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- Honey Stone Cottage
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- Old Library Mews
- Crooked Cottage
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- Church Farm Barns 5
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- Lakefront Lodge
- Katsura House
- The Bybrook
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- Ardens Court Farmhouse
- Cotsall House
- Birch House
- Cotswold House
- Delacy
- Lower Farm Barn
Cheltenham Holiday Cottages
Rated Top 5 Most Popular Places in Cotswolds 2026 by our visitors
Our curated collection of Cheltenham cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Cheltenham holiday home today.
- Heated outdoor swimming pool
- Tennis courts on site
- Hot tub relaxation
- Three acres private grounds
- Sleeps 12 guests comfortably
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Visitor Rating
4
- Stone cottage sleeping six
- Log burner and underfloor heating
- Landscaped garden with gas BBQ
- Perfect Cotswolds village location
- Private parking for two cars
From £1,929 for 7 Nts
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Visitor Rating
3.7
- Four bedrooms sleeping eight
- Three car parking spaces
- Woodburning stove sitting room
- Enclosed rear patio garden
- Two miles from Cheltenham
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- Sleeps 10 guests comfortably
- Four bedrooms three bathrooms
- Parking for seven cars
- Large manicured garden space
- Ground floor bedroom access
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Visitor Rating
4.6
- Grade II listed manor house
- Sleeps 14 across 6 bedrooms
- Seven seater hot tub
- Three acres enclosed gardens
- Gated parking six cars
From £4,705 for 7 Nts
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Visitor Rating
4
- Working farm barn conversion
- Sleeps 8 across 4 bedrooms
- Enclosed garden for dogs
- Exceptionally well equipped kitchen
- Ample off road parking
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Visitor Rating
4.9
- Sleeps eight with hot tub
- Stunning panoramic valley views
- Four bedrooms three bathrooms
- Multi-level gardens and patios
- Walking distance to village pub
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Visitor Rating
4.7
- Sleeps 10 across five bedrooms
- Games room with table tennis
- Traditional Aga range cooker
- Enclosed garden with parking
- Cotswolds Way National Trail access
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Visitor Rating
4.8
- Three en-suite bedrooms
- Ground floor accessibility
- Sleeps eight guests
- Peaceful countryside location
- Off-road parking three cars
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Visitor Rating
4.8
- Three en-suite bedrooms
- Ground floor accessibility
- Parking for three cars
- Open plan living space
- Peaceful countryside location
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Visitor Rating
4.8
- Sleeps eight across four bedrooms
- Parking for six cars available
- Two living rooms with fires
- Multi-level garden with patio
- Walking distance to countryside
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Visitor Rating
4.9
- Eight bedrooms sleep sixteen
- Games room with pool table
- Ten car parking spaces
- Stunning Gloucestershire countryside views
- Fully equipped kitchen facilities
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Visitor Rating
4.6
- Private hot tub relaxation
- Games room pool table
- Four bedrooms three bathrooms
- Enclosed garden parking
- Near Bourton-on-the-Water
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Visitor Rating
4.7
- Five king-size bedrooms
- Two separate conservatories
- Parking for five cars
- Large enclosed garden
- Walking distance to pubs
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Visitor Rating
5
- Indoor heated swimming pool
- Hot tub relaxation
- Cinema and games room
- River Severn access
- Sleeps 24 guests
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Visitor Rating
4
- Wood-fired pizza oven
- Tennis court facilities
- 17-acre private grounds
- Sleeps 6 guests
- Parking for 3 cars
From £902 for 7 Nts
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Visitor Rating
5
- Sleeps 12 riverside luxury
- Hot tub with sound system
- Stunning River Severn views
- Seven car parking spaces
- Entertainment room with games
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Visitor Rating
4.5
- Sleeps 8 across 4 bedrooms
- Parking for 4 cars
- 0.9 miles from Broadway
- Open-plan living area
- Modern kitchen facilities
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- Large group cottage in Broadway
- Heart of the Cotswolds village
- Multiple bedrooms and social spaces
- Broadway Tower two miles away
- Stratford-upon-Avon 30 minutes drive
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Visitor Rating
5
- Luxury barn sleeps 8
- Working farm location
- Four bedrooms three bathrooms
- Dog walking fields on-site
- Near Malvern Hills Cotswolds
From £1,675 for 7 Nts
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Visitor Rating
3.9
- Sleeps 16 across 8 bedrooms
- Games room with Wii console
- Grade II listed former brewery
- Parking for 4 cars
- Perfect Cotswolds village location
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Visitor Rating
5
- Games barn with pool table
- Hot tub with valley views
- Sleeps 10 across five bedrooms
- Two acres of enclosed paddocks
- Premium kitchen with gas Aga
From £3,560 for 7 Nts
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Visitor Rating
4.8
- Five bedrooms sleeping 10
- Parking for four cars
- Ten minute village walk
- Enclosed south-facing garden
- AGA kitchen facilities
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Visitor Rating
4.6
- Historic 17th century stone cottage
- Sleeps 8 across 4 bedrooms
- Parking for 4 cars included
- Beautiful walled garden with views
- Walking distance to village attractions
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Visitor Rating
4
- Historic Cotswolds mews property
- Central Bourton-on-the-Water location
- Multiple bedrooms for groups
- Walking distance village amenities
- Traditional stone building character
From £829 for 7 Nts
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Visitor Rating
4.4
- Sleeps 9 in 4 bedrooms
- Garage parking for groups
- Half mile to village centre
- Enclosed garden with BBQ
- Separate snug with games
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Visitor Rating
4.8
- Five bedrooms sleeping eleven guests
- Outdoor kitchen with gas barbecue
- South-facing landscaped garden spaces
- Gated parking for four cars
- Broadway village centre location
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Visitor Rating
4.4
- Sleeps nine guests comfortably
- Four bedrooms plus family room
- Central Bourton-on-the-Water location
- Private parking for two cars
- Enclosed garden with barbecue
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Visitor Rating
4.8
- Sleeps 11 in six bedrooms
- Ground floor bedroom available
- Private parking four cars
- Ten minute walk Broadway centre
- Enclosed garden with lawn
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Visitor Rating
4.7
- Five double bedrooms sleep ten
- Open plan kitchen dining area
- Large garden with barbecue facilities
- Ground floor bedroom and bathroom
- Welcome hamper with local treats
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Explore more of Cotswolds
Popular towns and villages in and around Cheltenham
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