Title: Oakland Vacation Home Rentals from CA $203: Search Top Private Vacation Homes for Rent | 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) ![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jenn Charbonneau # Oakland 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 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland vacation homes ![Smart TV, video games](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-aa7e85fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/145d0abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/a012a856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-931787ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the heart of Deep Creek Lake! - "Shamrock Inn" [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) Mountainside 9.6/10 Exceptional (5) "Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $260 CA $643 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113306000/113305933/c044af16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113310000/113306000/113305933/fa09079c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113306000/113305933/992024be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113310000/113306000/113305933/b9e21911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dam View Vista -Lake View-5 BR-KingSize Beds-Hot Tub-Fire Pit-Golf/Ski Close [](https://www.expedia.ca/Oakland-Hotels-Dam-View-Vista-Exceptional-Lake-View-5-BR-King-Beds.h113305933.Hotel-Information) Oakland 8.6/10 Excellent (4) "If you are questionable about renting this place...don't be!! It's all you could ask for! It was clean, beautiful view from the house and the wonderful deck outside. Beautiful inside as well. The location is great also. Short drive to town. I'm hoping we can enjoy staying there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gary m. [](https://www.expedia.ca/Oakland-Hotels-Dam-View-Vista-Exceptional-Lake-View-5-BR-King-Beds.h113305933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/b1d42250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/w2000h1333x0y1-10e911fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/12077776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/b1627a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Lodge sleeps 25 guests Spectacular Views [](https://www.expedia.ca/Oakland-Hotels-Private-Lodge-Sleeps-25-Guests-Spectacular-Views.h115760069.Hotel-Information) Oakland CA $898 CA $2,011 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Oakland-Hotels-Private-Lodge-Sleeps-25-Guests-Spectacular-Views.h115760069.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104620000/104616900/104616820/9adb16e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104620000/104616900/104616820/b96cc43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104620000/104616900/104616820/6a296072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104620000/104616900/104616820/f9c9dc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi [](https://www.expedia.ca/Old-Fields-Hotels-Chalet-W-Stunning-Views.h104616820.Hotel-Information) Old Fields 10/10 Exceptional (1) "My wife and I stayed here looking for expansive views and quiet to enjoy the Fall foliage in late October. This property over-delivered. It was a wonderful stay with amazing views and extremely quiet and remote. We would definitely stay here again. Communication was superb - fast responses and super informative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dane P. CA $294 CA $526 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Old-Fields-Hotels-Chalet-W-Stunning-Views.h104616820.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/5500f36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/43dc53f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/d4ea208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/301fd324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location! [](https://www.expedia.ca/Swanton-Hotels-Lake-House.h89523320.Hotel-Information) Swanton 10/10 Exceptional (21) "Excellent home in great location and host! Thank you!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sharon d. CA $187 CA $709 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Swanton-Hotels-Lake-House.h89523320.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/ef1cf6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w505h683x260y0-054ac656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w508h683x259y0-6e22c86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w517h683x248y0-81d48001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV [](https://www.expedia.ca/Davis-Hotels-Cozy-Sunlit-Mountain-Loft-Near-Blackwater-Falls-And-Canaan-Valley-In-Davis.h92562387.Hotel-Information) Davis 9.8/10 Exceptional (43) "Perfect weekend getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassie B. CA $75 CA $234 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Davis-Hotels-Cozy-Sunlit-Mountain-Loft-Near-Blackwater-Falls-And-Canaan-Valley-In-Davis.h92562387.Hotel-Information) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116530000/116523400/116523367/c73b6eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116530000/116523400/116523367/4f79c9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116530000/116523400/116523367/ef2f6ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116530000/116523400/116523367/a3e6a5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Estates - Two Double Beds [](https://www.expedia.ca/Confluence-Hotels-Shoreline-Estates-Two-Double-Beds.h116523367.Hotel-Information) Confluence 10/10 Exceptional (2) "Bed was comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $151 CA $203 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Confluence-Hotels-Shoreline-Estates-Two-Double-Beds.h116523367.