Vacation rentals in Dorchester

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Top-rated vacation rentals in Dorchester

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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, 440 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, 106 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, 203 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

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, 44 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

An outdoor area is illuminated by a gas fire table, surrounded by seating. A hot tub can be seen in a close-up inset, while the dark sky showcases silhouettes of trees against a starlit backdrop.

Cabin in Irma

5 out of 5 average rating, 22 reviews

Hot Tub Cabin Hideaway Near Tomahawk

This completely renovated cabin offers a cozy retreat with 1 bedroom featuring bunk beds and a queen bed, a full bathroom, and a fully equipped kitchen. Enjoy the comfortable living room with a TV, along with heating and AC. The cabin combines modern amenities with rustic charm and is set on a beautiful 40-acre property with groomed trails for quiet walks. At night, you can stargaze. There are snowmobile trails across the street, with UTV access on the roads. Perfect for a peaceful getaway!

Top guest favorite

The main living area features a comfortable layout with a sofa and a queen sofa sleeper. A dining table sits adjacent to the kitchen, which includes essential appliances. Light streams in through multiple windows, creating a bright and inviting atmosphere.

Guesthouse in Stratford

5 out of 5 average rating, 48 reviews

Cozy Cabin | Pond View | Rock Ridge Orchard & Lake

Discover tranquility at Golden Pond Rentals in Central Wisconsin. Our centrally located Cabin rental offers 1 bedroom, a living room with a sofa sleeper, a full kitchen, and full bathroom with laundry services. 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 a week long stay and 30% off for 28+ night stays.

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, 224 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, 327 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.

Top guest favorite

The open-concept kitchen and dining area feature modern black cabinetry and stainless steel appliances. A rustic wooden dining table with ample seating is positioned centrally, surrounded by forest-themed wall art and pine graphics. Natural light brightens the space through large windows.

Home in Holcombe

4.97 out of 5 average rating, 147 reviews

Behind the Pines, Spacious Home Away From Home

This is a spacious, beautiful home away from home! We are located about a 1/4 mile from gorgeous Lake Holcombe! Nestled away behind the pines :) The area offers plenty of outdoor activities , year-round! Take a walk on the quiet, peaceful Lakeshore , or jump on the trails just down the road for some OTR fun! If you have little ones, there is a beach located within walking distance, to cool off in the summer.

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, 135 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 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, 65 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 favorite

A living area features light-colored walls and hardwood flooring, with a plush armchair and a wooden TV stand positioned across from a television. Through an archway, a dining area is visible, furnished with a wooden dining table and chairs, with natural light filtering through large windows.

Home in Athens

4.98 out of 5 average rating, 45 reviews

517 Guest Haus (aka 517GH)

We hope you will come and visit our wonderful town and stay in this fully renovated guest house for your visit to Athens! This beautiful home has the charm of a historic home with all the benefits and modern conveniences of a brand new house. The home is located just blocks from downtown Athens and has plenty of space for your family or friends to enjoy time in the area.