Vacation rentals in Upper Gresham Lake

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Top-rated vacation rentals in Upper Gresham Lake

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

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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
4.98 out of 5 average rating, 81 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, 129 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, 193 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
A serene sleeping area features a queen bed with a green quilt and decorative pillows. Flanking lamps provide soft lighting next to the bed. A forest-themed wall mural enhances the calming atmosphere, while a window offers a glimpse of the outdoors.
Guesthouse in Sayner
4.97 out of 5 average rating, 218 reviews

Hike & Sauna at the Loft-Lands End at the Edge

November: Tamarack Time & QUIET time! PRIVATE zenny retreat, rustic SAUNA & upper screened-in deck above NHAL wilderness-A cozy escape! 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 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 10min. Semi-secluded yet 8mi to BJ restaurants!!

Top 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, 132 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
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, 102 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 for relaxation, overlooking a peaceful wooded area. Large glass doors reflect the surrounding greenery, allowing natural light into the interior space. The wooden deck surface provides a rustic charm with a welcome mat at the entrance.
Apartment in Arbor Vitae
4.85 out of 5 average rating, 248 reviews

Retreat B 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 charming cabin is depicted featuring natural wooden siding and a striking triangular roof. The front door is framed with a large diamond-shaped window, while two smaller windows flank the entrance. Sunlight filters through the trees, casting a warm glow on the surrounding autumn leaves.
Tent in Ironwood
4.88 out of 5 average rating, 171 reviews

Off grid glamping at a Rockhound Hideaway

A perfect glamping retreat awaits you at Rockhound Hideaway's Agate Grove Bell Tent. Situated on a private two acre lot with two other rentals and my private residence in the Ottawa National Forest, steps from the Black River, North Country Trail and a one mile walk to the Lake Superior Shore, this is an ideal getaway for those seeking the adventure of camping with the comforts of home. Fall asleep to the sound nature and wake up to deer passing by as you enjoy your morning coffee.

Top guest favorite
A charming bungalow is set among vibrant autumn foliage, showcasing yellow and orange leaves surrounding the property. The light-colored exterior is complemented by a black door and a decorative wreath. Steps lead to the entrance, framed by a neatly manicured yard.
Home in Ironwood
4.99 out of 5 average rating, 279 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!

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.

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, 38 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!

Top guest favorite
The renovated kitchen features modern appliances, including a refrigerator and stove, set against warm wood cabinetry. Natural light fills the space through a nearby window, highlighting the wooden flooring. A dining table with black chairs is positioned adjacent to the kitchen area.
Cabin in Eagle River
4.99 out of 5 average rating, 277 reviews

Jimmy’s Lakeview Vacation Cabin

Jimmys Lakeview Vacation Rental cabin is located across from Duck Lake (part of the Eagle River Chain of Lakes) and offers a great place to stay for your Eagle River vacation. Cabin is only 2 miles from downtown Eagle River and within walking distance to Sweetwater Bar and Grill and Kickback Grill. There are two public boat landings and Eagle Lake Park within 1.5 miles and is also located on the snowmobile and atv/ utv trail.

Popular amenities for Upper Gresham Lake vacation rentals