Title: Oakland Vacation Home Rentals from CA $212: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d140470.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d140470.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d140470.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d140470.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/05f2f66360ab97fbc8a6b8b59f2f2a24.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marc Maheu # 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=140470&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) ## Browse Select Oakland Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/a9427e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/c8d60c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/aed9cb99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Guest House on Farm - Pets Welcome Oakland 10/10 Exceptional (7) "Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvin W. CA $311 CA $510 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/5bd003a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/f0f8ac95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/354636c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Printers](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/0d0b5096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Valhalla Farm Oakland CA $396 CA $571 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Oakland-Hotels-My-Valhalla-Farm.h121269271.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/5d63eee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/24687d8e_edited_120b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/9219ab3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/2be335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discover Oakland charm near Colby College 10 min Oakland 10/10 Exceptional (4) "New, clean and had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lara B. CA $127 CA $365 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/129d87e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/db1800b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/f0524dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/5c8b3b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on water's edge of Lake Cobbosseecontee Manchester 8.8/10 Excellent (17) "Perfect old fashion Maine cottage! Great sunsets!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita W. CA $183 CA $443 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/e0ffec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/27f2044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/2dd0dee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/a67fe484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine Madison 9.0/10 Wonderful (4) "Excellent service and perfect for our stay. Would book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $166 CA $212 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42670000/42662400/42662330/2eb0bd4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42670000/42662400/42662330/8fa7ded6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42670000/42662400/42662330/fe08b545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/43000000/42670000/42662400/42662330/w1125h1787x0y18-8cc05b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Every window has a spectacular lake view Low fees Wayne 9.8/10 Exceptional (45) "Great little camp. Nature calls." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ku k. CA $246 CA $477 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Wayne-Hotels-Gorgeous-Lake-House.h42662330.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/58ab669e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/3c55c312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/6ab75d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/64d8bcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3350 Middle Road Sidney 8.0/10 Very good (3) "A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pat D. CA $376 CA $470 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Augusta-Hotels-The-Maine-Experience-Where-Expansive-Nature-Meets-Modern-Comfort.h118939094.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/b6073572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/97c016b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/d65eda33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/eeafa7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly Canaan 10/10 Exceptional (3) "Great spot on the lake! The house was super clean, beds were very comfortable, kitchen was well stocked and had everything we needed while we were there. The neighbor's house is really close to the property along the shared beach, and while it was never an issue for us, you may hear the neighbors as they come and go from their house. Overall a fantastic stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evan S. CA $203 CA $514 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Canaan-Hotels-3-Bedroom-Lakefront-Home-With-Beach-Front.h113961345.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801605/671ec09a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801605/2d559839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801605/3ac66b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801605/978710b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront, Stunning Home only 30 min to Sugarloaf! Strong 10/10 Exceptional (36) "The house was very comfortable. Grass and lake well maintained. Plenty of towels and the whirlpool bath was very a nice bonus. Kayaks were fun. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie A. [](https://www.expedia.ca/Strong-Hotels-Beautiful-Lakefront-Home-Only-30-Min-To-Sugarloaf.h71801605.