Holiday rentals in Greenleaf

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Top-rated holiday rentals in Greenleaf

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

Guest favourite

Home in Sturgeon Bay

5 out of 5 average rating, 21 reviews

COKA Bay - 45 minutes to Lambeau Field

Our entire waterfront home is yours to relax and enjoy some of the best views in all of Sturgeon Bay. Multiple seating areas backdropped by picture windows that give you a panoramic view from the downtown bridge to the bay of Green Bay. 3 bedrooms and a loft provide the comfort you're seeking on vacation. Game room, kayaks, a paddleboard, fire pit, hammock, and dock help provide the entertainment. A peaceful, short walk to beautiful Potawatomi State Park. Great base to explore Door County!

Guest favourite

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 favourite

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.

Guest favourite

Apartment 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 favourite

Apartment 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 favourite

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 favourite

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 favourite

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 favourite

Cottage in Fond du Lac

4.92 out of 5 average rating, 130 reviews

The Beach House

Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more

Guest favourite

Home in Neenah

5 out of 5 average rating, 9 reviews

Rickers Bay Lake house

Your modern lakefront getaway is just a few clicks away. Whether you're seeking to unwind by the waters edge, embark on exciting aquatic adventures, or simply create unforgettable memories with your friends and or family, this lake house retreat promises an amazing experience. Book your stay now and allow yourself to be swept away by the absolute magic of lakeside living.

Superhost

Cottage in Fremont

4.73 out of 5 average rating, 30 reviews

Lana's Lodge

Fishermans dream. Located in the heart of Fremont. Fish off your pier, bring your boat and explore the wolf river chain where you can travel for hours each direction. Your family will be close to everything when you stay at this centrally-located place. It's a 2 min walk to town with restaurants, taverns and ice cream shop.