Vacation rentals in Greenleaf

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Top-rated vacation rentals in Greenleaf

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Cottage in Union

4.87 out of 5 average rating, 47 reviews

Southern Door County WI/Bayfront,2BR Cottage

KathleenRating, 5 stars3 months ago
We had a wonderful long weekend in this super cozy, extremely clean home where we had everything we needed. The view and sunsets were amazing, and we enjoyed the backyard even though the weather was a little chilly. Check in was easy and Natasha was very responsive. We would definitely recommend staying here and would love to come back again!
Guest favorite

Home in Sheboygan

5 out of 5 average rating, 15 reviews

Fairway Getaway

LindsayRating, 5 stars2 months ago
My family stayed here for a Green Bay Packers game and celebrated Thanksgiving. We had an awesome stay! The beds were super comfy and the home is beautiful. We made good use of the golf simulator and poker room. It was about a hour drive to Lambeau Field. Sheboygan is such a cute town too. We highly recommend grabbing food and wine from Stefano’s Slo Food Market (local grocery).
Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars3 months ago
Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!
Guest favorite

Home in Oshkosh

5 out of 5 average rating, 34 reviews

WolfDen Getaway - Winnebago Channel

KatieRating, 5 stars1 month ago
We had such an amazing stay at Dawn & Larry’s! The house was clean, fun, and we felt right at home. There was so much to do at the house and we didn’t even have to leave. Thank you so much for a great stay!
Superhost

Home in Egg Harbor

4.8 out of 5 average rating, 10 reviews

Ski Shore Retreat

ChristineRating, 5 stars3 months ago
This place was delightful , very comfortable, beautiful surroundings, right on Lake Michigan with all the comforts of home. The beds and bedding were very comfortable. Kitchen well stocked. Bathrooms very clean. Plenty of space and room. Overall it was very clean and tidy too. The location is close to towns and places for whatever you want to do such as shopping or getting into a nature park and trail. I was there in the fall and the colors were fantastic but this is a great place for any season.
Guest favorite

Condo in Sheboygan

4.96 out of 5 average rating, 23 reviews

Perfect Paradise: Monthly Rates Available!

MikeRating, 5 stars3 months ago
Great host!! Great location!! Great property!! We came in town for a golf trip and this property was a perfect location and comfortable. Nice to start each morning with a quick walk to the beach and watch the sun rise over the lake. Would definitely stay here again and would recommend it to anyone looking to stay in the area.
Guest favorite

Condo in Sheboygan

4.97 out of 5 average rating, 138 reviews

Downtown Beachside Condo with Lake Michigan Views

JerryRating, 5 stars2 weeks ago
From the moment we booked Waves of Happiness until our checkout everything went very smoothly. The unit was very clean, comfortable and well appointed. It was so nice that lights and small fireplace had been turned on upon our arrival. Very welcoming. Communication was typically quick and clear. I appreciated that Jeremy occasionally checked in with us. We would highly recommend Waves of Happiness with Jeremy as the host!!
Guest favorite

Home in Oostburg

4.96 out of 5 average rating, 186 reviews

Shamba on the Lake, Oostburg, WI

AlexRating, 5 stars4 months ago
Our family had a great stay. Bob & Jo kept the house very clean and well stocked. The view and experience was far better than we could have imagined. Looking forward to staying here again!
Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 133 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

DeidreRating, 5 stars1 month ago
Our family had a great time at this place in Sheboygan and my kids are already asking if we can go back in the summer time for how close it is to the water! Geoff was an extremely gracious host and even had balloons and a sign set up for our arrival to celebrate my husband's birthday right after Christmas. We loved the Christmas tree and the cozy feel of the home and the hot tub was excellent! Everything was tastefully decorated, clean, and cozy and the extra snacks and juiceboxes in the frig were much appreciated! Excellent host!
Guest favorite

Cabin in Sturgeon Bay

5 out of 5 average rating, 70 reviews

Timber Lodge on Large Wooded Lot mid Door County

PeteRating, 5 stars2 weeks ago
The house is larger than what the pictures show. It was a great place for our large family to gather. Had a nice walking trail in the back yard through the woods. Easy to find and located nicely in Door county to get to any place on the peninsula that we wanted to
Superhost

