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Holiday Rentals and Apartments in Ipswich, MA and nearby

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    1 / 38
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 28
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 9
    Ipswich
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 13
    5 of 5 stars (2) Excellent
    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Lovely, historic home B&B refurbished to offer guests modern amenities and a stylish comfortable stay. Conveniently located in the center of all to see. A few miles from "Crane Beach", a five mile long bird sanctuary and top 10 ranked family beach. A short drive to Rockport, Gloucester, Essex,... View all property information
    Location Information
    Ipswich, Massachusetts
    5 of 5 stars Reviewed 9 June 2015
    Our stay at Rogers and Brown's B&B was fantastic. You feel like you have stepped back in time. Extremely comfortable beds and the attention to all the details one experts...
    5 of 5 stars Reviewed 23 April 2014
    Charming home with hosts who really care, and are very knowledgeable about the history. Very comfortable home and bed, breakfast of quiche and fresh fruit, better than average...
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    1 / 10
    Ipswich
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    A colonial style B&B with full-on New England hospitality, style and farm-house breakfast. The room is comfortable with twin beds and a private bath. Lots of relaxing space. Near the channel river and downtown restaurants, not to mention Crane Beach. Room type: Private room Property type: Bed &... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 7
    Ipswich
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    The Swedish Room is themed with open wood plank floors and hand-crafted bed cover. It is particularly cozy with sun-streamed angled dormers and built in closet and drawers. It can accommodate up to 4 people with its queen and twin beds. Private bath. One of New England's most charming B&Bs with... View all property information
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    Ipswich, Massachusetts
    1 / 8
    Ipswich
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    The most elegant room in the house with sitting area in front of a fireplace and private bath. Enjoy this charming New England B&B with scrumptious complimentary breakfast. Just a 5 minute walk to the sea river channel. 9.7% tax included. This home is one of the 59 First Period houses of Ipswich,... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 44
    Ipswich
    5 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    • Patio
    • Ocean Views
    • Balcony
    • Washer
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The Space A warm and homey feeling throughout this traditional old wooden cottage that you will want to take home with you. Great to gather for meals and chat on the porch while boats sail through the channel. Let the kids run around the yard or explore spaces in this 8 room house. There is a... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 9
    Ipswich
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    A great experience in an old New England home renovated into a gracious bed & breakfast residence. Immediately be engrossed in the traditional feel of the old woodwork and flooring. An outside deck for warmer days and a fireplace sitting room for chilly evenings and winter days. The rooms include... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 24
    Ipswich
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • ?
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    • x
    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... View all property information
    Location Information
    Ipswich, Massachusetts
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    1 / 54
    Ipswich
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • ?
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    • x
    About this property
    One of the few seaside old family cottages of Gloucester that is ready to welcome you for a unique experience. Fully equipped with a gorgeous view of colorful sunsets and a home that delivers a great living space near Halibut Point on the water. A very large home with 4 bedrooms and bunk room;... View all property information
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    Ipswich, Massachusetts
    1 / 38
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
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    About this property
    A great vacation starts with a unique destination and a space that suits your needs. This great little cottage promises a unique experience because of it's ambiance and location. A great old-fashioned cottage that is updated for convenience. It overlooks the Little Neck inlet with a great view of... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 17
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    August 28 thru LABOR DAY, which is Sept 5. 9 DAYS FOR PRICE OF 7!!! in idyllic Island of Little Neck. Check out lower prices in beautiful month of September. Surrounded by water views. Perfect for children. Private beach for Little Neck. A stones throw to Cranes beach and castle. This is a gated... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 9
    Ipswich
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    A charming New England B&B just a 5 minute walk to the sea river channel. Complimentary breakfast and wifi included. This room is spacious with a mini-kitchen including a microwave and Keurig coffee maker. Private bath. Price includes 9.7% tax. The home is charmingly antique and yet updated for... View all property information
    Location Information
    Ipswich, Massachusetts

    The following rentals are within 15 kilometres of Ipswich, Massachusetts.

    1 / 8
    4.5 of 5 stars (4) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy all that Gloucester has to offer in this charming 1BD cottage by the harbor in East Gloucester. Located on East Main street, so busy during the day, quiet at night. Close to everything by foot or bicycle. $1,150 off season monthly rate from Nov to April. 30 day minimum off season. New gas... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 10 September 2015
    This place is so well-located, well-designed, comfortable and easy! It allowed us a much needed break with access to all the beauty of Gloucester. I loved rocky neck, biking to...
