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Orland Vacation Rentals

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    $156 Average
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    All 20 Rentals in Orland
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    Don't let other travelers get your favorite Orland area vacation rental. You're so close to securing your perfect getaway. Book today.
    Orland
    5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Orland
    5 of 5 bubbles
    3 Reviews
    1 Bedroom, Sleeps 6Quick View
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    Orland
    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    Orland
    3 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Waterfront
    • Central Heating
    • Parking
    • Patio
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you in search of a relaxing getaway? If so, then East Orland, Maine is the perfect destination for you! Here, you can truly escape the hustle and bustle of everyday life while enjoying lake activities, historic sites, a charming downtown area, and beautiful natural scenery. Experience the best...
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    Location Information
    Orland, DownEast and Acadia Maine 04431
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Orland
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Camp Linger is as the name implies....a place where you will want to linger. In fact, you will never want to leave! The cottage is a beautifully remodeled camp on much sought after Toddy Pond. The cottage has been lovingly decorated with a gentle country charm. Beadboard, wood floors,...
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    Location Information
    Orland, DownEast and Acadia Maine 044
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Orland
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched above the banks of the Penobscot River just minutes to Castine or Bucksport, Riverhouse in Orland offers guests a cozy retreat. Beautifully renovated, this 2 bedroom 1 bathroom home has all the feelings of home. Guests will receive a feeling of peace and tranquility before even stepping a...
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    Location Information
    Orland, DownEast and Acadia Maine 04472
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The following rentals are within 10 miles of Orland.
    Winterport
    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Private Yard
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 14, 2017
    This rental is super cute. Remodeled 2 bedroom, 1/2 bath with separate shower room, full kitchen with all the supplies to cook and clean during your stay, dishwasher, a Dyson...
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    About this property
    This newly renovated 2 bedroom apartment is located in a historic church building, nestled in the backside of the 1850's structure. Full amenities including a kitchen stocked with plates, pans, the basics for cooking, locally roasted coffee and locally blended teas. This would be a great rental for...
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    Location Information
    Winterport, Mid Coast Maine 04496
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Bucksport
    5 of 5 bubbles
    3 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed September 22, 2014
    Darlene is a wonderful host! The house is beautiful with amazing views of the bay. She has create a truly relaxing and peaceful space. There is so much to do in the area...
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    About this property
    Off the beaten path nestled within a mature landscape is The Fort Point Cove Cottage. Panoramic views of Penobscot Bay along with glimmering peaks of Blue Hill Mountain reveal spectacular sunrises and sunsets from this bright open footprint. Rocking chairs on a covered porch, Adirondack chairs on...
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    Location Information
    Bucksport, DownEast and Acadia Maine 04981
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sandy Point
    4 Bedrooms, Sleeps 9Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Parking
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather your loved ones and pack your bags for a rejuvenating Sandy Point getaway when you book this 4-bedroom, 2.5-bathroom vacation rental house that comfortably sleeps 9. Situated in a secluded woodland area just a quarter of a mile from the beach, this splendid home promises a revitalizing...
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    Location Information
    Sandy Point, Mid Coast Maine 04972
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Stockton Springs
    4.5 of 5 bubbles
    16 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Satellite TV
    • Patio
    • Grill
    • Internet Access
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed August 7, 2016
    This is a very quiet cabin with a full-width lovely deck and comfortable deck furniture, ideal for long reading sessions. Short rides lead to coastal state parks (Sandy Point...
    Excellent of 5 bubbles
    Reviewed October 3, 2014
    Cottage was wonderful and hosts were excellent...even laid a fire the first night. Cottage is near enough to multiple water access so we were able to kayak in a variety of...
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    About this property
    Rustic Maine Cottage in a semi-wooded garden landscape with a glimpse of the sea. Perfect for a couple or family with up to two children. Kitchen with range, refrigerator, sink, microwave, toaster and coffee maker. New energy efficient wood stove guaranteed to keep you toasty on the chilliest of...
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stockton Springs
    3 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Air Conditioning
    • Patio
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tranquil setting overlooking beautiful Penobscot Bay. Sunny and tastefully decorated, this has been our home for 10 years. Centrally located in mid-coast Maine, our stunning home is near Acadia National Park ( one of the top five national parks visited in the US 43 miles) , 29 miles to Camden...
