Vacation rentals in Round Pond

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Top-rated vacation rentals in Round Pond

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Top guest favorite

A rustic dining area is highlighted by a large wooden table surrounded by benches. Soft lighting from recessed fixtures illuminates the space, adorned with wooden walls and natural elements like plants. In the background, a cozy seating area and a kitchenette are partially visible.

Barn in Keene Valley

Unique Rustic Adirondack Space

Our remodeled Adirondack barn is an open rustic space where you can relax and reconnect with nature in the most natural and comfortable way. It’s within ~20-30 minutes driving distance to areas of interest such as Lake placid, White face and Van Hovenburg ski centers, hiking trails, Swim holes for summer or for skating in winter, trails for backcountry skiing, snowshoeing and many more... Our space provides the warmth where you can enjoy your gateaway while still feeling a sense of being home.

4.96 out of 5 average rating, 414 reviews

Top guest favorite

Cabin in Wilmington

A Mountain View Chalet - Whiteface Mt, Lake Placid

A Mountain View Chalet is nestled on the wooded hillside of Juniper Hill in Wilmington, NY. The chalet has a spectacular view of and short drive to Whiteface Mountain. This chalet is also a scenic, 15 minute drive to Lake Placid. This charming A-frame is picturesque and reminiscent to the setting of a hallmark movie. Whether you cozy up inside next to the fireplace, gazing out the window at Whiteface, or gather around the fire pit making memories and s'mores, you are going to love this chalet!

4.99 out of 5 average rating, 181 reviews

Guest favorite

A living room features wooden paneling and bright windows that invite natural light. A leather sofa is adorned with decorative pillows. A wooden coffee table sits on a patterned rug, complemented by an armchair with plaid upholstery. Framed artwork enhances the wall space.

Vacation home in Keene Valley

Charming, Cabin-like apt above Noon Mark Diner

You will be close to everything Keene Valley has to offer 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 additional food and shopping, this bright, queen-sized 1 bedroom 1 bath apartment features a queen-sized pull-out sofa, an open loft with queen-sized bed, a dine-in kitchen with coffee maker, microwave, oven and toaster, and a large living room with a 55” TV and wifi.

4.91 out of 5 average rating, 101 reviews

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

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.

4.98 out of 5 average rating, 246 reviews

Top guest favorite

The exterior of the cabin is shown, featuring a deck with seating and a grill. Surrounding grass areas are well maintained, with tall trees in the background. The structure's two distinct rooflines enhance its rustic charm.

Cabin in North Hudson

Schroon River Cabin

One of two Adirondack guest cabins situated on a private three acres parcel with mountain views and private river access for swimming and wading. The property has park-like grounds with a private outdoor stairs that lead down to a wild Adirondack river. We allow guests to bring up to two pets for an additional pet fee. The cabins are located in a mixed use area of vacation and year round homes. Easy access from a paved town road. A short drive to stores, restaurants and Adirondack trail heads

4.83 out of 5 average rating, 318 reviews

Top guest favorite

A charming red schoolhouse is set amidst lush green trees, with a gravel path leading to the front door. Flower boxes adorn the windows, and a wooden porch provides access to the entrance. The natural surroundings enhance the serene atmosphere of the location.

Cabin in Keene

Spruce Hill Schoolhouse

Make this 19th century one room school house your favorite eco-friendly Adirondack basecamp. Recently renovated, it's completely modern and fully equipped with everything you need to unwind after a long-day of fly-fishing, hiking, climbing, canoeing, skiing, mountain biking or just sitting under the trees. Minutes from major trailheads, 13 miles to Whiteface Mt. and only 18 miles to the heart of Lake Placid, it's a great option for you and a couple friends or small family. Sorry, no pets.

4.93 out of 5 average rating, 55 reviews

Superhost

A charming wooden cabin is set amidst lush greenery, featuring a triangular roof and large front porch. Surrounding grassy areas are dotted with trees, providing a natural backdrop. The pathway leading to the entrance is bordered by low shrubs and plants.

Cabin in Elizabethtown

Secluded ADK cabin | family fun & hiking adventure

Relax with the whole family or a group of like-minded friends at this peaceful and ultra secluded wooden cabin. On the property, you can use fire pit, play ping pong, and enjoy in any way you prefer. The house is adjacent to former cross-county skiing trails that are used as hiking trails. You can easily make a short drive to Lake Placid & Whiteface for skiing. Keene with many hiking trails is 20 minutes away; many hiking trails are within 3-5 minutes drive (Rocky Peak, Hurricane, Baxter).

4.83 out of 5 average rating, 291 reviews

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

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!

5.0 out of 5 average rating, 280 reviews

Top guest favorite

Cabin in Keene

Secluded Cabin with Private Trails

Escape to Baxter Ridge Retreat, a secluded 4-bedroom cabin on 16 private acres in the Adirondack High Peaks. Perfect for up to 8 guests, this family-friendly haven offers ultimate privacy, stunning sunrise views, and exclusive hiking trails from your backyard. Enjoy a wood stove, renovated kitchen, and easy access to Keene Valley's best trailheads. It's the ideal getaway for families and adventurers looking to unplug and reconnect with nature. Book your memorable mountain escape!

5.0 out of 5 average rating, 22 reviews

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

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).

4.99 out of 5 average rating, 134 reviews

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

Autumn 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.

4.96 out of 5 average rating, 385 reviews

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

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.

4.97 out of 5 average rating, 210 reviews