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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Leelanau Peninsula Wineries vacation rentals

A covered outdoor seating area with a table and chairs, overlooking a beach and the sea.

1. 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, (306 reviews)
"Excellent stay with the family! We love this property and will continue coming back."
United States
Chris A.
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.

2. Modern Studio on Sugarloaf Golf Course- Near Good Harbor Beach & Wineries

Modern Studio on Sugarloaf Golf Course- Near Good Harbor Beach & Wineries
Cedar
10.0 out of 10, Exceptional, (138 reviews)
"This condo was beautiful, very clean and all the personal touches were amazing! Jacqueline was a great host and very easy to communicate with… we will definitely stay here again hopefully sooner than later "
United States
Anonymous traveler
$342 nightly
The price is $360
Oct 14 - Oct 15
Total with taxes and fees
Modern Studio on Sugarloaf Golf Course- Near Good Harbor Beach & Wineries
A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

3. 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, (18 reviews)
"Very relaxing and more than adequate place for a couple nights. Great area for biking and enjoying the peninsula"
United States
Sally L.
$286 nightly
The price is $301
Oct 14 - Oct 15
Total with taxes and fees
Studio in Lake Leelanau with outside entrance, king bed, & WiFi
A log cabin with a porch, a deck, and a well-maintained garden.

4. 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 18 - Oct 19
Total with taxes and fees
Traverse City M-22 Cottage | Hot Tub, Beach Access
A living room with a large window, a brown leather sofa, a grey couch, and a flat-screen TV.

5. The M22 House - Panoramic Views of West Bay!

The M22 House - Panoramic Views of West Bay!
Traverse City
9.6 out of 10, Exceptional, (7 reviews)
"The home was absolutely perfect, very clean, very convenient & very spacious. Would recommend at any time!"
United States
Anne B.
$550 nightly
The price is $562
Oct 25 - Oct 26
Total with taxes and fees
The M22 House - Panoramic Views of West Bay!
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with two black chairs.

6. 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
$471 nightly
The price is $499
Oct 14 - Oct 15
Total with taxes and fees
The Birches - Condotel in Lake Leelanau
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

7. 🌲 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, (12 reviews)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
$478 nightly
The price is $517
Oct 14 - Oct 15
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
A sandy beach with footprints leading to the water, a clear sky, and a forested hill in the background.

8. 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, (181 reviews)
"Cozy and convenient, perfect place to stay!"
United States
Jill D.
$652 nightly
The price is $652
Oct 19 - Oct 20
Total with taxes and fees
Open for Christmas! Fireplace, Near XC skiing and Wineries, Good for Groups!
A deck with outdoor furniture, a view of a lake, and a boat dock.

9. 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, (149 reviews)
"Great stay, awesome location! "
United States
Nikki M.
$686 nightly
The price is $686
Oct 14 - Oct 15
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.

10. Fully Contemporary Condo on Sugarloaf Golf Course-Near Good Harbor Beach

Fully Contemporary Condo on Sugarloaf Golf Course-Near Good Harbor Beach
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.
$399 nightly
The price is $420
Nov 12 - Nov 13
Total with taxes and fees
Fully Contemporary Condo on Sugarloaf Golf Course-Near Good Harbor Beach
A modern kitchen with dark cabinetry, stainless steel appliances, a large window, and two bar stools.

11. The Birches

The Birches
2.0 star property
Lake Leelanau
$483 nightly
The price is $512
Oct 19 - Oct 20
Total with taxes and fees
The Birches
A beach with a grassy foreground and a calm sea.

12. 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.

13. The Leland Blue on M-22

The Leland Blue on M-22
Suttons Bay
10.0 out of 10, Exceptional, (21 reviews)
"Nicely appointed and conveniently located. We enjoyed our stay. Beds were comfortable too, which is hard to come by."
United States
Krystina H.
$343 nightly
The price is $343
Oct 27 - Oct 28
Total with taxes and fees
The Leland Blue on M-22
A bedroom with a large bed, two bedside lamps, a window with blinds, and a view of the outside.

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

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
$601 nightly
The price is $637
Oct 18 - Oct 19
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A rustic outdoor seating area with Adirondack chairs around a fire pit, a modern building in the background, and a string of lights above.

15. 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 14 - Oct 15
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 spacious living room with a view of the sea, a fireplace, and modern furniture.

16. LakeHaus Vibes + Hot Tub

LakeHaus Vibes + Hot Tub
Traverse City
9.0 out of 10, Wonderful, (15 reviews)
"Overall great stay! House was lovely and everything was as described."
United States
Guy
$947 nightly
The price is $1,039
Oct 19 - Oct 20
Total with taxes and fees
LakeHaus Vibes + Hot Tub
A beach with a row of chairs facing the ocean, a clear sky, and a distant shoreline with trees.

17. Chalet By The Bay- a serene waterfront escape

Chalet By The Bay- a serene waterfront escape
Suttons Bay
10.0 out of 10, Exceptional, (3 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.
$662 nightly
The price is $697
Oct 19 - Oct 20
Total with taxes and fees
Chalet By The Bay- a serene waterfront escape
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

18. 🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5
Lake Leelanau
10.0 out of 10, Exceptional, (4 reviews)
"Very cozy, it was perfect for our quick getaway up north."
United States
Daniel D.
$478 nightly
The price is $517
Oct 14 - Oct 15
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U5
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

19. 🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1
Lake Leelanau
9.8 out of 10, Exceptional, (6 reviews)
"The property was wonderful. It was all brand new, super clean and a great location! I would highly recommended. "
United States
Jackie N.
$478 nightly
The price is $517
Oct 14 - Oct 15
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U1
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

20. 🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
Lake Leelanau
9.6 out of 10, Exceptional, (10 reviews)
"Nice place, friendly and communicative owner, and of course a beautiful location. "
United States
David R.
$478 nightly
The price is $517
Oct 14 - Oct 15
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
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

Leelanau Sands Casino & Lodge

Leelanau Sands Casino & Lodge

10/10 Excellent
"The Room was nice the bed was like new. You could go to sleep as if you were in your own bed. Total comfort"
Glenn 2-night trip
Posted 14 hours ago
Leelanau Sands Casino & Lodge

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leelanau Peninsula Wineries vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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

Whenever you want to travel, a warm welcome awaits you in Leelanau Peninsula Wineries. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Leelanau Peninsula Wineries in high season.

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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