Holiday houses in Upper St. Regis Lake

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Top-rated holiday rentals in Upper St. Regis Lake

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

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Top Guest favourite
Cabin in Wilmington
4.99 out of 5 average rating, 174 reviews

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!

Top Guest favourite
The cabin is viewed from the water, showcasing its two-story structure surrounded by lush greenery. A private dock extends towards the lake, featuring a ladder for easy access. The home blends harmoniously with the natural setting, reflecting a serene lakeside atmosphere.
Cabin in Tupper Lake
4.99 out of 5 average rating, 207 reviews

Lakefront Crescent Moon Cabin on Little Wolf Pond

Come enjoy Tupper Lake and the Adirondacks in this year-round lakefront 2 bedroom, 1 bath cabin on Little Wolf Pond. Situated right on the waters edge, the views will wash away all your stress. Steps down to the lake for swimming access. Or take out the canoe, 2 kayaks or 2 paddle boards and explore the grassy inlet to the pond, Little Wolf Beach, and the mountains poking up between the trees. July/Aug reservations are Saturday to Saturday only. Dogs are welcome, but must be on reservation

Top Guest favourite
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
4.98 out of 5 average rating, 177 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!

Guest favourite
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, 210 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 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
4.98 out of 5 average rating, 242 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
The cozy cottage is nestled among vibrant autumn foliage, showcasing a welcoming wooden deck and a bright red roof. A large dock with seating extends into the lake, while kayaks are stored nearby. The serene water reflects the colorful trees, enhancing the tranquil setting.
Guesthouse in Tupper Lake
4.97 out of 5 average rating, 141 reviews

Waterfront Artisan ADK Cottage - Tupper Lake

Sunset Cottage is cleaned in compliance with CDC COVID-19 Lodging cleaning standards before you vacation there. Sunset Cottage is only 15 feet from Tupper Lake with a sandy spot for launching canoes/kayaks and a large dock where you can moor your powerboat if you bring one. Dock seating and swimming with a dog friendly stair. Fire pit with firewood on the lawn with Adirondack chairs for your use. Two, kayaks come with the rental. Newly renovated interior with beautiful Adirondack decor.

Top Guest favourite
Cabin in Tupper Lake
5 out of 5 average rating, 10 reviews

The Lookout on Moody | Tiny Home + Sauna

Perched above the vast wilderness of the Adirondacks, our cozy tiny home is designed for two and offers the perfect blend of rustic charm and modern comfort. This private retreat overlooks a sparkling lake, bog with mountain view, giving you front-row access to nature’s beauty. This is more than just a stay—it’s an experience. Ideal for nature lovers and adventure seekers alike, our glamping-style tiny home lets you enjoy the magic of the Adirondacks without giving up the comforts you love.

Top Guest favourite
A cozy cabin is positioned among vibrant trees, showcasing colorful autumn leaves. The front porch is visible, along with a pathway leading to it. Large boulders frame the foreground, and a clear blue sky serves as a backdrop, contributing to a tranquil outdoor setting.
Cabin in Paul Smiths
4.97 out of 5 average rating, 184 reviews

Cozy 1-bedroom cabin in the woods

Take it easy at this cozy and tranquil getaway in the woods we call The Little Cabin on Sunset Ponds. This cabin is on 13-acres with two ponds. It is also located right off the snowmobile trails/cross country ski trails in Gabriels, NY. It is fully equipped with everything you may need. Perfect place for a home base while you go on your very own Adirondack adventure. The VIC center is close by, fishing, lots of hiking and paddling… 10 minutes from Saranac Lake 30 minutes from Lake Placid

Top Guest favourite
The exterior of the rental unit features a blue-colored facade with large windows. An inviting balcony is showcased, furnished with seated areas and planters. The view beyond includes trees and a glimpse of Mirror Lake, enhancing the overall appeal of the location.
Guest suite in Lake Placid
4.96 out of 5 average rating, 135 reviews

Grand Suite w/ Backyard Access on Mirror Lake

Welcome to your home away from home in the heart of the Adirondacks! This modern oversized studio offers top-of-the-line amenities, including an oversized shower, and a spacious balcony perfect for morning coffee or evening relaxation. Located just steps above the village, our apartment is surrounded by scrumptious food options, boutiques, and parks. Explore the iconic small town or enjoy a tranquil evening in your peaceful haven. Book your stay with us today for a memorable urban escape!

Top Guest favourite
The cabin is surrounded by tall trees in a natural setting. A spacious deck is visible, providing a space for outdoor seating. The sloped green roof adds a rustic charm, while the gravel pathway leads to the entrance, emphasizing the peaceful atmosphere of the woodland property.
Cabin in Potsdam
4.97 out of 5 average rating, 269 reviews

Riverside Cabin & Nature Trails

Enjoy our 160 acres in a private natural setting. Owls, trout, heron, osprey, mergansers and the occasional loon will add to your stay. There are over 4 miles of private trails for hiking along the river and in the woods. Kayaks & fishing poles provided. Enjoy a romantic riverside fire-pit, professional massage table & new Finnish wood fired sauna. We sanitize everything 110% before your arrival and offer self check in. We celebrate diversity and welcome people from all communities.

Top Guest favourite
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
4.98 out of 5 average rating, 131 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 favourite
A cozy bedroom features a king-sized log bed adorned with red and black plaid bedding. Wooden walls create a warm atmosphere, complemented by decorative wall lamps and snowshoe-themed artwork. A rustic nightstand adds charm, and tasteful accents enhance the space.
Cabin in Lake Clear
4.94 out of 5 average rating, 140 reviews

Cabin Retreat - Close to Rail Trail & Lake Clear

The Snowshoe Cabin at Rockledge is your perfect 4-Season getaway—whether you're wanting a basecamp for your outdoor adventures, or a peaceful retreat. This remodeled cabin blends rustic charm with modern conveniences. Access the Adirondack Rail Trail across the street and explore miles of trails to hike bike or nature watch. Enjoy an easy walk down the Rail Trail to Lake Clear, where state lands provide access for swimming, paddling, listening to loons, and unwinding.

Popular amenities for Upper St. Regis Lake holiday rentals