Holiday rentals 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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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
The exterior of a charming cabin is depicted, featuring a sloped roof and a welcoming porch. A large tree offers shade in the yard, surrounded by greenery and blooming flowers. A deck is accessible from the side, providing a space for outdoor relaxation.
Home in Eagle River
4.91 out of 5 average rating, 116 reviews

The Retreat Cabin on the Lake at Marmutt Woods

Our goal is rest and renewal for our guests so they return home ready to serve others and encouraged to spend regular time in prayer and God's Word. Relaxing is also a part of renewal so on-site activities and the surrounding communities offer plenty of recreation and tourism opportunities. Marmutt Woods is a place to step out of daily distractions to relax and refocus. Even if you are here primarily for some other reason, we hope you'll take advantage of the quiet time and provided materials.

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.

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, 559 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 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.
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!!

Top guest favourite
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 favourite
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.
Flat in Arbor Vitae
4.85 out of 5 average rating, 252 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.

Top guest favourite
Cabin in Manitowish Waters
5 out of 5 average rating, 15 reviews

3 BR l Lakefront Cabin l

Welcome to your very own slice of paradise at The Lighthouse! We know how important it is to find a space that feels both comfortable and inviting, and that’s exactly what we’ve crafted here just for you. As seasoned travelers ourselves, we’ve poured our hearts into every detail to ensure your stay is nothing short of amazing. So, what are you waiting for? Dive into the tranquility of this magical place and book your stay at The Lighthouse now – we can’t wait to host you!

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.

Popular amenities for Upper Gresham Lake holiday rentals