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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Leelanau Peninsula Wineries vacation rentals

Full-size fridge, microwave, stovetop, dishwasher

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, (12 reviews)
"My family and I really enjoyed our stay. The home was clean, and the check in process was smooth."
United States
Jaspal
$612 nightly
The price is $649
Aug 16 - Aug 17
Total with taxes and fees
The Birches - Condotel in Lake Leelanau
Private kitchen

2. The Birches

The Birches
2.0 star property
Lake Leelanau
$645 nightly
The price is $684
Aug 23 - Aug 24
Total with taxes and fees
The Birches
Interior

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

🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
2.0 star property
Lake Leelanau
$782 nightly
The price is $829
Aug 23 - Aug 24
Total with taxes and fees
🌤 The Birches - Condotel Downtown Lake Leelanau Unit 4
Interior

4. Chalet w Loft Near Sleeping Bear 2552

Chalet w Loft Near Sleeping Bear 2552
2.0 star property
Cedar
$846 nightly
The price is $897
Aug 20 - Aug 21
Total with taxes and fees
Chalet w Loft Near Sleeping Bear 2552
Interior

5. Front Street Retreat! Cozy Traverse City Condo

Front Street Retreat! Cozy Traverse City Condo
3.5 star property
Oak Park
$364 nightly
The price is $385
Sep 1 - Sep 2
Total with taxes and fees
Front Street Retreat! Cozy Traverse City Condo
Interior

6. Boardwalk Suites & Residences By Kasa

Boardwalk Suites & Residences By Kasa
2.0 star property
Downtown Traverse City
8.8 out of 10, Excellent, (153 reviews)
"Lots of stuff to do, whether you want to go to the beach or eat at many of the local restaurants within walking distance there’s plenty to do."
United States
Cameron
$130 nightly
The price is $144
Sep 1 - Sep 2
Total with taxes and fees
Boardwalk Suites & Residences By Kasa
Coffee/tea maker, fridge, microwave, oven

7. Traverse City Flats

Traverse City Flats
3.5 star property
Williamsburg
9.6 out of 10, Exceptional, (28 reviews)
"This property exceeded our expectations! It is so conveniently located to the heart of Traverse City, but just on the outskirts enough to be quiet and feel a little more private. The finishes and decor are beautiful! The space is fantastic and the five of us were very comfortable. We were able to make ourselves right at home and really enjoyed our stay. We would definitely stay here again."
United States
Kristen
$310 nightly
The price is $316
Aug 16 - Aug 17
Total with taxes and fees
Traverse City Flats
Winery

8. 539 Bay St. Lake View Condo Unit 304E

539 Bay St. Lake View Condo Unit 304E
3.0 star property
Slabtown
10.0 out of 10, Exceptional, (1 review)
"Beautiful, spacious and close to many surrounding Michigan sightseeing destinations. Walking distance to food spots. Check in & out super easy!"
United States
Deborah
$489 nightly
The price is $519
Sep 2 - Sep 3
Total with taxes and fees
539 Bay St. Lake View Condo Unit 304E
Luxury Apartment | Interior

9. Lakeview Golf Retreat 1BDR Condo 5057

Lakeview Golf Retreat 1BDR Condo 5057
3.0 star property
Williamsburg
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property "
United States
Erica
$405 nightly
The price is $429
Aug 16 - Aug 17
Total with taxes and fees
Lakeview Golf Retreat 1BDR Condo 5057
Private beach, sun loungers, beach volleyball

10. Pinestead Reef Resort

Pinestead Reef Resort
4.0 star property
Traverse City
8.8 out of 10, Excellent, (630 reviews)
"I enjoyed the view of the lake, the spaciousness of the room, the staff, and closeness to shopping in Traverse City"
United States
Lee
$159 nightly
The price is $176
Sep 7 - Sep 8
Total with taxes and fees
Pinestead Reef Resort
Interior

11. Torch Lake Vista A-ga-ming Golf Retreat 741

Torch Lake Vista A-ga-ming Golf Retreat 741
2.0 star property
Kewadin
$732 nightly
The price is $776
Aug 16 - Aug 17
Total with taxes and fees
Torch Lake Vista A-ga-ming Golf Retreat 741
Full-size fridge, microwave, oven, electric kettle

