Luxury Accommodation Cheltenham, England

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Gleed Cottage Gloucestershire, England

Self-Catering
2 1 4From €532 Weekly
Gleed Cottage is a homely two bedroom cottage for four guests in Naunton.
4
2
1
€532 /avg weekly
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Sixpenny Cottage Gloucestershire, England

Self-Catering
5 4 10From €1,967 Weekly
Sixpenny Cottage is a detached cottage resting in Clapton-on-the-Hill sleeping ten people in five bedrooms.
10
5
4
€1,967 /avg weekly
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14 Northfield Passage Gloucestershire, England

Self-Catering
2 1 4From €645 Weekly
14 Northfield Passage rests in Cheltenham and can sleep four people.
4
2
1
€645 /avg weekly
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Bantam House 2 Gloucestershire, England

Self-Catering
1 1 4From €1,388 Weekly
Bantham House 2 sits in Whittington and can sleep two people in one bedroom.
4
1
1
€1,388 /avg weekly
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Bantam House 1 Gloucestershire, England

Self-Catering
1 1 4From €1,388 Weekly
Bantam House 1 rests in Whittington, sleeping two people in one bedroom.
4
1
1
€1,388 /avg weekly
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Thyme & Sage Gloucestershire, England

Self-Catering
6 4From €1,583 Nightly
Set on a thousand-acre private estate, this 17th-century manor house is the perfect rural escape. The Grade-II listed home is the ideal setting for a family reunion, and kids both big and small will b...
6
4
€1,583 /avg nightly
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The Band's Back Together Gloucestershire, England

Self-Catering
15 15From €1,932 Nightly
Planning an escape for a large group or extended family can be a logistical nightmare, especially when there's a wide age range. However, fret no more — this gorgeous collection of converted barns in...
15
15
€1,932 /avg nightly
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Wise Owl Gloucestershire, England

Self-Catering
1 1From €253 Nightly
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 spo...
1
1
€253 /avg nightly
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Lost And Found Gloucestershire, England

Self-Catering
4 4From €480 Nightly
Want to get lost in the Cotswolds? Not as in ‘where the hell are we?’, but more like ‘we love it here and hope that no-one will ever find us’? Of course you do. Then try this beautifully converted bar...
4
4
€480 /avg nightly
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Model Village Gloucestershire, England

Self-Catering
5 4From €610 Nightly
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....
5
4
€610 /avg nightly
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Medlar Jam Gloucestershire, England

Self-Catering
6 3From €861 Nightly
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...
6
3
€861 /avg nightly
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Golden Delicious Gloucestershire, England

Self-Catering
2 1From €427 Nightly
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...
2
1
€427 /avg nightly
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Limestone Hills Gloucestershire, England

Self-Catering
1 2From €258 Nightly
While still preserving its integrity as a classical stone home, the inside of this cottage has been thoroughly modernised. We love the ubiquitous use of wood – with warm paneled windows in the living...
1
2
€258 /avg nightly
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Golden Knights Gloucestershire, England

Self-Catering
15 14From €5,049 Nightly
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...
15
14
€5,049 /avg nightly
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Author's Greens Gloucestershire, England

Self-Catering
4 4From €603 Nightly
There's something magical about the Cotswolds. With rolling green hills and lush pastures, this Area of Outstanding Beauty has inspired some of the greatest British writers, including Lewis Carroll, J...
4
4
€603 /avg nightly
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One Thousand Acre Wood Gloucestershire, England

Self-Catering
3 3From €396 Nightly
You’ll find this secluded barn conversion within Notgrove Estate, a working farm that stretches across 1,500 acres of glorious countryside on the outskirts of Cheltenham. It’s so pretty you’ll feel as...
3
3
€396 /avg nightly
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Sugar Town Gloucestershire, England

Self-Catering
4 4From €436 Nightly
If Kent is the garden of England and Lancashire is the red rose county, the Cotswolds must be its sweet shop. Utterly gorgeous with its chocolate-box villages, honey-stoned houses and sugared-flower d...
4
4
€436 /avg nightly
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Apples to Oranges Gloucestershire, England

Self-Catering
3 4From €210 Nightly
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...
3
4
€210 /avg nightly
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Escape to the Cotswolds Gloucestershire, England

Self-Catering
4 4From €660 Nightly
This stunning lodge and its self-contained annexe combine to create an unforgettable four-bedroom rural retreat in an idyllic corner of the Cotswolds. Yet, despite the feeling of privacy and seclusion...
4
4
€660 /avg nightly
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Charlie's Angel Gloucestershire, England

Self-Catering
3 2From €269 Nightly
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...
3
2
€269 /avg nightly
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Regency Era Gloucestershire, England

Self-Catering
4 3From €365 Nightly
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...
4
3
€365 /avg nightly
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High Brow Gloucestershire, England

Self-Catering
2 2From €218 Nightly
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...
2
2
€218 /avg nightly
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Gold Cup Chic Gloucestershire, England

