Vacation rentals in Dorchester

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Top-rated vacation rentals in Dorchester

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Top guest favorite
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, 463 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 favorite
Home in Ladysmith
4.95 out of 5 average rating, 263 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 favorite
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, 21 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.

Top guest favorite
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.

Top guest favorite
A calm lake view is captured from the dock, featuring clear blue water reflecting the bright sky. Lush trees line the opposite shore, creating a serene backdrop for outdoor activities.
Home in Merrill
4.99 out of 5 average rating, 212 reviews

Big Bear’s Den - On Lake Alexander

This spacious home is located on beautiful Lake Alexander just west of Merrill, Wisconsin. Enjoy the tranquil view year-round as you plan the many activities that this location offers. You bring the boat, and we'll supply the dock. Throw in your ski's or wakeboard, and don't forget your fishing poles! Three pound small mouth bass are not uncommon and the monster's of fresh water fish, the musky, are plentiful. Add in walleyes, crappies, northern pike and this location is a fisherman's dream!

Top guest favorite
A rustic cabin is nestled among lush greenery, showcasing a wooden exterior and a steeply angled roof. The cabin features two skylights on the upper level and a welcoming front porch, surrounded by well-maintained landscaping and natural foliage.
Cabin in Ladysmith
4.93 out of 5 average rating, 376 reviews

Flaming Torch Lodge

This is a quaint little cabin on the Flambeau River just outside of Ladysmith, WI (flambeau translastes to flaming torch) It is a clean space with rustic charm. It has a fully equipped kitchen, stove and fridge. A gas fireplace is the centerpiece of the living room. Snuggle up on the sofa or recliner, turn on the fireplace, and relax. There is one bedroom with a memory foam mattress. A loft with a sleeper couch. Free amenities, including cleaning. No pets and no smoking at any time please.

Top guest favorite
The spacious kitchen features high-end black stainless steel appliances, including a gas stove and double ovens. A large island with bar seating is complemented by modern decor, while large windows allow natural light to fill the space, showcasing the open layout.
Cabin in Chippewa Falls
5 out of 5 average rating, 101 reviews

The Wissota Sanctuary: A Modern Cabin on the Water

Welcome to our Wissota Sanctuary! Newly renovated, our 2-bedroom 1-bunkroom haven sleeps 6, with a gourmet kitchen, cozy living room, and stunning lake views. Enjoy direct water access, stunning sunsets, outdoor decks, 3 smart TVs, and a stocked fire pit. Nearby, explore Wissota State Park, bike Old Abe State Trail, or tour the iconic Leinenkugel's Brewery. With high-speed wifi and keyless entry, your stay promises comfort and convenience. Book now for an unforgettable lakeside getaway!

Guest favorite
An aerial view of the living space highlights wood-paneled walls and natural light from multiple windows. A comfortable sofa faces a wood stove, while blue accent chairs are positioned nearby. A dining table and clock are visible, complementing the open layout.
Home in Chippewa Falls
4.95 out of 5 average rating, 308 reviews

Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub

Come stay on a calm and quiet section of the lake. This newly renovated home on Lake Wissota makes for the perfect lake getaway any time of year. Our 2 bedroom, 1.5 bath home comes with a full kitchen, a deck overlooking the lake, private dock, fire pit, 2 queen beds, a hot tub, and a 4 season room. Explore Lake Wissota State Park or tour the Leinie Lodge. If you want to get out on the water, canoe, kayaks and paddles are included. Chippewa County Zoning Permit #09-ZON-20200667

Top guest favorite
A spacious two-story building is shown with a metal roof and a welcoming front porch. Colorful hanging flower planters add vibrancy, and outdoor seating is arranged near the entrance. The surrounding grassy area offers a relaxed, natural setting.
Guesthouse in Hixton
4.96 out of 5 average rating, 136 reviews

Country Retreat. Beautiful sunsets and sunrises.

Fresh country air. Beautiful view. Cable TV. Wi-Fi. Hot Tub (chemical free). Spacious furnished kitchen. Sectional sofa with recliners. Recliner. Electric fireplace. Outdoor firepit (bring your own wood). Washer and dryer. 12 inch step into tub/shower. This beautiful getaway is attached to the family business shop. We do load trailers occasionally and will be working in shop at times. Minimal noise. 30 Minutes from Eau Claire. We are only 25 minutes from two lakes with beaches.

Top guest favorite
The open-concept kitchen and dining area features a wooden table with multiple chairs, illuminated by overhead lighting. Modern appliances and cabinetry are showcased in a well-equipped kitchen. Large windows allow natural light to brighten the space, enhancing the warm ambiance.
Home in Cornell
4.98 out of 5 average rating, 119 reviews

Sedge Wood Farmhouse

Peaceful country setting with newly renovated home on a working grass-fed beef farm. Only 6 miles to the Barn on Stoney Hill and close to the Ice Age Trail. Wonderful getaway location for you and your family. Explore our beautiful local parks, lakes/rivers, breweries, wineries, cafes, orchards, and trail systems. Large 2-door shed available to park your vehicle, boat, bikes, ATVs or snowmobiles. Enjoy the cows and abundant wildlife. Farm tours available upon request!

Guest favorite
A hallway is displayed, featuring natural wood flooring and light-colored walls. On the right, decorative wall hangings are arranged, along with a tall cabinet on the left housing games and books. A welcoming console table stands, adorned with decorative items.
Home in Holcombe
4.96 out of 5 average rating, 175 reviews

Behind The Pines 2, Spacious Home Away From Home

This is a spacious, beautiful home away from home! We are located about a 1/4 mile away from gorgeous Lake Holcombe. Nestled away behind the pines :) The area offers plenty of out door activities, year round. Take a walk on the quiet, peaceful lakeshore, or jump on the trails just down the road for some OTR fun. There is also the well known ice age hiking trail close by. We do offer maps located on your welcome stand to help you navigate our great community.

Top guest favorite
A spacious living area features a large sectional sofa in soft grey fabric, arranged around a wooden coffee table. Green plants and decorative items adorn the table, while light from multiple windows illuminates the room, complemented by simple wall decor.
Home in Marshfield
4.97 out of 5 average rating, 72 reviews

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.

Popular amenities for Dorchester vacation rentals

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