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Leelanau Peninsula Wineries Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Leelanau Peninsula Wineries vacation rentals

Terrace/patio
Sugarloaf Chalet 3BDR Loft 2510

Vacation Home in Cedar

Sugarloaf Chalet 3BDR Loft 2510
3.0 star property
9.4 out of 10, Exceptional, (3)
"The pictures of this property do not do it justice! This cute, super clean mid century modern chalet has everything you could ever need. The beds were super comfortable, the main spaces for gathering were inviting and cozy. The views out each window are a visibly stunning green space. There is easy access to all the wineries in the area. I would definitely stay there again."
United States
Pamela
The price is ￥39,342
￥84,729 total
includes taxes & fees
Dec 30 - Dec 31
Sugarloaf Chalet 3BDR Loft 2510
Smart TV, fireplace, DVD player, books
Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing

Cottage in Leland

Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing
9.8 out of 10, Exceptional, (170)
"We were comfortable, can't wait to stay again."
United States
Chris T.
The price is ￥21,857
￥87,427 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Classic Leland with FirePit Near Wineries Walk to Beach OPEN in WINTER XC&Skiing
Property grounds
Lime Lake Therapy-Hot Tub/Fire Pit/Ping-Pong/AC

Cabin in Maple City

Lime Lake Therapy-Hot Tub/Fire Pit/Ping-Pong/AC
9.8 out of 10, Exceptional, (24)
"Great location, great property."
United States
J P.
The price is ￥27,458
￥77,735 total
includes taxes & fees
Dec 26 - Dec 27
Lime Lake Therapy-Hot Tub/Fire Pit/Ping-Pong/AC
Exterior
The Leland Blue on M-22

Vacation Home in Suttons Bay

The Leland Blue on M-22
10.0 out of 10, Exceptional, (15)
"In a great location, hosts were fast with communication, house was well stocked and clean. Overall amazing stay. Would definitely recommend for any stays in the suttons bay/traverse city area."
United States
Julie L.
The price is ￥47,070
￥53,503 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Leland Blue on M-22
Condo, Balcony, Garden View | Private kitchen | Toaster
The Birches Condotel Unit 3

Condo in Lake Leelanau

The Birches Condotel Unit 3
2.0 star property
The price is ￥44,651
￥96,352 total
includes taxes & fees
Dec 27 - Dec 28
The Birches Condotel Unit 3
Full-size fridge, microwave, stovetop, dishwasher
The Birches - Condotel in Lake Leelanau

Aparthotel in Lake Leelanau

The Birches - Condotel in Lake Leelanau
3.5 star property
9.6 out of 10, Exceptional, (9)
"My family and I thoroughly enjoyed our stay at this beautiful, modern home. The space was clean, stylish, and had everything we needed for a comfortable and memorable visit. Although we initially had trouble accessing the unit due to unclear instructions, once we got in, everything was fantastic. We truly appreciated the peaceful atmosphere and thoughtful touches throughout. We’re definitely planning to come back! "
United States
Rajaa
The price is ￥45,511
￥83,822 total
includes taxes & fees
Dec 28 - Dec 29
The Birches - Condotel in Lake Leelanau
Property grounds
Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W

Vacation Home in Cedar

Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W
10.0 out of 10, Exceptional, (1)
"We had a wonderful weekend at this beautiful place. Robin replied the message extremely fast, and they even provide a cage for our dogs and it save us a lot of time to settle our pets. The rooms are wonderful and really comfy. I love how they designed their kitchen, it looks wonderful. We started a pit fire in the night and the wood was provided right next to the pit. Its really convenient! I would definitely come visit again!"
United States
Chenwei W.
The price is ￥16,705
￥81,170 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • W
Marina
Chic and Cozy Condo

Condo in Glen Arbor

Chic and Cozy Condo
9.6 out of 10, Exceptional, (233)
"As advertised- nice little place. Good views from windows."
United States
Philip G.
The price is ￥26,384
￥52,456 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chic and Cozy Condo
Smart TV, fireplace, stereo
🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550

Vacation Home in Traverse City

🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550
The price is ￥35,244
￥114,767 total
includes taxes & fees
Jan 7 - Jan 8, 2026
🌅 Lake Leelanau A-Frame – Waterfront • Sandy Bottom • Dock • Fireplace ➠ 7550
On the beach
🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633

Vacation Home in Traverse City

🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633
9.8 out of 10, Exceptional, (12)
"A fantastic stay! The lake views from the back window were absolutely breathtaking. The house was spotless and a perfect, convenient location for exploring both Traverse City and Suttons Bay. We'll definitely be back!"
United States
Christopher S.
The price is ￥39,342
￥117,800 total
includes taxes & fees
Dec 28 - Dec 29
🌅 Bayshore House – Private Beach • Power Island Views • Opt RV Pads • Firepit ➠ 7633
Fridge, microwave, oven, stovetop
Charming 3 Bedroom in the heart of Leelanau County

