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, 17 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, 122 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 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, 27 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!

Guest favourite
Tiny home in Medford
5 out of 5 average rating, 11 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
4.9 out of 5 average rating, 30 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.

Guest favourite
Home in Owen
4.85 out of 5 average rating, 20 reviews

Country Cozy Retreat

Welcome to Country Cozy Retreat, Plenty of room to bring your whole family and spend a wonderful weekend, located out in the country on 2 acres and a very peaceful atmosphere , 3 miles from Owen wisconsin ( small café for a yummy breakfast- Cozy Corner Cafe & a Golf course) and 50 miles from Wausau ( sking in winter time/ Rib Mountain, Hiking trails too, - Monk Botanical Gardens) -50 miles from Eau claire - (a Mall to visit and hang out & Action City , check out Old Abe Bike trail)

Top 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
4.96 out of 5 average rating, 313 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

Guest favourite
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, 181 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 favourite
A covered patio area features a round metal table surrounded by four chairs. The table holds a potted plant filled with vibrant purple flowers. Green grass and trees can be seen in the background, enhancing the peaceful outdoor setting.
Cabin in Brantwood
4.99 out of 5 average rating, 79 reviews

Woodland Retreat Countryside Cabin

Rural Setting 2-1/2 Miles of Wide Hiking Nature Trails: Marked ATV Roads on Town Roads & County Roads 9 miles to Ice Age Trail & Tim's Hill Huge yard for Parking Easy Access into Cabin, No Steps Wifi Roku Two Sources of Heat 1. Wall Furnace 2. Pellet Stove Window air-conditioner Please, No pets allowed. 9 Miles to Tim's Hill (Highest Peak in Wisconsin) Prentice- 9 Miles Phillips - 25 Miles Tomahawk - 25 Miles Ogema - 25 Miles Willow Lake - 13 miles

Top guest favourite
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, 178 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 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, 103 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
4.97 out of 5 average rating, 76 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