Title: Oakham Vacation Home Rentals from CA $225: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Oakham](https://expedia.ca/Oakham-Hotels.d3000441390.Travel-Guide-Hotels)[Vacation Rentals in Oakham](https://expedia.ca/Oakham-Vacation-Rentals.d3000441390.Travel-Guide-VacationRentals)[Oakham Car Rentals](https://expedia.ca/Car-Rentals-In-Oakham.d3000441390.Car-Rental-Guide)[Oakham Vacation Packages](https://expedia.ca/Oakham.d3000441390.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) # Oakham Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000441390&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000441390&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000441390&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000441390&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oakham Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/ffc76070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/3d8b4e99.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/122000000/121740000/121734900/121734808/bf733c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/a1152c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6 Ware 10/10 Exceptional (3) "We had a great time the place was clean and the owner was nice. I would definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. CA $185 CA $225 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Ware-Hotels-Little-House-Inn-Private-House-Secluded-2-Bedroom.h121734808.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/9decd8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/f8d0f1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/939451b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/cde6428f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home Away from Home! Worcester 9.4/10 Exceptional (14) "The property was nice and accommodating for my family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ykeca M. CA $260 CA $552 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Worcester-Hotels-Home-Away-From-Home.h104111299.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102160000/102153300/102153240/135f5055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102160000/102153300/102153240/w1161h678x0y15-b591b8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102160000/102153300/102153240/w1170h786x0y0-53ecef34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102160000/102153300/102153240/48edf8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful two-story home close to downtown worcester 5beds-4bedroom Worcester 8.8/10 Excellent (21) "We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susi K. CA $277 CA $574 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Worcester-Hotels-Beautiful-Two-Story-Home-Close-To-Downtown-Worcester-5beds-4bedroom.h102153240.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/61752b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/3a2d2d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/db578d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/dd05768c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8 Brimfield CA $196 CA $250 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Brimfield-Hotels-Little-House-Inn-Private-Home-Brimfield-FamilyPet-Friendly-2-Bedroom.h121764257.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/df32d8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/0d8a6519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/81662bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/e5a621f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-bedroom with four and half bathrooms Worcester 10/10 Exceptional (5) "We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb H. CA $384 CA $713 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Worcester-Hotels-Spacious-4-Bedroom-House-In-Wonderful-Worcester.h111153466.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/dc8771e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/dedcb53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/b9d0f35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/d56a6068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi Webster Square 9.0/10 Wonderful (2) "Great house. Excellent back yard and privacy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael C. CA $205 CA $744 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Worcester-Hotels-4-Bedroom-House-In-Fantastic-Worcester-With-AC.h117756566.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/31a64b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/ff2f14cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/f7e1af3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/c32f3829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake House in Sturbridge w/All the Views! Sturbridge 9.8/10 Exceptional (19) "Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin D. CA $441 CA $1,148 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Sturbridge-Hotels-Private-Sturbridge-Lake-House-W-HotTub.h93678557.