Holiday rentals in Dorchester

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Top-rated holiday rentals in Dorchester

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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, 462 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
Home in Ladysmith
4.95 out of 5 average rating, 262 reviews

North Country Cottage

This beautiful, recently renovated home is out in the country down a dead-end road, but still only a few miles from the town of Ladysmith. It is about a mile from a little county park on the Dairyland Reservoir, only a few miles from the local golf course, and just down the road from hopping on the snowmobile trail in the winter. There is a boat landing at the park for summer and access to ice fishing in the winter. We hope to earn 5*s and look forward to hosting you! State License #VJAS-BCCLDB

Top guest favourite
A log cabin is nestled among tall pine trees, featuring a covered porch and large windows. A fire pit and a picnic table with benches are located in the grassy area in front of the cabin. A charcoal grill is positioned nearby.
Cabin in Greenwood
4.95 out of 5 average rating, 20 reviews

Grandma's Cabin, wooded hideaway

This is the cabin in the woods that you've always dreamed of. This quiet and secluded split log cabin is surrounded by towering pine trees to keep out the noises of the world. Free yourself of electronic distractions and enjoy nature. You will see lots of wildlife as you sit in peace on the covered porch or the back deck watching the sun set. There is a game room, puzzles, board games, and more. Other locations are a place to stay when you go to your destination, this cabin IS your destination.

Guest favourite
A living area features a cozy seating arrangement with a sofa and an accent table. Adjacent, a dining table with four chairs is complemented by a kitchen bar with three stools. Natural light enters through large windows, enhancing the open and inviting space.
Bungalow in Chippewa Falls
4.85 out of 5 average rating, 274 reviews

The perfect north woods getaway on Lake Wissota!

Stand-alone home retreat on the lake! Quiet, stylish, lakefront cabin located on Little Lake Wissota. Easy access off of Hwy X, restaurants, grocery store, & Ray's Beach all within walking distance. This 800-sq-ft home w/ beautiful lake views, 2 bedrooms, with queen-sized beds and a pull-out full sofa/sleeper. Outdoor features include a paved patio, patio table & chairs, bonfire pit, charcoal grill, waterfront & private dock. Chippewa County zoning permit # 09-2017-ZON-0185 Book it today!

Top guest favourite
The cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.
Cabin in Medford
4.98 out of 5 average rating, 117 reviews

Cozy two bedroom log cabin on a peaceful lake

Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

Guest favourite
A cozy cabin is set among tall trees, showcasing a well-maintained yard. Several windows reflect a serene, inviting atmosphere. The spacious grassy area extends towards the cabin, offering a glimpse of outdoor seating options and a clear view of the surrounding nature.
Cabin in Harshaw
4.8 out of 5 average rating, 128 reviews

Mitchell Retreat

Escape to a cozy, renovated 2-bedroom cabin on the serene shores of Mitchell Lake, perfect for a summer retreat. Enjoy sunsets from the spacious backyard, with direct lake access for kayaking, and fishing. Located near the Bearskin State Trail, this cabin is just minutes from Minocqua, Tomahawk, and Rhinelander, offering easy access to hiking, biking, and local attractions. Relax on the patio, take in the peaceful lake views, and enjoy the beauty of the Northwoods. Your perfect getaway awaits!

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, 188 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.

Guest favourite
A serene view of the Jersey Flowage showcases calm waters reflecting autumn foliage. Trees in vibrant shades of orange and yellow line the shore, creating a peaceful natural setting. A dock with boats is visible along the water's edge, enhancing the tranquil atmosphere.
Home in Tomahawk
4.84 out of 5 average rating, 112 reviews

Cabin in the Northwoods (Jersey Flowage, WI)

If you are looking for a little getaway, check out this beautiful cabin. Located on the Jersey Flowage (Tomahawk River) Just mins from Downtown Tomahawk, Lake Nokomis, and Lake Mohawksin, across the street from Halfmoon Lake. All utilities are included in your rental price, even Wi-Fi. Completely furnished w/ 2 bedrooms, 1 bath, TV, charcoal or gas grill, spacious kitchen and living room, dock, v-haul boat lift, kayaks, paddle boat, fire pit. ATV and snowmobile trails nearby.

Top guest favourite
A serene view of vibrant fall foliage frames a tranquil lake scene. Trees with hues of orange, yellow, and green create a picturesque backdrop. A grassy area leads toward the water, enhancing the natural setting.
Home in Wausau
4.97 out of 5 average rating, 103 reviews

Bliss on the Lake

This quiet, 4 bedroom lake house is not only on the water, but a short, five minute drive to Rib Mountain Skiing, a three minute drive to a boat launch, as well as everything Rib Mountain has to offer; shopping, restaurants, night life, and various outdoor activities. It has everything you need to make your holiday warm, comfortable and full of bliss! Cleaning fee credited for all stays 7 days or longer. We can also set up the basement living room area to be a work space.

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, 272 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 cozy corner of the living area features a gold-accented lamp and a vintage armchair. The dark wall is adorned with a framed gallery of black-and-white photos and decorative pieces, creating a unique focal point. A soft, neutral-colored sofa enhances the inviting atmosphere.
Home in Loyal
4.94 out of 5 average rating, 32 reviews

Bird Jax's Speakeasy

The whole group will be comfortable in this spacious and unique space. Take yourself back to the time when prohibition ended in the engaging Speakeasy. With 4 bedrooms, 2 full baths, and a garage, there is plenty of space for family, friends, or a group gathering! This house is located in central Wisconsin. We are an hour from Wausau, Eau Claire, and Stevens Point. We are within a 1/2 hour of Marshfield Clinic Health System in Marshfield and Neillsville.

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, 135 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.

Popular amenities for Dorchester holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Clark County
  5. Dorchester