Title: Upton St. Leonards Vacation Rentals from CA $137: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upton St. Leonards vacation rentals

![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/cc62cdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/55e6ecef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/692b41ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/3a7c7a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Gloucester

[](https://www.expedia.ca/Gloucester-Hotels-Little-Noo.h114091548.Hotel-Information)

CA $679

CA $815 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Gloucester-Hotels-Little-Noo.h114091548.Hotel-Information)

![Cottage | Living room](https://images.trvl-media.com/lodging/79000000/78300000/78299800/78299788/a1c649ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/79000000/78300000/78299800/78299788/35a4457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78300000/78299800/78299788/887333f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78300000/78299800/78299788/28e15d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Gloucester

[](https://www.expedia.ca/Gloucester-Hotels-Meadow-Lodge-Berrys-Place-Farm.h78299788.Hotel-Information)

CA $494

CA $593 total

includes taxes & fees

Mar 21 - Mar 22

[](https://www.expedia.ca/Gloucester-Hotels-Meadow-Lodge-Berrys-Place-Farm.h78299788.Hotel-Information)

![In-room dining](https://images.trvl-media.com/lodging/122000000/121160000/121158700/121158697/d814394d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121160000/121158700/121158697/6c16caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/122000000/121160000/121158700/121158697/1fdeb5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121160000/121158700/121158697/853a400d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cheltenham

[](https://www.expedia.ca/Cheltenham-Hotels-Charming-2-Bedroom-Home-In-The-Cotswolds.h121158697.Hotel-Information)

10/10

Exceptional

(1 review)

"Cute home, lovely neighbours and we had a great stay. It’s a very cozy and clean space. Will definitely book again next time I am in England."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Rafee

CA $185

CA $552 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Cheltenham-Hotels-Charming-2-Bedroom-Home-In-The-Cotswolds.h121158697.Hotel-Information)

![In-room dining](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/f5f2dfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/cefa8087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/58c8e61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124250000/124241500/124241452/60fb6db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bourton-on-the-Water

[](https://www.expedia.ca/Cheltenham-Hotels-Stunning-2BD-In-Bourton-On-The-Water.h124241452.Hotel-Information)

CA $177

CA $421 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Cheltenham-Hotels-Stunning-2BD-In-Bourton-On-The-Water.h124241452.Hotel-Information)

![Studio, Ensuite (Stable) | Lounge](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/679d352a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/9713799a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ensuite (Coach House) | Lounge](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/418db649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/0558aa6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Stroud

[](https://www.expedia.ca/Stroud-Hotels-The-Coach-House-And-The-Stable.h70954789.Hotel-Information)

9.0/10

Wonderful

(41 reviews)

"Great stay "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Tania

CA $114

CA $137 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Stroud-Hotels-The-Coach-House-And-The-Stable.h70954789.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/5802a2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/aa9dde64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/6d801ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/113000000/112690000/112682900/112682849/9e239053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Malmesbury

[](https://www.expedia.ca/Malmesbury-Hotels-Eilmers-Cottage-Lovely-4BD-In-Malmesbury.h112682849.Hotel-Information)

CA $566

CA $971 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Malmesbury-Hotels-Eilmers-Cottage-Lovely-4BD-In-Malmesbury.h112682849.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/e6b0cdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/0db45468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/01e53d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/90000000/89560000/89556000/89555924/a0f31046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Gloucester

[](https://www.expedia.ca/Gloucester-Hotels-Stylish-Loft-Style-Two-Bedroom-Apartment.h89555924.Hotel-Information)

10/10

Exceptional

(1 review)

"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Wayne

CA $302

CA $362 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Gloucester-Hotels-Stylish-Loft-Style-Two-Bedroom-Apartment.h89555924.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124520000/124510300/124510288/ab8e89f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/125000000/124520000/124510300/124510288/92fd1b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124520000/124510300/124510288/c239202c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124510300/124510288/8109ca27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cheltenham

[](https://www.expedia.ca/Cheltenham-Hotels-Stunning-High-Street-Loft-In-Cheltenham.h124510288.Hotel-Information)

CA $189

CA $480 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Cheltenham-Hotels-Stunning-High-Street-Loft-In-Cheltenham.h124510288.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/46ee862b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/31126710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/270-b3b980ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18990800/18990736/1de6ba87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Poulton

[](https://www.expedia.ca/Cirencester-Hotels-Recently-Converted-Self-Contained-Apartment-With-Garden-In-Cotswold-Village.h18990736.Hotel-Information)

9.0/10

Wonderful

(38 reviews)

"Really easy check in and perfect accomadation"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Emma G.

