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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Leelanau Peninsula Wineries vacation rentals

A modern kitchen with dark cabinetry, stainless steel appliances, a large window, and two bar stools.

1. The Birches

The Birches
2.0 star property
Lake Leelanau
$591 nightly
The price is $627
Sep 14 - Sep 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.

2. 🌲 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, (10 reviews)
"This property was beautiful, clean, great location."
United States
Elizabeth L.
$558 nightly
The price is $603
Sep 10 - Sep 11
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.

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

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
$751 nightly
The price is $796
Sep 13 - Sep 14
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
A wooden deck with outdoor furniture and potted plants, surrounded by lush greenery.

4. 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.
$257 nightly
The price is $271
Sep 11 - Sep 12
Total with taxes and fees
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.

5. 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
$549 nightly
The price is $582
Sep 10 - Sep 11
Total with taxes and fees
The Birches - Condotel in Lake Leelanau
A deck with outdoor furniture, a view of a lake, and a boat dock.

6. Open for the Holidays! Gorgeous water views, Big Fireplace, Near XC and Wineries

Open for the Holidays! Gorgeous water views, Big Fireplace, Near XC and Wineries
Lake Leelanau
10.0 out of 10, Exceptional, (145 reviews)
"Great stay, awesome location! "
United States
Nikki M.
$788 nightly
The price is $788
Sep 13 - Sep 14
Total with taxes and fees
Open for the Holidays! Gorgeous water views, Big Fireplace, Near XC and Wineries
A two-story house with a balcony, a well-maintained lawn, and a large window.

7. 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, (135 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.
$318 nightly
The price is $335
Sep 10 - Sep 11
Total with taxes and fees
Leelanau condo on golf course close to beaches, wineries, sand dunes, and more
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, (154 reviews)
"Great location!"
United States
Wendy W.
$596 nightly
The price is $596
Sep 14 - Sep 15
Total with taxes and fees
OPEN for the Holidays! Near XC, Hiking & Wineries Easy Walk to Town!
A marina with various boats docked, calm water, and greenery in the foreground.

9. Adorable studio cottage in Suttons Bay. Air conditioning. Dog friendly.

Adorable studio cottage in Suttons Bay. Air conditioning. Dog friendly.
Suttons Bay
9.4 out of 10, Exceptional, (225 reviews)
"What we liked was the location. To shops in town and restaurants. Things that should be improved. The lighting in the kitchen was horrid cobwebs around the lights. The water pressure taking a shower was not good. Since this is a dog friendly location. It would be best if the carpets were ripped up and just wood floor be put down. The carpet was dirty and covered up with a rug"
United States
Donna
$331 nightly
The price is $339
Sep 23 - Sep 24
Total with taxes and fees
Adorable studio cottage in Suttons Bay. Air conditioning. Dog friendly.
A stainless steel kitchen counter with a charcuterie board, two glasses of champagne, and a stove in the background.

10. 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.
$410 nightly
The price is $432
Sep 21 - Sep 22
Total with taxes and fees
Come cozy up next to the fireplace at our contemporary condo centrally located
A deck with Adirondack chairs, a round table, and a glass railing overlooking a forested area.

11. Wineries, Kayaking, Hot Tub, Fire Pit on the Lake

Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
3.0 star property
Suttons Bay
$933 nightly
The price is $989
Oct 8 - Oct 9
Total with taxes and fees
Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
A deck with Adirondack chairs, a round table, and a glass railing overlooking a forested area.

12. Wineries, Kayaking, Hot Tub, Fire Pit on the Lake

Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
Suttons Bay
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was great! The kitchen was well stocked with the necessities for cooking. The decks were great and the rooms were very spacious. Our kids had a great time and we were all very comfortable. The home was gorgeous but there was a lot of stairs - so not for people with limited mobility. The location was perfect for our weekend activities!"
United States
Rachel B.
$904 nightly
The price is $954
Oct 8 - Oct 9
Total with taxes and fees
Wineries, Kayaking, Hot Tub, Fire Pit on the Lake
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
9.4 out of 10, Exceptional, (13 reviews)
"Overall great stay! House was lovely and everything was as described."
United States
Guy
$1,147 nightly
The price is $1,258
Sep 14 - Sep 15
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.

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.
$961 nightly
The price is $1,011
Sep 16 - Sep 17
Total with taxes and fees
Chalet By The Bay- a serene waterfront escape
A log cabin with a porch, a deck, and a well-maintained garden.

15. 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.
$519 nightly
The price is $558
Sep 23 - Sep 24
Total with taxes and fees
Traverse City M-22 Cottage | Hot Tub, Beach Access
A room with a dining table and chairs, a view of the sea through large windows, and a ceiling fan.

16. Lake Michigan Waterfront Retreat - Traverse City, MI

Lake Michigan Waterfront Retreat - Traverse City, MI
Traverse City
9.8 out of 10, Exceptional, (191 reviews)
"Loved the place!"
United States
James L.
$532 nightly
The price is $551
Sep 30 - Oct 1
Total with taxes and fees
Lake Michigan Waterfront Retreat - Traverse City, MI
A spacious indoor area with a view of the ocean, featuring a wooden ceiling, a ceiling fan, and a dining area with chairs and a table.

17. Boona Vista | Lake Michigan Beach Front Cottage

Boona Vista | Lake Michigan Beach Front Cottage
Lake Leelanau
9.0 out of 10, Wonderful, (2 reviews)
"Great location!"
United States
Howard P.
$931 nightly
The price is $977
Sep 13 - Sep 14
Total with taxes and fees
Boona Vista | Lake Michigan Beach Front Cottage
A marina with several boats docked, a pier with vehicles, and houses in the background.

18. Walk To Fishtown, Open Floor Design, In Town! Steps To Big Blue

Walk To Fishtown, Open Floor Design, In Town! Steps To Big Blue
Leland
9.6 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay close to everything in Leyland. All the comforts of home."
United States
Brad M.
$914 nightly
The price is $914
Sep 30 - Oct 1
Total with taxes and fees
Walk To Fishtown, Open Floor Design, In Town! Steps To Big Blue
A lakeside view with a dock, chairs, and a picnic table.

19. One-bedroom cabin on Lake Leelanau. Sunset view. Dog considered.

One-bedroom cabin on Lake Leelanau. Sunset view. Dog considered.
Traverse City
8.6 out of 10, Excellent, (27 reviews)
" Cozy little cabin in the woods with the perfect view of the lake. Very communicative hosts and easy check in/out. Will definitely be back! "
United States
Emily A.
$392 nightly
The price is $399
Sep 30 - Oct 1
Total with taxes and fees
One-bedroom cabin on Lake Leelanau. Sunset view. Dog considered.
A two-story log cabin with a patio area and a covered deck.

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

NEW! Leelanau Resort Therapy-Lakefront/Kayak/Sauna
Cedar
10.0 out of 10, Exceptional, (12 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.
$455 nightly
The price is $480
Sep 23 - Sep 24
Total with taxes and fees
NEW! Leelanau Resort Therapy-Lakefront/Kayak/Sauna
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

Fountain Point Resort

Fountain Point Resort

10/10 Excellent
"The rooms were clean and quiet. The grounds were well maintained and clean. The lake was clear and clean also."
Troy 2-night trip
Posted 2 hours ago
Fountain Point Resort

Find out more about Leelanau Peninsula Wineries

Everything you need to know about Leelanau Peninsula Wineries vacation rentals

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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 $271 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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