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Wenham Family & Kid Friendly Rentals

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    30 Matching Rentals in the Wenham AreaView all 40 rentals
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    The following rentals are within 10 miles of Wenham.
    Relax and enjoy the summer in Marblehead1 / 16
    (2)Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Cozy Beach Cottage in Marblehead1 / 21
    (1)Excellent
    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Marblehead
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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
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    Beautifully Renovated Antique Home1 / 21
    (1)Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Central Heating
    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2015
    A week was not long enough! We had a wonderful time staying here. Spaciaous, clean, lovely inside and out. Salem is a hop, skip, and jump away, and we also took the train into...
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    About this property
    Vacation in beautiful Marblehead in this wonderfully updated furnished Victorian. Located on a quaint side street only a stones throw to downtown, this 4 bedroom, 2 bath beautiful single family home is sure to help create lasting vacation memories. Carefully renovated chefs kitchen, beautifully...
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    Marblehead, Massachusetts 01945
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    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 Yard
    • Wi-Fi
    • Parking
    • Air Conditioning
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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
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    Manchester-by-the-Sea
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Completely renovated 2+ bedroom, 1.25 bath. Second floor unit. 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...
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    Manchester-by-the-Sea, Cape Ann 01944
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Manchester-by-the-Sea
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated 4 bedroom, 2 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). Central A/C! Close to town center, commuter rail, and Singing Beach. 4...
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    Manchester-by-the-Sea, Cape Ann 01944
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ipswich
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well appointed home sits on a Hill overlooking plum Island sound with water access across the street. 10 minute walk to a Sandy private beach. A gated Wrap around deck is easily locked. Open airy light filled floor plan throughout makes this the perfect vacation spot to enjoy the water views....
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    Ipswich, Massachusetts 01938
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Housekeeping Included
    • Terrace
    • Secure Parking
    • Private Yard
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Check out lower prices in beautiful month of September. Surrounded by water views on a peaceful cove. Perfect for children. Private beach for Little Neck. A stones throw to Cranes beach and castle. This is a gated community with lovely cottages and friendly neighbors. Private dock to launch your...
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    Ipswich, Massachusetts 01938
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Manchester-by-the-Sea
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Friendship House. The front porch invites you to sit and chat with neighbors and friends. As you enter through the antique front door, you are greeted by a home that cherishes history while celebrating modern conveniences. Hang your coats at the entryway, and settle into the huge...
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    Salem, Massachusetts 01970
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Secure Parking
    • Grill
    • Private Yard
    • 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
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    Marblehead
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harbor views; Private deck; Private entrance; Fireplace Generous 1 bedroom Beautifully renovated antique gem in the heart of the Historic District. Gas fireplace; Full kitchen; washer/dryer; Completely renovated and comfortably furnished to make you feel right at home. Period charm and...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Booth Cottage Ocean view, private path to beach. Private mowed path, ten minute walk to village, harbor, 2 parks, on the commuter rail, four bedrooms, three full and one 1/2 bath, extra large lawn for ball playing, large porches, high ceilings, large windows. 3000$ per week, lower rates off...
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    Manchester-by-the-Sea, Cape Ann 01944
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of historic old town Marblehead, Brackett Cottage is a mere 1-minute walk to shops and restaurants. A 5-minute walk takes you to a beach on Marblehead's famous harbor. While away a perfect day, watching sailboats and schooners soar past. A visit to Brackett Cottage of...
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    Marblehead, Massachusetts 01945
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The Forsythia Apt1 / 5
    (4)Excellent
    Salem
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
    • Balcony
    • Wi-Fi
    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2018
    The location of the apartment was terrific. Barbara was a very nice host. She was very good about communicating with us when we needed. She was also very accommodating.
    Reviewed November 2, 2017
    Very nice and clean. Great location. Close to the mall, downtown and the shops. Short walk to Pickering wharf. Barbara is a wonderful hostess. I would definitely stay again.
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    About this property
    Beautiful hardwood floors in the living room, study and bedroom. Walk to cafes, restaurants and the sea. Minutes to bus and commuter rail. In the heart of the city! Modest unit but cozy and convenient. Rustic in a good way. Comes with towels, bed-linens and toiletries. There is a microwave,...
