Vacation rentals in Pentoga

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Top-rated vacation rentals in Pentoga

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Guest favorite

A cozy cabin exterior is set within a lush green landscape, featuring a stone firepit surrounded by a variety of seating options. A patio table sits near the cabin entrance, and the structure has a charming red roof with multiple windows and a door that invites relaxation.

Cabin in Long Lake

4.89 out of 5 average rating, 121 reviews

Whispering Maples Entire Cabin Tipler, Wisconsin

Whispering Maples is a two bedroom, 1 bath cozy cabin equipped with Starlink for internet. It is a great place to get away and relax. It's located in the rural town of Tipler, WI. Tipler is in Florence County Wisconsin. Whispering Maples is accessible to the trail system right from the cabin. There are also lakes and hiking trails in the nearby Chaquamegon-Nicolet National Forest for more recreation. There is a fully functional kitchen. There is a grill and firepit available at the cabin.

Top guest favorite

The exterior of a single-story, white bungalow is shown, featuring a green accent at the base. Grass surrounds the home, and a ramp leads to the front entrance. Windows are visible, allowing natural light into the interior, with a fenced backyard beyond.

Home in Gaastra

4.85 out of 5 average rating, 177 reviews

"Yooper Retreat"

Cozy small-town house close to many of the activities Upper Peninsula Michigan has to offer. Time in the U.P. does not follow a clock, it is measured by your enjoyment. If you are looking for crystal palace, look elsewhere. This place offers the basic essentials in a typical Upper Peninsula small former mining community. Wi-Fi provided just in case the weather does not want to cooperate with your outdoor plans. Many of the floors recently upgraded. Bathroom updated to include shower/tub.

Guest favorite

A wooden deck area features a weathered table, overlooking a serene lake with calm waters reflecting the clear blue sky. Surrounding trees display autumn foliage, adding natural color to the scene. Steps lead from the deck to the lawn, enhancing outdoor accessibility.

Cottage in Iron River

4.97 out of 5 average rating, 29 reviews

This cozy cottage is perched above a lush lakefront lawn, boasting picturesque views of Sunset Lake. Three bedrooms and four bathrooms offer space for large groups, giving you ample private and public spaces to create a memorable getaway. Play all day in any season and come back to relax by the fire or unwind in the sauna. Enjoy cooking for your crowd in the fully stocked kitchen complimented by a dining table that seats ten. Minutes from Ski Brule, state parks, town, UTV trails and local fair.

Guest favorite

A welcoming gazebo with a circular wooden floor features a glass-top table surrounded by four cushioned chairs. Lush trees provide natural shade, while scenic views of the calm lake are visible through the surrounding railing.

Home in Iron River

4.86 out of 5 average rating, 28 reviews

Lakefront 3 BR Winter/Summer Wonderland (sleeps 8)

3 BR updated home on beautiful, crystal clear Chicaugon Lake. Great for all activities including listening to the Loons, swimming off of a private swim platform, kayaking (included), fishing from the pier or bring your own boat. Enjoy miles of ATV & snowmobile trails less than a mile down the road or hit the slopes at Ski Brule only a 30 minute drive away. Looking for inside entertainment? Test out your ping pong skills or enjoy the gaming chairs playing Nintendo Switch on the 50” Smart TV.

Top guest favorite

A living room area is featured, showcasing a dark gray sofa and an orange accent chair. A patterned rug covers the floor, while a lamp and a small table are positioned next to the chair. Natural light enters through the window, illuminating the space.

Home in Iron Mountain

4.98 out of 5 average rating, 206 reviews

Villa Mia Iron Mountain

Welcome to Villa Mia! This fully furnished, private two bedroom home, located in the Historic North-side of Iron Mountain is minutes from downtown. Villa Mia is within walking distance to fine-dining, coffee shops, shopping and other local attractions such as the local museum and library. This family friendly home features two bedrooms: one with a king-size bed, one with a full size bed, and a queen-size sofa sleeper in the spacious living room. The large eat-in kitchen is fully equipped.

Guest favorite

A charming cabin is nestled in a lush green landscape, surrounded by trees and a rocky pathway. The structure features a sloped roof and large windows, with a wind turbine visible nearby. The serene setting offers a sense of tranquility.

