Title: Oakland Cottages from CA $281 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d9160.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d9160.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d9160.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d9160.Destination-Travel-Guides) ![Swallow Falls](https://images.trvl-media.com/place/9160/8b60b0ad-d1dd-4e6b-8fc4-a386a87d5f65.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by KM Moore ![](https://images.trvl-media.com/place/9160/8b60b0ad-d1dd-4e6b-8fc4-a386a87d5f65.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=9160&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=9160&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=9160&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=9160&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 (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/812cbf25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/90468018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/3b2c1847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954200/94954167/a3714a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Parsons [](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Semper-Fi-Cabin-W-Fire-Pit.h94954167.Hotel-Information) 10/10 Exceptional (1 review) CA $153 CA $316 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Semper-Fi-Cabin-W-Fire-Pit.h94954167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/89c0bdc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/ef202ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/09896776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/442b9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Grantsville [](https://www.expedia.ca/Grantsville-Hotels-Loft-Two-Story-With-First-Floor-Workout-Room.h83227847.Hotel-Information) 9.8/10 Exceptional (37 reviews) "The clean and comfortable looking cabins " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Torrance CA $169 CA $286 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Grantsville-Hotels-Loft-Two-Story-With-First-Floor-Workout-Room.h83227847.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123960000/123950600/123950567/8aa25fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123960000/123950600/123950567/e0a1dc6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123960000/123950600/123950567/92c9a71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123960000/123950600/123950567/w2048h1362x0y3-e11ab6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Grantsville [](https://www.expedia.ca/Grantsville-Hotels-Spacious-Riverfront-Cottage-With-Full-Kitchen.h123950567.Hotel-Information) CA $206 CA $247 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Grantsville-Hotels-Spacious-Riverfront-Cottage-With-Full-Kitchen.h123950567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68050000/68045000/68044902/1649a994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/69000000/68050000/68045000/68044902/94580ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/69000000/68050000/68045000/68044902/36ff7698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68050000/68045000/68044902/40fe6bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bruceton Mills [](https://www.expedia.ca/Bruceton-Mills-Hotels-Country-Roads-Cottage-W-Fenced-In-Yard-Close-To-State-Forests-And-WVU.h68044902.Hotel-Information) 8.8/10 Excellent (22 reviews) "The place was excellent! Clean, accomidated everyone. Was just what we needed and was convenient to where we were headed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany L. CA $165 CA $281 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Bruceton-Mills-Hotels-Country-Roads-Cottage-W-Fenced-In-Yard-Close-To-State-Forests-And-WVU.h68044902.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103584700/103584616/9a8cfd51.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/104000000/103590000/103584700/103584616/d3d34e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103590000/103584700/103584616/cde1acb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103590000/103584700/103584616/51a383d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Grantsville [](https://www.expedia.ca/Grantsville-Hotels-Private-Home-In-Garrett-County.h103584616.Hotel-Information) 10/10 Exceptional (43 reviews) "We thoroughly enjoyed our stay. The location is wonderful and the accommodations are very comfortable. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl G. CA $221 CA $390 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Grantsville-Hotels-Private-Home-In-Garrett-County.h103584616.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/6569d214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/2aa258aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/01fafc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956371/1057704d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Parsons [](https://www.expedia.ca/Parsons-Hotels-Cozy-Anchors-Away-Cabin-Hideaway-W-Fire-Pit.h94956371.Hotel-Information) CA $153 CA $316 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Parsons-Hotels-Cozy-Anchors-Away-Cabin-Hideaway-W-Fire-Pit.h94956371.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94959900/94959830/eaba32f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94959900/94959830/08093f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94959900/94959830/19bb0d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94959900/94959830/c829b20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Parsons [](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Cabin-W-Fire-Pit-River-Access.h94959830.Hotel-Information) CA $153 CA $316 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Parsons-Hotels-Pet-Friendly-Cabin-W-Fire-Pit-River-Access.h94959830.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=2026-01-31&endDate=2026-02-01®ionId=9160&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America®ionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA) ![](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.d9160-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Cottages.d9160-aaCottages.