Guest house holiday rentals in Hillsborough County

The Mini Pond Retreat and Artist Residency.

Welcome Meditators, seekers and those who are truly looking for a place to reconnect with nature. This mini cabin set on a small man made pond was designed built and used by Me. It's been a great space for My own healing from major illness. It's time now to share this very special place with like minded people. Those who believe that healing mind, body and spirit can be greatly enhanced with the right environment and intention. Come and reconnect with Your soul. (Don't forget your sleeping bag)

"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.

Charming Mother In Law Apartment

The apartment boasts a cozy and inviting atmosphere, with a gas fireplace for those chilly nights. You'll find a comfortable couch and a leather chair as well as smart TV in the living room. The bedroom is on the Second Floor features a queen-sized bed, a small walk-in closet, and ample lighting to help you unwind after a long day. The bathroom has a tub/shower combo for your convenience is on the second floor. Galley kitchen has full amenities plus a small table with 2 folding chairs.

Spruce Studio (5 Minutes from Downtown & Elm St.)

Centrally located to many destinations, we hope this studio provides a cozy retreat from the hustle of the day; be it work, travel, adventuring, or taking in the sites of Manchester. With a full, bathroom, kitchenette, and a queen-size bed this space offers lots for the solo traveler, couple, or small family. We provide a smart TV for relaxing and a desk for more serious matters. We hope your stay in Manchester exceeds your imagination and that Spruce Studio surpasses all expectations.

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.

Copley’s Guest House on Lake Monomonac

A very unique, beautifully designed Belgium Farmhouse Guesthouse located above a garage on Lake Monomonac. You will have your own access to kayaks and a paddle board to enjoy everything the lake has to offer. All seasons can be thoroughly enjoyed here; boating, fishing, swimming and other water sports in the summer, vibrant colors and crisp air of fall, in the winter enjoy iceskating and fishing, then end the day with a good book by the fireplace.

Bear Brook Trail Side Getaway & RV Park

Come stay in our peaceful one bedroom black bear themed unit. Cozy living room with games, smart tv, wifi, dvd player and movies. Great work space in bedroom. Unit has a full kitchen, full bath. Enjoy axe throwing, shoot some hoops or sit by the campfire. Hike to the brook and enjoy our trails on 15 acres. Check out our guidebook for ideas on tons of local dinning and activities. Min from Hopkinton/Everett trail system and Clough state park.

Amherst Merrimack Line

Renovated and furnished in 2024, this peaceful 2,000 sq ft home on the Amherst/Merrimack line offers a full kitchen, laundry room, two living rooms, and a bright sunroom. Guests enjoy the two main floors—completely private and self-contained. There are three spacious bedrooms (two Kings, one Queen), two full bathrooms, and a half bath. A separate apartment on the walk out basement level has its own entrance and is not part of the Airbnb.