Leelanau Peninsula Wineries Holiday Rentals

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Holiday Rentals in Leelanau Peninsula Wineries

Our top choices for Leelanau Peninsula Wineries holiday rentals

The Birches - Condotel in Lake Leelanau

3.5 star property
9.6 out of 10, Exceptional, (8)
"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! "
The Birches - Condotel in Lake Leelanau

The Little Green Cottage in the Woods

10.0 out of 10, Exceptional, (40)
"Great location, clean, enjoyed amenities"
The Little Green Cottage in the Woods

After Dune Delight 5BR Home River Kayaks Beaches

9.8 out of 10, Exceptional, (26)
"Beautiful view. Hosts checked in with us to see if we needed anything. "
After Dune Delight 5BR Home River Kayaks Beaches

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

10.0 out of 10, Exceptional, (271)
"Second time staying here and it was great again. Will definitely stay again "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Chic and Cozy Condo

9.6 out of 10, Exceptional, (228)
"As always, the perfect winter getaway. "
The price is AU$640
includes taxes & fees
11 Sept - 12 Sept
Chic and Cozy Condo

Michele’s Landing, Charming cottage in amazing Lake Leelanau, on narrows w/ dock

9.8 out of 10, Exceptional, (9)
"Michele was great and the cottage was clean! Plenty of room for 6 fisherman and parking was perfect for trucks/boat trailers. We will absolutely visit Michele again!"
Michele’s Landing, Charming cottage in amazing Lake Leelanau, on narrows w/ dock

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

10.0 out of 10, Exceptional, (65)
"This was the perfect place for our family trip! Matthew had everything we needed for our stay and provided great recommendations around the area. Would definitely stay again! "
3 Bedroom-3 Bathroom Leelanau Chalet home. 0 cleaning fee and dog friendly !

A Leland Favorite!Walk to Beach& Town Sleeps 10 OPEN for Toast the Season Wines!

9.8 out of 10, Exceptional, (166)
"We had 10 adult family members stay for the weekend to attend a family members memorial. House was clean. Sleeping accommodations were perfect for our group. Loved that we could walk to fish town for dinner. When at the house there was plenty of space for us to hang out together. Perfect for all our needs as far as being together, getting ready to attend the memorial and hanging out to share memories. "
The price is AU$1,098
includes taxes & fees
11 Oct - 12 Oct
A Leland Favorite!Walk to Beach& Town Sleeps 10 OPEN for Toast the Season Wines!

Luxury Farm Stay on Leelanau Wine Trail. Minutes to Downtown Traverse City.

9.8 out of 10, Exceptional, (7)
Luxury Farm Stay on Leelanau Wine Trail. Minutes to Downtown Traverse City.

Apartment in the heart of Leland, just a short walk to Fishtown.

9.8 out of 10, Exceptional, (37)
"Very quiet and charming only a couple blocks away from shopping area of Leland. The owners were very helpful and made you feel welcome. We will be back! "
Apartment in the heart of Leland, just a short walk to Fishtown.

Beautiful Cottage on the Water of Pristine West Bay

10.0 out of 10, Exceptional, (75)
"Perfect location and excellent view. We thoroughly enjoyed our stay and hope to return soon."
Beautiful Cottage on the Water of Pristine West Bay

Prime FALL COLOR-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

10.0 out of 10, Exceptional, (215)
"One of the best places to stay in Northern Michigan/ Sleeping Bear Dunes area. Tricia was a great host and made our stay comfortable and any issues we had she was super responsive. Great kitchen with lots of gadgets to cook great meals with. Beds were comfortable and the wood fired stove made for cozy mornings in. Location is great. Will definitely be coming back!"
Prime FALL COLOR-WINTER 2025~Spring-Summer 2026, don’t miss out, Book Today! 😄

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

10.0 out of 10, Exceptional, (109)
"Great property with great amenities "
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12

Omena Point Paradise | Waterfront | Sunrise |

10.0 out of 10, Exceptional, (5)
"Perfect location to go explore. Loved the view and the beach area."
Omena Point Paradise | Waterfront | Sunrise |

Luxury Waterfront Home in Suttons Bay

10.0 out of 10, Exceptional, (5)
"Wonderful home close to downtown "
Luxury Waterfront Home in Suttons Bay

A private ranch home on Lake Michigan with stunning sunrise views.

8.6 out of 10, Excellent, (27)
"Loved the fire pit and the close access to the lake."
A private ranch home on Lake Michigan with stunning sunrise views.

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

10.0 out of 10, Exceptional, (76)
"Great property and location!"
Lake MI Private Beach; fireplace, Sunsets. Close to Fishtown & Sleeping Bear

Time to rest and enjoy nature

9.4 out of 10, Exceptional, (27)
"Hosts are very nice and responsive. The setting is very relaxing with trees and meadows while having a water view of Sutton Bay in the distance. You are close to the city of Sutton Bay (about a mile). I definitely recommend and would not hesitate to rebook this place "
Time to rest and enjoy nature

Waterfront Studio, newly renovated, A Cool Studio, Glen Arbor M22 Crystal River

2.0 star property
9.6 out of 10, Exceptional, (30)
"The area was beautiful, and the location was great. We loved the place we stayed at and would book it again."
Waterfront Studio, newly renovated, A Cool Studio, Glen Arbor M22 Crystal River

STUNNING 100 FEET OF PRIVATE BEACH ON GRAND TRAVERSE BAY WITH HOT TUB

10.0 out of 10, Exceptional, (29)
"Great place, great location, great host! "
STUNNING 100 FEET OF PRIVATE BEACH ON GRAND TRAVERSE BAY WITH HOT TUB
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

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$640 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.