Holiday houses 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, 97 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, 126 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, 219 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
Tiny home in Medford
5 out of 5 average rating, 18 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, 318 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 clean kitchen space features light grey walls and white cabinetry. A wooden table is positioned at the center, adorned with a vase of fresh flowers. Shelves display various decorative items, while a gas stove and sink are visible against the backdrop of a bright window.
Home in Wausau
5 out of 5 average rating, 116 reviews

Higgins' Homestead

Experience a quiet, relaxing stay at in a charming little home! Only 1 mile from downtown Wausau, WI. with easy access to restaurants, local YMCA, coffee shops and more! Renovated 3 bed, 1 bath with A/C and elegant maple hardwood floors. Fully equiped kitchen and laundry area, as well as a pleasant fire pit surrounded by strawberries! Queen sized beds in two bedrooms, and a futon in the third. We provide all that you need, to just show up and enjoy a relaxing stay!

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, 187 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 cozy corner of the living area features a gold-accented lamp and a vintage armchair. The dark wall is adorned with a framed gallery of black-and-white photos and decorative pieces, creating a unique focal point. A soft, neutral-colored sofa enhances the inviting atmosphere.
Home in Loyal
4.95 out of 5 average rating, 37 reviews

Bird Jax's Speakeasy

The whole group will be comfortable in this spacious and unique space. Take yourself back to the time when prohibition ended in the engaging Speakeasy. With 4 bedrooms, 2 full baths, and a garage, there is plenty of space for family, friends, or a group gathering! This house is located in central Wisconsin. We are an hour from Wausau, Eau Claire, and Stevens Point. We are within a 1/2 hour of Marshfield Clinic Health System in Marshfield and Neillsville.

Guest favourite
The living area features a cozy brown sectional sofa with an ottoman and an accent chair. A colorful area rug is positioned on the light wood flooring. Natural light enters through large windows, and wall art adds character to the space.
Home in Wausau
4.92 out of 5 average rating, 118 reviews

Cozy home on a quiet street

PRIVATE COZY HOME WITH SPACIOUS KITCHEN AND LIVING NOON Checkout with WASHER & DRYER in house. Fantastic Location: Just a distance to downtown Wausau, where you’ll find coffee shops, theaters, Art Museum, brewery, and a variety of restaurants. Only a 8-minute drive to Schofield and 20 minutes to skiing at Granite Peak. Comfortable & Cozy: Enjoy a bright, inviting atmosphere with room for games and relaxation.

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, 152 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, 114 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, 83 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