
Vacation rentals in Greenfield
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Top-rated vacation rentals in Greenfield
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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.

Meadow View
Sunlit guest suite in a 275-year-old farmhouse. Cozy, full of art and southern facing windows. Back yard trail leads into to Casalis State Forest. Enjoy scenic trails for hiking at all seasons. 20 minutes from Mt Monadnock trails. Peterborough's quaint and historic downtown (5min drive) with yoga studio, restaurants, bookstore, movie theater and neighborhood grocer. Meadow View offers a 750 sq ft private suite with a king-size bed, clawfoot bathtub, and a mini kitchen. We have WiFi but no TV.

Private Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

"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)

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.

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.

The Harrisville Ranch - Monadnock Region Getaway!
Located in the heart of the Monadnock Region and surrounded by forests and lakes the Harrisville Ranch is ready to host you! With 4 bedrooms it is great for groups & families visiting the area for hiking, weddings, or just a getaway to a quaint NH village. Mount Monadnock: 5-15 minutes depending on the hiking trail Dublin School: 5 minutes Aldworth Manor & Mayfield Farm Venues: 8 minutes Harrisville Center: 5 minutes Peterborough: 15 minutes Hancock: 15 minutes Keene: 20 minutes

Studio Apt with Full Kitchen
Take a two minute walk over our newly renovated bridge to downtown Peterborough, a beautiful New England town. Thornton Wilder, who wrote the play “Our Town”, describes it as a “good place to live”. Leave your car and walk to amazing restaurants, a healthy food market, a wonderful bookstore, antique shops, a movie theater, clothing stores, historic buildings, a beautiful new library, fun walkways along the river or drive to the many wonderful outings in the Monadnock region.

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Fire Pit, Grill, Hammock, Gym equipment Xbox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong tables, mini pool tables Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, backyard on 2 private acres

1850 Waterfall Mill-Loft Style Chic
IMMACULATE COUNTRY HOME W/ FAST WiFi in fresh air New Hampshire. Snuggled in on a quiet street, yet steps away from DOWNTOWN, two "Mini Whole Food" markets! State-of-the-art gourmet kitchen fleshed out with organic spices, wares for entertaining, and other luxuries such as a rReverse Osmosis drinking faucet. Stunning sunlit water views and soothing water sounds! Beautiful antique furnishings and marble finishes add to the unique beauty of this New England home.

Luxury Glamping NH - Geodome Sanctuary
Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.
Popular amenities for Greenfield vacation rentals
Other great vacation rentals in Greenfield

Charming Woodland Hideaway

European Style Loft • Autumn Colors • Dog-Friendly

Dunboy House: A Bright & Playful Retreat

Idyllic Peterborough Apt. Above TwinElmFarm

New Solar Cabin w/ outhouse, by Woodland Stream

Peaceful Lakefront Escape With a Porch and Kayaks!

Lake Monomonac Cottage with Private Beach & Dock

Private Suite with Hot Tub
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- Weirs Beach
- Canobie Lake Park
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Snhu Arena
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Dcu Center
- Bear Brook State Park
- Mount Monadnock
- Clark University
- Mount Sunapee Resort
- Walden Pond
- Palace Theatre
- Maudslay State Park
- The Montague Bookmill
- Jamaica State Park
- Worcester Polytechnic Institute
- Crotched Mountain Ski and Ride
- New Hampshire Motor Speedway
- Magic Wings Butterfly Conservatory and Gardens
- Pawtuckaway State Park
- Mount Washington Cruises





