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
A spacious living area features a comfortable gray sofa adorned with decorative pillows. Two armchairs are positioned nearby, and a coffee table rests in front. Light colored flooring complements the neutral walls and a ceiling fan adds a practical touch.
Home in Thorp
4.99 out of 5 average rating, 95 reviews

Yellowstone Trail Bungalow

Our home is located on the Yellowstone Trail and is a newly remodeled 4 bedroom, 2 bath space that features hints to the 1950’s with updated touches to make sure you are comfortable! You will find luxury linens atop quality memory foam mattresses to warm cozy details throughout. We have thought of everything! Whether you are traveling to see family, buying world famous cheese, shopping our many local businesses or just passing through, our home is perfect for families, couples or groups up to 8.

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, 124 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, 29 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
Cabin in Stratford
4.99 out of 5 average rating, 67 reviews

Golden Pond Cabin • Private Beach & Firepit

Welcome to Golden Pond Cabin — a one-of-a-kind country retreat between Mosinee and Stratford featuring a private pond with sandy beach, fire pit, slide, kayaks, and unforgettable views. Just minutes from The Big Eau Pleine Reservoir, the Rock Ridge Orchard event barn, and 30 minutes to Granite Peak for skiing, this immaculate guest suite offers a full kitchen, in-unit laundry, and space for boats and trailers. Owned by Golden Pond Rentals and professionally co-hosted by Sioux Falls Stays.

Top guest favourite
Tiny home in Medford
5 out of 5 average rating, 12 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.

Top guest favourite
Cabin in Ogema
4.91 out of 5 average rating, 35 reviews

The Prayer Cabin 60 Acres Most Incredible View

This serene cordwood timber-frame cabin perched high on a hill near Timm's Hill is pure magic. The winding driveway bordered by massive stones sets the tone for total tranquility on 60 private acres. Step inside to gorgeous natural woodwork, radiant in floor heat and a cozy loft overlooking the open lower level with jaw dropping views in every direction. Tucked away in the quiet town of Hill, this unique north-woods gem feels worlds away yet right next door to Wisconsin's highest point.

Top guest favourite
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, 87 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.

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
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, 107 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.

Guest favourite
The sleeping area features a spacious wooden bed with a colorful quilt adorned with star patterns. Soft lighting from a ceiling fan creates a warm atmosphere, complemented by wood-paneled walls. A small side table and a chair are positioned beside the bed, enhancing functionality.
Cabin in Greenwood
4.92 out of 5 average rating, 12 reviews

Deluxe Cabin #2

Deluxe Cabin #2 is a premier cabin with a full bathroom. A queen bed is provided with bedding and towels. Bathroom is available May through October during mild climates. Check in before 4 pm at General Store or with Jeff upon arrival. Campfire wood available for purchase. Great places to gravel bike and hiking trails are on site. Brick oven pizza is available on weekends.

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
4.97 out of 5 average rating, 79 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