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![Cabin in the Woods](https://images.trvl-media.com/lodging/93000000/92100000/92092300/92092234/f8871107_y.jpg) ### Cabin in the Woods 10/10 Excellent "So many little details that were so well thought out , made this experience at your property amazing. Our 9 year old and 18 year old didnt complain once the whole 3 days we were there. Hot tub was amazing, game area was great. We enjoyed the board games and puzzles. Bedrooms were clean and comfy. Access to extra blankets was great too because it was so cold that weekend. We enjoyed every part of our stay and enjoyed just being together and were thankful your place could accommodate that. Thanks for driving so far to fix the frozen pipes that busted so we could still come. Great owners and great communication ! Definitely recommend this property " [](https://expedia.ca/Oakland-Hotels-Cabin-In-The-Woods.h92092234.Hotel-Information) ![Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip](https://images.trvl-media.com/lodging/96000000/95210000/95208700/95208674/7af77293_y.jpg) ### Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip 10/10 Excellent "House is amazing and so much space for a big family. Everything was great and we want to come back in the summer. " [](https://expedia.ca/Oakland-Hotels-Lakefront.h95208674.Hotel-Information) ![Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp](https://images.trvl-media.com/lodging/105000000/104790000/104788500/104788464/f498bb48_y.jpg) ### Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp 10/10 Excellent "My family and I, including our dog Harley, had a great stay. Terry was an amazing host. We had a weather related issue and she was super responsive and extremely helpful. This was our second stay at this property. It fits our needs and was perfect for a few days of skiing and playing in the snow. The house is very pet friendly, has all the room we need and is in a perfect location for everything Deep Creek has to offer. Our first stay was during the summer and the dock was our reason for renting. We will definitely rent again. " [](https://expedia.ca/Oakland-Hotels-Bon-Vivant-Pet-Friendly.h104788464.Hotel-Information) ![Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing ](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/78c8b009_y.jpg) ### Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing 10/10 Excellent "The house was in great condition and had everything we needed. Very clean and well kept the host was very accommodating and letting us come a little earlier than check-in, which was very nice. Have a great time." [](https://expedia.ca/Oakland-Hotels-Lakefront.h63746763.Hotel-Information) ![That Special Place](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/8d132ad8_y.jpg) ### That Special Place 10/10 Excellent "Clean house" [](https://expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information) ![Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit](https://images.trvl-media.com/lodging/96000000/95210000/95208700/95208667/84debdb5_y.jpg) ### Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit 10/10 Excellent "Very welcoming" [](https://expedia.ca/Oakland-Hotels-Lakefront.h95208667.Hotel-Information) ![The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek](https://images.trvl-media.com/lodging/106000000/105960000/105953100/105953075/15a0572e_y.jpg) ### The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek 10/10 Excellent "The host, Jeff was exceptionally proactive in communicating. The house is exactly as pictured and described. Even better than expected in person.The house had beautiful Christmas decorations and a very nice welcome basket. We traveled with two small dogs and there was room in the loft for their little beds. Carrying the puppies up and down the stairs was necessary due to steepness but that was expected. Just something to consider if that’s not your thing. Overall positive experience! " [](https://expedia.ca/Oakland-Hotels-The-Tiny-House-Deep-Creek-Lake-Centrally-Located-To-Everything-Deep-Creek.h105953075.Hotel-Information) ![Level lakefront, family-friendly, hot tub, low fees, private dock](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/f7244719_y.jpg) ### Level lakefront, family-friendly, hot tub, low fees, private dock 10/10 Excellent "Great communication and amenities. Very spacious and beautiful interior " [](https://expedia.ca/Cumberland-Hotels-Level-Lakefront.h54911380.Hotel-Information) ![Amazing Central Location! Lakefront! Hot tub/dock!](https://images.trvl-media.com/lodging/63000000/62990000/62988900/62988840/3de4819e_y.jpg) ### Amazing Central Location! Lakefront! Hot tub/dock! 10/10 Excellent "The house was a perfect location on the lake and close to everything. Parking accomadated 8 cars easily. Kitchen was fully stocked with everything we needed. The common areas on each level were great for getting our group together. House was close to stores." [](https://expedia.ca/Oakland-Hotels-Amazing-Central-Location-Lakefront-Hot-Tubdock.h62988840.Hotel-Information) ## Find out more about Oakland ## Oakland Cottages information | Number of reviews | 102 | | ----------------- | ----------- | | Accommodation | 32 Cottages | | Lowest Price | CA $281 | | Highest Price | CA $390 | ## Frequently asked questions ### Why book your cottage in Oakland with Expedia? ### How can I find cheap cottages in Oakland? ### What is there to do in Oakland near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Paradise Point ](https://www.expedia.ca/2Star-Paradise-Point-Oakland-Hotels.s20-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Westernport ](https://www.expedia.ca/4Star-Westernport-Hotels.s40-0-d3000440935.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Mountainside ](https://www.expedia.ca/5Star-Mountainside-Oakland-Hotels.s50-n553248635976481730-0.Travel-Guide-Filter-Hotels) - 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