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Vacation Rentals in Oakland, ME
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Price: high to low
Sort by:
Relevance
Most relevant
Newest first
Price: low to high
Price: high to low
PRICE PER NIGHT
Up to $100
$100 - $199
From $200
ACCOMMODATION TYPES
Apartment
House
Condo
Top-Rated Vacation Rentals in Oakland, ME
Book a vacation rental in Oakland that has the highest visitor rating. Here are 6 of the best vacation rentals in Oakland.
Price drop
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
10
Excellent
·
Details
Oakland
·
2 br
·
Sleeps 5
·
More
Lake · Outdoor Space · Kitchen ·
More
From
$183
/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Lake
Wifi
Furnished
Waterfront
Assigned Parking
Air Conditioning
Oven
On Site Laundry
Other spaces
Kitchen
Price drop
Cozy Maine Lakefront Cabin near Colby College
10
Excellent
·
Details
Oakland
·
2 br
·
Sleeps 6
·
More
Kitchen · Waterfront · Wifi ·
More
From
$357
/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Waterfront
Wifi
Residents Lounge
Furnished
Oven
Lake
Fitness Center
Other spaces
Kitchen
Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe
10
Excellent
·
Details
Oakland
·
2 br
·
Sleeps 4
·
More
Kitchen · On Site Laundry · Lake ·
More
From
$285
/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Lake
Wifi
Furnished
Fitness Center
Waterfront
Fireplace
Oven
Other spaces
Kitchen
Lavender Haze Cottage in the Woods
10
Excellent
·
Details
Oakland
·
1 br
·
Sleeps 2
·
More
Deck · Outdoor Space · Furnished ·
More
From
$132
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
On Site Laundry
Air Conditioning
Wifi
Other spaces
Deck, Kitchen
Price drop
Lake Front with Amazing Sunsets on McGrath Pond
10
Excellent
·
Details
Oakland
·
4 br
·
Sleeps 8
·
More
Furnished · Wifi · Lake ·
More
From
$260
/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Furnished
Wifi
Lake
On Site Laundry
Dishwasher
Air Conditioning
Oven
Waterfront
Other spaces
Kitchen
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
10
Excellent
·
Details
Oakland
·
Studio
·
Sleeps 3
·
More
Hardwood Floor · Kitchen · Oven ·
More
From
$142
/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Hardwood Floor
Oven
Wifi
Furnished
Lake
Waterfront
Assigned Parking
Other spaces
Kitchen
Budget-Friendly Vacation Rentals in Oakland, ME
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Oakland starting at $115. Use the price filter at the top of the page to search for more specific prices.
Central Maine Apartment offering 4 Seasons of Fun.
10
Excellent
·
Details
Oakland
·
1 br
·
Sleeps 4
·
More
Fitness Center · Air Conditioning · Furnished ·
More
From
$115
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Air Conditioning
Furnished
Wifi
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Quaint Oakland Getaway on East Pond Lake!
10
Excellent
·
Details
Oakland
·
1 br
·
Sleeps 2
·
More
Oven · Air Conditioning · Kitchen ·
More
From
$150
/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Residents Lounge
Toiletries
Central Heat
Assigned Parking
Ceiling Fan
Microwave
Other spaces
Kitchen
Price drop
Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College
10
Excellent
·
Details
Oakland
·
1 br
·
Sleeps 3
·
More
Lake · Furnished · In Unit Laundry ·
More
From
$150
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Lake
Furnished
In Unit Laundry
Wifi
Oven
Waterfront
Fireplace
Other spaces
Kitchen
Quaint Oakland Getaway on East Pond Lake!
10
Excellent
·
Details
Oakland
·
1 br
·
Sleeps 2
·
More
Wifi · Air Conditioning · Residents Lounge ·
More
From
$164
/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Residents Lounge
Furnished
Oven
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Oakland.
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Oakland Vacation Rentals
Updated: September 25, 2023
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