Holiday rentals in Calderwood

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Top-rated holiday rentals in Calderwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Phelps
4.98 out of 5 average rating, 132 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 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.

Guest favourite
The living room features a comfortable seating arrangement, including a spacious sofa and two accent chairs. A coffee table is positioned centrally. Large windows allow natural light to fill the room, while plush carpeting covers the floor. Table lamps provide additional lighting.
Cottage in Conover
4.97 out of 5 average rating, 156 reviews

Eagle River/Conover House -Come Explore NearTrails

Newly furnished, carpeted and partially renovated cabin is nestled in the woods on the Wisconsin River, this spacious two bedroom, two bathroom home welcomes you to explore the North woods. Whether it's water sports, trail riding, biking, hiking swimming, fishing, day trips to local area communities; fun will be had by all. This two bedroom can easily accommodate 8 people comfortably without feeling overcrowded. The driveway can accommodate 6 parked vehicles or up to 3 vehicles with trailers

Top guest favourite
A single-story cottage is nestled amongst tall green trees. A wooden deck leads to the entrance, which is framed by a modest ramp. The exterior features light-colored siding and a sloped roof, with a grassy yard and a wooden fence partially surrounding the property.
Cottage in Watersmeet
4.93 out of 5 average rating, 120 reviews

Cozy home located amidst area sights & activities

Our cottage is a base camp from which to enjoy the beauty of the north woods. Plan your winter to snowmobile, ice fish, downhill or cross-country ski and hike. In summer make it a get-a-way for fishing, kayaking, canoeing, or ATVing. Venture out to the numerous waterfalls, hike the Ottawa National Forest or Sylvania Wilderness, view the scenic Porcupine Mountains, drive through the Keweenaw peninsula. Autumn is the time to take fall color tours, ATV, & hunt. Slow internet - high speed coming

Top guest favourite
The exterior of the cabin showcases a spacious wooden structure set against a backdrop of trees. A large lawn extends before the building, with a welcoming porch area and a two-car garage visible on the right side.
Cabin in Watersmeet
4.97 out of 5 average rating, 114 reviews

Peaceful 3 bedroom cabin on UTV/snowmobile trails

Watersmeet cabin on UTV/snowmobile trail L3. Property only a few hundred feet from WI/MI border and Land o Lakes WI. Open the gate and have direct access to trail system or only a short walk or bike ride to Land O Lakes. Home away from home, Spacious living, downstairs recreation room with TV, DVD player and games, extra sleeping space if needed, enclosed 3 season room, 2 outdoor patios, gas grill, 2 car attached garage for automobiles during inclement weather. Only minutes from many lakes.

Top guest favourite
Home in Ironwood
4.99 out of 5 average rating, 214 reviews

Cozy Home onTrail|Sauna|PetsI Lakes Trails Falls

Welcome to Little House on The Trail!—perfectly located near the Porcupine Mountains, Lake Superior, waterfalls and hiking trails. This spotless, thoughtfully designed home blends vintage charm with modern comfort, featuring a fully stocked kitchen & coffee bar. Unwind in the cedar sauna or gather around the firepit. Pets ok, spacious, and packed with amenities, it’s the perfect Northwoods getaway year-round. ⭐ Guests consistently say this is the best Airbnb they’ve stayed in—come see why!

Top guest favourite
A tiny cabin is presented with a rustic wooden exterior and a green metal roof. Wood railings frame the entrance, leading to a spacious wooden deck with two chairs positioned for outdoor seating. A large star decorates the front wall, complemented by greenery surrounding the property.
Tiny home in Chassell
4.94 out of 5 average rating, 129 reviews

Tiny Home Glamping in the Keweenaw - 12 min to MTU

High-end glamping in the Keweenaw Peninsula. This tiny house/cabin features two lofts with queen-sized beds, a wood burning fireplace, dock with paddle boat on two acre pond, access to the Pike River and 20 acres of land for hiking and recreation. Cook in the kitchen or over the outdoor fire pit. Enjoy a wood-fired sauna and cool off with a dip in the pond. Bring a fishing rod and catch dinner out of the pond or the river! No running water but indoor composting toilet and a rain barrel/sink.

