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Cheltenham Family & Kid Friendly Rentals

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201 rentals in Cheltenham.
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4 bedroom town centre gem, popular with contractors !, vacation rental in Cheltenham
4 bedroom town centre gem, popular with contractors !, vacation rental in Cheltenham
4 bedroom town centre gem, popular with contractors !, vacation rental in Cheltenham

4 bedroom town centre gem, popular with contractors !

Rental Home
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Bushcombe House Farm Bushcombe Lane  Woodmancote, vacation rental in Cheltenham
Bushcombe House Farm Bushcombe Lane  Woodmancote, vacation rental in Cheltenham
Bushcombe House Farm Bushcombe Lane  Woodmancote, vacation rental in Cheltenham

Bushcombe House Farm Bushcombe Lane Woodmancote

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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The Dovecote, vacation rental in Cheltenham
The Dovecote, vacation rental in Cheltenham
The Dovecote, vacation rental in Cheltenham

The Dovecote

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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A Spacious first floor apartment set within Barn Conversion, vacation rental in Cheltenham
A Spacious first floor apartment set within Barn Conversion, vacation rental in Cheltenham
A Spacious first floor apartment set within Barn Conversion, vacation rental in Cheltenham

A Spacious first floor apartment set within Barn Conversion

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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King's Cottage, perfect for Cheltenham & Cotswolds, vacation rental in Cheltenham
King's Cottage, perfect for Cheltenham & Cotswolds, vacation rental in Cheltenham
King's Cottage, perfect for Cheltenham & Cotswolds, vacation rental in Cheltenham

King's Cottage, perfect for Cheltenham & Cotswolds

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!, vacation rental in Cheltenham
Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!, vacation rental in Cheltenham
Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!, vacation rental in Cheltenham

Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Huge Regency Beauty with Balcony + Free Parking. Hop Skip & Jump to Restaurants, vacation rental in Cheltenham
Huge Regency Beauty with Balcony + Free Parking. Hop Skip & Jump to Restaurants, vacation rental in Cheltenham
Huge Regency Beauty with Balcony + Free Parking. Hop Skip & Jump to Restaurants, vacation rental in Cheltenham

Huge Regency Beauty with Balcony + Free Parking. Hop Skip & Jump to Restaurants

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Spacious and stylish Montpellier apartment. Parking Included., vacation rental in Cheltenham
Spacious and stylish Montpellier apartment. Parking Included., vacation rental in Cheltenham
Spacious and stylish Montpellier apartment. Parking Included., vacation rental in Cheltenham

Spacious and stylish Montpellier apartment. Parking Included.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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3 bedroom accommodation in Turkdean, near Northleach, vacation rental in Cheltenham
3 bedroom accommodation in Turkdean, near Northleach, vacation rental in Cheltenham
3 bedroom accommodation in Turkdean, near Northleach, vacation rental in Cheltenham

3 bedroom accommodation in Turkdean, near Northleach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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NEW LISTING - Chic Apt in Central Cheltenham, vacation rental in Cheltenham
NEW LISTING - Chic Apt in Central Cheltenham, vacation rental in Cheltenham
NEW LISTING - Chic Apt in Central Cheltenham, vacation rental in Cheltenham

NEW LISTING - Chic Apt in Central Cheltenham

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Cheltenham Garden Apartment, vacation rental in Cheltenham
Cheltenham Garden Apartment, vacation rental in Cheltenham
Cheltenham Garden Apartment, vacation rental in Cheltenham

Cheltenham Garden Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Garden Flat (Grade 2 Listed) With Courtyard Garden Close To Town Centre, vacation rental in Cheltenham
Garden Flat (Grade 2 Listed) With Courtyard Garden Close To Town Centre, vacation rental in Cheltenham
Garden Flat (Grade 2 Listed) With Courtyard Garden Close To Town Centre, vacation rental in Cheltenham

Garden Flat (Grade 2 Listed) With Courtyard Garden Close To Town Centre

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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Beautiful & spacious Regency apt in centre Cheltenham, free parking, vacation rental in Cheltenham
Beautiful & spacious Regency apt in centre Cheltenham, free parking, vacation rental in Cheltenham
Beautiful & spacious Regency apt in centre Cheltenham, free parking, vacation rental in Cheltenham

