
Vacation rentals in Hillsborough County
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Top-rated vacation rentals in Hillsborough County
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One Level 2 bedroom suite on private cul-de-sac
Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.
4.93 out of 5 average rating, 331 reviews
Residence of Manchester
Relax with the whole family at this spacious, traditional home overlooking a conservation area. Enjoy the large outdoor deck equipped year round with a propane grill. Experience the fresh air of spring, the gorgeous reds and oranges of autumn, or the novelty of winter and its holidays from a house that does them all! The Residence is just outside the hustle and bustle of the City but minutes away from Manchester Airport and Mall of NH with its array of shopping, restaurants and entertainment.
4.96 out of 5 average rating, 124 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)
4.95 out of 5 average rating, 433 reviews
Picturesque Dunbarton Waterfront Cottage
New dock coming in 2026. Lakefront cottage in the center of New England. Our home has everything you need for your waterfront retreat. Enjoy morning coffee or go fishing on your private dock. Step out the front door and you are at the community park and playground. Walk 2 minutes to the community beach or 5 minutes to the start of 7 miles of hiking trails. Golf is less than 5 minutes' drive and skiing is 25 minutes away. Breathtaking fall foliage, and snowmobiling and ice fishing in winter.
4.94 out of 5 average rating, 190 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.
4.94 out of 5 average rating, 692 reviews
Truly Blessed Suite
Truly Blessed Suite in Bow, NH! It comes with all modern amenities. Outdoor enthusiasts will love exploring nearby hiking trails, kayaking on the Merrimack River or skiing at Pats Peak/McIntyre Ski Area. Downtown Concord is 10mins and Manchester 20mins drive with theaters, museums, restaurants, & shopping. The neighborhood has picturesque views of Mt Monadnock & Mt. Kearsarge. With comfortable accommodation and easy access to local treasures, your stay with us promises a Truly Blessed time!
4.96 out of 5 average rating, 103 reviews
3 Bedroom Apartment in Downtown Derry
Cozy up during your next trip to southern NH! Built in 1910, this apartment has been completely renovated. Meadowview is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.
4.87 out of 5 average rating, 150 reviews
Modern Luxury in a Spectacular Natural Setting
The Pond House is a hidden gem: A Frank Lloyd Wright-inspired modern ranch on 6 acres, with a private pond. Equal parts modern architecture and natural beauty, our secluded property is the perfect place to unwind in solitude, or use it as a base for local adventures. Under vaulted ceilings, endless windows and the screened porch offer seamless indoor-outdoor living in a stylish space. Explore the woods on our 1/4 mile of private paths, or enjoy a campfire at the edge of our private pond.
4.97 out of 5 average rating, 102 reviews
Lakeside cottage. Gorgeous view & several boats.
Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.
4.97 out of 5 average rating, 154 reviews
Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.
4.98 out of 5 average rating, 108 reviews
the house under the oak tree
Our pricing is transparent; there are no cleaning fees or surprise costs. This warm and spacious 3 bedroom home is all yours. You'll find all the amenities you could want, and a few you maybe haven't thought of. Super clean and comfortable, this is located in an ideal neighborhood just minutes away from adventures and explores! This is an excellent WFH location, near to highways and the airport and equipped with high-speed internet and an appointed workspace. See you soon!
4.98 out of 5 average rating, 117 reviews
Spacious 4 bedroom w/ 3 floors, Sauna, Backyard
You will enjoy plenty of space in this newly renovated and furnished 3-floor townhome. Conveniently located in a quiet neighborhood on the west side of Manchester. Large to the Manchester Airport, Medical Center, SNHU, ST. Anselm College, West Side Ice Arena, McIntyre Ski Area, Delta Dental Stadium, & much more! 15-minute drive to the Mall of New Hampshire and a 1-hour ride to Boston. Enjoy some of Manchester's beautiful parks & museums or stay home and relax in the sauna!
4.9 out of 5 average rating, 184 reviewsPopular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

Piscataquog Reservoir House - 26 Channel Ln
4.99 out of 5 average rating, 68 reviews
The NEW Damon Pond Log Cabin
4.96 out of 5 average rating, 82 reviews
Peaceful Lakefront Escape 8 Minutes to Skiing!
4.84 out of 5 average rating, 38 reviews
European Style Loft • Autumn Colors • Dog-Friendly
4.99 out of 5 average rating, 87 reviews
Quiet Cape-style cottage with garden in the woods.
4.95 out of 5 average rating, 74 reviews
Cozy Lakehouse cabin with modern updates
5.0 out of 5 average rating, 29 reviews
Dunboy House: A Bright & Playful Retreat
5.0 out of 5 average rating, 28 reviews
Luxury 3BR 2.5 Bath Retreat Near Bedford & Amherst
4.87 out of 5 average rating, 30 reviewsDestinations to explore
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Pats Peak Ski Area
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Monadnock State Park
- Crane Beach
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology





