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Leelanau Peninsula Wineries Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Leelanau Peninsula Wineries holiday rentals

Sun-loungers
Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City

Holiday Home in Traverse City

Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City
9.6 out of 10, Exceptional, (5)
"Property was perfect for a family get away. Plenty of room for everyone to relax and socialize. House was located close to Traverse City, Suttons Bay and Glen Arbor for day trips. Plenty of things to do near by too. Host, Laurie, was great to work with and was available to answer any questions if anything came up. Would definitely recommend and stay again."
United States
Elizabeth K.
Large 6-bedroom home, sleeps 16! WiFi and a private sandy beach in Traverse City
Staircase
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 HK$2,186
HK$4,092 total
includes taxes & fees
19 Dec - 20 Dec
The Birches - Condotel in Lake Leelanau
Outdoor dining
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Chalet in Cedar

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.
10.0 out of 10, Exceptional, (77)
"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.
Exterior
Beautifully Furnished Log Home on Secluded Shetland Creek

Cabin in maple city

Beautifully Furnished Log Home on Secluded Shetland Creek
10.0 out of 10, Exceptional, (278)
"We had a wonderful stay with family. The place was clean and well stocked. Peaceful location along the creek and the dog loved it. "
United States
Kristen F.
Beautifully Furnished Log Home on Secluded Shetland Creek
On the beach, sun-loungers, beach towels
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

Holiday Home in Suttons Bay

Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12
10.0 out of 10, Exceptional, (117)
"Thoroughly enjoyed our stay, even though the weather did not cooperate."
United States
Julia W.
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12
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 HK$1,315
HK$2,615 total
includes taxes & fees
14 Dec - 15 Dec
Chic and Cozy Condo
Beach towels
The Little Green Cottage in the Woods

Cottage in Glen Arbor

The Little Green Cottage in the Woods
10.0 out of 10, Exceptional, (47)
"Excellent location. Very clean and comfortable. Will book again."
United States
Corey F.
The Little Green Cottage in the Woods
Terrace/patio
Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear

Holiday Home in Lake Leelanau

Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear
10.0 out of 10, Exceptional, (79)
"Another amazing vacation for my family at Blue Stone Cottage. Gorgeous place and wonderful owners. "
United States
Krista J.
Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear
Beach nearby, sun-loungers
Homestead condo, Beautiful View of Lake MI & Manitou Island

Condo in Glen Arbor

Homestead condo, Beautiful View of Lake MI & Manitou Island
10.0 out of 10, Exceptional, (205)
"We really enjoyed our stay. Beautiful views. Close to many hiking trails in the Port Oneida area. Condo was quiet and cozy. "
United States
Ami W.
Homestead condo, Beautiful View of Lake MI & Manitou Island
Fridge, microwave, oven, stovetop
Lake Leelanau Therapy-HotTub/Kayaks/FirePit

Holiday Home in Lake Leelanau

Lake Leelanau Therapy-HotTub/Kayaks/FirePit
10.0 out of 10, Exceptional, (18)
"What an amazing property! Not only were the amenities great but they went above and beyond in so many ways. The location was perfect. It slept all 10 of us very comfortably. I would book this property again and again. Thank you for outstanding hospitality! "
United States
Amy F.
Lake Leelanau Therapy-HotTub/Kayaks/FirePit
Fridge, microwave, oven, stovetop
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.

Cabin in Lake Leelanau

Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.
9.6 out of 10, Exceptional, (56)
"It was a lovely and comfortable place to stay."
United States
Claire S.
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.
Exterior
Charming cottage with shared beachfront on Grand Traverse Bay near Northport.

Holiday Home in Northport

Charming cottage with shared beachfront on Grand Traverse Bay near Northport.
9.4 out of 10, Exceptional, (106)
"Great location! Getting to the beach is an easy walk and sunsets/sunrises are beautiful there. I would definitely book again!"
United States
Beth B.
Charming cottage with shared beachfront on Grand Traverse Bay near Northport.
On the beach, sun-loungers
In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing

Cottage in Leland

In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing
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.
The price is HK$1,089
HK$4,358 total
includes taxes & fees
1 Jan - 2 Jan 2026
In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing
Dining
Beachfront condo with gorgeous Lake Michigan views, deck, fireplace, W/D, AC

Condo in Glen Arbor

Beachfront condo with gorgeous Lake Michigan views, deck, fireplace, W/D, AC
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
Fridge, microwave, oven, stovetop
SugarLoaf Mountain View

Holiday Home in Cedar

SugarLoaf Mountain View
9.8 out of 10, Exceptional, (29)
"We enjoyed our stay in Cedar-quiet neighborhood and nice accommodations"
United States
mary ann d.
SugarLoaf Mountain View
Exterior
Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!

Holiday Home in Lake Leelanau

Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!
9.6 out of 10, Exceptional, (79)
"Spent the weekend exploring vineyards, tasting rooms, and Fishtown in Leland. This place was great as a private escape between Leland and Suttons Bay with lots of great areas to explore."
United States
Pat D.
Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!
Exterior
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Holiday Home in Suttons Bay

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, (281)
"The location was perfect. It was too cold for water activities, but having campfires on the beach was amazing! The host was extremely nice and accommodating, he even left flowers for us after discovering we were there on our mini-honeymoon. Will definitely keep this spot in mind for future trips!"
United States
Danny G.
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Terrace/patio
Splendor has Private access to Suttons Bay

Holiday Home in Suttons Bay

Splendor has Private access to Suttons Bay
9.8 out of 10, Exceptional, (7)
"We loved the water access and the ample patio, wonderful for having a nice dinner by the water or coffee in the morning"
United States
Elizabeth P.
Splendor has Private access to Suttons Bay
Interior
Aaron's Fun House

Holiday Home in Suttons Bay

Aaron's Fun House
10.0 out of 10, Exceptional, (21)
"Excellent location, amazing host. "
United States
Anthony P.
Aaron's Fun House
Property grounds
West Bay Waterfront Home

Holiday Home in Traverse City

West Bay Waterfront Home
9.6 out of 10, Exceptional, (24)
"Wonderful view and great property with easy access to fun things to eat and shop!"
United States
Maureen S.
West Bay Waterfront Home
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

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

10/10 Excellent
"This place was so great! It was really nice having a bathroom on each floor as well. We took full advantage of the projector Downstairs and was able to have a fabulous little weekend away! Will be booking again! "
Ashley S. 2-night trip
Posted 5 days ago
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

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