Guesthouse vacation rentals in Hillsborough County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Hillsborough County

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

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Superhost
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.
Guesthouse in Henniker
4.91 out of 5 average rating, 118 reviews

Quiet cabin near Pat's Peak "White Mountains"

Located at Keyser Pond Campground. Must be 25+ to rent Cabin has 1 queen bed, 2 twin beds in the loft, and a twin pull out couch. Bedding and towels provided Summer - Come "glamp" with us! Friday and Saturday's we have activities for all ages. And a pond for fishing, boating or swimming Winter - Snowmobile trails across the street. Skiing, snowboarding and tubing at Pat's Peak is 5 miles away. NO SMOKING & NO PETS permitted in the cabin. Any violation of this is subject to a violation fee.

Guest favorite
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.
Guesthouse 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)

Top guest favorite
Guesthouse in New Ipswich
4.95 out of 5 average rating, 398 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 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
4.94 out of 5 average rating, 671 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
The entryway features a welcoming atmosphere with a comfortable leather chair and a cozy couch. A coffee table sits on a patterned rug, while a smart TV displays streaming options. Natural light streams through the window, highlighting the decorative elements by the door.
Guesthouse in Manchester
4.86 out of 5 average rating, 43 reviews

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.

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.
Guesthouse in Manchester
4.83 out of 5 average rating, 347 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.

Top guest favorite
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.
Guesthouse in Dunbarton
5 out of 5 average rating, 153 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, full bath. Enjoy axe throwing, shoot some 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 favorite
A cozy bedroom features a wooden bed frame with a layered blanket on a spacious bed. A light streams through a window adorned with soft curtains, illuminating the room. A leather chair sits in the corner, adding to the welcoming atmosphere.
Guesthouse in Londonderry
4.9 out of 5 average rating, 30 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 favorite
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.
Guesthouse in Manchester
4.91 out of 5 average rating, 46 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 favorite
A spacious living area features a large sectional sofa adorned with dark blue accent pillows. A low black coffee table sits in the center, complemented by a mustard yellow pouf. Art prints line the wall, and light enters through the window shades.
Guesthouse in Manchester
5 out of 5 average rating, 27 reviews

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.

Top guest favorite
A two-story dark brown house is set amid trees and landscaped grounds. The home features a prominent brick chimney and a welcoming porch. Various shrubs and flowers are visible in the yard, providing a naturally inviting setting.
Guesthouse in Merrimack
4.93 out of 5 average rating, 15 reviews

The Residence - Amherst/Merrimack

Upscale 3BR home just minutes from Baboosic Lake in Merrimack, bordering Amherst. Remodeled in 2024 with modern finishes and thoughtful details. Features 2 king bedrooms, 1 queen bedroom, a living room, fireplace room, sunroom, fully equipped kitchen, laundry, 2 full baths, and a half bath. Set on a private lot with a large yard for relaxing or entertaining. A separate unit is on-site but not included in the rental, ensuring a quiet and exclusive stay.

Guest favorite
A modern kitchen is highlighted with sleek black cabinetry and stainless steel appliances. A wooden island with two stools offers practical seating. Large windows bring in natural light, with views of the surrounding greenery, enhancing the space's openness.
Guesthouse in Winchendon
4.98 out of 5 average rating, 59 reviews

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.

Popular amenities for Hillsborough County guesthouse rentals