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Leelanau Peninsula Wineries Vacation Rentals

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Vacation Rentals in Leelanau Peninsula Wineries

Aparthotel 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
$399 nightly
The price is $423
Nov 23 - Nov 24
Total with taxes and fees
The Birches - Condotel in Lake Leelanau

Cottage in Leland

9.8 out of 10, Exceptional, (170)
"Easy walk/bike ride to beach and town. Plenty of rooms, grilled multiple nights. Would stay again next time!"
United States
Molly L.
In Town Leland Near Wineries Walk to Beach& Town OPEN for HOLIDAYS!

Vacation Home in Traverse City

9.6 out of 10, Exceptional, (4)
"The size of the house for our group was amazing - 4 bathrooms and 6 bedrooms!"
United States
Taj H.
Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City

Chalet in Cedar

10.0 out of 10, Exceptional, (75)
"We really enjoyed exploring Traverse City & Sleeping Bear Dunes. This was a perfect home base. "
United States
Joan F.
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Condo in Glen Arbor

9.6 out of 10, Exceptional, (232)
"Very impressive condo. It was very clean and tastefully decorated. Easy to find and navigate. We would definitely stay there again. "
United States
Mike O.
$302 nightly
The price is $302
Nov 30 - Dec 1
Total with taxes and fees
Chic and Cozy Condo

Vacation Home in Glen Arbor

9.8 out of 10, Exceptional, (27)
"Nice place to stay if you love beautiful clear sandy river in the woods. Close also to Glen Arbor, lake Michigan, Glen Lake, and Sleeping Bear Dune trails."
United States
Anonymous traveler
After Dune Delight 5BR Home River Kayaks Beaches

Vacation Home in Suttons Bay

10.0 out of 10, Exceptional, (115)
"Great location - plenty of room for adults and children to spread out - many amenities - very responsive host"
United States
Steve P.
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

Vacation Home in Suttons Bay

10.0 out of 10, Exceptional, (281)
"Another great stay on the beautiful bay. Thanks Aaron!"
United States
Kate M.
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Apartment in Suttons Bay

10.0 out of 10, Exceptional, (30)
"It was very nicely furnished and the accommodations for my husband and I were just perfect for what we needed."
United States
Kathy R.
2 Bedroom Carriage House with view of Suttons Bay

Vacation Home in Lake Leelanau

10.0 out of 10, Exceptional, (18)
"The property fits all of our guests comfortably and has everything you need! Would definitely stay here again! "
United States
Caroline P.
Lake Leelanau Therapy-HotTub/Kayaks/FirePit

Vacation Home in Glen Arbor

9.8 out of 10, Exceptional, (26)
"My daughters and their friends had a great weekend skiing."
United States
John D.
Tree House in The Homestead

Vacation Home in Lake Leelanau, MI

2.0 star property
9.4 out of 10, Exceptional, (3)
"A wonderful place to stay. We enjoyed our time there. There is a lot of sleeping place and we enjoyed the large dock space by the water. Would love to stay again next yr.!"
United States
Debbie L.
4-bedroom lake house with AC and WiFi in lovely Lake Leelanau, on the Narrows

Condo in Glen Arbor

10.0 out of 10, Exceptional, (205)
"Great place, great view "
United States
michael k.
Homestead condo, Beautiful View of Lake MI & Manitou Island

Vacation Home in Omena

7.6 out of 10, Good, (90)
"Location is amazing, amenities are average. This property is overdue for an update"
United States
Lucas O.
House on sandy beach in Omena. Budget friendly. Dog ok. Sunrise views.

Cabin in Lake Leelanau

9.6 out of 10, Exceptional, (56)
"Great family atmosphere. "
United States
David S.
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.

Vacation Home in Maple City

10.0 out of 10, Exceptional, (217)
"While our stay was short it was also equally as sweet. We travel for work and found this beautiful VRBO nestled in the woods, making our trip up north like a mini vacation. "
United States
Tami V.
WINTER 2025 Dates Available~Spring-Summer 2026, don’t miss out, Book Today! 😄

Vacation Home in Cedar

8.2 out of 10, Very Good, (44)
"Great up north home!!"
United States
Suzanne R.
Lakefront cottage on the north shore of Little Traverse Lake.

Condo in Glen Arbor

7.4 out of 10, Good, (6)
"This was the best spot for our family - close and easy access to the beach. Beautiful view! The space was dated and could stand for some upgrades, but you really can’t beat the location!"
United States
Jessica S.
Beachfront condo with gorgeous Lake Michigan views, deck, fireplace, W/D, AC

Cottage in Lake Leelanau

10.0 out of 10, Exceptional, (14)
"Absolutely lovely place. Very clean and inviting. The hosts were very friendly and always quick to respond"
United States
Leah H.
Michele’s Landing, Charming cottage in amazing Lake Leelanau, on narrows w/ dock

Cottage in Glen Arbor

10.0 out of 10, Exceptional, (47)
"Best of both worlds. Tucked away in the woods and near Lake Michigan, but a quick bike ride to town. Cottage is absolutely charming, well-appointed, and perfect for a family vacation with kids. "
United States
Jacquelyn R.
The Little Green Cottage in the Woods
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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Everything you need to know about Leelanau Peninsula Wineries vacation rentals

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