Vacation rentals in Greenfield

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Top-rated vacation rentals in Greenfield

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Top guest favorite

Guest suite in Deering

4.99 out of 5 average rating, 297 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Looking for a peaceful getaway? As Superhosts with 5 years of 5-star reviews, we offer a smoke free, private guest suite perfect for couples or solo travelers. Nestled in the quiet countryside near Pat's Peak, Crotched Mtn., Mt. Sunapee, skiing, hiking, golfing & lakes. Convenient location to the seacoast. Enjoy the beauty of rural New England, unwind in comfort, and experience hospitality at its finest. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Top guest favorite

Apartment in Peterborough

4.92 out of 5 average rating, 196 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $50.00 fee per night. *The water from our well is excellent Comfortable, private apartment in a Mid-Century Modern house with stunning views of Mt. Monadnock and farm. 1 Bedroom with Queen Bed w/AC sleeps 2. NOTE: $50 fee for each bed after main bed. Fully equipped Kitchenette, Huge bathroom & Living room -Queen Hide-a-bed sleeps 2. NOTE: We have internet TV, but no cable. So please remember to bring your sign in information for Netflix and Amazon.

Top guest favorite

A quaint cabin sits amidst lush greenery, framed by tall trees. The blue exterior features a welcoming porch, flanked by blooming white hydrangeas. A well-kept lawn complements the serene landscape, providing a peaceful retreat in a natural setting.

Guesthouse in New Ipswich

4.94 out of 5 average rating, 380 reviews

"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)

Top guest favorite

A cascading waterfall flows over natural rocks, surrounded by lush greenery. Delicate pink flowers in the foreground enhance the serene setting, where the sound of rushing water and natural beauty create a peaceful atmosphere.

Guesthouse in Wilton

4.95 out of 5 average rating, 661 reviews

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.

Guest favorite

A cozy outdoor seating area is illuminated by warm string lights. Two Adirondack chairs and a small table are positioned beneath a wooden pergola, surrounded by hanging ferns. Seasonal décor adds a welcoming touch to the space.

Guest suite in Weare

4.91 out of 5 average rating, 103 reviews

Cozy in-law Suite tucked away in the woods

Kick back and relax in this calm, stylish space. A quiet getaway tucked away in the woods, sits next to a brook so there is always the sounds of water and peepers at night. Property sits on close to 4 acres of woodland, beautiful stone walls and is a short 20 minute drive to ski, hike, or a lake, making it perfect no matter the season! NOTE: there is ONE step from kitchen area up to living and ONE into the shower. Private entrance to a cozy in the woods hide away. Perfect for remote work!

Guest favorite

A vintage school bus is parked on a grassy area near a rustic barn. The bus features large windows and a worn white exterior, with an adjacent chair placed in front. Surrounding elements include patches of grass and scattered branches, contributing to the rural setting.

Tiny home in Jaffrey

4.87 out of 5 average rating, 108 reviews

Vintage School Bus by Monadnock

Stay in a vintage School Bus tiny home tucked behind a rustic 19th century barn at the base of a picturesque grass covered hill! Practically in the shadow of Mount Monadnock, the country's most hiked mountain is just a ten minute drive away! Full amenities include running water, a hot outdoor shower, and a porta potty restroom that's professionally cleaned every week! Vintage decor and antique furniture from our very own antique shop make your bus-away-from-home a cozy and charming getaway!

Top guest favorite

The studio features a spacious bed with white linens, accented by decorative throw pillows. A vibrant piece of art adorns the wall above the bed. A modern vanity area with a sink is visible, along with natural light filtering through windows that offer views of the surrounding woods.

Guest suite in Milford

5 out of 5 average rating, 133 reviews

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Top guest favorite

An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.

Loft in Peterborough

5 out of 5 average rating, 201 reviews

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

Top guest favorite

A spacious bedroom features a black metal bedframe with a checked patterned duvet. A light-colored bench is positioned at the foot of the bed. A side table holds a lamp and decorative items, while a small fan and artwork complement the cozy setting.

Guesthouse in Hancock

4.93 out of 5 average rating, 131 reviews

Monadnock Fall Foliage Large Quiet Studio Sleeps 4

Spacious 550 sq.ft. 2nd flr studio apartment above detached garage with qu. bed, qu.pull out sofa, mini kitchen, and private deck. Perfect for foliage viewing, skiing, and summer adventures. Short drive to great restaurants, artistic venues, antiques, and all that New England has to offer. Walk to village of Hancock, Norway Pond, Fiddleheads Cafe, and the Hancock Market. Between Keene and Concord, 10 min to Peterborough. Military discount available, please message us for details.

Guest favorite

A quaint bedroom features two twin beds adorned with patterned quilts, showcasing rustic designs. A small nightstand with a lamp is placed between the beds, adding a touch of warmth. Natural light filters through a lace-curtained window, creating a cozy atmosphere.

Barn in Hancock

4.92 out of 5 average rating, 139 reviews

4 Br Home, town walkable, pet friendly

Rustic converted barn 4 bedrooms, big kitchen, dining, living room, 2 level deck, fire pit. Family/friends gatherings are welcome! Big field for dogs & kids to play. Sleeps 8. Good for playing acoustic music, board games, heart to heart conversations and deep sleep. Hancock Harris Center, Norway Pond, Hornberg Brewery, Fiddleheads. Nearby restaurants, art, live music, yoga, fancy shops, swimming, biking, skiing. Location not really suited for loud late night parties.

Top guest favorite

A serene view of a river bordered by lush greenery and colorful autumn foliage. The water reflects vibrant hues of blue and gold, creating a peaceful atmosphere. A wooden railing lines the bank, adorned with seasonal flowers, enhancing the natural beauty of the setting.

Loft in Peterborough

4.96 out of 5 average rating, 298 reviews

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.

Top guest favorite

The exterior of a cozy house is illuminated by warm lights during twilight. Snow blankets the ground and roof, while bare trees stand around the property. The entrance features a welcoming glow, suggesting a comfortable atmosphere inside.

Home in Greenfield

4.94 out of 5 average rating, 164 reviews

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.