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.

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Top guest favorite
Home in Cleveland
5 out of 5 average rating, 11 reviews

Shoreline Serenity

Welcome to ''Shoreline Serenity''! 200 ft of Lake Michigan frontage w/unobstructed views that go on for miles and tucked away on a 2-acre lot offering peace & privacy. Inside the home, you will be drawn to the beautiful views through the full wall of east facing windows & patio doors. The interior is cozy, clean, and comfortable. Fully equipped kitchen w/coffee bar. Main level has (2) bedrooms including the primary bedroom w/fantastic views. The spacious upper level loft has a king & twin bed.

Top guest favorite
A serene view of the water at dusk is framed by trees along the riverbank. The calm surface reflects soft colors of the sunset, enhancing the tranquil natural setting.
Home in Appleton
4.96 out of 5 average rating, 126 reviews

Riverfront log cabin in the heart of the valley

◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Superhost
A modern living room features a spacious seating area with a cozy sectional sofa and a stylish accent chair. A TV is mounted on the wall, surrounded by decorative elements. Natural light filters through large windows, highlighting the warm wooden accents and sleek furnishings.
Home in Green Bay
4.91 out of 5 average rating, 188 reviews

Centrally Located, Updated Home

Step in to your cozy, sun-drenched haven, reminiscent of your favorite corner café. Thoughtfully crafted to blend functionality, comfort, and style, this space is sure to become your cherished home away from home. Situated just minutes from Downtown Green Bay, major highways, and family-friendly attractions, this modern retreat caters to both casual and business travelers. Experience a genuine sense of belonging with a stay designed to foster connection, creativity, consciousness, and community!

Top guest favorite
The living room features hardwood floors, a plush gray couch, and an accent chair beside a window. A TV sits atop a wood console, complemented by decorative wall art and houseplants. Sunlight brightens the space, enhancing the colorful area rug.
Apartment in Kaukauna
4.98 out of 5 average rating, 137 reviews

Artist's Perch-Cozy 1BR Apt-Heart of the Valley

The Artist’s Perch - a private 2nd floor walk-up on dead-end overlooking a wooded ravine features modern, updated decor in a beautiful old house. Hardwood floors, screened porch, entry/workspace, kitchen/dinette, living room, bathroom w/clawfoot tub/shower, and bedroom with a cozy loft. Close to downtown, library, nature center & recreational trail system. Situated 8.5 mi E of Appleton, 30 mi NE of Oshkosh, 30 mi SW of Green Bay (only 20 mi to Lambeau Field!), and 60 mi NW of Sheboygan/Kohler.

Top guest favorite
Home in Appleton
5 out of 5 average rating, 176 reviews

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 272 reviews

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top guest favorite
A scenic view of the property showcases a spacious driveway leading to a well-maintained guest house and main residence, framed by mature trees. Lush green grass surrounds the area, enhancing the country setting. The distant fields are visible in the backdrop.
Guesthouse in Kaukauna
4.97 out of 5 average rating, 96 reviews

Country Sky Private Guest House (3 bedroom 1 Bath)

Welcome to our private guest suite on country acres! We welcome guests in our 1,050 sq foot 3 bedroom 1 bath guest house. The suite is a private separate building on our property. We are 11 minutes from Green Bay/Lambeau Field, 20 minutes from Appleton/Fox Cities, and 50 miles (1 hr 10min) from Oshkosh/EAA Venture We enjoy the country space and privacy with easy/quick access to urbanized cities around us for all the necessities. We love animals, but we are a pet-free rental.

Top guest favorite
Guesthouse in Oshkosh
4.96 out of 5 average rating, 201 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Guest favorite
Home in Greenleaf
4.87 out of 5 average rating, 23 reviews

Wine Country Farmhouse | Golf + Wineries

Wisconsin wine country is your backyard. Vineyard View is a beautifully updated 1900s farmhouse in the heart of Greenleaf — home to some of Northeast Wisconsin's best wineries and golf courses, all within minutes of your front door. Whether your crew is here to sip through a local wine trail, squeeze in 18 holes, or simply unwind around a fire pit under wide-open country skies, this is your home base. Located just minutes from De Pere and Green Bay.

Superhost
Townhouse in De Pere
4.95 out of 5 average rating, 115 reviews

Family/Friend Escape | Patio, Games, Near Lambeau

Welcome to your Green Bay getaway! This 3-bedroom townhouse in charming De Pere offers the perfect blend of comfort and convenience. Sleeps 6 and features locally inspired bedrooms, a fully equipped kitchen, and a fun game room with pool, foosball, and shuffleboard. Relax on the private patio with grill and seating, and enjoy nearby restaurants, pubs, and shops—all just a short drive from Lambeau Field and Titletown District.

Top guest favorite
A vibrant mural covers the exterior of a building, featuring a large tree with colorful branches and owl imagery. Bright hues of blue, pink, and purple create an eye-catching design, which enhances the building's character and connects with the lively atmosphere of the surrounding area.
Apartment in De Pere
5 out of 5 average rating, 38 reviews

Historic & Stylish Downtown Loft

Discover The Loft @ 417, a stylish 2-bed, 2-bath retreat in historic downtown De Pere. Renovated in 2024, this pet-friendly loft blends modern luxury with historic charm, featuring exposed brick and a dedicated workspace. Perfect for groups, it's just a 10-min drive to Lambeau Field and in the backyard of St Norbert College. Enjoy a walkable neighborhood filled with shops and restaurants.

Top guest favorite
The exterior of a modern architectural home is illuminated against a twilight sky. Surrounding trees are visible, and outdoor seating is arranged along a spacious porch, inviting relaxation in a serene setting.
Home in Two Rivers
4.94 out of 5 average rating, 386 reviews

Still Bend/Frank Lloyd Wright's Schwartz House

Featured on Netflix's THE WORLDS MOST AMAZING VACATION RENTALS Season 2, ep. 1. Still Bend/Bernard Schwartz House is Frank Lloyd Wright's built version of his Life Magazine "Dream House" design from 1938. The house is located on the East Twin River about a mile from Lake Michigan. Beds: The three bedrooms upstairs have double beds and the Master bedroom has a queen size bed.

Popular amenities for Greenleaf vacation rentals