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Horses for Courses
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€101
/avg nightly
Check availability
The Coalman's Cottage
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
2 bathrooms
Tucked away on a quiet residential street, this spacious Cotswold cottage is the perfect retreat for those looking to escape the rat race for a little while. The home dates back to the late 1800s but...
€230
/avg nightly
Check availability
Gold Cup Chic
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
Located on a quiet street yet just a minute's walk from Cheltenham's high street, this home is the ideal base for those looking to be in the heart of the town's action. From the dazzlingly bright whit...
€283
/avg nightly
Check availability
Montpellier Muse
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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’...
€75
/avg nightly
Check availability
Rustic Tracks
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
This cosy one-storey home located conveniently in Prestbury, just a short drive from Cheltenham, is a great place to base yourself, whether you're visiting solo or as a couple. Space may be compac...
€124
/avg nightly
Check availability
Arcadia in Stone
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€270
/avg nightly
Check availability
Miss Montpellier
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
Located on a quiet lane – just around the corner from the cafes, wine bars and chic boutiques of Cheltenham’s Montpellier district – this charming apartment may be petite but it packs a decorative pun...
€195
/avg nightly
Check availability
Golden Knights
England
Gloucestershire
Cheltenham
34 guests
15 bedrooms
14 bathrooms
This estate consists of four properties ranging from the grand Manor house to a small barn conversion. Each one has been lovingly designed and posses its own unique charm. Guests looking to share thes...
€1,910
/avg nightly
Check availability
Pony & Trap
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
From the stunning farmhouse-style kitchen and cosy wood burner in the living room to the relaxing upstairs bedrooms with their exposed beams and the outdoor seating in the pretty garden, everything ab...
€148
/avg nightly
Check availability
Charlie's Angel
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
2 bathrooms
Just a pleasant, half-hour stroll from the centre of Cheltenham, this home in Charlton Kings is part of a period building with a pretty front garden. Smartly modernised, it's a sleek apartment that's...
€247
/avg nightly
Check availability
English Bluebells
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
Once a stable, now a cosy home for two, this charming mews house is the perfect place to kick off your shoes and unwind after long country walks in the Cotswolds. Stepping inside, you'll find a quaint...
€124
/avg nightly
Check availability
Cheltenham Charm
England
Gloucestershire
Cheltenham
5 guests
3 bedrooms
2 bathrooms
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...
€286
/avg nightly
Check availability
The Bronze Knight
England
Gloucestershire
Cheltenham
12 guests
5 bedrooms
6 bathrooms
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...
€2,292
/avg nightly
Check availability
The Buzzy Bumblebee
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€100
/avg nightly
Check availability
Golden Delicious
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
1 bathroom
Make this charming abode in Guiting Power your base for a trip to the Cotswolds. It's a delightful find, with traditional touches throughout, from the wooden beams to the antique suitcases piled besid...
€127
/avg nightly
Check availability
Light from the Chandelier
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€262
/avg nightly
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Royal Sweet
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
2 bathrooms
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...
€289
/avg nightly
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Little Honey Bee
England
Gloucestershire
Cheltenham
5 guests
3 bedrooms
1 bathroom
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...
€183
/avg nightly
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The Gentle Hills
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
2 bathrooms
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...
€303
/avg nightly
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Regency Era
England
Gloucestershire
Cheltenham
8 guests
4 bedrooms
3 bathrooms
This serviced home is a versatile and stylish option for an extended family or group of friends excited to stay in lovely Cheltenham. The town is known for its Regency architecture, and this townhouse...
€338
/avg nightly
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Mill on the Floss
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
3 bathrooms
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...
€461
/avg nightly
Check availability
Fields of Dreams
England
Gloucestershire
Cheltenham
16 guests
8 bedrooms
6 bathrooms
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...
€747
/avg nightly
Check availability
Rambler's Reward
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
1 bathroom
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...
€108
/avg nightly
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Touch of Gold
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
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...
€163
/avg nightly
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Reading Tea Leaves
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
1 bathroom
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...
€245
/avg nightly
Check availability
Regency Glow
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€272
/avg nightly
Check availability
Over The Threshold
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
3 bathrooms
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....
€927
/avg nightly
Check availability
Mineral Spa
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
This dainty apartment in central Cheltenham is a real gem. It's a sophisticated space full of natural light flooding in through the Velux windows, and crisp white walls that create a fresh feel. The o...
€223
/avg nightly
Check availability
Run For the Roses
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
A fantastic ground-floor apartment overlooking the green expanse of Montpellier Gardens – an integral part of Cheltenham's renowned Regency landscape. The living room is an inviting open-plan space wi...
