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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 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, 463 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, 125 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
An inviting log home is set amidst a natural landscape, surrounded by trees showcasing autumn colors. A fire pit with stone edging is complemented by several red Adirondack chairs arranged around it. The spacious yard offers ample outdoor space for relaxation and gatherings.
Home in Arkdale
4.94 out of 5 average rating, 110 reviews

Cozy Hideaway

Kick back, Unplug. Connect with nature and enjoy this calm, cozy and relaxing place. Over 1,000 sqf of log home on 8 acres of pure nature, Bring your boat or watercraft to use on many nearby lakes or enjoy a day at the beach (10 min away), many state parks in the area. Fish, hike, bike, swim. The outdoor recreational opportunities are endless. Bring your snowmobile or ATV. Property will satisfy anything from a romantic getaway, family get together, or simply taking a few days off to recharge. --

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
4.97 out of 5 average rating, 170 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.

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, 189 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 favorite
Home in La Farge
4.97 out of 5 average rating, 209 reviews

Kickapoo Lookout Retreat

Location, comfort, and views for miles! This sanctuary is minutes from the Kickapoo Valley Reserve, Wildcat Park and nestled on 10 private acres with stellar views from the wraparound deck. This is THE place to immerse in nature then relax with a meal and a cozy fire. Soak your tired muscles in the claw foot tub after a fun day out exploring. Enjoy the cold A/C, the toasty fireplace, or the chef's kitchen. Families enjoy the kid gear and safe single level space for a low stress retreat

Top guest favorite
An open-concept living area displays a combination of natural wood beams and a stone fireplace. A dark brown sofa and a wooden coffee table are positioned on a large area rug. Large windows allow natural light to illuminate the space, leading to the dining area and kitchen in the background.
Cabin in New Lisbon
4.91 out of 5 average rating, 105 reviews

Beautiful remodeled private cabin in the woods

Adventure into the Wisconsin wilderness at this newly remodeled cabin! One mile to Castle Rock Lake boat launch & beach, or 20 miles to WI Dells. At this 3 bedroom 2 bath cabin, you can enjoy a full kitchen, open-concept living area, large screen porch, new metal roof,vand yard with grills and fire pit. Enjoy the Juneau County Fair, Necedah Wildlife Refuge, Buckhorn State Park, or explore the forest from the trails in your backyard! Great area for hiking, fishing, boating or kayaking.

Top guest favorite
A peaceful view reveals a calm pond surrounded by lush greenery, with tall trees and a clear blue sky reflecting off the water's surface. Comfortable outdoor seating and a decorative lantern are positioned on a wooden deck, inviting relaxation.
Cabin in Neillsville
4.96 out of 5 average rating, 158 reviews

Cheerful 2 bedroom cabin with hot tub and pond

This home is just minutes from Lake Arbutus, which has beaches, ATV trails, fishing, boating, swimming, hunting areas and much more. Direct access to ATV/UTV and snowmobile trails! 2 bedrooms with queen size beds; and 1 king bed, 1 queen bed and futon in loft. Kayak and fishing poles for use on the pond or at nearby Lake Arbutus! UTV rental available on site. We do have 1 4 passenger 2024 can-am maverick available at $299/day. Inquire at time of booking for availability.

Top guest favorite
A wooden dock extends into a serene lake, framed by tall grasses on either side. The sun shines brightly overhead, casting reflections on the water's surface. Lush trees line the opposite shore, contributing to the peaceful atmosphere.
Cabin in Iola
4.86 out of 5 average rating, 121 reviews

Charming cabin on a lake with 2 bedrooms, one bath

Escape to central Wisconsin in your own private cabin! One bedroom with a full bed and single bed. Second bedroom with a queen bed. Full kitchen. Full use of water toys and kayaks. Toddler toys to entertain the kids. You can also fit 3 to 4 campers on site with plenty of parking. Air conditioning. Central heat and electric fireplace. Refrigerator, microwave, electric stove, coffee pot. Private dock with public boat landing. There is not a beach. Wifi. Now open year round!

Top guest favorite
Cabin in Hancock
4.95 out of 5 average rating, 446 reviews

Cozy Cabin Retreat | Fireplace & Movie Nights

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. Bring your pup and enjoy the 1,200 sq. ft. private dog park.

Top guest favorite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 141 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Guest favorite
The exterior of the cabin is highlighted by a welcoming entrance with steps leading up to the porch. A fenced yard features a swing set and slide, providing a family-friendly space. Surrounding trees offer privacy and a natural setting.
Home in Nekoosa
4.73 out of 5 average rating, 124 reviews

Quiet Country Cabin w/Trails

Welcome to this spacious 1,800 sq ft cabin which includes 3 bedrooms and 2 full bathrooms with large living room (with fireplace) and large family room. Country cabin on 12 acres of land with over 2 miles of hiking trails! Fenced in yard is great for families and pets. Included is central air, heat, full kitchen with dishwasher, and laundry. Great location for accessing sports and entertainment! Idyllic and quiet for those who want a peaceful getaway.

Popular amenities for Pittsville vacation rentals

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