Beautiful & spacious Regency apt in centre Cheltenham, free parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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STYLISH MEWS HOUSE, SLEEPS 12, CHELTENHAM TOWN CENTRE, PARKING, vacation rental in Cheltenham
STYLISH MEWS HOUSE, SLEEPS 12, CHELTENHAM TOWN CENTRE, PARKING, vacation rental in Cheltenham
STYLISH MEWS HOUSE, SLEEPS 12, CHELTENHAM TOWN CENTRE, PARKING, vacation rental in Cheltenham

STYLISH MEWS HOUSE, SLEEPS 12, CHELTENHAM TOWN CENTRE, PARKING

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Luxury apartment in Montpellier area of Cheltenham, allocate parking at front, vacation rental in Cheltenham
Luxury apartment in Montpellier area of Cheltenham, allocate parking at front, vacation rental in Cheltenham
Luxury apartment in Montpellier area of Cheltenham, allocate parking at front, vacation rental in Cheltenham

Luxury apartment in Montpellier area of Cheltenham, allocate parking at front

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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The Parlour , Emsworth  -  a barn conversion that sleeps 6 guests  in 3 bedrooms, vacation rental in Cheltenham
The Parlour , Emsworth  -  a barn conversion that sleeps 6 guests  in 3 bedrooms, vacation rental in Cheltenham
The Parlour , Emsworth  -  a barn conversion that sleeps 6 guests  in 3 bedrooms, vacation rental in Cheltenham

The Parlour , Emsworth - a barn conversion that sleeps 6 guests in 3 bedrooms

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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3 bedroom accommodation in Sevenhampton, near Cheltenham, vacation rental in Cheltenham
3 bedroom accommodation in Sevenhampton, near Cheltenham, vacation rental in Cheltenham
3 bedroom accommodation in Sevenhampton, near Cheltenham, vacation rental in Cheltenham

3 bedroom accommodation in Sevenhampton, near Cheltenham

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Sherbourne, vacation rental in Cheltenham
Sherbourne, vacation rental in Cheltenham
Sherbourne, vacation rental in Cheltenham

Sherbourne

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Coach House (Hawling), vacation rental in Cheltenham
Coach House (Hawling), vacation rental in Cheltenham
Coach House (Hawling), vacation rental in Cheltenham

Coach House (Hawling)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Tom's Barn - sleeps 10 guests  in 5 bedrooms, vacation rental in Cheltenham
Tom's Barn - sleeps 10 guests  in 5 bedrooms, vacation rental in Cheltenham
Tom's Barn - sleeps 10 guests  in 5 bedrooms, vacation rental in Cheltenham

Tom's Barn - sleeps 10 guests in 5 bedrooms

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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West Mount Cottage -  an annexe that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
West Mount Cottage -  an annexe that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
West Mount Cottage -  an annexe that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham

West Mount Cottage - an annexe that sleeps 4 guests in 2 bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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The Coach House is a detached property in the grounds of the 16th century Old, vacation rental in Cheltenham
The Coach House is a detached property in the grounds of the 16th century Old, vacation rental in Cheltenham
The Coach House is a detached property in the grounds of the 16th century Old, vacation rental in Cheltenham

The Coach House is a detached property in the grounds of the 16th century Old

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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The Dairy , Emsworth  -  a barn conversion that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
The Dairy , Emsworth  -  a barn conversion that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
The Dairy , Emsworth  -  a barn conversion that sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham

The Dairy , Emsworth - a barn conversion that sleeps 4 guests in 2 bedrooms

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Cheltenham Town House (The Cotswolds) Hot Tub, Sauna, Fun Facilities. Sleeps10+, vacation rental in Cheltenham
Cheltenham Town House (The Cotswolds) Hot Tub, Sauna, Fun Facilities. Sleeps10+, vacation rental in Cheltenham
Cheltenham Town House (The Cotswolds) Hot Tub, Sauna, Fun Facilities. Sleeps10+, vacation rental in Cheltenham

Cheltenham Town House (The Cotswolds) Hot Tub, Sauna, Fun Facilities. Sleeps10+

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Windrush Cotswolds Cottage, Sleeps 6, Great Location , vacation rental in Cheltenham
Windrush Cotswolds Cottage, Sleeps 6, Great Location , vacation rental in Cheltenham
Windrush Cotswolds Cottage, Sleeps 6, Great Location , vacation rental in Cheltenham

