Vacation rentals in Upper Gresham Lake

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Top-rated vacation rentals in Upper Gresham Lake

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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, 70 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.

Top guest favorite

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, 125 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. Please note that an invoice for Room Tax will also be sent 10 before your arrival, as Airbnb only collects Wisconsin sales tax with your reservation.

Top guest favorite

The exterior of the suite features a welcoming entrance adorned with flower planters overflowing with colorful blooms. A pathway leads to the door, surrounded by lush greenery and garden plants, providing a peaceful and inviting approach to the accommodation.

Guest suite in Rhinelander

4.98 out of 5 average rating, 184 reviews

Quiet Family Suite on River near Lakes and Trails

This family-size, fully-enclosed suite with a separate entrance from the host's attached house offers all the comforts of home within 15 min. of Minocqua, Rhinelander, and premier outdoor experiences- hiking, biking, fishing, boating. Inside find bright spaces, full log beams, and a hobbiton feel; open concept living area with fully stocked kitchen, table, bunk beds, large couch, TV and Wi-Fi; bedroom with queen bed and stowed air mattress; full bath; play room. The entire suite space is yours.

Top guest favorite

The exterior of a modern cabin is visible, featuring a combination of wood and stone materials. A welcoming front porch with a small set of steps leads to the entrance. Flower boxes filled with blooms adorn the windows, enhancing the natural surroundings.

Cabin in Boulder Junction

5 out of 5 average rating, 8 reviews

Waterfront 4 BedRm Near Bike Trail- Pontoon! NEW

Welcome to our modern and cozy 4-bedroom cabin, nestled on a serene riverfront and navigable to Boulder Junction Lake. Area is known for it's beautiful scenic paved bike trails which you can access just minutes away. Whether seeking adventure or a peaceful retreat, our cabin blends comfort and nature. Conveniences such as a fully equipped kitchen, washer/dryer, outdoor seating, grill and firepit make you feel right at home! Pontoon avail for rent to enjoy great fishing or a day in the sun.

Guest favorite

The exterior of a warm wooden home is surrounded by evergreen trees, creating a sense of privacy. Large windows allow for ample natural light, and a deck is visible. Snow covers the ground, adding a serene winter atmosphere to the scene.

Home in Lac du Flambeau

4.94 out of 5 average rating, 130 reviews

Beautiful, secluded home on 35 acres.

Northwoods Escape Come relax at Riverbend, a peaceful getaway on 35 secluded acres along the Trout River. Just 5 miles from golf and close to Boulder Junction, Minocqua, and Lac du Flambeau to shop or dine. This charming 3-bedroom, 2-bath home offers fishing right off the dock and includes a canoe, kayak, rowboat, and paddle boat for river adventures. Whether you're looking to explore or simply unwind, Riverbend is the perfect place to reconnect with nature and create unforgettable memories.

Top guest favorite

Guesthouse in Sayner

4.97 out of 5 average rating, 214 reviews

Find PEACE at Loft-Lands End at the Edge

PRIVATE zenny retreat, upper screened-in deck above NHAL wilderness. A cozy sanctuary. Ponder a pine skyline & stars. Even rainy days, you'll find peace on the covered deck, listening to raindrops on a tin roof. Howling wolves, a floodlight to gaze out into the evening forest. Gas grill, firetable, rustic SAUNA. WIFI, elect FP, kitch, full fridge. LostCanoe Lk, WhiteSand Lk, Escanaba & Lumberjack St Trls in 5min. Paved HeartofVilas Trl in 10min. Semi-secluded yet 8mi to BJ restaurants!!

Guest favorite

A large stone fire pit is surrounded by several black wooden chairs, situated on a grassy area. Near the water, a wooden pier is visible alongside a table with an umbrella. Lush trees line the shore, providing a serene lakeside setting.

Cabin in Manitowish Waters

4.91 out of 5 average rating, 100 reviews

The Eagles Nest Cabin on Island Lake

Newly Renovated Galley Kitchen (small, but has all the essentials). located on Island Lake, part of the desired 10 Lake Manitowish Chain. Huge fire pit behind the cabin on the ridge overlooking the lake, pier, and gas grill. Near biking trails, restaurants and shopping. It’s private yet easy to get to right off of Hwy 51. Enjoy beautiful summer sun sets and amazing wild life. My place is good for couples, solo adventurers, and small families. Weekly rentals only mid June to mid August!

Guest favorite

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, 259 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 favorite

A modern cabin is surrounded by lush greenery, featuring large windows that provide views of the serene landscape. The structure is set on a grassy area, with trees framing the home and a peaceful atmosphere evident in the natural setting.

Home in Boulder Junction

5 out of 5 average rating, 21 reviews

Completely remodeled home at the end of peninsula

This home was completely remodeled in 2017 with a new kitchen, baths, flooring, etc. It is located at the end of peninsula, creating a private setting with north and west views of the lake. There is a sandy frontage, great for swimming, fishing and boating. A short distance from the shops and restaurants of Manitowish Waters and Downtown Boulder Junction, but far enough away from everything to create a peaceful, relaxing setting for your Northwoods vacation.

Guest favorite

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, 71 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!

Guest favorite

The exterior of the A-frame retreat is showcased, featuring a combination of cedar siding and dark metal roofing. Large windows allow natural light to fill the interior, while a private hot tub is situated on the spacious deck surrounded by lush greenery.

Home in Lac du Flambeau

5 out of 5 average rating, 5 reviews

Fern and Moss A-frame Lakefront Hot Tub

Fern & Moss – Modern Northwoods Retreat Escape to this stunning A-frame on Moss Lake with panoramic lake views, 2 bedrooms, a bunk room, and 3 full baths. Enjoy 100+ ft of fisherman's frontage, a private dock, hot tub, fire pit, and stylish interiors with vaulted ceilings, a full kitchen, and smart TV. Located near Minocqua with year-round access to outdoor adventures. A perfect blend of modern comfort and lakeside serenity. ✨ Book your getaway today!

Top guest favorite

A cozy yurt is nestled among tall trees, with sunlight filtering through the leaves. Vibrant flowers line the path leading to the entrance, creating a serene and inviting outdoor space. The blue sky above contrasts with the greenery, enhancing the tranquil forest setting.

Yurt in Boulder Junction

5 out of 5 average rating, 36 reviews

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

Our luxury yurts are fully insulated and equipped with heat, electricity, hot water and perfect plumbing. Complete with spacious bedrooms, a full kitchen, bathroom and shower, and a living space. Enjoy the 6-8 person sauna just steps away, equipped with an outdoor shower. A bonfire pit, s'mores, HBO MAX, free deliveries for outdoor rental equipment, and many more amenities await you! Inquire about deals, and booking another Yurt for larger groups!