Vacation rentals in Round Pond

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Top-rated vacation rentals in Round Pond

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

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Guest favorite
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, 133 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 favorite
An interior view of a rustic cabin shows a wooden table surrounded by benches, with a ladder leading to a sleeping loft above. Large windows allow natural light to illuminate the space, showcasing the warm wood finishes and comfortable sitting area below.
Cabin in Keene Valley
4.98 out of 5 average rating, 372 reviews

Unique Rustic Adirondack Cabin

This is a unique rustic cabin on a private dirt road nestled on a mountain brook in the forest adjoining the Giant Mountain Wilderness Area. This small (200 sq ft + 80 sq ft sleeping loft), Adirondack style cabin was completely refurbished this past year using locally sourced woods and built by hand. Located two miles from downtown Keene Valley, and at 1800 feet, this is an ideal place for those who prefer the quiet forest, the peaceful sound of a mountain brook, and possibily seeing animals.

Top guest favorite
A charming chalet stands amidst a wooded area, with warm interior lights glowing through the large front windows. A stone fire pit is surrounded by wooden Adirondack chairs, creating a cozy outdoor gathering space under strung lights scattered among the trees.
Cabin in Jay
4.99 out of 5 average rating, 172 reviews

TheADKChalet w/ Hot Tub (Adirondacks)

At face value, IG: @theadkchalet appears to be just a humble little getaway tucked in the Adirondack Mountains of Jay, NY (Lake Placid Area). But even the most discerning guests will be quickly spirited away by the rustic charm and secluded forest feel. The Chalet sleeps 4 people and has two bedrooms and one bathroom. The Chalet is located approx. 4.5hrs from NYC by car and is the perfect place to: escape the city, rekindle a romance, ski/ride Whiteface Mountain, hike, fish and so much more!

Top guest favorite
Illuminated at night, the treehouse exudes warmth with golden lights glowing from its windows. A welcoming path is lined with softly lit lanterns, guiding the way up to the entrance. Surrounded by lush trees, the structure offers a cozy retreat in nature.
Treehouse in Paul Smiths
4.98 out of 5 average rating, 208 reviews

Magical Treehouse

Sleep up in the trees in our cozy Magical Treehouse. This place is the perfect base camp for your next adventure, or a unique spot to curl up with a good book. The perfect place to be in the woods, but not isolated. Cook your meals in the nearby cookhouse (40’ away, unheated) on a camp stove or over an open campfire. A heated bathroom/shower is 20’ away. We provide you with linens, cookware, plus help you plan your trip. Property includes miles of hiking trails and beautiful places to explore!

Top guest favorite
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, 232 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 favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 173 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favorite
A tranquil lake scene is depicted, featuring a clear blue sky reflecting on still waters. Lush greenery surrounds the shore, and the vibrant foliage can be observed on the hillside. A cozy red cottage is subtly mirrored in the lake's surface, enhancing the serene ambiance.
Cottage in Adirondack
5 out of 5 average rating, 274 reviews

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

Top guest favorite
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, 135 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 away, 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 favorite
A log cabin is surrounded by lush greenery and rolling hills at dusk. The outdoor area features Adirondack chairs arranged around a smokeless fire pit, with a cedar sauna and a barrel hot tub nearby. The pathway leads towards the road, framed by a natural landscape.
Cabin in Upper Jay
4.99 out of 5 average rating, 126 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, level 2 EV charger, 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).

Top guest favorite
The exterior of the cabin is surrounded by lush trees, featuring a distinctive angled roof and large windows. A deck wraps around the house, leading to a fire pit area with Adirondack chairs. A winding path connects the cabin to a nearby hammock.
Chalet in Jay
4.96 out of 5 average rating, 364 reviews

Summer Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Summer weekends are filling quickly ☀️ Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 10 guests.

Top guest favorite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 319 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite
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, 210 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.

Popular amenities for Round Pond vacation rentals