Holiday rentals in Upper Jay

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 strong Wifi World Class Fishing, Ausable Rivers are close This is our family cabin. Enjoy it as we have.

Location · Value · Grill

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.

Location · Value · Air conditioning

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!

Location · Family · Biking

Log Cabin • 10 Min to Whiteface • Hot Tub • Sauna

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).

Family · Location · Walkability

Winter 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. Winter 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 12 guests.

Location · Value · Grill

Newly renovated one bedroom apartment in Adk mtns

Queen-sized bed in bedroom and queen-sized sofa bed in living room. Two Smart TVs with streaming capability and guest Wi-Fi. Brand new furniture, flooring and bath. Newly updated, fully-equipped kitchen with coffee bar. Separate entrance off heated enclosed foyer. Private back deck with beautiful backyard views. Close to Whiteface Mountain and Lake Placid. Nearby to beautiful hiking trails in the famous Adirondack Mountains and Adirondack Lakes.

Location · Family · Kitchen

ADK Fall Retreat: Hot Tub-Hot Cocoa Fire Pit-Views

Experience autumn magic in the High Peaks at Sugar House ADK Base Camp! Unwind surrounded by breathtaking fall foliage and crisp mountain air. Whether you're leaf-peeping, hiking local trails, fly fishing the nearby East Branch Ausable River, soaking in the outdoor hot tub or taking a short 23-minute drive to Lake Placid, this contemporary farmhouse is the ultimate autumn sanctuary for family, friends, and four-legged companions.

Location · Family · Cleanliness

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!

Location · Family · Bathroom

Lake Placid & Whiteface Grand Pines Lodge

A spectacular log home, nestled among tall pines on six acres. Just minutes from Whiteface and Lake Placid Olympic Village, 4 Bedrooms, 3 Baths, Sleeps up to 16. My home is good for couples, solo adventurers, business travelers, families with kids, big groups, and furry friends (pets). Check out all our homes under my AirBNB profile and please read the listing description for additional information about this home.

Location · Value · Grill

Bear Run Cabin

The moment you enter the home you will notice the vaulted ceilings with exposed beams, balcony and a custom-built kitchen. Faux black walnut ceramic tile with in-floor radiant heat on the first floor. Great Room features a cathedral ceiling with natural light. Warm up to the woodstove in the winter months, walk out to the deck in the summer months, or relax in front of the large projector screen.

Value · Family · Heating

Family Cabin Near Santa’s Workshop & Whiteface!

Cozy 4-bed, 2.5-bath cabin in Jay, NY. Perfect for families and groups up to 10. Minutes to Santa’s Workshop, Whiteface Mountain, and Lake Placid. Walk to the Au Sable River. Enjoy a wood-stove living room, stocked kitchen, Wi-Fi, laundry, fire pit, and sleds for kids. Relax on the deck with mountain views or gather for movies and games after a day exploring the Adirondacks.

Family · Value · Hospitality

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!

Location · Family · Hiking