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Penobscot
    4.5 of 5 bubbles
    10 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Parking
    • Waterfront
    • Satellite TV
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed August 27, 2014
    My husband, my daughter, our dog, and I stayed a week at the end of June and had a great time. While not luxurious, you will find everything you need for a relaxing vacation...
    Excellent of 5 bubbles
    Reviewed June 2, 2014
    Cottage was great. Up on a bluff over the water, it was like being on a boat, with water on 3 sides. Cottage was cute and nicely furnished and as described. Everything worked...
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    About this property
    Our cottage sits on a small bluff directly overlooking Penobscot Bay. About 15 feet from the cottage deck is our private stairs, leading to the water's edge. Maine coastline is more rocky than sandy -- our "beach" is perfect for rock scrambling. And there is a little dock at the foot of the...
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    Location Information
    Penobscot, DownEast and Acadia Maine 04476
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Dedham
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new Dedham home boasts a plethora of amenities, from a private dock to a fireplace to a gorgeous deck. It's the perfect summer retreat. You're right near gorgeous Phillip's Lake and the Lucerne Inn and its golf course are only four miles away. Nature's splendor never looked this good....
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    Location Information
    Dedham, Maine 04429
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Penobscot
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Orland just a few minutes outside of Castine, this newly renovated cottage features long views down the ocean river. It is just a few minutes walk to your own private beach. Nicely decorated with a large comfortable deck. Bedrooms located on second floor. Bathroom located on first. A...
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    Location Information
    Penobscot, DownEast and Acadia Maine 04476
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bucksport
    2 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    William’s Wonder is a newly constructed 1,200sqft 1 bedroom plus loft, 2 bathroom cottage located on William’s Pond in Bucksport. The cottage if charmingly decorated with coastal decor and very bright, open and airy. On the first floor you will find a fully stocked kitchen, cozy living room,...
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    Location Information
    Bucksport, DownEast and Acadia Maine 04416
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Penobscot
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Parking
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Penobscot is a tiny, unspoiled town with a little market (great breakfast sandwiches and coffee to go, ready by 6:30 am!) and a traditional Maine "clam shack" (whole take out lobsters cooked to order, $6 last summer), an ideal location to explore the Blue Hill peninsula, home to many excellent...
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    Location Information
    Penobscot, DownEast and Acadia Maine 04476
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stockton Springs
    4.5 of 5 bubbles
    14 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Waterfront
    • Satellite TV
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed August 2, 2016
    The best part of this place was the view. Walk out on to the back deck and just go "WOW" It's incredibly peaceful and quiet here The mosquitos can get thick around dusk, but...
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    About this property
    Come sit on the deck and enjoy the incredible views of this recently renovated waterfront property!! This home sits on 450 feet of private waterfront and is about 75 feet from the high water mark and has easy beach access. Spend your days enjoying the view or enjoy days trips to nearby Searsport...
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sandy Point
    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Parking
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 9, 2015
    Everything that you could possibly need was available and it was a great location for side trips, including the lobster fest.
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    About this property
    This newly renovated 3700+ sq ft ft farmhouse and barn w/ 3 car garage rest on over 38 acres of shorefrontage, lush field, pasture and woodland. Beautifully landscapped with gardens, patio, decking and pool. Watch deer and fox with their new babies, or walk the extensive acreage and shoreline....
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    Location Information
    Sandy Point, Mid Coast Maine 04416
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Frankfort
    5 of 5 bubbles
    27 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come spend a week on one of the best beaches on Swan Lake. 100 feet of private sandy beach just a stones throw from your front door. Our three bedroom cottage,(ALL 3 BEDROOMS HAVE AIR CONDITIONING) is completely furnished with everything you need for an enjoyable week at the lake including all bed...
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    Location Information
    Frankfort, Mid Coast Maine 04438
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stockton Springs
    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Central Heating
    • Internet Access
    • Mountain Views
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Off the beaten path nestled along the banks of the historic Penobscot Bay, a sunny, tranquil home offers room to gather with loved ones for renewal and relaxation. You’ll know you’ve arrived at Fort Point Cove Cottage (FPCC) when you catch your breath at the scenery upon entering its front door....
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    Location Information
    Stockton Springs, Mid Coast Maine 04981
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Orland Flight and Weather Info
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    Bangor Intl Airport
    17.1 miles from Orland
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