Holiday rentals in Dorchester

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Top-rated holiday rentals in Dorchester

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

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Top guest favourite
The home is framed by lush greenery and a variety of trees, surrounded by vibrant flower beds. Natural light filters through the leaves, casting gentle shadows on the yard. The house, two stories tall, is partially visible through the foliage, adding to the tranquil rural setting.
Home in Sheldon
5 out of 5 average rating, 18 reviews

Country paradise

Brand new home. Amish built kitchen cabinets and stairs, balcony overlooking the living room. Take it easy at this unique and tranquil getaway located in a rural setting surrounded by crop fields and wildlife. Marked UTV town roads and trails Marked snowmobile trails. Many hunting and fishing opportunities are prominent throughout the area. located close to the Chequamegon National Forest and Miller dam Flambeau river. Flambeau River state park. The Jump River and Lake Holcomb, seasonal fun

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, 125 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 favourite
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, 217 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 favourite
A quaint house features a green roof and white siding, set amidst a grassy area. Large windows allow for natural light, and nearby trees add to the tranquil setting. A pathway leads from the road to the front steps of the home.
Home in Gilman
5 out of 5 average rating, 32 reviews

Sportsman's Getaway

Sportsman's Getaway is centrally located between several great fishing and hunting spots! There are lots of activities for the non-sports person as well. Bring the whole family! This property is located in Donald, WI. It now has a population of 0 and is no longer on the map. There are trains that go by at all hours, otherwise it is quite peaceful. There is 1 acre of land, a patio set and a fire pit to enjoy outside. The house is cozy but has all that you'll ever need. We hope you see you soon!

Top guest favourite
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
4.98 out of 5 average rating, 63 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 favourite
Cabin in Ogema
4.93 out of 5 average rating, 40 reviews

The Prayer Cabin 60 Acres Most Incredible View

Handcrafted to perfection, this sanctuary features cordwood timber-frame construction, a soaring cathedral ceiling, and a cozy loft. Your experience begins with stunning interior craftsmanship that continues to a rock wall that beautifully hugs the surrounding landscape. The scenery continues endlessly, starting with the sunrise, then sunset, and topped off with stars. You'll be at a loss for words for your review, but one thing you'll know for certain is—when can you book your next stay?

Top guest favourite
Tiny home in Medford
5 out of 5 average rating, 14 reviews

Luxury Lakefront Tiny Home with WiFi & Kayaks

Escape to a romantic lakefront tiny home (est. 2025) on peaceful Sackett Lake, perfect for couples, quiet getaways, remote work, and unplugged weekends. Wake to lake views from the queen bed, sip coffee by the water, paddle the calm non-motorized lake, and relax by the fire pit under the stars. Inside, enjoy Starlink Wi‑Fi, a full kitchen, heated bathroom floors, self check-in, and the comforts you need. Outside, enjoy kayaks, a private dock, fire pit, and peaceful lakefront surroundings.

Guest favourite
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, 317 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 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
The modern cabin showcases a combination of wood and dark exterior finishes, surrounded by tall trees with autumn foliage. A spacious deck extends from the structure, offering a view of the forest. Large windows allow for ample natural light.
Cabin in Merrillan
4.99 out of 5 average rating, 87 reviews

Howling Creek Cabin, Hatfield, Black River Falls

512 sq. ft. modern, dog-friendly cabin situated on ~5 acres overlooking beautiful Halls Creek. No neighbors. Swimming/wading, kayaking, fishing right from camp for the adventurous. Giant windows, heated concrete floors, large deck with partial roof overhang for rainy days or shade. Custom tiled double-head walk-in shower. ~200” Roku smart projector. Check us out on IG for more @howlingcreekcabin

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, 111 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 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, 82 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.

Popular amenities for Dorchester holiday rentals

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