Title: Oakland Vacation Rentals from CA $288: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d140470.Travel-Guide-Hotels)[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)

![Overlooking Long Pond from Frenche's Mountain, Rome,Me. Very easy hike, less than a mile round trip, through the woods. ](https://images.trvl-media.com/place/183294/94640f69-e5f6-46b9-9d25-cbf58ad86730.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Marc Maheu

# Oakland Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-12-16&endDate=2025-12-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=140470&startDate=2025-12-17&endDate=2025-12-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[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)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=140470&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)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CHALET)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CABIN)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maine%2C+United+States+of+America&regionId=140470&latLong=44.540222%2C-69.721992&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VILLA)

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## Top Oakland Hotel Reviews

![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg)

### Fireside Inn & Suites Waterville

10/10 Excellent

"Clean, friendly and great location "

[](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information)

![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg)

### Senator Inn & Spa

10/10 Excellent

"We just spent one night . The Place was very comfortable and safe to stay at."

[](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information)

![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/bf2caaca_y.jpg)

### Hampton Inn Augusta

10/10 Excellent

"Super clean room and public areas, very friendly and helpful staff, and amazing breakfast. Would highly recommend and stay there again."

[](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information)

![Best Western Plus Augusta Civic Center Inn](https://images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg)

### Best Western Plus Augusta Civic Center Inn

10/10 Excellent

"Nice big room, and a good place to spend the night."

[](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.Hotel-Information)

![Days Inn by Wyndham Augusta](https://images.trvl-media.com/lodging/1000000/60000/50600/50552/6adf084b_y.jpg)

### Days Inn by Wyndham Augusta

10/10 Excellent

"I was on a business trip. I arrived late because of a snow storm and the person checking me in was very nice and friendly, taking the time to see that I could get to my room and not get lost. Checkout the next morning was quick and easy. That person checking me out again was very friendly and helpful. My only complaint about the cleanliness wasn't to do with my room, but the hall carpeting could use a good cleaning or maybe even replacement."

[](https://expedia.ca/Augusta-Hotels-Days-Inn-By-Wyndham-Augusta.h50552.Hotel-Information)

![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg)

### Best Western Plus Waterville Grand Hotel

10/10 Excellent

"One of the most clean and well maintained hotels I’ve stayed in. Very pleasant staff and atmosphere. I will definitely stay there again. "

[](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information)

![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg)

### The Skowhegan By Kasa

10/10 Excellent

"Great place to stay"

[](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information)

![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/42d3f26f_y.jpg)

### Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"yes to all."

[](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information)

![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg)

### Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent

"Room was clean. Staff were very friendly. I highly recommend!"

[](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information)

## Find out more about Oakland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Oakland ](https://expedia.ca/Oakland-Private-Vacation-Homes.d140470-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Oakland ](https://expedia.ca/Oakland-Cottages.d140470-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakland ](https://expedia.ca/Oakland-Cabins.d140470-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Oakland ](https://expedia.ca/Oakland-Apartments.d140470-aaApartments.Travel-Guide-Accommodation)
- [Motels in Oakland ](https://expedia.ca/Oakland-Motels.d140470-aaMotels.Travel-Guide-Accommodation)
- [Chalets in Oakland ](https://expedia.ca/Oakland-Chalets.d140470-aaChalets.Travel-Guide-Accommodation)
- [Resorts in Oakland ](https://expedia.ca/Oakland-Resort-Hotels.d140470-aaResortHotels.Travel-Guide-Accommodation)
- [Farmstay in Oakland ](https://expedia.ca/Oakland-Agritourism.d140470-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Oakland ](https://expedia.ca/Oakland-Bed-And-Breakfast.d140470-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Oakland ](https://expedia.ca/Oakland-Guest-Houses.d140470-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Oakland ](https://expedia.ca/Oakland-Villas.d140470-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Oakland ](https://expedia.ca/Oakland-Lodges.d140470-aaLodges.Travel-Guide-Accommodation)
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