Vacation rentals in Upper Jay

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Top-rated vacation rentals in Upper Jay

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Top guest favorite
A warm-toned bedroom is highlighted by a wooden bed frame holding a spacious bed with a patterned blanket. Soft lighting from bedside lamps enhances the cozy atmosphere. Textured wall paneling and a green-framed window bring in natural light, complementing the inviting decor.
Cabin in Keene
4.92 out of 5 average rating, 209 reviews

Owl's Landing

Owl’s Landing Cottage is located high up in the foothills of the Sentential Mountain Range in scenic Keene NY, "Heart of the High Peaks." Keene is a major destination for hikers, climbers, skiers, anglers, artists and other adventurous and creative types. Trailheads and the East Branch Ausable River are easily accessible from the cottage. In Keene you’ll find locally-owned shops, markets, and cafes. We are 15 minutes from Whiteface Mountain, an Olympic Ski Resort and 15 minutes from Lake Placid.

Top guest favorite
The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.
Apartment in Lake Placid
4.99 out of 5 average rating, 205 reviews

VanHoevenberg Ridge upper level apartment.

Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

Top guest favorite
A modern cabin is nestled amidst a vibrant wildflower meadow, surrounded by tall trees. The cabin features large windows and a wooden deck with steps leading to the expansive outdoor area. Bright yellow wildflowers contrast against the greenery, creating a serene and inviting landscape.
Cabin in Keene
4.96 out of 5 average rating, 111 reviews

Private Modern Cabin in Keene

Stay in a quiet modern cabin centrally located on a country road in Keene, Home of the High Peaks in the Adirondacks. Only 15/20min drive to all main attractions: Lake Placid, Whiteface, Adirondack Loj and Marcy Dam. A bright and peaceful oasis to unwind from your ADK adventures with a view of the mountains from your bed, the deck, or fire pit. Enjoy a private meadow with access to a natural brook with swimming holes and waterfalls. Queen bed + pullout couch that can sleep 1 adult/2 kids. RELAX!

Top guest favorite
A historic house is framed by trees and greenery, showcasing a stone exterior and dark wood accents. A winding path leads to the entrance, which features a welcoming porch and steps. Natural light spills over the landscape, creating a serene outdoor setting.
Cabin in Upper Jay
4.95 out of 5 average rating, 380 reviews

Historic Icehouse in 980 Acres Private Wilderness

The Icehouse is a historic house situated in the High Peaks. The building is surrounded by a stunning private wilderness, with trails, brooks, and fields that no one but guests have access to. As the Park gets more crowded, enjoy undisturbed hiking, back-country skiing, biking, or simply going for picnics to take in some of the best views in the East! The house is very well equipped and has a great kitchen, comfy beds with high-end mattresses and linen, as well as unique furniture and artwork.

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, 220 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
The exterior of the quaint one-bedroom apartment is showcased, featuring a charming yellow facade adorned with green accents. Lush greenery and colorful flowers surround the entrance, complemented by a bell tower atop the building. A spacious lawn offers a serene outdoor setting.
Apartment in Upper Jay
4.93 out of 5 average rating, 275 reviews

Butternut House

A quaint one bedroom apartment which includes a completely separate entrance with no steps. The living room and dining area are separate from the bedroom. The apartment has a kitchenette with an under counter refrigerator. Also, there is a larger refrigerator closeted in the living room for your use. We are nestled along the beautiful Ausable river, just minutes from Whiteface Ski mountain and Lake Placid, the Olympic Village. Enjoy nearby hiking, biking, skiing and beautiful scenery!

Top guest favorite
An aerial view captures the cozy chalet nestled among lush green trees, with distant mountain peaks visible in the background. The cabin is surrounded by a spacious outdoor area, showcasing a wrap-around deck that invites relaxation.
Cabin in Jay
4.96 out of 5 average rating, 259 reviews

Adirondack Timberwolf Cabin

Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

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, 342 reviews

Full-body Massage Chair + Hot Tub + Privacy

⭐ LOVED BY GUESTS — Over 300 CONSECUTIVE 5-star reviews Guests rave about how deeply restful and recharging this stay is. Perfectly located near Lake Placid, Whiteface Mountain, and top Adirondack hiking trails, you get adventure by day and total recovery by night. The massage chair and private hot tub are perfect after long hikes or ski days—this is where you truly reset and recharge. Find us @placeofprana Spring Dates Are Filling Fast — Lock In Our Best Rates Now 🌲

Top guest favorite
A cedar barrel hot tub sits outside a log cabin, with steam rising gently into the crisp air. Warm light spills from the windows, hinting at the cozy interior. Snow blankets the surrounding ground, contrasting with the warm wood tones of the cabin.
Cabin in Upper Jay
4.99 out of 5 average rating, 117 reviews

The Log Cabin • Hot Tub • Sauna • Near Whiteface

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).

Top guest favorite
The exterior of the cozy studio cottage is showcased, featuring dark wood siding and a covered porch. A well-maintained lawn surrounds the cottage, with two large propane tanks visible beside the entrance. Lush green trees and distant mountain views create a serene backdrop.
Guesthouse in Keene
4.97 out of 5 average rating, 272 reviews

Bell Meadow Cottage

This cozy studio style cottage sleeps 2 guests. It has a queen bed and a full bath w/ shower. There are two Stressless leather reclining chairs with ottoman’s and a side table for your comfort. There is a washing machine in the cabin & outdoor clothes line for drying. *Laundry detergent is NOT provided* We are dog friendly --NO additional fee. (NO CATS ALLOWED). TV Steaming provided (Hulu live, Amazon Prime, Netflix and Apple TV).

Top guest favorite
An open dining area features a long table adorned with a floral arrangement, surrounded by wooden chairs. A large stone fireplace is visible in the background, framed by bright yellow walls. Bar seating is provided at the kitchen counter, enhancing the communal space.
Home in Upper Jay
4.94 out of 5 average rating, 172 reviews

Parson Place

Custom-built home, added in 1994 to the original 1800s residence. Whiteface Mountain just 10 minutes away and Lake Placid is 25 minutes by car. Close to High Peaks Region. Large stocked kitchen, water filtration system, fireplace, screened-in porch, Large jacuzzi (bathtub) Gas grill, Lighted basketball court, fire-pit - your Adirondack base camp!

Guest favorite
A cozy single-wide manufactured home is framed by lush greenery and tall trees, featuring a distinctive red metal roof. A grassy area enhances the inviting outdoor space, with scattered shrubs and plants contributing to a serene environment.
Home in Upper Jay
4.92 out of 5 average rating, 278 reviews

Running Brook

Located just 6 minutes from Whiteface Ski Center and 17 minutes from Lake Placid, this cozy 1.5 bedroom single wide manufactured home can comfortably sleep 3-4 people. This house is in close proximity to many activities that the area has to offer throughout the year, such as skiing, swimming, boating, hiking, and more!

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