Search Vacation Homes in Leelanau Peninsula Wineries

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 203 Vacation Homes in Leelanau Peninsula Wineries with updated reviews, rates, and availability.

Property grounds
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, (228)
"Our stay was great. Beautiful location. Very comfortable. Loved it!!! Hope to come back."
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Aerial view
Aaron's Fun House
10.0 out of 10, Exceptional, (2)
"The house was perfect for our stay. The kids had their own rooms with television. It could use more hot water."
Aaron's Fun House
Property grounds
Walk to everything from this 1 Bedroom Beach House
10.0 out of 10, Exceptional, (18)
"Nice time of year to be up there, the town was very sleepy. Enjoyed the scenery and hiking."
Walk to everything from this 1 Bedroom Beach House
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Sun loungers
Waterfront Home with Dock On Lake Leelanau Near Beaches, Wineries, Hikes
10.0 out of 10, Exceptional, (112)
"This house was great for our family, lots of space to spread out, great location to get to other spots in leelanau and also traverse city. Would definitely recommend!"
Waterfront Home with Dock On Lake Leelanau Near Beaches, Wineries, Hikes
Exterior
Wayfarer Tree House S
10.0 out of 10, Exceptional, (3)
"Great communication about property and surrounding area. Well equipped kitchen but microwave on top of refrigerator, very high. Great fire ring outside and close walk to lake. Nice shower upstairs but also need shower downstairs as tub inaccessible for most seniors. Windows everywhere so felt we were living in the woods."
The price is $364
$794 total
includes taxes & fees
May 23 - May 24
Wayfarer Tree House S
Pool
GORGEOUS SOUTH FACING SANDY BEACH ON WEST GRAND TRAVERSE BAY WITH HOT TUB
10.0 out of 10, Exceptional, (12)
"This home is absolutely lovely in every way. Two couples stayed and the set up was perfect. Ensuite primary bathroom and second bedroom with bathroom right next to the room. The kitchen is stocked with everything you need. The beds were very comfortable as well. It was perfect accommodations. Thank you Kim for a fabulous stay at your home. The little touches like snacks and wine left for us were lovely as well."
GORGEOUS SOUTH FACING SANDY BEACH ON WEST GRAND TRAVERSE BAY WITH HOT TUB
Smart TV, fireplace, foosball, books
Leelanau High 5 at Sugar Loaf Mountain!
10.0 out of 10, Exceptional, (9)
"The property was in a great location and convenient to all areas around Traverse City. The bedrooms were comfortable, the child safety gates were helpful, they even provided a pack ‘n play last minute for us. The only downside of the stay/location is that the pool was listed as heated and open through Labor Day. The pool was open and even though there were days of 85+ degree weather, it was not heated and this not usable; areas of Lake Michigan were actually warmer. Other than that, I would...
Leelanau High 5 at Sugar Loaf Mountain!
Exterior
Super cute loft on the lake!
10.0 out of 10, Exceptional, (3)
"All I can say I cried going home"
Super cute loft on the lake!
Property grounds
Million Dollar Views: Bayshore Beach House w/ Opt. RV Pads, Beach Firepit & More
10.0 out of 10, Exceptional, (1)
"This rental property was everything we wanted and more. The views of the morning sunrise were amazing. This house had every little thing you would need. Everything was very clean and the towels were like clouds of softness. The kitchen is nicely stocked along with every other room. The bottle of champagne was a nice touch. There was plenty of wood for an outside fire but it was a little too cold for us this time of year so we skipped doing that this time. We definitely look forward to coming...
The price is $286
$612 total
includes taxes & fees
Jun 3 - Jun 4
Million Dollar Views: Bayshore Beach House w/ Opt. RV Pads, Beach Firepit & More
Sun loungers
Great Location In-Town Suttons Bay. Near Wine Trail. Walk to Beach
10.0 out of 10, Exceptional, (120)
"The Schoolhouse is so well maintained and so clean in the perfect little community. Everything was perfect!"
The price is $299
$627 total
includes taxes & fees
May 20 - May 21
Great Location In-Town Suttons Bay. Near Wine Trail. Walk to Beach
Outdoor spa tub
Stunning Home w/ Hot Tub & Lake Views!
10.0 out of 10, Exceptional, (11)
"Our children joined us for a Christmas celebration. The property was very accommodating with bedrooms for everyone. The beds were comfy with a fabulous view of the water."
Stunning Home w/ Hot Tub & Lake Views!
Property grounds
2023 Vineyard House
10.0 out of 10, Exceptional, (5)
"Great location for big groups. Property unique and special. Very well maintained. Gorgeous."
2023 Vineyard House
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming Horse Farm Country Cottage on Rolling Hills
10.0 out of 10, Exceptional, (215)
"We had a great time at this location. It was easy to find, right on the main road along Grand Traverse Bay. The property is a working horse farm and landscape business, so there is equipment and plants around. Beautiful horses grazing in the fields is a plus. The guest house is a beautifully rustic northern Michigan retreat. Lots of wood in all rooms. The loft was somewhat difficult to get to, by way of a ladder, straight up the wall. My only complaint would be with the shower. It had low...
Charming Horse Farm Country Cottage on Rolling Hills
Interior
New Wine Country Cabin *Sleeps 10*
10.0 out of 10, Exceptional, (37)
"This place was exactly as the listing stated. It was a nice house, plenty of space for everyone with a great view. Easy checkin and clean."
The price is $220
$777 total
includes taxes & fees
May 27 - May 28
New Wine Country Cabin *Sleeps 10*
Beach
Modern home in Glen Arbor. Steam shower. Walk to lake. Air conditioning.
10.0 out of 10, Exceptional, (30)
"Property is everything and more. We had a fun winter getaway!"
Modern home in Glen Arbor. Steam shower. Walk to lake. Air conditioning.
Exterior
~ Lakefront Pickleball Home ~
10.0 out of 10, Exceptional, (13)
"Beautiful place, weather, lake and community. We will be back!!"
~ Lakefront Pickleball Home ~
Property grounds
Sunset Sandy Beach Cottage | Lake Leelanau Beach
9.8 out of 10, Exceptional, (7)
"Very nice house on beautiful lake Leelanau. Well equipped kitchen nice furnishings very spacious and well kept yard, fire pit, beach, kayak, outdoor and indoor games, Wi-Fi, as well and a great location on leelanau peninsula. Super cool outdoor shower too! We had a fantastic stay!!!"
Sunset Sandy Beach Cottage | Lake Leelanau Beach
Property grounds
After Dune Delight 5BR Home River Kayaks Beaches
9.8 out of 10, Exceptional, (16)
"This property was home to our group of 8 golfers this past weekend. All of the guys really enjoyed the setting. Fishing from the dock. Paddling the kayaks on the Crystal River. Sitting around the campfire. Watching the big TV in the family room. Eating meals in the screened-in porch while overlooking the river. This is an expansive house with plenty of room for everyone to enjoy. Book it now. You will love it. Communication with the property manager (Dylan) was excellent. Very speedy...
After Dune Delight 5BR Home River Kayaks Beaches
Aerial view
Center of Leelanau County. Extended Stay Winter 23/24 And Short Term Summer 2024
9.6 out of 10, Exceptional, (86)
"Our family enjoyed staying here over Labor Day weekend! We found the house to be clean and with enough room to accommodate everyone. The location is great with so many different beaches and restaurants nearby. It was quiet at night and cool enough with just the windows open. We would stay here again!"
Center of Leelanau County. Extended Stay Winter 23/24 And Short Term Summer 2024
Outdoor dining
Close to downtown Leland, Fishtown, Vans Beach. Sleeps 12
9.6 out of 10, Exceptional, (4)
"Great location, everything on the interior seemed brand new, parking easy, central A/C was a nice benefit, kitchen very nice, bathrooms on all three levels was fantastic. Overall, a wonderful place."
Close to downtown Leland, Fishtown, Vans Beach. Sleeps 12
Don't see what you're looking for?
See all available properties in Leelanau Peninsula Wineries
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.