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    Location Information
    Salem, Massachusetts 01970
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Salem
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My recently renovated spacious apartment can accommodate 8 people. It is close to all of the major attractions in Salem, including Salem's historical district, the Salem Witch museum, the waterfront, Salem State University, and Salem hospital. You will be a short (~5 minute) drive from the beach....
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    Salem, Massachusetts 01970
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Salem
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
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    About this property
    Hidden gem spacious 3 bedroom located in the heart of downtown Salem. Cozy living space clean and comfortable. Really is a hidden gem. Walking distance from restaurants, bars, Salem nightlife, Salem harbor, museums, Salem Willows (family game center) and Salem State College. Kids play ground...
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    Salem, Massachusetts 01970
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Wi-Fi
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cottage was built in the 1920s and recently renovated. At the end of a long driveway on the back of an old estate, it is very private and yet within 10 minutes walk of Singing Beach and less than a mile from the town of Manchester. So there is easy access to shops, restaurants, and even...
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    Manchester-by-the-Sea, Cape Ann 01944
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ipswich
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 weeks left. August 5-12 and August 12-19. $2,000 in idyllic Island of Little Neck. . Surrounded by water views. . Private beach for Little Neck. A stones throw to Cranes beach and castle. This is a gated community with lovely cottages and friendly neighbors. Private dock to launch your boat....
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    Location Information
    Ipswich, Massachusetts 01938
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Manchester-by-the-Sea
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Completely renovated 3-4 bedroom, 1.5 bath. Spacious designer kitchen w/ stainless steel appliances. Large Living room, Dining Room, Family Room (optional bedroom) (first floor) and three bedrooms (second floor). Close to town center, commuter rail, and Singing Beach. 4 minute drive to Singing...
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    Manchester-by-the-Sea, Cape Ann 01944
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • Private Yard
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A large, bright and cheery front bedroom with two Queen size beds – private bath with clawfoot tub and shower. Newly constructed bathroom with vintage fixtures and repurposed woods. Our breakfast room has old pine cupboards, creeping ivy with twinkling lights, lace tablecloths and original vintage...
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    Essex, Cape Ann 01929
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Salem
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Belle Femme is located in the McIntire Historic District of Salem, next to many historic, cultural and wedding venues. Belle Femme accommodations start with the amazing views of local professionally manicured gardens and historic mansions. Spacious and gorgeously furnished with newly finished...
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    Salem, Massachusetts 01970
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Ipswich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Rental is available September 16, 2018- June 15- 2019. Perfect if you are looking for temporary housing or need to make 2 moves. Great house in fantastic location. Sought after school system. We are looking for 1 LEASE FOR THE WHOLE TERM. NO PARTIALS in idyllic Island of Little Neck. . Surrounded...
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    Ipswich, Massachusetts 01938
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beverly
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This apartment has a great location to explore the north shore, Salem and Boston without being in a touristy area. Quiet side street steps from train and a thriving downtown. Walk to beach, great eateries and shops. Not fancy but clean and comfortable. Business folks like it as a hotel alternative....
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    Beverly, Massachusetts 01915
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 6
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom loft apartment located in the lower barn. Queen size bed, sleep sofa, full kitchen and bath. Back deck open to pristine pastures and hiking trails. Cathedral ceilings with skylights and 8 foot sliding doors bring the outside in. Watch for deer, wild turkey and plenty of birds in the...
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    Essex, Cape Ann 01929
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beverly
    4 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A great place for families- vacation, college tours, events. Plenty of room to fix a meal, visit with friends, relax and spread out a bit. Business people like it for longer stays, they can set up and office and enjoy having some space. Grandparents love it because the grands can visit and enjoy...
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    Beverly, Massachusetts 01915
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 4
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    Salem
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    This charming house built in 1813 has been updated for modern living in the heart of Salem. The first floor of this home features a living room with original hardwood floors overlooking historic Derby Street and a fully equipped kitchen. This home also boasts a writing nook, a flatscreen cable TV...
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    Location Information
    Salem, Massachusetts 01970
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lynn
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Air Conditioning
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very large 11'x16' Room in single family home for 1 person (male) to share with 2 other males. ww carpeting,Luxurious queen size bed,large vanity with 6' counter and sink connecting a large walk in closet, new dressers & entertainment center. Sliding doors & private deck looking onto a tree lined...
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    Location Information
    Lynn, Massachusetts 01905
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
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