A vineyard with rows of grapevines supported by wooden stakes and netting.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Leelanau Peninsula Wineries holiday rentals

A modern kitchen with dark cabinets, stainless steel appliances, and a central island with two black chairs.

1. The Birches - Condotel in Lake Leelanau

The Birches - Condotel in Lake Leelanau
3.5 star property
Lake Leelanau
9.6 out of 10, 12, (12 reviews)
"My family and I really enjoyed our stay. The home was clean, and the check in process was smooth."
United States
Jaspal
The price is 6.883.375 ₫
13.216.080 ₫ total
includes taxes & fees
15 Oct - 16 Oct
The Birches - Condotel in Lake Leelanau
A modern kitchen with dark cabinetry, stainless steel appliances, a large window, and two bar stools.

2. The Birches

The Birches
2.0 star property
Lake Leelanau
The price is 11.022.480 ₫
17.178.869 ₫ total
includes taxes & fees
20 Sept - 21 Sept
The Birches
A bedroom with a large bed, two bedside lamps, a window with blinds, and a view of the outside.

3. 🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
The price is 15.033.600 ₫
21.431.260 ₫ total
includes taxes & fees
21 Sept - 22 Sept
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A deck with Adirondack chairs, a round table, and a glass railing overlooking a forested area.

4. Wineries, Kayaking, Hot Tub, Fire Pit on the Lake

Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
3.0 star property
Suttons Bay
The price is 15.474.240 ₫
25.645.507 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
A modern living room with a sofa, a coffee table, and a TV on a wooden stand.

5. Boardwalk Suites & Residences By Kasa

Boardwalk Suites & Residences By Kasa
2.0 star property
Downtown Traverse City
8.8 out of 10, 184, (184 reviews)
"Clean room and easy check in!"
United States
Lauren
The price is 2.467.625 ₫
3.315.709 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Boardwalk Suites & Residences By Kasa

6. Pinestead Reef Resort

Pinestead Reef Resort
4.0 star property
Traverse City
8.8 out of 10, 634, (634 reviews)
"Very clean, spacious, great beach view, friendly staff, pool/hot tub was nice"
United States
Sherry
The price is 3.242.592 ₫
3.599.510 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Pinestead Reef Resort
A dining area with a view of the sea, a sofa, and a TV displaying the Netflix logo.

7. 539 Bay Street Traverse City - Luxury Downtown Residences

539 Bay Street Traverse City - Luxury Downtown Residences
4.0 star property
Slabtown
9.6 out of 10, 61, (61 reviews)
"Great location, walkable to downtown, and the beach across the street. Check-in and Check-out were both easy and quick. Experience like a hotel, but much better priced. Property is beautiful, clean, modern, and we will be back."
United States
Chris
The price is 5.287.680 ₫
10.904.285 ₫ total
includes taxes & fees
21 Sept - 22 Sept
539 Bay Street Traverse City - Luxury Downtown Residences
A spacious living room with a sofa, coffee table, and chairs. There are large windows with curtains, a patterned rug, and artwork on the walls.

8. Front Street Retreat! Cozy Traverse City Condo

Front Street Retreat! Cozy Traverse City Condo
3.5 star property
Oak Park
The price is 4.069.440 ₫
9.523.267 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Front Street Retreat! Cozy Traverse City Condo
A bedroom with a large bed, a nightstand, a chair, and a window.

9. Mahaney Suite BW Boutique Hotel

Mahaney Suite BW Boutique Hotel
2.0 star property
Central Lake
10.0 out of 10, 3, (3 reviews)
"Great vibe. Comfortable unique rooms. Great communication from the hosts."
United States
Jon
The price is 2.871.434 ₫
4.016.342 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Mahaney Suite BW Boutique Hotel
A round table with four black wire mesh chairs, surrounded by grass and trees, with a house in the background.

10. The Flat by Wanderlust Abodes

The Flat by Wanderlust Abodes
3.5 star property
Central Lake
9.2 out of 10, 7, (7 reviews)
"We enjoyed the stay at The Flat very much. Will gladly come again."
United States
Waclaw
The price is 2.617.920 ₫
4.459.796 ₫ total
includes taxes & fees
15 Oct - 16 Oct
The Flat by Wanderlust Abodes
A modern living room with a leather sofa, a round coffee table, and a large window offering a view of trees and a building.

11. The Kroger Lofts

The Kroger Lofts
2.0 star property
Charlevoix
10.0 out of 10, 2, (2 reviews)
"Loved the location downtown and just a few minutes to the beach’"
United States
Robert
The price is 3.380.040 ₫
16.416.357 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The Kroger Lofts
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

12. The Loop Downtown By Kasa

The Loop Downtown By Kasa
4.0 star property
Downtown Traverse City
9.0 out of 10, 37, (37 reviews)
"Very convenient location. Walking distance to everything. Place was clean!"
United States
Roy
The price is 2.462.400 ₫
3.884.112 ₫ total
includes taxes & fees
17 Sept - 18 Sept
The Loop Downtown By Kasa
A wooden boardwalk leading to a sandy beach with benches and a railing overlooking the sea.

