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Ipswich Vacation Rentals

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    Hillside Ocean View 2BR with Private Beach Access1 / 40
    (1)Excellent
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Ipswich
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Ipswich
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    The quaint town of Ipswich, Massachusetts is one of the oldest settlements in the United States, originally inhabited by Native Americans and later colonized in 1633. Thanks to Ipswich's close proximity to the Atlantic Ocean and Ipswich River, Ipswich continues to be one of the state's top...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Ipswich
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your next Massachusetts getaway begins at this private cottage in Ipswich! Situated on Rantoul Pond, just 2 miles from Crane Beach, this 2-bedroom, 3-bath vacation rental is perfect for a family retreat in the Bay State. In addition to a fantastic location, this home boasts 2,400 square feet of...
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    Location Information
    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    The following rentals are within 15 kilometres of Ipswich.
    Newburyport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Grill
    • Hot Tub
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Water Cottage: imagine a full home, historic and close to everything - that's Blue Water Cottage! This beautifully furnished historic home is comfortable, bright, and centrally located: a 3 minute walk to Newburyport center, a 1 minute walk to the Maritime Museum, and across the street from...
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    Newburyport, Massachusetts 01950
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Plum Island Cottage for Rent1 / 14
    (5)Excellent
    Plum Island
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Parking
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    • Washer
    • Grill
    • Balcony
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Cottage was beautiful and comfortable. Owners were great. Awesome location with a beach a quick walk away
    Reviewed 3 weeks ago
    I asked my 4 year old daughter what her favorite part of our trip was...”the house!” A 4YO is not easy to impress and considering we had quick access to a small beach and just a...
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    About this property
    Quaint Cottage on Plum Island (the Plover's Nest). Newly constructed with full kitchen and stainless steel appliances, tiled shower, hardwood floors and lofted master bedroom with full staircase. Porch and deck have beautiful views of Merrimack River, Newburyport, Joppa Flats and Basin. Just...
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    Plum Island, Massachusetts 01950
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
    One Bedroom Loft Apartment B at Cedar Hill Farm B & B1 / 6
    (1)Excellent
    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 19, 2017
    This was our first stay in a B&B, it did not disappoint! It was very clean, cozy and conveniently located to the town of Essex. Appreciated the breakfast choices, especially...
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    About this property
    We can now offer Apartment B to our options at Cedar Hill Farm B & B. This apartment is identical to Apt. A also located in our lower barn. The bedroom is on second floor with open to living area and cathedral ceiling. 8 Foot sliders open to open pastures, woods and meadows. Guests can enjoy...
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    Essex, Cape Ann 01929
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Waterfront 2 Bedroom !1 / 14
    (6)Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Waterfront
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2018
    This was a terrific apartment with a unique opening out to a view of the harbor. It was well appointed and comfortable.There were a few light bulbs out and the exhaust fan in...
    Reviewed January 22, 2018
    We stayed here for a family wedding in Sept. 2017. The apartment was a perfect location(wedding was 8-mns away). It was very well maintain and very,very clean. (Which is our No...
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    About this property
    Vacation at the very edge of the Gloucester Inner Harbor watching the boats and ships passing by. Relax on your private deck over the water and enjoy this extraordinary picturesque setting that can't be matched anywhere on the harbor ! Whale watching or trips around harbor by boat is all within...
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    Gloucester, Cape Ann 01930
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Newburyport
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
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    • Waterfront
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Check out our Spring Seashells Special pricing - come on down and collect all the beach treasures: sea glass, shells, driftwood - before the high season arrives! Welcome to Artist's Perch which boasts 360 degrees of expansive ocean and marsh views. Watch boats, planes, herons, and eagles soar...
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    Newburyport, Massachusetts 01950
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Harborfront, Beverly/Salem, Boston North Shore1 / 26
    (4)Excellent
    Beverly
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Parking
    • Waterfront
    • Wi-Fi
    • Porch
    • Air Conditioning
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2018
    Husband and I enjoyed our 2 nights here and wish we could stay longer. As usual, Kathy thinks of all the amenities a guest could need—including luxurious toiletries and plush...
    Reviewed September 21, 2017
    Excellent stay: very good reception and coordination. A very nice stay in comfortable apartment. View from 3rd floor was great. Kitchen well supplied. Convenient location.
