
Vacation rentals in Hillsborough County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Hillsborough County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Peaceful Mill with Waterfall - Home Away From Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated remote workspace

The SugarShack at Sweetwater
Welcome to our off-the-grid cabin, sleeping 2-4 people with an upstairs loft & downstairs custom Murphy bed. It's equipped with lights, mini-fridge, Bluetooth speakers & an indoor/outdoor bar. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & the outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River just steps away and enjoy plenty of space, privacy & beautiful scenery!

Elegant Lodging in the Woods ~Privacy & Comfort!
Looking for a relaxing escape? As Superhosts with 6 years of 5-star reviews, we warmly welcome you to our private, smoke free guest suite. Perfect for couples or solo travelers seeking comfort & tranquility. Tucked away in the peaceful countryside near Pat's Peak & Crotched Mountain, our location offers convenient access to scenic lakes, golfing, hiking, skiing and the charm of rural New England. Enjoy the comfort of serene surroundings & experience genuine hospitality. 75 minutes from Boston.

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.

Direct Waterfront A-Frame, Close to 3 Ski Areas!
My direct waterfront, year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s located on a small 32-acre pond near Franklin Pierce Lake with over 100 feet of waterfront. There is a 6 foot main dock to load kayaks, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! The property sits on 1/3 of an acre, on a sloped hill. It's located between Keene and Concord, and nearby many great hiking and snowmobile trails

Guest suite with king bed and private entrance
Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Private Waterfront • Views, Hot Tub, King Bed
Escape to a modern post-and-beam farmhouse set right on the water, with rustic charm and upscale comfort. Cook in the fully equipped kitchen, then unwind in the outdoor hot tub under the stars. Sleep soundly in the king bed after exploring the pond with kayaks, getting active in the private gym room, or lofted yoga room. Enjoy serene views and wildlife visits from deer, beavers, eagles and more. Great location close to hiking, skiing, waterfalls, and great local dining.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.

Unit 422: a Boho Paradise
This Boho Paradise (Apartment 422) features a queen size bed with a Bedgear Performance mattress and pillows. The kitchenette has a two-burner electric stove, full size microwave, mini fridge, and a Keurig coffee maker. The smart TV has all your streaming favorites and local channels. The minisplit allows you to control the temperature to the -just right- setting for you. This Insta-worthy corner studio is the perfect place to chill after a long day.

Welcome to Merry Hill!
Take a break and unwind at Merry Hill - a peaceful wooded oasis. Merry Hill is located in Greenfield, NH about 10 minutes away from Crotched Mountain for skiing and hiking. We are mid-point between Keene and Manchester. Your private, separate entrance guest suite includes: • Queen Bed with 14” Memory Foam Mattress • Full Bathroom with Tub and Shower • Complimentary Shampoo, Conditioner & Body Wash • Mini-Fridge with Coffee / Tea Station
Popular amenities for Hillsborough County vacation rentals
Other great vacation rentals in Hillsborough County

Willow Falls Home ~Hot tub & Waterfront

Fabulous Lake house!

Charming Woodland Hideaway

Luxe Henniker Hideaway

A Lovely In-Law Apt Near Pat’s Peak and NEC!

Spacious Two Bedroom Apartment - King Bed, 2 Bath

The Rustic Retreat

Schoolhouse No. 1
Destinations to explore
- Rentals with pools Hillsborough County
- House rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Townhouse rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a washer and dryer Hillsborough County
- Rentals with a fire pit Hillsborough County
- Farmstay rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Hotel rooms Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Guesthouse rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with lake access Hillsborough County
- Beachfront rentals Hillsborough County
- Condo rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Cabin rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with a hot tub Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with a kayak Hillsborough County
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Pats Peak Ski Area
- Monadnock State Park
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- North Hampton Beach
- Boston College
- Prudential Center
- Boston Children's Museum