Vacation Home in Northport

Charming 3 Bedroom in the heart of Leelanau County
9.2 out of 10, Wonderful, (23)
"Great place to stay after visiting area wineries with my gal pals!"
United States
Kathryn B.
The price is ￥43,775
￥86,243 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Charming 3 Bedroom in the heart of Leelanau County
Terrace/patio
Studio in Lake Leelanau with outside entrance, king bed, & WiFi

Apartment in Lake Leelanau

Studio in Lake Leelanau with outside entrance, king bed, & WiFi
8.8 out of 10, Excellent, (9)
"Great host, space and experience!"
United States
Steven C.
The price is ￥39,030
￥46,992 total
includes taxes & fees
Dec 26 - Dec 27
Studio in Lake Leelanau with outside entrance, king bed, & WiFi
TV, fireplace, offices
LakeHaus Vibes + Hot Tub

Vacation Home in Traverse City

LakeHaus Vibes + Hot Tub
9.0 out of 10, Wonderful, (2)
"The home and location were wonderful. The backyard faced east, looking across grand traverse bay, so we watched a beautiful sunrise every morning. We were located just north of the city, so did not have to deal with the traffic every day. Would definitely recommend!!!"
United States
russell r.
The price is ￥45,899
￥148,217 total
includes taxes & fees
Jan 4 - Jan 5, 2026
LakeHaus Vibes + Hot Tub
Outdoor dining
🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510

Vacation Home in Cedar

🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510
8.4 out of 10, Very Good, (6)
"The property location was great! Really close to many Leelanau wineries and Suttons Bay. The amenities were nice, especially in the kitchen."
United States
Heather G.
The price is ￥31,302
￥133,201 total
includes taxes & fees
Dec 30 - Dec 31
🏡 Sugarloaf Chalet – Pet Friendly Escape | Hot Tub • Fireplace • Loft • Bar Area ➠ 2510
Fridge, microwave, oven, stovetop
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5

Condo in Lake Leelanau

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, conveniently located between Leland and Suttons Bay. Large rooms with all the amenities. "
United States
W B.
The price is ￥40,326
￥82,842 total
includes taxes & fees
Dec 29 - Dec 30
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5
Fridge, microwave, oven, stovetop
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4

Condo in Lake Leelanau

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
2.0 star property
9.8 out of 10, Exceptional, (8)
"Perfect location for exploring the Leelanau Peninsula. Unit was exactly as described. Beautiful unit and beds/linens were great."
United States
Kelli T.
The price is ￥40,326
￥82,842 total
includes taxes & fees
Dec 25 - Dec 26
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
Fridge, microwave, oven, stovetop
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3

Condo in Lake Leelanau

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
2.0 star property
9.6 out of 10, Exceptional, (8)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
The price is ￥40,326
￥82,842 total
includes taxes & fees
Dec 25 - Dec 26
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
Fridge, microwave, oven, stovetop
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1

Condo in Lake Leelanau

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1
2.0 star property
9.6 out of 10, Exceptional, (4)
"The property was wonderful. It was all brand new, super clean and a great location! I would highly recommended. "
United States
Jackie N.
The price is ￥40,326
￥82,842 total
includes taxes & fees
Jan 5 - Jan 6, 2026
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1
Fridge, microwave, oven, stovetop
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2

Condo in Lake Leelanau

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2
2.0 star property
8.8 out of 10, Excellent, (3)
"this is not for faint of heart, there is 2 floors and 2 long stairways to get to them,is hard for anyone with heart disease or shortness of breathe to go up and down for any long period of time. The owners take awhile to respond to messages, they want you to strip the bed linens when u leave and start dishwasher, i thought people were paid to do that, but the condos are beautiful."
United States
aileen t.
The price is ￥40,326
￥82,374 total
includes taxes & fees
Dec 26 - Dec 27
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2
Toaster
The Birches Condotel Unit 2

Apartment in Lake Leelanau

The Birches Condotel Unit 2
2.0 star property
2.0 out of 10, (1)
"Horrible management of this property. Do not stay here "
United States
george
The price is ￥44,651
￥96,352 total
includes taxes & fees
Dec 30 - Dec 31
The Birches Condotel Unit 2
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.
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Top Leelanau Peninsula Wineries Hotel Reviews

Leland Lodge

Leland Lodge

10/10 Excellent
"Everything was wonderful. Hospitality was great."
Fr. Jim 1-night trip
Posted 8 days ago
Leland Lodge

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