€212
/avg nightly
Check availability
Honeycomb Cottage
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
Dating back to the 17th century, this honey-hued cottage perched high on the Cotswold escarpment is an idyllic retreat for two. Where better to soak up the unfettered countryside views than from the c...
€303
/avg nightly
Check availability
The Honey Pot
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
This carefully renovated apartment under the eaves of a Grade II-listed barn conversion is an idyllic escape for a couple or solo traveller looking to spend some time in the Cotswolds. The interiors a...
€89
/avg nightly
Check availability
Fountain of Knowledge
England
Gloucestershire
Cheltenham
14 guests
7 bedrooms
6 bathrooms
There are parts of this home that you would expect to see in a property nestled deep within the Cotswolds — the Aga in the country-style kitchen, for instance, or the myriad log-burners dotted about t...
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The Top Hat
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
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...
€218
/avg nightly
Check availability
Pretty In Pastel
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
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...
€216
/avg nightly
Check availability
An English Vineyard
England
Gloucestershire
Cheltenham
12 guests
6 bedrooms
6 bathrooms
Built on the site of a Roman villa and vineyard, this 17th century Cotswolds house is brimming with history. The home has been lovingly restored, and the owners have re-planted over 2000 vines, bringi...
€919
/avg nightly
Check availability
No Place I'd Rather Be
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
Cheltenham is quite the crowd-pleaser. Sitting on the edge of the Cotswolds, the place is a heady mix of new styles and old traditions: from horse racing to Jazz, Science and Music festivals, plus a b...
€218
/avg nightly
Check availability
Medlar Jam
England
Gloucestershire
Cheltenham
11 guests
6 bedrooms
3 bathrooms
Spread across three floors, there's nothing poky about this cottage in the Cotswolds. Everything's done on a large scale here, from the open-concept kitchen-slash-dining area and the spacious living r...
€318
/avg nightly
Check availability
Stone Magnolia
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
1 bathroom
Just a short stroll away from fashionable Montpellier, this bright Edwardian apartment makes for the perfect Cheltenham break. Floor-to-ceiling arched windows let natural light stream into the living...
€293
/avg nightly
Check availability
Pop The Champagne
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€245
/avg nightly
Check availability
Country Honey
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
Set in Ford, an attractive hamlet along the banks of the River Windrush, this romantic cottage offers the highest levels of charm and comfort for your Cotswolds escape. It’s hidden away within the gro...
€161
/avg nightly
Check availability
The Silver Knight
England
Gloucestershire
Cheltenham
12 guests
5 bedrooms
4 bathrooms
This home is something else, so where do we even begin? Set between Stow and Cheltenham, it’s nestled to the edge of a wooded Cotswolds hamlet with beautiful views of surrounding greenery and grasslan...
€2,292
/avg nightly
Check availability
High Brow
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
Situated in the Lansdown area of Cheltenham, a five-minute walk from the swanky Montpellier neighbourhood, this apartment is perfectly placed to sample all this Regency town has to offer. The interior...
€283
/avg nightly
Check availability
The Fascinator
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
2 bathrooms
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...
€218
/avg nightly
Check availability
Second Nature
England
Gloucestershire
Cheltenham
2 guests
1 bedroom
1 bathroom
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...
€169
/avg nightly
Check availability
Honeycomb Crumble
England
Gloucestershire
Cheltenham
6 guests
3 bedrooms
3 bathrooms
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...
€152
/avg nightly
Check availability
The Marlbrough
England
Gloucestershire
Cheltenham
4 guests
2 bedrooms
2 bathrooms
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...
€294
/avg nightly
Check availability
Royal Huntress
England
Gloucestershire
Cheltenham
24 guests
9 bedrooms
7 bathrooms
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...
€3,434
/avg nightly
Check availability
Marble Mirage
England
Gloucestershire
Cheltenham
8 guests
4 bedrooms
5 bathrooms
Tucked away in Cheltenham’s sought-after Suffolk Square, this Grade II listed townhouse is the epitome of elegance. From the high ceilings to the sumptuous marble bathtub, the interior here is full of...
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Apples to Oranges
England
Gloucestershire
Cheltenham
8 guests
3 bedrooms
4 bathrooms
Built in 1799, this beautiful Cotswold stone barn was recently converted by award-winning architect Henning Stummel to create a modern home with a deep appreciation for its rich history. The main livi...
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Model Village
England
Gloucestershire
Cheltenham
8 guests
5 bedrooms
4 bathrooms
In the pretty Cotswolds hamlet of Naunton the Windrush River flows by and chocolate box houses line the street. This big family home is no exception. A storybook-style facade hides a modern interior....
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