Vacation Rentals in Oakland, ME

PRICE PER NIGHT

ACCOMMODATION TYPES

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

·
Oakland
·
2 br
·
Sleeps 5
·
Lake · Outdoor Space · Kitchen ·
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

·
Oakland
·
2 br
·
Sleeps 6
·
Kitchen · Waterfront · Wifi ·
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

·
Oakland
·
2 br
·
Sleeps 4
·
Kitchen · On Site Laundry · Lake ·
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

·
Oakland
·
1 br
·
Sleeps 2
·
Deck · Outdoor Space · Furnished ·
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

·
Oakland
·
4 br
·
Sleeps 8
·
Furnished · Wifi · Lake ·
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

·
Oakland
·
Studio
·
Sleeps 3
·
Hardwood Floor · Kitchen · Oven ·
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

·
Oakland
·
1 br
·
Sleeps 4
·
Fitness Center · Air Conditioning · Furnished ·
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

·
Oakland
·
1 br
·
Sleeps 2
·
Oven · Air Conditioning · Kitchen ·
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

·
Oakland
·
1 br
·
Sleeps 3
·
Lake · Furnished · In Unit Laundry ·
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

·
Oakland
·
1 br
·
Sleeps 2
·
Wifi · Air Conditioning · Residents Lounge ·
From
$164/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Residents Lounge
Furnished
Oven
Other spaces
Kitchen
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Updated: September 25, 2023