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Compare 305 Vacation Homes in Leelanau Peninsula Wineries with updated reviews, rates, and availability.

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

9.4 out of 10, Exceptional, (95)
"Great little cabin with everything we needed! Loved the beach access and being able to bring our dogs."
Charming cottage with shared beachfront on Grand Traverse Bay near Northport.

Quaint waterfront home with beach, dock, sweeping views, fast WiFi & W/D

8.4 out of 10, Very Good, (11)
"My family enjoyed our long weekend here! Comfortable, roomy, perfect location!"
Quaint waterfront home with beach, dock, sweeping views, fast WiFi & W/D

Spectacular Lake Views and Private Waterfront

9.8 out of 10, Exceptional, (69)
"We really enjoyed our stay here. The house is well maintained and has everything you need. The location was great and near Traverse City which we wanted. The back deck views are amazing and the best part of each morning as we watched the sunrise."
Spectacular Lake Views and Private Waterfront

West Bay Waterfront, Hot Tub, Swimming, Expansive Deck at All Decked Out!

10.0 out of 10, Exceptional, (13)
"Excellent - Thanks..."
West Bay Waterfront, Hot Tub, Swimming, Expansive Deck at All Decked Out!

Modernized historic home in downtown Suttons Bay

9.8 out of 10, Exceptional, (58)
"Really enjoyed our stay at this place. The front porch is a wonderful place to hang out and relax during our visit. "
Modernized historic home in downtown Suttons Bay

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

10.0 out of 10, Exceptional, (258)
"The location was fantastic. The house and amenities were perfect. "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Whispering Hills Hideaway

Whispering Hills Hideaway

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

9.6 out of 10, Exceptional, (19)
"The house was beautiful, spacious and comfortable. Great location as well. Would definitely stay here again!"
Sandy Beach on West Grand Traverse Bay, Dog ok. Fire pit, 3 kayaks. AC

On Lake Michigan, close to Fishtown, Sand Dunes, Bike trials, Casino, Wineries

10.0 out of 10, Exceptional, (38)
"Property location is great, wineries, Leelanau, Glen Arbor, beaches, hikes, restaurants within easy driving but still remote enough to be peaceful and serene. Everyone involved with the house was fantastic, we will be back"
On Lake Michigan, close to Fishtown, Sand Dunes, Bike trials, Casino, Wineries

Camp Birch: Waterfront Home on Lake Leelanau

10.0 out of 10, Exceptional, (1)
"The views of the lake and the fall color were picture perfect. After kayaking at sunrise, the outdoor shower was a perfect mix of luxury and practicality. The location made it easy to access local attractions including Traverse City, Leland, Sleeping Bear Dunes and any number of nearby orchards and vineyards."
Camp Birch: Waterfront Home on Lake Leelanau

B-lazy at the Lake House

10.0 out of 10, Exceptional, (34)
"Had a great relaxing week on the lake. Property is great and neighbors on both sides are fantastic. This was our second trip to this property and have already booked for next year. "
B-lazy at the Lake House

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

9.6 out of 10, Exceptional, (44)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Clean, spacious cabin with any amenities you’d need, plus a large yard, dock and shallow swimming area for the kids to enjoy!"
Cozy waterfront sunset cottage on Lake Leelanau. Air, Near Leland.

Aug 20-31, 2025 Now Available~FALL COLOR-WINE TOURS~Book Your Getaway Today! 😄

10.0 out of 10, Exceptional, (204)
"House and it's location are perfect. Enjoyed the wood stove and puzzles while watching the show. Great host. "
Aug 20-31, 2025 Now Available~FALL COLOR-WINE TOURS~Book Your Getaway Today! 😄

5 bedrm 5.5 ba home-wooded setting-Lake Leelanau-Air-Pet ok-Hot Tub

10.0 out of 10, Exceptional, (44)
"This was our 4th time staying at this house. We love it. It's clean, each couple has their own bathroom, the kitchen is well equipped, all 10 of us fit at the dining room table. We enjoyed the hot tub."
5 bedrm 5.5 ba home-wooded setting-Lake Leelanau-Air-Pet ok-Hot Tub

Three bedroom cabin on Lake Leelanau. Faces west with amazing sunsets.

8.6 out of 10, Excellent, (30)
"The owner had allowed the cabin to be double booked. We arrived at the cabin after a 4 1/2 hour drive to find that there were already people staying in the cabin. Visit Up North Vacation Rentals saved the day! 5 stars for Visit Up North!"
Three bedroom cabin on Lake Leelanau. Faces west with amazing sunsets.

Charming Omena house. Close to beach, Suttons Bay, Northport. Fire pit. A/C.

9.6 out of 10, Exceptional, (19)
"Great location and beautiful property."
Charming Omena house. Close to beach, Suttons Bay, Northport. Fire pit. A/C.

Suttons Bay Home w/ Fire Pit & Water Views!

9.2 out of 10, Wonderful, (5)
"This house was perfect for our group of 4 adults. Well appointed kitchen, two sitting areas, and a nice dining area. Outside sitting area was nice as well. The location was extremely convenient. We would definitely stay here again."
Suttons Bay Home w/ Fire Pit & Water Views!

Dog-friendly secluded home near Suttons Bay with water views, firepit, fireplace

9.4 out of 10, Exceptional, (8)
"Great property; great views. The house was well-equipped with everything you’d need. Close to all of the wineries. "
Dog-friendly secluded home near Suttons Bay with water views, firepit, fireplace

Waterfront Home with Cottage Charm

9.8 out of 10, Exceptional, (43)
"We loved our stay! We enjoyed the house, the bay, the area… ALL so nice! Very cool location close to so much… and right on the water! Loved swimming, kayaking and floating! Highly recommend this cozy home!! "
Waterfront Home with Cottage Charm

6-bedroom estate in welcoming Traverse City with fitness room, WiFi, AC

6-bedroom estate in welcoming Traverse City with fitness room, WiFi, AC
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

Bayfront condo with lake & bay views, deck, 2 fireplaces, private washer/dryer

9.2 out of 10, Wonderful, (22)
"Great views. Very nice accommodations. "
Bayfront condo with lake & bay views, deck, 2 fireplaces, private washer/dryer

After Dune Delight 5BR Home River Kayaks Beaches

9.8 out of 10, Exceptional, (21)
"Great location fun for family"
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, (258)
"The location was fantastic. The house and amenities were perfect. "
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In 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.