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Holiday Apartments in Rockland

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    Travellers to Rockland are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 37 Rentals in Rockland
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    Classic Maine waterfront cottage on stunning Crescent Beach1 / 21
    (2)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Marshall Point retreat in coveted Port Clyde1 / 12
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 9 August 2017
    The location is wonderful. Easy stroll into town or to the lighthouse. The view from the deck, bedroom and living area is gorgeous. There is a nice backyard area. Port Clyde is...
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    About this property
    White Caps Guest House, sits on historic and beloved Marshall Point Road in Port Clyde – As part of a family compound, it overlooks both Muscongus and Penobscot Bay and provides stunning views of the islands, like Monhegan, that dot the horizon. Cherished by family for years, White Caps and Little...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Think peaceful, tree laden haven with the sounds of lobster boats humming in the distance when you think of Settlers Cottage in Cushing. Originally built by the owner’s grandfather, this adorable cottage has recently been renovated. All of the original charm remains but you no longer have to “rough...
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    4572, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Consider yourself lucky if you get the opportunity to stay at Clark Point – it truly takes your breath away. Even those of us who live here year round are mesmerized by absolute natural perfection this property provides. Located on Clark Point, a beautiful section of the Clark Island area of the...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Sleeps 8 in 4 bedrooms; 1 full bathroom and 1/2 bathroom Owls Nest has been in the Creamer Family for generations — it is well-loved, embellished by family memories, neat and comfortable. It feels like a throw-back to simpler times when vacation homes weren`t about being exactly like your...
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    4843, Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Harrington Cove Cottage is located on 150 feet of easily accessible water. Located between Tenants Harbor Village and Spruce Head, this 2 bedroom, 1 bath cottage was recently and tastefully renovated. Think classic cottage meets modern design – all situated to take full advantage of the gorgeous...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Seal Cove is a gorgeous post-and-beam waterfront house with a large lawn sloping down to Wheeler`s Bay. Walk along the shore of Spruce Head Island, watch lobster boats come in after a long day, kayak along the craggy shores of the Maine coast and then return to this stunning house to relax on the...
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    4854, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Maine Windward is a beautiful 4 bedroom house located on the outskirts of Rockland near Lake Chickawaukie and in very close proximity to the Samoset Golf Course, downtown Rockland, Rockport and Camden. The house sits on 8 private and wooded acres and was designed for both form and function –...
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    Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sensational 5* Apt. in 1862 Sea Captain's House1 / 28
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Balcony
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    Had a wonderful stay at this charming place. Cathy and George were amazing hosts that pointed us in many directions to see what we could in the short time we had. We had...
    Reviewed 9 November 2015
    6 friends and I took a get-a-way from husbands and kids for 2 nights here and had the most wonderful time staying here. Everything was very clean and anything we could have...
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    About this property
    Sensational 5-Star Second Floor Apartment in Historic 1862 Sea Captain's House. Watch the harbor activity and the famous windjammers sailing in & out. Views over two lighthouses, the unique Rockland breakwater and the outlying islands. Revel in English & American antiques, and original works of...
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    04841 2503, Rockland, Mid Coast Maine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Spacious lake house with dock and sandy beach1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Reviewed 2 September 2017
    The spacious Maine home offers the comforts of home close to nature. Driving over to the coast for daily excursions mixes it up.
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    About this property
    Situated on the shores of pristine and private Crawford Pond, The Lake House is the ultimate for a freshwater get-away. We like it because it is family friendly with comfortable and usable outdoor spaces ranging from a sandy approach to the lake, a dock, kayaks and shaded deck space. Spend the day...
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    4859, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Sleeps 4 in 2 bedrooms and 1 sunporch; 1 full bathroom and 1 half bathroom Your peaceful cottage is in the middle of it all — ideal for day trips. Lupine has been renovated beautifully — the downstairs is open-concept with high ceilings, hardwood floors, a large kitchen, breakfast bar, dining area...
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    4854, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Sleeps 2; 1 full bathroom Definition of yurt: a dwelling of Turkic speaking peoples of central Asia, consisting of a cylindrical wall of poles in a lattice arrangement with a conical roof of poles. Definition of States Point Yurt: a stunningly beautiful and fully-equipped architectural marvel. A...
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    4858, Rockland, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxury 5* Apartment in 1862 Sea Captain's House1 / 16
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Waterfront
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    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Our family of five adults was very comfortable here. Well equipped kitchen. Lovely old house. Lots of beautiful prints and artwork to admire. Wonderful hosts!
