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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Leelanau Peninsula Wineries vacation 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, Exceptional, (13 reviews)
"Great place. Easy access to northern Michigan Sights. Decorated very nicely and everything was set up in order to enjoy our Girls weekend! Everyone loved it. Thank you for sharing your space with us."
United States
Leslie
$484 nightly
The price is $513
Oct 30 - Oct 31
Total with taxes and fees
The Birches - Condotel in Lake Leelanau
A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

2. 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, (19 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 30 - Oct 31
Total with taxes and fees
Studio in Lake Leelanau with outside entrance, king bed, & WiFi
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, (12 reviews)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
$513 nightly
The price is $555
Oct 30 - Oct 31
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
A modern kitchen with dark cabinetry, stainless steel appliances, a large window, and two bar stools.

4. The Birches

The Birches
2.0 star property
Lake Leelanau
$538 nightly
The price is $571
Nov 2 - Nov 3
Total with taxes and fees
The Birches
A two-story house with a balcony, a well-maintained lawn, and a large window.

5. 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
$365 nightly
The price is $384
Oct 30 - Oct 31
Total with taxes and fees
Modern Studio on Sugarloaf Golf Course- Near Good Harbor Beach & Wineries
A beach with white lounge chairs and a wooden deck.

6. Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay

Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
Suttons Bay
10.0 out of 10, Exceptional, (135 reviews)
"Very clean cottage that was close to Sutton’s Bay. We loved our trip!"
United States
Tara C.
$397 nightly
The price is $397
Nov 10 - Nov 11
Total with taxes and fees
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
A sandy beach with footprints leading to the water, a clear sky, and a forested hill in the background.

7. In-Town Leland. Walk to Beach. Good for Groups! Gas fireplace

In-Town Leland. Walk to Beach. Good for Groups! Gas fireplace
Leland
9.8 out of 10, Exceptional, (182 reviews)
"Cozy and convenient, perfect place to stay!"
United States
Jill D.
$686 nightly
The price is $686
Oct 30 - Oct 31
Total with taxes and fees
In-Town Leland. Walk to Beach. Good for Groups! Gas fireplace
A modern kitchen with dark cabinets, stainless steel appliances, and a large window.

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

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
$597 nightly
The price is $632
Nov 2 - Nov 3
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A residential building with a dock and a clear water body in front.

9. Sweet Retreat

Sweet Retreat
Leland
10.0 out of 10, Exceptional, (6 reviews)
"Location was fantastic. Enjoyed van’s beach, absolutely beautiful. So much to do in the area. Can’t wait to stay again"
United States
Heather H.
$747 nightly
The price is $787
Nov 1 - Nov 2
Total with taxes and fees
Sweet Retreat
A cozy living room with a stone fireplace, wooden paneled walls, a comfortable sofa set, and a flat-screen TV.

10. Cabin in village of Suttons Bay!

Cabin in village of Suttons Bay!
Suttons Bay
9.6 out of 10, Exceptional, (62 reviews)
"Property was very clean. Everything on the property worked as it should. Great location"
United States
Ben W.
$351 nightly
The price is $351
Nov 2 - Nov 3
Total with taxes and fees
Cabin in village of Suttons Bay!
A large wooden cabin with a balcony, surrounded by trees.

11. Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC

Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC
Suttons Bay
10.0 out of 10, Exceptional, (31 reviews)
"I absolutely loved staying here. It’s close to everything but secluded enough to give you peace and quiet. The house had everything we needed! Definitely recommend!!"
United States
Stephanie G.
$433 nightly
The price is $456
Nov 18 - Nov 19
Total with taxes and fees
Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC
A beach with a grassy foreground and a calm sea.

12. 5 Stars! In-Town Suttons Bay Walk to Beach & Town

5 Stars! In-Town Suttons Bay Walk to Beach & Town
Suttons Bay
9.8 out of 10, Exceptional, (158 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
5 Stars! In-Town Suttons Bay Walk to Beach & Town
A stainless steel kitchen counter with a charcuterie board, two glasses of champagne, and a stove in the background.

13. 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, (47 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 1 - Nov 2
Total with taxes and fees
Fully Contemporary Condo on Sugarloaf Golf Course-Near Good Harbor Beach
A log cabin with a porch, a deck, and a well-maintained garden.

14. 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 30 - Oct 31
Total with taxes and fees
Traverse City M-22 Cottage | Hot Tub, Beach Access
A spacious living room with a view of the sea, a fireplace, and modern furniture.

15. LakeHaus Vibes + Hot Tub

LakeHaus Vibes + Hot Tub
Traverse City
9.2 out of 10, Wonderful, (17 reviews)
"Overall great stay! House was lovely and everything was as described."
United States
Guy
$844 nightly
The price is $925
Nov 9 - Nov 10
Total with taxes and fees
LakeHaus Vibes + Hot Tub
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

16. 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.
$811 nightly
The price is $854
Oct 30 - Oct 31
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.

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.
$620 nightly
The price is $653
Nov 1 - Nov 2
Total with taxes and fees
Chalet By The Bay- a serene waterfront escape
A porch with two rocking chairs and a small table, a welcome sign, and a view of the surrounding landscape.

18. Cozy Countryside Farmhouse In Leelanau

Cozy Countryside Farmhouse In Leelanau
Cedar
10.0 out of 10, Exceptional, (1 review)
"Great weekend at this house. Very clean."
United States
Alexa b.
$515 nightly
The price is $547
Nov 9 - Nov 10
Total with taxes and fees
Cozy Countryside Farmhouse In Leelanau
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 | 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.
$513 nightly
The price is $555
Oct 30 - Oct 31
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.

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)
"Beautiful condo enjoyed the stay. Everything was as advertised!"
United States
Dale W.
$513 nightly
The price is $555
Oct 30 - Oct 31
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

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

10/10 Excellent
"Everything was perfect! It was far exceeded our expectations: warm welcome atmosphere with clean rooms and kitchen with well organized and ready to be used for cooking. Also, it has a nice backyard for relax and campfire."
Jae L. 2-night trip
Posted less than an hour ago
Highly rated 3 Bed,3 Bath, 0 cleaning fee dog friendly additional daily fee.

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.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leelanau Peninsula Wineries vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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!

How to find incredible deals on Leelanau Peninsula Wineries rentals

At Expedia, we put the best Leelanau Peninsula Wineries vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leelanau Peninsula Wineries rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leelanau Peninsula Wineries vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leelanau Peninsula Wineries. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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