Luxury Accommodation Gloucestershire, England

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Regency Glow Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
Housed in a Grade II listed building in Cheltenham’s desirable Tivoli district, this home is a comfortable and stylish base from which to explore the town. Inside, the home’s Regency roots are reflect...
€289 /avg nightly
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The Marlbrough Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
If you’re seeking a true taste of Regency glamour, look no further than this wonderfully elegant apartment in the heart of Cheltenham. Grand and luxurious, it exudes the kind of decadent charm for whi...
€335 /avg nightly
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Royal Sweet Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
Rather aptly for an apartment on a street called Queen's Circus, this home is really rather regal. Some of that is down to the tall ceilings, period features and tall sash windows looking out over Imp...
€350 /avg nightly
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Reading Tea Leaves Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
This serviced apartment is the ideal place to lay your head during a trip to Cheltenham. Step inside, and you'll find a sunny, open-plan space where there's room to cook, eat and relax in perfect peac...
€283 /avg nightly
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Horses for Courses Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
The ground floor of this new-build in the Montpellier neighbourhood is a great example of how to execute open-concept design successfully. Upon entrance, there's a zone for socialising, with a green v...
€321 /avg nightly
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Montpellier Muse Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
With its melon-green couch, wall of mirrors and statement orange sculpture, this place feels more like a headlining art exhibition than apartment – fitting, given its stylish Montpellier location. It’...
€353 /avg nightly
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Arcadia in Stone Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
This gorgeous apartment couldn't sum up Cheltenham any better. Set in a typical Regency terrace (Grade II listed, no less), it's in a great location on the outskirts of town with easy access to the in...
€295 /avg nightly
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Honeycomb Crumble Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
If a contemporary approach to country living sounds like your idea of a good time, then you've come to the right place. This beautiful Cotswold stone cottage is located in the tranquil village of With...
€493 /avg nightly
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Rambler's Reward Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
With a stone facade and chocolate-box windows, this cottage in the Cotswolds is as cute as can be. It’s in the ancient Anglo-Saxon market town of Winchcomb, a fifteen-minute drive from Cheltenham. In...
€314 /avg nightly
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The Top Hat Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
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 Chel...
€285 /avg nightly
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Little Honey Bee Gloucestershire, England

Self-Catering
3 bedrooms1 bathrooms5 guests
This Cheltenham pad has a lot to write home about, but our favourite is the attention to detail. You're in good hands with host Bren – everything you could possibly want or need is taken care of, whic...
€361 /avg nightly
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The Fascinator Gloucestershire, England

Self-Catering
1 bedrooms2 bathrooms2 guests
With a whole town of Regency architecture to admire, Cheltenham is full of listed buildings and has an altogether regal air. While it might be well known for the races, you don’t need to don your best...
€279 /avg nightly
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The Buzzy Bumblebee Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
When you picture a quintessential Cotswolds getaway, chances are, you imagine a cosy cottage with wooden beams and a crackling fireplace nestled in a charming chocolate-box village. If that's the case...
€325 /avg nightly
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The Bronze Knight Gloucestershire, England

Self-Catering
5 bedrooms5 bathrooms12 guests
Believe it or not, this home actually used to be a barn. There are no animals left, just lots of character and charm. Set in the Cotswolds, in between Stow and Cheltenham, it's part of a larger estate...
€3,557 /avg nightly
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Over The Threshold Gloucestershire, England

Self-Catering
3 bedrooms3 bathrooms6 guests
Tucked away in the heart of the Cotswolds, this recently-converted former granary with its honey-coloured historic walls is home to industrial-cool interiors featuring bespoke contemporary artwork....
€1,731 /avg nightly
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Light from the Chandelier Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
With more than a hint of glamour, this home is a luxurious place to stay during a trip to Cheltenham. Open the door and you'll find sumptuous fabrics, glittering design details and a cream sofa where...
€365 /avg nightly
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Royal Huntress Gloucestershire, England

Self-Catering
9 bedrooms6 bathrooms24 guests
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...
€5,010 /avg nightly
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Fields of Dreams Gloucestershire, England

