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Leelanau Peninsula Wineries Holiday Rentals

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Our top choices for Leelanau Peninsula Wineries holiday rentals

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

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

The Birches - Condotel in Lake Leelanau

The Birches - Condotel in Lake Leelanau
3.5 star property
Lake Leelanau
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 AU$788
includes taxes & fees
19 Dec - 20 Dec
The Birches - Condotel in Lake Leelanau

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.
Cedar
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.

Beautifully Furnished Log Home on Secluded Shetland Creek

Beautifully Furnished Log Home on Secluded Shetland Creek
maple city
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

Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12
Suttons Bay
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

Chic and Cozy Condo

Chic and Cozy Condo
Glen Arbor
9.6 out of 10, Exceptional, (233)
"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.
The price is AU$510
includes taxes & fees
12 Dec - 13 Dec
Chic and Cozy Condo

The Little Green Cottage in the Woods

The Little Green Cottage in the Woods
Glen Arbor
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

Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear

Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear
Lake Leelanau
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

Homestead condo, Beautiful View of Lake MI & Manitou Island

Homestead condo, Beautiful View of Lake MI & Manitou Island
Glen Arbor
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

Lake Leelanau Therapy-HotTub/Kayaks/FirePit

Lake Leelanau Therapy-HotTub/Kayaks/FirePit
Lake Leelanau
10.0 out of 10, Exceptional, (18)
"4 couples up for a wedding and the property was perfect. Would definitely recommend. "
United States
Carter K.
Lake Leelanau Therapy-HotTub/Kayaks/FirePit

Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.

Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.
Lake Leelanau
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.

Charming cottage with shared beachfront on Grand Traverse Bay near Northport.

Charming cottage with shared beachfront on Grand Traverse Bay near Northport.
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.

In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing

In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing
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.
The price is AU$850
includes taxes & fees
1 Jan - 2 Jan 2026
In Town Leland Near Wineries Walk to Beach& Town OPEN for WINTER XC&Skiing

Beachfront condo with gorgeous Lake Michigan views, deck, fireplace, W/D, AC

Beachfront condo with gorgeous Lake Michigan views, deck, fireplace, W/D, AC
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

SugarLoaf Mountain View

SugarLoaf Mountain View
Cedar
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

Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!

Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!
Lake Leelanau
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!

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Suttons Bay
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!

Splendor has Private access to Suttons Bay

Splendor has Private access to Suttons Bay
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

Aaron's Fun House

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

West Bay Waterfront Home

West Bay Waterfront Home
Traverse City
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

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leelanau Peninsula Wineries holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leelanau Peninsula Wineries holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Leelanau Peninsula Wineries holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leelanau Peninsula Wineries. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leelanau Peninsula Wineries holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leelanau Peninsula Wineries holiday rentals we have selected for you start as low as AU$510 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Leelanau Peninsula Wineries rentals

At Expedia, we put the best Leelanau Peninsula Wineries holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Leelanau Peninsula Wineries rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leelanau Peninsula Wineries holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leelanau Peninsula Wineries. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.