Amberley, Gloucestershire
Winston Manor
15 miles from Cheltenham
- Heated infinity pool
- Games room entertainment
- Six bedroom luxury
- Separate cottage included
- Cotswolds countryside location
Top 5 most popular places in Cotswolds 2026
Cheltenham Holiday Cottages
Page 2
Popular Features
Sleeps
Sleeps
86 cottages found
2 cottages in Cheltenham33 more within 15 miles
Royal Forest of Dean, Gloucestershire
Ingleside
15 miles from Cheltenham
- Sleeps 14 across seven bedrooms
- Hot tub in enclosed garden
- Dining table seats all guests
- Ground floor bedroom available
- Forest of Dean location
Stonehouse, Gloucestershire
Leonard House
15 miles from Cheltenham
- Private hot tub relaxation
- Games room with bar
- Sleeps 18 across bedrooms
- Dog-friendly garden space
- Cotswolds village location
Westbury-on-severn, Gloucestershire
Grade II-Listed Farmhouse for 12 in Westbury-on-Severn
15 miles from Cheltenham
- Sleeps 12 across six bedrooms
- Hot tub for group relaxation
- Two lounges with open fires
- Well-equipped farmhouse kitchen
- Grade II listed period property
From £2,451 for 7 nights
View cottage
Arlingham, Gloucestershire
Wick Court Farm
15 miles from Cheltenham
- Sleeps 40 guests comfortably
- Historic Elizabethan manor house
- Table tennis and football
- Ground floor bedroom access
- AGA kitchen facilities
Stow-On-The-Wold, Gloucestershire
South Hill Farmhouse
15 miles from Cheltenham
- Sleeps 22 guests comfortably
- Two fully equipped kitchens
- Dedicated games room entertainment
- Large enclosed garden space
- Grade Two Listed farmhouse
Little Rissington, Gloucestershire
Bears Court Barn 8
15 miles from Cheltenham
- Private hot tub relaxation
- Three en-suite bathrooms available
- Electric vehicle charging on-site
- Sleeps six across three bedrooms
- Pet-friendly with enclosed garden
Little Rissington, Gloucestershire
Bears Court Barn 5
15 miles from Cheltenham
- Four bedroom Cotswolds lodge
- Private hot tub garden
- Sleeps eight guests comfortably
- Pet friendly accommodation available
- Parking for four cars
Little Rissington, Gloucestershire
Bears Court Barn 6
15 miles from Cheltenham
- Private hot tub garden
- Four bedrooms sleep eight
- Modern kitchen two ovens
- Parking for four cars
- Cotswolds village location
Bourton-on-the-Water, Gloucestershire
Modern Lodge for 8 in Little Rissington
15 miles from Cheltenham
- Private hot tub relaxation
- Games room pool table
- Four bedrooms three bathrooms
- Enclosed garden parking
- Near Bourton-on-the-Water
Stow on the Wold, Gloucestershire
Crooked Cottage
15 miles from Cheltenham
- Historic Cotswold stone cottage
- Central Stow-on-the-Wold location
- Private courtyard with fireplace
- Sleeps 8 across 4 bedrooms
- Dog-friendly up to 3 pets
Frampton on Severn, Gloucestershire
17Th-Century Cottage for 10 in Frampton on Severn
15 miles from Cheltenham
- Hot tub and pizza oven
- Cinema room with PS5 gaming
- Sleeps 10+2 across 5 bedrooms
- England's longest village green access
- 12-seater dining table kitchen
From £2,693 for 7 nights
View cottage
Stow-On-The-Wold, Gloucestershire
Pike Cottage
15 miles from Cheltenham
- Historic period cottage features
- Central Stow-on-the-Wold location
- Sleeps 8 across 4 bedrooms
- Three bathrooms including two ensuites
- Walking distance to market square
Evesham, Worcestershire
Riverside Manor
15 miles from Cheltenham
- Sleeps 10 riverside manor
- Hot tub with river views
- Direct fishing access available
- Four car parking spaces
- Large group social areas
Stow-On-The-Wold, Gloucestershire
Birch House
16 miles from Cheltenham
- Four bedrooms sleep eight
- Games room table tennis
- Walk to town centre
