Search Cottages in Leelanau Peninsula Wineries

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Leelanau Peninsula Wineries

The Little Green Cottage in the Woods
Dining

The Little Green Cottage in the Woods

10.0 out of 10, Exceptional, (33)
"Wonderful location and a beautiful home! Will definitely go back! "
The Little Green Cottage in the Woods
A Leland Favorite! Walk to Beach & Town. Sleeps 10. OPEN AUG 24-31
Exterior

A Leland Favorite! Walk to Beach & Town. Sleeps 10. OPEN AUG 24-31

9.8 out of 10, Exceptional, (159)
"Beautiful place, clean, walking distance to Leland."
A Leland Favorite! Walk to Beach & Town. Sleeps 10. OPEN AUG 24-31
Right on the Lake Michigan - walk to town and across from TART trail
Outdoor dining

Right on the Lake Michigan - walk to town and across from TART trail

10.0 out of 10, Exceptional, (14)
"Beautiful house with great amenities, great location and communicative hosts."
Right on the Lake Michigan - walk to town and across from TART trail
In the narrows on Lake Leelanau, pet friendly, sleeps 8, and a dock!
Dining

In the narrows on Lake Leelanau, pet friendly, sleeps 8, and a dock!

8.6 out of 10, Excellent, (9)
"We were looking for a dog friendly rustic place that was peaceful, private, and affordable. This place was just as advertised and the location is perfect!"
In the narrows on Lake Leelanau, pet friendly, sleeps 8, and a dock!
Michele’s Landing, Charming cottage in amazing Lake Leelanau, on narrows w/ dock
Private kitchen

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

8.0 out of 10, Very Good, (1)
"It was rainy so we didn’t go out. Only stayed one night"
Michele’s Landing, Charming cottage in amazing Lake Leelanau, on narrows w/ dock
Waterfront Suttons Bay Cottage w/ Fire Pit!
Fridge, microwave, stovetop, dishwasher

Waterfront Suttons Bay Cottage w/ Fire Pit!

10.0 out of 10, Exceptional, (19)
"A great area to be centrally located in the middle of many activities."
Waterfront Suttons Bay Cottage w/ Fire Pit!
Manor Green: Cedar Home w/ Fire Pit, 3 Mi to Lake!
Cookware/dishes/utensils

Manor Green: Cedar Home w/ Fire Pit, 3 Mi to Lake!

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great time in this lovely and well equipped house at this wonderful location."
Manor Green: Cedar Home w/ Fire Pit, 3 Mi to Lake!
New Listing! Leelanau Cottage near Good Harbor Beach
Exterior

New Listing! Leelanau Cottage near Good Harbor Beach

9.4 out of 10, Exceptional, (26)
"Great location, beautiful place!"
New Listing! Leelanau Cottage near Good Harbor Beach
Suttons Bay Abode w/ Fire Pit, Near Ski Resorts!
Fridge, microwave, stovetop, dishwasher

Suttons Bay Abode w/ Fire Pit, Near Ski Resorts!

9.6 out of 10, Exceptional, (9)
"This property is off a main road, but not a much traffic. Great launching point for all points on the peninsula! Very responsive hosts!"
Suttons Bay Abode w/ Fire Pit, Near Ski Resorts!
Suttons Bay-Fire Pit, walk to town/beach, brewery, dining
Terrace/patio

Suttons Bay-Fire Pit, walk to town/beach, brewery, dining

9.8 out of 10, Exceptional, (87)
"Great location! Very clean, we loved our stay here and look forward to coming back! "
Suttons Bay-Fire Pit, walk to town/beach, brewery, dining
MI Happy Place Cottage
Smart TV, fireplace, books

MI Happy Place Cottage

10.0 out of 10, Exceptional, (22)
"My sister and I stayed here for the second time and loved it just as much as the first time. The setting is so quiet and peaceful, the house is clean and just like the photos show. We were a short drive from shopping and wineries. We love coming here!"
MI Happy Place Cottage
Secluded Bayfront Cottage with Stunning views
Interior