    Reviewed 18 September 2016
    We spent a week in the downstairs apartment of the Sea Captain's House and had a wonderful time. Cathy and George are such fun and full of information about the area. The house...
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    About this property
    Luxury ground floor apartment in the 1862 Captain Zadoc F. Brewster House perched high above stunning Rockland Harbor. Beautifully furnished with English and American antiques, and original works of art. Dine off fine English china. Enjoy lovely French fabrics & handmade quilts. Elegant and...
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    04841, Rockland, Mid Coast Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private and peaceful, located on 3 private acres at the head of Seavey`s Cove.1 / 32
    (1)Terrible
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Sleeps 4 in 1 bedroom; 2 full bathrooms (1 with shower) Lettie`s Cottage is located on three private acres at the head of Seavey`s Cove in Tenants Harbor. Very private and peaceful, the cottage is surrounded by water on three sides and is 75 feet from the water`s edge. It offers easy access to the...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    About this property
    Heart of downtown home 3 blocks from festivals, boardwalk, restaurants, movies, gelato. Walk to everything! Beautifully decorated, the house features a sunroom, a baby grand piano, large bedrooms, 2 bathrooms, and raised gardens. Access to a shed on property. Two parking spaces available off street...
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    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    If you would like to ability to walk more and drive less on your vacation, Ledgeview may be just what you are looking for. This truly stunning and beautifully renovated 1870’s farmhouse sits atop a granite ledge at the quiet end of Watts Avenue. Surrounded by a well-manicured and sprawling lawn,...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    This wonderful 1940s renovated cottage is about 1500 square feet and is furnished with antiques and very comfortable furniture. Situated on the St. George River, the cottage sits 20 feet back from Wiley Cove at the end of a 1/2 mile dirt road in Cushing, about 5 miles from Thomaston. There are...
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    4855, Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Maple Street1 / 12
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 2 August 2015
    We were a little nervous about sending payment in full to an individual (instead of a company) but Steve was more than happy to answer questions and reassuring about that. The...
    Reviewed 16 September 2014
    We ( two adults and a kid) spent a week in this apartment and were very happy with the accommodations. The place is very well maintained and looks as nice as in the pictures.The...
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    About this property
    Phase Two Completed. It just keeps on getting better. This stunning and beautifully furnished two bedroom unit has just been completed. A second floor apartment close to downtown Rockland and in a nice area of town. There is a large living/dining room with cable TV and stereo. This is a...
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    04841, Rockland, Mid Coast Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    The Boat House is a lovely and accurate reproduction of the lakeside cottage the owner’s family spent countless summers in when he was a boy. Recently renovated to include a wing for a private bedroom and laundry closet, this is a true year round cottage with all the comforts of home. This is a...
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    4563, Rockland, Mid Coast Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Etta's Cottage was built in the 1960s by Etta and Almond Hall on land that had been owned by their family for 200 years. The cottage, which is a everything a summer cottage along the shores of the St. George River, a tidal, saltwater riverway, should be...and shouldn't be. Although the cottage was...
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    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Plot your next break at Prosehaven1 / 24
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
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    Reviewed 22 November 2016
    The rental portion of this Rockland ME property is entirely private and self-sufficient, it's beautifully furnished, with a terrific kitchen, living room, two upstairs rooms...
    Reviewed 12 December 2015
    Great location in quiet neighborhood, within easy walking distance to all that downtown Rockland has to offer - good restaurants, art galleries, unique shops, the Farnsworth...
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    About this property
    This writer’s 1803 home in lovely Rockland neighborhood is a leisurely 10-minute walk to downtown and the waterfront. Thoughtful renovations have given the rooms renewed life, with fresh paint on the walls and floors, cottaged furniture, and new beds with crisp linens. The charming space offers a...
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    04841, Rockland, Mid Coast Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
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    About this property
    Location/Grounds: Montgomery Cottage is located in the historic and artful city of Rockland in a quiet neighborhood down the block from the harbor, a park, the Coastal Children's Museum, and the Sail Power and Steam Museum. It is six blocks to the galleries, shops, and restaurants on Main Street....
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    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Unique and one of a kind, Tennyson on the Quarry is located on a magnificent 4.1 acre quarry in Rockland. This scenic 19.5 acre property has direct quarry access and the mineral water is great for swimming. In spring 2016 the new owner emptied, cleaned and reconfigured the quarry even adding a...
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    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Sunrise Summit1 / 49
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    Reviewed 1 week ago
    This place has perhaps the most spectacular view of any place we have ever stayed, and we travel extensively. Pictures do not do it justice. The home is unique, well...
