We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Upton St Leonards Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 mi
50 rentals in Upton St Leonards.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
2 Little Court Cottages, vacation rental in Upton St Leonards
2 Little Court Cottages, vacation rental in Upton St Leonards
2 Little Court Cottages, vacation rental in Upton St Leonards

2 Little Court Cottages

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Central Cotswolds with amazing views towards Cheltenham, Gloucester and beyond, vacation rental in Upton St Leonards
Central Cotswolds with amazing views towards Cheltenham, Gloucester and beyond, vacation rental in Upton St Leonards
Central Cotswolds with amazing views towards Cheltenham, Gloucester and beyond, vacation rental in Upton St Leonards

Central Cotswolds with amazing views towards Cheltenham, Gloucester and beyond

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
2 Little Court Cottages, vacation rental in Upton St Leonards
2 Little Court Cottages, vacation rental in Upton St Leonards
2 Little Court Cottages, vacation rental in Upton St Leonards

2 Little Court Cottages

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
1 Little Court Cottages, vacation rental in Upton St Leonards
1 Little Court Cottages, vacation rental in Upton St Leonards
1 Little Court Cottages, vacation rental in Upton St Leonards

1 Little Court Cottages

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
LITTLE NOO, charming terraced cottage, gardens, close to amenities, near, vacation rental in Upton St Leonards
LITTLE NOO, charming terraced cottage, gardens, close to amenities, near, vacation rental in Upton St Leonards
LITTLE NOO, charming terraced cottage, gardens, close to amenities, near, vacation rental in Upton St Leonards

LITTLE NOO, charming terraced cottage, gardens, close to amenities, near

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Tranquil Luxury Barn, panoramic views, newly refurbished - within organic farm, vacation rental in Upton St Leonards
Tranquil Luxury Barn, panoramic views, newly refurbished - within organic farm, vacation rental in Upton St Leonards
Tranquil Luxury Barn, panoramic views, newly refurbished - within organic farm, vacation rental in Upton St Leonards

Tranquil Luxury Barn, panoramic views, newly refurbished - within organic farm

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
 Riverside House with indoor heated pool ,Hot tub and  Games Lodge  , vacation rental in Upton St Leonards
 Riverside House with indoor heated pool ,Hot tub and  Games Lodge  , vacation rental in Upton St Leonards
 Riverside House with indoor heated pool ,Hot tub and  Games Lodge  , vacation rental in Upton St Leonards

Riverside House with indoor heated pool ,Hot tub and Games Lodge

Rental Home
8 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps
More info
Check in
Check out
Payment Protection

Quiet Edwardian era House in the Cotswolds

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Cotswolds 19th C Former Inn with extensive grounds, vacation rental in Upton St Leonards
Cotswolds 19th C Former Inn with extensive grounds, vacation rental in Upton St Leonards
Cotswolds 19th C Former Inn with extensive grounds, vacation rental in Upton St Leonards

Cotswolds 19th C Former Inn with extensive grounds

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Perfectly Located for Exploring Cheltenham, vacation rental in Upton St Leonards
Perfectly Located for Exploring Cheltenham, vacation rental in Upton St Leonards
Perfectly Located for Exploring Cheltenham, vacation rental in Upton St Leonards

Perfectly Located for Exploring Cheltenham

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Upton St Leonards rentals sent straight to your email!
Dove Lodge Painswick, vacation rental in Upton St Leonards
Dove Lodge Painswick, vacation rental in Upton St Leonards
Dove Lodge Painswick, vacation rental in Upton St Leonards

Dove Lodge Painswick

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Payment Protection
Stylish, modern, spacious fully refurbished getaway, vacation rental in Upton St Leonards
Stylish, modern, spacious fully refurbished getaway, vacation rental in Upton St Leonards
Stylish, modern, spacious fully refurbished getaway, vacation rental in Upton St Leonards

