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Vacation Rentals near Bearskin Neck

Main St. and Mt. Pleasant St., Dock Square, Rockport, Massachusetts 01966
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    Travelers to Rockport are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 145 Rentals in Rockport
    0.7 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN1 / 19
    (1)Excellent
    0.7 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Back Beach1 / 15
    (2)Excellent
    0.6 miles from Bearskin Neck
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet1 / 23
    (45)Excellent
    0.3 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed September 2, 2021
    Periwinkle Cottage was the perfect place to stay for a long weekend in Rockport. The cottage was cute, sparkling clean, and had some nice extra touches like cookies and prosecco...
    Reviewed August 2, 2019
    This is truly a home away from home. A short walk to town where parking is at a premium. Stocked with everything you might need, with extra touches like a new kitchen sponge...
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    About this property
    OPEN YEAR ROUND - 2 night minimum stay. 2019.. Celebrating our 10th year hosting guests from all over the world! PERIWINKLE COTTAGE - truly a place to call 'a home from home'. This 2-unit, townhouse cottage offers guests privacy and an updated seaside decor with today's modern amenities. (You...
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    Rockport, Cape Ann
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.7 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This spacious seaside apartment offers 2 bedrooms, 2 bathrooms, and living room/kitchen with a sunny ocean view dining/game area within a bay window. At over 800 square feet it is our largest accommodation. You’ll enjoy Gap Cove’s seaside charm, with amenities including free WIFI, DVD player,...
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    Rockport, Cape Ann
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.7 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Waterfront
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    • Ocean Views
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    About this property
    Spruce Cottage at The Seaward offers a spectacular ocean view setting and charming accommodations. Spruce Cottage, is a quaint and cozy two bedroom cottage with ocean views & fireplace. It has a private queen bed in one room and two twin beds in the other. The living room has a kitchenette and...
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Quaint Seaside Village Ground floor Studio Steps  From Beach WITH PARKING1 / 12
    (7)Excellent
    0.3 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
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    Reviewed August 21, 2020
    Wendy was a fabulous hostess! We had a kitchen stocked with cereals, milk, soda and cold water in the fridge, ice, and even a small cooler on top of the fridge. Wendy was warm...
    Reviewed August 24, 2018
    What a wonderful place!! I had the upstairs to myself as well as a living room. Wendy has thought of everything! Very hospitable. I wish I could have stayed here for a month...
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    About this property
    WEEKLY BOOKINGS ACCEPTED NOW FOR SUMMER 2020!!. DEDICATED OFF-STREET PARKING FOR ONE CAR. BEST LOCATION IN ROCKPORT steps away from everything! Ground floor studio boasts comfortable and clean efficiency with AC, WIFI, cable TV and microwave kitchenette, private entrance, private bathroom all on...
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    Rockport, Cape Ann
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beach &  King Street Inn / Beach House Rental1 / 20
    (4)Excellent
    0.4 miles from Bearskin Neck
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Reviewed August 30, 2017
    Parking was a little tricky and I have to say I was quite concerned when we first arrived. However, Tim was there to greet us and made sure we found appropriate parking for all...
    Reviewed August 7, 2017
    The Beach & King is the perfect vacation home for our four generation family. The house is spacious and beautifully decorated. The front porch is a lovely spot to enjoy...
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    About this property
    Located across from Rockport's Front Beach, Beach & King Beach House is an intimate Cape Ann home located on the North Shore in Massachusetts. Accommodations at our Rockport home offer a picturesque setting with stunning ocean views and a 5-minute stroll to historic Bearskin Neck and the village....
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    Rockport, Cape Ann
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    SEASIDE GARDENS AFFORDABLE GUEST ROOM(S)  IN VILLAGE BY BEACH, WALK EVERYWHERE!1 / 15
    (3)Excellent
    0.3 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
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    Pet friendly
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    Reviewed October 14, 2017
    Loved our stay at Gloucester Harborview Inn . Great location, spotlessly clean and very welcoming . Highly recommend
    Reviewed March 15, 2017
    I had a wonderful stay at this lovely charming bed and breakfast. Location, accommodations and hostess were excellent.Highly recommend!
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    About this property
    Are you looking for a conveniently located affordable place to stay while you enjoy all that Rockport has to offer? Are you traveling with family or friends and would like the privacy of separate rooms? Our top floor guest rooms (2 available) are perfect for travelers on a budget. Clean and...
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    Rockport, Cape Ann
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beautiful vacation home across street from 2 beaches1 / 29
    (9)Excellent
    0.4 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
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    0.4 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Quaint cozy pre-Revolutionary house with priceless view of picturesque Rockport village and Atlantic Ocean. Located on quiet dead-end lane next to tranquil pond and small town park. Two-minute walk to beach and town's attractive Main street with shops, art galleries and restaurants.The new...
