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Holiday Rentals and Homes in Ipswich, MA

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    All 17 Rentals in Ipswich
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    Ipswich is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    2 BedroomsSleeps 7Quick View
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    1 BedroomSleeps 4Quick View
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    5 BedroomsSleeps 16Quick View
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    2 BedroomsSleeps 5Quick View
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    • Porch
    • Waterfront
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Balcony
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    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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    2 Reviews
    1 BedroomSleeps 2Quick View
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    • Internet Access
    • Shared Garden
    • Parking
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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...
    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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    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,...
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    Ipswich, Massachusetts 01938
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 BedroomsSleeps 6Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Central Heating
    • Secure Parking
    • Patio
    • Ocean Views
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on Little Neck hill just a short walk to Pavilion beach and River Road beach across from Crane Beach, this home is cool and relaxing. Covered in giant old trees with distant views of Plum Island Sound and Ipswich River channel. Your get-away! This cottage is beautifully weather-worn and one...
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    Ipswich, Massachusetts 01938
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 BedroomsSleeps 6Quick 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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    • Waterfront
    • Parking
    • Porch
    • Grill
    • Wi-Fi
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    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 BedroomSleeps 2Quick View
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    • Shared Garden
    • Waterfront
    • Air Conditioning
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    • 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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    • Ocean Views
    Suitability
    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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    Amenities & Details
    • 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 BedroomSleeps 4Quick 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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    1 BedroomSleeps 4Quick View
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    • Parking
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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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    1 BedroomSleeps 2Quick 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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    Location Information
    Ipswich, Massachusetts 01938
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Internet Access
    • Shared Garden
    • Washer
    • Parking
    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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    5 BedroomsSleeps 8Quick 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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    • 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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    Location Information
    Ipswich, Massachusetts 01938
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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