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Vacation Rentals in Oakland, ME and nearby

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    All 17 Rentals in the Oakland Area
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    From
    $1,500
    / Week
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    1 / 21
    5 of 5 stars (3) Excellent
    Oakland
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    From
    $350
    / Week
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    1 / 12
    5 of 5 stars (1) Excellent
    Oakland
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    From
    $79
    / Night
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    1 / 7
    Oakland
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry

    The following rentals are within 20 miles of Oakland, Maine.

    From
    $140
    / Night
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    1 / 41
    5 of 5 stars (3) Excellent
    Fayette
    6 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Off the well-beaten tourist track, a surprise awaits you nestled in the foothills of the picturesque Longfellow Mountains. In the lake district of western Maine, discover a jewel-like encapsulation of what rural living was like in days gone by. For a true break from busy modern life, try living in... View all property information
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    From
    $507
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Manchester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Luxurious villa, sleeps 6 - 8, private beach, canoe, pool table, WiFi. If you are looking for an absolute quiet surrounding and beauty with unlimited privacy, this is the place. It is located on a point at the lake. The sandy beach is 100 feet from the house Private beach with 1500 feet of... View all property information
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    From
    $1,500
    / Week
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    1 / 12
    5 of 5 stars (2) Excellent
    Mount Vernon
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Enjoy life in the Maine woods. Sit on the dock or deck and watch osprey and bald eagles fly overhead and loons and great blue heron catch fish. Enjoy a refreshing swim out to the float and lie in the sun. Canoe down the lake to numerous private coves and picnic spots. (There are five cottages... View all property information
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    From
    $150
    / Night
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    1 / 46
    5 of 5 stars (1) Excellent
    Hallowell
    8 Bedrooms / 8 Bathrooms / Sleeps 19
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    In the Augusta area, Maple Hill Farm is in nearby Hallowell just 4 miles from I-95 Augusta Exit 109 on acres of country serenity. Maine’s 1st certified “Environmental Leader” green lodging boasts the unique combination of many of the amenities of a quality hotel with the comfort of a quiet country... View all property information
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    5 of 5 stars Reviewed July 16, 2013
    My husband and I spend 4 nights at this beautifully located, tranquil and inviting Bed and Breakfast. We very much enjoyed the very sincere hospitality and personal attitude of...
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    From
    $1,575
    / Week
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    1 / 14
    5 of 5 stars (2) Excellent
    Belgrade
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This 3-season cottage is truly a home away from home for those that want to get away from it all yet want the conveniences of home. A quiet lake, Salmon is a perfect spot for canoeing, fishing and swimming. With 100 ft of owned frontage, with gradual level access to the water, dock and mooring plus... View all property information
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    5 of 5 stars Reviewed August 9, 2012
    We have stayed in all three of Clee and Dee's waterfront properties on McGrath, Messalonskee and now Salmon Lake. Each house is wonderful in it's own way. All are spotlessly...
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    From
    $350
    / Night
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    1 / 16
    5 of 5 stars (6) Excellent
    Vienna
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We invite you to enjoy your vacation at our fully furnished guest house. We have a 1.7 acre forest property with 326' water frontage on the lovely Black Pond in Vienna, ME, a town in the beautiful Belgrade Lakes Region of Maine (USA). We've designed everything to make your stay wonderful, from... View all property information
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    5 of 5 stars Reviewed August 18, 2013
    My whole family had a wonderful time. This is a beautiful peaceful relaxing place. We loved being on a quiet pond with a dock and float at our disposal, plus the use of kayaks and...
    5 of 5 stars Reviewed October 7, 2012
    What a wonderful hidden gem! There is something for everyone. The view and seclusion is unbelievable. I would reccommend this to a couple for a romantic get a way or a group...
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    From
    $121
    / Night
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    1 / 10
    Norridgewock
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Hinkley Cove Cottages are located in Hinkley Cove on the beautiful West Shore of North Pond, Maine. Enjoy lazy days at the natural sand beach, go for a swim, catch some fish, a boat trip, lay in the hammock, go for a Kayak trip up a stream that feeds North Pond, read a book or enjoy a walk in the... View all property information
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    From
    $268
    / Night
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    1 / 15
    Belgrade
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This will soon become a family tradition – Visit during summers – enjoy at Pinkham’s Cove at Great Pond in the Belgrade (Lakes), in Maine!! Area is highly known as inspiration for story & film at Golden Pond. Seven beautiful Inter-connected lakes features boating, water ski, fishing, swimming and... View all property information
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    From
    $100
    / Night
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    1 / 11
    Augusta
    2 Bedrooms / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Dramatically set on the side of a mountain, overlooking a sparkling clean, spring-fed 12-acre lake, our cottage is perfect for honeymooners or nature lovers-- or anyone who appreciates peace and quiet. It features a high deck facing our 200 feet of natural lake frontage with dock and canoe. In... View all property information
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    From
    $195
    / Night
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    1 / 18
    Madison
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lakefront vacation rental at picturesque Lake Wesserunsett! One of the greatest features of our home is that guests can swim on a sandy shore right from their back yard! Warm, spring-fed Lake Wesserunsett is a great place to boat, swim and fish - right from our dock! The comfortable-temperature... View all property information
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    From
    $100
    / Night
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    1 / 18
    Mount Vernon
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lake front ranch style cathedral ceiling cottage with two bedrooms,one with a queen bed and one with twin beds sleep 4.There is also a full pullout couch in the great room. Large great room with a propane stove with viewable flames, enclosed porch with jalousy windows,a bath with shower stall... View all property information
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    From
    $200
    / Night
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    1 / 10
    Belgrade
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A unique 2 level, year round home on Great Pond. Situated on the eastern shore in Hatch Cove, the sunsets are incredible. The home is 40 feet from the waters edge with 110 ft of frontage. Children can enjoy the 14 ft wide sandy beach area for safe play. The open concept first level has... View all property information
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    From
    $125
    / Night
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    1 / 9
    Readfield
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Planning a peaceful summer vacation in Maine? Looking to enjoy the beautiful fall foliage or abundant fishing that our lake has to offer? Stay at our cozy, lakefront, three bedroom camp. It has one large bedroom with queen-sized bed, closet, and dressers, and two small bedrooms with twin beds... View all property information
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    From
    $143
    / Night
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    1 / 4
    Vassalboro
    2 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Gorgeous year round lake front home on Webber Pond. Floor plan with a commanding view of the lake. Fully equipped kitchen. Water from well - no need to bring drinking water. This Rental has the amenities including furnishings, bedding, and TV's. Rinnai heating system, gas grill, table and chairs.... View all property information
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