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107550300/107550245/2f2c7c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107560000/107550300/107550245/0ecbef1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107560000/107550300/107550245/8fb8bb65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107560000/107550300/107550245/9ae60eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New renovation cozy house in Worcester Worcester 9.8/10 Exceptional (16) "A very lovely stay , calm and quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex R. CA $315 CA $678 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Worcester-Hotels-New-Renovation-Cozy-House-In-Worcester.h107550245.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735634/w1200h799x0y1-fcc147ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735634/w1200h799x0y1-dfc71ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735634/w1200h799x0y1-174e6ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116740000/116735700/116735634/w1200h799x0y1-d7f20148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom house in nice Holden with WiFi, AC Holden CA $479 CA $989 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Holden-Hotels-4-Bedroom-House-In-Nice-Holden-With-WiFi.h116735634.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=2025-12-16&endDate=2025-12-17®ionId=3000441390&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000441390) ![](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%2FOakham-Private-Vacation-Homes.d3000441390-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakham-Private-Vacation-Homes.d3000441390-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oakham Hotel Reviews ![Hilton Garden Inn Worcester](https://images.trvl-media.com/lodging/2000000/1480000/1478200/1478175/82c11218_y.jpg) ### Hilton Garden Inn Worcester 10/10 Excellent "Staff was great - quick and helpful. HOWEVER, kind of disappointed there were no drinking cups outside of paper coffee cups." [](https://expedia.ca/Worcester-Hotels-Hilton-Garden-Inn-Worcester.h1478175.Hotel-Information) ![La Quinta Inn by Wyndham Auburn Worcester](https://images.trvl-media.com/lodging/1000000/60000/51200/51107/71d53740_y.jpg) ### La Quinta Inn by Wyndham Auburn Worcester 10/10 Excellent "Very good. I rated breakfast but left before having it there. Already had plans and had to go. I will recommend hotel to all my friends and family. " [](https://expedia.ca/Worcester-Hotels-La-Quinta-Inn-By-Wyndham-Auburn-Worcester.h51107.Hotel-Information) ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg) ### Wellsworth Hotel 10/10 Excellent "The stay was great minus a member of housekeeping opening our door before checkout " [](https://expedia.ca/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information) ![Hampton Inn Auburn](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/afddbde6_y.jpg) ### Hampton Inn Auburn 10/10 Excellent "Clean room and hotel. " [](https://expedia.ca/Worcester-Hotels-Hampton-Inn-Auburn.h1066413.Hotel-Information) ![Homewood Suites By Hilton Worcester](https://images.trvl-media.com/lodging/19000000/18160000/18157600/18157562/f7c6ce5c_y.jpg) ### Homewood Suites By Hilton Worcester 10/10 Excellent "Staff was good, breakfast was too" [](https://expedia.ca/Worcester-Hotels-Homewood-Suites-By-Hilton-Worcester.h18157562.Hotel-Information) ![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "Staff was very polite, the restaurant was lovely the service was amazing the room was comfortable and relaxing we loved it :)" [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/4c5a0c9e_y.jpg) ### Publick House Historic Inn and Country Motor Lodge 10/10 Excellent "Everything was great! People were awesome!" [](https://expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![Hampton Inn Sturbridge](https://images.trvl-media.com/lodging/1000000/550000/544100/544026/d7f56f03_y.jpg) ### Hampton Inn Sturbridge 10/10 Excellent "Everything is very good. A nice place." [](https://expedia.ca/Sturbridge-Hotels-Hampton-Inn-Sturbridge.h544026.Hotel-Information) ![Comfort Inn Auburn - Worcester](https://images.trvl-media.com/lodging/1000000/20000/14900/14890/223ac690_y.jpg) ### Comfort Inn Auburn - Worcester 10/10 Excellent "The food choices for the morning breakfast was amazing. Probably almost anything you would want to eat. Coffee, tea and hot chocolate all day long too. " [](https://expedia.ca/Worcester-Hotels-Comfort-Inn-Auburn-Worcester.h14890.Hotel-Information) ## Find out more about Oakham ## Oakham Vacation Homes information | Number of reviews | 74 | | --- | --- | | Accommodation | 83 Vacation Homes | | Lowest Price | CA $225 | | Highest Price | CA $1,148 | ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [5 Star Hotels in Paxton](https://www.expedia.ca/5Star-Paxton-Hotels.s50-0-d3000441398.Travel-Guide-Filter-Hotels) - [Farmstay in Barre](https://www.expedia.ca/Barre-Agritourism.d76937-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Barre](https://www.expedia.ca/Barre-Apart-Hotels.d76937-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Barre](https://www.expedia.ca/Barre-Bed-And-Breakfast.d76937-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Barre](https://www.expedia.ca/Barre-Hotels-Cheap-Hotels.0-0-d76937-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Barre](https://www.expedia.ca/Barre-Hotels-Hotels-With-Bar.0-0-d76937-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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