Holiday houses in Upper Gresham Lake

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Top-rated holiday rentals in Upper Gresham Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The cabin, framed by vibrant autumn foliage, features a spacious porch with comfortable seating. Warm light emanates from within, enhancing the rustic charm. A stone chimney rises from the side, surrounded by lush greenery, creating a serene, woodland atmosphere.
Cabin in Presque Isle
4.9 out of 5 average rating, 88 reviews

Hemlock Heaven

Following all CDC and Airbnb cleaning procedures for Covid-19. Come enjoy this cozy secluded cottage on the beautiful crystal clear 4-Lake Presque Isle Chain. Class A muskie fishing along with trophy walleye, small and large mouth bass. Plenty of pan fish for the kids too. The place is nestled into one of the last Virgin stands of 100' hemlocks left in the state, part of the Van Vliet Hemlock States Natural Area. The area is great for hiking, biking and any outdoor activity you can think of.

Top Guest favourite
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
4.98 out of 5 average rating, 109 reviews

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on 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.

Superhost
The living area features a comfortable brown sofa and a round coffee table surrounded by modern accent chairs. An entertainment unit with a mounted TV is visible, while large windows allow natural light and provide a view of the surroundings. Exposed beams add character to the space.
Apartment in Minocqua
4.85 out of 5 average rating, 20 reviews

The Landmark of Minocqua 1 Bedroom Condo (C)

Situated on the second floor in the heart of downtown Minocqua, enjoy beautiful views of Lake Minocqua. This one bedroom Condo is the perfect escape to the Northwoods and equipped for any length of stay. The modern rustic style décor creates a comfortable, inviting space with brand new furniture, appliances & a smart TV! With an open concept full kitchen and living room, you can easily sit back and relax whether you are traveling alone or with a companion. This unit is perfect for couples.

Guest favourite
An elevated deck features four outdoor chairs arranged to overlook a serene natural setting. Sunlight filters through the trees, casting gentle shadows on the wooden surface. The sliding glass door provides access to the interior space, inviting the outdoors in.
Apartment in Arbor Vitae
4.92 out of 5 average rating, 280 reviews

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

Guest favourite
The exterior of a spacious home is shown, featuring a stone and wood facade. Large windows allow natural light to fill the interior, while a wooden deck extends from the side, surrounded by trees. Fallen leaves carpet the ground, indicating the season.
Cabin in Minocqua
4.89 out of 5 average rating, 79 reviews

Robin's Nest

Welcome to your northwoods adventure! Seated on two acres alongside the Tomahawk River and only one mile from town, you will have convenient access to everything Minocqua has to offer. Whether enjoying kayaking, fishing, snowmobiling, or off-roading in your UTV, there is plenty of space to park your trailers! Stay in by the cozy fireplace or just relax outside by the river if that is more your speed. There is plenty of room for your entire family including your four-legged members!

Top Guest favourite
A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.
Cabin in Park Falls
4.9 out of 5 average rating, 103 reviews

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

Guest favourite
A serene view of the Jersey Flowage showcases calm waters reflecting autumn foliage. Trees in vibrant shades of orange and yellow line the shore, creating a peaceful natural setting. A dock with boats is visible along the water's edge, enhancing the tranquil atmosphere.
Home in Tomahawk
4.84 out of 5 average rating, 112 reviews

Cabin in the Northwoods (Jersey Flowage, WI)

If you are looking for a little getaway, check out this beautiful cabin. Located on the Jersey Flowage (Tomahawk River) Just mins from Downtown Tomahawk, Lake Nokomis, and Lake Mohawksin, across the street from Halfmoon Lake. All utilities are included in your rental price, even Wi-Fi. Completely furnished w/ 2 bedrooms, 1 bath, TV, charcoal or gas grill, spacious kitchen and living room, dock, v-haul boat lift, kayaks, paddle boat, fire pit. ATV and snowmobile trails nearby.

Top Guest favourite
A screened porch features wooden lounge chairs and a coffee table, providing a comfortable seating area. The space is illuminated by string lights hanging from the ceiling. Large windows offer views of the surrounding green area, enhancing a connection with the outdoors.
Cabin in Mercer
5 out of 5 average rating, 43 reviews

Lakefront Cottage w/ Screen Porch & Private Pier!

Cozy cottage with screen porch on an incredible, peaceful 400ft lake frontage. Excellent pan finishing on rocky shore with Pier! A 10-15 Min drive from town of Mercer with shopping, restaurants, parks and live music! ATV and Snowmobile trail access. Public boat launch 1/2 mile down the road. A short drive can take you to beautiful Winman bike paths or river tubing and an hour north you can find amazing UP ski hills! Accommodates 4 adults comfortably and VERY family friendly!

Top Guest favourite
Home in Ironwood
4.99 out of 5 average rating, 311 reviews

"Bakery Bungalow" -Sweet Accommodations & Nature !

Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Superhost
Yurt in Boulder Junction
5 out of 5 average rating, 3 reviews

'Cedarwood' Cozy Luxury Yurt with Sauna & Wi-Fi

Our luxury yurts arefully insulated and equipped with heat, electricity, hot water, full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna steps away, enjoy the bonfire pit, s’mores, outdoor shower, HBO Max, and free delivery for gear rentals. We happily assist with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Inquire about DISCOUNTS or renting multiple yurts for larger groups!

Top Guest favourite
A spacious living area features a comfortable sofa adorned with a textured throw and an accent pillow. A patterned armchair complements the decor. Natural light enters through large windows, enhancing the warm wood tones of the cabinetry and illuminating the artistic wall hanging.
Apartment in Boulder Junction
4.97 out of 5 average rating, 97 reviews

Lively Lofts at Aqualand - Apt #1

A unique getaway experience awaits you. The lively Lofts of Aqualand are located above the Ale House overlooking the outdoor patio. These unique lofts feature an elegant bedroom with a full kitchen, living room, and bathroom with a jacuzzi tub for relaxation. Located in downtown Boulder Junction with a bike path and snowmobile trails outside your window for easy access. Shopping, art, and other restaurants are within walking distance. Good times await you!

Top Guest favourite
A calm lake at sunset reflects pastel shades of pink and orange across the water's surface. Silhouetted ducks glide peacefully through the gentle ripples, surrounded by lush green trees lining the shore.
Cabin in Boulder Junction
4.98 out of 5 average rating, 130 reviews

Middle Gresham Get-a-way Your year round Getaway

We are located on Middle Gresham Lake, this is a semi private lake, very quite lake with no public access. The fishing is great. Includes use of a row boat, canoe and two kayaks, boat motor available-extra charge. Rustic cabin feel with pristine views, a fire pit for roasting marsh mellows. Centrally located between Minocqua and Boulder Junction. Room Tax is now being collected directly thru Airbnb at 6.75% and remitted to the Town of Boulder Junction.

Popular amenities for Upper Gresham Lake holiday rentals