Vacation rentals in Hillsborough

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Top-rated vacation rentals in Hillsborough

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

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Top guest favorite
Cabin in Stoddard
4.98 out of 5 average rating, 252 reviews

Cozy Comfort on 250 Acre Private Estate

If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.

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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
4.94 out of 5 average rating, 151 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!

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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
5.0 out of 5 average rating, 263 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

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Top guest favorite
The cabin features a wooden exterior with large windows and a sloped roof, surrounded by natural greenery. A front porch extends from the building, providing access through stairs. The entrance is framed by a welcoming entryway and a small outdoor area.
Cabin in Henniker
4.97 out of 5 average rating, 175 reviews

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!

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Top guest favorite
A calm lake view showcases a private wooden dock extending into the water, surrounded by lush greenery and smooth rocks. The clear blue sky reflects on the tranquil surface of the lake, while a swim raft is visible nearby.
Cottage in Nelson
4.99 out of 5 average rating, 144 reviews

Cozy and Romantic Granite Lake Cottage Getaway

Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

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Top 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, 85 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!

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Top guest favorite
Cabin in Bradford
4.98 out of 5 average rating, 439 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

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Superhost
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
4.9 out of 5 average rating, 153 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

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Guest favorite
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
4.95 out of 5 average rating, 37 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.

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Superhost
Home in Antrim
4.98 out of 5 average rating, 247 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

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Top guest favorite
A welcoming sleeping area features a queen bed dressed in navy bedding, complemented by two bedside lamps. A decorative pillow adds an accent to the bed. Textured area rugs are placed on the hardwood floor, enhancing the cozy atmosphere of the room.
Guest suite in Greenfield
4.96 out of 5 average rating, 182 reviews

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

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Top guest favorite
The yome is situated on a wooden deck, featuring a green door framed by large triangular windows. Bright flower pots are placed on the deck, adding a touch of color. Steps lead up to the entrance, surrounded by lush greenery, creating a natural setting.
Yurt in Henniker
5.0 out of 5 average rating, 110 reviews

Unique Sunny Yome on Beetle Hill Farm

Welcome to Beetle Hill Farm where stress is not an option! Come relax and play in a setting of fields and woods, wildflowers and gardens. The abundant wildlife here includes many different bird species. And be sure to listen for the loons that fly overhead each morning. Experience the peace and beauty of the natural world while escaping the demands of daily life. This bright space is waiting for you. This is a safe space for LBGTQIA guests.

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Popular amenities for Hillsborough vacation rentals