Leelanau Peninsula Wineries Holiday Rentals

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Holiday Rentals in Leelanau Peninsula Wineries

Riverfront condo with beach access to lake, fireplace, furnished deck & cable
9.8 out of 10, Exceptional, 18 reviews
"Came to Glen Arbor for my Birthday from Cleveland, OH and it was well worth it! This beautiful house was well worth it as well. It was clean, roomy, and had all the amenities we needed. Situated right off Crystal River and just a bridge walk over to the Bay - it was beyond perfect! Every night it housed a beautiful sunset for us. Book this before it gets booked!"
Riverfront condo with beach access to lake, fireplace, furnished deck & cable
Glen Arbor condo in the woods w/screened porch, AC, Washer/Dryer, WIFI
9.2 out of 10, Wonderful, 66 reviews
"The house was just as expected and a cozy place for two of us. We enjoyed the fireplace and found everything stocked that we needed. It was convenient to be able to hike right from the House."
Glen Arbor condo in the woods w/screened porch, AC, Washer/Dryer, WIFI
A private ranch home on Lake Michigan with stunning sunrise views.
8.0 out of 10, Very good, 13 reviews
"House was great, clean and comfy. Nice location to see sights. Host was awesome. When we lost the key they were out with another in about 1 hour."
A private ranch home on Lake Michigan with stunning sunrise views.
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After Dune Delight 5BR Home River Kayaks Beaches
9.8 out of 10, Exceptional, 16 reviews
"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
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, 229 reviews
"We absolutely loved this house. The location and private beach can’t be beat. We also enjoyed the paddle boards and fire pit. Wonderful for a family getaway!"
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
Time to rest and enjoy nature
9.6 out of 10, Exceptional, 10 reviews
"The apartment was very spacious, and the view of the bay was spectacular. I would highly recommend this place to friends and family."
Time to rest and enjoy nature
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
10.0 out of 10, Exceptional, 100 reviews
"Great location! Has everything you need. Amazing sunrise.The carriage house was surrounded by lilacs in bloom. Enjoyed our stay very much!"
Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
Lower-level beachfront condo with deck, fireplace, washer/dryer, central AC
9.2 out of 10, Wonderful, 19 reviews
"It really was a lovely stay at the Homestead condo. Comfortable, clean and spacious. This is the second time I've stayed in this condo and I'll definitely come back. Love the location, the lake, the view. It was all spectacular."
Lower-level beachfront condo with deck, fireplace, washer/dryer, central AC
Leelanau condo on golf course close to beaches, wineries, sand dunes, and more
10.0 out of 10, Exceptional, 83 reviews
"It was very clean owner was very helpful and easy to deal with, it was a pleasure to stay there."
The price is AU$458
includes taxes & fees
16 June - 17 June
Leelanau condo on golf course close to beaches, wineries, sand dunes, and more
Super cute loft on the lake!
10.0 out of 10, Exceptional, 3 reviews
"All I can say I cried going home"
Super cute loft on the lake!
Remodeled Leelanau Chalet home. Minutes from Sleeping Bear Dunes & Lakeshore.
10.0 out of 10, Exceptional, 26 reviews
"If you're considering staying somewhere else, don't! This is THE place to be! The home is conveniently located close to many key areas, a short drive to Sleeping Bear Dunes and Traverse City (why pay more) and the beach! Inside is spacious (you could sleep so many here!), neat and nicely decorated with all the amenities you could possibly need. If you're a nature person, the backyard is beautiful and so calming. The owner Matt is so kind and thoughtful! What place have you stayed at that...
Remodeled Leelanau Chalet home. Minutes from Sleeping Bear Dunes & Lakeshore.
Quiet and Comfy 3 bed/2bath - Chalet w/ Hot tub
9.8 out of 10, Exceptional, 16 reviews
"Great stay! Property was quaint, home was clean and welcoming. We absolutely loved the hot tub and used it daily. Centrally located for the peninsula."
Quiet and Comfy 3 bed/2bath - Chalet w/ Hot tub
Secluded Suttons Bay Abode w/ Fire Pit, Near Lakes
10.0 out of 10, Exceptional, 2 reviews
"We were up for a quick weekend in and around Suttons Bay. This location was comfortable and served our needs perfectly. Thanks."
Secluded Suttons Bay Abode w/ Fire Pit, Near Lakes
Adorable studio cottage in Suttons Bay. Air conditioning. Pet friendly.
9.4 out of 10, Exceptional, 186 reviews
"Great little place with everything you need! Perfect location! Near the water. We already booked another stay due to how happy we were!"
