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Essex Vacation Rentals

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    All 28 Rentals in Essex
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    One Bedroom Loft Apartment B at Cedar Hill Farm B & B1 / 6
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Essex
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Essex
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available for rentals year round, Clamshell Landing is perfect for family vacations, family reunions, wedding accommodations, corporate outings or other events. This one-of-a-kind vacation rental home is perfect for sports enthusiasts or nature lovers and is complete with squash & tennis courts, a...
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    Essex, Cape Ann 01929
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Essex
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched at the water's edge on Conomo Point, this gracious vacation rental home is lovingly maintained and decorated to evoke the feelings of summer: beach, sea, sand, and blue skies. Once the home of famed Boston restauranteur Jacob Wirth, the home has historic significance and charm. Sit on the...
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    Essex, Cape Ann 01929
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    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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    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 Garden
    • Waterfront
    Suitability
    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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    The following rentals are within 10 kilometres of Essex.
    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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    Ipswich
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Parking
    • Porch
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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;...
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    Ipswich, Massachusetts 01930
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Manchester-by-the-Sea
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Washer
    • Central Heating
    Suitability
    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Waterfront
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Carriage House bedroom has two queen beds, a large private bath, television, air conditioning, and telephone. There is a mini kitchen with the addition of a second sink, microwave, and refrigerator. This is a very comfortable large room with all of the amenities you would need to stay for more...
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    Ipswich, Massachusetts 01938
    Private Room - 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
    • Parking
    • Cable/satellite TV
    • Private Garden
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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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Housekeeping Included
    • Terrace
    • Secure Parking
    • Private Garden
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ipswich
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    Ipswich
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Grill
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet large open-loft 2nd floor room with double bed facing windows across the marsh. 1 Twin bed & 1 single also upstairs in this newly carpeted room. GREAT views & air; walk to ocean from both sides of road; preserved natural area. Local fine dining; many places of interest. Townhouse is good for...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Waterfront
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High-lights of Scandinavian design throughout the house will give a sense of tranquility as the breezes pass through a nice old-fashioned screen porch. Two large long tables for dining inside or out help to bring friends and family together. The kitchen, dining and porch space are the focus of this...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Ipswich
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All to yourselves a 2.5 Acre large House in the marsh - surrounded by 220 acres of preserved land out to the ocean. Gorgeous views in all seasons across the marsh to Crane Beach; the house is surrounded by 220 acres of preserved land to the water with great sunrise views. 5 Bedrooms and two full...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Outdoor Dining Area
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    • Patio
    • Shared Garden
    • Housekeeping Included
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Manchester-by-the-Sea
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    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
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Terrace
    • Patio
    • Wi-Fi
    • Outdoor Dining Area
    • Housekeeping Included
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 &...
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    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set upon Great Neck hill, this antique winterized cottage has a great ambiance and a nice view of the water where the Atlantic meets the mouth of Ipswich River. Spacious and fun for families and small groups, you can walk right down to Pavilion Beach within 10 minutes and access to famed private...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Shared Garden
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Waterfront
    • Air Conditioning
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ipswich
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
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    • Ocean Views
    • Washer
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    • 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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