
Holiday houses in Pittsville
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pittsville
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Black sheep cabin with barrel sauna
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

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.

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.

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.

Cozy Cabin Retreat | Readaway | 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.

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar
Wild Peak Cottage a newly renovated A-Frame, just a hop, skip, and a jump from Castle Rock Lake, less than 1 mile! Brand NEW hot tub as of 2/18/2026!! Gather around the fire pit, swing on hammocks, roast marshmallows, and create lasting memories. Relax in our large hot tub, under the stars surrounded by pine trees Walking distance (less than 1 mile) to Castle Rock Lake, 25 minutes to Wisconsin Dells, and a short distance to hiking, fishing, wineries, and so much more!

Haven on the Lake
Welcome to our unique A-Frame, Haven on the Lake! -1 hour from Madison -3 hours from Chicago -30 minutes from Cascade Mountain -40 minutes from WI Dells & Devil's Head Resort Nestled on a serene, five-acre lot overlooking Willams Lake, this renovated A-frame cabin is the perfect escape for families seeking peace, adventure, and natural beauty. The cabin offers a unique blend of modern amenities and old cabin charm, creating a cozy retreat in the heart of nature.

Cozy Cabin w/HOT TUB & King Bed•Trails•Lakes•Golfs
Welcome to DeerFox Cottage, a cozy escape surrounded by open fields, fresh air, trees, deer, foxes, and wandering turkeys. Located close to trails, lakes, golf courses, and fishing spots. Spending a day in the Dells? Come back to unwind in the quiet of nature. Listen to the woods, soak in the hot tub, or relax by the fire—whether you're recharging solo or spending quality time with family or friends, your peaceful escape awaits here year-round.

Wood Nestled Refuge
This peaceful, entire house offers the perfect home base for traveling medical professionals, situated just minutes away from the hospital. Surrounded by woods on two sides, you'll enjoy the tranquility and relaxation of nature after a busy shift, while still having quick and easy access to the hospital and local amenities. Designed with comfort and convenience in mind, this home provides a quiet, private space to recharge.

The Raven | Modern Escape To The Woods
Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

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
Other great holiday rentals in Pittsville

Luxury A-Frame | Sauna | Hot & Cold Tub | 7 acres

Lakeview Bliss Condo

The Longcrow Inn

Pet-Friendly Woodland Retreat • Near Lakes & ATV

Cozy Cottage w/ Hot Tub, 3 Beds, Lakes, Trails

Rapids Rustic Retreat W/New Hot Tub

Nekoos-A-Frame Cabin

Lake Wazeecha Loft
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Saint Paul Holiday rentals
- Duluth Holiday rentals
- Wisconsin Dells Holiday rentals
- Grand Rapids Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals





