Title: Best Cottages in Oakland in 2026 | Expedia.co.uk [Hotels in Oakland](https://expedia.co.uk/Oakland-Hotels.d553248634999403184.Travel-Guide-Hotels)[Holiday Rentals in Oakland](https://expedia.co.uk/Oakland-Holiday-Rentals.d553248634999403184.Travel-Guide-HolidayRentals)[Oakland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Oakland.d553248634999403184.Car-Hire-Guide)[Oakland Holidays](https://expedia.co.uk/Oakland.d553248634999403184.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248634999403184&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 two months [10 Apr - 12 Apr](https://www.expedia.co.uk/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 three months [8 May - 10 May](https://www.expedia.co.uk/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) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248634999403184&startDate=2026-06-05&endDate=2026-06-07&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) | 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/94000000/93600000/93594200/93594160/1ba62d9a.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) ### Charming Cave City Vacation Rental w/ Fire Pit! [](https://www.expedia.co.uk/Cave-City-Hotels-Charming-Cave-City-Vacation-Rental-W-Fire-Pit.h93594160.Hotel-Information) Cave City 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 £235 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/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) ![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) ![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) ### Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful. [](https://www.expedia.co.uk/Cub-Run-Hotels-Retreat-At-Nolin-Lake-Boat-Ramp-Nearby-3-Bed.h91351904.Hotel-Information) Cub Run 9.4/10 Exceptional (59 reviews) "Very clean and cozy. Met our needs for the 1 night we were there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth D. £158 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Cub-Run-Hotels-Retreat-At-Nolin-Lake-Boat-Ramp-Nearby-3-Bed.h91351904.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) ![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) ![Books](https://images.trvl-media.com/lodging/109000000/108420000/108410900/108410823/9c45bc79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LISTING! Carroll Cottage by Main Street Bed & Breakfast [](https://www.expedia.co.uk/Glasgow-Hotels-NEW-LISTING-Carroll-Cottage-At-Main-Street-Bed-Breakfast.h108410823.Hotel-Information) Glasgow 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. £122 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Glasgow-Hotels-NEW-LISTING-Carroll-Cottage-At-Main-Street-Bed-Breakfast.h108410823.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) ![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) ![Interior](https://images.trvl-media.com/lodging/74000000/73450000/73443100/73443004/491ef3f7.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) ### Exile on Main Street [](https://www.expedia.co.uk/Brownsville-Hotels-Exile-On-Main-Street.h73443004.Hotel-Information) Brownsville 10/10 Exceptional (58 reviews) "Nice stay! As described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad T. £244 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Brownsville-Hotels-Exile-On-Main-Street.h73443004.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) ![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) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83960000/83954000/83953941/696639b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy House with lots of charm! [](https://www.expedia.co.uk/Bowling-Green-Hotels-Cozy-House-With-Lots-Of-Charm.h83953941.Hotel-Information) Bowling Green 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. £197 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Bowling-Green-Hotels-Cozy-House-With-Lots-Of-Charm.h83953941.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) ![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) ![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) ### A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park [](https://www.expedia.co.uk/Park-City-Hotels-A-Kentucky-Cottage-Charming-Cottage-One-Mile-From-Mammoth-Cave-National-Park.h115744671.Hotel-Information) Park City 10/10 Exceptional (14 reviews) "Every where I looked, I found something interesting, artistic. You can tell they've put in years of thought and work to make this place feel special!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt F. £258 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Park-City-Hotels-A-Kentucky-Cottage-Charming-Cottage-One-Mile-From-Mammoth-Cave-National-Park.h115744671.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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/120000000/119997900/119997810/ec8bc4e8.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) ### Welcome to Barren Valley Cottages. [](https://www.expedia.co.uk/Scottsville-Hotels-Welcome-To-Barren-Valley-Cottages.h119997810.Hotel-Information) Scottsville £478 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/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 | Breakfast meal | Free breakfast ](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/cae84a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | Private kitchen | Coffee/tea maker](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 | Living area](https://images.trvl-media.com/lodging/109000000/108390000/108381300/108381219/225f67bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carroll Cottage 1 Bedroom by Main Street Bed & Breakfast [](https://www.expedia.co.uk/Glasgow-Hotels-Carroll-Cottage-At-Main-Street-Bed-Breakfast-1-Bedroom-Cottage.h108381219.Hotel-Information) Glasgow 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 £109 includes taxes & fees 20 Feb - 21 Feb [](https://www.expedia.co.uk/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. 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[Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_553248634999403184) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CABIN) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Kentucky%2C+United+States+of+America®ionId=553248634999403184&latLong=37.041988%2C-86.248314&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Cottages.d553248634999403184-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Cottages.d553248634999403184-aaCottages.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![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 "Everything about this stay was great. Every staff member I encountered was so kind and helpful anytime I needed something. The room was great as well. " [](https://expedia.co.uk/Bowling-Green-Hotels-Staybridge-Suites-Bowling-Green.h5385964.Hotel-Information) ![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 "Clean room. Great staff. Lovely experience!" [](https://expedia.co.uk/Bowling-Green-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bowling-Green.h2392997.Hotel-Information) ![Red Roof Inn & Suites Cave City](https://images.trvl-media.com/lodging/1000000/130000/128200/128126/ff36891a_y.jpg) ### Red Roof Inn & Suites Cave City 10/10 Excellent "Clean room" [](https://expedia.co.uk/Bowling-Green-Hotels-Red-Roof-Inn-Suites-Cave-City.h128126.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 "Great service!" [](https://expedia.co.uk/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 "Clean friendly staff." [](https://expedia.co.uk/Bowling-Green-Hotels-Sleep-Inn-Suites.h12430.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 "Yes good place staff very professional clean room good place to stay in bowling Green" [](https://expedia.co.uk/Bowling-Green-Hotels-Hampton-Inn-By-Hilton-Bowling-Green.h3304.Hotel-Information) ![Embassy Suites by Hilton Bowling Green](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896200/3797f3bf_y.jpg) ### Embassy Suites by Hilton Bowling Green 10/10 Excellent "Great room. Clean and beautiful hotel! " [](https://expedia.co.uk/Bowling-Green-Hotels-Embassy-Suites-Bowling-Green.h75896200.Hotel-Information) ![Wingate by Wyndham Bowling Green](https://images.trvl-media.com/lodging/2000000/1590000/1585100/1585081/9a70e876_y.jpg) ### Wingate by Wyndham Bowling Green 10/10 Excellent "Comfortable bed….good location…quiet sleeping floor" [](https://expedia.co.uk/Bowling-Green-Hotels-Wingate-By-Wyndham-Bowling-Green.h1585081.Hotel-Information) ![Everhome Suites Bowling Green](https://images.trvl-media.com/lodging/123000000/122070000/122062700/122062650/12d0fd73_y.jpg) ### Everhome Suites Bowling Green 10/10 Excellent "Nice, clean, and quiet. Only issue was they said they didn't have my reservation from Expedia but was able to locate it after 15 or 20 minutes " [](https://expedia.co.uk/Bowling-Green-Hotels-Everhome-Suites-Bowling-Green.h122062650.Hotel-Information) ## Find out more about Oakland ## Oakland Cottages information | Number of reviews | 171 | | ----------------- | ----------- | | Accommodation | 51 Cottages | | Lowest Price | £109 | | Highest Price | £478 | ## Explore a world of travel with Expedia - More ways to book - [Book Cottages in Oakland on Expedia.com ](https://www.expedia.com/Oakland-Cottages.d553248634999403184-aaCottages.Travel-Guide-Accommodation)