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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$486 nightly
The price is $515
Oct 25 - Oct 26
Total with taxes and fees
The Birches - Condotel in Lake 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 25 - Oct 26
Total with taxes and fees
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.

3. The Birches

The Birches
2.0 star property
Lake Leelanau
$495 nightly
The price is $525
Nov 15 - Nov 16
Total with taxes and fees
The Birches
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 27 - Oct 28
Total with taxes and fees
Traverse City M-22 Cottage | Hot Tub, Beach Access
A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

5. 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 23 - Oct 24
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.

6. 🌲 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.
$494 nightly
The price is $534
Oct 25 - Oct 26
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U3
A living room with a large window, a brown leather sofa, a grey couch, and a flat-screen TV.

7. 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 stainless steel kitchen counter with a charcuterie board, two glasses of champagne, and a stove in the background.

8. 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 sandy beach with footprints leading to the water, a clear sky, and a forested hill in the background.

9. 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, (181 reviews)
"Cozy and convenient, perfect place to stay!"
United States
Jill D.
$680 nightly
The price is $680
Oct 25 - Oct 26
Total with taxes and fees
In-Town Leland. Walk to Beach. Good for Groups! Gas fireplace
A beach with a grassy foreground and a calm sea.

10. 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, (157 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.
$674 nightly
The price is $674
Nov 1 - Nov 2
Total with taxes and fees
5 Stars! In-Town Suttons Bay Walk to Beach & Town
A bedroom with a large bed, two bedside lamps, a window with blinds, and a view of the outside.

11. 🌤 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 27 - Oct 28
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A two-story house with a covered porch and a small deck.

12. The Leland Blue on M-22

The Leland Blue on M-22
Suttons Bay
10.0 out of 10, Exceptional, (21 reviews)
"Cozy great location."
United States
Jesse Y.
$343 nightly
The price is $343
Oct 27 - Oct 28
Total with taxes and fees
The Leland Blue on M-22
A spacious living room with a view of the sea, a fireplace, and modern furniture.

13. LakeHaus Vibes + Hot Tub

LakeHaus Vibes + Hot Tub
Traverse City
9.0 out of 10, Wonderful, (15 reviews)
"The view was peaceful & beautiful. It was nice to directly on the water. This home had everything we needed & more. "
United States
Briana T.
$860 nightly
The price is $943
Nov 1 - Nov 2
Total with taxes and fees
LakeHaus Vibes + Hot Tub
A rustic outdoor seating area with Adirondack chairs around a fire pit, a modern building in the background, and a string of lights above.

14. 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 26 - Oct 27
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 porch with two rocking chairs and a small table, a welcome sign, and a view of the surrounding landscape.

15. 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.
$578 nightly
The price is $616
Nov 1 - Nov 2
Total with taxes and fees
Cozy Countryside Farmhouse In Leelanau
A beach with a row of chairs facing the ocean, a clear sky, and a distant shoreline with trees.

16. 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.
$675 nightly
The price is $711
Oct 29 - Oct 30
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.

17. 🌲 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.
$494 nightly
The price is $534
Oct 25 - Oct 26
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.

18. 🌲 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.
$494 nightly
The price is $534
Oct 25 - Oct 26
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.

19. 🌲 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.
$494 nightly
The price is $534
Oct 25 - Oct 26
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U4
A modern kitchen with dark cabinetry, stainless steel appliances, and a central island with two chairs.

20. 🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2

🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2
Lake Leelanau
9.0 out of 10, Wonderful, (4 reviews)
"We loved the location of these units, it was within minutes to wineries, restaurants and shops. The condo itself was sharp, it had really nice finishes, very comfortable and good layout. It does have a full set of stairs to get to the main living area and then another set of stairs to get to the bedrooms, it wasn't an issue for us but not may not be ideal for some. The communication with True North, the property management company was excellent, they were very responsive. We would stay here...
United States
Taressa S.
$494 nightly
The price is $534
Oct 25 - Oct 26
Total with taxes and fees
🌲 The Birches ➠ Luxury Condotel in Downtown Lake Leelanau | U2
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
"This home was perfect for us. Our dogs loved being here also. We took amazing walks. The host was very helpful offering suggestions for restaurants that would be open, and things to do in the area. I am so excited to go back when I have more time to stay and explore."
Anonymous traveler 2-night trip
Posted 1 day 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.

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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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