Holiday rentals in Medford

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Top-rated holiday rentals in Medford

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.

Guest favourite
A vintage cabin is presented with a light green exterior nestled among trees. A patio area features a picnic table and a barbecue grill, surrounded by a spacious yard of green grass. Large windows invite natural light into the cabin.
Cabin in Westboro
4.96 out of 5 average rating, 24 reviews

North Harper Lake Heaven

Take a break and unwind at this peaceful vintage lake cabin. Nestled in the Northwoods of Wisconsin on North Harper Lake, a deep 55-acre private lake. The clear water is ideal for swimming, kayaking and paddle boarding, with many amenities included in your stay. Fish include panfish, bass, walleye, northern pike, and a few musky. Located near thousands of acres of federal, state, and county public lands, this area offers an abundance of wildlife and year-round outdoor recreational opportunity.

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, 123 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, 28 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
The rustic log cabin is framed by green grass and a curved stone pathway leading to a covered porch. An American flag gently waves in the breeze. Seating is provided with several black chairs arranged around a firepit near the water's edge, surrounded by trees.
Cabin in Sheldon
4.93 out of 5 average rating, 104 reviews

Lincoln Log Cabin perched along the Jump River.

Welcome to The Lincoln Log! You'll love the log details, large deck, stamped patio, quiet river mornings, & firepit nights! Shallow river is home to bass, crawfish, frogs, & turtles w/eagle sightings! Cabin is a loft design with a queen bed, & two twins (not a lot of privacy). Close to ATV trails with Country store & bar/food about 1 mile. Near Lake Holcombe, & surrounding areas. Base price is for 2 guests. The Eagle's nest is an adjacent unit (sleeps 6). Inquire w/host to book both units.

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
The charming log cabin features a combination of natural wood and painted siding, showcasing a welcoming entrance door. A covered porch extends to one side, accompanied by outdoor seating and a lush green landscape, inviting guests to relax in the natural surroundings.
Cabin in Westboro
5 out of 5 average rating, 21 reviews

Cabin Between the Lakes

Reconnect with nature, history, & yourself as you explore central Wisconsin in this adorable log cabin nestled in between two lakes. Available all year round, this property includes access to a private 55-acre lake (North Harper Lake) with a screened-in deck, two piers, multiple watercraft, and a raft. Directly across Rustic Road 1 is a public boat launch and beach on South Harper Lake. Countless hiking, cross-country skiing, snowshoeing, UTV, & biking trails are only a few miles away.

Top guest favourite
The exterior of the cabin is shown, featuring a gravel driveway and a spacious porch with wooden railings. Surrounding trees provide greenery, and a flag is displayed by the entryway. The roof is metallic, and a large storage building is visible to the left.
Cabin in Medford
4.96 out of 5 average rating, 28 reviews

Lake Eleven Lodge

Lake 11 Lodge is the perfect year-round cozy cabin getaway located in Northwoods Wisconsin. This cabin is situated on 40 acres of land with easy access to the Lake Eleven Segment of the Ice Age Trail and the Chequamegon-Nicolet National Forest. Enjoy the view as the cabin overlooks the Lodge’s own private 7-acre lake. Head down the road to explore ATV and snowmobiling trails. This cabin is perfect for couples, hikers, groups, large families and extended stays.

Guest favourite
The cabin is situated near a calm lake, reflecting the surrounding trees. A dock extends over the water, accompanied by a hammock and a sandy area. Patio seating and a red umbrella can be seen, creating a relaxed outdoor environment.
Home in Medford
5 out of 5 average rating, 10 reviews

Sand Point on Lake Esadore

Our cabin is brand new build in Fall 2022. The point is entirely sand with great swimming, dock, hammock and firepit. Note NO WAKE time on lake from 5PM to 11AM. Fishing is good for northern, bass and pan fish. Friendly small lake with a great super club. Huge concrete patio with charcoal grill. Spectacular views from nearly every room inside the cabin. Loft has 2 queen beds with a ladder to access. 2 bedrooms are in the lower level.

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, 105 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.

Popular amenities for Medford holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Taylor County
  5. Medford