
Holiday rentals in Upper Jay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Upper Jay
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

ADK Cozy Mtn Cottage in Private Field-Dog Friendly
Newly constructed two-bedroom charming cottage in your own private field. Dog-friendly and a great place for the kids to play! Screened-in porch with ceiling fan for a peaceful nap, fire pit for some night-time stories under a wide-open night sky. Two TVs, wireless internet for a rainy day. Strawberry and blueberry beds right outside your front door! Cabin sleeps 4-Queen bed lower level - two twins in loft. With special arrangements a larger party could be accommodated in spacious field.

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.

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.

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

The Covered Bridge Cottage- Ausable Riverfront
Situated directly by the Ausable River and surrounded by beautiful vineyards and gardens you will be immersed in nature at any time if the year. It's sure to restore the soul. The gentle rumble of the river is ever present as you look out over the natural beauty. During the summer cool off in the river and come back to the screened in porch for an evening meal. In the winter fire up the pellet stove and get cozy. 15 minutes to Whiteface and Keene and 25 Minutes to Lake Placid.

Angler’s Adirondack Base Camp b/w Ausable Branches
Fish the legendary Adirondacks from this premier trout hub! Located across the street from the East Branch and < 9 minutes to the West Branch. Tactical HQ for Adirondack Fishing Junkies and Trout Fishing Lovers. Experience world-class pocket water and "no-kill" sections just steps from your door. After a day slaying the browns and brookies, return to a space built for relaxation. 3 Bedrooms, 2 Baths, Fire Pit, Grill, Poker & Pool Tables, Hot Tub, Full Kitchen and Coffee Bar.

Quiet Forest Retreat | Hot Tub + Massage Chair
⭐ TOP 1% STAY — 300+ 5★ Reviews Guests call it “the reset we truly needed”....a stay that feels like a private retreat. Near Lake Placid, Whiteface, and the top Adirondack trails, you get adventure by day and a full reset by night. Spend your summer days hiking, swimming, and exploring—then return to your private hot tub, full-body massage chair, and complete seclusion to fully unwind. Find us @placeofprana Summer Dates Are Booking Fast — Secure Your Stay 🌿

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, 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).

Aframe - Sauna, Near Lake Placid - Unique & Modern
Welcome to ADK Aframe - A luxury mid-century modern cabin! Located on a quiet road, this amazing space serves as a relaxing retreat for you to recharge after adventure filled days hiking, biking, paddling, fishing and skiing. Our pet-free home features all new furnishings and modern comforts, including a barrel sauna. The neighborhood includes private hiking/X-Country skiing trails, open space with a lake, and Ausable River access.

Birchwood Lodge - Our Home in the Woods
Birchwood Lodge is only four miles from the entrance to Whiteface Mountain. The property in Wilmington is nestled on three wooded acres with a babbling stream that meanders past the screened-in porch on the back of the house. This is a great place to create vacation memories as you explore the Adirondack and Olympic offerings or join the young at heart and explore the woods and stream in your own backyard at Birchwood Lodge.

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.
Popular amenities for Upper Jay holiday rentals
Other great holiday rentals in Upper Jay

Home Base in the Heart of the Adirondacks

High Peaks Treehouse Get-a-way

Bear Run Cabin

Cozy Adirondack Mountain Cottage

Coleman Cabin: Forest Hideaway & Guest Favorite

Adirondack Farmhouse near Whiteface Mountain

Adirondack Spring: Unique Chalet with Hot Tub!

Spring specials. Book soon. Adirondack fun.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Sugarbush Resort
- The Wild Center
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Warren Falls
- Shelburne Museum
- Shelburne Vineyard
- Waterfront Park
- Snow Farm Vineyard & Winery





