Vacation Homes in Oakland, ME
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Top Vacation Homes in Oakland

Waterfront retreat with stunning views, dock access and washer/dryer

Lakefront, Stunning Home only 30 min to Sugarloaf!

Every window has a spectacular lake view Low fees

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Spacious Country Home w/ Hot Tub, near Colby/Thomas

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Private and Calming Waterfront to the Rescue!

Charming Wilton Vacation Rental w/ Fire Pit

Great Pond Waterfront: Dog-friendly Home Near Colby College
Top hotels in Oakland

Sister A-Frame in Woods B
Find the Best Vacation Homes in Oakland
Why book a vacation home in Oakland?
Vacation homes in Oakland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Oakland?
Private Oakland rental homes range between $243 total - $525 total per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Oakland vacation home rentals. You might look for Oakland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Oakland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Oakland?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Oakland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Oakland hotels and vacation homes that best suit your stay. We also have deals for flights, and Oakland car rentals. You’ll save even more when you bundle your items into a Oakland vacation package!
How many vacation homes are available to book in Oakland?
There are 143 rental homes in Oakland. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Oakland?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Oakland Vacation Homes essential information
Accommodation | 143 Vacation Homes |
---|---|
Lowest Price | $243 total |
Highest Price | $525 total |
Popular accommodation | Waterfront retreat with stunning views, dock access and washer/dryer, Lakefront, Stunning Home only 30 min to Sugarloaf!, Every window has a spectacular lake view Low fees, Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly, Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak, Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting, Spacious Country Home w/ Hot Tub, near Colby/Thomas, Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop, Private and Calming Waterfront to the Rescue!, Charming Wilton Vacation Rental w/ Fire Pit, Great Pond Waterfront: Dog-friendly Home Near Colby College, Near Waterville: Cozy Midcoast Vacation Rental! |