- Pet-friendly welcomes dogs
- Off-road parking spaces
Stow-On-The-Wold, Gloucestershire
Bell Garden
16 miles from Cheltenham
- Four en-suite bedrooms
- Parking for five cars
- Wrap-around garden space
- Stone fireplace lounge
- Pet-friendly Cotswolds location
Bourton-On-The-Water, Gloucestershire
Court Hayes Farm Barns
16 miles from Cheltenham
- Hot tub seats five people
- Ground floor accessible accommodation
- Four bedrooms four bathrooms
- Central Cotswolds location nearby attractions
- Two separate buildings for privacy
Nailsworth, Gloucestershire
Tickmorend Farm
16 miles from Cheltenham
- Swimming pool and hot tub
- Outdoor kitchen pizza oven
- Sleeps 12 five bedrooms
- Enclosed garden and orchard
- Parking for five cars
Coln St Aldwyns, Gloucestershire
The Old Post Office
16 miles from Cheltenham
- Four bedrooms sleeping eight
- Wood-burning stoves throughout
- Large enclosed rear garden
- Village store opposite property
- Excellent group kitchen facilities
Windrush, Oxfordshire
The Malt House
16 miles from Cheltenham
- Heated swimming pool May-September
- Enormous gardens and grounds
- Five bedrooms sleeping eleven guests
- Two dining rooms plus conservatory
- Heart of Cotswolds near Burford
Church Westcote, Oxfordshire
St. Mary's House
17 miles from Cheltenham
- Sleeps eight guests comfortably
- Ground floor accessible accommodation
- Enclosed garden with barbecue
- Parking for four cars
- Cotswold village location
Cirencester, Gloucestershire
Lakefront Lodge
17 miles from Cheltenham
- Stunning lakeside location
- Four bedrooms sleep eight
- Ground floor convenience
- Water sports on doorstep
- Private parking three cars
South Littleton, Worcestershire
Chillon
17 miles from Cheltenham
- Five bedroom ground floor bungalow
- Private hot tub and garden
- Four car parking spaces
- Two ensuite bedrooms available
- Central Cotswolds Shakespeare country location
Moreton-In-Marsh, Gloucestershire
Cotswold House
17 miles from Cheltenham
- Award-winning Victorian townhouse
- Games room with snooker table
- Sleeps 10 across five bedrooms
- Parking for 5-6 cars
- Two minutes to town centre
Newnham, Gloucestershire
House for 8 in Awre
18 miles from Cheltenham
- Private hot tub relaxation
- Detached games room entertainment
- Four bedrooms sleep eight
- Enclosed gardens for pets
- Forest of Dean location
From £1,514 for 7 nights
View cottage
Newnham, Gloucestershire
Spacious Lodge for 12 in Awre
18 miles from Cheltenham
- Sleeps 12 with hot tub
- Games room entertainment facilities
- Six bedrooms three bathrooms
- Enclosed garden pet friendly
- Forest of Dean location
From £2,186 for 7 nights
View cottage
Cirencester, Gloucestershire
House for 8 in South Cerney
18 miles from Cheltenham
- Stunning lakeside location
- Sleeps eight guests comfortably
- Free kayaks and tennis
- Four bedrooms three bathrooms
- Perfect Cotswolds group base
From £1,417 for 7 nights
View cottage
Cotswold Water Park, Gloucestershire
Bridge House
18 miles from Cheltenham
- Heated swimming pool year-round
- Sleeps 8 four bedrooms
- Thames Path back garden access
- Tennis courts five-a-side pitch
- 450-acre nature reserve location
Moreton-In-Marsh, Gloucestershire
2 Summers Way
18 miles from Cheltenham
- Sleeps eight guests comfortably
- Three car parking spaces
- Pet-friendly with garden
- Central Cotswolds location
- Electric vehicle charging available
Somerford Keynes, Gloucestershire
Large House for 10 in Somerford Keynes
18 miles from Cheltenham
- Large group Cotswolds base
- Minutes from Cirencester town
- Cotswold Water Park nearby
- Spacious shared living areas
- Ideal for celebrations and reunions
From £1,161 for 4 nights
View cottage