Cheltenham, Gloucestershire
Withington Grange
- Heated outdoor swimming pool
- Tennis courts on site
- Hot tub relaxation
- Three acres private grounds
- Sleeps 12 guests comfortably
Top 5 most popular places in Cotswolds 2026
Cheltenham Holiday Cottages
Large group cottages in and around Cheltenham, from converted barns to country houses that sleep 8 or more. Compare sleeping space, bedrooms and features such as hot tubs, games rooms and pet-friendly options, then check live availability with the booking partner.
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86 cottages found
2 cottages in Cheltenham33 more within 15 miles
Cheltenham, Gloucestershire
Stone-Built Cottage for 9 in Lower Slaughter
- 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 nights
View cottage
Southam, Gloucestershire
Suncroft
3 miles from Cheltenham
- Four bedrooms sleeping eight
- Three car parking spaces
- Woodburning stove sitting room
- Enclosed rear patio garden
- Two miles from Cheltenham
Brockworth, Gloucestershire
Leafield Cottage
5 miles from Cheltenham
- Sleeps 10 guests comfortably
- Four bedrooms three bathrooms
- Parking for seven cars
- Large manicured garden space
- Ground floor bedroom access
Sheepscombe, Gloucestershire
The Gables
8 miles from Cheltenham
- Sleeps eight with hot tub
- Stunning panoramic valley views
- Four bedrooms three bathrooms
- Multi-level gardens and patios
- Walking distance to village pub
Painswick, Gloucestershire
Highgrove Barn
9 miles from Cheltenham
- Sleeps 10 across five bedrooms
- Games room with table tennis
- Traditional Aga range cooker
- Enclosed garden with parking
- Cotswolds Way National Trail access
Naunton, Gloucestershire
Flynn's Barn
10 miles from Cheltenham
- Three en-suite bedrooms
- Ground floor accessibility
- Sleeps eight guests
- Peaceful countryside location
- Off-road parking three cars
Aylworth nr Naunton, Gloucestershire
Hetty's Stables
10 miles from Cheltenham
- Three en-suite bedrooms
- Ground floor accessibility
- Parking for three cars
- Open plan living space
- Peaceful countryside location
Turkdean, Gloucestershire
The Snicket
10 miles from Cheltenham
- Sleeps eight across four bedrooms
- Parking for six cars available
- Two living rooms with fires
- Multi-level garden with patio
- Walking distance to countryside
Stroud, Gloucestershire
Hammonds Farmhouse
10 miles from Cheltenham
- Eight bedrooms sleep sixteen
- Games room with pool table
- Ten car parking spaces
- Stunning Gloucestershire countryside views
- Fully equipped kitchen facilities
France Lynch, Gloucestershire
Grade II-Listed Manor House for 17 in France Lynch
12 miles from Cheltenham
- 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 nights
View cottage
Cirencester, Gloucestershire
The Gate House
12 miles from Cheltenham
- Five king-size bedrooms
- Two separate conservatories
- Parking for five cars
- Large enclosed garden
- Walking distance to pubs
Gloucester, Gloucestershire
Spectacular Lodge for 24 in Minsterworth
13 miles from Cheltenham
- Hot tub relaxation
- Cinema and games room
- River Severn access
- Sleeps 24 guests
Stroud, Gloucestershire
Converted Cottage for 6 in Chalford
13 miles from Cheltenham
- Wood-fired pizza oven
- Tennis court facilities
- 17-acre private grounds
- Sleeps 6 guests
- Parking for 3 cars
From £902 for 7 nights
View cottage
Gloucester, Gloucestershire
Longmynd
13 miles from Cheltenham
- Sleeps 12 riverside luxury
- Hot tub with sound system
- Stunning River Severn views
- Seven car parking spaces
- Entertainment room with games
Childswickham, Worcestershire
Mount View
13 miles from Cheltenham
- Sleeps 8 across 4 bedrooms
- Parking for 4 cars
- 0.9 miles from Broadway
- Open-plan living area
- Modern kitchen facilities
Broadway, Worcestershire
Large Cottage for 16 in Broadway - Cotswolds
13 miles from Cheltenham
- 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
Barnsley, Gloucestershire
Greyhound Barn
13 miles from Cheltenham
- Sleeps 16 across 8 bedrooms
- Games room with Wii console
- Grade II listed former brewery
- Parking for 4 cars
- Perfect Cotswolds village location
Stroud, Gloucestershire
Large Lodge for 10 in Brimscombe
13 miles from Cheltenham
- 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 nights
View cottage
Bourton-On-The-Water, Gloucestershire
Robins Nest
13 miles from Cheltenham
- Five bedrooms sleeping 10
- Parking for four cars
- Ten minute village walk
- Enclosed south-facing garden
- AGA kitchen facilities
Lower Slaughter, Gloucestershire
Church View (Lower Slaughter)
14 miles from Cheltenham
- 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
Bourton-On-The-Water, Gloucestershire
Traditional House for 6 in Bourton-on-the-Water
14 miles from Cheltenham
- 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 nights
View cottage
Bourton-on-the-Water, Gloucestershire
Honeystones
14 miles from Cheltenham
- Sleeps 9 in 4 bedrooms
- Garage parking for groups
- Half mile to village centre
- Enclosed garden with BBQ
- Separate snug with games
Broadway, Worcestershire
Cotsall House
14 miles from Cheltenham
- Five bedrooms sleeping eleven guests
- Outdoor kitchen with gas barbecue
- South-facing landscaped garden spaces
- Gated parking for four cars
- Broadway village centre location
Bourton-on-the-Water, Gloucestershire
The Bybrook
14 miles from Cheltenham
- Sleeps nine guests comfortably
- Four bedrooms plus family room
- Central Bourton-on-the-Water location
- Private parking for two cars
- Enclosed garden with barbecue
Broadway, Worcestershire
17 Sands Close
14 miles from Cheltenham
- Sleeps 11 in six bedrooms
- Ground floor bedroom available
- Private parking four cars
- Ten minute walk Broadway centre
- Enclosed garden with lawn
Westbury-on-severn, Gloucestershire
Converted Stone Barn for 14 in Chaxhill
14 miles from Cheltenham
- Stone barn sleeps fifteen
- Games room with pool table
- Enclosed walled garden space
- Forest of Dean location
- Ground floor bedroom available
From £3,064 for 7 nights
View cottage
Cirencester, Gloucestershire
The Barns at Ampneyfield
14 miles from Cheltenham
- Three luxury Cotswolds cottages
- Sleeps up to 10 guests
- Private gardens and parking
- Modern kitchens throughout
- Near Cirencester and Bibury
Stonehouse, Gloucestershire
The Bullseye
14 miles from Cheltenham
- Sleeps 19 across seven bedrooms
- Hot tub in enclosed garden
- External games room with entertainment
- Open plan kitchen diner space
- Three car parking spaces
Lower Swell, Gloucestershire
The Old School House
14 miles from Cheltenham
- Sleeps 11 across five bedrooms
- Enclosed garden with patio furniture
- Woodburning stove and Smart TV
- Dog-friendly with secure outdoor space
- Prime Cotswolds village location
Explore more of Cotswolds
Popular towns and villages in and around Cheltenham