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    About this property
    Welcome to the Harborfront House, located at historic Independence Park and Beach on Lothrop Street, recently recognized by the Boston Globe as one of the “20 Best Streets in Boston and Beyond'. You will be instantly captivated by the waterfront activity just steps from the front...
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    Beverly, Massachusetts 01915
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Midweek Special Harborside's Neighbor:smart condo, 1min walk to eateries, 5min w1 / 43
    (1)Excellent
    Newburyport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2019
    So lucky to have found this impeccable and newly furnished GEM. Fully equipped kitchen with great island. Little balcony, gas fireplace, so great in the summer as well as the...
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    About this property
    Welcome to Harborside's Neighbor: imagine a beautiful all-new condo, close to everything - that's Harborside's Neighbor! This beautifully furnished home is comfortable, bright, and centrally located: a 5 minute walk to Newburyport center, a 1 minute walk to the Newburyport Marina, and across the...
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    Newburyport, Massachusetts 01950
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Romantic SUMMERWIND COTTAGE- Scenic Harbor View1 / 27
    (17)Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Waterfront
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2017
    We had a fantastic holiday in Gloucester. Summer wind was the perfect location - the house was beautiful, with all mod cons and fabulous views over the harbour. It was also...
    Reviewed May 24, 2017
    We recently stayed at Summerwind Cottage in Gloucester MA. We thoroughly enjoyed our stay. The decor was wonderfully New England cottage. The living area was cozy with lots...
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    About this property
    Picture a romantic, seaside cottage with a lovely large deck, set on a hillside overlooking the harbor... catching the summer wind, salt air and sounds of seagulls as they drift up from the harbor. Open living space - large living room with sliding door onto large private deck overlooking the...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Charming family home conveniently placed near water, beaches, & more!1 / 35
    (1)Excellent
    Plum Island
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2018
    We adored "our" little beach house. My daughter and I discovered Plum Island last year in our travels and fell in love with this hidden gem. This year we decided to make...
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    About this property
    Plum Island Prize Treat your family and friends to something special with your next New England voyage. Tucked away on Massachusetts' lovely Plum Island, this breezy home is just a short distance from sandy beaches and stunning natural beauty. Nestled five miles eastward of the town of...
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    Plum Island, Massachusetts 01950
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Waterfront Woodsy 3BR Cottage1 / 68
    (1)Excellent
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Waterfront
    • Parking
    • Wi-Fi
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2017
    Our family of 4 (plus two standard poodles) thoroughly enjoyed our stay at this charming spot in the Lanesville section of Gloucester. The sunsets are spectacular, it's very...
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    About this property
    Imagine yourself walking across the lawn to the ocean, sweetly lapping the rocks. You take off your sandals and put your feet into the cool water. Second thought, jump right in! Great space for activities; near beaches, restaurants, galleries. The Space This cottage has been hosting travelers and...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Plum Island
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plum Island Perfection Comfort and coziness await when you make the choice to stay in this charming Plum Island cottage! Sleeping up to five lucky guests comfortably, this wonderful rental features high-end furniture, WiFi, and much more. Take the Newburyport/Rockport line of the MBTA from...
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    Plum Island, Massachusetts 01950
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Beverly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Cable/satellite TV
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Try to imagine your own fisherman's cottage transformed into a quaint modern waterfront home ... that's Riverside Retreat. A beautifully appointed home with 4 levels of outdoor waterfront living: rock on the back porch; dine on the stone patio; lounge on the large deck; take the gangplank down to...
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    Beverly, Massachusetts 01915
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Newburyport
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Try to imagine a perfect place for family and friends to make lifelong memories - that's Sea Love Beach House. With 2 wrap around decks, ocean views, and only 20 steps to beach access, Sea Love Beach House is that perfect beach get-away. Imagine sipping coffee on the upper deck while watching the...
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    Newburyport, Massachusetts 01950
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    VILLA RIVIERA on the Merrimack River.1 / 35
    (1)Excellent
    Newburyport
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This rental comprises 7,500 sq ft and includes the top two floors of a 10,000 sq ft Mediterranean style stucco residence on 6 acres with 500 ft of pristine frontage and views of the Merrimack River. Perfect for large groups staying for 14 nights or more! A covered portico parking area leads...