    5 of 5 stars Reviewed 6 August 2015
    This is the perfect cottage for a couple retreat. It is a home away from home. Conveniently located for walks and picture taking. We will defintely stay here again when we...
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    1 / 26
    4.5 of 5 stars (3) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Patio
    • Central Heating
    • Ocean Views
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Unplug, unwind and uplift your spirits! For those seeking to truly rest, relax and rejuvenate. For the more adventurous traveler: Step back in time with this 60's Boho, funky-style studio. Creative objects d'art and romantic lighting creates a very cozy, dark atmosphere (a petite solarium off... View all property information
    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 1 week ago
    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...
    5 of 5 stars Reviewed 27 January 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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    1 / 40
    5 of 5 stars (5) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
    • Waterfront
    • Wi-Fi
    • Balcony
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    All utilities are included. Heat, electricity, water, basic cable. Full hi-speed wifi Sq. footage 1200 sq ft. Full Bathroom with shower Walk in closet Parking: off street Pets Policy: no pets preferred but exceptions upon request Kitchen has a Range/oven and Refrigerator, toaster, coffeemaker,... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 weeks ago
    Great place. Very clean, comfortable beds, well supplied kitchen and the location is something that will no longer exist. Hanging off the harbor, you felt transported by the...
    5 of 5 stars Reviewed 3 weeks ago
    When planning our long Labor Day weekend, I was looking for a place to be away from the hustle of the usual crazy days of life. We found that at our little Condo on the Gloucester...
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    1 / 25
    5 of 5 stars (6) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Parking
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 5 Bedroom Brick Colonial Home located on the Historic Stacey Boulevard with picturesque views of Gloucester's Harbor and the Atlantic Ocean. Look out at the stunning views of local schooners, the light houses, fishing vessels and feel the cool sea breeze that provides refreshment from the... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 19 May 2016
    Our group was extremely pleased with our stay at Pratt House. We enjoyed the large and immaculate living room, dining room, deck and yard. The location across the street from...
    4 of 5 stars Reviewed 10 May 2016
    We are so fortunate that Marilyn shared here beautiful house with us for our annual girl get together. The spacious dinning room, living room and back deck afforded plenty of...
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    1 / 18
    Newbury
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    • Washer
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    • Satellite TV
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely cottage is nicely decorated and has comfortable furniture. The Master bedroom has a queen bed and the second bedroom has twin beds. The living room, dining area and kitchen are an open concept. The dining room table presently sits six and can be expanded to sit eight. There is a laundry... View all property information
    Location Information
    Newbury, Massachusetts
    1 / 7
    5 of 5 stars (2) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Grill
    • Private Garden
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Turn of the century home located two blocks from Atlantic shoreline and close to wedding venues including Elks, Cruiseport, & Anninsquam Yacht Club. 7 day minimum stay Sat. To Sat. Large modern fully equipped kitchen with double oven, 6 burner stove, dishwasher, washer, dryer. Three fireplaces,... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 weeks ago
    A big, comfortable home, surrounded by woods, a short walk to the ocean, and a short ride to downtown Gloucester or Rocky Neck. A beautiful, well appointed place. Home for a...
    5 of 5 stars Reviewed 4 weeks ago
    The Dragonfly is a great place to stay for a big group! It is a beautiful home, with so much character and is clearly well loved by Patricia, the owner. It is even better than...
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    1 / 17
    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • DVD Player
    • Patio
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    **There is a possibility that construction will ongoing near the property during the summer of 2016** Welcome to your very own summer beach home! Located across the street from the North Shore's best beach, this two family home offers five bedrooms, two bathrooms, two separate living spaces as... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 18
    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Gloucester Waterfront Waterfront Vacation House with Dock Direct riverfront home with dock overlooking Annisquam River, Lobster Cove, Wingaersheek Beach, and out towards Ipswich Bay. Open living spaces with endless views of both the river and marshland. This is true waterfront living! So... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    LAST MINUTE CANCELLATION allows summer RATE DISCOUNT on authentic English Manor Home reminiscent of the Cotswolds. 'Misselthwaite Manor' is a a quiet respite in a busy world, yet close to everything Historic Gloucester has to offer. Located in the heart of the private peninsula of Eastern... View all property information
    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 18 November 2014
    Beautiful home. Open beam construction. Impressive wooden entry door with iron work fixtures. Soothing relaxing music playing in the breakfast room. Walled in yard with gated...
