Holiday houses in Round Pond

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Top-rated holiday rentals in Round Pond

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

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Guest favourite
A cozy sleeping area features a spacious bed dressed in a patterned blanket, and an accent tray with glasses placed on it. Large windows invite natural light and showcase views of the surrounding greenery. A comfortable chair and a small table add to the inviting atmosphere.
Tiny home in Keene
4.93 out of 5 average rating, 131 reviews

Cozy Adirondack Mountain Cottage

Experience mountain air + style at our tiny cabin. Nestled in the heart of nature+ adjacent to our private lodge, offering the perfect getaway for nature lovers + adventurers alike. Whether you're looking to relax in the sauna or hot tub + we offer the ideal place to unwind + recharge, we aim to please. Please note, all cabin amenities are available to cabin guest only (no pets + no smoking) please note this is a luxury cabin adjacent to other rental properties with private spaces + some shared

Top Guest favourite
The cabin is nestled among colorful autumn foliage, featuring a wide covered porch. Its dark green exterior contrasts with the vibrant leaves, and the roof showcases a traditional gable design. Surrounding shrubs and trees add to the serene, woodland setting.
Cottage in Elizabethtown
4.97 out of 5 average rating, 133 reviews

Owl's Head Cabin · ADK High Peaks Trails & Brook

SUMMER SATURDAY-SATURDAY 7 NIGHT STAY REQUIRED - Private 40-acre retreat directly surrounded by the 23,100-acre Giant Mountain Wilderness Preserve. A babbling brook runs behind the cabin; the Owl's Head Lookout trailhead is steps from the driveway, with the High Peaks further down the path. Gather at the fire pit each night, wake to the sound of a mountain stream. Fully stocked: wood stove, screened porch, firewood, games, library, full kitchen. Guests call it "food for the soul." Four seasons.

Top Guest favourite
A newly constructed cottage sits in a private field, surrounded by tall green trees. The structure features a charming porch and a small adjacent gazebo. A pathway leads through the lush grass, inviting exploration of the serene landscape.
Cottage in Wilmington
5 out of 5 average rating, 121 reviews

ADK Cozy Mtn Cottage in Private Field-Dog Friendly

Newly constructed two-bedroom charming cottage in your own private field. Dog-friendly and a great place for the kids to play! Screened-in porch with ceiling fan for a peaceful nap, fire pit for some night-time stories under a wide-open night sky. Two TVs, wireless internet for a rainy day. Strawberry and blueberry beds right outside your front door! Cabin sleeps 4-Queen bed lower level - two twins in loft. With special arrangements a larger party could be accommodated in spacious field.

Top Guest favourite
A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.
Home in Keene
4.97 out of 5 average rating, 229 reviews

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

Top Guest favourite
An elevated view captures the cozy retreat nestled among tall green trees. The dark roof contrasts with the vibrant foliage, while a private hot tub is visible on the deck. The property is surrounded by nature, offering a serene atmosphere.
Chalet in Jay
4.96 out of 5 average rating, 359 reviews

Summer Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often tell us: “This was exactly what we needed.” Summer in the Adirondacks just feels different here. Spend your days hiking scenic trails, swimming in mountain lakes, exploring Lake Placid or Whiteface. Then come home to complete quiet — your private hot tub, a full-body massage chair, cozy nights by the fire, and the kind of peace that helps you fully reset. Summer weekends are filling quickly ☀️ Book your escape before the season is gone.

Guest favourite
Holiday home in Keene Valley
4.97 out of 5 average rating, 118 reviews

Charming apartment above Noon Mark Diner

Your family and friends will be close to everything when you stay at this centrally-located apartment in the heart of the Adirondacks High Peaks Region. Located above the famous Noon Mark Diner and within walking distance to food and shopping. This king-sized 1 bedroom 1 bath apartment features a guest loft with two full-size beds, a partial kitchen with mini-fridge, coffee maker, microwave and toaster (no stovetop or oven), and a large living room with TV and wifi.