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    Newburyport, Massachusetts 01985
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
    Newburyport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    As you awaken in Luney Dunes Penthouse, you're surrounded by expansive water views. Watch the eagles soar, the boats cruise, and the sun rise from your luxurious king sized bed. Then, you arise and make a lovely cup of coffee and sip it on your private deck. Ah yes! The sounds of the sea!...
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    Newburyport, Massachusetts 01950
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beverly
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Try to imagine a location with all the urban conveniences in a cozy neighborhood - that's RiverView! Nestled in a protected peninsula of Beverly, RiverView provides the perfect get-away location. The home is just around the corner (a 1 minute walk) from a riverside playground & beach with great...
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    Beverly, Massachusetts 01915
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Newburyport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The suite at Linden Tree Farm is a spacious 1 room suite hosted in the historic Linden Tree Carriage House in downtown Newburyport. Linden Tree Carriage House,is part of a circa-1840 mansion, is well-known for ginger bread moldings, and lovely gardens. Guests of Linden Tree Suite will step back...
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    Newburyport, Massachusetts 01950
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The dining area and deck overlook a gardeners delight of perpetually blooming flowers surrounding a Koi pond a beautiful woodsy backdrop - the backyard is a slice of heaven, and yours to enjoy when you stay at Serenity. This home is nestled in a quiet neighborhood surrounded by attractions like...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Essex
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    • Private Garden
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Bed & Breakfast is located in the small New England coastal town of Essex, MA. on Cape Ann. Historic farmhouse built in 1695 on 18 pristine areas of forest, fields and meadows. First free school in state. Front field used during Revolutionary War for militia training. House completely updated...
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    Essex, Cape Ann 01929
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
    Newburyport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Empire Suite is a spacious 2 room suite hosted in the historic “Christmas Tree Tower House” in downtown Newburyport. Christmas Tree Tower House, a circa-1840 mansion, is well-known for its 3-story tower that displays illuminated Christmas trees in all three levels. Guests of Empire Suite will...
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    Location Information
    Newburyport, Massachusetts 01950
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    NEW!  STUNNING STUDIO w/Scenic Harbor View1 / 25
    (5)Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Balcony
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    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The studio apartment is tucked away in on a back lane in a residential neighborhood. There's a deck with views of the harbor where you can hang out under the red umbrella. A...
    Reviewed June 23, 2019
    I highly recommend this adorable apartment- very clean, bed was comfortable, nice views of the harbor and close to everything in Gloucester- perfect stay and Linda is so nice...
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    About this property
    Nestled on a hillside overlooking Gloucester's scenic harbor... enjoy magical sunsets, dining al fresco, twinkling harbor lights, and warm summer winds from the deck of this romantic getaway. This property is best described as a “studio plus”, featuring 3 separate rooms (400 sq. ft.): Bedroom with...
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    Location Information
    Gloucester, Cape Ann 01930
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Newburyport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Newburyport's Nest Sleep like the original shipwrights of Newburyport in this true antique cottage, built in 1747! With wide-plank Honey Pine floors, brick fireplaces (non-working,) and tons a character, this two-bedroom, two bath home has real Old New England charm, yet all the modern...
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    Newburyport, Massachusetts 01950
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Atlantic Highlands Apartment Enjoy a coastal retreat when you stay at this one-bedroom apartment in Gloucester. Complete with stunning ocean views and a great location near several beaches, this unit has modern amenities inside, along with a lovely patio and outdoor grill. Located in...
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    Location Information
    Gloucester, Cape Ann 01930
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Newbury
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Artist's Waterfront Retreat Get ready for the seaside getaway of your life at this historic and dog-friendly Newburyport cottage. Head to one of the many attractions in town or just relax amidst the art and decor at home. Just one mile from the heart of town, this home is within walking distance...
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    Location Information
    Newbury, Massachusetts 01950
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A Glamorous Gloucester Getaway Explore one of America's oldest towns during your stay in this sleek home, featuring an upstairs deck for direct access to the Atlantic's fresh air. Central air conditioning and Netflix streaming capabilities invite visitors to unwind after a day exploring rocky...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Good Harbor Haven Good Harbor Haven is a charming home that would be perfect for your next beach getaway. The home has a lovely interior with room enough for the whole family. It also has complimentary WiFi and cable for your enjoyment. Be sure to take advantage of the lovely yard with gas grill...