Windrush Cotswolds Cottage, Sleeps 6, Great Location

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Cotswold Manor House Apartment, set in 45 acres of woodland, pasture and garden., vacation rental in Cheltenham
Cotswold Manor House Apartment, set in 45 acres of woodland, pasture and garden., vacation rental in Cheltenham
Cotswold Manor House Apartment, set in 45 acres of woodland, pasture and garden., vacation rental in Cheltenham

Cotswold Manor House Apartment, set in 45 acres of woodland, pasture and garden.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Gather and Relax in style at this stunning location , vacation rental in Cheltenham
Gather and Relax in style at this stunning location , vacation rental in Cheltenham
Gather and Relax in style at this stunning location , vacation rental in Cheltenham

Gather and Relax in style at this stunning location

Rental Home
6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, Kid friendly
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The Pines , Woodmancote -  retreat in the countryside close to Emsworth, vacation rental in Cheltenham
The Pines , Woodmancote -  retreat in the countryside close to Emsworth, vacation rental in Cheltenham
The Pines , Woodmancote -  retreat in the countryside close to Emsworth, vacation rental in Cheltenham

The Pines , Woodmancote - retreat in the countryside close to Emsworth

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Granary at Hunt Court - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Granary at Hunt Court - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Granary at Hunt Court - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham

Granary at Hunt Court - sleeps 4 guests in 2 bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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HOUSE WITH PRIVATE GARDEN AND PETS ALLOWED . Monthly bookings at £2500 pcm, vacation rental in Cheltenham
HOUSE WITH PRIVATE GARDEN AND PETS ALLOWED . Monthly bookings at £2500 pcm, vacation rental in Cheltenham
HOUSE WITH PRIVATE GARDEN AND PETS ALLOWED . Monthly bookings at £2500 pcm, vacation rental in Cheltenham

HOUSE WITH PRIVATE GARDEN AND PETS ALLOWED . Monthly bookings at £2500 pcm

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Great location - Perfect for Racecourse and town. Walking distance to both., vacation rental in Cheltenham
Great location - Perfect for Racecourse and town. Walking distance to both., vacation rental in Cheltenham
Great location - Perfect for Racecourse and town. Walking distance to both., vacation rental in Cheltenham

Great location - Perfect for Racecourse and town. Walking distance to both.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Oldbury Barn - sleeps 11 guests  in 4 bedrooms, vacation rental in Cheltenham
Oldbury Barn - sleeps 11 guests  in 4 bedrooms, vacation rental in Cheltenham
Oldbury Barn - sleeps 11 guests  in 4 bedrooms, vacation rental in Cheltenham

Oldbury Barn - sleeps 11 guests in 4 bedrooms

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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The Little House, Luxury Cotswolds Stunning Views, vacation rental in Cheltenham
The Little House, Luxury Cotswolds Stunning Views, vacation rental in Cheltenham
The Little House, Luxury Cotswolds Stunning Views, vacation rental in Cheltenham

The Little House, Luxury Cotswolds Stunning Views

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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3bed, 3bath, sleeps 6, parking, Disneyplus, close to towncentre/racecourse, vacation rental in Cheltenham
3bed, 3bath, sleeps 6, parking, Disneyplus, close to towncentre/racecourse, vacation rental in Cheltenham
3bed, 3bath, sleeps 6, parking, Disneyplus, close to towncentre/racecourse, vacation rental in Cheltenham

3bed, 3bath, sleeps 6, parking, Disneyplus, close to towncentre/racecourse

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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The Pines , Woodmancote, vacation rental in Cheltenham
The Pines , Woodmancote, vacation rental in Cheltenham
The Pines , Woodmancote, vacation rental in Cheltenham

The Pines , Woodmancote

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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An apartment that sleeps 4 guests  in 1 bedroom, vacation rental in Cheltenham
An apartment that sleeps 4 guests  in 1 bedroom, vacation rental in Cheltenham
An apartment that sleeps 4 guests  in 1 bedroom, vacation rental in Cheltenham

An apartment that sleeps 4 guests in 1 bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Regency Mews, Cheltenham Gem!, vacation rental in Cheltenham
Regency Mews, Cheltenham Gem!, vacation rental in Cheltenham
Regency Mews, Cheltenham Gem!, vacation rental in Cheltenham

