Guest house holiday rentals in Hillsborough County

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Hillsborough County

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living area features a dark upholstered couch and wooden dining furniture set for four. Natural light enters through a skylight and a window, illuminating the space. A patterned rug lies beneath a coffee table surrounded by books and games, enhancing the inviting atmosphere.
Guest house in Dunbarton
5 out of 5 average rating, 173 reviews

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.

Guest favourite
A small cabin is set on a tranquil, man-made pond, featuring a wooden deck extending over the water. Large windows allow natural light to fill the interior space, surrounded by greenery and rocks along the shoreline. The clear sky reflects in the calm water.
Guest house in Dunbarton
5 out of 5 average rating, 21 reviews

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)

Guest favourite
A cabin with a wooden exterior showcases a porch featuring two rocking chairs. In front, a patio area is outlined by a circular arrangement of chairs in various colors, bordered by patches of snow. Tall trees rise in the background under a clear blue sky.
Guest house in Henniker
4.91 out of 5 average rating, 127 reviews

"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.

Top guest favourite
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.
Guest house in New Ipswich
4.95 out of 5 average rating, 414 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)

Guest favourite
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.
Guest house in Wilton
4.94 out of 5 average rating, 681 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.

A spacious studio room is adorned with green walls and natural light from a skylight and window. A queen bed with white bedding is centered in the space. A small round table and two chairs are positioned nearby, and a wall-mounted TV is visible.
Guest house in Manchester
4.83 out of 5 average rating, 362 reviews

Spruce Studio (5 Minutes from Downtown) Unit C

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.

Guest favourite
Guest house in Londonderry
4.9 out of 5 average rating, 31 reviews

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!

Guest favourite
A modern bedroom features a queen-size bed with a light blue and white coral-patterned quilt. Two matching pillows sit at the head of the bed. A nightstand is positioned beside the bed, and natural light enters through a small window above.
Guest house in Manchester
4.92 out of 5 average rating, 53 reviews

Urban Oasis: Modern Studio in Manchester’s Heart

Welcome to your private urban oasis! This brand new, modern studio is perfectly tailored for solo travelers or couples seeking a blend of comfort and convenience in Manchester, NH. Ideal for: 1-2 guests Bed: Queen size with memory foam mattress Kitchen: Fully-equipped with coffee maker and kitchenware Bathroom: Private, with all essentials Entertainment: 50-inch TV with Netflix Comfort: Heat and AC for your ideal temperature Access: Private entrance for your convenience

Top guest favourite
Guest house in Deerfield
5 out of 5 average rating, 13 reviews

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.

Top guest favourite
A cozy living area is highlighted by light green walls and a mix of decorative art on the walls. A brown sofa and an orange chair are positioned around an area rug. Natural light enters through multiple windows, complementing the small TV and decorative plant nearby.
Guest house in Henniker
4.99 out of 5 average rating, 130 reviews

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.

Top guest favourite
An open living space features a comfortable sofa, a coffee table, and a twin bed with a white bedspread. Large windows allow natural light to fill the room. A dining table is visible in the adjacent area, enhancing the inviting layout.
Guest house in Windham
4.87 out of 5 average rating, 93 reviews

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.

Guest favourite
An open-concept kitchen and dining area are visible, featuring a dark wooden dining table with six chairs and round placemats. A modern ceiling light fixture hangs above the table. The kitchen showcases white cabinetry, stainless steel appliances, and a large silver refrigerator.
Guest house in Derry
4.96 out of 5 average rating, 184 reviews

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.

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