Stylish, modern, spacious fully refurbished getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Mulberry House The Cotswold Room, vacation rental in Upton St Leonards
The Mulberry House The Cotswold Room, vacation rental in Upton St Leonards
The Mulberry House The Cotswold Room, vacation rental in Upton St Leonards

The Mulberry House The Cotswold Room

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Regency style in the heart of Gloucester with period features and amazing views, vacation rental in Upton St Leonards
Regency style in the heart of Gloucester with period features and amazing views, vacation rental in Upton St Leonards
Regency style in the heart of Gloucester with period features and amazing views, vacation rental in Upton St Leonards

Regency style in the heart of Gloucester with period features and amazing views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Lakeside Cottage, Painswick, vacation rental in Upton St Leonards
Lakeside Cottage, Painswick, vacation rental in Upton St Leonards
Lakeside Cottage, Painswick, vacation rental in Upton St Leonards

Lakeside Cottage, Painswick

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Regency Style in heart of Gloucester with secure parking Sleeps 4, vacation rental in Upton St Leonards
Regency Style in heart of Gloucester with secure parking Sleeps 4, vacation rental in Upton St Leonards
Regency Style in heart of Gloucester with secure parking Sleeps 4, vacation rental in Upton St Leonards

Regency Style in heart of Gloucester with secure parking Sleeps 4

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Judges 6&7 Combined · 4 Bedrooms / Sleeps 12 with parking. 2 Apartments joined, vacation rental in Upton St Leonards
Judges 6&7 Combined · 4 Bedrooms / Sleeps 12 with parking. 2 Apartments joined, vacation rental in Upton St Leonards
Judges 6&7 Combined · 4 Bedrooms / Sleeps 12 with parking. 2 Apartments joined, vacation rental in Upton St Leonards

Judges 6&7 Combined · 4 Bedrooms / Sleeps 12 with parking. 2 Apartments joined

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
The Bungalow, vacation rental in Upton St Leonards
The Bungalow, vacation rental in Upton St Leonards
The Bungalow, vacation rental in Upton St Leonards

The Bungalow

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Stylish Large flat inc garden nr Docks with secure parking, vacation rental in Upton St Leonards
Stylish Large flat inc garden nr Docks with secure parking, vacation rental in Upton St Leonards
Stylish Large flat inc garden nr Docks with secure parking, vacation rental in Upton St Leonards

Stylish Large flat inc garden nr Docks with secure parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
BEECHES STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards
BEECHES STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards
BEECHES STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards

BEECHES STUDIO, cosy studio with king-size bed, ideal touring base in Cranham

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
ROWAN STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards
ROWAN STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards
ROWAN STUDIO, cosy studio with king-size bed, ideal touring base in Cranham, vacation rental in Upton St Leonards

ROWAN STUDIO, cosy studio with king-size bed, ideal touring base in Cranham

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Comfy Cotswolds - spacious DBL bedroom (listing 2), vacation rental in Upton St Leonards
Comfy Cotswolds - spacious DBL bedroom (listing 2), vacation rental in Upton St Leonards
Comfy Cotswolds - spacious DBL bedroom (listing 2), vacation rental in Upton St Leonards

Comfy Cotswolds - spacious DBL bedroom (listing 2)

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Comfy Cotswolds - spacious DBL bedroom (listing 1), vacation rental in Upton St Leonards
Comfy Cotswolds - spacious DBL bedroom (listing 1), vacation rental in Upton St Leonards
Comfy Cotswolds - spacious DBL bedroom (listing 1), vacation rental in Upton St Leonards

Comfy Cotswolds - spacious DBL bedroom (listing 1)

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Lakeside Cottage, PAINSWICK, vacation rental in Upton St Leonards
Lakeside Cottage, PAINSWICK, vacation rental in Upton St Leonards
Lakeside Cottage, PAINSWICK, vacation rental in Upton St Leonards

Lakeside Cottage, PAINSWICK

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Quire Court Apartments - Apartment QC10W, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC10W, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC10W, vacation rental in Upton St Leonards

