Title: Upton St. Leonards Vacation Rentals from CA $117: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Upton St. Leonards](https://expedia.ca/Upton-St-Leonards-Hotels.d6342129.Travel-Guide-Hotels)[Upton St. Leonards Car Rentals](https://expedia.ca/Car-Rentals-In-Upton-St-Leonards.d6342129.Car-Rental-Guide)[Upton St. Leonards Vacation Packages](https://expedia.ca/Upton-St-Leonards.d6342129.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Upton St. Leonards Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6342129&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Upton St. Leonards ![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) ![3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/048c520c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114091600/114091548/a3e46119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Noo Gloucester CA $689 CA $827 total includes taxes & fees Sep 20 - Sep 21 [](https://www.expedia.ca/Gloucester-Hotels-Little-Noo.h114091548.Hotel-Information) ![Luxury Double Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/7827f85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/e185a70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/52e59d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101460100/101460037/f5d7e4fe_edited_eca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crescent Place by Mansley Cheltenham 9.4/10 Exceptional (82) "Really clean, modern facilities, with everything we needed for a one night stay. A lot of traffic noise from 5am onwards but to be expected being so central - another one of the perks! Overall great stay. " CA $161 CA $193 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Cheltenham-Hotels-Crescent-Place.h101460037.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/889feadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite, 1 King Bed, Non Smoking, Terrace (Napoli ) | Living area](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/a2f2148a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/0dab3e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite, Non Smoking, Kitchenette (Amalfi )](https://images.trvl-media.com/lodging/20000000/19090000/19086500/19086451/0dbf38e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Strozzi Palace Suites by Mansley Cheltenham 9.4/10 Exceptional (193) "Excellent suites and great location!" CA $145 CA $174 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Cheltenham-Hotels-Strozzi-Palace-Suites-By-Mansley.h19086451.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/db5fe4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Tivoli Studio)](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/f909d47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/98f1ed23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Tivoli Studio) | Private kitchen](https://images.trvl-media.com/lodging/20000000/19500000/19494100/19494040/ad2200c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Apartments Cheltenham 9.8/10 Exceptional (130) "Great apartment in a very central location. Well appointed with excellent continental breakfast supplies. Great customer service and excellent amenities." CA $195 CA $234 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Cheltenham-Hotels-Portland-Apartments.h19494040.Hotel-Information) ![48-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/91000000/90340000/90334900/90334814/dd8290d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, rainfall showerhead, free toiletries, hair dryer](https://images.trvl-media.com/lodging/91000000/90340000/90334900/90334814/w800h530x0y3-deea1f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, rainfall showerhead, free toiletries, hair dryer](https://images.trvl-media.com/lodging/91000000/90340000/90334900/90334814/8ffb1307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90340000/90334900/90334814/d7fc5367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Friary House Serviced Apartments by Roomsbooked - 24Hr Reception Gloucester 8.8/10 Excellent (15) "Spacious and well-equipped apartment. Comfortable and quiet." CA $132 CA $159 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Gloucester-Hotels-Friary-House-Serviced-Apartments.h90334814.Hotel-Information) ![Grand Apartment, 2 Bedrooms, Park View | Private kitchen](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/d82c8356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/79bd36b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Apartment, 2 Bedrooms, Courtyard View | Living area](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/132403c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Apartment, 2 Bedrooms, Courtyard View, Garden Area](https://images.trvl-media.com/lodging/106000000/105620000/105612000/105611975/c5f31064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Judges Lodgings Boutique Hotel Gloucester 8.8/10 Excellent (6) "Comfortable appointed apartment. The few issues we had were dealt with quickly." CA $147 CA $289 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Gloucester-Hotels-The-Judges-Lodgings-Boutique-Hotel.h105611975.