CA $110

CA $154 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Cirencester-Hotels-Recently-Converted-Self-Contained-Apartment-With-Garden-In-Cotswold-Village.h18990736.Hotel-Information)

![Apartment, Private Bathroom (3 Bedrooms)](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/2ed48585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/fed0c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/bbb8b592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17410000/17403100/17403049/b00ceafd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Stroud

[](https://www.expedia.ca/Stroud-Hotels-Grigshot-Apartment.h17403049.Hotel-Information)

9.6/10

Exceptional

(9 reviews)

"A very unique interesting stay. Highly recommend it. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregory

CA $181

CA $218 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Stroud-Hotels-Grigshot-Apartment.h17403049.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99980000/99975800/99975761/a8be3dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/100000000/99980000/99975800/99975761/6989f432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/100000000/99980000/99975800/99975761/c1eecb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99980000/99975800/99975761/37732a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Malmesbury

[](https://www.expedia.ca/Malmesbury-Hotels-The-Big-Box-Brandeers.h99975761.Hotel-Information)

CA $774

CA $929 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Malmesbury-Hotels-The-Big-Box-Brandeers.h99975761.Hotel-Information)

![Grand Apartment, 2 Bedrooms, Courtyard View | Living area](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/1f3c0421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Apartment, 2 Bedrooms, Courtyard View, Garden Area | Living area](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/30ec419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Apartment, 1 King Bed with Sofa bed, Park View | Living room](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/6363f812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Apartment, 2 Bedrooms, Courtyard View](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/052914c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Gloucester

[](https://www.expedia.ca/Gloucester-Hotels-The-Judges-Lodgings-Boutique-Hotel.h105611975.Hotel-Information)

8.6/10

Excellent

(8 reviews)

"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

CA $120

CA $254 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Gloucester-Hotels-The-Judges-Lodgings-Boutique-Hotel.h105611975.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/c5138846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/e43b78df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/76eeb1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/88481dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Gloucester

[](https://www.expedia.ca/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information)

7.6/10

Good

(19 reviews)

"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Matt

CA $123

CA $148 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/91567dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/2ad21be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/1b8d26e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/a3352141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Stanway

[](https://www.expedia.ca/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Lain H.

CA $209

CA $238 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45810000/45802800/45802722/3210ad30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage, Private Bathroom, Garden View (Ivy Cottage) | Restaurant](https://images.trvl-media.com/lodging/46000000/45810000/45802800/45802722/49db792f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage, Private Bathroom, Garden View (Ivy Cottage)](https://images.trvl-media.com/lodging/46000000/45810000/45802800/45802722/679e45fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/46000000/45810000/45802800/45802722/eb02c9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cheltenham

[](https://www.expedia.ca/Cheltenham-Hotels-Cotswold-Cottage-Gems-Ivy-Cottage.h45802722.Hotel-Information)

CA $450

CA $540 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Cheltenham-Hotels-Cotswold-Cottage-Gems-Ivy-Cottage.h45802722.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/e8aeb129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/99b5b424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/22f54fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121380000/121371300/121371266/5fccfc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bibury

[](https://www.expedia.ca/Cirencester-Hotels-Cosy-Cottage-In-Bibury-Parking.h121371266.Hotel-Information)

CA $259

CA $378 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Cirencester-Hotels-Cosy-Cottage-In-Bibury-Parking.h121371266.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108090000/108080200/108080166/10e50095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Garden View | Living area](https://images.trvl-media.com/lodging/109000000/108090000/108080200/108080166/d1b4c190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108090000/108080200/108080166/2edb00b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Garden View | Living area](https://images.trvl-media.com/lodging/109000000/108090000/108080200/108080166/43e55e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cheltenham

[](https://www.expedia.ca/Cheltenham-Hotels-Jasmine-Cottage-2BD-In-Heart-Of-Bourton.h108080166.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan

CA $558

CA $871 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Cheltenham-Hotels-Jasmine-Cottage-2BD-In-Heart-Of-Bourton.h108080166.Hotel-Information)

![Microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119450000/119449700/119449646/47337446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/120000000/119450000/119449700/119449646/200fa099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119450000/119449700/119449646/e947a560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/120000000/119450000/119449700/119449646/dfa2c852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Dymock

[](https://www.expedia.ca/Dymock-Hotels-Country-Home-From-Home.h119449646.Hotel-Information)

10/10

Exceptional

(1 review)

"Immaculately clean and well presented property. Natasha was very friendly and helpful with the check-in. The property is very well equipped and well furnished with an excellent shower too. Peaceful rural setting and easy parking. Would definitely recommend a stay here!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Andrew

CA $189

CA $218 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Dymock-Hotels-Country-Home-From-Home.h119449646.Hotel-Information)

![Apartment, Private Bathroom | Exterior](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/9f8269dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Loft) | Shared kitchen](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/372dc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Studio) | Shared kitchen](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/90bede6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom (Loft) | Lounge](https://images.trvl-media.com/lodging/28000000/27190000/27180900/27180812/7d4f0270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Stroud

