Photo by Ann Sair

Search Chalets in The Wineries of Old Mission Peninsula

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Chalets in The Wineries of Old Mission Peninsula

3 Bedroom-3 Bathroom Leelanau Chalet home. 0 cleaning fee and dog friendly !
Stroll up to this charming two-story home with a welcoming front porch and a covered staircase leading to the upper level, where a balcony offers a view of the surrounding trees.

3 Bedroom-3 Bathroom Leelanau Chalet home. 0 cleaning fee and dog friendly !

10.0 out of 10, Exceptional, (60)
"Great communication, house was in great shape and well equipped. Thank you Matthew and we will be back!!"
3 Bedroom-3 Bathroom Leelanau Chalet home. 0 cleaning fee and dog friendly !
Chalet Getaway | Hot tub | Sauna | Firepit | Pool
Enjoy meals or drinks on the outdoor seating area with a view of the surrounding forest.

Chalet Getaway | Hot tub | Sauna | Firepit | Pool

10.0 out of 10, Exceptional, (32)
"The Chalet Getaway is AWESOME!!! Great location, awesome chalet with GREAT amenities, and equally great host. We will be back - highly recommend!!!"
The price is AU$963
includes taxes & fees
8 Sept - 9 Sept
Chalet Getaway | Hot tub | Sauna | Firepit | Pool
Minutes from the Pink Lift at Shanty Creek
Situated in a wooded area, this cabin features a small porch and a green front door.

Minutes from the Pink Lift at Shanty Creek

9.6 out of 10, Exceptional, (24)
"We really enjoyed our time at this property. It was nice and well kept with a great location. "
Minutes from the Pink Lift at Shanty Creek
New Secluded Chalet Great Skiing,Golfing,Boating,Relaxing
Enjoy the expansive views from the upper balcony of this cozy cabin, featuring a large garage door and a spacious interior.

New Secluded Chalet Great Skiing,Golfing,Boating,Relaxing

9.8 out of 10, Exceptional, (95)
"We enjoyed a day of skiing and just hanging out at the Chalet. The location is secluded yet close to town. The accommodations are roomy, comfortable, and just what we expected!"
New Secluded Chalet Great Skiing,Golfing,Boating,Relaxing
Serenity Shores on Lake Skegemog~ Boat, Ski & Sip!
Houses sit amidst a serene lake or river, surrounded by snow-covered trees.

Serenity Shores on Lake Skegemog~ Boat, Ski & Sip!

2.0 star property
Serenity Shores on Lake Skegemog~ Boat, Ski & Sip!
Riverwalk Chalet: HotTub, Hike & Snowmobile Trails
Outdoor dining

Riverwalk Chalet: HotTub, Hike & Snowmobile Trails

10.0 out of 10, Exceptional, (172)
"Came to get away from the daily grind looking for peace and relaxation. It delivered! The seclusion, wildlife, fire on the river was exactly what we all needed. The house was cleaned very well and the AC was great during the hot weather. "
Riverwalk Chalet: HotTub, Hike & Snowmobile Trails
Shanty Creek Retreat - Pool & Hot Tub Access - Close to Torch Lake
Escape to a secluded cabin nestled in a dense forest, surrounded by mature trees and a tranquil atmosphere.

Shanty Creek Retreat - Pool & Hot Tub Access - Close to Torch Lake

9.8 out of 10, Exceptional, (7)
"Nice quiet location. Host was very accommodating. "
Shanty Creek Retreat - Pool & Hot Tub Access - Close to Torch Lake
Steps to Beach|Hot Tub|Fireplace|A NorthCoast Gem
Escape to a secluded cabin-style lodge surrounded by a lush forest and a babbling stream.

Steps to Beach|Hot Tub|Fireplace|A NorthCoast Gem

9.8 out of 10, Exceptional, (50)
"Beautiful and relaxing property, very great location close to downtown and beach access."
Steps to Beach|Hot Tub|Fireplace|A NorthCoast Gem
Tranquil Woodsy Getaway in Leelanau Peninsula - Golf, Wineries, Hiking, Beaches!
Cozy cabin with a two-story design, featuring a front porch and lush green surroundings.