Guest favourite
A charming home is framed by lush greenery, with a colorful rainbow visible in the sky above. The house features a pitched roof and is surrounded by a serene outdoor landscape, creating a peaceful setting.
Home in Mass City
4.91 out of 5 average rating, 45 reviews

R & D Ranch

Relax with the whole family at this peaceful place to stay. It is a small and comfortable home. Theres a fully functional kitchen and bathroom with a shower. Two bedrooms, each bedroom having a double bed. As well as a sunroom with a beautiful view of the back yard. It is the perfect location right in between the Porcupine Mountains to the west and the Keweenaw Peninsula to the north. To the south is beautiful Bond Falls. Come enjoy our beautiful U.P. There is so much to see and explore.

Top guest favourite
The Shell Cabin exterior is surrounded by trees, featuring a light grey siding and a welcoming front porch with wooden steps. A white door with a decorative glass panel is flanked by windows, inviting entry into the cozy retreat.
Cabin in Ironwood
4.96 out of 5 average rating, 585 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.

Guest favourite
Home in Ontonagon
4.9 out of 5 average rating, 182 reviews

Steve's Spot - a Porcupine Mt. Adventure Getaway

Perfect location! You'll have this newer home all to yourself on a quiet road, just 2 miles from Lake Superior, 10 miles to the Porcupine Mountains, and 5 miles to town for gas and groceries. ORV trails just down the road! You'll be more than comfortable in this up to date modern 3 bedroom home, with fully equipped kitchen, laundry on site, and 1 and a half sparkling clean bathrooms! Also includes a pool table, ping pong, and foosball. This is a vacation location you can't afford to miss!

Top guest favourite
A charming house with a warm wood exterior sits nestled among tall trees. An American flag is displayed at the front, and a well-maintained garden with colorful flowers enhances the inviting appearance. A gravel driveway leads up to the entrance, providing easy access.
Cabin in Eagle River
4.98 out of 5 average rating, 135 reviews

Cozy Northwoods Getaway

All the comforts of home away from home. Outdoor patio with grill and fire pit, just minutes away from historical downtown Eagle River, Minutes away from Eagle River Chain of Lakes. Property located on snowmobile/ATV trail. Plenty of room for parking vehicles/trailers/boats and whatever else you decide. Beautiful quite setting on 2.5 acres of wooded land. Perfect place to unwind and relax. Great house for family vacation, guys weekend or girls night out.

Top guest favourite
A kitchen area features dark cabinetry and a marble countertop, complementing a stainless steel sink. Open shelves display dishes and decorative items. A window allows natural light to brighten the space, while a striped rug adds a cozy touch underfoot.
Cabin in Eagle River
4.96 out of 5 average rating, 112 reviews

Tiny Cabin with Northwoods Charm

Wake up early and enjoy the sunrise or sleep in and savor the peace and quiet. This tiny cabin, approximately 600 square feet, is located within one mile of Eagle River, WI, is near snowmobile/ATV trails, lakes, restaurants, and downtown shopping. Fully equipped with all the amenities needed to settle in and enjoy the Northwoods. This newly built cabin, includes one bedroom with a queen size bed, one bathroom, a full-size kitchen, wifi, and laundry.

Top guest favourite
A snow-covered trail is flanked by tall evergreen trees, their branches laden with fresh snow. The path stretches into the distance, inviting exploration of the winter landscape under a clear blue sky.
Flat in Trout Creek
4.92 out of 5 average rating, 109 reviews

Vallee Creek Rentals (3).

This rustic second floor studio apartment ideal for only a couple, offers a queen bed. This space may be small, but makes up with it, in it's "coziness". It is well appointed with attention to detail. Perfect for that romantic get-away weekend to make unforgettable memories. Take a breath, relax, and recharge. See the groomed trail from your window .

Popular amenities for Calderwood holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Ontonagon
  5. Calderwood