[](https://www.expedia.ca/Stroud-Hotels-Old-Fleece-Apartments.h27180812.Hotel-Information)

8.6/10

Excellent

(40 reviews)

"Far better than expected for the price will use again"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

brian

CA $120

CA $145 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Stroud-Hotels-Old-Fleece-Apartments.h27180812.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/e12076d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/4ce6146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/272fd3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83560000/83559200/83559172/fa4eaf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stonehouse

[](https://www.expedia.ca/Stonehouse-Hotels-Tinkley-Cottage.h83559172.Hotel-Information)

CA $827

CA $992 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Stonehouse-Hotels-Tinkley-Cottage.h83559172.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&regionId=6342129&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Upton+St.+Leonards%2C+Gloucester%2C+England%2C+United+Kingdom&regionId=6342129&latLong=51.834348%2C-2.198836&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=RESIDENCE)

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## Top Upton St. Leonards Hotel Reviews

![Malmaison Cheltenham](https://images.trvl-media.com/lodging/5000000/4020000/4011700/4011644/5ce3afe3_y.jpg)

### Malmaison Cheltenham

10/10 Excellent

"It’s in the right part of Cheltenham. Close enough to Montpellier, but not so close it’s outside. 20 minute walk from Cheltenham Spa train station, or catch a cab."

[](https://expedia.ca/Cheltenham-Hotels-Malmaison-Cheltenham.h4011644.Hotel-Information)

![De Vere Tortworth Court](https://images.trvl-media.com/lodging/1000000/580000/570500/570412/8262bd13_y.jpg)

### De Vere Tortworth Court

10/10 Excellent

"Our room was clean and very comfortable and we slept very well during our stay."

[](https://expedia.ca/Bristol-Hotels-De-Vere-Tortworth-Court.h570412.Hotel-Information)

![Cheltenham Chase Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9700/9657/062de1bf_y.jpg)

### Cheltenham Chase Hotel & Spa

8/10 Good

"Its always good there "

[](https://expedia.ca/Cheltenham-Hotels-Delta-By-Marriott-Cheltenham-Chase-Hotel.h9657.Hotel-Information)

![Queens Hotel Cheltenham](https://images.trvl-media.com/lodging/1000000/180000/175700/175669/e3d229d5_y.jpg)

### Queens Hotel Cheltenham

10/10 Excellent

"Great location, stayed many time, always great."

[](https://expedia.ca/Cheltenham-Hotels-Queens-Hotel-Cheltenham-MGallery.h175669.Hotel-Information)

![De Vere Cotswold Water Park](https://images.trvl-media.com/lodging/2000000/1780000/1770100/1770053/62b54031_y.jpg)

### De Vere Cotswold Water Park

10/10 Excellent

"Very helpful and pleasant reception staff. Lovely room"

[](https://expedia.ca/Cirencester-Hotels-De-Vere-Cotswold-Water-Park.h1770053.Hotel-Information)

![The Royal George Birdlip by Greene King Inns](https://images.trvl-media.com/lodging/3000000/2560000/2557300/2557286/bbaa2c9f_y.jpg)

### The Royal George Birdlip by Greene King Inns

10/10 Excellent

"1st class hotel"

[](https://expedia.ca/Gloucester-Hotels-The-Royal-George-Birdlip-By-Greene-King-Inns.h2557286.Hotel-Information)

![Kings Head](https://images.trvl-media.com/lodging/9000000/8430000/8427000/8426958/7edf9b3f_y.jpg)

### Kings Head

10/10 Excellent

"Centrally located, this hotel has modern updated rooms, and sits across from St. John’s church in Cirencester. No parking onsite, but there is long stay parking within a five minute walk, as well as a drop off zone directly in front of the hotel, to facilitate luggage deposit. Would definitely stay again."

[](https://expedia.ca/Cirencester-Hotels-Kings-Head-Hotel.h8426958.Hotel-Information)

![Holiday Inn Express Cheltenham by IHG](https://images.trvl-media.com/lodging/2000000/1950000/1942000/1941979/061f4457_y.jpg)

### Holiday Inn Express Cheltenham by IHG

10/10 Excellent

"Parking in the multi story discount off 25pc. Rooms basic but fine. Quiet location. Restaurant large and bright. "

[](https://expedia.ca/Cheltenham-Hotels-Holiday-Inn-Express-Cheltenham.h1941979.Hotel-Information)

![The Slaughters Country Inn](https://images.trvl-media.com/lodging/6000000/5490000/5484300/5484211/3c206966_y.jpg)

### The Slaughters Country Inn

10/10 Excellent

"Excellent location. Staff were amazing and got an amazing upgrade to my room. Would highly recommend this place. "

[](https://expedia.ca/Cheltenham-Hotels-The-Slaughters-Country-Inn.h5484211.Hotel-Information)

## Find out more about Upton St. Leonards

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Upton St. Leonards. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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