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68080000/68077600/68077565/53bcd737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/69000000/68080000/68077600/68077565/b8ae0f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68077600/68077565/05b6f875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68077600/68077565/114eb113_edited_0eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bedroom house in peaceful Davis with EV charger minutes from adventure [](https://www.expedia.ca/Davis-Hotels-Cozy-3-Bedroom-House-In-Peaceful-Davis-With-EV-Charger-Minutes-From-Adventure.h68077565.Hotel-Information) Timberline 9.0/10 Wonderful (20) "Very easy to locate and easy to check in. Everything was excellent. Not a perfect score in cleanliness only was given specially for the bathrooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina C. CA $181 CA $409 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Davis-Hotels-Cozy-3-Bedroom-House-In-Peaceful-Davis-With-EV-Charger-Minutes-From-Adventure.h68077565.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112670000/112667400/112667362/369ab148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112670000/112667400/112667362/947770b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/113000000/112670000/112667400/112667362/502bf32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112670000/112667400/112667362/a2148c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub! Book Now for Spring and Summer! [](https://www.expedia.ca/Confluence-Hotels-Hot-Tub-Book-Now-For-Spring-And-Summer.h112667362.Hotel-Information) Confluence 9.0/10 Wonderful (6) "What a gem in the nice quiet little town of Confluence! The location is great, with local businesses and trails within walking distance. The house is clean, solid, and the perfect size for cooking, dining, lounging or resting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene D. CA $220 CA $407 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Confluence-Hotels-Hot-Tub-Book-Now-For-Spring-And-Summer.h112667362.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116729100/116729039/w3024h4030x0y0-a413fc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116730000/116729100/116729039/267b5ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116730000/116729100/116729039/7aa176ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116730000/116729100/116729039/fbf71615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access [](https://www.expedia.ca/McHenry-Hotels-Dogs-OK-5-Bedroom2-Den-Mansion-W-HOT-TUB-On-Top-The-Mountain-7-Min-Lake-Access.h116729039.Hotel-Information) McHenry 10/10 Exceptional (4) "incredible, everything was more than we expected and the host was super responsive and helpful throughout our time there, 10000/10 would recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aleena H. CA $245 CA $1,084 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/McHenry-Hotels-Dogs-OK-5-Bedroom2-Den-Mansion-W-HOT-TUB-On-Top-The-Mountain-7-Min-Lake-Access.h116729039.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111410000/111409500/111409408/59c89123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111410000/111409500/111409408/73173911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111410000/111409500/111409408/be2604af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111410000/111409500/111409408/e7b81853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOUNTAIN VIEW HOUSE, 2-minute walk to downtown [](https://www.expedia.ca/Davis-Hotels-MOUNTAIN-VIEW-HOUSE.h111409408.Hotel-Information) Davis 10/10 Exceptional (5) "We had a great stay with friends here and it was very convenient to Blackwater Falls. Would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anna b. CA $285 CA $636 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Davis-Hotels-MOUNTAIN-VIEW-HOUSE.h111409408.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/71000000/70130000/70129300/70129279/5350f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/71000000/70130000/70129300/70129279/9073a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70130000/70129300/70129279/56be4ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/71000000/70130000/70129300/70129279/78ebcff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #1 Cabin\~Walk to WISP! Lake access & dock! HOT Tub\~Game room\~Fire Pit & DOGS OK! [](https://www.expedia.ca/McHenry-Hotels-Walk-To-Wisp-DEEP-CREEK-LAKEHOT-TUBGAME-ROOMFire-Pit-DOG-FRIENDLY.h70129279.Hotel-Information) McHenry 9.8/10 Exceptional (35) "Great cabin, super clean and awesome location. Host was incredible- excellent communication and very nice. 5 stars " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William C. CA $222 CA $818 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/McHenry-Hotels-Walk-To-Wisp-DEEP-CREEK-LAKEHOT-TUBGAME-ROOMFire-Pit-DOG-FRIENDLY.h70129279.