Secluded Bayfront Cottage with Stunning views

10.0 out of 10, Exceptional, (14)
"My husband and I had a wonderful stay at the cottage. The view was indeed spectacular and we enjoyed watching the sunrise over the lake. The cottage had the amenities we were looking for and we especially enjoyed using the fire pit. We had a couple of minor issues but the owners were very responsive. We would definitely consider staying at the cottage again."
Secluded Bayfront Cottage with Stunning views
BOOKING NOW FOR SUMMER 2025 This charming lake home is being renovated 2025
View from property

BOOKING NOW FOR SUMMER 2025 This charming lake home is being renovated 2025

9.4 out of 10, Exceptional, (45)
"Perfect location and accommodations"
BOOKING NOW FOR SUMMER 2025 This charming lake home is being renovated 2025
Cedar Cottage, Private Beach on Lake Leelanau
Terrace/patio

Cedar Cottage, Private Beach on Lake Leelanau

9.8 out of 10, Exceptional, (15)
"This was just a great place! Extremely clean, very well equipped, beautiful setting on a clear water lake, quiet and peaceful!"
Cedar Cottage, Private Beach on Lake Leelanau
Lake front cottage on N. Lake Leelanau NEWLY available and near Leland, dunes
Interior

Lake front cottage on N. Lake Leelanau NEWLY available and near Leland, dunes

Lake front cottage on N. Lake Leelanau NEWLY available and near Leland, dunes
Historic Fishtown Shanty-Renovated and Remodeled
Outdoor dining

Historic Fishtown Shanty-Renovated and Remodeled

10.0 out of 10, Exceptional, (34)
"This was the perfect place to stay in Leland!"
Historic Fishtown Shanty-Renovated and Remodeled
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
Exterior

Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay

10.0 out of 10, Exceptional, (117)
"Perfect spot to access Northport, Leland, and Sutton’s Bay in the fall. "
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
The Irwin Cottage on Little Traverse Lake, Sandy beach, kayak
Smart TV, fireplace, books, stereo

The Irwin Cottage on Little Traverse Lake, Sandy beach, kayak

3.0 star property
9.8 out of 10, Exceptional, (24)
"Clean, quiet, and right on the lake. Excellent communication from the host and a beautiful home for our family of 5 to enjoy. Perfect location to enjoy all things northern MI!"
The Irwin Cottage on Little Traverse Lake, Sandy beach, kayak
North Lake Leelanau carriage/cottage. Sandy beach front on North Lake Leelanau.
Terrace/patio

North Lake Leelanau carriage/cottage. Sandy beach front on North Lake Leelanau.

10.0 out of 10, Exceptional, (30)
"Our stay was great very beautiful home and lots to do within a short drive ❤️"
North Lake Leelanau carriage/cottage. Sandy beach front on North Lake Leelanau.
June 2025 open, stunning, cozy, sunset waterfront on N Lake Leelanau.
Property grounds

June 2025 open, stunning, cozy, sunset waterfront on N Lake Leelanau.

10.0 out of 10, Exceptional, (22)
"This is a great place! We loved every minute of our time here and hope to book again on our next trip up north. It's located so close to everything fun: wineries, cideries, breweries, kayaking, hiking, biking, etc! "
June 2025 open, stunning, cozy, sunset waterfront on N Lake Leelanau.
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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Frequently asked questions

How much do cottages in Leelanau Peninsula Wineries cost?
Cottages in Leelanau Peninsula Wineries range between and per night. These stays offer a chance to get in touch with nature --- at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Leelanau Peninsula Wineries?
Leelanau Peninsula Wineries has 82 cottages to choose from. Enter your destination, select your travel dates and start organizing your next getaway today.
Why book your cottage in Leelanau Peninsula Wineries with Expedia?
We think that vacations should be hassle-free, so if you're on the lookout for cottages in Leelanau Peninsula Wineries at a great price, Expedia has got your back. Save cash and go for a cheap option far away from the downtown buzz, or splurge on a luxury cottage to pamper your favorite people.