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    Location Information
    Gloucester, Cape Ann 01930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Waterman's View Cottage Let the stress melt away in the tranquil Atlantic breeze when you book your well-deserved getaway to this family-friendly Gloucester cottage. With soothing ocean views, access to a pristine private beach, and a peaceful location in a quiet neighborhood, you may never want to...
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    Location Information
    Gloucester, Cape Ann 01930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gloucester Harborscape View 1 & 1/2 BR; walk to beach & town1 / 82
    (10)Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Balcony
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2018
    Mark's rental apartment in Gloucester is my all-time favorite rental home! It offers a comfortable queen-sized bed, an additional bedroom with a twin, a living room with a small...
    Reviewed October 5, 2017
    When we arrived our host met us at the door and let us in, the first thing we noticed was the wonderful view and a balcony to sit on. We were close to most places by walking.
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    About this property
    Reservations from June 22 to end of September must be for 7 nights minimum with Check-in on Friday afternoon. The view is spectacular! The apartment is inside a commercial marine building so it's right on top of the water, where the ships come in to unload lobsters and other catches. The...
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    Gloucester, Cape Ann 01930
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located right around the corner from Gloucester’s fabled Stacy Boulevard, this completely renovated vacation rental home provides convenient access to downtown Gloucester. Gloucester Harbor and Stage Fort Park, with its beaches and playgrounds, are just a short stroll away and Main Street's shops,...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Plum Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Coveted Oceanfront at the Entrance of the Merrimac River. Enjoy 3 levels of decks as you watch the boats pass thru the Breakers. Enjoy panoramic views from the rooftop deck from the coastline of Maine & New Hampshire North to the Isles of Shoal East to Rockport & Gloucester South to Downtown...
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    Plum Island, Massachusetts 01950
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Manchester-by-the-Sea
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Smoking allowed
    About this property
    Completely renovated 5 bedroom, 3 bath. Extraordinary home build in 1917. Incredible workmanship. Spacious designer kitchen w/ stainless steel appliances. Large Living room, Dining Room, and fours bedrooms (second floor). New master bedroom suite on third floor. Central A/C! Close to town...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    At the Footbridge entrance to Good Harbor Beach1 / 17
    (2)Very good
    Gloucester
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Terrace
    • Wi-Fi
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    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 1, 2017
    This beachhouse is a dream. Classy beautiful old beachhouse yet super comfy and homey. Plenty of room and different spaces to accommodate a family with a variety of interests...
    Reviewed October 25, 2016
    Great place to spend a week or more with your entire family. Large house with big kitchen and dining room for family dinners. Walk across the bridge to the beach or sit on the...
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    About this property
    At the edge of Good Harbor Beach, one of the very best beaches in all of New England. Good Harbor Beach, less than 1 hour north of Boston, has a fine white sandy bottom, is cleaned daily, beautiful surf. little undertow, incorporates a saltwater creek. Great for children. 1890s 2-storey cottage...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
    Gloucester
    7 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Golden Sands is the quintessential turn of the century Gloucester beach 'cottage.' With views of Good Harbor Beach, the twin lighthouses of Rockport and the scenic Atlantic Ocean from its wrap around porch and decks, you will never want to leave this amazing beach house. The main level includes...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 12
    Vintage Home directly on the Annisquam River1 / 12
    (2)Very good
    Gloucester
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Porch
    • Internet Access
    • DVD Player
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    • Waterfront
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 2014
    We had a great time. A couple things you might find helpful. There is a shower in the basement bathroom. This house is not handicapped friendly. All the bedrooms are upstairs...
    Reviewed July 7, 2013
    House is fully equipped with everything you could possibly need. Views are spectacular. Sleeping arrangements are comfortable
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    About this property
    This six bedroom comfortable house has a large full equipped kitchen with two seating areas. The livingroom has wicker furniture and a stone fireplace. Enjoy the large wrap around deck watching the boat activity from sun up to sun down. Park of the wrap around porch is covered which is great for...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Manchester-by-the-Sea
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Completely renovated 2 bedroom, 1.25 bath. Spacious designer kitchen w/ stainless steel appliances. Large Living room and wonderful master bedroom suite. Close to town center, commuter rail, and Singing Beach. 4 minute drive to Singing beach, 20 minute walk (1.2 mile) 2 minute drive to Train...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    La Boheme RETREAT Studio1 / 26
    (3)Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2016
    This unit was a great location! It was easy to get to the train to go into Boston as well as to travel to other sites in and around Boston. My daughter and I loved to sit on the...
