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
Cabin in Elkhart Lake
4.99 out of 5 average rating, 314 reviews

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

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
4.97 out of 5 average rating, 109 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

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, 132 reviews

Charming 1BR Apartment - 25 Mins to Lambeau Field

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
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, 14 reviews

the Loft @ 417 - uniquely renovated downtown loft

The Loft @ 417 is the perfect place for your next visit to historic downtown De Pere. Your whole group will be comfortable in this spacious and unique loft located just 10 minutes from Lambeau Field. Guests will enjoy the charming coffee shops, restaurants, and the St. Norbert College campus all within walking distance of the loft. This historic property was completely renovated in 2024 with original wood floors and exposed brick walls highlighting the character of this unique space.

Top guest favorite
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, 105 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.

Guest favorite
A modern kitchen is displayed with dark cabinetry and sleek appliances. A microwave, coffee maker, and kitchen utensils are neatly arranged. The light-colored countertop contrasts with the cabinetry, while a door leads to the bathroom area.
Apartment in Neenah
4.86 out of 5 average rating, 22 reviews

Fox Flats, Great Location!

Welcome to our charming, fully furnished studio in the heart of Neenah, WI! Perfect for mid- or long-term stays, it features a private bathroom, in-unit washer and dryer, and convenient parking. Enjoy free WiFi, all utilities included, and monthly cleaning for a truly stress-free stay. Ideal for work or leisure, this cozy, comfortable space is ready for you to move in and feel at home from day one. Send us a message for inquiries, we’d love to have you and make your stay comfortable!

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 201 reviews

hot tub and sauna on 5 private acres

Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

Guest favorite
A charming dining area features a large round table surrounded by wooden chairs, set against a backdrop of eclectic mirrors and wall decor. Natural light streams through the windows, illuminating the rustic elements and adjoining open kitchen area.
Home in Green Bay
4.9 out of 5 average rating, 110 reviews

Charming 1870s Downtown Loft

Like your favorite cup of coffee, this sunlit haven energizes and comforts. Just steps from downtown's vibrant pulse, this thoughtfully restored 1870s duplex is crafted for connection, creativity, and relaxation. Work under high ceilings bathed in natural light, or gather with friends in the spacious, open kitchen and dining area. Modern amenities ensure a home-like experience in a space that seamlessly combines the warmth of history with the ease of modern living.

Top guest favorite
The living area features two comfortable sofas facing a coffee table, with a vibrant abstract art display on the wall. A dining area with a round table and four chairs is visible, and large windows provide natural light, enhancing the spacious atmosphere.
Home in Green Bay
4.99 out of 5 average rating, 177 reviews

Cozy family home walkable minutes from Lambeau!

-Family-friendly, retreat centrally located in title town district -10-minute walk from Lambeau Field and Resch Center -Access to the whole property and we provide many toiletries to make travel smoother -Plenty of board/ card games and toys for kids, and popcorn machine. Close to lots of family activities -All beds have new memory foam mattresses, and the kitchen has new stainless cook wear -Relax outside in the new Adirondack chairs by the fire pit

Top guest favorite
A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.
Cottage in Fond du Lac
4.98 out of 5 average rating, 308 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Superhost
Home in Greenleaf
4.88 out of 5 average rating, 16 reviews

Vineyard View – Cozy Family Retreat

Welcome to Vineyard View, a charming yet modernized early 1900s farmhouse in the peaceful countryside of Greenleaf, WI. This 3-bedroom, 1-bath home comfortably sleeps 6 and is perfect for a serene getaway. Enjoy the full kitchen, cozy firepit, outdoor grill, and deck. Located just minutes from local wineries and a short drive to De Pere and Green Bay, Vineyard View offers the perfect blend of rustic charm and modern amenities for your stay.

Superhost
The open-concept kitchen and dining area showcase a large concrete island surrounded by a wooden peninsula and seating for several guests. The black wooden floors contrast with the light walls and wooden accents overhead, while modern appliances are visible in the background.
Home in Green Bay
4.81 out of 5 average rating, 290 reviews

Industrial-Chic Home with Warm, Welcoming Charm

This recently renovated home blends an industrial vibe with the cozy comfort of home. It showcases original wood planking and craftsmanship from the early 1900s, adding character throughout. The open layout provides plenty of space, with a bedroom on the second level—perfect for relaxing with family or friends. This home is strictly for Airbnb travelers. No local residents will be accepted. Must be at least 25 years old to book.

Popular amenities for Greenleaf vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Brown County
  5. Greenleaf