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Compare 229 Vacation Homes in Leelanau Peninsula Wineries with updated reviews, rates, and availability.

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
at the beach looking south across the deck.

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

10.0 out of 10, Exceptional, (250)
"The location was fantastic. The house and amenities were perfect. "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25
Exterior

Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25

9.6 out of 10, Exceptional, (102)
"Jim is wonderful to work with. Very kind and great communication. House was perfect for our stay. Thank you again and we will be back for sure!"
Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25
In -Town Suttons Bay Walk to Beach, Near Hikes & Wineries
Ideal location in the Village of Suttons Bay. Easy walk to town and the beach.

In -Town Suttons Bay Walk to Beach, Near Hikes & Wineries

10.0 out of 10, Exceptional, (135)
"We rented this house for the weekend because we were visiting for the Toast the Season Wine Event. This house was amazing and accommodated everything we needed for the weekend!"
The price is SAR 732
SAR 1,909 total
includes taxes & fees
26 Jan - 27 Jan
In -Town Suttons Bay Walk to Beach, Near Hikes & Wineries
Cozy cottage with private pond. Close to the casino and the Bay.
Welcome to On Belanger Pond

Cozy cottage with private pond. Close to the casino and the Bay.

9.4 out of 10, Exceptional, (155)
"Very clean and cozy. Close to so many fun activities and restaurants. "
Cozy cottage with private pond. Close to the casino and the Bay.
White Pine Cottage- Private, Newly Built 2 miles from Leland w/ lake view!
Private kitchen

White Pine Cottage- Private, Newly Built 2 miles from Leland w/ lake view!

10.0 out of 10, Exceptional, (12)
"Property is as photographed and described, but even BETTER! Owner pride and craftsmanship on display here, with an eye for decorating and personal seasonal touches make this such a cozy retreat. Heated floors in primary bedroom and bath such a treat as the temperature dropped, and the gas fireplace in the living room removed the chill immediately. Exceeded every expectation!"
White Pine Cottage- Private, Newly Built 2 miles from Leland w/ lake view!
Bay View - Private Dock on West Bay

Bay View - Private Dock on West Bay

9.8 out of 10, Exceptional, (19)
"We had a fantastic weekend retreat wine tasting in Leelanau peninsula shopping downtown and the state hospital shops. The resort was comfortable and very accommodating with kitchen and laundry supplies, wood for the fireplace and Beach chairs, and fun games outside. The only concern we have was the traffic in the morning starting at 6:00 AM from the front road. It wasn’t ideal location for wineries and downtown Traverse City."
Bay View - Private Dock on West Bay
Village home in Suttons Bay. Walk to everything. Air, Grill, WIFI
Living room

Village home in Suttons Bay. Walk to everything. Air, Grill, WIFI

9.2 out of 10, Wonderful, (44)
"Space was great - centrally located, plenty of space for the kids and cozy yard. We enjoyed our stay and will be back again!"
Village home in Suttons Bay. Walk to everything. Air, Grill, WIFI
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.
Enjoy amazing sunsets !

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

9.6 out of 10, Exceptional, (44)
"We booked this last minute and we were so glad we did. Easy day trips to Suttons Bay, Leland and Sleeping Bear Dunes. The lake by the house was world’s largest kiddie pool…clear water, great for kids, great for swimming and we loved the kayaks and beautiful sunsets. House was well stocked (minus a hairdryer) and we had a wonderful trip! There were 5 of us and it was a perfect size!"
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.
Dog-friendly charmer near the beach & marina - firepit, breezeway, W/D, & AC

Dog-friendly charmer near the beach & marina - firepit, breezeway, W/D, & AC

9.2 out of 10, Wonderful, (5)
"This house was as described and was nice for our weekend away."
Dog-friendly charmer near the beach & marina - firepit, breezeway, W/D, & AC
Beautiful, spacious home in the village. Walk to everything. Air conditioning
Welcome to Northport Retreat !

Beautiful, spacious home in the village. Walk to everything. Air conditioning

9.8 out of 10, Exceptional, (82)
"Had a minor HVAC issue - but they were all over getting it remedied quickly. Other than that, lovely place & great time in Northport."
Beautiful, spacious home in the village. Walk to everything. Air conditioning
After Dune Delight 5BR Home River Kayaks Beaches
Crystal-clear lakeside serenity 🌊🏡

After Dune Delight 5BR Home River Kayaks Beaches

9.8 out of 10, Exceptional, (19)
"We gather our children together for my husband’s birthday each year and travel to a destination up north for a long weekend away. The house is as listed, nestled in a quaint spot in the woods just outside Glen Arbor city limits. Lots of extra touches were inside the home to make our stay more comfortable. There were extra toiletries, coffee, coffee filters, and tea in both kitchens. The house was clean with the exception of some pet hair, and it wasn’t that big of an issue. It did describe the...
After Dune Delight 5BR Home River Kayaks Beaches
A private ranch home on Lake Michigan with stunning sunrise views.