13. The Shores Lake View Condo Unit 5681

The Shores Lake View Condo Unit 5681
2.5 star property
Williamsburg
9.6 out of 10, 8, (8 reviews)
"Spend my Birthday there and I will definitely go back there, so clean and peaceful."
United States
Diamond
The price is 3.509.708 ₫
7.779.888 ₫ total
includes taxes & fees
16 Sept - 17 Sept
The Shores Lake View Condo Unit 5681
A modern kitchen with white cabinets, stainless steel appliances, a glass-top table with bar stools, and wooden flooring.

14. Traverse City Condo: Half Mi to Front Street!

Traverse City Condo: Half Mi to Front Street!
3.0 star property
Downtown Traverse City
7.0 out of 10, 2, (2 reviews)
"Thanks so much! Was a great place,"
United States
Joseph
The price is 3.265.920 ₫
6.822.922 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Traverse City Condo: Half Mi to Front Street!
A bedroom with a large bed, a ceiling fan, wooden flooring, and large windows.

15. Amelia Room BW Boutique Hotel

Amelia Room BW Boutique Hotel
2.0 star property
Central Lake
8.6 out of 10, 4, (4 reviews)
"Very nice place to stay. The little town was fun and we had an enjoyable stay!"
United States
Karen
The price is 2.392.759 ₫
3.508.947 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Amelia Room BW Boutique Hotel
A stone-arched outdoor seating area with wicker furniture and a round table, overlooking a scenic view of the sea.

16. Lakeview Golf Retreat 1BDR Condo 5057

Lakeview Golf Retreat 1BDR Condo 5057
3.0 star property
Williamsburg
10.0 out of 10, 4, (4 reviews)
"Beautiful property "
United States
Erica
Lakeview Golf Retreat 1BDR Condo 5057
A modern kitchen with a stainless steel refrigerator, a round dining table with bar stools, and a decorative vase with flowers.

17. 3 Mi to Lake Michigan: The Country Cottage

3 Mi to Lake Michigan: The Country Cottage
3.0 star property
Central Lake
10.0 out of 10, 3, (3 reviews)
"amazing place"
United States
Kristin
The price is 4.380.480 ₫
7.331.990 ₫ total
includes taxes & fees
23 Sept - 24 Sept
3 Mi to Lake Michigan: The Country Cottage
A bedroom with a large bed, a ceiling fan, a window with curtains, and a radiator.

18. Charlie Room BW Boutique Hotel

Charlie Room BW Boutique Hotel
2.0 star property
Central Lake
8.8 out of 10, 3, (3 reviews)
"We loved staying in the Charlie Room. It was quiet and comfortable. We could walk right into Central Lake and eat or we could drive a little and walk neighboring towns. It was a wonderful stay!"
United States
Tonya
The price is 2.602.270 ₫
3.731.029 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Charlie Room BW Boutique Hotel
A stone-arched outdoor seating area with wicker furniture and a round table, overlooking a scenic view of the sea.

19. The Shores Lakeside Condo Unit 5680

The Shores Lakeside Condo Unit 5680
2.5 star property
Williamsburg
9.6 out of 10, 7, (7 reviews)
"Great property to stay at! My 2 kids loved it as well so beautiful 😍 "
United States
Jennifer
The price is 3.089.384 ₫
8.090.929 ₫ total
includes taxes & fees
16 Sept - 17 Sept
The Shores Lakeside Condo Unit 5680
A modern living room with a sofa, armchair, coffee table, and a TV mounted on the wall.

20. Walk to Front St! Traverse City Condo Near Skiing

Walk to Front St! Traverse City Condo Near Skiing
4.0 star property
Oak Park
6.0 out of 10, 2, (2 reviews)
"We stayed in this unit June 23-25 (2 nights). Overall we were happy with the unit and the area. The only problem we discovered came a few days after we left. One of our party of 4 discovered several small bites on her legs that got progressively worse over a couple of days, leading her to go to urgent care. The doctor diagnosed them as bed bug bites. She was in the bedroom with the queen bed. The sheets on the bed were dark gray so any evidence of bed bugs would have been difficult to see,...
United States
David
The price is 4.717.440 ₫
9.706.003 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Walk to Front St! Traverse City Condo Near Skiing
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

Whaleback Inn

Whaleback Inn

10/10 Excellent
"Beautiful spot in Leland. Highly recommend"
Chris 2-night trip
Posted 2 hours ago
Whaleback Inn