Vacation rentals in Upper Gresham Lake

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 offers stunning 360-degree views from multiple 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.

Escape on Brandy Lake-Water Toys-Great Fishing

Welcome to your perfect Northwoods getaway! This updated 3-bed 1.5-bath property sits on the shores of beautiful Brandy Lake in Arbor Vitae, WI. With 200+ ft of private shoreline, cozy log home charm, and modern updates, it’s the ideal spot for relaxation and adventure. Brandy Lake is a full recreation lake (110 acres, 44 ft max depth) known for excellent fishing—Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye are all waiting. Located right on US-51 so getting anywhere is super easy.

Waterfront 4 BedRm Near Snowmobile/Bike Trail NEW!

Welcome to our modern and cozy 4-bedroom cabin, nestled on a serene riverfront and navigable to Boulder Junction Lake. Snowmobile straight from the driveway! Area known for it's miles of scenic bike trails. 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! Summer- Pontoon avail for rent to enjoy great fishing or a day in the sun.

Singwakiki - Guest Cabin on Nichols Lake

Relax with the whole family at this peaceful place to stay. The Guest Cabin is a 2 bedroom, 1 bathroom cabin on Nichols Lake 2 miles north of Boulder Junction, WI. In addition to the 2 bedrooms there is a loft (reachable by ladder) which has 5 additional beds. The Guest Cabin also has a fireplace and large screened porch facing the lake. The Guest Cabin is one of 3 cabins situated on 320 acres of family property known as Singwakiki with hiking trails and 1 mile from paved bike trails.

Charming Cabin on Manitowish Chain of 10 Lakes

This waterfront respite on the beautiful chain of lakes in Manitowish Waters, WI offers a relaxing and adventure-filled visit during any season. In summer enjoy swimming, fishing, and boating. Visit in fall for gorgeous foliage, and gear up for winter activities like ice fishing, snowmobiling, snowshoeing, and skiing. Enjoy miles of paved bike path, hiking, and wildlife throughout the year. The owner/manager lives down the street and responds quickly should any unexpected issues arrive.

'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. Furry Friends Allowed! - $40 per pet Inquire about seasonal or group discounts!

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.

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!

Waterfront modified A-frame on chain of 10 lakes

Manitowish Waters has been our home away from home for 4 generations and we'd like to share it with you. Modern amenities with private pier space for 2 boats. 2+ acres of woods, nestled under birches & pines, the home features 500+ ft of shoreline on a private bay between Manitowish and Alder Lakes (part of a fishing-friendly 10-lake chain). Bay features pristine national forest. Two kayaks, rowboat, grill, ping pong, bikes and firepit all on property and available.

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.

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!

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. Room Tax is now being collected directly thru Airbnb at 6.75% and remitted to the Town of Boulder Junction.