    4 of 5 stars Reviewed 7 September 2014
    We found the house to be in good order. The kitchen had everything we needed to cook once in a while when we didn't dine out. The bathrooms and bedrooms were nice and clean. Lois...
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    1 / 26
    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
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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'.<BR>You will be instantly captivated by the waterfront activity just steps from the front... View all property information
    Location Information
    Beverly, Massachusetts
    1 / 12
    4.5 of 5 stars (2) Very good
    Gloucester
    6 Bedrooms, Sleeps 12 | Quick View
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    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Waterfront
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 2 November 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...
    5 of 5 stars Reviewed 7 July 2013
    House is fully equipped with everything you could possibly need. Views are spectacular. Sleeping arrangements are comfortable
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    1 / 19
    Newburyport
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Space Our cozy and quaint 2 bedroom unit w/ Loft is at the center of it all! Down the Street from the beach and restaurants. The Master has a queen size bed, the 2nd bedroom has a queen bed, and there is a full size sleeper bed in the living room. Additionally, the lofted space has 2 twin... View all property information
    Location Information
    Newburyport, Massachusetts
    1 / 28
    Newburyport
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Space Our cozy and quaint 2 bedroom unit is just across the street from the beach! Enjoy being at the heart of the island. Walk to beach restaurants and natural surroundings 3 car parking available. Completely renovated, Plum Central is the perfect retreat. The unit has a private backyard to... View all property information
    Location Information
    Newburyport, Massachusetts
    1 / 17
    5 of 5 stars (3) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Balcony
    • Washer
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 26 June 2016
    All you would want, comfort, convience, excitement, and beauty. You cannot miss here. The view is spectacular.
    5 of 5 stars Reviewed 4 May 2016
    Loved this place. Looks out over the water and was very comfortable. The owner was super, she made sure we had everything we needed and even left a binder full of places in the...
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    1 / 18
    Newburyport
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
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    • Internet Access
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    • Patio
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Space Our cozy and quaint 2 bedroom unit is just across the street from the beach! Enjoy being at the heart of the island. Walk to beach restaurants and natural surroundings 3 car parking (Tandem) available. Completely renovated, Plum Central is the perfect retreat. The unit has a private... View all property information
    Location Information
    Newburyport, Massachusetts
    1 / 12
    5 of 5 stars (15) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This tastefully decorated, immaculate one-bedroom vacation rental is on the first floor of a landmark Victorian, with private entrance off a grand wrap-around covered veranda, overlooking private fenced-in lawn and garden. The covered veranda provides a great cooling respite from the sun in summer... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 July 2013
    My family and I have stayed at Good Harbor house for the past five or six years. We have been coming to Gloucester every year for more than 20 years. Good Harbor house is, hands...
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    1 / 26
    5 of 5 stars (14) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. <BR><BR>Open living space - large living room with sliding door onto large private deck overlooking... View all property information
    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 4 weeks ago
    The owners Linda and Hank are really nice folks and very responsive. We loved this cottage especially the deck and the living spaces are nicely decorated and very comfortable.
    5 of 5 stars Reviewed 29 June 2016
    We had such a great experience staying at Summerwind two years ago that we recently returned. With three teenage boys we found it extremely convenient to have boogie boards...
