Vacation rentals in Upper Gresham Lake

4.97 out of 5 average rating, 197 reviews

A spacious screened-in deck showcases a wooden swing hanging from the ceiling, surrounded by tall trees. Soft evening light filters through the leaves, creating a serene ambiance. Subtle lanterns provide gentle illumination, enhancing the peaceful atmosphere of the retreat.

Guesthouse in Sayner

Bliss Out at Loft at Lands End at 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 National HeartofVilas Trl in 15min. Semi-secluded yet 8mi to BJ restaurants!

Cabin in Boulder Junction

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.

4.98 out of 5 average rating, 121 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.

Guest suite in Rhinelander

4.98 out of 5 average rating, 167 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.

4.93 out of 5 average rating, 121 reviews

A spacious, two-story cabin features a warm wooden exterior and large screened windows that provide views of the surrounding nature. Steps lead up to an inviting porch area, while a grill is positioned on the lower level, nestled among trees and a natural landscape.

Home in Lac du Flambeau

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.

4.65 out of 5 average rating, 49 reviews

Large windows frame a scenic view of Middle Gresham Lake, allowing natural light to fill the room. Wooden walls and ceiling create a warm ambiance. A cozy seating area is visible, enhancing the connection to the outdoors.

Home in Boulder Junction

Miller Girls PERCH

Escape to the Northwoods!! Nestled in the woods on Middle Gresham Lake. Relax in this cozy cabin that sleeps up to 5 adults. This cabin has 2 bedrooms with a queen bed in each room, a full bathroom, a full kitchen, and a living room with a captivating view. This fun-filled getaway includes WIFI, kayak coming in mid-July, 14 ft boat, grill, outdoor fire pit, private dock, and nearby communal dock, outdoor seating area, swing set, games, puzzles, and more. Millers girls PERCH welcomes you!

5 out of 5 average rating, 48 reviews

The modern cabin is set against a snowy landscape, with warm light glowing from expansive windows. Its three-story structure features a rooftop deck and a stairway leading to a spacious patio area. Surrounded by trees, the scene captures a serene winter atmosphere.

Cabin in Phelps

Lakeside Loft, Roof Deck + Sauna

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

Cabin in Manitowish Waters

A private lakeside area features a wooden dock extending into the water, with a ladder for easy access. Patio furniture is arranged under a large umbrella, providing a shaded spot to relax. Canoes are situated on the shore, surrounded by greenery.

4.91 out of 5 average rating, 95 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!

4.85 out of 5 average rating, 230 reviews

A calm lake reflects vibrant autumn foliage along the shoreline. A wooden dock extends into the water, offering a peaceful vantage point. The sky is filled with soft clouds, complementing the serene setting.

Apartment in Arbor Vitae

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.

4.93 out of 5 average rating, 305 reviews

A charming cabin constructed from natural stone features a vibrant green roof and red accents. The entrance is adorned with rustic wooden details and bright flower boxes, nestled among lush greenery. A stone pathway leads to a cozy outdoor grilling area shaded by surrounding trees.

Tiny home in Arbor Vitae

The croquet cabin your year round romantic escape

FYI our cozy cabin is perfect for snowmobiling. The floors are heated in the main part and the shower has an on-demand heater, so the hot water never runs out trail 51 is less than a mile down the road from the driveway along with the number one snowmobile stop! There’s room for your trailer and gear so hopefully we’ll see you out here this season. This cozy cabin is a perfect choice for a couple’s romantic getaway! Celebrate any special occasion in this peaceful secluded cabin!

4.89 out of 5 average rating, 72 reviews

A serene lakeside area is surrounded by tall trees, creating a peaceful retreat. Two wooden chairs are positioned around a fire pit, with a small log serving as a table. A hammock is visible, suspended between the trees, inviting relaxation by the calm water.

Cabin in Park Falls

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.

4.93 out of 5 average rating, 138 reviews

Cottage in Minocqua

Farmhouse Cottage on Lake Minocqua

Our cottage on Lake Minocqua is ideally located to enjoy the walkability and atmosphere of island life! Keep your boat at our pier during your stay and enjoy the chain of lakes, stroll around town, or simply sit on the deck and watch the boats go by. We made great efforts to restore the character of our cottage by salvaging and refinishing much or the original woodwork, while modernizing some features for a comfortable experience! We think you'll love this island gem!