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    About this property
    Location/Grounds: 'Ocean view' only begins to describe what this house is about: 'best view on the coast of Maine', 'you can't help but feel one with the elements', 'no need to go anywhere, its all right here', 'unimpeded views exceeding 180 degrees:' Penobscot Bay, Chickawaukee Lake, the Camden...
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    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Relax and renew in our spacious clean home with three bedrooms and all new beds! Oceanside 3 Bedroom upscale home steps away from the Atlantic Ocean and Route 1. This Greek Revival home has original expansive gorgeous woodwork installed in 1850! The original wide pine floors and high ceilings with...
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    04841, Rockland, Mid Coast Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    About this property
    A light, bright, modern penthouse atop our 1880s sea captain’s home offers breathtaking views of Rockland Harbor. Enjoy downtown shopping, art galleries, museums and fine dining, all a short walk from home. No worry in case of unusual weather, comfort on both floors is a push of a button away. The...
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    4855, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Michelle Lane is a custom-built 3 bedroom, 2.5 bath free standing condo offering the benefits of a hotel or resort with the privacy and comfort of a private residence. The Village at Rockport is newly built neighborhood between the towns of Rockland, Camden and Rockport. This well planned and...
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    Location Information
    4841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Owl`s Drift is located in the beautiful seaside village of Camden. It sits snugly on Pleasant Street, one of Camden`s quaint tree-lined side streets. Truly an in-town retreat with private gardens and a courtyard bounded by evergreens — guests may never suspect the village is just a five-minute walk...
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    Location Information
    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    'Harborwatch' -across from Samoset Resort1 / 16
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Central Heating
    • Waterfront
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Travelling with extended family for the Lobster Festival, I researched multiple places for five adults. The house was listed as a 3 bedroom with a full, queen and king bed. The...
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    About this property
    This vacation home is located across form the Samoset Resort. It is on the same street and only a few minutes walk from the Rockland Breakwater Lighthouse. Rockland Short Term Rental Permit #STR17-17 Beds: 1 King Bed, 1 Queen Bed, 1 Double Bed, 1 Sofa Bed
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    Location Information
    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rockland "Harborfront" - across from Samoset1 / 21
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Waterfront
    • Ocean Views
    • Central Heating
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    This house is handsome, clean and well-equipped to keep you happy for your stay in Rockland, Me. It is centrally located in mid-Maine, and in the number one location for Lobster...
    Reviewed 30 September 2015
    My family and I have spent many summers in Rockland, Maine. Through the years, we've all aged and this time -- there were two 80 year olds on the trip, so we wanted something...
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    About this property
    The Rockland Harbor House is located directly on Rockland Harbor. The house is 2000 sq ft. and has 3 bedrooms with 2 full baths. The house is located on Samoset road just a short walk to the Rockland Breakwater Lighthouse which is located at the end of Samoset Road. The house is conveniently...
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    Location Information
    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Executive Family Home. Meticulously restored antique 3 bedroom, 2 bath home with wood floors throughout. Large eat-in kitchen with new appliances, including washer and dryer. First floor has a front porch with antique stone floor and sun room with two sets of double french doors which open onto a...
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    Location Information
    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Rockland Harbor Watch is the answer to what a lot of visitors to the Midcoast area want – a property that is in town, walkable and where is a car isn’t necessarily needed. Rockland Harbor Watch is the newly renovated first floor of a classic Sea Captain’s House in the coveted and up and coming area...
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    Location Information
    4860, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave your car in our driveway and enjoy all Rockland has to offer. Our 1863 two bedroom home is on a quiet residential street just 2 blocks from Rockland's Main Street. Excellent restaurants, waterfront, unique shops, galleries, museums and live performance venues. The space You will love this...
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    Location Information
    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a Tempurpedic bed, large bath tub, and cozy living room, any couple will love this sweet apartment. Walking distance to town, The Good Tern Co-op, The Breakwater Lighthouse, Shopping, Grocery Stores, Gas Stations, and The Samoset Resort and Healthclub. You have ocean views from the kitchen and...
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    Location Information
    04841, Rockland, Mid Coast Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovingly cared for family Cape. Built in 1820 this is one of Rockland's early homesteads. New bath and updated Kitchen, joins a pleasant sunroom overlooking a spacious deck for relaxing or entertaining. A public 18 Hole Golf course is within walking distance and a large lake for swimming or...
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    Location Information
    04841, Rockland, Mid Coast Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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