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, 130 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.

Top guest favourite
A single-story cottage is surrounded by a blanket of freshly fallen snow, with trees in the background creating a serene winter setting. The exterior features large windows and a simple wooden railing leading up to the entrance, complementing the peaceful atmosphere.
Cottage in Watersmeet
4.93 out of 5 average rating, 119 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

Guest favourite
The kitchen features wooden cabinetry, stainless steel appliances, and ample countertop space. A refrigerator, dishwasher, and an oven are visible. A blend of natural light and artificial lighting creates a welcoming environment. Bar stools provide seating at the counter.
Home in Bruce Crossing
4.84 out of 5 average rating, 146 reviews

Private 5 Star Home in B.C. w/Sauna + Parking

Newly remodeled house downtown Bruce Crossing. *Sleeps 8 *Walking distance to restaurants, bars and groceries. *Next to snowmobile trail. *Quiet location. *Lots of parking. *4-6 person sauna. *Showers upstairs and down. *Fully stocked kitchen: Cookware+utensils, dishes, silverware, glasses, measuring cups and spice rack. Appliances : coffee maker+coffee, fridge & freezer, oven, dishwasher, toaster, blender microwave & washer/dryer. *WiFi throughout house. *Pool table, dart board & game area.

Top guest favourite
Cabin in Watersmeet
4.97 out of 5 average rating, 113 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
A serene lakeside scene features a dock and a small rowboat on the water. Red outdoor chairs are arranged in a circle on a grassy area, surrounded by trees. A dog rests comfortably nearby, enjoying the tranquil environment.
Home in Toivola
4.86 out of 5 average rating, 250 reviews

SH Lake Escape w/Kayaks, Canoe, Firepit, Fishing

Sandy Hollow is a 2-BR lakefront on Sandy Lake, in a peaceful cove just off the main lake. Perfect for families or couples, it offers sunsets, swimming, and four-season adventure right outside your door. Amenities 2 BR/4 beds Fire pit Grill & outdoor dining Pet friendly w/ dog lead Full kitchen, dishwasher, Keurig Wi-Fi & streaming TV Washer/dryer 3 kayaks, paddleboat, canoe Ride to snowmobile & ATV trails Enjoy fishing, kayaking, and sunset views—true lake life in the Western UP.

Guest favourite
A dirt driveway winds through a wooded area, leading to a home nestled among tall trees. The residence features a light-colored exterior and a sloped roof, set amidst a landscape covered with fallen leaves and shrubs, enhancing the serene and natural setting.
Home in Trout Creek
4.86 out of 5 average rating, 35 reviews

10pt Buck

Unwind at this serene home, perfectly situated for adventure and relaxation. Located right on Trail 8, it’s a dream for snowmobilers and ATV enthusiasts. Just minutes away, discover the stunning Bond and Agate Falls or explore the majestic Sturgeon River Gorge. Hike the North Country Trail, visit charming Bruce Crossing, or grab a bite at Hoppy’s Bar & Grill or Sidnaw Station. After a day of adventure, return to a clean, cozy space where you can recharge and enjoy the peace of nature.

Guest favourite
An outdoor seating area is depicted, featuring a fire pit surrounded by log stools and four chairs. A barbecue grill is positioned nearby, and a table with an umbrella is adjacent to the house, all framed by lush green trees and grass.
Cabin in Crystal Falls
4.96 out of 5 average rating, 26 reviews

Way Dam West

Up north getaway located near the west end of the Michigamme Reservoir. On recreation/snowmobile trails. Quiet, private, peaceful, easy to access. Sits on 20 acres, borders public land. Tons of wildlife including occasional moose sightings. Great deer, bear, turkey and bird hunting area. Boat launch to Way Dam less than ¼ mile from driveway. Terrific fishing, including panfish, bass, northern and walleye. Whatever your outdoor activity, this is the perfect central U.P. location.

Top guest favourite
A spacious single-story lodge is depicted, featuring a green and white exterior. The well-maintained gravel driveway curves in front of the entrance, surrounded by a grassy area and trees. Expansive skies with clouds create a tranquil atmosphere.
Home in Mass City
4.91 out of 5 average rating, 67 reviews

Starry Sky Lodge on peaceful 38 acres-whole house

ATTN: Snowmobilers/UTV..Looking for activities? Come for a peaceful stay at Starry Sky Lodge. Snowmobiles and UTV get away as you are about 2 miles from trail 3. Or check out the mines and waterfalls. Visit the Porcupine Mountains for hiking and breathtaking views. Hike the trails in the state parks. If you need some city vibes-Houghton is nearby. And, of course, be sure to take in the night sky-away from the city lights! Whatever your interest is, we hope you will find it!

Guest favourite
A story and a half house is set within a lush green landscape, surrounded by trees and vibrant flowering shrubs. A pathway leads to the entrance, with a porch visible at the front. The sky is partly cloudy, adding a serene ambiance to the scene.
Home in Nisula
4.91 out of 5 average rating, 123 reviews

Gateway to fun and adventure

Story and a half house on 33 acres of land. Sleeps 6. Fully furnished to be right at home. High speed fiber internet with WiFi, Roku TV, close to several lakes, streams, hunting land and trails. 10 miles to M26 /M38 snowmobile parking and 4 miles to the reopened 109 Alston trail. Awesome back road snowmobiling via Otter Siding Rd. Plenty of opportunities for fishing or hunting (33 acres private land) or hiking. Discounts on stays of 7 or more days. More snow is on the way!

Top guest favourite
A single-story house is presented with a gray roof and dark exterior. The front porch features white railings and steps, leading to a well-kept lawn. Tall trees and greenery are visible in the background, providing a natural setting.
Home in Paulding
4.98 out of 5 average rating, 63 reviews

Cozy-Two Bedroom Home Near Bond Falls

Welcome to “The Paulding House,” located in a peaceful community surrounded by the Ottawa National Forest. There are so many beautiful sites to explore: Bond Falls Scenic Site - waterfalls, reservoir, day use area (3.5 mi), Mystery Paulding Light(5 mi.), Agate Falls Scenic Site (11 mi.), Lake Superior, Porcupine Mtns. & Lake of the Clouds (1 hr.), Access to ATV & Snowmobile Trails, Fishing lakes & trout streams, Lac Vieux Desert Casino & Golf Course ( 8 mi.)

Top guest favourite
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 spacious fenced yard is shown, featuring green grass and dappled sunlight filtering through the trees. Two dogs relax on the ground, while a view of Lake Superior is visible in the background, framed by lush foliage and greenery.
Cabin in Pelkie
4.98 out of 5 average rating, 155 reviews

Peaceful lakefront cabin with sauna, fenced yard

Lake Superior front cabin with large fenced yard, 2 main floor bedrooms and spacious bedroom loft, custom wood fired barrel sauna. Easy access off US41 between Baraga and Chassell in Michigan's beautiful Upper Peninsula. Fully appointed kitchen, full bath with tub/shower, washer and dryer and wood fireplace. A little piece of tranquil heaven on the greatest Great Lake! Dogs are very welcome! $25 dog fee

Popular amenities for Calderwood holiday rentals

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