Self-Catering
8 bedrooms5 bathrooms16 guests
Ninety acres of pastureland, ancient woodlands, and wild lakes await at this picture-perfect Cotswolds retreat located just a twenty-minute drive from Cheltenham and Stow-on-the-Wold. Set out acros...
€1,041 /avg nightly
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Mill on the Floss Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
Thought to date back in part to the Tudor period and in part to the Victorian era, this old mill – located in a picturesque hamlet – was converted during the 1980s and takes care to retain much of the...
€560 /avg nightly
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Pop The Champagne Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
Just a seven-minute stroll from Cheltenham’s high street, this chic apartment puts you in an ideal position to experience the best of the town’s sights. Inside, soft furnishings and modern decor set t...
€313 /avg nightly
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The Gentle Hills Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
Nestled in the famous Cotswold hills, this charming cottage takes inspiration from rustic French farmhouses, offering a cosy and eclectic home in one of the most beautiful parts of England. Containing...
€525 /avg nightly
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Cheltenham Charm Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms5 guests
Located on a quiet street near the centre of Cheltenham, close to the spa town's iconic Regency buildings and museums, this stylish home couldn't be better placed for a relaxing break. Boasting a cont...
€343 /avg nightly
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Pretty In Pastel Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
Housed within a beautifully restored Grade II listed building, this elegant apartment puts you in an ideal spot to explore Cheltenham’s best sights on foot. Set back from the road, there’s a serenity...
€282 /avg nightly
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Sweetheart's Rest Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
Cotswolds’ charm is on your doorstep at this modern cottage set in Winchcombe – a market town brimming with tearooms, antique shops and honey stone houses. Perfect for a family or group of friends, th...
€332 /avg nightly
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The Geode Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
Situated in the town centre of Cheltenham Spa, this cosy and stylish two-bedroom apartment is great for families. The large private garden is equipped with outdoor seating, a ping pong table, and even...
€329 /avg nightly
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Touch of Gold Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
Situated in the heart of Cheltenham, this cute one-bedroom apartment provides the perfect base for those in town for a weekend escape or here on business during the week. Enter via the light and airy...
€991 /avg nightly
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Little Winchcombe Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
You’ll find this 17th-century Grade II-listed cottage in the centre of Winchcombe, on the doorstep of many fantastic restaurants, boutiques, and tea rooms. It’s also surrounded by countryside – perfec...
€360 /avg nightly
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Castle Vale Cottage Gloucestershire, England

Self-Catering
4 bedrooms2 bathrooms8 guests
Charming and bright, this Grade II-listed cottage in the heart of Winchcombe is a beautiful mix of old and new. Retaining some of the original character –including beamed ceilings and stone walls – it...
€685 /avg nightly
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Victorian Touch Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
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 fe...
€310 /avg nightly
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The Green Hill Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
This 18th-century cottage has plenty of period charm, with low beamed ceilings, a traditional stone inglenook fireplace and bedrooms nestled under the eaves. While it may not suit taller guests, those...
€282 /avg nightly
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Quaint Countryside Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
Overlooking the church, this dog-friendly apartment places adventurers just off Winchcombe's high street. In town, you'll be treated to boutique shops and countryside tearooms. From the flexible bed s...
€289 /avg nightly
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Second Nature Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
Second Nature is the best of both worlds. Found on the edge of Cheltenham, it’s only a short drive from the city, while still feeling incredibly idyllic and rural because of its immediate surroundings...
€356 /avg nightly
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Violet Soul Gloucestershire, England

