
Holiday houses in Hillsborough
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Top-rated holiday 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.

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

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!

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

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!

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

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.

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

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.

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.

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.

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
Other great holiday rentals in Hillsborough

A Lovely In-Law Apt Near Pat’s Peak and NEC!

Modern Chalet by Mt. Sunapee with Spa

Ski Sunapee/Pat’s Peak Swimming/Hiking/Mt Views

Peaceful Lakefront Escape With a Porch and Kayaks!

Bartlett's Blueberry Farm Yurt

New Hampshire Chalet-Cabin

Waterfront Cabin on Beautiful Highland Lake!

*Amazing Mountain Views* log cabin w/ pool+firepit
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Okemo Mountain Resort
- Squam Lake
- Weirs Beach
- Canobie Lake Park
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Snhu Arena
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Fox Run Golf Club
- Bear Brook State Park
- Mount Monadnock
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Montshire Museum of Science
- Ellacoya State Park
- Palace Theatre
- Camp Plymouth State Park
- Plymouth State University
- Quechee Gorge
- Jamaica State Park





