Title: Oakland Cottages from CA $226 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d553248634999403184.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d553248634999403184.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d553248634999403184.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d553248634999403184.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&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 two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93600000/93594200/93594160/c5099916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93600000/93594200/93594160/0270aedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93600000/93594200/93594160/fd2b6a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93600000/93594200/93594160/e0040ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cave City [](https://www.expedia.ca/Cave-City-Hotels-Charming-Cave-City-Vacation-Rental-W-Fire-Pit.h93594160.Hotel-Information) 10/10 Exceptional (1 review) "One of the BEST overnight stays we have ever experienced ! This place was EXCEPTIONAL !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony CA $150 CA $447 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Cave-City-Hotels-Charming-Cave-City-Vacation-Rental-W-Fire-Pit.h93594160.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91360000/91352000/91351904/6fd0ba6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91360000/91352000/91351904/120c691d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91360000/91352000/91351904/ec03e86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91360000/91352000/91351904/w2024h2699x0y0-f46157bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cub Run [](https://www.expedia.ca/Cub-Run-Hotels-Retreat-At-Nolin-Lake-Boat-Ramp-Nearby-3-Bed.h91351904.Hotel-Information) 9.4/10 Exceptional (59 reviews) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Magdalena F. CA $110 CA $286 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Cub-Run-Hotels-Retreat-At-Nolin-Lake-Boat-Ramp-Nearby-3-Bed.h91351904.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115750000/115744700/115744671/7278b2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115750000/115744700/115744671/0464c75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115750000/115744700/115744671/f93b65bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115750000/115744700/115744671/5375775d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Park City [](https://www.expedia.ca/Park-City-Hotels-A-Kentucky-Cottage-Charming-Cottage-One-Mile-From-Mammoth-Cave-National-Park.h115744671.Hotel-Information) 10/10 Exceptional (14 reviews) "Darling clean cabin centrally located. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) K G. CA $278 CA $480 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Park-City-Hotels-A-Kentucky-Cottage-Charming-Cottage-One-Mile-From-Mammoth-Cave-National-Park.h115744671.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73450000/73443100/73443004/db5a19ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73450000/73443100/73443004/0bbfd265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73450000/73443100/73443004/2e339461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73450000/73443100/73443004/dcffd25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Brownsville [](https://www.expedia.ca/Brownsville-Hotels-Exile-On-Main-Street.h73443004.Hotel-Information) 10/10 Exceptional (58 reviews) "Nice stay! As described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad T. CA $223 CA $454 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Brownsville-Hotels-Exile-On-Main-Street.h73443004.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108420000/108410900/108410823/f876d0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410900/108410823/0c76e6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108420000/108410900/108410823/29c209e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/109000000/108420000/108410900/108410823/3d48c1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Glasgow [](https://www.expedia.ca/Glasgow-Hotels-NEW-LISTING-Carroll-Cottage-At-Main-Street-Bed-Breakfast.h108410823.Hotel-Information) 9.4/10 Exceptional (3 reviews) "We had a comfortable stay in the cottage and enjoyed meeting our host and Kodiak!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. CA $167 CA $226 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Glasgow-Hotels-NEW-LISTING-Carroll-Cottage-At-Main-Street-Bed-Breakfast.h108410823.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83960000/83954000/83953941/4ecb6f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83960000/83954000/83953941/c26699cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83960000/83954000/83953941/d2e59920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83960000/83954000/83953941/2ccae72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bowling Green [](https://www.expedia.ca/Bowling-Green-Hotels-Cozy-House-With-Lots-Of-Charm.h83953941.Hotel-Information) 10/10 Exceptional (36 reviews) "Great stay enjoyed our self with most definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. CA $216 CA $398 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Bowling-Green-Hotels-Cozy-House-With-Lots-Of-Charm.h83953941.