Self-Catering
2 2From €231 Nightly
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...
2
2
€231 /avg nightly
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Mineral Spa Gloucestershire, England

Self-Catering
2 2From €226 Nightly
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...
2
2
€226 /avg nightly
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The Honey Pot Gloucestershire, England

Self-Catering
1 1From €224 Nightly
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...
1
1
€224 /avg nightly
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Regency Glow Gloucestershire, England

Self-Catering
2 2From €299 Nightly
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...
2
2
€299 /avg nightly
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The Marlbrough Gloucestershire, England

Self-Catering
2 2From €212 Nightly
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...
2
2
€212 /avg nightly
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Royal Sweet Gloucestershire, England

Self-Catering
3 2From €246 Nightly
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...
3
2
€246 /avg nightly
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Reading Tea Leaves Gloucestershire, England

Self-Catering
2 1From €245 Nightly
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...
2
1
€245 /avg nightly
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Horses for Courses Gloucestershire, England

Self-Catering
2 2From €247 Nightly
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...
2
2
€247 /avg nightly
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Montpellier Muse Gloucestershire, England

Self-Catering
2 2From €205 Nightly
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’...
2
2
€205 /avg nightly
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Arcadia in Stone Gloucestershire, England

Self-Catering
2 2From €203 Nightly
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...
2
2
€203 /avg nightly
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Honeycomb Crumble Gloucestershire, England

Self-Catering
3 3From €438 Nightly
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...
3
3
€438 /avg nightly
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Rambler's Reward Gloucestershire, England

Self-Catering
2 1From €278 Nightly
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...
2
1
€278 /avg nightly
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The Top Hat Gloucestershire, England

Self-Catering
1 1From €221 Nightly
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...
1
1
€221 /avg nightly
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Temple Guiting Cottage Gloucestershire, England

Self-Catering
5 4From €786 Nightly
If you fancy waking up to the sound of blackbirds singing in the trees, then this home is for you. This picture-perfect cottage is located in an idyllic corner of the Cotswolds and offers the perfect...
5
4
€786 /avg nightly
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Little Honey Bee Gloucestershire, England

Self-Catering
3 1From €205 Nightly
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...
3
1
€205 /avg nightly
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Stone Magnolia Gloucestershire, England

Self-Catering
2 1From €267 Nightly
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...
2
1
€267 /avg nightly
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Tom's Barn Gloucestershire, England

Self-Catering
5 5From €783 Nightly
A rural idyll set on a small, family-run farm, this place oozes charm. A converted stone barn packed with character, it's the ideal place if you're looking for a country bolthole for a large group. In...
5
5
€783 /avg nightly
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Granary at Hunt Court Gloucestershire, England

Self-Catering
2 1From €244 Nightly
Once upon a time, this quaint cottage was actually a barn used to store grain. Since then, it has been lovingly renovated into a dainty holiday home perfect for a small family getaway. Situated on the...
2
1
€244 /avg nightly
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Whisper In The Willows Gloucestershire, England

Self-Catering
1 1From €420 Nightly
A towering willow tree in the front garden sets the scene for this charming cottage. Nestled in the semi-rural village of Stoke Orchard on the edge of the Cotswolds, this home is a romantic spot to ge...
1
1
€420 /avg nightly
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The Coalman's Cottage Gloucestershire, England

Self-Catering
3 2From €242 Nightly
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...
3
2
€242 /avg nightly
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The Fascinator Gloucestershire, England

Self-Catering
1 2From €206 Nightly
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...
1
2
€206 /avg nightly
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The Barracks Gloucestershire, England

Self-Catering
3 3From €304 Nightly
The town of Northleach is an ancient area of The Cotswolds, having existed since around 780 AD. As it’s right in the middle of a recognised ‘Area of Outstanding Natural Beauty’, you won’t be short of...
3
3
€304 /avg nightly
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The Buzzy Bumblebee Gloucestershire, England

Self-Catering
2 2From €246 Nightly
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...
2
2
€246 /avg nightly
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The Bronze Knight Gloucestershire, England

Self-Catering
5 6From €2,885 Nightly
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...
5
6
€2,885 /avg nightly
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Over The Threshold Gloucestershire, England

Self-Catering
3 3From €1,385 Nightly
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....
3
3
€1,385 /avg nightly
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The Silver Knight Gloucestershire, England

Self-Catering
5 4From €2,885 Nightly
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...
5
4
€2,885 /avg nightly
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Outbak Shepherd's Hut & Hot Tub Gloucestershire, England

Self-Catering
1 1From €216 Nightly
Put your out of office on and disconnect entirely at this cute little shepherd's hut near Winchcombe. With plenty of room for two, it sits in a quiet field with nothing but birdsong and the occasional...
1
1
€216 /avg nightly
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Light from the Chandelier Gloucestershire, England

Self-Catering
2 2From €215 Nightly
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...
2
2
€215 /avg nightly
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5-Star properties in Cheltenham
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