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118070000/118065700/118065654/a6cd4f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118070000/118065700/118065654/59bc38b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118070000/118065700/118065654/ae7dfd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118070000/118065700/118065654/f984dca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Step Back in Time at the Historic Cooper Homestead – Canaan Valley’s Last Original Cabin [](https://www.expedia.ca/Davis-Hotels-Step-Back-In-Time-At-The-Historic-Cooper-Homestead-Canaan-Valleys-Last-Original-Cabin.h118065654.Hotel-Information) Davis 10/10 Exceptional (3) "Such a unique place! Beautiful views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel L. CA $241 CA $587 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Davis-Hotels-Step-Back-In-Time-At-The-Historic-Cooper-Homestead-Canaan-Valleys-Last-Original-Cabin.h118065654.Hotel-Information) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/117000000/116950000/116950000/116949991/4b58bfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/117000000/116950000/116950000/116949991/e0a1c808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/117000000/116950000/116950000/116949991/c1c51a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms](https://images.trvl-media.com/lodging/117000000/116950000/116950000/116949991/19c9487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home [](https://www.expedia.ca/Davis-Hotels-Modern-Mountain-Retreat-Near-Dolly-Sods-Skiing-3-Bedroom-Home.h116949991.Hotel-Information) Timberline CA $273 CA $668 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Davis-Hotels-Modern-Mountain-Retreat-Near-Dolly-Sods-Skiing-3-Bedroom-Home.h116949991.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48610000/48604500/48604478/87ad376f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48610000/48604500/48604478/edca1a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48610000/48604500/48604478/4cd29209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48610000/48604500/48604478/04faed71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Farm, Near Lake, 10 Acres, Newly Renovated [](https://www.expedia.ca/Swanton-Hotels-Historic-Farm.h48604478.Hotel-Information) Swanton 9.8/10 Exceptional (10) "The Historic Farm property was beautiful! Our family enjoyed fishing at the pond and biking in and around the property. We hiked and swam in the nearby State Parks. The bedrooms were spacious and the king sized beds comfortable. It was great to have meals with the whole family around the large dining room table. The ice machine in the cozy kitchen was an added bonus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl W. CA $2,285 CA $3,185 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Swanton-Hotels-Historic-Farm.h48604478.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754833/28385ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754833/37a718d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754833/35316099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754833/4234405e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bask in the Pond View of Room 5, Lake Access, Golf [](https://www.expedia.ca/Swanton-Hotels-Bask-In-The-Pond-View-Of-Room-5.h118754833.Hotel-Information) Swanton CA $305 CA $711 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Swanton-Hotels-Bask-In-The-Pond-View-Of-Room-5.h118754833.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754827/9a8535e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754827/a338c843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754827/068b1993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754827/60d9adc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Room 3 & Bath, 10 quiet acres, Lake Access [](https://www.expedia.ca/Swanton-Hotels-Private-Room-3-Bath.h118754827.Hotel-Information) Swanton CA $305 CA $712 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Swanton-Hotels-Private-Room-3-Bath.h118754827.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96050000/96048700/96048606/2413462b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/97000000/96050000/96048700/96048606/fb9d7a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96050000/96048700/96048606/6bf61fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96050000/96048700/96048606/e6ee6a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fox Den, 2 bdrm, walk to Purple Fiddle, near Canaan, Davis, Blackwater Falls [](https://www.expedia.ca/Thomas-Hotels-The-Fox-Den.h96048606.Hotel-Information) Thomas 9.8/10 Exceptional (25) "The property was clean and well furnished. It was very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $178 CA $400 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Thomas-Hotels-The-Fox-Den.h96048606.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186302/81f63379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186302/4f72da95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186302/1e50ea42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186302/a07079f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grey Haven- Brand new Modern Farmhouse pool & theater [](https://www.expedia.ca/McHenry-Hotels-Grey-Haven-Brand-New-Modern-Farmhouse-Pool-Theater.h121186302.Hotel-Information) Garrett County CA $167 CA $764 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/McHenry-Hotels-Grey-Haven-Brand-New-Modern-Farmhouse-Pool-Theater.h121186302.