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, 434 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

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, 104 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

The exterior of Pooh's Hideout cabin is shown, featuring a uniquely shaped wooden structure with a curved roof and two circular windows. A bench is positioned nearby on a concrete patio, surrounded by colorful autumn foliage.

Cabin in Merrill

4.95 out of 5 average rating, 42 reviews

Cozy Forest Cabin–Pooh’s Hideout @Friedenswald

Pooh’s Hideout is a unique, small cabin nestled beside Owl’s House. Fully insulated & heated, it stays cozy in winter & cool in summer with AC. Inside, you'll find a handcrafted futon that converts into a full-size bed with storage. The shared full bathroom with a shower is just 50 yards away in the barn. Relax indoors or unwind in the shared open-air pavilion. Enjoy evenings by one of our firepits or cook on the gas grill. A peaceful place with rustic charm—perfect for nature lovers!

Top guest favorite

A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.

Loft in Amherst

4.96 out of 5 average rating, 164 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 cozy living room features a plush green sofa adorned with decorative pillows. A wooden coffee table sits in front of the seating area. A recliner is positioned nearby, and a warm light illuminates a rustic wood accent wall, creating a comfortable atmosphere.

Place to stay in Whitehall

4.95 out of 5 average rating, 123 reviews

A cozy shed house located in the rolling hills.

A cozy shed house located in the hills of Coral City, WI. This Shed house includes a private deck, cozy living room, full kitchen, 1 bedroom with queen bed, 1 bathroom with shower and extra air mattresses, sheets, & pillows for guests. It is surrounded by nature but near to the city. We are also located close to many wedding venues. The Shed House is a separate building, but located on the same property as the owner's home. During the winter months, 4-wheel drive is necessary.

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, 215 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 🙂

Superhost

A charming A-frame cabin is surrounded by lush greenery, with a stone pathway leading to the entrance. The exterior features a pleasant mix of light-colored siding and decorative foliage. Sunlight filters through the trees, creating a tranquil outdoor setting.

Cottage in Medford

4.84 out of 5 average rating, 324 reviews

Cozy A-frame on Clear Lake

Relax and enjoy the slower pace of lake life. Catch pan fish from the dock or kayak the chain of lakes! Water not your thing? Use our Cozy A-frame as the base camp for your summer UTV trip or winter snowmobile fun, we sit right on the trail systems. This cozy A-frame built in 2005 features a fireplace, tile floor, full bath and loft area that sleeps 5. Located on Clear Lake near Medford in north central Wisconsin, just down the road from the High View supper club.

Superhost

A bright dining area is framed by large windows offering views of the surrounding woods. A wooden table is set with utensils, while four chairs are positioned around it. The warm wood finishes enhance the natural ambiance of the space.

Cabin in Ogema

4.88 out of 5 average rating, 104 reviews

Cozy Cabin in the Woods with Wood Stove and Sauna

Spend time off the grid, exploring nature’s gifts. Roam the wooded acreage. Hike the Esker on the Ice Age National Scenic Trail/Timm’s Hill Trail, and look out over Stone Lake. Enjoy plenty of outdoor activities year-round as you are conveniently located to trails right out your door. Enjoy hiking, biking, snowshoeing, cross-country skiing, canoeing, and kayaking. You are 15 minutes away from gas station, grocery store, and restaurants.

Top guest favorite

The living room features two plush sofas and a coffee table at the center. A kitchenette area with a refrigerator stands in the background, while a side table adds extra convenience. Natural light fills the space, highlighting the neutral wall color and warm carpet.

Apartment in Stratford

5 out of 5 average rating, 25 reviews

Cozy Lower Level | Near Rock Ridge Orchard & Lake

Discover tranquility at Golden Pond Rentals in Central Wisconsin. Our centrally located lower level rental offers 2 bedrooms, a spacious living room, a kitchenette, and a full bathroom. Everything is provided for your convenience. This serene property is nestled by woodlands and a private pond, it's the perfect escape near Big Eau Pleine Reservoir. Looking at staying longer? We offer a 8% discount on week long stays.

Top guest favorite

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, 132 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.

Guest favorite

The exterior of the log cabin features a spacious wooden balcony with a railing. A swing hangs near the entrance door, while large windows adorn the upper area, inviting natural light. The structure is surrounded by wooded scenery, emphasizing its secluded location.

Cabin in Neillsville

4.96 out of 5 average rating, 164 reviews

Secluded Cabin near the East Fork!

Cozy log cabin on 40 private wooded acres with a south facing wall of windows to enjoy looking at the outdoors. Its off the beaten path, but five miles from the recreational hub of Hatfield, WI and the Black River Forest. We offer a private cabin for up to 4 guests. South Enjoy the outdoors: hiking, canoe/kayaking, AtVing, XC and downhill skiing, hunting, fishing, mountain biking etc.

Top guest favorite

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, 63 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.