Tranquil Woodsy Getaway in Leelanau Peninsula - Golf, Wineries, Hiking, Beaches!

10.0 out of 10, Exceptional, (13)
"We had a great time at this lovely property. The house was very clean, well-stocked, and beautifully decorated. The location was great- quiet surroundings but easy to get to everything the area has to offer. We would love to stay here again!"
Tranquil Woodsy Getaway in Leelanau Peninsula - Golf, Wineries, Hiking, Beaches!
Blue Chalet - Privacy, Golf, Ski, Relax!
Situated in a snowy forest, this cabin offers a multi-level living space with a sloped roof and multiple balconies.

Blue Chalet - Privacy, Golf, Ski, Relax!

10.0 out of 10, Exceptional, (15)
"I really enjoyed staying here. The place was very clean and just a beautiful place to stay."
Blue Chalet - Privacy, Golf, Ski, Relax!
Shanty Creek Bellaire -golf haven - 90 holes on resort- sleep18
Experience the charm of downtown Bellaire at Short's Brewing Company, where festive lights and a Christmas tree create a welcoming atmosphere.

Shanty Creek Bellaire -golf haven - 90 holes on resort- sleep18

10.0 out of 10, Exceptional, (28)
"Great stay at a wonderful "
Shanty Creek Bellaire -golf haven - 90 holes on resort- sleep18
WalkToBeach|HotTub|Fireplace|AuthenticallyNorthern
Relax on the deck with a hot tub, surrounded by lush greenery and a dining area.

WalkToBeach|HotTub|Fireplace|AuthenticallyNorthern

9.8 out of 10, Exceptional, (55)
"Great stay! Clean and modern- loved it! Would recommend and would definitely stay again."
WalkToBeach|HotTub|Fireplace|AuthenticallyNorthern
Waterfront! Quiet, Spacious, Serene Retreat Located in a Private Wooded Setting
Escape to a serene forest retreat with a peaceful cabin and a majestic Buddha statue.

Waterfront! Quiet, Spacious, Serene Retreat Located in a Private Wooded Setting

9.8 out of 10, Exceptional, (128)
"Great getaway! We did a lot of relaxing and enjoyed a fire in the fireplace. Beautiful view of the lake. Would love to come back during summer! "
Waterfront! Quiet, Spacious, Serene Retreat Located in a Private Wooded Setting
Quiet and Comfy 3 bed/2bath - Golf Chalet w/ Loft&Hot tub
Relax in a hot tub surrounded by lush greenery on a tranquil outdoor deck.

Quiet and Comfy 3 bed/2bath - Golf Chalet w/ Loft&Hot tub

9.6 out of 10, Exceptional, (29)
"The cabin is very cute and clean! Great communication with the host. "
Quiet and Comfy 3 bed/2bath - Golf Chalet w/ Loft&Hot tub
Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table
Relax on the deck with a grill station and comfortable seating area surrounded by lush greenery.

Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table

10.0 out of 10, Exceptional, (1)
"Excellent place for families to have room to spend time together, and have plenty of space as needed inside and outside. Everything was clean and comfortable, communication was great. We thoroughly enjoyed our stay."
Tavi Haus: Lakefront~Kayaks~SUP~Sauna~Pool Table
Sleeping Bear Chalet - Birch, MI Northern Michigan's Perfect Base Camp
Set amidst a wooded area, this traditional home features a charming attic and a pitched roof.

Sleeping Bear Chalet - Birch, MI Northern Michigan's Perfect Base Camp

Sleeping Bear Chalet - Birch, MI Northern Michigan's Perfect Base Camp
Bellaire Chalet 1 mile from Schuss Mountain and Shanty Creek.
Relax on the balcony with a view of the serene surroundings.

Bellaire Chalet 1 mile from Schuss Mountain and Shanty Creek.

10.0 out of 10, Exceptional, (9)
"My family stayed over Xmas holiday. It was beyond expectations and very relaxing We visited nearby brewery and schuss mountain and it was so enjoyable "
Bellaire Chalet 1 mile from Schuss Mountain and Shanty Creek.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free