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Vacation Rentals in Orrs Island, ME and nearby

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    1 / 35
    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 35
    Orrs Island
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    Orrs Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 19
    4.5 of 5 stars (4) Very good
    Orrs Island
    8 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    As much 'an experience' as shelter, Kinsale delights everyone of all ages. It's a three-story, turn-of-the-20th-century family home, one large enough for multi-generational families or groups. It stands on the side of a hill at the eastern edge of Orr's Island and looks out to open ocean and small... View all property information
    Location Information
    Orrs Island, Maine
    4 of 5 stars Reviewed 2 October 2013
    We needed a place for 9 people and one dog, so Kinsale was the perfect place. There was just enough room around the table for all of us and more than enough bedrooms. This spot...
    4 of 5 stars Reviewed 6 August 2013
    A classic oceanside vacation home filled with many special touches. Fireplace, wrap around deck with stunning views, a family of bald eagles soaring by. Short walk to small...
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    1 / 8
    5 of 5 stars (2) Excellent
    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2bedroom, first or second floor rental, 40 feet from Harpswell Sound. You can sit and watch sunsets from your private deck, see the local lobstermen go by or see the student sailors or kyakers have their lessons in the bay out front. From the wharf in the front of the property you can fish, swim... View all property information
    Location Information
    Orrs Island, Maine 04066
    5 of 5 stars Reviewed 22 September 2013
    We stayed in the attractive downstairs apartment --wonderful view--windows all across the kitchen and open floor plan dining/living area. Location is close to all of the mid coast...
    5 of 5 stars Reviewed 25 June 2013
    Two separate units in this house by the water - the upstairs unit and the downstairs unit. My family of five stayed upstairs - two queens and a pullout. It's a bit tight for five...
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    1 / 34
    4.5 of 5 stars (3) Very good
    Orrs Island
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    East Rising is a delightful family-owned rustic cottage on Orr's Island. When you walk into the home it is very apparent that it has been loved and cared for generation after generation. Walking through the front door, there is a mudroom and laundry room and to your left there is a suite with a... View all property information
    Location Information
    Orrs Island, Maine
    4 of 5 stars Reviewed 28 September 2015
    We and another couple spent a week here.The house was comfortable though rather old with obvious add-on construction. The bathrooms (always important to us ) were adequate though...
    5 of 5 stars Reviewed 29 June 2015
    Home was very clean, spacious, airy, and bright. The agents were responsive and maintained good communication. Kitchen was well stocked with dishes and serving pieces. Bedrooms...
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    1 / 17
    Orrs Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Views to open ocean to the south and waterfront with a dock on Lowell's Cove provide the coastal Maine vacationer everything necessary to be the captain of this ship, if only for a vacation stay! Captain's View boasts a wide and deep waterfront lawn, a spacious deck for evening sunsets, a dock and... View all property information
    Location Information
    Orrs Island, Maine
    1 / 22
    Orrs Island
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Waterfront
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    From bold open ocean views, rugged Maine coastline, and easy water access via a shared beach, to a fresh, new interior, beautiful spacious yard, and convenient location just minutes from all the Harpswell Islands have to offer, 'The Little House' is the perfect cottage for your island getaway!... View all property information
    Location Information
    Orrs Island, Maine
    1 / 23
    Orrs Island
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    This small one bedroom cottage located on the waters edge in beautiful Orrs Island Maine. This is the perfect spot for a small family or a romantic getaway for two. The view of the sunrise can be enjoyed while relaxing on the covered deck, from the living room window or the bench that is situated... View all property information
    Location Information
    Orrs Island, Maine
    1 / 10
    5 of 5 stars (1) Excellent
    Orrs Island
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Ocean Views
    • Parking
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    'The Gull' is accessed via private stairs that lead to a southeast facing deck with amazing ocean views you will not soon forget. The 600 sq ft open floor plan unit easily accommodates the queen size bed, 4 person dining table, and living room with pull-out full size sofa. There is a full kitchen... View all property information
    Location Information
    Orrs Island, Maine 04066
    5 of 5 stars Reviewed 25 August 2015
    I stayed at "the Gull" the first week of August 2015 and I was pleasantly surprised upon our arrival, do not let the word studio detour you from renting this place. Plenty of...
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    The following rentals are within 10 kilometres of Orrs Island, Maine.

    1 / 21
    4.5 of 5 stars (2) Very good
    Cundys Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Located in the scenic Cove of Long Island Sound near Cundy's Harbor, Sea-Clusion has magnificent views of the Cove and the local Lobstermen. The exterior welcomes lobster bakes and BBQs with family and friends,as well as, imaginative places for children to play. The property has a nice front yard... View all property information
    Location Information
    Cundys Harbor, Maine
    4 of 5 stars Reviewed 13 August 2013
    This cottage is located on the water in East Harpswell near Cundy's Harbor. It has a lovely view with the bonus of an in ground pool. Our granddaughters swam three times a day...
    5 of 5 stars Reviewed 14 June 2010
    Edgewater was absolutely wonderful. It's in a very convenient location for Bowdoin and Brunswick, while still being right on the water. It's really pretty perfect for a small...