Adorable studio cottage in Suttons Bay. Air conditioning. Pet friendly.
Center of Leelanau County. Extended Stay Winter 23/24 And Short Term Summer 2024
9.6 out of 10, Exceptional, 87 reviews
"Booked a long weekend stay to attend a wedding at a local winery. Perfect location for everything we wanted to do while we were there. Great restaurants and quaint downtown Suttons Bay."
Center of Leelanau County. Extended Stay Winter 23/24 And Short Term Summer 2024
Charming cottage with shared beachfront on Grand Traverse Bay near Northport.
9.4 out of 10, Exceptional, 81 reviews
"Rating Details: The property manager was adequately helpful. The vacation rental was clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Needs a new coffee pot - it was terrible! pans were just barely decent AND very limited silverware. Liked the new TV - with MUCH better reception since our last visit. Always like this location!"
Charming cottage with shared beachfront on Grand Traverse Bay near Northport.
Property includes BOTH a home and a separate housing in a loft!
8.0 out of 10, Very good, 1 review
"Wonderful location for a quiet getaway with family...technically 3 families. It was cozy in the main house for 2 families of 4 each, then we had 2 adults w pets in the loft. It worked out for our crew. Enjoyed the kayaks, breakfast in the deck & being centrally located between the dunes & TC. Down side was some kind of paper wasps/hornets that stung a few times during the night upstairs in main house, but realtor said they’d send someone out. Also spent first 2 days trying to get WiFi password...
Property includes BOTH a home and a separate housing in a loft!
Cozy cottage with private pond. Close to the casino and the Bay.
9.4 out of 10, Exceptional, 141 reviews
"We loved the house and it was great for our stay!"
Cozy cottage with private pond. Close to the casino and the Bay.
House on sandy beach in Omena. Budget friendly. Pet ok. Sunrise views.
7.6 out of 10, Good, 73 reviews
"Location and beach access are both amazing… Privacy is amazing - beds are comfortable The house it’s self needs some updates! We stayed here last year and the toilet had the same leak as it did a year ago. Wallpaper’s peeling, furniture is old and musty smelling, the stove works, but definitely takes a little longer to cook things. You get what you pay for. Not bad … just not great!"
House on sandy beach in Omena. Budget friendly. Pet ok. Sunrise views.
Newly Renovated Beautiful Sugar Loaf Condo w Pool, 4BR 4BA
9.4 out of 10, Exceptional, 27 reviews
"I would definitely stay at this location again. Went up there with a co-worker and was working in that area the convenience of it being right where we were working was great. Beds were very comfortable. Kitchen was stocked with multiple appliances to make you feel like you're at home. Smart TVs throughout the house was nice to have. In the communication between the host and I was great."
The price is AU$973
includes taxes & fees
29 June - 30 June
Newly Renovated Beautiful Sugar Loaf Condo w Pool, 4BR 4BA
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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 Holiday Home Travel Info

Other types of properties in Leelanau Peninsula Wineries you may be interested in

Leelanau Sands Casino & Lodge
2.5 star property
8.4 out of 10, Very good, 333 reviews
"Short walk to casino. Outdoor wrap around patio was enjoyable. Very friendly & helpful staff. Free coffee available 24 hours a day. We had a nice weekend stay & would be happy to come back again."
The price is AU$266
includes taxes & fees
25 June - 26 June
Leelanau Sands Casino & Lodge
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, 229 reviews
"We absolutely loved this house. The location and private beach can’t be beat. We also enjoyed the paddle boards and fire pit. Wonderful for a family getaway!"
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
After Dune Delight 5BR Home River Kayaks Beaches
9.8 out of 10, Exceptional, 16 reviews
"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.

Everything you need to know about Leelanau Peninsula Wineries holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leelanau Peninsula Wineries holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Leelanau Peninsula Wineries holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leelanau Peninsula Wineries holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leelanau Peninsula Wineries holiday rentals we have selected for you start as low as AU$458 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Leelanau Peninsula Wineries rentals

At Expedia, we put the best Leelanau Peninsula Wineries holiday 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 holiday.

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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