Title: Oakland Guest Houses from CA $393 | 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 # Search Guest Houses in Oakland from CA $393 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oakland Guest Houses ![Property grounds](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/20d8d18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/0a5bf186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/5d995857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/e9d8ab8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore Oakland 10/10 Exceptional (12) "Laid back perfect spot. Levi was cool to hang out with." CA $209 CA $393 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.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=2025-10-29&endDate=2025-10-30®ionId=140470&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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-Guest-Houses.d140470-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Guest-Houses.d140470-aaGuestHouses.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![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 ""No Pets" is a wonderful thing for a person with severe animal allergies. Thank goodness! Also, the hotel is clean, well-maintained, quiet, and comfortable. We will definitely stay here again!!" [](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information) ![The Elmwood](//images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/6685e6ca_y.jpg) ### The Elmwood 10/10 Excellent "This was a charming little hotel that has been renovated. Rooms were very clean and smelled clean. Staff were very friendly had a simple but delicious breakfast available. " [](https://expedia.ca/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ![Best Western Plus Augusta Civic Center Inn](//images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg) ### Best Western Plus Augusta Civic Center Inn 10/10 Excellent "Rooms where clean, the bed was comfy. Staff was great." [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.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 "Clean and comfortable " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Senator Inn & Spa](//images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg) ### Senator Inn & Spa 10/10 Excellent "Spa was outstanding" [](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.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 "An excellent location and very enjoyable setting on the pond. Great place to sit outside and enjoy coffee in the morning and a glass of wine in the evening." [](https://expedia.ca/Augusta-Hotels-Get-Away-From-It-All-At-This-Cottage-On-East-Pond-In-Oakland-Maine.h61508289.Hotel-Information) ![Comfort Inn & Suites Wilton](//images.trvl-media.com/lodging/3000000/2120000/2113200/2113105/0cd9da98_y.jpg) ### Comfort Inn & Suites Wilton 10/10 Excellent "Great place to stay on our fall color trip " [](https://expedia.ca/Augusta-Hotels-Comfort-Inn-And-Suites-Wilton.h2113105.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) ![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 "Friendly and courteous staff. Very helpful with dining locations. Would recommend a lounge/pub setting to enjoy a drink after a long traveling day. Excellent hotel!!! " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ## Find out more about Oakland ## Oakland Guest Houses information | Number of reviews | 12 | | --- | --- | | Accommodation | 2 Guest Houses | | Lowest Price | CA $393 | | Highest Price | CA $393 | ## 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) - [Guest Houses in Belgrade](https://www.expedia.ca/Belgrade-Guest-Houses.d6181917-aaGuestHouses.Travel-Guide-Accommodation) - 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