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/120000000/119997900/119997810/061d4042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/120000000/119997900/119997810/b53b05cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/120000000/119997900/119997810/bd0b218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/120000000/119997900/119997810/d7435bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Scottsville [](https://www.expedia.ca/Scottsville-Hotels-Welcome-To-Barren-Valley-Cottages.h119997810.Hotel-Information) CA $403 CA $919 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Scottsville-Hotels-Welcome-To-Barren-Valley-Cottages.h119997810.Hotel-Information) ![Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/4d53d30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/33172b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/5c9ed753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/225f67bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Glasgow [](https://www.expedia.ca/Glasgow-Hotels-Carroll-Cottage-At-Main-Street-Bed-Breakfast-1-Bedroom-Cottage.h108381219.Hotel-Information) 2.0/10 (1 review) "The bed sheets were not clean. Covered in both human and dog hair. Room was freezing. Looks to be an old converted shed sitting in a concrete pad. It was 5 degrees outside and we had a constant draft through the doors, windows, and cold air emitting straight from the floor. The home is old, which is no issue. There is a difference however between old and old/dirty/unkept. The floor was covered in dead bugs, spiderwebs, and dust. There was someone’s old food in n the mini fridge. Also, we are... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meesha CA $168 CA $229 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Glasgow-Hotels-Carroll-Cottage-At-Main-Street-Bed-Breakfast-1-Bedroom-Cottage.h108381219.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=2026-02-02&endDate=2026-02-03®ionId=553248634999403184&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CHALET) ![](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%2FOakland-Cottages.d553248634999403184-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Cottages.d553248634999403184-aaCottages.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![La Quinta Inn & Suites by Wyndham Bowling Green](https://images.trvl-media.com/lodging/3000000/2400000/2393000/2392997/039ca3ed_y.jpg) ### La Quinta Inn & Suites by Wyndham Bowling Green 10/10 Excellent "Great hotel with one exception. When the hotel was constructed. Builder's forgot to add needed sound proofing between floors. Lower floors can easily hear guests in upper floors walking around, opening drawers, splashing water in the tub while bathing and TV shows throughout the night. " [](https://expedia.ca/Bowling-Green-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bowling-Green.h2392997.Hotel-Information) ![Staybridge Suites Bowling Green by IHG](https://images.trvl-media.com/lodging/6000000/5390000/5386000/5385964/e028b170_y.jpg) ### Staybridge Suites Bowling Green by IHG 10/10 Excellent "Great value for the money. " [](https://expedia.ca/Bowling-Green-Hotels-Staybridge-Suites-Bowling-Green.h5385964.Hotel-Information) ![Holiday Inn University Plaza-Bowling Green by IHG](https://images.trvl-media.com/lodging/1000000/10000/3000/2983/069bb9cc_y.jpg) ### Holiday Inn University Plaza-Bowling Green by IHG 10/10 Excellent "The room was spacious and clean. The staff was very courteous. Highly recommend and will stay again. " [](https://expedia.ca/Bowling-Green-Hotels-Holiday-Inn-University-Plaza-Bowling-Green.h2983.Hotel-Information) ![Hampton Inn by Hilton Bowling Green](https://images.trvl-media.com/lodging/1000000/10000/3400/3304/d1c563b3_y.jpg) ### Hampton Inn by Hilton Bowling Green 10/10 Excellent "Thx" [](https://expedia.ca/Bowling-Green-Hotels-Hampton-Inn-By-Hilton-Bowling-Green.h3304.Hotel-Information) ![Candlewood Suites Bowling Green by IHG](https://images.trvl-media.com/lodging/2000000/1730000/1723400/1723330/54ad4f72_y.jpg) ### Candlewood Suites Bowling Green by IHG 10/10 Excellent "Nice welcome upon arrival. Room is quite spacious with a well equipped kitchen. No breakfast offered here, tho. :( Beds were "okay", could prob use some new mattresses but pillows were a nice compromise between soft/firm. Lotion, shampoo and conditioner as well as hand soap (Dove brand) supplied in shower/bathroom." [](https://expedia.ca/Bowling-Green-Hotels-Candlewood-Suites-Bowling-Green.h1723330.Hotel-Information) ![Tru by Hilton Bowling Green, KY](https://images.trvl-media.com/lodging/25000000/24470000/24464500/24464468/57b1a5d8_y.jpg) ### Tru by Hilton Bowling Green, KY 10/10 Excellent "Easy check in, comfy room, dog friendly. " [](https://expedia.ca/Bowling-Green-Hotels-Tru-By-Hilton-Bowling-Green.h24464468.Hotel-Information) ![Holiday Inn Express Bowling Green by IHG](https://images.trvl-media.com/lodging/1000000/60000/51100/51066/97fb92ef_y.jpg) ### Holiday Inn Express Bowling Green by IHG 10/10 Excellent "Would definitely stay again. Clean, well run and good breakfast. Excellent location near restaurants and shopping with easy access to I-65." [](https://expedia.ca/Bowling-Green-Hotels-Holiday-Inn-Express-Bowling-Green.h51066.Hotel-Information) ![Drury Inn & Suites Bowling Green](https://images.trvl-media.com/lodging/1000000/80000/74700/74606/1298e9bd_y.jpg) ### Drury Inn & Suites Bowling Green 10/10 Excellent "Everything was ideal for the time we were here, pool was clean, beds were nice and the whole place was great" [](https://expedia.ca/Bowling-Green-Hotels-Drury-Inn-Suites-Bowling-Green.h74606.Hotel-Information) ![Sleep Inn & Suites Cave City](https://images.trvl-media.com/lodging/1000000/20000/12500/12430/151d72f2_y.jpg) ### Sleep Inn & Suites Cave City 10/10 Excellent "😄" [](https://expedia.ca/Bowling-Green-Hotels-Sleep-Inn-Suites.h12430.Hotel-Information) ## Find out more about Oakland ## Oakland Cottages information | Number of reviews | 169 | | ----------------- | ----------- | | Accommodation | 51 Cottages | | Lowest Price | CA $226 | | Highest Price | CA $919 | ## Explore a world of travel with Expedia - Lodging - 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