Chalet vacation rentals in Owls Head

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Owls Head

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

Chalet in Lake Placid

4.96 out of 5 average rating, 289 reviews

Timber Haven Chalet

Timber Haven Chalet is a private secluded getaway for family and friends located 4 miles from downtown Lake Placid. Recent renovations of the entire home have made this a wonderful vacation spot. The location is perfect for hikers, cross-country skiers, and minutes from all Olympic venues. The main living area has hardwood floors, vaulted ceiling, a gas fireplace upstairs, TV, and a fully equipped eat-in kitchen. Double slider doors open up to the rustic large deck which boasts a fantastic view of Whiteface Mountain in winter, table with fire feature and a Weber gas grill. There are 2 bedrooms on this level with queen sized beds, dresser, and a custom built cedar lined closet armoire in each bedroom. There is a full bath on this level (updated 2024). The lower level includes a gas fireplace and a Queen Bed with a Roku TV, a full bathroom with tiled shower ans soaking tub (renovated 2024). French Doors on the lower level exit to the backyard. There is a brick patio under the deck which looks out to the backyard firepit. The property has a short pathway leading to the Jackrabbit Trail for winter cross-country skiing and connects to the Craigwood Golf Course. The home is on a 2 acre wooded lot. 4 miles from Downtown Lake Placid 1.9 miles to the Olympic Ski Jumping Complex .4 miles to the Adirondack LOJ Road and excellent high peak hiking 16 miles to Whiteface Mountain Ski Center 2.8 miles to the Mt. Van Hovenberg Olympic Sports Complex Located on the Ironman bike route. Special Rate for Ironman $3000.00/week

Guest favorite

Chalet in Saranac Lake

4.89 out of 5 average rating, 187 reviews

Secluded Chalet with Hottub Lake Front & Mtn Views

Our cozy chalet-style home, situated on Lake Flower in Saranac Lake, is a perfect getaway for a relaxing Adirondack retreat. Our home sits atop a hill, secluded and quiet - perfect for enjoying the amazing mountain and lake views all year round. The property has its own private dock accessible for personal motor boat use and is equipped with a Canoe, 2 Kayaks, and Pedal Boat for guest use! 5 mins to Downtown Saranac Lake and 20 mins to Lake Placid. Dog friendly, with over two acres of land!

Top guest favorite

Chalet in Jay

4.97 out of 5 average rating, 115 reviews

Doe - A- Deer

Welcome to Doe-A-Deer Lodge in Jay NY ! Come and stay in this beautiful 6 bedroom 3 bathroom knotty pine home in the Adirondacks! After a day of exploring, come home to this peaceful retreat and relax in the amazing two-story great room with radiant floor heat below your feet! We have updated with brand new stainless steel appliances, granite countertops, tile floor, carpet, a large leather sectional, and a flat screen TV! We've got it all-WiFi, cable, games, and more! Private setting too!

Guest favorite

Chalet in Jay

4.92 out of 5 average rating, 132 reviews

Camp Red Fox - Cozy cabin with AC

Enjoy all that the High Peaks region has to offer in our cozy chalet. Camp Red Fox comfortably sleeps 2 adults and 2 kids with king size and low bunk beds. Warm up by the wood stove in the winter and stay cool with AC in the summer. Enjoy darts, vinyl, or a movie night in the den. The kitchen is well equipped. Less than 20 minutes to Whiteface Mountain and 30 minutes to Lake Placid. Minutes away from hiking, swimming, and cross country ski trails. High speed internet with Roku stick and cable.

