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
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...
€188
/avg nightly
Check availability
4 guests
2 bedrooms
2 bathrooms
Serving up the best of both worlds, this home offers a taste of rural village
life yet is within easy reach of Cheltenham Spa and Winchcombe. As you’d expect with a home of this age, the stairs are...
€126
/avg nightly
Check availability
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...
€94
/avg nightly
Check availability
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
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...
€128
/avg nightly
Check availability
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...
€289
/avg nightly
Check availability
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...
€294
/avg nightly
Check availability
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...
€219
/avg nightly
Check availability
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’...
€294
/avg nightly
Check availability
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...
€327
/avg nightly
Check availability
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
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
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
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
4 guests
2 bedrooms
1 bathroom
Embrace the historic architecture of Cheltenham with a stay in a Regency apartment, a stone’s throw from the centre. From your front door, you’ve got restaurants, bars and charming shopping streets al...
€262
/avg nightly
Check availability
4 guests
2 bedrooms
1 bathroom
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...
8 guests
4 bedrooms
3 bathrooms
Embodying the true meaning of the quintessential English countryside, this chocolate box thatched cottage offers an enchanting experience to guests seeking a cosy and humbling stay. From the comfy liv...
€329
/avg nightly
Check availability
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...
€174
/avg nightly
Check availability
4 guests
3 bedrooms
1 bathroom
To take the title of ‘Area of Outstanding Natural Beauty’, the environment has to be pretty spectacular. With The Cotswolds being one of only forty-six places awarded this coveted accolade, this lush...
€135
/avg nightly
Check availability
4 guests
2 bedrooms
2 bathrooms
Perfectly nestled in the heart of rural Gloucestershire, this idyllic cottage welcomes guests to immerse themselves in Cotswolds life. With rolling countryside views from every angle, this home overlo...
€176
/avg nightly
Check availability
6 guests
3 bedrooms
3 bathrooms
With its coastal-inspired colour scheme, sumptuous furnishings and suntrap patio, this cosy cottage in the quiet Cotswold village of Alderton is a real home from home. Begin mornings with a cooked bre...
€175
/avg nightly
Check availability
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...
€374
/avg nightly
Check availability
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...
€101
/avg nightly
Check availability
4 guests
2 bedrooms
1 bathroom
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...
€128
/avg nightly
Check availability
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...
€148
/avg nightly
Check availability
2 guests
1 bedroom
1 bathroom
Only a mile from Winchcombe and Sudeley Castle, this pocket-sized hideaway is a perfect fit for two. We love how cosy and bright the living space is. Whether you're preparing breakfast in the mint gre...
€114
/avg nightly
Check availability
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
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...
€294
/avg nightly
Check availability
8 guests
4 bedrooms
3 bathrooms
A pair of picture-perfect Cotswolds cottages stand side-by-side – perfect for friends or big families getting together. These honey-hued twin homes date back to the 1810s and embrace that chocolate bo...
2 guests
1 bedroom
1 bathroom
Elegant and cosy, this home is the perfect retreat for couples looking to breakaway to the peace and quiet of the Cotswolds. You might even find yourself falling head over heels for the outdoor space,...
€139
/avg nightly
Check availability
14 guests
7 bedrooms
4 bathrooms
Originally a small dairy farm, this stone cottage has stood since it was built in 1685, and although it has undergone extensions and renovations, it has retained much of its charm and now makes for a...
€568
/avg nightly
Check availability
6 guests
3 bedrooms
Steeped in bucolic charm, this picture-postcard cottage is a wonderful choice for a family looking for a peaceful getaway. Nestled on a quiet street in the village of Coln, the calm that exudes from t...
€204
/avg nightly
Check availability
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...
€155
/avg nightly
Check availability
5 guests
3 bedrooms
2 bathrooms
A sixteen-minute drive from the city of Cheltenham, which straddles the border of Gloucestershire’s vast ‘Area of Outstanding Natural Beauty’, this cottage sits pretty in the village of Winchcombe. It...
€183
/avg nightly
Check availability
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....
€1,310
/avg nightly
Check availability
4 guests
2 bedrooms
1 bathroom
Tucked along a tree-lined lane on the outskirts of Winchcombe, this sweet cottage is as cosy as it looks. The red brick exterior exudes a simple country charm, but step inside and you'll be surprised...
€126
/avg nightly
Check availability
2 guests
1 bedroom
1 bathroom
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...
€133
/avg nightly
Check availability
6 guests
3 bedrooms
3 bathrooms
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...
€219
/avg nightly
Check availability
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...
€218
/avg nightly
Check availability
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...
€159
/avg nightly
Check availability
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...
€148
/avg nightly
Check availability
10 guests
5 bedrooms
2 bathrooms
If it’s a calming country escape that you’re after, this glorious Gloucestershire bolthole is your golden ticket. Just six miles south of pretty Cheltenham and set right in the heart of the Cotswold W...
€395
/avg nightly
Check availability
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...
€255
/avg nightly
Check availability
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...
€240
/avg nightly
Check availability
10 guests
5 bedrooms
5 bathrooms
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...
€407
/avg nightly
Check availability
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...
€2,729
/avg nightly
Check availability
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...
€120
/avg nightly
Check availability
Self-Catering Cheltenham
