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Ipswich Holiday Homes

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    Ipswich is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 17 Rentals in Ipswich
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    5 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Ocean Views
    • Balcony
    • Washer
    • Grill
    • Terrace
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    Pet friendly
    Kid 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...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 16
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    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Shared Garden
    • Housekeeping Included
    • Grill
    Suitability
    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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    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Housekeeping Included
    • Terrace
    • Secure Parking
    • Private Garden
    • Grill
    • Wi-Fi
    • 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    • Outdoor Dining Area
    • Parking
    • Waterfront
    Suitability
    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Waterfront
    • Air Conditioning
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    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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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    • 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    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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    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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    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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    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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    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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    Location Information
    Ipswich, Massachusetts 01938
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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