
Vacation rentals in Hillsborough
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Top-rated vacation rentals in Hillsborough
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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.
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Birchwood at Stonehenge
Totally private self-contained private in-law studio in private home in Henniker, New Hampshire, near Pat’s Peak Ski Area, and New England College. 1 Queen bed sleeps 2 and 1 single bed 1. If the single bed is needed please notify us when you make the reservation. The walkout basement has its own entrance, kitchenette, bathroom, and patio with a small grill. Nice yard in wooded area, rivers, lakes and mountains with recreational activities nearby. Suitable for 2-3 people. No pets, no smoking.
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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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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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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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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
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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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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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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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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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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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Cozy Cabin on 5-acre Wooded Lot with Spa
Enjoy a magical New Hampshire getaway at the cozy Sunapee Cabin. Nestled in a 5 acre wooded lot in the Kearsarge Valley the private Sunapee Cabin is a short 15 min drive from the Mt Sunapee Ski Resort and Sunapee State Park & Beach, 5 min from Kezar Lake & Wadleigh State Park and 15 min from the beautiful Winslow State Park with countless hiking trails and kayaking spots. Photos by Chris & Pam Daniele / @dirtandglass
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Popular amenities for Hillsborough vacation rentals
Other great vacation rentals in Hillsborough

Cozy Lakeside Getaway
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A Lovely In-Law Apt Near Pat’s Peak and NEC!
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Lake house getaway
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Ski Sunapee/Pat’s Peak Swimming/Hiking/Mt Views
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Mtn Mtn Cabin. Log home with forever views.
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New Hampshire Chalet-Cabin
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*Amazing Mountain Views* log cabin w/ pool+firepit
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Water view, 2 min to public beach, king beds
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Destinations to explore
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- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Canobie Lake Park
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Dartmouth College
- Snhu Arena
- Tenney Mountain Resort
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Mount Monadnock
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Mount Sunapee Resort
- Ellacoya State Park
- Camp Plymouth State Park
- Plymouth State University
- Quechee Gorge
- Jamaica State Park
- New Hampshire Motor Speedway
- Crotched Mountain Ski and Ride





