Guest house holiday rentals in Hillsborough County

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 drinkable water, full bath. Enjoy axe throwing, shoot hoops or sit by the campfire (pending fire bans in drought conditions.) 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.

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)

"White Mountains" cabin at Keyser Pond Campground

Enjoy a cozy stay at Keyser Pond Campground (renters must be 25+). Rate covers first 2 guests; additional guests are $10/person/night. Maximum 5 guests. 1 queen bed 2 twin beds in the loft 1 twin pull-out sofa Bedding & towels provided Summer: Enjoy family-friendly activities on Saturdays, plus a pond for fishing, boating, or swimming. Winter: Snowmobile trails are located across the street, and skiing/tubing at Pat’s Peak are only 5 miles away. No smoking or pets permitted inside the cabin.

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.

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.

The Sweet Suite - Close 2 MHT+93

Come and stay at the Sweet Suite, a hidden gem in Londonderry, NH perfect for a weekend getaway or a traveling worker. This apartment features a sleep number bed for restful comfortable nights as well as a full eat in kitchen and living room area. Perfectly situated just 5 minutes from 93 and 15 minutes from MHT airport (We checked!). This property is well suited for commuters or for those looking to explore the great natural wonders NH has to offer. Families also welcome!

Luxurious Executive Suite

Stylish Executive Suite, a perfect haven for the business traveler. Parties of two will enjoy the comforts of home in a private location, 2 miles from the City's best restaurants & SNHU. Our 2nd story guest house located in the historic north-end neighborhood, nestled in the trees; you won't know you're in the City! Use of property is limited to the two occupants noted on the reservation. Outside guests are not permitted. Long stay discount is available.

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.

Comfortable Countryside In-Law

Comfortable, quiet in-law apartment above a two car garage in beautiful Deerfield, NH. You'll arrive here (past the cows and the horse farm neighbors) down a tree lined dirt road, that feels like a far away escape from the city. We are 1 hour outside of Boston, 30-45 minutes from Concord, Manchester, Durham and Portsmouth. Enjoy Bear Brook park 15 minutes away and the Deerfield Fair 1.5 miles down the road.

Adorable one bedroom cottage

Located in a chic country setting, come and relax in this calm, stylish space known as Chickadee Cottage. One bedroom, full kitchen, washer/dryer, bright & sunny! Minutes from Pat’s Peak ski area and just a few miles from downtown Henniker. There are plenty of wooded trails to explore and a nice deck to relax on.

Private Guest House

Very convenient location. Close to 93 N/S. Minutes from Canobie Lake Park, Castleton Banquet Conference Center, and Searles Castle, Comman Man and Lobster Tail Restaurants, 5 minute walk to Windham Town Beach, 20 Minutes to Manchester Airport, and 40 minutes to Boston Logan Airport.

The Carriage House, A Modern Farmhouse

Welcome to our newly renovated and restored historic Carriage House for your next stay in Southern New Hampshire! Book your New England stay now at The Carriage House to enjoy the beautiful NE coasts, gorgeous fall foliage, all within 40 minutes of Boston.