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120490000/120485200/120485167/001ce224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120490000/120485200/120485167/f931ed16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120490000/120485200/120485167/b6dcb721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120490000/120485200/120485167/e90b34f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 2-bedroom house in Terra Alta, WV. Veteran Owned [](https://www.expedia.ca/Terra-Alta-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Terra-Alta.h120485167.Hotel-Information) Terra Alta 9.6/10 Exceptional (5) CA $180 CA $222 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Terra-Alta-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Terra-Alta.h120485167.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=2025-12-24&endDate=2025-12-25®ionId=9160&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FOakland-Private-Vacation-Homes.d9160-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Private-Vacation-Homes.d9160-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![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 "The host made the house feel like home.It was very welcoming and warm tons of amenities, and it was just the right size for us." [](https://expedia.ca/Cumberland-Hotels-Level-Lakefront.h54911380.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 "A beautiful home and an awesome location! The owner was incredible to work with and so accommodating. I can’t say enough wonderful things about them! The home feels like a cabin and still has wonderful amenities like the hot tub that everyone enjoyed very much! Would definitely return.:-)" [](https://expedia.ca/Oakland-Hotels-Lakefront.h63746763.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 house was adorable. The host left us humans and puppies a great welcome treat. " [](https://expedia.ca/Oakland-Hotels-The-Tiny-House-Deep-Creek-Lake-Centrally-Located-To-Everything-Deep-Creek.h105953075.Hotel-Information) ![Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table](https://images.trvl-media.com/lodging/35000000/34160000/34151200/34151122/381c360b_y.jpg) ### Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table 10/10 Excellent "Everything was perfectHouse is very clean and well appointed. We had 15 of us for Thanksgiving. Owner had house decorated for holiday, even had a tree up!Owner was always in contact to make sure we had what we needed. " [](https://expedia.ca/Oakland-Hotels-Stunning-7-Bedroom-65-Bath-Lakefront-Home-With-Dock-Slip.h34151122.Hotel-Information) ![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg) ### The Garrett Inn 10/10 Excellent "Everything about the place was perfect, centrally located, clean and comfortable. The farmhouse kitcsh was a little overboard but the place was very nice and very clean! " [](https://expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information) ![Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!](https://images.trvl-media.com/lodging/24000000/23560000/23559700/23559605/w1199h798x1y1-5cea627c_y.jpg) ### Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES! 10/10 Excellent "The house is nothing but cozy and fun. It has everything you need for a perfect weekend getaway. Spending a cold winter night in the hot tub was incredibly relaxing. We rented the place and stayed with a few friends, and they all loved it with lots of compliments. The hosts were great, communication was smooth, and they even let us check out late with no fuss. We only wish we could have stayed for a full week. The pool table was a nice bonus, and the trails and other places are only a short drive away." [](https://expedia.ca/Oakland-Hotels-Timroc-II.h23559605.Hotel-Information) ![The winter is coming !!!](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/d1f7f369_y.jpg) ### The winter is coming !!! 10/10 Excellent "Very easy to check in and out! Thank you! " [](https://expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information) ![In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,](https://images.trvl-media.com/lodging/90000000/89150000/89146100/89146013/2fb0c438_y.jpg) ### In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp, 10/10 Excellent "The place was as described and close to a lot of thsijgs" [](https://expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek.h89146013.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 "We had an excellent experience at Unwined. The host was welcoming and was very good at communicating with us. We were given useful information about the house and the area. When I asked a question via text once, I received a very quick response." [](https://expedia.ca/Oakland-Hotels-Amazing-Central-Location-Lakefront-Hot-Tubdock.h62988840.Hotel-Information) ## Find out more about Oakland ## Oakland Vacation Homes information | Number of reviews | 134 | | ----------------- | ------------------ | | Accommodation | 538 Vacation Homes | | Lowest Price | CA $203 | | Highest Price | CA $3,185 | ## 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) - [5 Star Hotels in Sunplace ](https://www.expedia.ca/5Star-Sunplace-McHenry-Hotels.s50-n553248635976468730-0.Travel-Guide-Filter-Hotels) - 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