
House vacation rentals in Oakland
Find and book unique houses on Airbnb
Top-rated house rentals in Oakland
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland house rentals
House rentals with a pool

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

Coastal Retreat with Pool and Cheerful Vibes

Luxe Liberty: Getaway with Heated Indoor Pool!

The Flying Cloud

House in the woods

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

3.5k sq ft | Pool, Hot Tub, Sauna & More!
Weekly house rentals

Manor House on Long Pond with water toys!

Cute house in town Skowhegan.

Classy AF Home, walk across the street to Colby!

Great Pond Lake House With Western Views

The HideAway - Starks

Belgrade Lake house with Dock!

Newly built in 2024, Long Pond lake access

Peaceful Lakefront Getaway W/ Sunset Views & Dock
Private house rentals

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Antique Barn Apartment at Salt Water Farm

Red Barn at The Appleton Retreat

The Maine Experience

Natural Beauty on Drury Pond - Snowmobile Paradise

House 18 minutes to Popham 9 minutes to Bath

Lakefront FUN! Private Dock, Boats, HotTub, Kayaks

New all season lakefront house on Washington Pond
Quick stats about house rentals in Oakland
Total rentals
20 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Montreal Vacation rentals
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- Rentals with a patio Oakland
- Rentals with a fire pit Oakland
- Pet-friendly rentals Oakland
- Waterfront rentals Oakland
- Rentals with a fireplace Oakland
- Rentals with outdoor seating Oakland
- Rentals with a washer and dryer Oakland
- Rentals with lake access Oakland
- Rentals with a kayak Oakland
- Family-friendly rentals Oakland
- House rentals Maine
- House rentals United States
- Pemaquid Beach
- Saddleback Ski Mountain Maine
- Belgrade Lakes Golf Club
- Samoset Resort
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Fox Ridge Golf Club
- Sandy Point Beach
- Sugarloaf Golf Club
- Black Mountain of Maine
- Bear Island Beach
- Maine Maritime Museum
- Brunswick Golf Club
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- Spragues Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Wadsworth Cove Beach
- The Camden Snow Bowl
- Islesboro Town Beach
- North Point Beach