Self-Catering
4 bedrooms2 bathrooms8 guests
Located in the Cotswold village of Andoversford, this home is a three-minute stroll from the Royal Oak pub and footsteps from countryside walking trails. If a day trip sounds like a plan, Cheltenham i...
€456 /avg nightly
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Tranquil Nature Escape Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
Deep in the heart of the Cotswolds, we found this idyllic home to be an ideal setting for a romantic escape. Both Glouster and Cheltenham are a short drive away, but beautiful nature, picturesque vill...
€285 /avg nightly
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The Rustic Barnhouse Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms6 guests
Just a ten-minute drive from Cheltenham and yet feeling very rural, this cottage is ideal for hikers, ramblers, and those simply seeking rustic peace. Being in a renovated barn, there are some charmin...
€407 /avg nightly
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The Charming Stone Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
Explore the picturesque English villages of the Cotswolds from this charming cottage in the heart of Andoversford. Featuring Cotswolds stone, there's a natural comfort to this little family pad. We al...
€581 /avg nightly
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The Woodman Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms4 guests
This grade II-listed house offers all the home comforts you could need for a fuss-free, relaxing stay. While the bedrooms don’t boast tons of space, the cosy living room and extra reception area provi...
€371 /avg nightly
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The Woodlands Retreat Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
There’s something magical about retreating to a private cabin in the woods. And this stripped-back stable makes the perfect setting for your own refreshing countryside stay. Located on the grounds of...
€389 /avg nightly
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Oak & Chestnut Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
Found in the Montpellier area of Cheltenham, only ten minutes from the world-famous Cheltenham racecourse, this mews house might be small, but every inch contributes to its functionality. A raised pla...
€283 /avg nightly
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Town and Country Gloucestershire, England

Self-Catering
4 bedrooms4 bathrooms10 guests
Located just a short stroll from Cheltenham town centre, this contemporary townhouse is perfectly positioned for a day at the races. While the modern decor here won’t be everyone’s cup of tea, we love...
€461 /avg nightly
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The 99 Yew Trees Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms6 guests
The honey-coloured stone buildings, wisteria-adorned doorways and misty green hills of pretty Painswick couldn't get more Hollywood movie set if it tried. In fact, this town is so disarmingly attracti...
€732 /avg nightly
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The Woodchester Vineyard Gloucestershire, England

Self-Catering
6 bedrooms5 bathrooms12 guests
Escape for some fresh country air and bring all of your favourite friends or family members with you. The home is based on Woodchester Valley Vineyard in the green rolling hills of the South Cotswolds...
€1,200 /avg nightly
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The Little House Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms2 guests
This welcoming 17th-century cottage strikes the perfect blend of rustic farmhouse charm and modern mid-century furnishings to create a stylish, light-filled home with plenty of Cotswolds character. In...
€684 /avg nightly
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Even Keel Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms6 guests
Surrounded by local boutiques, coffee shops and restaurants, this Vogue-featured home sits in the heart of Tetbury, with many of the Cotswolds' beautiful nature spots and hiking trails nearby. Spannin...
€345 /avg nightly
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Space to Breathe Gloucestershire, England

Self-Catering
1 bedrooms1 bathrooms3 guests
Take time away from stressful day-to-day life with a break at this self-contained studio, part of a wellness retreat centre in the Cotswolds. On the edge of a 420-acre park, it's an easy way to immers...
€289 /avg nightly
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Pistachio Cream Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
You’ll be hard pressed to find somewhere more idyllic than Painswick. Known as the ‘Queen of the Cotswolds’, the chocolate-box town amid endless walking country. In its heart is one of England’s oldes...
€320 /avg nightly
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Painted On The Sky Gloucestershire, England

Self-Catering
3 bedrooms3 bathrooms6 guests
Stay awhile at this contemporary home right in the heart of the Gloucestershire countryside. Inside it's bright and modern, with an open-plan living space perfect for socialising. Whether you're rustl...
€413 /avg nightly
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Sweet Pear Blossom Gloucestershire, England

Self-Catering
2 bedrooms1 bathrooms4 guests
From the English country garden to the homespun interiors, this honey-hued abode ticks every box on our Cotswold cottage checklist. With two wood-burning stoves, you can guarantee toasty toes at the e...
€327 /avg nightly
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Penny-Farthing Gloucestershire, England

Self-Catering
2 bedrooms2 bathrooms4 guests
Staying in this charming Cotswolds cottage can make you feel like you’re a character from a Jane Austen novel. Located in a wonderfully secluded part of Wiltshire and surrounded by sprawling fields an...
€288 /avg nightly
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Figgy Pudding Gloucestershire, England

Self-Catering
3 bedrooms2 bathrooms5 guests
Split over two floors, this refurbished grade II-listed Cotswold cottage has plenty of space to sleep up to five guests (six including an infant) across its three beautiful bedrooms. Your hosts have d...
€304 /avg nightly
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