
Holiday rentals in Sharon
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Top-rated holiday rentals in Sharon
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Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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.

"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)

Cabin & Sauna on Lake Monomonac
Beautiful Finnish House and a Sauna on Lake Monomonac. 2 Queen bedrooms, full kitchen and bathroom. Maximum occupancy 4. Perfect for a family reunion, get together or event. Authentic Finnish wood burning sauna, boat dock, kayaks, canoes, nature, wildlife, birding, walking, running, hiking, biking, snow skiing ATV, UTV, snowmobiling. Close to Mt Monadnock, Mt. Wachusett, Pats Peak, Granite Gorge Mountain Peak, and Crotched Mountain for hiking and skiing. 1 hr. from Boston 4 hrs. from NYC

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.

Squantum Place
Relax with the whole family at this peaceful place to stay. This brand new townhome has enough beds to sleep 9. It is within walking distance to 344 acre Lake Contoocook, and close to trails and popular hikes. Mount Monadnock, one of the most hiked mountains in world, is only 10 minutes away. Modern comforts include WiFi, smart TV’s, designated work space, fully stocked kitchen and laundry. Primary bedroom and full bathroom on the main level. Enjoy the comforts of A/C throughout this home!

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.

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 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.

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.

Dunboy House: A Bright & Playful Retreat
You have arrived at Dunboy House! Experience whimsical charm in this bright Peterborough retreat. Marvel at the post and beam construction, glorious cathedral ceilings, while relaxing in our open-concept living and dining area. Whether you're here for a solo business trip, a romantic escape, or a family getaway, this unique space offers the perfect blend of grand architecture and New Hampshire coziness.

Idyllic Peterborough Apt. Above TwinElmFarm
This special place is close to everything, making it easy to plan your visit. Great location, in the beautiful town of Peterborough. Located upstairs from a wonderful antique shop. Central air, washer dryer in unit, making travel easy. There is a deck off of the master that overlooks the backyard patio. and gardens. There is an umbrella for shade in the bedroom closet it fits in the table on the deck
Popular amenities for Sharon holiday rentals
Stay near Sharon's top sights
Other great holiday rentals in Sharon

Quiet Cape-style cottage with garden in the woods.

Cozy & Private Retreat-54 Acres

Lakefront Mid-Century Cottage with Sandy Beach

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

Lake Monomonac Cottage with Private Beach & Dock

European Style Loft • Autumn Colors • Dog-Friendly

Escape to the Lake!

Relax with the View at the Farm at Woodbury Hill
Destinations to explore
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- Canobie Lake Park
- Pats Peak Ski Area
- Monadnock State Park
- Tufts University
- Snhu Arena
- Ragged Mountain Resort
- Bear Brook State Park
- Dcu Center
- Mount Monadnock
- Clark University
- University of Massachusetts Amherst
- Walden Pond
- Mount Sunapee Resort
- Middlesex Fells Reservation
- The Montague Bookmill
- Mount Auburn Cemetery
- New Hampshire Motor Speedway
- Jamaica State Park
- Bridge of Flowers
- Worcester Polytechnic Institute
- Magic Wings Butterfly Conservatory and Gardens
- Crotched Mountain Ski and Ride
- Old Sturbridge Village
- Worcester Art Museum





