Vacation rentals in Pittsville

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Top-rated vacation rentals in Pittsville

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Top guest favorite

A cozy living area features wooden walls and ceilings, complemented by a stone fireplace beneath a wall-mounted television. Large windows provide views of the surrounding nature, while a comfortable sofa faces a coffee table adorned with a festive plant.

Tiny home in Black River Falls

4.97 out of 5 average rating, 412 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

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Tiny home in La Crosse

4.87 out of 5 average rating, 174 reviews

Come unwind with us at Kindred Tiny House.

Come unwind with us at Kindred Tiny House. Take in beautiful Wisconsin outdoors in a Scandinavian-inspired tiny home themed with simplicity & relaxation in mind. This home features a full bath, kitchenette, & room to sleep three. Step out to experience a wooded private outdoor space featuring a fire pit, access to trails, & seasonally available shared access to a large salt water pool. Located approximately 15 minutes from downtown La Crosse, you’ll be able to enjoy all the area has to offer!

Guest favorite

The open kitchen features white cabinetry and a gas stove, complemented by a large countertop. A cozy seating area with a sectional couch is visible through expansive windows, providing a view of the surrounding nature. Warm wooden walls add character to the space.

Cabin in Black River Falls

4.93 out of 5 average rating, 264 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!

Guest favorite

Cabin in Hancock

4.95 out of 5 average rating, 422 reviews

Peaceful Wooded Sanctuary- with private dog park!

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. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Guest favorite

The exterior of a spacious two-story home is showcased, with a well-maintained lawn and landscaping. A large driveway leads to a three-car garage. Surrounding trees provide a sense of privacy and nature, while a pathway along the side of the house invites exploration.

Home in Stevens Point

4.94 out of 5 average rating, 165 reviews

Entire basement - Clean, spacious w/ private entry

Whether Stevens Point is your destination or just a stopover, Beaver Dam Hideaway is the perfect spot to unwind. With a private entrance, two bedrooms, a bathroom, and a spacious living area, your whole family will be comfortable and at ease. Take a walk on the Green Circle Trail. It is just steps away. Watch a movie on the 55" TV, play a game of ping pong, or just relax. This is the ideal place of comfort and cleanliness. A mini-fridge, microwave and Keurig are on site for snacks or meals.

Top guest favorite

Loft in Amherst

4.95 out of 5 average rating, 141 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 favorite

A wooden cornhole board is positioned on a grassy lawn, featuring a smooth surface and a central hole. Four bean bags, in blue and black, rest nearby, inviting casual outdoor play in a peaceful setting.

Home in Marshfield

4.94 out of 5 average rating, 194 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 favorite

A double burner electric griddle is displayed on a wooden surface. The sleek black design features two circular cooking surfaces with metallic rims. Control knobs are clearly visible on the side, along with an indicator light, ensuring ease of use for meal preparation.

Ranch in Cashton

4.97 out of 5 average rating, 188 reviews

Skyline Cabin

Escape to our cozy 192 sq. ft. cabin in nature! Enjoy electricity, a Keurig, microwave, toaster, electric stove, A/C, and heat. With no running water, a porta potty and hand washing jug are provided. Stay refreshed with bottled water and unwind in tranquility. The cabin is perched in the upper corner of our 15 acre property. We are in the heart of the driftless region and amish country! Enjoy nearby outdoor activities at state parks and many lakes, rivers, hiking trails, & much more!!

Top guest favorite

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.

Apartment in Wausau

4.98 out of 5 average rating, 172 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 🙂

Guest favorite

Home in Marshfield

4.94 out of 5 average rating, 284 reviews

Charming 3bdrm Wooded Retreat

Eagle's Nest as we call it, is charming year round, as each season brings a new scenic view. It is located just minutes from the Americana town of Marshfield, WI. It features three spacious bedrooms, private bath, kitchenette with cooktop, toasting oven, pizza oven, coffee bar, refrigerator, and dishwasher. The property offers serene views on 5 acres of wooded property. It is not uncommon to spot deer or a family of turkeys wandering in the backyard.

Top guest favorite

A wooden deck surrounded by lush greenery features two seating areas with chairs and a small table. The natural landscape provides privacy, while a large tree is integrated into the deck design, enhancing the space with a serene outdoor setting.

Home in Nekoosa

4.99 out of 5 average rating, 165 reviews

River Cottage!

This is a very quiet neighbor located on the second largest body of water in the State of Wisconsin, Lake Petenwell, with amazing fishing right outside the back door. This is a bi-level home that has been newly remodeled with new carpet and appliances. Located on the Wisconsin river, across from the Nekoosa boat launch and two miles from town. Parking is available on the property for your car and boat trailer.

Top guest favorite

Home in Marshfield

5 out of 5 average rating, 124 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.