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

Leelanau Peninsula Wineries Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Leelanau Peninsula Wineries vacation rentals

A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

1. Studio in Lake Leelanau with outside entrance, king bed, & WiFi

Studio in Lake Leelanau with outside entrance, king bed, & WiFi
Lake Leelanau
9.2 out of 10, Wonderful, (17 reviews)
"The owner was super friendly and welcoming! We enjoyed the location and will definitely recommend! "
United States
Sherry W.
$286 nightly
The price is $301
Oct 2 - Oct 3
Total with taxes and fees
Studio in Lake Leelanau with outside entrance, king bed, & WiFi
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
$502 nightly
The price is $532
Oct 14 - Oct 15
Total with taxes and fees
The Birches
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

3. 🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
Lake Leelanau
9.6 out of 10, Exceptional, (11 reviews)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
$487 nightly
The price is $526
Oct 4 - Oct 5
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
A bedroom with a large bed, two bedside lamps, a window with blinds, and a view of the outside.

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

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
$631 nightly
The price is $669
Oct 15 - Oct 16
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A covered outdoor seating area with a table and chairs, overlooking a beach and the sea.

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

Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Suttons Bay
10.0 out of 10, Exceptional, (304 reviews)
"Everything about our stay was great from location, cleanliness, communication, and beyond!"
United States
Megan G.
$421 nightly
The price is $443
Oct 18 - Oct 19
Total with taxes and fees
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
A two-story house with a balcony, a well-maintained lawn, and a large window.

6. Leelanau condo on golf course close to beaches, wineries, sand dunes, and more

Leelanau condo on golf course close to beaches, wineries, sand dunes, and more
Cedar
10.0 out of 10, Exceptional, (138 reviews)
"Perfect location to relax and unwind. If you enjoy golf and site seeing this is a perfect place to stay! "
United States
James Z.
$365 nightly
The price is $384
Oct 4 - Oct 5
Total with taxes and fees
Leelanau condo on golf course close to beaches, wineries, sand dunes, and more
A sandy beach with footprints leading to the water, a clear sky, and a forested hill in the background.

7. Open for Christmas! Fireplace, Near XC skiing and Wineries, Good for Groups!

Open for Christmas! Fireplace, Near XC skiing and Wineries, Good for Groups!
Leland
9.8 out of 10, Exceptional, (180 reviews)
"Cozy and convenient, perfect place to stay!"
United States
Jill D.
$686 nightly
The price is $686
Oct 19 - Oct 20
Total with taxes and fees
Open for Christmas! Fireplace, Near XC skiing and Wineries, Good for Groups!
A beach with a grassy foreground and a calm sea.

8. OPEN for the Holidays! Near XC, Hiking & Wineries Easy Walk to Town!

OPEN for the Holidays! Near XC, Hiking & Wineries Easy Walk to Town!
Suttons Bay
9.8 out of 10, Exceptional, (156 reviews)
"The house was so cute, comfortable and clean. It was exactly what we needed for a lovely visit to Northern Michigan!"
United States
Richard D.
$680 nightly
The price is $680
Nov 1 - Nov 2
Total with taxes and fees
OPEN for the Holidays! Near XC, Hiking & Wineries Easy Walk to Town!
A two-story house with a covered porch and a small deck.

9. The Leland Blue on M-22

The Leland Blue on M-22
Suttons Bay
10.0 out of 10, Exceptional, (20 reviews)
"Nicely appointed and conveniently located. We enjoyed our stay. Beds were comfortable too, which is hard to come by."
United States
Krystina H.
$341 nightly
The price is $341
Oct 27 - Oct 28
Total with taxes and fees
The Leland Blue on M-22
A deck with outdoor furniture, a view of a lake, and a boat dock.

10. OPEN for Holidays! Gorgeous water views, Gas Fireplace, Wine tasting & Skiing

OPEN for Holidays! Gorgeous water views, Gas Fireplace, Wine tasting & Skiing
Lake Leelanau
10.0 out of 10, Exceptional, (148 reviews)
"Great stay, awesome location! "
United States
Nikki M.
$686 nightly
The price is $686
Oct 5 - Oct 6
Total with taxes and fees
OPEN for Holidays! Gorgeous water views, Gas Fireplace, Wine tasting & Skiing
A stainless steel kitchen counter with a charcuterie board, two glasses of champagne, and a stove in the background.

11. Come cozy up next to the fireplace at our contemporary condo centrally located

Come cozy up next to the fireplace at our contemporary condo centrally located
Cedar
10.0 out of 10, Exceptional, (46 reviews)
"Our stay was very comfortable. The rental was so nice and had everything you would need. One of the best places we have rented. Thank you!"
United States
Kathy M.
$388 nightly
The price is $408
Oct 6 - Oct 7
Total with taxes and fees
Come cozy up next to the fireplace at our contemporary condo centrally located
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with two black chairs.

