
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.

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.

"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.

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.

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!

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

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.
Popular amenities for guest house rentals in Hillsborough County
Family-friendly guest house rentals

The Mini Pond Retreat and Artist Residency.

Urban Oasis: Modern Studio in Manchester’s Heart

Bear Brook Trail Side Getaway & RV Park

Adorable one bedroom cottage

"The Porch" Your cozy home away from home!

Comfortable Countryside In-Law

Cozy Guestroom w/ private access

Cottage beside a waterfall
Guest house rentals with a patio

The Carriage House, A Modern Farmhouse

Comfortable Countryside In-Law

Temple Brook Pond, an Extraordinary Retreat

The Groveside Guest House
Guest house rentals with a washing machine and dryer

Adorable one bedroom cottage

Comfortable Countryside In-Law

Temple Brook Pond, an Extraordinary Retreat

Holiday Hills - Charming Farmhouse

The Groveside Guest House

The Sweet Suite - Close 2 MHT+93

Private Guest House

The Carriage House, A Modern Farmhouse
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- Rentals with a patio Hillsborough County
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Pats Peak Ski Area
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Boston Children's Museum
- Harvard Square