Top Guest favourite
A cozy cabin, clad in deep red, is nestled among tall trees with vibrant autumn foliage. Large boulders and soft grass surround the cabin, while a brook can be seen flowing gently in the background, creating a serene natural setting.
Cabin in Keene Valley
4.97 out of 5 average rating, 208 reviews

Peaceful Adirondack Cabin right on John's Brook

This cabin is set in a gorgeous, tree-rimmed meadow directly on John's Brook, just 1/2 mile from the village of Keene Valley. Miles of trails are outside your door for your summer or winter enjoyment. Fly fish in the brook just steps from the house or climb Marcy and the range from the front door! The cabin is cozy in the winter with wifi, a fully equipped kitchen and modern amenities. You will enjoy the entire property to yourself in a truly serene setting.

Top Guest favourite
A log cabin with a distinctive A-frame structure is set amid lush greenery. A cedar sauna stands nearby with smoke curling from its chimney. A reflective pond mirrors the surrounding nature, with stone features and a pathway leading to outdoor seating nestled under trees.
Cabin in Upper Jay
4.99 out of 5 average rating, 122 reviews

The Log Cabin • Hot Tub • Sauna • Swimming Hole

Perfect for couples & large groups! Cozy cabin + outbuildings. 10 minutes to the ski resort, on-site swimming hole & fishing access, cedar hot tub & sauna, foosball, hiking, walkable restaurants, boutique furnishings. The Log Cabin at Warner’s Camp is a piece of art. This property consists of a bespoke 3 bed, 2 bath log cabin, a studio cabin with additional bed and bath, plus an extra sleeper cabin (a charming enclosed lean-to, overlooking a stream).

Guest favourite
A deck features a round wooden hot tub and two chairs, set against a backdrop of trees and open fields. Sunlight streams across the space, highlighting the natural wood finish and creating a serene outdoor environment.
Tower in Vermontville
4.97 out of 5 average rating, 174 reviews

Adirondack Summer: Unique Chalet with Hot Tub!

Modern design in a unique setting create a special Adirondack Experience without the crowds. New construction on 3 levels with natural light throughout. Secluded, yet full of light and long views of Mountains, Legacy Orchard and forest. Master bedroom with full bath, work space. Fully equipped kitchen and the cedar hot tub on the deck (available all year round!) make the Chalet a very special place. Great access to all winter outdoor activities.

Top Guest favourite
An A-frame cabin stands under a starry night sky, with large glass doors illuminating the interior. Outdoor string lights create a warm glow along the path leading to the cabin, surrounded by trees and natural landscape.
Cabin in Jay
4.99 out of 5 average rating, 162 reviews

Aframe - Sauna, Near Lake Placid - Unique & Modern

Welcome to ADK Aframe - A luxury mid-century modern cabin! Located on a quiet road, this amazing space serves as a relaxing retreat for you to recharge after adventure filled days hiking, biking, paddling, fishing and skiing. Our pet-free home features all new furnishings and modern comforts, including a barrel sauna. The neighborhood includes private hiking/X-Country skiing trails, open space with a lake, and Ausable River access.

Top Guest favourite
Tiny home in North Hudson
4.94 out of 5 average rating, 139 reviews

Private| Hot Tub | Elevated Design| Tiny Home

Stay Mountainbound is a Scandinavian- style cabin, tucked away in the Adirondacks. This refined retreat is designed with the modern couple in mind. This is the place for those wanting to get away from it all without sacrificing comfort and style. Privately located between pristine Schroon Lake and Keene Valley and within an hour drive to many high peaks and several world class ski resorts including Whiteface, Gore, and West Mountain.

Guest favourite
An aerial view captures the chalet nestled among tall trees, with a well-defined pathway leading to the entrance. Surrounding greenery adds a sense of seclusion, while the warm tones of the chalet stand out against the natural landscape.
Home in Jay
4.9 out of 5 average rating, 116 reviews

Secluded Chalet w/ Hottub & Stunning Mtn Views

Welcome to our cozy secluded Jay Peaks Chalet! Tucked away on 11 acres of natural beauty, this charming home is just a 15-minute drive from White Face Mountain, making it the ideal starting point for your mountain adventures or relaxation. Cozy bedrooms with forest views, a private hot tub, Firepit, screened in porch, and plenty of privacy. Book now for an unforgettable escape for the entire family. Your dogs will love it too!

Popular amenities for Round Pond holiday rentals