12. 539 Bay Street Traverse City - Luxury Downtown Residences

539 Bay Street Traverse City - Luxury Downtown Residences
4.0 star property
Slabtown
9.6 out of 10, Exceptional, (61 reviews)
"Great location, walkable to downtown, and the beach across the street. Check-in and Check-out were both easy and quick. Experience like a hotel, but much better priced. Property is beautiful, clean, modern, and we will be back."
United States
Chris
$589 nightly
The price is $654
Sep 2 - Sep 3
Total with taxes and fees
539 Bay Street Traverse City - Luxury Downtown Residences
Winery

13. The Heart of TC 2BDR Condo Unit 115

The Heart of TC 2BDR Condo Unit 115
3.0 star property
Downtown Traverse City
$561 nightly
The price is $595
Aug 16 - Aug 17
Total with taxes and fees
The Heart of TC 2BDR Condo Unit 115
Apartment | Interior

14. The Shores Lake View Condo Unit 5574

The Shores Lake View Condo Unit 5574
3.0 star property
Williamsburg
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice and clean and in a great location. "
United States
Bryan
$612 nightly
The price is $647
Aug 19 - Aug 20
Total with taxes and fees
The Shores Lake View Condo Unit 5574
Apartment (3 Bedrooms) | Front of property

15. Rooftop Deck, Bay Views! Traverse City Penthouse

Rooftop Deck, Bay Views! Traverse City Penthouse
3.0 star property
Traverse City
$960 nightly
The price is $1,018
Aug 30 - Aug 31
Total with taxes and fees
Rooftop Deck, Bay Views! Traverse City Penthouse
Standard Condo, 2 Queen Beds | View from property

16. The Shores Resort

The Shores Resort
3.0 star property
Williamsburg
7.2 out of 10, Good, (13 reviews)
"It was a good value, the property was large and a good value. They have a strange rule that you can’t use the pool unless you book directly. There’s lot of mosquitoes and other wild life in the area. I did find it a little strange there was no front desk for check in but the locks to our room worked and we had no issues during our stay."
United States
Jessica
$264 nightly
The price is $293
Aug 20 - Aug 21
Total with taxes and fees
The Shores Resort
Family Apartment, 2 Bedrooms (Self Check-in with Virtual Front Desk) | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

17. The Loop Downtown By Kasa

The Loop Downtown By Kasa
4.0 star property
Downtown Traverse City
9.0 out of 10, Wonderful, (35 reviews)
"Very convenient location. Walking distance to everything. Place was clean!"
United States
Roy
$165 nightly
The price is $183
Aug 23 - Aug 24
Total with taxes and fees
The Loop Downtown By Kasa
Apartment | Interior

18. The Shores Lake Views Condo Unit 5577

The Shores Lake Views Condo Unit 5577
2.5 star property
Williamsburg
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful view and great location"
United States
Bonnie
$424 nightly
The price is $448
Aug 23 - Aug 24
Total with taxes and fees
The Shores Lake Views Condo Unit 5577
Luxury Apartment | Interior

19. 2BDR Loft Suite Golf Course Condo 5549

2BDR Loft Suite Golf Course Condo 5549
3.0 star property
Williamsburg
10.0 out of 10, Exceptional, (1 review)
"Very clean. Felt very comfortable. Would recommend especially for golfers. "
United States
Kelly
$527 nightly
The price is $559
Sep 2 - Sep 3
Total with taxes and fees
2BDR Loft Suite Golf Course Condo 5549
Luxury Apartment | Interior

20. 2 Bedroom Condo Golf Course Views 5166

2 Bedroom Condo Golf Course Views 5166
3.0 star property
Williamsburg
9.0 out of 10, Wonderful, (4 reviews)
"Good stay"
United States
junghwan
$494 nightly
The price is $524
Sep 8 - Sep 9
Total with taxes and fees
2 Bedroom Condo Golf Course Views 5166
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
"We had an amazing experience at Fountain Point Resort! From the moment we arrived, everything was wonderful. The property was beautiful, clean, and well maintained, and the atmosphere was peaceful and relaxing. The staff were friendly, welcoming, and incredibly helpful throughout our stay. The rooms were comfortable, the service was excellent, and the overall experience exceeded our expectations. It’s the perfect place to unwind, enjoy some quality time, and make great memories. We truly enjoyed our stay and would happily recommend Fountain View Resort to anyone looking for a relaxing and enjoyable getaway. We’ll definitely be back!"
Rose 2-night trip
Posted 2 days ago
Fountain Point Resort

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 $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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