4.99 out of 5 average rating, 244 reviews

A tranquil riverscape is depicted with cascading waterfalls surrounded by lush greenery. The water flows gently over rocky outcrops, creating a serene environment. Sunlight filters through the trees, illuminating the natural landscape, while the river reflects the vibrant colors of the surrounding foliage.

Home in Ironwood

"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!

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Other great vacation rentals in Upper Gresham Lake

5 out of 5 average rating, 17 reviews

Home in Lake Tomahawk

The Forest Loon at Indian Mounds

StephanieRating, 5 stars7 months ago

Our long weekend stay at The Forest Loon was great. It is super clean, includes everything in the description plus more, and peaceful, yet easy to get to. Elijah is great to communicate with - very friendly and responsive. We plan to return next time we stay in the area.

5 out of 5 average rating, 13 reviews

Cabin in Presque Isle

Camp Koie - A Northwoods Basecamp

KimRating, 5 stars1 month ago

We had the most amazing time! We will most definitely be back. I couldn’t believe everything that was included. It truly felt like it was our house because everything was just so welcoming!! Incredible location - we LOVED it!

4.96 out of 5 average rating, 27 reviews

An electric barrel sauna made of wood stands on a deck, surrounded by trees and foliage. The circular design features a transparent glass door, allowing visibility of the interior. Wet wooden planks indicate recent rainfall, while autumn colors from nearby trees enhance the serene atmosphere.

Cabin in Conover

Sasquatch Sanctuary Log Cabin | Sauna | 10 Acres

MariahRating, 5 stars1 week ago

Jesse’s place was amazing! The only drawback was the noise from the neighbors when sitting outside around the fire and the infestation of ticks. All things out of Jesse’s control. Getting away from the hustle and bustle of city living was just what we found at Jesse’s! Thanks for letting us and our pups stay!

4.5 out of 5 average rating, 4 reviews

A cabin is nestled among trees, with a private dock extending into the calm water. Sturdy steps lead from the dock to the cabin's entrance, framed by lush greenery. Large windows reflect natural light, providing a connection to the surrounding landscape.

Cabin in Lac du Flambeau

Lakefront one bedroom cabin with private dock

MoritzRating, 5 stars20 months ago

Lovely little cabin with wonderful views of the lake. The kitchen has all the essentials you need and the entire atmosphere is cosy and peaceful. Cagney was a wonderful host, who was always helpful and responsive during our stay. Highly recommend staying here if you enjoy nature and outdoor activities!

4.91 out of 5 average rating, 56 reviews

A fire pit is set in a natural clearing surrounded by tall trees, with a stone border and flickering flames visible. Two Adirondack chairs in soft gray color are positioned nearby, offering a welcoming space for relaxation outdoors.

Cottage in Minocqua

Cozy Cottage: Year-Round Adventure Base

HilaryRating, 5 stars1 week ago

Beautifully decorated, smart home amenities, eco switches and devices, comfy/cozy, and best of all, Jay & Sherry were so good at checking in and making sure we were comfortable. Loved the dartboard in the basement, the stone fireplace, cozy lil dining nook, and all the comforts of home. Great job J&S!!!

5 out of 5 average rating, 58 reviews

A rustic boardwalk meanders through a lush forest, leading toward a calm lake shrouded in mist. Sunlight filters through the trees, casting a warm glow, while vibrant green foliage and patches of water plants frame the path. Inflatable kayaks are visible near the water's edge.

Cottage in Rhinelander

Cozy nature cottage on peaceful lake in the woods

JeffRating, 5 stars1 month ago

The place was great. It had everything we needed and wanted. It's very peaceful. I would definitely go back. The host gave us an opportunity for an early check in and a late checkout. He was very responsive.

4.87 out of 5 average rating, 39 reviews

Four sets of snowshoes and poles are organized on a wooden wall, showcasing colorful designs. The snowshoes feature blue, red, and yellow accents, while the poles are dark and sleek, ready for outdoor adventures.

Home in Boulder Junction

That 70s Place - with river and lake access!

BillRating, 5 stars9 months ago

This was our second (annual) stay and we are already talking about returning again next year. We had such a great stay! The location is great for us - lots of great hikes and interesting places to visit within an easy drive. The amenities of the cabin are all first rate. We especially enjoyed the full kitchen and grill and enjoyed fabulous home-cooked meals every evening. The view of the river from the cabin is so beautiful. We enjoyed seeing how it changed from moment to moment and day to day. At times there was mist rising from the water, at other times, the water sparkled brightly. Truly beautiful. We have been so looking forward to this year's week at the cabin - and it did not disappoint. I most highly recommend it to you!