Vacation rentals in Hillsborough

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Hillsborough

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Newbury

4.96 out of 5 average rating, 384 reviews

Tranquil Getaway-Dartmouth Lake Sunapee Region

Tranquil, private, cozy home with a beautiful view on a historic country road. Very close and easy access to many activities and services. Including skiing/adventure park at Mt. Sunapee- 6mi; Pats Peak ski area:-12mi; snowmobile trails right outside the door; many hiking/snowshoeing trails just steps outside the door or just a short drive. There are several lakes in the area with public access including the biggest, Lake Sunapee. A lovely, relaxing and beautiful place to stay any time of year.

Sep 17 – 24

G$31,285 GYD per night

Guest favorite

Cabin in Weare

4.92 out of 5 average rating, 252 reviews

Lakefront with 2 paddle boards

Come relax in our gorgeous, peaceful spot on the lake! No children. decks and fire pit. 2 paddle boards. One bedroom w double bed plus one loft w double bed. Cozy living room stocked w boards games, Roku & DVDs. Great WiFi, full kitchen and full bath. 10 minutes from Pats Peak, 30 minutes from Concord. 15 minutes from either direction, are small charming towns w locally owned businesses. No smoking. 3 guest limit! Special packages available. See photos. Fines will be levied for rules broken

Oct 26 – Nov 2

G$32,309 GYD per night

Guest favorite

Cabin in Bradford

4.98 out of 5 average rating, 331 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Oct 29 – Nov 5

G$30,410 GYD per night

Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 182 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Aug 31 – Sep 7

G$22,978 GYD per night

Guest favorite

Guest suite in Deering

5.0 out of 5 average rating, 223 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Come relax and unwind in this nicely appointed secluded, guest suite. Privacy guaranteed in this smoke free “home away from home”. Country setting surrounded by mountains, lakes, hiking, golfing, Pat's Peak, Crotched Mtn. and Mt. Sunapee. Convenient location for day trips to the seacoast, Concord or Peterborough. Cozy cathedral ceiling bedroom/living room studio, private bathroom, kitchenette/workroom. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Nov 6 – 13

G$19,006 GYD per night

Guest favorite

Cabin in Marlow

4.98 out of 5 average rating, 107 reviews

The Birches Cabin, at home in the woods!

The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.

Mar 12 – 19

G$25,955 GYD per night

Guest favorite

Apartment in Hillsboro

5.0 out of 5 average rating, 35 reviews

Private apartment sleeps 4

1 BR apartment in Historic Hillsboro, NH. Located on Main St. We are 30 minutes from Keene, NH or Concord, NH. We are just minutes from the Contoocook River-for fly fishing or kayaking or just for scenery, within 10 minutes to Pats Peak and Crotched Mountain for downhill skiing or snow tubing, near Fox State forest-hike, snowshoe, or trail bike. Walking distance to a 9 whole golf course and several restaurants, we are also 5 miles from year round Pheasant hunting. max. 4 guests and 2 cars.

May 3 – 10

G$20,712 GYD per night

Superhost

Cabin in Stoddard

4.82 out of 5 average rating, 111 reviews

Cozy Cabin with Lake Access

Our cabin is situated in a private, peaceful setting surrounded by trees. Inside you will find a timeless lake house decor and everything you need for a relaxing vacation. A 1/4 mile walk or drive brings you to our private community lake access and boat ramp on beautiful Highland Lake. We offer use of our 3 kayaks (2 single/1 tandem) located next to the boat ramp. Nearby are great hiking trails and quaint villages. This is a wonderful place to unwind and have a truly fun & relaxing vacation!

Sep 16 – 23

G$27,072 GYD per night

Guest favorite

Guesthouse in Wilton

4.95 out of 5 average rating, 571 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.

Jun 28 – Jul 5

G$31,590 GYD per night

Guest favorite

Guest suite in Andover

4.97 out of 5 average rating, 113 reviews

Guest Suite - Andover Village

Cozy, clean, comfortable and convenient to Proctor Academy's campus, Upper Valley and local Lakes Region attractions. You have a private keyed entrance to a one bedroom and one bath suite in a bungalow home with off street parking. Although attached to the primary home, you enter from your own covered patio and have the suite entirely to yourself. The bedroom has a queen bed, compact bathroom with shower and pleasant sitting area for two. A relaxing atmosphere with a morning coffee amenity!

Jun 17 – 24

G$18,504 GYD per night

Guest favorite

Chalet in Stoddard

4.95 out of 5 average rating, 195 reviews

Highland Haus- Cozy 70s AFrame- two wood stoves

Cozy 1975 A-frame chalet cabin sleeps 4 with a comfortable living space, two wood stoves, and a full kitchen. Located in the rural community of Stoddard. Enjoy the peace and quiet that this area has to offer. Many local hiking, swimming and fishing nearby. It is less than a 2-hour drive from Boston to the Highland Haus! Winter Guests- please note that Shedd Hill rd is very hilly and can be difficult to drive after a fresh snowstorm, all-wheel drive or 4-wheel drive is recommended.

Jul 25 – Aug 1

G$33,575 GYD per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Sep 22 – 29

G$21,257 GYD per night