Vacation Rentals in Oakland, ME

PRICE PER NIGHT

ACCOMMODATION TYPES

NEW! Quaint Oakland Getaway on East Pond Lake!
10

Excellent

·
Oakland
·
1 br
·
Sleeps 2
·
Ceiling Fan · Toiletries · Central Heat ·
From
$150/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Ceiling Fan
Toiletries
Central Heat
Microwave
Free Parking
Air Conditioning
Oven
Residents Lounge
Other spaces
Kitchen
Amazing year round destination home, East Pond Oakland Maine
10

Excellent

·
Oakland
·
4 br
·
Sleeps 8
·
Mountains · Balcony · Ski In Ski Out ·
From
$575/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Mountains
Ski In Ski Out
Fireplace
Dishwasher
Lake
Waterfront
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
Central Maine Apartment offering 4 Seasons of Fun.
9.7

Excellent

·
Oakland
·
1 br
·
Sleeps 4
·
Workspace · Fitness Center · Air Conditioning ·
From
$108/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Air Conditioning
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Workspace, Kitchen
Lakefront home near Colby College and Thomas College
9.9

Excellent

·
Oakland
·
5 br
·
Sleeps 17
·
Beach · Ski In Ski Out · Fitness Center ·
From
$652/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Beach
Ski In Ski Out
Fitness Center
Dishwasher
Lake
Waterfront
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Quiet, 6 bedroom Lakefront home with private sandy beach, near Colby College
9.8

Excellent

·
Oakland
·
6 br
·
Sleeps 17
·
Beach · Ski In Ski Out · Fitness Center ·
From
$671/night
Check availability
Property
House · 6 Beds · 3 baths
Amenities
Beach
Ski In Ski Out
Fitness Center
Fireplace
Dishwasher
Lake
Waterfront
Air Conditioning
Other spaces
Kitchen
Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake
10

Excellent

·
Oakland
·
3 br
·
Sleeps 6
·
High Ceilings · Fireplace · Lake ·
From
$159/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
High Ceilings
Fireplace
Lake
Waterfront
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Lakefront, dog-friendly cottage w/screened porch, firepit, WiFi, & lake access
9

Excellent

·
Oakland
·
Studio
·
Sleeps 3
·
Hardwood Floor · Lake · Waterfront ·
From
$104/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Hardwood Floor
Lake
Waterfront
Furnished
Wifi
Oven
Other spaces
Kitchen
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!
9.3

Excellent

·
Oakland
·
3 br
·
Sleeps 7
·
Fitness Center · Lake · Waterfront ·
From
$371/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Lake
Waterfront
In Unit Laundry
Furnished
Wifi
Oven
Residents Lounge
Other spaces
Kitchen

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes
9.6

Excellent

·
Oakland
·
5 br
·
Sleeps 7
·
Air Conditioning · In Unit Laundry · Furnished ·
From
$225/night
Check availability
Property
Apartment · 5 Beds · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Furnished
Wifi
Oven
Residents Lounge
Other spaces
Kitchen
Classy AF Home Steps from Colby and Trails
9.9

Excellent

·
Oakland
·
3 br
·
Sleeps 6
·
On Site Laundry · Hardwood Floor · Dishwasher ·
From
$303/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Hardwood Floor
Dishwasher
Air Conditioning
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Lakefront Home on Mcgrath Pond, Once Featured on Maine Cabin Masters
10

Excellent

·
Oakland
·
2 br
·
Sleeps 5
·
In Unit Laundry · Furnished · Wifi ·
From
$271/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College
10

Excellent

·
Oakland
·
1 br
·
Sleeps 3
·
Fireplace · In Unit Laundry · Furnished ·
From
$156/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
NEW! Quaint Oakland Getaway on East Pond Lake!
10

Excellent

·
Oakland
·
1 br
·
Sleeps 2
·
Outdoor Space · Air Conditioning · Furnished ·
From
$176/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Wifi
Oven
Residents Lounge
Other spaces
Kitchen
Lakefront Camp on East Pond - fire pit, kayaks, canoe
10

Excellent

·
Oakland
·
2 br
·
Sleeps 5
·
Fitness Center · Fireplace · Outdoor Space ·
From
$245/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Fireplace
In Unit Laundry
Furnished
Wifi
Oven
Residents Lounge
Other spaces
Kitchen
Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes
10

Excellent

·
Oakland
·
2 br
·
Sleeps 6
·
Walk In Closets · Workspace · Dishwasher ·
From
$200/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Walk In Closets
Dishwasher
Lake
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
Sunny, spacious and updated lake cottage - amazing views & steps from the water!
9.7

Excellent

·
Oakland
·
6 br
·
Sleeps 14
·
On Site Laundry · Balcony · Fireplace ·
From
$666/night
Check availability
Property
House · 6 Beds · 3 baths
Amenities
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Residents Lounge
Other spaces
Balcony, Kitchen
Get away from it all at this cottage on East pond in Oakland Maine
9.6

Excellent

·
Oakland
·
2 br
·
Sleeps 4
·
Smoking Allowed · Outdoor Space · Air Conditioning ·
From
$275/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Smoking Allowed
Air Conditioning
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Showing 1 - 17 of 17 results
Home > Maine Vacation Rentals > Oakland Vacation Rentals
Updated: March 24, 2023

Learn about vacation rentals in

Oakland

Explore 17 vacation rentals near Oakland, Maine. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Oakland, you can see photos of Oakland vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Oakland vacation rentals in specific areas. Whether you’re looking for a Oakland staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Oakland is $104 per night and the highest price is $671 per night.
2 of the vacation rentals near Oakland are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $132 per night. There are currently 1 vacation units under this price. 6 of the vacation rentals near Oakland are houses. The average bathroom count for a vacation house near Oakland is 3. The average price for vacation houses near Oakland is $503 per night. There are 2 vacation homes under this price. The most common amenities for vacation rentals near Oakland are: furnished, kitchen, and oven. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

4 available

2 bed rentals

4 available

3 bed rentals

3 available

4+ bed rentals

5 available

Getting around Oakland

Walking

6/10
Grab your reusable bags–many shops and stores are within walking distance.

Car

8/10
This area is close to freeways and has adequate parking options.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

5/10
Frequent public transit options are within walking distance.

Points of interest in Oakland

Groceries

7/10
At least one grocery store within a 15-minute walk

Shopping

5/10
Variety of shops within walking distance

Cafes

5/10
Some cafés within walking distance

Restaurants

6/10
Variety of restaurants within walking distance

Parks

8/10
Large amount of park space nearby

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Oakland, ME FAQ

How many vacation rentals in Oakland are available?

There are currently 17 vacation rentals in Oakland available. Our vacation rentals in Oakland include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Oakland?

Yes, right now there are 7 pet friendly vacation rentals in Oakland. A pet friendly vacation rental in Oakland means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Oakland with a pool?

No there are no vacation rentals with a pool available in Oakland, ME. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Oakland with internet access?

As of March 24, 2023, there are vacation rentals with internet access available in Oakland, Maine. Check out more enjoyable destinations on Vacations by Zumper.

More Options

Compare over 500K vacation listings

Search in one place

Our marketplace is populated with rentals from trusted partners like Vrbo, Booking.com, and more, so you can search a wide selection on a single platform.

City Vacation Rentals In Maine

Vacation Rentals York, ME