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48890000/48883000/48882912/b62d3014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48890000/48883000/48882912/52c4769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Private kitchen](https://images.trvl-media.com/lodging/49000000/48890000/48883000/48882912/65611852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Room amenity](https://images.trvl-media.com/lodging/49000000/48890000/48883000/48882912/65c6c8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spa Court Cheltenham 7.6/10 Good (37) "Perfect location very close to the town centre. Very clean and tidy. Would definitely recommend." [](https://www.expedia.ca/Cheltenham-Hotels-Spa-Court.h48882912.Hotel-Information) ![Apartment, Ensuite (Coach House)](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/74627c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Ensuite (Coach House) | Lounge](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/56e0f555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Ensuite (Coach House)](https://images.trvl-media.com/lodging/71000000/70960000/70954800/70954789/60a90cdb.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) ### The Coach House and The Stable Stroud 9.0/10 Wonderful (39) "Great stay " CA $117 CA $141 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Stroud-Hotels-The-Coach-House-And-The-Stable.h70954789.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/16000000/15880000/15871700/15871688/c4b72f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/16000000/15880000/15871700/15871688/5b288893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/16000000/15880000/15871700/15871688/556f81a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/16000000/15880000/15871700/15871688/0cc2d634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayville House Apartment Cheltenham 8.6/10 Excellent (4) CA $313 CA $376 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Cheltenham-Hotels-Mayville-House-Apartment.h15871688.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33600000/33593100/33593097/e6252d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33600000/33593100/33593097/e9ae0f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33600000/33593100/33593097/0f1bd11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/34000000/33600000/33593100/33593097/7b43aa96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village! Bourton-on-the-Water 10/10 Exceptional (137) "Well Cottage was a wonderful experience start to finish. The host was excellent- wonderful communication- especially appreciated written instructions upon arrival and lovely cream tea!Very charming, cozy cottage. Well appointed and perfect location to explore the area, Having a parking spot was very valuable! Absolutely would stay again and highly recommend!" [](https://www.expedia.ca/Cheltenham-Hotels-A-Unique-16th-Century-Cotswold-Stone-Cottage-Wparking.h33593097.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/26000000/25360000/25350800/25350750/6bfa9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25360000/25350800/25350750/b2c8ffc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25360000/25350800/25350750/90823741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/26000000/25360000/25350800/25350750/da482f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8 FAMILIES ONLY FERNEY 10/10 Exceptional (74) "Beautifully designed and appointed with high class facilities and beautiful design." [](https://www.expedia.ca/Dursley-Hotels-Outdoor-Heated-Poolluxury-HOT-TUB-Sleeps-18-8.h25350750.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72530000/72529800/72529760/cc9f5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72530000/72529800/72529760/36de763c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72530000/72529800/72529760/4d07f596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/73000000/72530000/72529800/72529760/a444f141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House Bourton-on-the-Water 9.8/10 Exceptional (46) "Had a great time. Nice garden to relax in, and well appointed small home for a family holiday. And the location couldn’t have been better." [](https://www.expedia.ca/Cheltenham-Hotels-North-House-Sleeps-4-Guests-In-2-Bedrooms.h72529760.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27850000/27848500/27848482/a7a135b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/28000000/27850000/27848500/27848482/b4b5f3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27850000/27848500/27848482/2d6c0154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27850000/27848500/27848482/c856c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub North Nibley 10/10 Exceptional (139) "Fantastic well equipped house , games room and facilities" [](https://www.expedia.ca/Dursley-Hotels-Luxury-6-Bed-House-With-Hot-Tub-Games-Room-Walking-Distance-To-Village-Pub.h27848482.Hotel-Information) ![Superior Double or Twin Room, Kitchen](https://images.trvl-media.com/lodging/25000000/24890000/24886600/24886556/3e7fe33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24890000/24886600/24886556/a2288f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, Kitchen | Living area](https://images.trvl-media.com/lodging/25000000/24890000/24886600/24886556/948e2db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom shower](https://images.trvl-media.com/lodging/25000000/24890000/24886600/24886556/19b35d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cotswold Aparthotel Stroud 9.4/10 Exceptional (170) "Great apartments with cooking and seating areas. The bike lockup was perfect for us with our 4 bikes and very safe. Easy to walk into town for food etc. Thank you for a great stay!" [](https://www.expedia.ca/Stroud-Hotels-Five-Valleys-Aparthotel.h24886556.