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Pet Friendly Holiday Rentals in Rockland

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    Travellers to Rockland are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    19 Matching Rentals in RocklandView all 35 rentals
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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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sensational 5* Apt. in 1862 Sea Captain's House1 / 14
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    Clean and a wonderfull atmosphere. The owners are really great as well, I would recommend to anyone top stay there.
    Reviewed 19 October 2017
    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...
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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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    Rockland, Mid Coast Maine 04841 2503
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Marshall Point retreat in coveted Port Clyde1 / 12
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 3 November 2017
    The view from Little White Caps is lovely, over the bay with a sunrise in the morning and lobster boats checking their traps. It was warm enough to keep the windows open at...
    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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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    • Cable/satellite TV
    • Waterfront
    • Parking
    • 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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    Location Information
    Rockland, Mid Coast Maine 04841
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    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
    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Rockland, Mid Coast Maine 4572
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Homeport is aptly named — this stunning house is truly a home away from home. Situated on the shores of the Weskeag, a beautiful salt waterway, Homeport is nestled in woods offering peace and quiet and privacy. The house is situated on over 2 acres with 350 feet of water front — watch wildlife from...
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    Location Information
    Rockland, Mid Coast Maine 4858
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    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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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    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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    Rockland, Mid Coast Maine 4855
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Classic Maine waterfront cottage on stunning Crescent Beach1 / 33
    (2)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2016
    I visited in the fall when the foliage was beautiful. The property is right on the water with incredible views of the ocean and nearby islands. Quiet, secluded neighborhood...
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    About this property
    This seasonal cottage, also known as Crockett's Cottage, sits on a parcel of land just 25 feet from the water's edge. Like all proper oceanfront summer cottages, it is oriented towards the water, with beautiful views of the beach and the open ocean from almost every room. A nicely landscaped lawn...
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    Rockland, Mid Coast Maine 4854
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Pet friendly
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    Smoking allowed
    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 Maine vacation rental cottage is surrounded by water on three sides and is 75 feet from the water's edge. It...
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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Rockland, Mid Coast Maine 04841
    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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    • Washer
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    Pet friendly
    Kid friendly
    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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    Rockland, Mid Coast Maine 4860
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    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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    Rockland, Mid Coast Maine 04841
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1868, this lovely 3-bedroom, 2-bath vacation rental house exudes New England culture and charm in southern Rockland. This updated home accommodates up to 8 travelers and sits within a 5-minute drive to the dynamic shops, restaurants, and museums in historic downtown. Enroll in a sailing...
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    Rockland, Mid Coast Maine 04841
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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