Cabin in Alvin

4.89 out of 5 average rating, 213 reviews

Rivers reach

Our cabin is located in the heart of the Nicolet national forest on 37.5 acres It boarders on two sides creating a beautiful and very peaceful setting. Once inside you will feel warm and comfortable while being able to see all the beauty nature has to offer through all the windows over looking the property. Plenty of space in the kitchen to prepare a meal or relax on the deck while grilling. Relax by the camp fire or cool off in the pond. Snowmobile and atv trails through back of property.

Top guest favorite

A serene lake view is presented at sunset, with soft golden and orange hues reflecting on calm waters. Silhouetted tree lines and gentle hills are visible in the background, creating a peaceful atmosphere as clouds drift across the sky.

Cabin in Crystal Falls

5 out of 5 average rating, 9 reviews

Chicagon Lake Retreat with pontoon

Relax with the whole family in Michigan’s upper peninsula on Chicagon Lake, offering 1100 acres of crystal clear water with breathtaking views of rolling hills and pines. Delightful lakefront cottage is comfortable and filled with “up north” feel. Use the pontoon for fishing adventures or leisure cruises. Your friendly dogs are welcome guests. Easy access to public launch, Young’s golf and recreational trails. Come have an unforgettable guest experience and make some lasting memories!

Top guest favorite

An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.

Cabin in Phelps

5 out of 5 average rating, 64 reviews

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Atop one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet—where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Top guest favorite

An aerial view captures the executive home surrounded by lush greenery and tranquil water. The spacious property features well-maintained landscaping, with the river visible in the background, framed by trees and shrubs, creating a serene and private setting.

Apartment in Florence

4.93 out of 5 average rating, 182 reviews

Secluded Spread Eagle Sanctuary

Executive home lower level nestled in a private sanctuary of unique trees and shrubs. Right off ATV trail, river access with public boat launch. Extra parking for a boat, trailer, etc. Private entrance into furnished 14x24 bedroom with full bath, great room w/ 52" tv wifi, second split king size bed, fully stocked kitchen with dishes, pans, keurig, etc. dining table for 4, full stove, micro, fridge & dishwasher. Light & Airy patio doors onto lighted, covered patio with fire pit.

Top guest favorite

A comfortable living room is presented with a plush gray couch adorned with colorful throw pillows. A large television mounted on the wall displays a serene forest scene. A stylish ottoman sits in front of the couch, complementing the warm tones of the space.

Home in Crystal Falls

5 out of 5 average rating, 17 reviews

The Gallery House: Enjoy a Little Luxury

The Gallery House looks like an ordinary, little home in a residential neighborhood. But step inside and find exceptional amenities for your convenience, comfort, and enjoyment. Pamper yourself with the luxuries this place has to offer. Works of regional artists complement contemporary décor with a hint of mid-century style. Walk to restaurants, shops, and taverns. This in-town location is a short drive to all that this beautiful area of Michigan’s Upper Peninsula has to offer.

Guest favorite

A living area features a green carpet and light-colored walls. Two patterned chairs and a striped armchair are arranged around a small side table. A television sits atop a wooden dresser, and natural light enters through two windows dressed with light-colored curtains.

Apartment in Gaastra

4.79 out of 5 average rating, 53 reviews

Getaway in the city of Caspian, MI

A quiet, simple 2 Bed/1 bath in the city of Caspian, MI. Several nearby lakes and river accesses. Less than a mile from the Apple Blossom trail. Nearby snowmobile/atv trails and hiking trails make this a great location for outdoor enthusiasts. Approximately 7 miles from Ski Brule and the Wisconsin border. Close to restaurants and bars including the U.P. famous Riverside Pizzeria, Kermits’s bar and Contrast Coffee. Gas/groceries close by as well.

Superhost

A cottage exterior is viewed, featuring light-colored wooden siding surrounded by fallen leaves. Two yellow chairs and a small round table are positioned on a small porch. A window box adorned with flowers and an ornamented window add character to the entrance.

Cottage in Crystal Falls

4.65 out of 5 average rating, 37 reviews

Rustic Lake Escape Front Cottage 1,100 Acre Lake

Our UP Michigan vacation cottages are available for rent from June through October. Accommodation Details Our lakefront vacation property has 3 cottages, only 2 are rented out accommodating from 5 to 6 people each. The heated vacation cottages have TV's, and fully-equipped kitchens with coffee maker, dishes, microwave, pots and pans. Each cottage has its own grill, picnic table, and use of a row boat