12. The Birches - Condotel in Lake Leelanau

The Birches - Condotel in Lake Leelanau
3.5 star property
Lake Leelanau
9.6 out of 10, Exceptional, (12 reviews)
"My family and I really enjoyed our stay. The home was clean, and the check in process was smooth."
United States
Jaspal
$480 nightly
The price is $509
Oct 4 - Oct 5
Total with taxes and fees
The Birches - Condotel in Lake Leelanau
A rustic outdoor seating area with Adirondack chairs around a fire pit, a modern building in the background, and a string of lights above.

13. Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • Wineries Sleeps 10 • 3 Bedrooms • 2.5 Bathrooms • Pet-Friendly

Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • Wineries Sleeps 10 • 3 Bedrooms • 2.5 Bathrooms • Pet-Friendly
Cedar
10.0 out of 10, Exceptional, (7 reviews)
"Great place! Very well appointed. Has everything you need. Very clean and bright! Appreciates the coffee and tea."
United States
Patrick M.
$714 nightly
The price is $752
Oct 18 - Oct 19
Total with taxes and fees
Leelanau Day Tripper - Modern Barndominium Retreat | Sauna • Bikes • Beaches • Wineries Sleeps 10 • 3 Bedrooms • 2.5 Bathrooms • Pet-Friendly
A beach with a row of chairs facing the ocean, a clear sky, and a distant shoreline with trees.

14. Chalet By The Bay- a serene waterfront escape

Chalet By The Bay- a serene waterfront escape
Suttons Bay
10.0 out of 10, Exceptional, (2 reviews)
"We had a girls weekend and it was a beautiful place to stay and the location was perfect! The home was so cozy and comfortable. The hosts were readily available and everything you needed was already there. Best VRBO experience I have had to date! Highly recommended."
United States
Amy c.
$709 nightly
The price is $746
Oct 7 - Oct 8
Total with taxes and fees
Chalet By The Bay- a serene waterfront escape
A deck with Adirondack chairs, a round table, and a glass railing overlooking a forested area.

15. Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit

Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit
Suttons Bay
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful home with a perfect amount of space for 9 of us, very clean and very well-maintained. Perfect location between Traverse City and Suttons Bay, near countless wineries, cideries and restaurants. Loved having coffee in the morning on the front deck with a glimpse of the bay through the trees and birds singing, the kids (teens) enjoyed kayaking, and we all enjoyed time around the firepit in the evenings. Excellent home to reconnect with family and nature."
United States
Melissa B.
$916 nightly
The price is $964
Oct 8 - Oct 9
Total with taxes and fees
Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit
A log cabin with a porch, a deck, and a well-maintained garden.

16. Traverse City M-22 Cottage | Hot Tub, Beach Access

Traverse City M-22 Cottage | Hot Tub, Beach Access
Traverse City
10.0 out of 10, Exceptional, (1 review)
"The house was very nice, close to a little public beach across the street. It’s on a really busy road which we didn’t understand but it worked out ok. Kitchen was well appointed. Two nice bathrooms."
United States
Janna J.
$502 nightly
The price is $537
Oct 4 - Oct 5
Total with taxes and fees
Traverse City M-22 Cottage | Hot Tub, Beach Access
A deck with Adirondack chairs, a round table, and a glass railing overlooking a forested area.

17. Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit

Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit
3.0 star property
Suttons Bay
$897 nightly
The price is $951
Oct 8 - Oct 9
Total with taxes and fees
Suttons Bay Lk House, Kayaking, Hot Tub, Fire Pit
A spacious living room with a sofa, chairs, a coffee table, and large windows offering a view of trees.

18. Up North Chalet | Ac | Bbq | Bikes

Up North Chalet | Ac | Bbq | Bikes
Cedar
9.4 out of 10, Exceptional, (13 reviews)
"A lovely place to stay!"
United States
Laura V.
$487 nightly
The price is $497
Oct 2 - Oct 3
Total with taxes and fees
Up North Chalet | Ac | Bbq | Bikes
A spacious living room with a view of the sea, a fireplace, and modern furniture.

19. LakeHaus Vibes + Hot Tub

LakeHaus Vibes + Hot Tub
Traverse City
9.4 out of 10, Exceptional, (13 reviews)
"Overall great stay! House was lovely and everything was as described."
United States
Guy
$1,065 nightly
The price is $1,167
Oct 12 - Oct 13
Total with taxes and fees
LakeHaus Vibes + Hot Tub
A wooden cabin with a dining table set for four, large windows overlooking a lake, and a wooden deck.

20. Omena Point Paradise | Waterfront | Sunrise |

Omena Point Paradise | Waterfront | Sunrise |
Omena
9.2 out of 10, Wonderful, (15 reviews)
"Great place in a beautiful location!"
United States
Erik S.
$481 nightly
The price is $493
Oct 7 - Oct 8
Total with taxes and fees
Omena Point Paradise | Waterfront | Sunrise |
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

Lake Leelanau Chalet

Lake Leelanau Chalet

10/10 Excellent
"Great spot! Beautiful views and very spacious inside."
Steve F. 2-night trip
Posted 4 hours ago
Lake Leelanau Chalet

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries vacation rentals

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Leelanau Peninsula Wineries vacation rentals: An excellent choice for every season

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Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $301 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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