Holiday rentals in Pittsville

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Top-rated holiday rentals in Pittsville

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 267 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
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, 179 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.

Top guest favourite
A balcony patio offers a view of a serene sunset, framed by lush green trees and an expansive lawn. A small round table with a floral centerpiece and a black chair are positioned on the wood deck, inviting moments of relaxation.
Guest house in Marshfield
4.99 out of 5 average rating, 87 reviews

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.

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, 197 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
An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.
Cabin in Baraboo
5 out of 5 average rating, 102 reviews

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

Top guest favourite
The grand exterior of the historic mansion showcases a white façade with prominent columns and a large front porch. Lush green grass surrounds the property, complemented by leafy trees and manicured landscaping. A cloudy sky adds a serene backdrop to the elegant architecture.
Home in Wisconsin Rapids
4.9 out of 5 average rating, 106 reviews

The White House: Wisconsin Rapids - Sand Valley

The White House in Wisconsin Rapids is the area's largest historic mansion. Rooms include a historic library, a front parlor room, billiards room, grand foyer, an elegant dining room and five (5) spacious bedrooms, some with fireplaces. Stay in the house that hosted Louis Armstrong, Susan B. Anthony, Mickey Rooney & more. Each of the rooms have smart TVs & are appointed with fine linens & historical decor. Preferred by Sand Valley Golf Guests. Ranked #1 Luxury Home in Wisconsin Rapids.

Top guest favourite
Cabin in Nekoosa
5 out of 5 average rating, 66 reviews

Stunning A-Frame on Lake Sherwood near Sand Valley

This newly renovated A-Frame offers the perfect blend of style, comfort and natural beauty. Located on Lake Sherwood in Rome, WI, every inch of this cozy A-Frame was updated, creating a unique and tranquil environment. The open floor plan is filled with light from large windows offering breathtaking views of the lake. Slide open the large deck doors to enjoy a true indoor/outdoor lake experience. End your day under the stars with a lakeside fire on your very own private sand beach.

Top guest favourite
Cottage in Friendship
5 out of 5 average rating, 63 reviews

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.

Top guest favourite
A fire pit, surrounded by logs for seating, is set on a lush green lawn. The serene Wisconsin River is visible in the background, complemented by trees lining the water's edge. Steps lead down towards the river, enhancing the natural outdoor space.
Cottage in Nekoosa
5 out of 5 average rating, 46 reviews

Riverfront cottage with boat landing and docks.

Welcome to The Wisconsin River Cottage, located on the Wisconsin River between Nekoosa and Lake Petenwell. Relax and enjoy the sunset over the water while sitting around the campfire with family and friends. Hundreds of miles of ATV/UTV trails you can ride to right from the cottage. Docks and boat launch onsite to enjoy some of the best fishing and boating the area offers. World class golf just minutes away!!

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, 149 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
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, 105 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.

Top guest favourite
A modern forest lodge is seen from an elevated viewpoint, showcasing its green exterior and orange roof. Surrounding trees are visible, alongside a spacious yard that offers room for outdoor activities. A porch extends from the front of the house, providing an inviting entrance.
Home in Nekoosa
5 out of 5 average rating, 11 reviews

Luckys house

Modern Forest Lodge | 5BR, 2.5BA | Sleeps 14+Fishing Retreat + Bonfire + Game Room Escape to the woods and relax in this stunning 5-bedroom, 2.5-bath lodge designed for comfort, connection, and outdoor adventure. Whether you’re here for world-class fishing, cozy nights by the bonfire, or quality time with loved ones, this retreat has it all. Outdoor Features:     

Popular amenities for Pittsville holiday rentals

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