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Vacation rentals in Pittsville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pittsville

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

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Top guest favorite
A modern tiny house is set within a lush green yard, featuring wooden siding and a metal roof. Large windows provide views of surrounding trees and landscaping. Decorative stones and plants enhance the outdoor space, while a wooden deck offers an entryway to the home.
Tiny home in Black River Falls
4.97 out of 5 average rating, 479 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Top guest favorite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 146 reviews

Nature's Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Top guest favorite
A dining table is set on a covered wooden patio, featuring a variety of breakfast items, including eggs, fruit, and beverages. Lush greenery and tree canopies create a natural backdrop, while the expansive view offers a glimpse of the landscape stretching toward the horizon.
Cabin in Mindoro
4.97 out of 5 average rating, 268 reviews

Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

Top guest favorite
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 111 reviews

Black sheep cabin with barrel sauna

Discover peace and style in this brand-new cabin tucked away in the woods—just minutes from the Dells. Modern aesthetic and thoughtful details, this secluded retreat blends natural beauty with upscale comfort. Wake up to birdsong, sip coffee on the private patio, and unwind in a space that feels serene & sophisticated. Whether you're seeking a romantic getaway, a quiet workcation, or a base for Dells adventures, this peaceful woodland hideaway offers the perfect balance of privacy and proximity

Top guest favorite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.96 out of 5 average rating, 181 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Top guest favorite
A balcony patio offers a view of a serene sunset, framed by lush green trees and an expansive lawn. A small round table with a floral centerpiece and a black chair are positioned on the wood deck, inviting moments of relaxation.
Guesthouse in Marshfield
4.99 out of 5 average rating, 87 reviews

Sunset Suite

Come enjoy comfort and hospitality in the countryside of central Wisconsin. This second-floor suite sits on 5.5 acres in the country, and is surrounded by family-owned farms. You will be greeted by the sunrise in the kitchen and blessed with a sunset view from the balcony patio. Sunset Suite is a quiet place to work or rest. Enjoy a peaceful walk in the country! Just a 10 min drive from charming downtown Marshfield with restaurants, coffee shops, boutiques, zoo, and world class medical care.

Top guest favorite
Cabin in Adams
4.95 out of 5 average rating, 495 reviews

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

Guest favorite
A serene winter scene is presented, showcasing a snow-covered landscape with a view of the Wisconsin River at sunset. Trees frame the image, and a deck is visible in the foreground, offering a peaceful space to enjoy the natural beauty and vibrant colors of the sky.
Home in Nekoosa
4.97 out of 5 average rating, 199 reviews

River Cottage!

Located in a quiet neighborhood on Lake Petenwell, Wisconsin’s second-largest lake. This cozy well loved 80s-style bi-level home sits on a peaceful canal off the Wisconsin River, offering great fishing just steps from the back door. The upper level features two bedrooms, a full bath, kitchen, living room, and dining area. The lower level includes a family room, additional bed, and hideaway beds on both floors. Ample parking for cars, trailers, and gear makes it perfect for outdoor getaways.

Guest favorite
A modern living area features a light-colored sofa and wooden coffee table. Large glass doors lead to a balcony with views of the Wisconsin River. A ceiling fan hangs overhead, and a dining area with high-backed chairs is visible in the background.
Home in Nekoosa
4.96 out of 5 average rating, 84 reviews

Petenwell Lakefront Condo · Nekoosa WI

Enjoy all that north central woods Wisconsin has to offer in this scenic Nekoosa home right on the edge of the WI River at the opening of Petenwell Lake! Located between Lake Arrowhead & WI Rapids, discover nearby lakes, hiking paths & golf resorts. Including comfortable rooms with master bedroom king bed, a fully equipped kitchen, free parking & WiFi, and a balcony with scenic views, this stylish home is perfect for fishing, boating, golf enthusiasts, or vacationing families.

Top guest favorite
A single-story house is set back from a newly paved driveway, surrounded by well-maintained greenery. A spacious garage is visible, and a mix of trees provides a natural border, enhancing the property’s privacy.
Home in Arkdale
5 out of 5 average rating, 112 reviews

Badger Burrow

When in Rome..... Relax, Rejuvenate, Recline ..... right here! Enough space for the whole family, heated garage, extra parking and room for trailers Located right on the edge of Rome within 5 miles of ice fishing, snowmobiling, boat landing with slip rental, lakes for boating-fishing and swimming, world class golfing, 100s of miles of UTV trails out the front door (local roads UTV friendly) and so much more! Kwik Trip and various bait shops within 10 miles

Top guest favorite
A spacious living area features a large sectional sofa in soft grey fabric, arranged around a wooden coffee table. Green plants and decorative items adorn the table, while light from multiple windows illuminates the room, complemented by simple wall decor.
Home in Marshfield
4.97 out of 5 average rating, 88 reviews

Wood Nestled Refuge

This peaceful, entire house offers the perfect home base for traveling medical professionals, situated just minutes away from the hospital. Surrounded by woods on two sides, you'll enjoy the tranquility and relaxation of nature after a busy shift, while still having quick and easy access to the hospital and local amenities. Designed with comfort and convenience in mind, this home provides a quiet, private space to recharge.

Top guest favorite
A serene bedroom is featured with a large bed dressed in a white coverlet and plush pillows. A dark accent wall enhances the modern decor. Natural light enters through a nearby window, while a round mirror and stylish light fixture add to the room's aesthetic.
Home in Marshfield
5 out of 5 average rating, 149 reviews

HGTV STYLE Traveling Professionals

Redesigned HGTV style two bedroom home. Home is located just a few blocks off main street, with easy access to our quaint downtown area. Our downtown area has a movie theater, coffee shops, restaurants, bakery, beauty spots, personal health, and shopping. Home is nice and clean. NON SMOKING HOME **** PARKING: per Marshfield Police Department: Nov 1-Apr 30 no overnight street parking. 2:30 am-6:00 am.

Popular amenities for Pittsville vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Wood County
  5. Pittsville