Quire Court Apartments - Apartment QC10W

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Quire Court Apartments - Apartment QC5, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC5, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC5, vacation rental in Upton St Leonards

Quire Court Apartments - Apartment QC5

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Quire Court Apartments - Apartment QC4, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC4, vacation rental in Upton St Leonards
Quire Court Apartments - Apartment QC4, vacation rental in Upton St Leonards

Quire Court Apartments - Apartment QC4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Romantic Retreat with glorious Cotswold views, vacation rental in Upton St Leonards
Romantic Retreat with glorious Cotswold views, vacation rental in Upton St Leonards
Romantic Retreat with glorious Cotswold views, vacation rental in Upton St Leonards

Romantic Retreat with glorious Cotswold views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Coach House is a beautiful 18th Century property set in the Village of Edge, vacation rental in Upton St Leonards
The Coach House is a beautiful 18th Century property set in the Village of Edge, vacation rental in Upton St Leonards
The Coach House is a beautiful 18th Century property set in the Village of Edge, vacation rental in Upton St Leonards

The Coach House is a beautiful 18th Century property set in the Village of Edge

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Apartment 14.  Large 2 bedroom regency building with gorgeous view near docks, vacation rental in Upton St Leonards
Apartment 14.  Large 2 bedroom regency building with gorgeous view near docks, vacation rental in Upton St Leonards
Apartment 14.  Large 2 bedroom regency building with gorgeous view near docks, vacation rental in Upton St Leonards

Apartment 14. Large 2 bedroom regency building with gorgeous view near docks

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Light High Ceilings Regency 2 bedroom with gorgeous views, vacation rental in Upton St Leonards
Light High Ceilings Regency 2 bedroom with gorgeous views, vacation rental in Upton St Leonards
Light High Ceilings Regency 2 bedroom with gorgeous views, vacation rental in Upton St Leonards

Light High Ceilings Regency 2 bedroom with gorgeous views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
30ft High Loft style apartment with huge windows and secure parking, vacation rental in Upton St Leonards
30ft High Loft style apartment with huge windows and secure parking, vacation rental in Upton St Leonards
30ft High Loft style apartment with huge windows and secure parking, vacation rental in Upton St Leonards

30ft High Loft style apartment with huge windows and secure parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Wonderful Spacious Apartment with 30 foot high ceilings and period features, vacation rental in Upton St Leonards
Wonderful Spacious Apartment with 30 foot high ceilings and period features, vacation rental in Upton St Leonards
Wonderful Spacious Apartment with 30 foot high ceilings and period features, vacation rental in Upton St Leonards

Wonderful Spacious Apartment with 30 foot high ceilings and period features

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Stylish Grd floor nr Docks inc parking near Gloucester Docks and City Centre, vacation rental in Upton St Leonards
Stylish Grd floor nr Docks inc parking near Gloucester Docks and City Centre, vacation rental in Upton St Leonards
Stylish Grd floor nr Docks inc parking near Gloucester Docks and City Centre, vacation rental in Upton St Leonards

Stylish Grd floor nr Docks inc parking near Gloucester Docks and City Centre

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Large 3 bedroom apartment with parking nr docks, vacation rental in Upton St Leonards
Large 3 bedroom apartment with parking nr docks, vacation rental in Upton St Leonards
Large 3 bedroom apartment with parking nr docks, vacation rental in Upton St Leonards

Large 3 bedroom apartment with parking nr docks

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Large 2 Bed Period luxury inc Parking nr Docks, vacation rental in Upton St Leonards
Large 2 Bed Period luxury inc Parking nr Docks, vacation rental in Upton St Leonards
Large 2 Bed Period luxury inc Parking nr Docks, vacation rental in Upton St Leonards

Large 2 Bed Period luxury inc Parking nr Docks

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Regency charm in the heart of Gloucester + parking, vacation rental in Upton St Leonards
Regency charm in the heart of Gloucester + parking, vacation rental in Upton St Leonards
Regency charm in the heart of Gloucester + parking, vacation rental in Upton St Leonards