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

8.4 out of 10, Very Good, (22)
"This is a modest 3-bedroom ranch home with a scenic Grand Traverse Bay shoreline sitting among acres of splendid Pine, Maple and Birch Forest. A generous amount of very nice lawn chairs are situated in the yard for viewing sunrises and sitting around a small fire pit. A nice 10 step staircase descends to a private natural coastline that is spectacular. Inside the home is bright, tidy and attractive. Window views are picturesque. Beds and furniture are clean and comfortable but larger beds...
A private ranch home on Lake Michigan with stunning sunrise views.
Sandy Beach on West Grand Traverse Bay, Dog ok. Fire pit, 3 kayaks. AC

Sandy Beach on West Grand Traverse Bay, Dog ok. Fire pit, 3 kayaks. AC

9.6 out of 10, Exceptional, (18)
"The home is very nice, clean, well stocked with everything you need to enjoy your stay. It is convenient to shopping, eating and sight seeing. You can't go wrong with this house! Thank you "
Sandy Beach on West Grand Traverse Bay, Dog ok. Fire pit, 3 kayaks. AC
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12
Charming Patio by the Creek, overlooking West Bay

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

10.0 out of 10, Exceptional, (103)
"Wonderful family time. Everyone really loved the house. Son-in-law very tempted to go paddle boarding. Wish we would have know about a few of the kitchen amenities like the Keurig. I brought my one cupper then we discovered yours. Kids absolutely loved the game room and our daughter who is 50 was having a great time with Pac-Man challenging her 22 year old son. Thank you so much for your hospitality. Hope we did right with the bedding. Thank you for a great timeChris and Jerry. Happy New...
Incredible Mid-Century Modern Waterfront Home on West Bay, on M22 - Sleeps 12
Large, vintage farmhouse in central Leelanau County. 10 mins to Lk Mich beach

Large, vintage farmhouse in central Leelanau County. 10 mins to Lk Mich beach

8.6 out of 10, Excellent, (67)
"We needed a large place at last minute for a large family. This house was perfect. Spacious. Clean. Easy to get around Leelanau County!"
Large, vintage farmhouse in central Leelanau County. 10 mins to Lk Mich beach
Waterfront on Lake Leelanau with Dock “5 STARS”! OPEN August 10-17 and Aug 17-24
The White Birch features multiple spots for gathering or quiet private time too

Waterfront on Lake Leelanau with Dock “5 STARS”! OPEN August 10-17 and Aug 17-24

10.0 out of 10, Exceptional, (127)
"This is the second time our group has stayed at this property and we love it. Its perfectly located. It is difficult to find in the dark as there is a large unlit driveway adjacent to a boat launch. GPS takes you to the boat launch. Other than that everything perfect. I would only suggest better wifi connectivity. My group had difficult time connecting. Also the TV could only broadcast internet type TV. Cable or YouTube TV wouldve been awesome. The TV in living room wouldnt allow us to...
Waterfront on Lake Leelanau with Dock “5 STARS”! OPEN August 10-17 and Aug 17-24
Historic home near Leland. Huge porch, fire pit. Pet ok.

Historic home near Leland. Huge porch, fire pit. Pet ok.

9.0 out of 10, Wonderful, (6)
"The only complaints were the inability to lock doors (porch and kitchen entries to house) and the inability to use the pool table due to heavy mildew . wet smell"
Historic home near Leland. Huge porch, fire pit. Pet ok.
Suttons Bay farmhouse-style home. 5 bedrooms. Air conditioning. Pet okay

Suttons Bay farmhouse-style home. 5 bedrooms. Air conditioning. Pet okay

9.2 out of 10, Wonderful, (56)
"Cozy place, no kitchen towels present when we were there and no sheet "
Suttons Bay farmhouse-style home. 5 bedrooms. Air conditioning. Pet okay
M22 & You | Beach | Sauna | AC |
Stunning Waveside Retreat boasts a bright and spacious layout, featuring six bedrooms and three and a half bathrooms, ideal for your perfect family getaway. Enjoy ample space and comfort in this cheerful home.

M22 & You | Beach | Sauna | AC |

10.0 out of 10, Exceptional, (1)
"The house and location were great. We had plenty of room to spread out, but also to enjoy time together. Beach and fire pit were great. Kayaks and paddle board were enjoyed. One negative, the Leelanau peninsula is a big agricultural area and since the crops were ripening, there were a number of fruit flies everywhere. In no way did it ruin the trip, they were just annoying. We will definitely consider visiting again."
The price is SAR 1,084
SAR 3,182 total
includes taxes & fees
28 Jan - 29 Jan
M22 & You | Beach | Sauna | AC |
Charming Horse Farm Country Cottage on Rolling Hills
Mother and Baby in pasture for small barn.

Charming Horse Farm Country Cottage on Rolling Hills

10.0 out of 10, Exceptional, (229)
"Great location, quaint setting & easy access to TC, Leland, Suttons Bay."
Charming Horse Farm Country Cottage on Rolling Hills
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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Other property types in Leelanau Peninsula Wineries

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
at the beach looking south across the deck.

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

10.0 out of 10, Exceptional, (250)
"The location was fantastic. The house and amenities were perfect. "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25
Exterior

Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25

9.6 out of 10, Exceptional, (102)
"Jim is wonderful to work with. Very kind and great communication. House was perfect for our stay. Thank you again and we will be back for sure!"
Center of Leelanau Cty. FALL Weekends Extended Winter Stay, Short Trm Summer '25
After Dune Delight 5BR Home River Kayaks Beaches
Crystal-clear lakeside serenity 🌊🏡

After Dune Delight 5BR Home River Kayaks Beaches

9.8 out of 10, Exceptional, (19)
"We gather our children together for my husband’s birthday each year and travel to a destination up north for a long weekend away. The house is as listed, nestled in a quaint spot in the woods just outside Glen Arbor city limits. Lots of extra touches were inside the home to make our stay more comfortable. There were extra toiletries, coffee, coffee filters, and tea in both kitchens. The house was clean with the exception of some pet hair, and it wasn’t that big of an issue. It did describe the...
After Dune Delight 5BR Home River Kayaks Beaches
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.