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/3bf59363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/b07044eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/1d2e2542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/4d1cf8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A soul soothing escape. Artistically built and lovingly maintained. New Sharon 10/10 Exceptional (29) "We loved the property. The Views are great and it is very comfortable and quiet. I would highly recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura N. CA $346 CA $573 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/New-Sharon-Hotels-A-Soul-Soothing-Escape-Artistically-Built-And-Lovingly-Maintained.h35267232.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99340000/99335200/99335199/091ffe94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99335200/99335199/472c33cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/100000000/99340000/99335200/99335199/78cf9552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99340000/99335200/99335199/88420d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Lakefront Home: Big Porches, Kayaks & Room to Gather Winthrop 9.6/10 Exceptional (4) "Wonderful stay! This is the third year in a row our group of "mature" fishermen have stayed at this lake. This was by far the best place we stayed at. Views and setting are all that we could ask for. We'll be back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $409 CA $946 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Winthrop-Hotels-Historic-Lake-Front-Home-On-Cobbosseeconte-Lake.h99335199.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=2025-11-07&endDate=2025-11-08®ionId=140470&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.d140470-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.d140470-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![Homewood Suites by Hilton Augusta](//images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg) ### Homewood Suites by Hilton Augusta 10/10 Excellent "the first hotel ive stayed where everything is great. comfortable bed beautiful suite outside is awesome too. great firepit atmosphere. im definitely coming back" [](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information) ![Maine Evergreen Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/790000/787600/787572/4f6988c8_y.jpg) ### Maine Evergreen Hotel, an Ascend Collection Hotel 10/10 Excellent "Very nice hotel with knowledgeable staff and good amenities. Highly recommend." [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](//images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "My stay was excellent! Prior to arrival I read some mixed reviews. There was someone that took issue with a few dehumidifiers being by the side entrance on the first floor. There was no fowl smell or anything, a few stains on the carpet? Sure, but I don't know what the hell people had such an issue with. Room was immaculate, linens were clean, bed was very comfortable. Breakfast was great, typical full-breakfast hotel type foods (eggs were probably powdered, but decent). Front desk staff were friendly and let me use a phone charger. Gas station, grocery store, restaurants within walking distance. Would definetely stay here again, 5 star review. " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Fireside Inn & Suites Waterville](//images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "nice room with a view. easy on and off highway. " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![The Elmwood](//images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/6685e6ca_y.jpg) ### The Elmwood 10/10 Excellent "The property was surprisingly high quality; and the staff was above-and-beyond pleasant, kind and helpful. It was a full night, and parking was a tad tricky but in the end not that bad. Really it's the staff that will have me coming back to this location!" [](https://expedia.ca/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ![Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes](//images.trvl-media.com/lodging/62000000/61510000/61508300/61508289/569b4e0b_y.jpg) ### Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes 10/10 Excellent "The stay was incredible! Better than I would’ve imagined from the listing :)" [](https://expedia.ca/Augusta-Hotels-Get-Away-From-It-All-At-This-Cottage-On-East-Pond-In-Oakland-Maine.h61508289.Hotel-Information) ![Senator Inn & Spa](//images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "Very clean, comfortable rooms, fabulous pool, lovely restaurant for breakfast. Staff were very helpful. " [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information) ![Super 8 by Wyndham Augusta](//images.trvl-media.com/lodging/1000000/460000/459700/459673/623a5000_y.jpg) ### Super 8 by Wyndham Augusta 10/10 Excellent "Consider offering cold water at breakfast. Otherwise it was a great stay - just what I wanted" [](https://expedia.ca/Augusta-Hotels-Super-8-By-Wyndham-Augusta.h459673.Hotel-Information) ![Days Inn by Wyndham Augusta](//images.trvl-media.com/lodging/1000000/60000/50600/50552/6adf084b_y.jpg) ### Days Inn by Wyndham Augusta 10/10 Excellent "Our tv would not work. Texted with front desk who told us what to try. Still did not work and when notified they came up and fixed it! Well done! Quiet stay- would stay again! Didn’t care much for the continental breakfast offered so we passed and stopped elsewhere" [](https://expedia.ca/Augusta-Hotels-Days-Inn-By-Wyndham-Augusta.h50552.Hotel-Information) ## Find out more about Oakland ## Oakland Vacation Homes information | Number of reviews | 146 | | --- | --- | | Accommodation | 127 Vacation Homes | | Lowest Price | CA $212 | | Highest Price | CA $946 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Capsule Hotels in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Farmstay in Belgrade](https://www.expedia.ca/Belgrade-Agritourism.d6181917-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Belgrade](https://www.expedia.ca/Belgrade-Apart-Hotels.d6181917-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Belgrade](https://www.expedia.ca/Belgrade-Bed-And-Breakfast.d6181917-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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