Top guest favorite

Chalet in Bloomingdale

4.98 out of 5 average rating, 131 reviews

McKenzie Mtn Way Chalet

Beautiful location in Bloomingdale with views of Whiteface Mtn and the McKenzie Mtn Range. You and your family and friends can enjoy the secludedness from your busy lives while sitting next to a campfire in the large fire pit in the yard. Located only 10 min from Saranac Lake, 20 min to Lake Placid, and 30 min to Whiteface Mtn., our home offers many close by outdoor activities and experiences (hiking, biking, boating, swimming, downhill and x-country skiing, skating, sledding, dog sleds, etc)

Top guest favorite

Chalet in Wilmington

4.95 out of 5 average rating, 224 reviews

Little Peak Chalet - Cozy A-Frame, Whiteface Mt

Little Peak Chalet is a cozy A-frame tucked into the wooded slopes of Juniper Hill in Wilmington, NY. This peaceful hideaway offers stunning views of Whiteface Mountain, beautifully framed by the surrounding pines. Enjoy coffee on the deck, grill at sunset, or unwind by the fire pit under the stars—Little Peak Chalet is all about slowing down and connecting with nature and each other. Ideal for couples, friends, or small families seeking a scenic escape with easy access to outdoor adventures.

Top guest favorite

Chalet in Jay

4.95 out of 5 average rating, 235 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

Chalet in Jay

4.9 out of 5 average rating, 342 reviews

Adirondack getaway w/trails, hot tub and sauna

My house is tucked in the woods. I'm the last house on my road that is a dead end. With very few neighbors it is a very private location in the heart of the Adirondack mountains. I'm only 20 min from lake placid and Keene and 10 min from whiteface mountain. I'm 10 min lake Everest and and the Ausable. 20 min from mirror lake. Right out the back door there is hiking , skiing, snow shoes trails. There are 2 peaks that can be reached out my front door, Clarke mtn and Hamlin mtn.

Top guest favorite

Chalet in Jay

4.97 out of 5 average rating, 157 reviews

Edin's Chalet Adirondacks-Whiteface 4 Beds-2 Baths

Bring the whole family to this great place with lots of room for fun. *** Ground level offers spacious great room with living room, dinning area, eat in kitchen. full bathroom, laundromat. *** Bunk room is on ground floor with 4 full beds and huge closet. *** Loft or 2nd floor has 2 bedrooms. *** One of the bedrooms is Master and it has full bathroom with standing shower, walk in closet and deck with seating area. *** Basement bedroom has queen size bed, large full size window.

Guest favorite

Chalet in Jay

4.9 out of 5 average rating, 257 reviews

Adirondack Home - Cozy Mountain Hideaway

Adorable three bedrooms cedar log home on a quiet and secluded dead-end road. Take advantage of this wonderful wooded setting with hiking and XC-ski trails, tennis courts, picnic area and playground (Association amenities). Only 20 minutes drive to Whiteface Mountain Ski Resort and a scenic 30 minutes to Lake Placid (21 miles). For fishing enthusiasts, it is situated within walking distance of an Ausable River State fishing area. Neighborhood has a quiet curfew of 10pm.

Top guest favorite

Chalet in Saint-Anicet

4.99 out of 5 average rating, 244 reviews

St-Anicet, happiness in simplicity

The chalet Le ptit bonheur is located on the edge of a magnificent canal giving a superb view of Lake St-François in St-Anicet. Spa year-round , fishing, 2 kayaks included, heated pool and large bay at the end of the canal with possibility of swimming. Can receive a boat. Boat and sea doo unavailable!Downhill nearby. Beach 2 minutes by boat. Perfect for a beautiful family vacation. Residential land area of 11,000 pc Free WiFi CITQ No. 303012 exp 2025-09-30

Top guest favorite

Chalet in Wilmington

4.96 out of 5 average rating, 168 reviews

JUNIPER HILL a-frame

Juniper Hill A-frame is a newly renovated 1968 Adirondack A-frame that is loaded with character and charm. This tiny 700 square foot space is cozy and located with direct views of Whiteface Mountain. Two bedrooms/one bathroom situated on a large parcel of land complete with Christmas tree farm, fire pit, and large front deck. You won’t want to leave, but if you do, the A-frame is within walking, biking or driving distance to just about everything.