Holiday houses in Hillsborough

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Top-rated holiday rentals in Hillsborough

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

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Top Guest favourite
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
4.99 out of 5 average rating, 163 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.

Top Guest favourite
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
5.0 out of 5 average rating, 256 reviews

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

Superhost
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury
4.95 out of 5 average rating, 144 reviews

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Top Guest favourite
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, 83 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 the 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!

Guest favourite
Chalet in Hillsboro
4.92 out of 5 average rating, 49 reviews

Summer getaway at Emerald lake fun for the family

Relax with the family at this peaceful 1970's style chalet. It's a beautiful place to unwind from the hustle and bustle, nice private deck to BBQ, Free access to 3 beaches 5 minut walk to Emerald lake. swimming, fishing, kayaking. beaches have hibachi, dock, some beach toys for kids. Three Ski resorts within 20 to 30 minutes from our home .New propane heating system .Old School wood stove just installed for ambiance to warm you up after a long day of Skiing. 15 minutes from New England college

Top Guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 435 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

Guest favourite
The kitchen features wooden cabinetry and modern appliances, including a stainless steel refrigerator and dishwasher. A cozy wood stove is positioned against a brick wall, providing warmth. A small table is centrally placed, creating a functional cooking space with ample countertop. Natural light illuminates the room.
Home in Hillsboro
4.83 out of 5 average rating, 41 reviews

Stone Pond Farm. Restored farmhouse, country life.

Cozy 1840s farmhouse with lots of space, original wide plank floors, exposed beams, historic barn. Hiking, equestrian, birding & cross-country skiing at state forest accessible from the property. Nearby golf course, skiing, lakes, community/cultural events including concerts, summer playhouses and lectures. Four private bedrooms, sleeps 9, 2 bathrooms. Dedicated workspace, high speed internet and library. Fenced in backyard for pets or children and large mudroom for outdoor sports equipment.

Guest favourite
An A-Frame cabin is set on a sloped hill, surrounded by trees. The cabin features a deck overlooking the water, with kayaks and a hammock visible on the lawn. A wooden dock extends into the pond, enhancing the serene outdoor setting.
Chalet in Antrim
4.91 out of 5 average rating, 149 reviews

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 favourite
A snow-covered pathway leads down to a charming two-story cabin, surrounded by tall trees. A frozen lake is visible in the background, reflecting the clear blue sky. Footprints in the snow create a welcoming touch, guiding guests toward the serene lakeside.
Home in Hillsborough
4.94 out of 5 average rating, 35 reviews

Welcome to Your 4-Season Escape

You are cordially invited. Enjoy a cup of coffee or tea while overlooking the enchanting Emerald Lake. Whether you're into swimming, fishing, kayaking, hiking, ice skating, skiing, or just a tranquil escape from the city life, this is a true 4-season destination. Jump off the oversized dock for a good swim, gaze over the lake during the fall foliage months, or skate on it during the winter months; the possibilities are endless. Pats peak, Sunapee, and Crotched Mts are within 10-30 minutes.

Superhost
A newly renovated home is set among trees, featuring a combination of light brown and grey siding. A welcoming entrance is flanked by greenery, including a blossoming tree. A spacious driveway leads to the garage, while a landscaped yard adds to the natural ambiance.
Home in Hillsboro
4.88 out of 5 average rating, 94 reviews

Cozy Lakeside Getaway

Spacious home with a modern rustic vibe and tons of natural light. Enjoy a fire pit, game room with a pool table and a full kitchen. Just a few minute walk to a peaceful private lake with multiple sand beaches, and minutes from Pats Peak ski resort! House surrounded by nature and woods, close to hikes and a local brewery and perfect for leaf peeping in fall! The house has all you need including a swing set at the backyard, it’s perfect for family and friends gathering.

Top Guest favourite
Dome in Sutton
4.96 out of 5 average rating, 165 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a small family owned Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, hammock and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 80 minutes from Boston, yet a world away.

Superhost
Home in Antrim
4.98 out of 5 average rating, 242 reviews

HotTub FirePit Games Huge Backyard Family Friendly

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Popular amenities for Hillsborough holiday rentals