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/86cad566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/648c2014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/5796f81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94140000/94136600/94136530/c5f53dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Apartment Gloucester 7.6/10 Good (16) "Basic property with no extra comforts. In need if some TLC." CA $127 CA $152 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Gloucester-Hotels-Spa-Villas-Cosy-Apartments.h94136530.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103590000/103588800/103588714/b6ce06b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103590000/103588800/103588714/2da02274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/104000000/103590000/103588800/103588714/b233dba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103588800/103588714/db37af8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cosy Cottage In Magical Bibury Bibury 9.2/10 Wonderful (11) "Had a lovely stay , didn’t realise the stairs were quite so steep and a bit slippy. Especially after a night out!!" [](https://www.expedia.ca/Cirencester-Hotels-Luxury-Cosy-Cottage-In-Magical-Bibury.h103588714.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34510000/34507500/34507466/545abc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34510000/34507500/34507466/18562d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34510000/34507500/34507466/eaf4c0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34510000/34507500/34507466/d9d8119f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A one bedroom self catering property in an idyllic valley setting. Waterley Bottom, North Nibley 10/10 Exceptional (72) "Woah. What a stunning property. My cousin and I had a wonderful time staying at the shed. It was exactly what we were looking for, beautiful landscapes, wildlife, and farm animals! " [](https://www.expedia.ca/Wotton-Under-Edge-Hotels-A-One-Bedroom-Self-Catering-Property-In-An-Idyllic-Valley-Setting.h34507466.Hotel-Information) ![Cottage (108) | View from room](https://images.trvl-media.com/lodging/96000000/95290000/95288000/95287929/ff464350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![46-inch Smart TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/96000000/95290000/95288000/95287929/w8097h5397x0y3-75b9aa6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (108) | Living area](https://images.trvl-media.com/lodging/96000000/95290000/95288000/95287929/w8097h5397x3y3-8fe80255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/96000000/95290000/95288000/95287929/709f32af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Railway Apartments Stroud 9.8/10 Exceptional (6) "The railway apartment was in a great location. The owners were super communicative and welcoming. " [](https://www.expedia.ca/Stroud-Hotels-Railway-Apartments.h95287929.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/a3352141.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) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114220000/114213900/114213871/6adbc37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shepherds Hut in the Cotswolds Stanway 10/10 Exceptional (6) "Lovely property, great location for walks. Great comms from owners and met a lovely lady onsite who recommended some great places to eat nearby. " CA $175 CA $205 total includes taxes & fees Sep 17 - Sep 18 [](https://www.expedia.ca/Cheltenham-Hotels-Shepherds-Hut-In-The-Cotswolds.h114213871.Hotel-Information) ![Cottage | Living room](https://images.trvl-media.com/lodging/76000000/75600000/75598300/75598269/dd7e39da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/76000000/75600000/75598300/75598269/130929d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen](https://images.trvl-media.com/lodging/76000000/75600000/75598300/75598269/6a4f6fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/76000000/75600000/75598300/75598269/753437e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stable Cottage Cheltenham CA $768 CA $922 total includes taxes & fees Sep 20 - Sep 21 [](https://www.expedia.ca/Cheltenham-Hotels-Stable-Cottage.h75598269.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=2025-09-30&endDate=2025-10-01®ionId=6342129&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpton-St-Leonards-Vacation-Rentals.d6342129.