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

Top guest favorite

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

4.98 out of 5 average rating, 111 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Guest favorite

The open-concept living area features a cozy seating arrangement on a dark blue sofa, complemented by a patterned rug. Natural wood elements adorn the ceiling and walls, while large windows allow light to fill the space, enhancing the view of the snowy landscape outside.

Cabin in Hillsboro

4.99 out of 5 average rating, 69 reviews

Cozy, modern lakeside cabin with a rustic vibe

Modern, custom built lake cabin, perfect for a weekend getaway or a week of skiing or lakeside fun. Open concept living area, cathedral ceilings, natural wood, radiant floors and cozy gas fireplace. Enjoy your morning coffee listening to loons with a peek a boo view of the lake. Jump across the road for kayaking, fishing or go swimming at one of four Emerald Lake sand beaches. Skiing at Pat's Peak is 15 minutes away. Meet red newts and woodpeckers on a hike at Fox State Forest five min away!

Top guest favorite

A welcoming entrance features a wooden staircase leading up to a small porch adorned with flowers. The home showcases neutral siding, complemented by a flowering tree and a gravel path, set among a verdant wooded landscape.

Guest suite in Deering

4.99 out of 5 average rating, 290 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Looking for a peaceful getaway? As Superhosts with 5 years of 5-star reviews, we offer a smoke free, private guest suite perfect for couples or solo travelers. Nestled in the quiet countryside near Pat's Peak, Crotched Mtn., Mt. Sunapee, skiing, hiking, golfing & lakes. Convenient location to the seacoast. Enjoy the beauty of rural New England, unwind in comfort, and experience hospitality at its finest. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Top guest favorite

A trio of sculpted birds rests on a wooden surface, with a lush green yard and stone wall in the background. Tall trees frame the scene, revealing a peaceful natural setting. The absence of leaves suggests a serene winter landscape.

Guest suite in New London

4.98 out of 5 average rating, 114 reviews

Cozy nest in historic home, close to town

Just minutes from town yet in a quaint residential neighborhood, the apartment attached to our 1820 historic home is a warm and inviting place to stay while visiting lovely New London, New Hampshire. The town includes many shops and restaurants, along with Colby Sawyer College and The New London Barn Playhouse. Minutes from Little Lake Sunapee and Pleasant Lake, both with beach areas and boating access for summer visitors, and close to Mts Sunapee, Kearsarge and Ragged, for hiking and skiing.

Superhost

A charming chalet-style house is nestled among colorful autumn trees. A spacious main deck and several windows create an inviting exterior. The surrounding lawn features decorative plants and the natural beauty of the forest provides a serene backdrop.

Chalet in Hillsboro

4.74 out of 5 average rating, 35 reviews

Modern Cabin with Rustic Touches

This house is the perfect mix of Chalet rustic and modern. Home located in the Emerald Lake community. Fun in the 4 seasons. Enjoy your morning coffee while watching the beautiful wildlife and the sound of water on the main deck. The open concept living area is perfect for entertaining year round. Just a short walk from beautiful Emerald lake and 15 min from Pats Peak Ski. Mount Sunapee Resort - 30 min Shaw’s - 10 min Dollar General - 10 min Family Dollar - 10 min Gas station 24 hours - 10 min

Top guest favorite

The rustic cabin is surrounded by lush greenery and vibrant flower gardens. A spacious porch extends from the front, supported by wooden columns. Sunlight filters through the trees, creating dappled patterns on the lawn. The inviting entrance reflects a serene woodland setting.

Cabin in Bradford

4.98 out of 5 average rating, 393 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

Top guest favorite

The historic farmhouse features a striking red exterior with white trim and multiple windows allowing natural light. Two prominent chimneys rise from the roof, while a landscaped front area includes a stone pathway leading to a welcoming black front door.

Home in Henniker

4.94 out of 5 average rating, 174 reviews

The Farmhouse at Sweetwater

Welcome to Sweetwater Farm in Henniker . 2 minutes from pats peak mountain and close to many other ski areas!Our familypurchased the Historical Farmhouse (est 1750)in 2006 and recently decided to share it with others. The newly renovated 2 BR farmhouse sleeps 5-6 people. You'll have access to the grounds, including 1000 ft of frontage on the Tooky River (great for swimming, kayaking and fishing).Our guests can also purchase our USDA certified beef and farm fresh eggs to enjoy during your stay

Top guest favorite

An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.

Loft in Peterborough

4.99 out of 5 average rating, 191 reviews

Peaceful Mill on the Water - 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 workspace.

Guest favorite

A wooden deck with a railing extends from the entrance of a rustic, two-story cabin. Large windows brighten the facade, and the structure is surrounded by grass and trees. A clear blue sky is visible above, enhancing the cabin's serene setting.

Home in Hillsborough

5 out of 5 average rating, 13 reviews

Very Private Cabin on 12 Acres

Are you looking for a private escape? Love to ride your ATV or snowmobile directly from where you are staying? Then you'll love our renovated cabin on 12 private acres. Fire pit in front with great views, large deck in the back with a grill. Bring your pets and children! The house is on a 12 acre parcel located near the end of a dirt road that directly connects to snowmobile and ATV trails. And a large sandpit you can ride to right from the house on your 4 wheeler or dirtbike. FUN!

Superhost

A spacious home nestled in a serene natural setting, surrounded by lush greenery. The property features a wooden exterior and a stone chimney, with a gravel driveway leading to the house. Scenic mountains can be faintly seen in the background beneath a partly cloudy sky.

Home in Antrim

4.81 out of 5 average rating, 135 reviews

Quiet House in the Woods

Relax with the whole family at this peaceful place to stay. - Gregg Lake 5 mins away (Swim, Volleyball, Swings, Boat Docks) - Great hiking trails (Monadnock & Miller State Park) - Ski in the winter (Crotched Mountain 20 mins away, Pats Peak 30 mins away) - Small town: Mom & Pop shops/restaurants, Antique stores - 2 Decks: Out door dining & sitting areas This is not an investment property, this is my home. Please be respectful of the property. Thank you! Hope you enjoy your stay!

Guest favorite

The exterior of a charming red house is shown, nestled among greenery. A spacious deck wraps around the front, offering access to outdoor seating. Lush ferns and bushes create a natural border, while tall trees provide a serene, wooded backdrop.

Apartment in Henniker

4.8 out of 5 average rating, 195 reviews

Birchwood at Stonehenge

Totally private self-contained quaint and private in-law studio in private home in Henniker, New Hampshire, walk to Pat’s Peak Ski Area, near New England College. Sleeps 2-3 people with 1 Queen and 1 single bed. Walkout basement with own entrance, separate bedroom, kitchenette, bathroom, and patio with outdoor gas grill. Nice yard in wooded area, rivers, lakes and mountains with four season recreational activities nearby. Suitable for 2-3 people. No pets, no smoking, no drugs.

Guest favorite

An A-frame chalet is illuminated at dusk, showcasing its triangular structure and charming front porch. Warm light spills from the windows, and twinkling string lights enhance the serene outdoor setting surrounded by trees.

Chalet in Stoddard

4.95 out of 5 average rating, 273 reviews

Highland Haus AFrame Lake Access Vintage 70s Charm

Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!