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedroom/2Bath ocean view apartment1 / 7
    (1)Excellent
    0.7 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Majestic summer rental1 / 5
    (11)Very good
    0.2 miles from Bearskin Neck
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rockport, Cape Ann
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Explore Cape Ann Next Year!July 4th week still available; Spring & Fall1 / 29
    (28)Excellent
    1.1 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Super cute cottage, steps from beautiful sandy Long Beach1 / 29
    (1)Excellent
    1.9 miles from Bearskin Neck
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rockport, Cape Ann
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Charming Pet Friendly Studio Cottage On Quiet Lane1 / 35
    (12)Excellent
    0.4 miles from Bearskin Neck
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Rental Home - 1 Bathroom, Sleeps 2
    Beautiful Newly Built Custom Home, Spectacular Ocean Views1 / 29
    (15)Excellent
    1.2 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom,  Living room with twin day bed, Kitchenette Deck1 / 20
    (12)Very good
    0.7 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Walk to Downtown Rockport, Front Beach & Old Garden Beach1 / 29
    (5)Excellent
    0.1 miles from Bearskin Neck
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Rockport, Cape Ann
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Charming year round cottage - Pet Friendly with Wi-Fi1 / 29
    (20)Excellent
    0.4 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private Pet Friendly hideaway near the beach and town center.1 / 29
    (23)Excellent
    0.4 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy oceanfront home with  unique architecture1 / 24
    (17)Average
    0.9 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Quaint Ocean View Apartment exudes Classic Coastal Charm1 / 21
    (10)Excellent
    0.7 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Luxury Home in the Heart of Rockport1 / 27
    (42)Excellent
    0.5 miles from Bearskin Neck
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Rockport, Cape Ann
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Tranquil VIEWS - HEART OF HISTORICAL ROCKPORT  with Reserved Parking1 / 9
    (16)Excellent
    0.2 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beautiful Spacious Colonial  by Long Beach1 / 25
    (2)Excellent
    1.5 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    You will love our location and will return for our hospitality!1 / 17
    (35)Excellent
    0.5 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Come home to Rockport!1 / 20
    (88)Excellent
    1.0 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Rockport, Cape Ann
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Fantastic Ocean Views-2 Min Walk to Long & Cape Hedge Beaches -Text *******-14861 / 18
    (50)Excellent
    1.4 miles from Bearskin Neck
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Rockport, Cape Ann
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Breezy home with patio - dogs OK, walk to beach, harbor & restaurants1 / 28
    (43)Very good
    0.1 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Sea Mist Cottage, Rockport, MA1 / 24
    (16)Very good
    0.3 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Rockport, Cape Ann
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    "Absolutely lovely. The cottage, the beach, the town, the owners."1 / 29
    (67)Excellent
    0.6 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Featured on HGTV's Beach Hunters1 / 23
    (105)Excellent
    2.1 miles from Bearskin Neck
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Rockport, Cape Ann
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    Rockport Vacation Home with ocean views, 3 bed/2 bath, sleeps 61 / 22
    (8)Excellent
    0.9 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Quaint Waterfront Cottage1 / 6
    (4)Excellent
    0.2 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE1 / 21
    (13)Excellent
    0.7 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gladview Rockport Apt #gladview#thacher1 / 29
    (76)Excellent
    1.3 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Perfect apartment for a single or couple.1 / 13
    (61)Excellent
    0.4 miles from Bearskin Neck
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Come home to Rockport!1 / 21
    (20)Excellent
    1.0 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.1 / 13
    (20)Very good
    1.3 miles from Bearskin Neck
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Rockport, Cape Ann
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
    'We can't wait to return to Four Winds'1 / 21
    (142)Excellent
    0.1 miles from Bearskin Neck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Rockport, Cape Ann
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Newly Renovated 3 Bedroom 2 Baths view of Rockport Harbor1 / 29
    (7)Excellent
    0.0 miles from Bearskin Neck
    3 Bedrooms, 4 Bathrooms, Sleeps 3 Quick View
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    • Washer
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 3
    Quaint getaway with full kitchen and lush yard - close to the beach and downtown1 / 21
    (73)Very good
    0.5 miles from Bearskin Neck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Waterfront House onThe Old Harbor Spectacular Views1 / 9
    (29)Excellent
    0.2 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck1 / 8
    (58)Excellent
    0.2 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    New listing! Oceanfront home right on Long Beach - near town and whale watching!1 / 28
    (13)Very good
    1.7 miles from Bearskin Neck
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Rockport, Cape Ann
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Stunning, Classic Home with Central AC, WiFi, Outdoor Patio, and Full Kitchen1 / 29
    (24)Very good
    0.6 miles from Bearskin Neck
    4 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Rockport, Cape Ann
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 6
    0.1 miles from Bearskin Neck
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Rockport, Cape Ann
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    0.2 miles from Bearskin Neck
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Rockport, Cape Ann
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.6 miles from Bearskin Neck
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Rockport, Cape Ann
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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