    Reviewed January 27, 2015
    I had a chance to stay at this wonderful studio for 2 weeks and couldn't my believe good luck. This property, a former Unitarian Church and sexton's residence, has been...
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    About this property
    UNPLUG, UNWIND & UPLIFT your spirits! No TV (wifi only). For those seeking to truly rest, relax, rejuvenate and contemplate their journey on earth. Step back in time with this 60's Boho, funky-style studio. Creative objets d'art and romantic lighting creates a very cozy, dark atmosphere (a...
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    Gloucester, Cape Ann 01930
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Beverly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Nestled in a cul de sac and fronting on the Crane River, Afternoon Delight in historic Beverly is the perfect place to watch the river currents glide by. The riverfront wraparound deck offers a blissful place to sit or dine in either sun or shade, thanks to an exterior awning. In the garden, the...
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    Beverly, Massachusetts 01915
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct waterfront on picturesque Goose Cove, this vacation home provides endless delights, both inside and out. This sunny and welcoming home is situated at the water's edge of the cove and offers three large bedrooms and 3 full baths as well as a lovely eat-in kitchen, formal dining and living...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Essex
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch spectacular sunsets over the Essex River from the expansive deck of this one-of-a-kind vacation home. Clamshell Landing sits on 22 acres of pristine conservation land and overlooks the green grasses of the Essex salt marsh. Swim or kayak to the beach or out to lunch in Essex by way of the...
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    Essex, Cape Ann 01929
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Located in East Gloucester, Massachusetts wake up in a dramatic furnished waterfront 2 bedroom and one bathroom apartment living at the edge of Gloucester's Inner Harbor. The unit has hardwood floors with an open concept living with cathedral ceilings and windows galore ! Watch the sunset from a...
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    Gloucester, Cape Ann 01930
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gloucester
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Perched overlooking Wonson Cove’s prismatic waters, this 4 bedroom, 2.5 bath vacation rental home situated in Gloucester’s cultural district known as Rocky Neck will take your breath away. From Eastern Point to the Dog Bar Breakwater, from lighthouses to glorious sunrises, the views from Wonson...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanside at Good Harbor is a waterfront vacation home directly on Good Harbor Beach, Gloucester's finest stretch of sand. Gracious and beloved, this family-friendly five bedroom summer cottage is set on picturesque Brier Neck. Sit on the waterfront terrace/patio and enjoy the summer breezes and...
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    Gloucester, Cape Ann 01930
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    Newburyport
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    It is a circa 1920, spacious 3000SF, 3 story. It has been renovated top to bottom, is tastefully decorated & well attended. It is cozy & comfy with plenty of space to socialize & still room to have privacy. Less than a mile walk to downtown Nbpt, 2 blks from the river. Ample off street parking....
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    Newburyport, Massachusetts 01950
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    Essex
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This apartment in a lovely 19th Century home is located on a quiet side street in Essex that ends in an adjacent woodland. Connected to the quiet owner's home, this 'cottage' has its own entrance and driveway, so it feels quite separate. Enjoy the birds and wildlife that are certain to be seen...
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    Essex, Cape Ann 01929
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Cool Cove: Wingaersheek Beach plus your own private beach & all those views!1 / 21
    (1)Very good
    Gloucester
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2019
    The house had a sugar ant problem, toilets ran and circulation was bad. Also it says it has air conditioning but that is only 1 room. We had a family of four and had to time out...
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    About this property
    Sun when you want it. Shade when you need it. Cool Cove is a beach house vacation rental that has it all! Sitting above Wingaersheek Beach, you will feel like you can see forever, enjoying views of Annisquam Lighthouse, Ipswich Bay, azure waters, pleasure boats, and sandbars. Walk from this...
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    Location Information
    Gloucester, Cape Ann 01930
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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