Regency Mews, Cheltenham Gem!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Spacious pet friendly property in the Cotswolds - Laurel Tree Cottage, vacation rental in Cheltenham
Spacious pet friendly property in the Cotswolds - Laurel Tree Cottage, vacation rental in Cheltenham
Spacious pet friendly property in the Cotswolds - Laurel Tree Cottage, vacation rental in Cheltenham

Spacious pet friendly property in the Cotswolds - Laurel Tree Cottage

Rental Home
6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Flat 4, Cheltenham, St George's - Family Friendly self contained 4 bedroom, vacation rental in Cheltenham
Flat 4, Cheltenham, St George's - Family Friendly self contained 4 bedroom, vacation rental in Cheltenham
Flat 4, Cheltenham, St George's - Family Friendly self contained 4 bedroom, vacation rental in Cheltenham

Flat 4, Cheltenham, St George's - Family Friendly self contained 4 bedroom

Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Beautiful Cheltenham Townhouse, vacation rental in Cheltenham
Beautiful Cheltenham Townhouse, vacation rental in Cheltenham
Beautiful Cheltenham Townhouse, vacation rental in Cheltenham

Beautiful Cheltenham Townhouse

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Outbak Shepherds Hut - sleeps 2 guests  in 1 bedroom, vacation rental in Cheltenham
Outbak Shepherds Hut - sleeps 2 guests  in 1 bedroom, vacation rental in Cheltenham
Outbak Shepherds Hut - sleeps 2 guests  in 1 bedroom, vacation rental in Cheltenham

Outbak Shepherds Hut - sleeps 2 guests in 1 bedroom

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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The Nook, vacation rental in Cheltenham
The Nook, vacation rental in Cheltenham
The Nook, vacation rental in Cheltenham

The Nook

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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BRAND NEW 2 BEDROOM REGENCY APARTMENT IN CHELTENHAM TOWN, vacation rental in Cheltenham
BRAND NEW 2 BEDROOM REGENCY APARTMENT IN CHELTENHAM TOWN, vacation rental in Cheltenham
BRAND NEW 2 BEDROOM REGENCY APARTMENT IN CHELTENHAM TOWN, vacation rental in Cheltenham

BRAND NEW 2 BEDROOM REGENCY APARTMENT IN CHELTENHAM TOWN

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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High Columns Cheltenham, vacation rental in Cheltenham
High Columns Cheltenham, vacation rental in Cheltenham
High Columns Cheltenham, vacation rental in Cheltenham

High Columns Cheltenham

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Tiesel Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Tiesel Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Tiesel Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham

Tiesel Cottage - sleeps 4 guests in 2 bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Tom's Barn - A breathtakingly beautiful, converted 200-year-old barn in a  hidde, vacation rental in Cheltenham
Tom's Barn - A breathtakingly beautiful, converted 200-year-old barn in a  hidde, vacation rental in Cheltenham
Tom's Barn - A breathtakingly beautiful, converted 200-year-old barn in a  hidde, vacation rental in Cheltenham

Tom's Barn - A breathtakingly beautiful, converted 200-year-old barn in a hidde

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Oldbury Barn - Fantastic barn conversion in a quiet hamlet with stunning views,, vacation rental in Cheltenham
Oldbury Barn - Fantastic barn conversion in a quiet hamlet with stunning views,, vacation rental in Cheltenham
Oldbury Barn - Fantastic barn conversion in a quiet hamlet with stunning views,, vacation rental in Cheltenham

Oldbury Barn - Fantastic barn conversion in a quiet hamlet with stunning views,

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Stratton House with 5 bedrooms 4 bathrooms !, vacation rental in Cheltenham
Stratton House with 5 bedrooms 4 bathrooms !, vacation rental in Cheltenham
Stratton House with 5 bedrooms 4 bathrooms !, vacation rental in Cheltenham

Stratton House with 5 bedrooms 4 bathrooms !

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Gorgeous 18th Century Barn Conversion - Cotswolds, vacation rental in Cheltenham
Gorgeous 18th Century Barn Conversion - Cotswolds, vacation rental in Cheltenham
Gorgeous 18th Century Barn Conversion - Cotswolds, vacation rental in Cheltenham

Gorgeous 18th Century Barn Conversion - Cotswolds

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Truffles Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Truffles Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham
Truffles Cottage - sleeps 4 guests  in 2 bedrooms, vacation rental in Cheltenham

Truffles Cottage - sleeps 4 guests in 2 bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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