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    1 / 17
    Gloucester
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Terrace
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Satellite TV
    • DVD Player
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Gloucester, Cape Ann
    1 / 22
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Grill
    • Patio
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy a peaceful retreat in coastal New England by staying at this lovely Gloucester vacation rental cottage! Featuring a bright and welcoming interior, splendid waterfront views and terrific access to nearby beaches, this residence will surely become a place you love returning to at the end of... View all property information
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    Gloucester, Cape Ann
    1 / 12
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Waterfront
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    • Wi-Fi
    • Ocean Views
    • Washer
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
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    Gloucester, Cape Ann
    1 / 5
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Porch
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Sitting directly on the the beautiful port of Gloucester Harbor, this light and airy 3 room apartment offers full private bath, fully applianced kitchen, king bed and wonderful sitting porch. Walk or bike to local restaurants, museums, theatre and beach, and enjoy all that is Gloucester. The... View all property information
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    Gloucester, Cape Ann
    1 / 13
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This Friday to Friday vacation rental is right at Good Harbor Beach. Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester’s most highly rated beaches enjoying the sun, sand, and surf. Leave your car in the driveway and enjoy the best of summer; run home for... View all property information
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    Gloucester, Cape Ann
    1 / 27
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Enjoy this comfortable recently renovated 3 bedroom, 1 bath vacation home conveniently located a block away from Gloucester's scenic outer harbor. You'll love being just steps away from Gloucester's historic Stage Fort Park, once a landing place for pirates, now home to two public beaches, tennis... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 33
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate 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... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 19
    Gloucester
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club just across the river. Don't forget the incredible sunsets that await you every evening from this 3 bedroom/3.5 bath vacation rental home, which... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 32
    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • DVD Player
    • Porch
    • Satellite TV
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! Enjoy the best sunsets on the East Coast from this classic riverfront Victorian summer retreat. Annisquam Singing Pines offers everything you could want in a vacation rental home, with five bedrooms, two full bathrooms and a tidal dock. The house is situated on over an acre of... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 30
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This large, comfortable family-oriented vacation home is just steps from the white sands of Long Beach--a perfect summer location! Built in the early 1900's, much of its early charm still remains but is augmented with an updated kitchen and many amenities. On the ground floor there is living... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 30
    Newbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    This incredible beach house sits directly on the seemingly endless, powdery white sands of beach that makes Plum Island the ultimate getaway. When you enter the fully air conditioned house your eyes are immediately drawn to the seemingly unending swath of beach just past the huge deck and enclosed... View all property information
    Location Information
    Newbury, Massachusetts
    1 / 60
    Essex
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Porch
    • Waterfront
    • Grill
    • Satellite TV
    • Internet Access
    • Patio
    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 6 bedroom/5.5 bath waterfront vacation home complete with squash & tennis courts, gym, locker room, kayaks and more. Available on a weekly (or nightly) basis year round, Clamshell Landing is perfect for family vacations, family reunions, corporate outings or other events. Or, bring your own... View all property information
    Location Information
    Essex, Cape Ann
    1 / 37
    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A tastefully renovated vacation home, Victorian House on Rocky Neck (Gloucester’s fabled artist colony) has three bedrooms and a gorgeous front porch overlooking the water. From the porch, step into the home’s front hall and formal living room, complete with a custom delicately-tiled fireplace.... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 33
    Gloucester
    7 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 8
    5 of 5 stars (2) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • DVD Player
    • Patio
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    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    On the peak of a hill on Cape Ann with spectacular panoramic, outside views of the beach,back shore, and even outer Boston Harbor. Secluded, but close to everything. Walk to the beach. Located between Bass Rocks and Brier Neck. Close to Rockport.Sleeps 2 -4. Bright, ground level,walk out basement... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 54
    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Satellite TV
    • Porch
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located above the western shore of Gloucester’s historic harbor and lovingly renovated in 2011, this beautiful and spacious five bedroom Victorian vacation rental home has been in the same family since the 1880's. From the side entrance on a quiet lane, you will step into a bright back hall with... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 34
    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This immaculate beach house has it all: prime Good Harbor Beach location, views, historic charm and modern comfort and style. The original cottage was built as a stone carriage house to a neighboring estate. A wonderful octagonal addition has created a three bedroom/two full bath home that boasts a... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 24
    Newburyport
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Grill
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Plum Central Seaside retreat has a fully equipped kitchen, plenty of freshly laundered towels and linens, queen bed in the master bedroom, twin over full bunk beds in the 2nd bedroom, comfortable queen sleeper sofa in living room, shower in bathroom (no tub and if you are over 6 feet tall you may... View all property information
    Location Information
    Newburyport, Massachusetts
    1 / 32
    Gloucester
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • DVD Player
    • Grill
    • Porch
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Location, location, location! Waterviews & a short walk to Good Harbor Beach. This four bedroom/2.5 bath vacation home is large and comfortable and is just steps to the white sands and surf of Good Harbor Beach. The location offers the best of all worlds as it is so close to Cape Ann's most... View all property information
    Location Information
    Gloucester, Cape Ann