Or, you could always stroll over to Bath Road for a bite instead – it's home to an array of shops and eateries. The city centre is a twenty-minute walk away, but one small car can be parked in the yard if you'd rather drive.

Victorian Touch

Bordering the rolling greens of the Cotswolds, and with horse racing, Regency architecture, and independent shops to discover throughout, you get a taste of both the city and country lifestyle in Cheltenham. Eleven minutes from the town centre, this apartment offers an elegant base for your stay in Gloucestershire. A neutral palette of colours in the living space brings a sense of calm, with a plush, pale-peach sofa and sand-coloured walls contrasting beautifully with dark wooden floors. Of course in this historic place, there would have to be some original features to admire in the home. Our favourites are the Georgian sash windows, ornate ceiling rose, and green tiled fireplace. Imagine cosying up around this striking hearth with a glass of pinot noir in hand – bliss. Another excellent spot to enjoy sipping wine would be in the freestanding bathtub, just for an extra feeling of spa-like luxury. In the morning, after a cup of Earl Grey, hop in the car and explore the Cotswolds half an hour away. Or if you’re looking for a more local green space, Montpellier Gardens are just a seven-minute walk from home.

The Top Hat

An elegant, imposing home fit for a special gathering of family and friends, this place is a real showstopper. With room for twenty-four guests in the main house, and the possibility of adding another two in the annexe, it's so big you may have trouble finding your way around. We suggest you begin your day with coffee in the huge kitchen, with doors out to either side of the home's one-acre gardens. Contemporary and bright, its high-spec appliances will make cooking for such a large group a breeze, with two ovens and a gigantic island. 

After breakfast, head to your enormous indoor pool for a swim, before a stroll to the nearby deli to pick up some things for lunch. The rest of the day can be whiled away in luxury, with games of table tennis, pool and table football indoors, or a football match in the garden. In the evening, screen a movie in the cinema room, whip up a barbecue for a lazy meal in the garden or even hire a private chef for a special meal in the incredible dining room, where vast walls of bi-folding doors open it right up to the outside space.

Around the house, there are numerous comfy bedrooms and bathrooms, and there's a cosy sitting room with enough sofas for everyone to sit and chat over evening drinks. And if you're heading into town, it's just an easy ten-minute drive or taxi ride to all the bars, cafes, restaurants and shops that Cheltenham is famous for.

Royal Huntress

Off to Cheltenham? This home sits on the historic grounds of a Victorian hall, putting an elegant twist on your usual romantic getaway or solo trip. The apartment itself has a fuss-free interior on the ground floor. But as for a prime location, we love that you'll be within walking distance of Pittville Park and the town centre. While the garden is shared with your neighbours, the decked terrace is all yours for sipping sundowners after touring the nearby sights.

Pittville Paradise

Nestled within a historic townhouse, this apartment offers a brilliant base in Cheltenham. What's not to love about this home's colourful accents, outdoor space, and flexible bed set-ups for different groups? Some phone networks may struggle to get a good signal here, but there's plenty to do on your doorstep to minimise your screen time. The town centre and Pitville Park are just minutes away on foot, plus free parking invites you to plan road trips to the nearby Cotswolds.

Cosy Cheltenham

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