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    1 / 34
    Cundys Harbor
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Perched overlooking Quahog Bay, 'Binnacle' boasts stunning sunrise views, an exceptional deep water dock and protected anchorage, ample outdoor space, and unmatched end-of-the-road privacy for your summer vacation on the coast of Maine! Newly built in 2015, this home has all the modern amenities of... View all property information
    Location Information
    Cundys Harbor, Maine
    1 / 19
    5 of 5 stars (4) Excellent
    Bailey Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Home Port has undergone a foundation-up renovation completed in August 2011. The house modernization design allows you to enjoy the magnificent view of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobster-men, this home enjoys a desirable... View all property information
    Location Information
    Bailey Island, Maine
    4 of 5 stars Reviewed 3 September 2012
    This is our 2nd visit of Home Port on Bailey Island in as many years, We truly love the slow and relaxing pace of the island. The staff of Homes and Harbors are wonderful. The...
    5 of 5 stars Reviewed 30 August 2012
    A completely rebuilt charming house in a great location. The view in all directions was beautiful. The kids had fun at the hidden beach in the back of the house that had a rock...
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    1 / 9
    Bailey Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Bailey Island waterfront, bold surf, private, updated and location, location, location! This cozy, oceanfront cottage on Bailey Island oversees what was once called 'the most spectacular view in North America'. The ocean surrounds you and provides views from every window. The cottage itself... View all property information
    Location Information
    Bailey Island, Maine
    1 / 33
    5 of 5 stars (5) Excellent
    Bailey Island
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Satellite TV
    • Washer
    • Patio
    • Waterfront
    • Porch
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Enjoy all three seasons, Spring Summer and the quiet of Fall. Central heat and fireplace will keep you toasty in this traditional 1891shingle-style cottage sitting on a bluff with ocean views from every room. This will make you feel like you are stepping back in time to the way things used to be.... View all property information
    Location Information
    Bailey Island, Maine 04003
    5 of 5 stars Reviewed 18 February 2012
    Two couples and two friends came to-getherhttp://www.homeaway.com/vacation-rental/reviews/write/p106396#write for a week on Bailey Island and chose this cottage as a perfect Maine...
    5 of 5 stars Reviewed 8 February 2011
    This is the house I've returned to for my summer vacation for the last 8 years. It is amazing. There are views from every window and the size of the yard for outdoor activities...
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    1 / 22
    Bailey Island
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Four Winds, offering spectacular southeasterly open ocean views of Casco Bay and out to open ocean, and northerly views into scenic Basin Cove, this spacious (over 3.5 acres) property is a vacation boater's (and water enthusiasts) dream property. Offering deep water dock, anchorage, pocket beach,... View all property information
    Location Information
    Bailey Island, Maine
    1 / 30
    Bailey Island
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Perched on a hill with stunning westerly views of Casco Bay, this newly renovated turn-of-the-century summer cottage offers a spacious covered porch to watch the breathtaking sunsets, a meticulously maintained yard for all the family to gather on beautiful summer days, and located just over the... View all property information
    Location Information
    Bailey Island, Maine
    1 / 20
    Bailey Island
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    The perfect seaside retreat, Mackerel Cove Condo is conveniently located on Bailey Island overlooking scenic Mackerel Cove, just a short walk away from public beaches, local stores, seafood restaurants, and all the beautiful sights and walking trails Harpswell has to offer including the historic... View all property information
    Location Information
    Bailey Island, Maine
    1 / 19
    Bailey Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Nestled in a canopy of green with beautiful westerly views of Broad Sound to Casco Bay with 185ft of private shoreline, Bober Cottage has the perfect setting for your romantic getaway to the coast of Maine. You’ll love the privacy the landscape has to offer, while being just seconds from local... View all property information
    Location Information
    Bailey Island, Maine
    1 / 14
    Bailey Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Enjoy this quaint, coastal, and completely renovated, 1930s cottage, situated on the scenic eastern shores of coveted Bailey Island. This beautifully decorated, and well appointed interior offers spectacular open ocean views from every room, while the exterior boasts a spacious stone patio, rolling... View all property information
    Location Information
    Bailey Island, Maine
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    1 / 34
    5 of 5 stars (1) Excellent
    Bailey Island
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Summer Salt is an excellent waterfront property located on Bailey Island. The property offers magnificent open ocean views of Casco Bay and views of Ragged Island. Standing outside on the large back yard, one can hear the sound of the waves crashing on the pebbly shoreline. The sounds and views of... View all property information
    Location Information
    Bailey Island, Maine
    5 of 5 stars Reviewed 15 September 2015
    My family stayed here for a long weekend in September, the weekend after Labor Day. There were eleven of us in total, all adults with no children. My mom actually found the place...
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    1 / 23
    4.5 of 5 stars (10) Very good
    Cundys Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in Maines oldest commercial fishing village, this charming waterfront cottage perches on the edge of Cundy's Harbor and is perfect for watching the lobster boats come and go from the expansive deck and great-room picture window. Kids of all ages delight in this quintessential Maine... View all property information
    Location Information
    Cundys Harbor, Maine
    4 of 5 stars Reviewed 28 September 2013
    At the end of a very long summer, Sailor's Way was our little piece of heaven here on earth. It was completely as advertised. From the moment we walked through the door, we were...
    4 of 5 stars Reviewed 9 September 2013
    We spent a week at this cottage and really loved its comfort and cleanliness. The view of the ocean from within the cottage was awesome, and we especially loved sitting on the...
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    1 / 20
    Orrs Island
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Situated on the private shores of South Harpswell, this 3 bedroom home boasts southeasterly views spanning from the famed cribstone bridge, connecting Orr's and Bailey Island, to Casco Bay and out to Halfway Rock. The shoreline gently slopes into the ocean, lending well for kayaking or swimming.... View all property information
    Location Information
    Orrs Island, Maine