Vacation rentals in Pittsville

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Top-rated vacation rentals in Pittsville

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

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Top guest favourite
Tiny homes in Black River Falls
4.97 out of 5 average rating, 471 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 favourite
A serene outdoor patio is showcased, featuring wooden rocking chairs facing a stunning natural landscape. The sun sets in the distance, casting warm light over the trees and hills below, with a gentle glow creating a peaceful ambiance.
Cabin in Mindoro
4.97 out of 5 average rating, 265 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 favourite
The cabin features a modern a-frame design, showcasing large glass doors that open to a patio with outdoor seating. Surrounded by tall trees, soft grass leads to a fire pit area. Soft lighting accentuates the cabin's structure as evening sets in.
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 98 reviews

Black sheep cabin with barrel sauna. New build!

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 favourite
A clear dome structure sits elevated on a wooden platform surrounded by trees. The exterior is sleek and modern, while a small seating area with chairs is visible inside, providing a glimpse of the natural landscape beyond.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 178 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 favourite
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, 83 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.

Guest favourite
The bi-level home, nestled among tall pine trees, is set on a hillside overlooking a tranquil body of water. Wooden stairs lead down to a dock area, where a small boat is visible. The lush greenery enhances the serene environment.
Home in Nekoosa
4.97 out of 5 average rating, 192 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.

Top guest favourite
A cozy lodge emerges amidst a quiet snowy landscape. Snow blankets the ground and branches of trees, while warm lights glow softly from the windows. Two benches are positioned nearby, inviting guests to enjoy the serene winter scenery.
Tiny homes in Elroy
4.96 out of 5 average rating, 190 reviews

Emerald Little Lodge Overlooking Woodland Pond

Check out Opal Little Lodge also! - - - - - - - - - - - - - - - - - - - - - This cozy modern little lodge designed and built by Wisconsin Tiny Homes, is tucked into the woods 150 ft above a small woodland pond in the valley below. A bird lover's paradise. Comfortably and thoughtfully appointed, it's the perfect getaway to enjoy with a companion or as a solo retreat. Immerse yourself in nature and treat yourself with luxurious accommodations and private hiking trails.

Guest favourite
Cabin in Black River Falls
4.96 out of 5 average rating, 224 reviews

Lakefront Log Cabin w/Loft, Kayaks, Canoe, EV

Welcome to the Woodland Doe Lodge on beautiful Lee Lake. This lakeside natural log cabin is exactly what you need! With your private shoreline, the cabin feels very remote, yet is close to the interstate. ATV / snowmobile trails nearby - and access to tons of hiking and biking. Paddleboat, Canoe, 2 Kayaks, Fishing, Wi-Fi, grill, fire pit, Pac-Man retro arcade (+ more) are all provided for guests. EV Charger on-site! Pet friendly. Year round fun for all!

Top guest favourite
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, 146 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.

Top guest favourite
Cabin in Neillsville
4.95 out of 5 average rating, 175 reviews

Secluded Cabin near the East Fork!

Cozy log cabin on 40 private wooded acres with a south facing wall of windows to enjoy looking at the outdoors. Its off the beaten path, but five miles from the recreational hub of Hatfield, WI and the Black River Forest. We offer a private cabin for up to 4 guests. South Enjoy the outdoors: hiking, canoe/kayaking, ATVing, XC and downhill skiing, hunting, fishing, mountain biking etc.

Top guest favourite
A circular firepit area is surrounded by four red Adirondack chairs. The space is set on a grassy patch, with a pathway leading to the firepit. Lush green trees provide shade, and the Yellow River is visible in the background.
Home in Pittsville
4.98 out of 5 average rating, 56 reviews

Cozy 4 bedroom home on the river with a firepit

Escape to Central Wisconsin! This 4 bedroom home offers a brand new kitchen, full basement and a large yard that overlooks the Yellow River. Enjoy the firepit, grill, outdoor patio, deck and all the yard games. ATV/Snowmobile trails are close, fishing at Lake Dexter and homemade ice cream in Pittsville, which is the exact center of the state of Wisconsin.

Guest favourite
Cabin in Stevens Point
4.94 out of 5 average rating, 131 reviews

Maple Bluff Escape | A-Frame w/ Hot Tub + Theater

Hot tub under the stars, a soaring A-frame w/ fireplace and wall of windows, plus a private theater built for unforgettable stays. ✔ Private hot tub in the trees ✔ Soaring A-frame w/ fireplace + wall of windows ✔ Private theater w/ surround sound + PS5 ✔ Game zone w/ air hockey + foosball ✔ Minutes to Stevens Point, trails, breweries & Granite Peak

Popular amenities for Pittsville vacation rentals

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