Home in Sturgeon Bay

5 out of 5 average rating, 9 reviews

Sapphire Star in the heart of Sturgeon Bay

BethRating, 5 stars18 months ago
My family had a great time staying at the beautifully decorated Sapphire Star! We were able to walk to the beach, the playground, the marina and the downtown area. My three grandsons (16 month old, 4 and 6) were able to run around in the big backyard while we sat in the comfortable outside sitting area. We would definitely stay here again.
Guest favorite

Home in Egg Harbor

4.93 out of 5 average rating, 43 reviews

The Nest in Egg Harbor-Breathtaking Water Views

EricRating, 5 stars1 month ago
The rental was exactly as described and had beautiful views of the bay.

Popular amenities for Greenleaf vacation rentals

Other great vacation rentals in Greenleaf

Guest favorite

Cottage in Fond du Lac

4.98 out of 5 average rating, 266 reviews

Beautiful Lake Home.

LukeRating, 5 stars2 weeks ago
Super nice and cozy place to stay. Extremely quiet at night. It was cold and windy outside so didn’t spend much time outside and near the water but the large windows in the back offer a great view of the lake. Super dark at night which is a plus especially since the property is well lit if needed. Place was very clean and offers pretty much anything you could need to cook and drink with. Nice bathroom with plenty of towels and other amenities.
Superhost

Home in Sheboygan

4.67 out of 5 average rating, 21 reviews

6+ Guest Home

KyleRating, 5 stars1 month ago
Clean place, great location, great host. Very pleased with our stay, highly recommend
Guest favorite

Home in Marinette

4.96 out of 5 average rating, 23 reviews

Foghorn Bay Getaway

ErikaRating, 5 stars1 month ago
Excellent stay and time spent with family. This served our purposes. The house had many extras including the use of a grill, a fully stocked kitchen, extra t-p & paper towels and clean bedding and towels. We enjoyed the view (on the non-foggy days), and wished that it wasn’t winter, so that we could have gone out on the canoes/kayaks. Luke and Giza’s place is a great location, and nice and comfy. We felt right at home and if the opportunity arose we’d stay here again!
Guest favorite

Cabin in Waupaca

4.95 out of 5 average rating, 38 reviews

Cozy Cabin on Old Taylor Lake

NicholasRating, 5 stars3 weeks ago
Great place, everything was as described. Had a very peaceful relaxing weekend away. Would stay again, highly recommend
Superhost

Guesthouse in De Pere

5 out of 5 average rating, 7 reviews

Guesthouse on the water 3.9 miles to Lambeau

PaulRating, 5 stars13 months ago
A great little house. would be perfect for a football party, but I stayed there for the holidays with my kids and it was great for us, too!
Guest favorite

Home in Sturgeon Bay

4.91 out of 5 average rating, 55 reviews

Stunning waterfront location in Sturgeon Bay!

DanRating, 5 stars1 month ago
Kevin and Christie were great hosts. We really enjoyed the location and being able to watch the tugs go through the channel. House had everything we needed for a quiet family getaway. Thanks for sharing it with us!
Guest favorite

Guest suite in Oconto

4.96 out of 5 average rating, 57 reviews

Vacation fishing rental! Perfect for 4-6 people!

MelanyRating, 5 stars2 months ago
This Airbnb makes me feel right at home! Adrian was very welcoming and made me feel very comfortable staying here! The Airbnb is perfect for hunting trips, fishing trips and even just a cozy place to stay if you want to get away! The shop Airbnb has a very cool set up! It has a bar with a TV and couches with a huge table! The upstairs is very private and perfect place to get some good rest! The bathroom is very convenient with a good shower! Last but not least the host Adrian is very kind and a hard worker! I would highly recommend this Airbnb to anybody who wants to have that “Up North” experience!
Superhost

Home in Green Bay

4.9 out of 5 average rating, 20 reviews

Anapaula House

AshleyRating, 5 stars3 months ago
Jay responded quickly to any question I had and was very nice and flexible. We stayed for a packers game and to celebrate my dad's 70th. We gathered together from 5 states and Jay's place was perefect! Could not have found a better place to stay for my fam. Thanks Jay for sharing your home!

Destinations to explore

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  3. Wisconsin
  4. Brown County
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