
Vacation rentals in New Ipswich
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Top-rated vacation rentals in New Ipswich
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Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.
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Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub
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Tiny A-Frame Rest House in Woods near Mountains
Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!
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"The Porch" Your cozy home away from home!
Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)
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The Ginger Bed King Suite
Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!
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Cottage beside a waterfall
Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.
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Quaint, Historic Tiny Home
The history of this “little red shed” is as storied as New Ipswich herself. Built in 1804, she was a law office, a post office, then a tiny cigar store. This home strikes the perfect balance of historic charm and modern hospitality. It includes newly remodeled half bath with shower, a fully stocked kitchen, AC/heat, wifi, and both a loft bed and pullout sofa. Sat in the heart of charming downtown New Ipswich, on the Barr Estate, this remodeled space offers a truly one of a kind experience.
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Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.
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Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.
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Lake Monomonac Cottage with Private Beach & Dock
Relax at a lakefront cottage on a peninsula on desirable Lake Monomonac. Enjoy a private beach, dock, patio, kayaks, rowboat, swimming, fishing, boating, and water sports. Inside is a cozy 1BR, 1BA cottage with a queen bed and small pull-out sofa, full kitchen, Wi-Fi, AC, and plenty of parking. Wooded hiking trails are within walking distance. Bringing a boat? Guests may use the dock. Launch at the public boat ramp at North of the Border, 1207 US-202, Rindge, NH 03461.
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The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.
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Cute, Quiet, Art-Filled Apt.
This above-garage apartment is cozy and comfortable. Perfect getaway! Just 1.5 miles from Peterborough in the beautiful Monadnock region this gem has easy access to trails (backyard) and lakes. Quality linens, tasteful decor, great coffee and a spot to stash all your gear in the breezeway. Guests share main entrance with owners (but separate dwelling) who respect your privacy. Apartment access thru narrow stairs off breezeway.
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Popular amenities for New Ipswich vacation rentals
Other great vacation rentals in New Ipswich

Cabin & Sauna on Lake Monomonac
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Quiet Cape-style cottage with garden in the woods.
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Cozy, year-round Lakefront Retreat.
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Cozy & Private Retreat-54 Acres
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Dunboy House: A Bright & Playful Retreat
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Modern Luxury in a Spectacular Natural Setting
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Fully Renovated Cottage
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The Nutty Bird Lakehouse
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- Fenway Park
- Harvard University
- TD Garden
- Boston Common
- Boston University
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
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- MIT Museum
- Northeastern University
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- Quincy Market
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- Museum of Fine Arts
- Copley Square
- Bunker Hill Monument
- Symphony Hall
- Bear Brook State Park
- Dcu Center





