Holiday rentals in Greenleaf

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Top-rated holiday rentals in Greenleaf

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Top guest favourite
A modern living area is presented with a spacious blue sectional sofa paired with a coordinating ottoman. A colorful area rug lies beneath, complementing the wood flooring. Windows allow ample natural light, while a dining area and kitchen are visible in the background.
Home in Green Bay
5 out of 5 average rating, 319 reviews

Pamperin Park cottage - house completely updated

What a great place to stay! This whimsicle cottage house located at the end of walking / biking trail along side Duck Creek in Pamperin Park. Location is not only close to park, but is also close to Austin Straubel Airport and just minutes from Lambeau Field Perfect for your Green Bay Leisure retreat, work or fishing for the big one visit. The house is perfect and very comfortable for 2 guests but can easily accommodate up to 4. The quiet neighborhood right in the city makes this house perfect

Guest favourite
Flat in Ashwaubenon
4.94 out of 5 average rating, 16 reviews

Home Away on Holmgren II

Kick back and relax in this calm, stylish and newly renovated space. This upper level apartment is centrally located, minutes from any/all Green Bay attractions including multiple concert venues, the Resch Center, UWGB & NWTC campuses, and the legendary Lambeau Field & Title Town District. The facility accomadates up to 6, with 2 bedrooms, 2 full baths, a designated work space, a lovely living area, and a peaceful balcony. Free outside parking and a single garage space as well as on site laundry

Top guest favourite
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 favourite
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, 127 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

Guest favourite
The charming cabin features a rustic log exterior with a green roof and white trimmed windows. A small porch with two chairs invites relaxation. A private outdoor restroom is positioned nearby, ensuring convenience while maintaining privacy in the serene woodland setting.
Cabin in Greenleaf
4.81 out of 5 average rating, 54 reviews

Little Rustic Cabin in the Vineyard Glamp Site

Experience a one-of-a-kind stay in a romantic vineyard cabin just 30 miles from Green Bay. Nestled among the vines, enjoy glamping comforts—queen bed, fridge, microwave, coffee maker, grill, fire pit, and private outdoor restroom. Stroll one of Wisconsin’s oldest vineyards, sip handcrafted wine, and stargaze in peaceful seclusion. Perfect for couples seeking a cozy, nature-filled escape close to the city yet far from the noise, where every sunset feels magical and every night inspires the soul

Top guest favourite
The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.
Cabin in New London
4.99 out of 5 average rating, 135 reviews

Secluded Cabin with Sauna

Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 275 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 favourite
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.
Guest house in Kaukauna
4.97 out of 5 average rating, 97 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 favourite
Guest house in Oshkosh
4.96 out of 5 average rating, 203 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.

Top guest favourite
An aerial view captures a spacious property featuring a rectangular pool surrounded by lounge chairs. Manicured grass and trees provide greenery, while nearby homes and a winding road are visible in the background.
Guest house in Freedom
4.97 out of 5 average rating, 91 reviews

A Sweet Suite in Freedom! Country Comfort!

Visiting friends or family in Freedom? Why bother them for an air mattress when you can stay right in town!? Going to a Packer Game and looking for a comfy place to stay with a super short drive? Found it! Ask about using the game room, golf simulator, or pool while you're here too! There's not a FULL kitchen!! Just one burner, and a flat griddle. There's also a microwave and small refrigerator/freezer, but overall, it's a suite. We think you'll LOVE it!

Top guest favourite
The modern lake house is framed by tall trees and features expansive floor-to-ceiling windows, providing views of the interior. Soft outdoor lighting subtly highlights the sleek architecture, while the lush green lawn invites a serene evening atmosphere.
Home in Clay Banks
4.98 out of 5 average rating, 121 reviews

Door County Lake House 50 min from Lambeau Field

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

Guest favourite
Home in Greenleaf
4.88 out of 5 average rating, 24 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.

Popular amenities for Greenleaf holiday rentals