
Holiday rentals in Tripoli
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Top-rated holiday rentals in Tripoli
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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.

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.

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.

Big Bear’s Den - On Lake Alexander
This spacious home is located on beautiful Lake Alexander just west of Merrill, Wisconsin. Enjoy the tranquil view year-round as you plan the many activities that this location offers. You bring the boat, and we'll supply the dock. Throw in your ski's or wakeboard, and don't forget your fishing poles! Three pound small mouth bass are not uncommon and the monster's of fresh water fish, the musky, are plentiful. Add in walleyes, crappies, northern pike and this location is a fisherman's dream!

Cozy lake front cottage, escape with amenities
Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

Relaxing Log Cabin on Willow Lake WiFi, AC
Willow Lake Retreat is a secluded get away with modern conveniences of WiFi and AC. Willow Lake offers a sandy shoreline for swimming, fishing, and kayaking. Located in the heart of the North woods, enjoy snowmobiling and riding ATV/UTVs directly from the cabin. Hike the trails of the Chequamegon National Forest. Cook and enjoy dinner on the back deck overlooking Willow Lake while experiencing the sights and sounds of nature. Willow Lake is only a short drive from Minocqua and Tomahawk.

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!

Cabin Between the Lakes
Reconnect with nature, history, & yourself as you explore central Wisconsin in this adorable log cabin nestled in between two lakes. Available all year round, this property includes access to a private 55-acre lake (North Harper Lake) with a screened-in deck, two piers, multiple watercraft, and a raft. Directly across Rustic Road 1 is a public boat launch and beach on South Harper Lake. Countless hiking, cross-country skiing, snowshoeing, UTV, & biking trails are only a few miles away.

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.

Cabin in the Northwoods (Jersey Flowage, WI)
If you are looking for a little getaway, check out this beautiful cabin. Located on the Jersey Flowage (Tomahawk River) Just mins from Downtown Tomahawk, Lake Nokomis, and Lake Mohawksin, across the street from Halfmoon Lake. All utilities are included in your rental price, even Wi-Fi. Completely furnished w/ 2 bedrooms, 1 bath, TV, charcoal or gas grill, spacious kitchen and living room, dock, v-haul boat lift, kayaks, paddle boat, fire pit. ATV and snowmobile trails nearby.

Spacious Lakefront Lodge, Kayaks/Canoes Included!
Escape to your own piece of the serene Tomahawk Northwoods at the Eagle Waters Lodge! Nestled on the tranquil Spirit River Flowage, this stretch of water has almost nine miles of premier fishing, boating, and kayaking (kayaks and canoes included with your stay). Endless family memories are waiting right out the back door! If relaxing is in your itinerary, unwind in the 3400 sqft. lodge in our theater room or our screened-in porch. Enjoy the best of Tomahawk in comfort!

Stay in a piece of History! 1941 WWII Douglas DC-3
1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!
Popular amenities for Tripoli holiday rentals
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Up North Rentalz, LLC

Bald Eagle
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