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
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 homes in Black River Falls
4.97 out of 5 average rating, 472 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 log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.
Cabin in Nekoosa
4.89 out of 5 average rating, 130 reviews

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

Top guest favourite
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, 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
A modern cabin exterior features a striking combination of black and natural wood finishes. Large glass panels illuminate the interior, reflecting warm light. A covered patio with seating options and a stylish hanging chair is set against a backdrop of surrounding trees.
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 101 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 spacious bell tent is nestled among trees, adorned with string lights that create a subtle glow. A comfortable seating area is arranged nearby, inviting relaxation amidst lush greenery. The path leading to the tent is surrounded by dense plants, enhancing the serene camping experience.
Tent in Kendall
4.9 out of 5 average rating, 135 reviews

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft Bell Tent ,extra tent with queen air mattress. Relax without having to pack, set up , tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

Top guest favourite
Cabin in Adams
4.95 out of 5 average rating, 488 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 favourite
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, 193 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 well-appointed interior space features a cozy sleeping area with a light-colored bed and natural wood accents. A small dining table is set with plates and candles, while a comfortable seating area includes a leather couch adorned with a green throw pillow. Large windows offer views of the surrounding woods.
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
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
The exterior of the log cabin features a spacious wooden balcony with a railing. A swing hangs near the entrance door, while large windows adorn the upper area, inviting natural light. The structure is surrounded by wooded scenery, emphasizing its secluded location.
Cabin in Neillsville
4.95 out of 5 average rating, 177 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
An inviting interior features wooden walls that highlight natural textures. A comfortable seating area includes a recliner and side table. A spiral staircase leads to the loft. Large windows offer a view of the surrounding woods, and a patterned rug adds color to the warm tones.
Cabin in Athens
5 out of 5 average rating, 100 reviews

Grass Creek Getaway: Private, romantic, cozy cabin

Words that past guests have used to describe their stay at Grass Creek Getaway and why I think they chose these words. PRIVATE: located a 1/4 mile off a country road. AMAZING CRAFTSMANSHIP: interior is tediously handcrafted from top to bottom. TRANQUIL: located in wooded area your amongst nature. If you want to get away from the hustle and bustle of everyday life this is the place for you.

Popular amenities for Pittsville vacation rentals

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