Holiday rentals in Pittsville

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Top-rated holiday rentals in Pittsville

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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 home in Black River Falls
4.97 out of 5 average rating, 449 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
4.9 out of 5 average rating, 121 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!

Guest favourite
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
4.93 out of 5 average rating, 105 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. --

Guest favourite
Robinson Creek meanders gently, bordered by a stunning rock face and wooded banks adorned with evergreen trees. The rocky shoreline provides a serene backdrop for nature enthusiasts, with a calm water surface reflecting the surrounding landscape.
Cabin in Black River Falls
4.93 out of 5 average rating, 284 reviews

Peaceful Cabin Nestled on Robinson Creek

Get away among the sights, sounds, and smells of nature at the Fat Porcupine Cabin in Black River Falls. Robinson Creek runs along the back of the property below a stunning rock face. The sandy shore is the perfect place to relax. The home sits on a 2.5 acre wooded lot filled with aromatic evergreens. The cabin is ideal for couples looking for a cozy quiet retreat, and there's also plenty of sleeping space for families or groups to make many happy memories. We hope you make yourself at home!

Top guest favourite
A rustic log cabin is framed by trees, featuring a wrap-around porch with ample seating. The exterior showcases natural wood tones, while large windows allow for abundant light. The surroundings appear serene, with a well-kept lawn leading to the entrance.
Cabin in New Lisbon
4.99 out of 5 average rating, 351 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

Top guest favourite
Cabin in Adams
4.94 out of 5 average rating, 464 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!

Top guest favourite
A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.
Loft in Amherst
4.96 out of 5 average rating, 179 reviews

Tiny Town Bakery Flatlet

Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Top guest favourite
A spacious living area features a black leather couch, a round wooden coffee table, and a colorful area rug on hardwood floors. A flat-screen TV is mounted above a brick fireplace, with large windows framed by green curtains allowing natural light to fill the room.
Home in Marshfield
4.95 out of 5 average rating, 219 reviews

Modern space with historic charm

Make this cozy historic, 2100 square ft home your respite while in Marshfield. Whether in town for business or pleasure, you will be a mile or less from shopping areas, downtown and the medical complex. In a safe and quiet neighborhood, across from Columbia Park, you are sure to start your day off right with a cup of hot coffee/tea. Prepare meals in the large kitchen and eat at the dining room table to share the day's events. Then get tucked into soft cotton sheets to drift off to sleep.

Top guest favourite
A bright living area is viewed through an opening, featuring a ceiling fan and a large window. A comfortable seating arrangement includes a gray sofa, and a coffee table is centered on a plush rug. Green plants add natural elements to the space.
Flat in Wausau
4.98 out of 5 average rating, 246 reviews

Daniel’s Place

Cozy up in this private, one-bedroom, centrally located, upper apartment. (Must walk up a handful of outdoor stairs) Unique, peaceful, and affordable - Daniel’s Place is 3 blocks from the Riverlife walking path, leading directly to downtown, and 3 miles away from Granite Peak Ski Resort. Daniel’s Place is the perfect spot for weekend ski trips, city biking, trying local restaurants, farmers markets, kayaking, and exploring the city of Wausau. Come make yourself at home 🙂

Top guest favourite
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
4.95 out of 5 average rating, 134 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 favourite
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, 112 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.

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, 141 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 holiday rentals

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