Holiday rentals in Tripoli

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Top-rated holiday rentals in Tripoli

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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, 90 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 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, 199 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
The cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.
Cabin in Medford
4.98 out of 5 average rating, 112 reviews

Cozy two bedroom log cabin on a peaceful lake

Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

Guest favourite
A cozy cabin is set among tall trees, showcasing a well-maintained yard. Several windows reflect a serene, inviting atmosphere. The spacious grassy area extends towards the cabin, offering a glimpse of outdoor seating options and a clear view of the surrounding nature.
Cabin in Harshaw
4.8 out of 5 average rating, 126 reviews

Mitchell Retreat

Escape to a cozy, renovated 2-bedroom cabin on the serene shores of Mitchell Lake, perfect for a summer retreat. Enjoy sunsets from the spacious backyard, with direct lake access for kayaking, and fishing. Located near the Bearskin State Trail, this cabin is just minutes from Minocqua, Tomahawk, and Rhinelander, offering easy access to hiking, biking, and local attractions. Relax on the patio, take in the peaceful lake views, and enjoy the beauty of the Northwoods. Your perfect getaway awaits!

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
A calm lake view is captured from the dock, featuring clear blue water reflecting the bright sky. Lush trees line the opposite shore, creating a serene backdrop for outdoor activities.
Home in Merrill
4.99 out of 5 average rating, 207 reviews

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!

Top guest favourite
The image displays a serene private pond surrounded by lush greenery. Several docks are visible near the water, with a rowboat anchored and grass gently sloping toward the pond's edge, offering a peaceful natural setting.
Flat in Birnamwood
4.89 out of 5 average rating, 432 reviews

Secluded apartment at Summerwynd farmette

My place is quiet, serene and private, and secluded. Hear the rooster crow or collect your own eggs for your breakfast. Head down to the private pond to try your luck at fishing (no license required) or paddle boarding. If you need to warm up, use the sauna or the outdoor hot tub year round. It is an easy drive to the interstate. My place is good for couples, solo adventurers, and furry friends (pets). ski Granite Peak. Hike the Ice Age Trail. Close to Q&Z Expo and Pike Lake Wedding Barn

Top guest favourite
An aerial view captures a lush landscape bordered by a lake, surrounded by dense greenery. The property is nestled among trees, with hints of structures visible among the foliage. The shoreline features a mix of vegetation and water, providing a serene natural setting.
Home in Tomahawk
4.92 out of 5 average rating, 36 reviews

Poplar Cottage, Gorgeous & Fun Spot!

Water front home that's a perfect place to relax w/family or fiends. This peaceful place is private. with plenty of parking perfect for anyone wanting to bring their own fun snowmobiles, ATV/UTV, horses, bikes, and boats this property is perfectly located for all of the above or grab some for rent a few miles away! Just a minute or 2 to trails, boat landings, restaurants, bars! Or settle in for the night to stargaze, have a fire or jump in a kayak and head to the lake for fishing and fun!

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

PRIVATE zenny retreat in Wisconsin's Northwoods! Rustic SAUNA.Screened-in deck overlooks NHAL wilderness. AS OF 11/30/25, 15" SNOW! Winman Ski Trls open. Melt into nature on the deck: Birdwatch, listen to howling wolves, watch snow fall via floodlight. Just be. 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 log cabin is situated amidst a snowy landscape, framed by tall trees. A wide staircase leads up to the spacious front deck, featuring wooden railings and an inviting entrance. Large triangular windows accentuate the upper level, reflecting the muted light of a cloudy sky.
Cabin in Tripoli
5 out of 5 average rating, 18 reviews

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.

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, 251 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.

Guest favourite
A serene view of the Jersey Flowage showcases calm waters reflecting autumn foliage. Trees in vibrant shades of orange and yellow line the shore, creating a peaceful natural setting. A dock with boats is visible along the water's edge, enhancing the tranquil atmosphere.
Home in Tomahawk
4.85 out of 5 average rating, 104 reviews

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.

Popular amenities for Tripoli holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Oneida County
  5. Tripoli