Holiday rentals in Upper Gresham Lake

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Top-rated holiday rentals in Upper Gresham Lake

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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, 91 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 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, 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 favourite
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, 201 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 favourite
An aerial view captures the log cabin nestled among lush trees. The exterior features warm wood tones and a spacious deck with seating. A well-maintained gravel driveway leads to the entrance, with landscaped areas surrounding the home, enhancing the tranquil Northwoods setting.
Cabin in Harshaw
4.98 out of 5 average rating, 219 reviews

Cozy Cabin Secluded in the Woods-Abundant Nature!

Cozy home features warm lighting & paint colors and creative Northwoods decorating with a modern touch. Amenities include high speed internet, stainless appliances, coffee maker, front load washer and dryer, streaming services/Apple TV, 3 flat screen TV's, 2 fireplaces , central AC and a high efficiency furnace. The home is situated on 4 wooded acres (not lakefront) off a well maintained gravel road. Very private. No neighbors in sight. Wildlife is abundant. Dogs are OK w/approval & fee.

Top guest favourite
Cabin in Boulder Junction
4.98 out of 5 average rating, 43 reviews

Laid-Back Living Cozy Cabin on the Lake

Nestled within the beautiful Wisconsin forest, 4 miles north of the popular town of Boulder Junction, you will find comfortable, accommodations perfect for winding down after a full day of outdoor activity that the surround area has to offer. Open year round. The cabin is set amid a beautiful wilderness backdrop, making it an ideal spot for journeying through the all seasons for enjoyable outdoor fun. Local Snowmobile, Bike and UTV/ATV Trails. Bld Jct Winter Park. Iook Your Getaway Today! .

Guest favourite
A charming cabin with gray siding is nestled among snow-covered trees, illuminated by a warm light from the front door. A shoveling shovel is positioned by the entrance, and the surrounding area is blanketed in fresh snow, creating a serene winter atmosphere.
Cabin in Ironwood
4.96 out of 5 average rating, 557 reviews

The Shell Cabin at Rockhound Hideaway

An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Top guest favourite
A joyful dog runs along a snow-covered trail, surrounded by tall trees. The dog's paws, equipped with protective booties, leave tracks in the untouched snow. Sunlight filters through the branches, creating a serene winter atmosphere.
Guest house in Sayner
4.97 out of 5 average rating, 220 reviews

Sauna&Silent Starry Eves at Lands End at Edge Loft

Cozy zenny retreat in Wisconsin's Northwoods. Deck overlooks NHAL wilderness. AS OF 12/10 15" SNOW! Rustic SAUNA steps away.Winman ski, snowshoe & fat tire bike trls open. Hide away at the Loft: birdwatch, listen to howling wolves, watch snow fall via floodlight. Gas grill, firetable.WIFI, elect FP, kitch, full fridge. Escanaba/Lumberjack St Trls in 5min. Glide ice skate ribbon: 10. Winman Trls groomed Xcountry skiing: 30. Snowshoe trl out your door! Semi-seclud yet 8mi to BJ restaurants!!

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.
Flat in Arbor Vitae
4.93 out of 5 average rating, 268 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.

Top guest favourite
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, 42 reviews

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

Our luxury yurts are fully insulated and equipped with heat, electricity, piping hot water, a full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna just steps away, enjoy the bonfire pit, s’mores, HBO Max, nearby trails, and free delivery for gear rentals. We’re happy to help with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Inquire about deals, and booking another Yurt for larger groups!

Guest favourite
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 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.
Flat in Boulder Junction
4.97 out of 5 average rating, 86 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 spacious cabin is nestled among the trees, featuring a sturdy gray exterior and a green metal roof. Firewood is stacked neatly near the entrance, and a gravel pathway leads to the front door. A vehicle is parked nearby, indicating easy access.
Home in Phelps
4.96 out of 5 average rating, 157 reviews

Phelps Seclusion

Private setting in the woods close to Phelps. Great for hunting, fishing, snowmobiling, ice fishing, skiing, and snow shoeing or just hanging out with friends and family. A full bathroom with shower. 2 bedrooms with 2 queen size bunk beds sleeps 8. Pets welcome, especially hunting dogs. A circle driveway that accommodates 2 or more boat or snowmobile trailers. We even had a trucker with a 53 foot trailer park here.

Popular amenities for Upper Gresham Lake holiday rentals