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpton-St-Leonards-Vacation-Rentals.d6342129.Travel-Guide-VacationRentals) ## Top Upton St. Leonards Hotel Reviews ![De Vere Cotswold Water Park](//images.trvl-media.com/lodging/2000000/1780000/1770100/1770053/ddd168a1_y.jpg) ### De Vere Cotswold Water Park 10/10 Excellent "Lovely location very comfortable room, great amenities and lovely food " [](https://expedia.ca/Cirencester-Hotels-De-Vere-Cotswold-Water-Park.h1770053.Hotel-Information) ![De Vere Tortworth Court](//images.trvl-media.com/lodging/1000000/580000/570500/570412/c84ba4e9_y.jpg) ### De Vere Tortworth Court 10/10 Excellent "Great place to stay" [](https://expedia.ca/Bristol-Hotels-De-Vere-Tortworth-Court.h570412.Hotel-Information) ![The Slaughters Country Inn](//images.trvl-media.com/lodging/6000000/5490000/5484300/5484211/cddd380a_y.jpg) ### The Slaughters Country Inn 10/10 Excellent "Beautiful property, lovely staff, and a great stay. 10/10 recommended " [](https://expedia.ca/Cheltenham-Hotels-The-Slaughters-Country-Inn.h5484211.Hotel-Information) ![Holiday Inn Express Cheltenham by IHG](//images.trvl-media.com/lodging/2000000/1950000/1942000/1941979/d0da9d2c_y.jpg) ### Holiday Inn Express Cheltenham by IHG 10/10 Excellent "Right opposite big eating area with plenty of options. Very pleasant experience with staff and room in general. Will definitely stay again. " [](https://expedia.ca/Cheltenham-Hotels-Holiday-Inn-Express-Cheltenham.h1941979.Hotel-Information) ![Mercure Gloucester Bowden Hall Hotel](//images.trvl-media.com/lodging/1000000/40000/34400/34320/a54d00ba_y.jpg) ### Mercure Gloucester Bowden Hall Hotel 10/10 Excellent "Weekend visit, comfortable bed and pillows, lovely surroundings, but the lady on reception on friday/ Saturday was so welcoming, went above and beyond, what an embasadore for your hotel." [](https://expedia.ca/Gloucester-Hotels-Mercure-Gloucester-Bowden-Hall-Hotel.h34320.Hotel-Information) ![Stratton House Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/28500/28411/57e9cd87_y.jpg) ### Stratton House Hotel & Spa 10/10 Excellent "Generally all round good accommodation, staff were very helpful " [](https://expedia.ca/Cirencester-Hotels-Stratton-House-Hotel-Spa.h28411.Hotel-Information) ![DoubleTree by Hilton Cheltenham-Cotswolds](//images.trvl-media.com/lodging/1000000/70000/65900/65899/b2d5850c_y.jpg) ### DoubleTree by Hilton Cheltenham-Cotswolds 10/10 Excellent "Great room location and breakfast " [](https://expedia.ca/Cheltenham-Hotels-Doubletree-By-Hilton-Cheltenham.h65899.Hotel-Information) ![Queens Hotel Cheltenham](//images.trvl-media.com/lodging/1000000/180000/175700/175669/48f6acd1_y.jpg) ### Queens Hotel Cheltenham 10/10 Excellent "Great bed good breakfast " [](https://expedia.ca/Cheltenham-Hotels-Queens-Hotel-Cheltenham-MGallery.h175669.Hotel-Information) ![Wild Thyme & Honey](//images.trvl-media.com/lodging/10000000/9250000/9242000/9241983/1311ec0f_y.jpg) ### Wild Thyme & Honey 10/10 Excellent "Nice restaurant and hotel had quirky and nice rooms, with areas outside for sitting by the fire. Stayed for one night and was perfect" [](https://expedia.ca/Cirencester-Hotels-Wild-Thyme-Honey.h9241983.Hotel-Information) ## Find out more about Upton St. Leonards **Everything you need to know about** **Upton St. Leonards** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton St. Leonards vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton St. Leonards vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Upton St. Leonards vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Upton St. Leonards. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upton St. Leonards vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upton St. Leonards vacation rentals we have selected for you start as low as CA $117 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Upton St. Leonards rentals** At Expedia, we put the best Upton St. Leonards vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Upton St. Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton St. Leonards vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton St. Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ## Frequently asked questions ### Can I find vacation rentals in Upton St. Leonards? > Yes, you can find vacation rentals near top attractions in Upton St. Leonards, or you can select a secluded option if you're looking for relaxation. Visitors to Upton St. Leonards speak positively about the countryside and restaurants in this destination. While you're here, grab a bite or have a drink at the bars. ### What's the top vacation rental in Upton St. Leonards? > [Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub](https://www.expedia.ca/Dursley-Hotels-Luxury-6-Bed-House-With-Hot-Tub-Games-Room-Walking-Distance-To-Village-Pub.h27848482.Hotel-Information) : This vacation home rental near Upton St. Leonards offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. ### What’s there to see and do in Upton St. Leonards? > While exploring the area, visit family-friendly sights like The Barn Owl Centre, or get outside and enjoy nature at Pittville Park. Gloucester Quays and University of Gloucestershire, Oxstalls Campus are a couple of places you'll find in the larger area. ### What’s a vacation rental in Upton St. Leonards like? > A vacation rental is a private property where you can stay for a long or short time in Upton St. Leonards. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)