Regency charm in the heart of Gloucester + parking

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Sleeps 14 excellent family apartment with parking, vacation rental in Upton St Leonards
Sleeps 14 excellent family apartment with parking, vacation rental in Upton St Leonards
Sleeps 14 excellent family apartment with parking, vacation rental in Upton St Leonards

Sleeps 14 excellent family apartment with parking

Condo/Apartment
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Payment Protection
Tudor Oak Shepherds Hut, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards
Tudor Oak Shepherds Hut, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards
Tudor Oak Shepherds Hut, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards

Tudor Oak Shepherds Hut, Painswick - sleeps 2 guests in 1 bedroom

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Under The Walnut Tree Shepherds, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards
Under The Walnut Tree Shepherds, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards
Under The Walnut Tree Shepherds, Painswick - sleeps 2 guests  in 1 bedroom, vacation rental in Upton St Leonards

Under The Walnut Tree Shepherds, Painswick - sleeps 2 guests in 1 bedroom

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Farm View Lodge, Painswick, vacation rental in Upton St Leonards
Farm View Lodge, Painswick, vacation rental in Upton St Leonards
Farm View Lodge, Painswick, vacation rental in Upton St Leonards

Farm View Lodge, Painswick

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Court Cottage, Painswick - sleeps 8 guests  in 4 bedrooms, vacation rental in Upton St Leonards
Court Cottage, Painswick - sleeps 8 guests  in 4 bedrooms, vacation rental in Upton St Leonards
Court Cottage, Painswick - sleeps 8 guests  in 4 bedrooms, vacation rental in Upton St Leonards

Court Cottage, Painswick - sleeps 8 guests in 4 bedrooms

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Springfield, Cranham - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards
Springfield, Cranham - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards
Springfield, Cranham - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards

Springfield, Cranham - sleeps 5 guests in 3 bedrooms

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
The Glebe, Painswick, vacation rental in Upton St Leonards
The Glebe, Painswick, vacation rental in Upton St Leonards
The Glebe, Painswick, vacation rental in Upton St Leonards

The Glebe, Painswick

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
The Coach House, Brockworth, vacation rental in Upton St Leonards
The Coach House, Brockworth, vacation rental in Upton St Leonards
The Coach House, Brockworth, vacation rental in Upton St Leonards

The Coach House, Brockworth

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Beautiful 1bed apartment the iconic Post House in Gloucester, vacation rental in Upton St Leonards
Beautiful 1bed apartment the iconic Post House in Gloucester, vacation rental in Upton St Leonards
Beautiful 1bed apartment the iconic Post House in Gloucester, vacation rental in Upton St Leonards

Beautiful 1bed apartment the iconic Post House in Gloucester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Quiet Edwardian era House, vacation rental in Upton St Leonards
Quiet Edwardian era House, vacation rental in Upton St Leonards
Quiet Edwardian era House, vacation rental in Upton St Leonards

Quiet Edwardian era House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards
Stable Cottage at Freams Farm, Painswick - sleeps 5 guests  in 3 bedrooms, vacation rental in Upton St Leonards

Stable Cottage at Freams Farm, Painswick - sleeps 5 guests in 3 bedrooms

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Huge Ground floor apartment near the docks with parking , vacation rental in Upton St Leonards
Huge Ground floor apartment near the docks with parking , vacation rental in Upton St Leonards
Huge Ground floor apartment near the docks with parking , vacation rental in Upton St Leonards

Huge Ground floor apartment near the docks with parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Large beautiful apartment with parking nr docks, vacation rental in Upton St Leonards
Large beautiful apartment with parking nr docks, vacation rental in Upton St Leonards
Large beautiful apartment with parking nr docks, vacation rental in Upton St Leonards

Large beautiful apartment with parking nr docks

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Upton St Leonards