Other property types in Leelanau Peninsula Wineries

Property grounds
Remodeled Leelanau Chalet home. Minutes from Sleeping Bear Dunes & Lakeshore.
10.0 out of 10, Exceptional, (21)
"Such a lovely,tidy,and accommodating home ! Lots of space, appointed kitchen,and cozy outdoor area. The coffee bar was a welcomed touch. If I could give more than 5stars I would! Definitely be booking again."
Remodeled Leelanau Chalet home. Minutes from Sleeping Bear Dunes & Lakeshore.
Property grounds
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, (228)
"Our stay was great. Beautiful location. Very comfortable. Loved it!!! Hope to come back."
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Property grounds
After Dune Delight 5BR Home River Kayaks Beaches
9.8 out of 10, Exceptional, (16)
"This property was home to our group of 8 golfers this past weekend. All of the guys really enjoyed the setting. Fishing from the dock. Paddling the kayaks on the Crystal River. Sitting around the campfire. Watching the big TV in the family room. Eating meals in the screened-in porch while overlooking the river. This is an expansive house with plenty of room for everyone to enjoy. Book it now. You will love it. Communication with the property manager (Dylan) was excellent. Very speedy...
After Dune Delight 5BR Home River Kayaks Beaches
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.

Leelanau Peninsula Wineries Vacation Homes information

Number of reviews
595
Accommodation
203 Vacation Homes
Lowest Price
$239
Highest Price
$364

Recent reviews of Leelanau Peninsula Wineries hotels
Expedia verified reviews

Leelanau Sands Casino & Lodge

Leelanau Sands Casino & Lodge

5/5 Excellent
"I would highly recommend this resort. It was a perfect getaway."
A verified traveler stayed at Leelanau Sands Casino & Lodge
Posted 2 days ago
Leelanau Sands Casino & Lodge