Holiday Homes in Leland

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Featured Holiday Homes in Leland and around

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

10.0 out of 10, Exceptional, (249)
"Enjoyed our stay. Nice and quiet in the winter vs. summer I’m sure. But that’s exactly what we were looking for. Thanks, Aaron. Cheers! Rich & Victoria"
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

Kayaks! PONTOON BOAT! gameroom! FLOATING AQUA-PLAY-MAT! Pool table.

9.8 out of 10, Exceptional, (86)
"Great location to Traverse City and Lake Ann. Photos /description are accurate. "
Kayaks! PONTOON BOAT! gameroom! FLOATING AQUA-PLAY-MAT! Pool table.

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

Dog-friendly cottage with fenced yard, firepit, W/D, & WiFi - walkable location

9.2 out of 10, Wonderful, (27)
"A cozy cottage with all the essential amenities. It felt very “Empire” in ambiance. Conveniently located close to all the best of the Natl. Lakeshore"
Dog-friendly cottage with fenced yard, firepit, W/D, & WiFi - walkable location

Cedar Creek Cottage - Idyllic Setting and Dog Friendly!

9.8 out of 10, Exceptional, (37)
"So close to Gallagher farms and the wedding we attended that this cute house also let us explore the Lelanau bike path and down town traverse city. Natural creek in the back yard was perfect to recover from a long run. The house is cute and perfect for our small family with a small doggie. The location was phenomenal and the management was w to our random concerns."
Cedar Creek Cottage - Idyllic Setting and Dog Friendly!

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

Gorgeous North Lake Leelanau frontage.

9.8 out of 10, Exceptional, (44)
"Really enjoyed the large deck and firepit area. Ample seating in both places and eating breakfast and having coffee on the deck was fantastic! Wonderful views of the lake!"
Gorgeous North Lake Leelanau frontage.

Traverse City Elmwood Ranch - Dog Friendly!

10.0 out of 10, Exceptional, (3)
"The home is beautiful. We loved everything about it. The kitchen has top of the line appliances with an amazing view of the water and everything you need to cook meals. The bathroom is the basement is so elegant. We slept comfortably in the beds. We were appreciative of being able to park in the garage which is immaculate. Our puppy enjoyed the backyard and we were so happy to have her with us. I gave a 4 on location only because it is a very busy road but that would not prevent us from staying...
Traverse City Elmwood Ranch - Dog Friendly!

Sunset Paradise on Lake Michigan

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful house, great amenities, very nice renovation, responsive posts, great views "
Sunset Paradise on Lake Michigan

Spacious lakefront home with a fireplace, central AC, washer/dryer, grill

9.6 out of 10, Exceptional, (38)
"Relaxing"
Spacious lakefront home with a fireplace, central AC, washer/dryer, grill

Beautiful House | Walk Everywhere | AC| Fire Pit |

9.0 out of 10, Wonderful, (31)
"Great time with family. "
The price is €547
includes taxes & fees
19 Jan - 20 Jan
Beautiful House | Walk Everywhere | AC| Fire Pit |

Charming Downtown Victorian: Studio

9.4 out of 10, Exceptional, (17)
"A nice place for two. Although the room was directly across from the hospital, traffic and ambulance sirens wer not an issue. A nice pied-à-terre in TC"
The price is €168
includes taxes & fees
18 Feb - 19 Feb
Charming Downtown Victorian: Studio

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

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

Maple City Farmhouse Idyllic Setting Near Town

10.0 out of 10, Exceptional, (25)
"We loved the house! It’s extremely well-equipped, comfortable, and clean. It’s also plenty large enough for people to be able to have their own space. We loved how well-stocked the kitchen was and really enjoyed the front porch. And it’s within easy reach of many appealing places to visit—dunes, beaches, climbs, and towns. We would happily return!"
Maple City Farmhouse Idyllic Setting Near Town

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.

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.

Vineyard Haven | AC | Jacuzzi | Sauna | Private | En Suite |

9.2 out of 10, Wonderful, (7)
"Great for a group to get away! Plenty of sleeping space and bathrooms! The home is very well maintained! "
The price is €667
includes taxes & fees
27 Jan - 28 Jan
Vineyard Haven | AC | Jacuzzi | Sauna | Private | En Suite |

Long Lake Waterfront Cottage

10.0 out of 10, Exceptional, (67)
"We enjoyed our stay very much. Cabin is in a natural setting - beautiful! Listening and sitting by the lake was joyful. We will be back!"
Long Lake Waterfront Cottage

Quiet and charming, views of historic Leelanau county, close to beaches

10.0 out of 10, Exceptional, (81)
"Once again this cabin in the woods did not disappoint. Everything is well maintained and perfect for a serene and fun stay. We absolutely love it here. Thanks for allowing us to stay in your little slice of paradise! PM"
Quiet and charming, views of historic Leelanau county, close to 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.
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Other property types in Leland

Walk to everything from this 1 Bedroom Beach House

9.8 out of 10, Exceptional, (29)
"We had a great stay at this beach house. The location was fantastic, with quick access to the beach and all the amenities in Leland. "
Walk to everything from this 1 Bedroom Beach House

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

10.0 out of 10, Exceptional, (249)
"Enjoyed our stay. Nice and quiet in the winter vs. summer I’m sure. But that’s exactly what we were looking for. Thanks, Aaron. Cheers! Rich & Victoria"
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!

NEW Slabtown Suites on Front Street Unit 204

10.0 out of 10, Exceptional, (87)
"The property was very well kept and the location was perfect. Cozy and had all of the amenities we needed. Host was prompt to respond and great to work with!"
The price is €307
includes taxes & fees
23 Jan - 24 Jan
NEW Slabtown Suites on Front Street Unit 204
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.