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

Relax and enjoy on the water of Green Bay in Southern Door County near Shoemaker Point.Sunsets to make memories, kayak or paddle board. Cottage living 20 mins to Sturgeon Bay, restaurants, farms, hiking, boating. Close to all Door County offers yet out of the hustle and bustle. New beds, well stocked kitchen and sweeping water views. Outdoor tables for dining and comfy outdoor covered patio with sofa and firepit. Close to Titletown for the NFL draft .permit #42-56-2812-00. 30 mins to Lambeau

Guest favorite

Home in Sheboygan

5 out of 5 average rating, 15 reviews

Fairway Getaway

Welcome to our exquisite listing in Sheboygan, WI! This stunning property combines luxury, comfort, and amazing proximity to world class golf. Play a practice round on a state of the art Golf Simulator, Relax in the zen den, shuffle up and deal in the poker room, or have a movie night with family or friends on the big screen! Located near the renowned Kohler Spa, Whistling Straits, and other prestigious golf courses, this property is a haven for golf enthusiasts or a great space for Families

Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

Guest favorite

Home in Oshkosh

5 out of 5 average rating, 34 reviews

WolfDen Getaway - Winnebago Channel

5/5 Rating on another travel site (55 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

Superhost

Home in Egg Harbor

4.8 out of 5 average rating, 10 reviews

Ski Shore Retreat

Enjoy breathtaking sunsets nightly from this cute and cozy ranch style home nestled in the woods. The home is situated on a rocky but assessable shoreline on the bay of Green Bay. However, Murphy Park is just a mile away with a sand beach, playground and boat launch. Ski Shore Retreat is located a few miles south of Egg Harbor where you can enjoy shopping, dining, trolley tours, the town beach and 4 golf courses. This home is a great place for rest and relaxation. Private and serene.

Guest favorite

Condo in Sheboygan

4.96 out of 5 average rating, 23 reviews

Perfect Paradise: Monthly Rates Available!

Starting 12/1/2024 Rent for an extended stay. Monthly rates until 4/1/2025 Explore your dream destination in this stunning 4-bedroom beachfront condo! With 7 beds and 3 full baths, it's perfect for relaxation. Luxurious master suite, 2-person jacuzzi tub, balcony boasting picturesque courtyard and lake views, a TV, and a gas fireplace. Convenience meets comfort with an in-unit washer/dryer and a fully stocked kitchen, providing everything you need for a seamless stay.

Guest favorite

Condo in Sheboygan

4.97 out of 5 average rating, 138 reviews

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

Guest favorite

Home in Oostburg

4.96 out of 5 average rating, 186 reviews

Shamba on the Lake, Oostburg, WI

Large guest home , in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on a very private road) on Lake Michigan with a large private beach a few feet from the deck. . Magnificent panoramic view, amazing sunrises, serene twilights, magical star-studded night skies. A slice of Paradise you must experience. Located a mile from I43, 40 minutes from downtown Milwaukee, 20 mins. from golf courses in Kohler, 30 mins. from Road America in Elkhart Lake...

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 133 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola and 6 person Hot Tub! Watch the sunrise and sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and gorgeous scenery. Close to downtown and major parks. This three bedroom home will impress. Tastefully decorated. First floor laundry. Large bathroom with deep soaking tub.

Guest favorite

Cabin in Sturgeon Bay

5 out of 5 average rating, 70 reviews

Timber Lodge on Large Wooded Lot mid Door County

Enjoy the seclusion of this timber built lodge on a 10 acre wooded lot, complete with walking trails. Relax around the large fire pit. Spend some time on the multiple outdoor decks, or cook your favorite meal on a large outdoor grill. Conveniently located in between Egg Harbor and Sturgeon Bay in the heart of Door County. Great for multiple families, wine tourists, outdoor enthusiasts, and anyone looking for an escape.

Superhost

Home in Sturgeon Bay

5 out of 5 average rating, 9 reviews

Sapphire Star in the heart of Sturgeon Bay

Newly renovated 100+ year old home, centrally located in downtown Sturgeon Bay and just steps away from Otumba Park with beautiful sand beach. Water view from the entire back side of the home. Large 3 sided wrap around porch/deck offering plenty of seating and privacy. Completely furnished with all the amenities of a residence. New landscaping finished with paved fire pit and seating wall with amazing sunset views.

Guest favorite

Home in Egg Harbor

4.93 out of 5 average rating, 43 reviews

The Nest in Egg Harbor-Breathtaking Water Views

Escape to a tranquil and secluded retreat on the shores of Green Bay with this exquisite 4-bedroom, 3-bathroom home in Egg Harbor. Nestled on a sprawling 2-acre forested lot, this pet-friendly vacation rental offers a perfect blend of modern comfort and natural beauty. Step onto the expansive deck, where you'll be greeted by breathtaking views of the shimmering waters of Green Bay and the lush greenery of Wisconsin.