
Vacation rentals in Highland Lake
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Top-rated vacation rentals in Highland Lake
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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.

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

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.

Newer Home on quiet 200 acre lake - sleeps 6
Less than an hour from Manchester, Concord & Keene, this new home offers relaxation & year-round adventure. This lakefront property has a dock, with kayaks & paddleboards. You could also walk down the paved road to the neighborhood beach & swim platform. About 30 minutes to Pats Peak, Sunapee, or Crotched Mtn ski resorts. Beds for 6, 2 full baths, W/D, fully equipped kitchen, open living space, gas fireplace, water views, gas grill, parking, firepit, internet. We do not allow pets or smoking.

Dreamy lakefront cottage with views to die for!
The Cottage at Long Pond is a modern 1,585 sq. ft. home on ¾ acre with 385 feet of direct waterfront and stunning, unspoiled views. Enjoy kayaks, a canoe, snowshoeing, or skiing on the lake, with Mount Sunapee nearby. Inside, relax in the main-level master suite, cozy living area with wood stove, and eat-in kitchen. Close to local attractions and outdoor activities, it’s the perfect escape for both adventure and relaxation! Skiing at local NH/VT slopes or cross country right outside our door

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

Sugar River Treehouse
Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

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 workspace.

Rocky Ledge: Pet-Friendly 3BR Log Cabin
Nestled within the woods of Stoddard, NH, Rocky Ledge is a year-round family retreat. Our cozy log cabin has 3 bedrooms, 2 bathrooms, and a lower-level family room perfect for relaxing. Enjoy outdoor dining on the large 3-sided deck, and cap off your days with s'mores sessions at the fire pit! Boating, hiking, swimming, and skiing are minutes away. Or, get cozy indoors and enjoy movies, puzzles, and games. Rocky Ledge is pet-friendly! We welcome up to two dogs with a flat $50 pet fee.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

Beautiful Log Cabin on Highland Lake
Take it easy at this unique and tranquil getaway. A gorgeous log cabin nestled right on Highland Lake in Washington, NH. An outdoor lovers paradise that welcomes you any season. Nearby Mount Sunapee, Mount Manodnock, Crotched Mountain, Pillsbury State Park and Pats Peak. fall foliage, fire pit, grilling, ATV trails ice fishing, nearby skiing, snowmobile trails boating, kayaking, swimming, fishing Get the full New England experience at this incredible lakeside location!
Popular amenities for Highland Lake vacation rentals
Highland Lake fishing vacation rentals

@SunapeeSeasons—Across from Dewey Beach, Lake View

Little House on the Lake in the Forest

Cozy Vermont Antique Sugar House with Fireplace

Seasonal lake side cottage

Lakeside cottage. Gorgeous view & close to skiing.

Large Private Lake House

Experience a Romantic Yurt!-Relax by the Water!

Secluded Treehouse Retreat| Sunsets Wildlife Stars
Lake side house rentals in Highland Lake

Island Pond Cottage, pet friendly, walk to deli

Lake house getaway

Large Home in Peaceful Historical Village

Picturesque Dunbarton Waterfront Cottage

The Grafton Chateau

Private Waterfront | Views, Hot Tub, King Bed

Water view, 2 min to public beach, king beds

Impressive large, 4 Bedroom Waterfront Home, King Suite
Highland Lake fishing house rentals

The Boat House on Granite Lake

Willow Falls Home ~Hot tub & Waterfront

Modern Lakefront Home

Peaceful, Waterfront Mômanni Cottage on Chalk Pond

Overwater Bliss| 4 mins to Mt Sunapee Resort

Cozy Crescent lake front Cottage in Sunapee Area

Emerald Lake Beach & Ski House

Welcome to Your 4-Season Escape
Destinations to explore
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- Okemo Mountain Resort
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- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Crotched Mountain Ski and Ride
- Montshire Museum of Science
- Snhu Arena
- Mount Sunapee Resort
- Dartmouth College
- Squam Lakes Natural Science Center
- Mount Monadnock
- Plymouth State University




