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Leelanau Peninsula Wineries Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Leelanau Peninsula Wineries vacation rentals

A large wooden cabin with a balcony, surrounded by trees.

1. 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.
The price is CA $178
CA $587 total
includes taxes & fees
Nov 9 - Nov 10
Suttons Bay Therapy-Hot Tub/GameRoom/Fireplace/AC
A two-story log cabin with a porch and multiple windows.

2. NEW! Leelanau Resort Therapy-Lakefront/Kayak/Sauna

NEW! Leelanau Resort Therapy-Lakefront/Kayak/Sauna
Cedar
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our Girls Week. Very relaxing and comfortable. Had everything we needed for our stay. Would stay again. "
United States
Brenda J.
The price is CA $161
CA $544 total
includes taxes & fees
Nov 9 - Nov 10
NEW! Leelanau Resort Therapy-Lakefront/Kayak/Sauna
A cozy living room with a stone fireplace, wooden paneled walls, a comfortable sofa set, and a flat-screen TV.

3. 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.
The price is CA $276
CA $432 total
includes taxes & fees
Dec 2 - Dec 3
Cabin in village of Suttons Bay!
A house with a dock extending into a calm lake, surrounded by dense trees.

4. Lake Leelanau Therapy-HotTub/Kayaks/FirePit

Lake Leelanau Therapy-HotTub/Kayaks/FirePit
Lake Leelanau
10.0 out of 10, Exceptional, (25 reviews)
"Lake Leelanau Therapy was the perfect spot for our family reunion. Lots of room to play cards/games and kitchen was well stocked. Loved that there were 3 refrigerators! Although we encountered the 'smoke' for 3 days we were able to enjoy the outside areas prior to that. Our grandkids enjoyed the train table and had lots of room to play. Great location to TC, Suttons Bay and Leland Thanks to Joe/Kelsey who responded quickly to questions. Highly recommend this rental!"
United States
Karen B.
The price is CA $212
CA $631 total
includes taxes & fees
Nov 23 - Nov 24
Lake Leelanau Therapy-HotTub/Kayaks/FirePit
A log cabin with a porch, a deck, and a well-maintained garden.

5. 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.
The price is CA $265
CA $712 total
includes taxes & fees
Nov 8 - Nov 9
Traverse City M-22 Cottage | Hot Tub, Beach Access
A spacious bedroom with a large bed, wooden beams, a view of the ocean, and a cozy reading nook with a chair and books.

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.
The price is CA $353
CA $527 total
includes taxes & fees
Nov 10 - Nov 11
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
A residential building with a dock and a clear water body in front.

7. 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.
The price is CA $272
CA $1,076 total
includes taxes & fees
Nov 8 - Nov 9
Sweet Retreat
A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

8. 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.
The price is CA $350
CA $399 total
includes taxes & fees
Nov 8 - Nov 9
Studio in Lake Leelanau with outside entrance, king bed, & WiFi
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with two black chairs.

9. 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
The price is CA $377
CA $719 total
includes taxes & fees
Nov 8 - Nov 9
The Birches - Condotel in Lake Leelanau
A two-story house with a balcony, a well-maintained lawn, and a large window.

10. 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, (139 reviews)
"Loved our stay. Convenient to everything! Host’s were great."
United States
James g.
Modern Studio on Sugarloaf Golf Course- Near Good Harbor Beach & Wineries
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
The price is CA $495
CA $822 total
includes taxes & fees
Nov 10 - Nov 11
The Birches
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large window providing natural light.

12. 🌲 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)
"Great location! Outside the hustle and bustle of Traverse City but there’s so much to do nearby."
United States
Aaron C.
The price is CA $372
CA $738 total
includes taxes & fees
Nov 9 - Nov 10
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
A modern kitchen with stainless steel appliances, a large island with a charcuterie board, and a window providing a view of the outdoors.

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.
The price is CA $349
CA $561 total
includes taxes & fees
Nov 9 - Nov 10
Fully Contemporary Condo on Sugarloaf Golf Course-Near Good Harbor Beach
A two-story house with a brick exterior, a wooden deck, a hot tub, and string lights.

14. Steps to Village & Lake * Hot Tub * Pets Welcome

Steps to Village & Lake * Hot Tub * Pets Welcome
Northport
10.0 out of 10, Exceptional, (3 reviews)
"Property is very cute and clean. Great location to Northport. The hot tub was a huge bonus for our group."
United States
Danielle L.
The price is CA $163
CA $437 total
includes taxes & fees
Nov 8 - Nov 9
Steps to Village & Lake * Hot Tub * Pets Welcome
A house with a covered porch, a white chair, and pink flowering plants.

15. 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.
The price is CA $350
CA $962 total
includes taxes & fees
Nov 8 - Nov 9
In-Town Leland. Walk to Beach. Good for Groups! Gas fireplace
A two-story house with a gabled roof, a front porch, and a mailbox.

16. 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.
The price is CA $456
CA $1,001 total
includes taxes & fees
Nov 9 - Nov 10
5 Stars! In-Town Suttons Bay Walk to Beach & Town
A spacious living room with a view of the sea, a fireplace, and modern furniture.

17. 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
The price is CA $359
CA $1,133 total
includes taxes & fees
Nov 9 - Nov 10
LakeHaus Vibes + Hot Tub
A dining area with a wooden table, black chairs, a woven pendant light, and a vase with flowers.

18. 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.
The price is CA $363
CA $798 total
includes taxes & fees
Nov 10 - Nov 11
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.

19. 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.
The price is CA $261
CA $710 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Countryside Farmhouse In Leelanau
A modern kitchen with dark cabinets, stainless steel appliances, and a large window.

20. 🌤 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 CA $569
CA $901 total
includes taxes & fees
Dec 8 - Dec 9
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
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

A modern living room with a fireplace, leather sofa, and a mounted deer head.
Spillway Lodges

Spillway Lodges

Spillway Lodges
Bellaire

10/10 Excellent

I’m so impressed with this property. The room is beautiful, clean and the kitchen has everything you need . The grounds are beautiful as we arrived several deers greeted us. It’s a 7 minute walk to downtown.
Canada
Mary Jane
Reviewed October 3, 2025
Spillway Lodges

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leelanau Peninsula Wineries vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leelanau Peninsula Wineries vacation rentals we have selected for you start as low as CA $161 per night. Entering your travel dates in the search wizard you might find even better deals!

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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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