Family-friendly vacation rentals in Boulder Junction

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Popular amenities for Boulder Junction family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A two-story wooden building is surrounded by snow, featuring multiple balconies with wooden railings. A set of stairs leads to the main entrance, and large windows are visible on both levels, allowing natural light into the interior.
Condo in Bessemer
4.86 out of 5 average rating, 21 reviews

Unit #5 Lumberjack- Trailside Black River Basin

MorganRating, 5 stars3 months ago
I've stayed at Calley's places many times. You can beat the ski-in/ski-out location. She has made some nice upgrades to the units over the years and always does a great job with the communication. Her property manager is a great guy and is very responsive if issues arise. You can't go wrong staying here.
Guest favorite
A two-story cabin-style building is surrounded by snow, featuring orange wooden siding and a stone chimney. A wooden staircase with decorative railings leads to the main entrance, while multiple balconies offer outdoor space on each level. Windows are symmetrically placed along the facade.
Condo in Bessemer
4.71 out of 5 average rating, 21 reviews

Unit #2 Lumberjack- Trailside Black River Basin

AaronRating, 5 stars4 months ago
Great place to stay at. Nothing beats being able to just walk out of you back door and be on the ski hill. Has everything anyone would need plus more.
Guest favorite
A three-story cabin is nestled within a snowy landscape, surrounded by tall trees. Its peaked roof and large balconies offer charming outdoor spaces. A gentle slope is noted in the foreground, blanketed in fresh snow, with the cabin appearing inviting and secluded.
Chalet in Bessemer
4.96 out of 5 average rating, 113 reviews

Big Chalet with Hot Tub on Big Powderhorn Mountain

EmilyRating, 5 stars1 week ago
AMAZING! I loved the kitchen, my in-laws loved the views, my kids loved the sauna, and we just had a great stay! Plenty of room for everyone! Would absolutely stay here again!
A living area features a cozy seating arrangement with red couches and decorative pillows. A flat-screen TV is visible alongside a stylish fireplace, while natural light enters through skylights and a window displaying snow-covered trees outside. Wooden paneling creates a warm ambiance.
Condo in Ironwood
4.87 out of 5 average rating, 31 reviews

The NorthWoods Retreat 2

TammyRating, 5 stars21 months ago
The house was exactly as described in a beautiful setting, right on the ski hill. Beautiful property. All amenities included as described except for soap and shampoo for the shower I recommend bringing your own. The host was extremely responsive and great to work with. We will definitely recommend and planning on making this an annual trip. There are a series of hikes and 5 waterfalls just down the road about 15 minutes. We had a great stay
Superhost
A two-story cabin features a wooden exterior with warm orange hues. Multiple balconies are visible, framed by sturdy railings. Snow covers the ground and roof, while a brick chimney adds character to the structure. Dark windows contrast with the bright surroundings.
Condo in Bessemer
4.94 out of 5 average rating, 17 reviews

Lumberjack #3 Trailside Skiing Black River Basin

ScottRating, 5 stars3 months ago
This is a very nice and spacious place in a convenient building whether you are skiing at Black River (which is ski in - ski out) or Jackson Creek Summit which is only 10 minutes away and has easy parking. Calley is super responsive and easy to work with.
Superhost
The exterior of the two-story lodge displays a green facade with wooden accents. A deck, accessible via steps, extends from the upper level. Surrounding trees provide shade, contributing to a serene and private setting.
Chalet in Wakefield
4.67 out of 5 average rating, 36 reviews

Indianhead Chalet Lower Unit

ChristyRating, 5 stars2 months ago
Tim’s place was very relaxing for the early weekend getaway! Would def stay with host again!
Superhost
Condo in Bessemer
4.5 out of 5 average rating, 10 reviews

Unit #1 Lumberjack- Trailside Black River Basin

ScottRating, 5 stars15 months ago
Calley is a really great host. This place is clean and comfortable with two full bedrooms and bathrooms. It’s super convenient to Black River. True ski in / ski out. Easy drive to Jackson Creek and other local areas. These are some of the best accommodations in the area with a great host. Highly recommend! We will be back.
Superhost
The exterior of the Bavarian duplex chalet is shown, featuring a blend of green siding and wooden accents. A staircase leads to an upper-level entrance, while a balcony with railing overlooks the surrounding trees. Windows provide views of the wooded area, enhancing the sense of seclusion.
Chalet in Wakefield
4.81 out of 5 average rating, 135 reviews

Indianhead duplex chalet with a hot tub 2375

BethanyRating, 5 stars3 months ago
Wedel Haus was a great little triplex unit that is super close to Snow River's Jackson Summit. There are other cabins around, but it is a very quiet neighborhood. The cozy indoor gas fireplace and outdoor hot tub on the deck were perfect for our ski weekend. The hot tub and deck area are shared so there is a fair amount of communal outdoor space. Having friends rent the other units is a nice option. There is plenty of parking and it is easy to find.

Family- and pet-friendly home rentals

Superhost
The living area features a cozy green couch facing a media console with a flat-screen television. A wood stove sits beside a stack of firewood, while a ceiling fan provides comfort. Natural light enters from the door, enhancing the room's calming atmosphere.
Cabin in Phillips
4.84 out of 5 average rating, 158 reviews

Gorgeous Northwoods River Retreat

JohnRating, 5 stars1 month ago
This place is "ON" the Flambeau. Yard critters from whitetail, geese, ducks to turkey. Must try a pizza at the South Fork, walking distance.
Guest favorite
Cabin in Lac du Flambeau
4.86 out of 5 average rating, 65 reviews

Little Bit O’ Heaven Lake Cabin Specials. Pets OK!

BethanyRating, 5 stars8 months ago
I will definitely be back! This location is great! We were able to experience the fall colors. Right on the water with great experience for sunset/sunrise. The cabin was extremely clean. Mick and Lollie provided excellent recommendations for local attractions, places to eat, activities, and pictures to show the space. It was a great experience!!
Superhost
Cabin in Presque Isle
4.88 out of 5 average rating, 77 reviews

Hemlock Heaven

SaraRating, 5 stars7 months ago
Hemlock Haven was an absolute gem to stay at. The place was very nice, with really nice furnishings and very well stocked. The drive in is just gorgeous and very private. We walked our dog off leash daily and never ran into anyone. Felt like we had the world to ourselves. Fishing was pretty good too. We caught walleye, perch, northern and a few small Muskie. Bob was so helpful and gave us lots of tips and places to try out. The out door deck in the back is so cool and where we spent lots of time cooking, eating, and listening to music. We never turned on the tv once! It is tight to go up to the master bedroom which is accessed by a spiral staircase. We stayed in the bunk room because we didn’t want to leave our senior dog downstairs alone in a strange place, so we had to bring our luggage upstairs as there really isn’t anywhere to put anything downstairs. It was impossible to get my luggage up but managed to move some stuff around and make it work. This was the only negative! 5 stars!
Guest favorite
The exterior view of the historic lake house showcases a spacious deck and outdoor covered bar area. A circular stone fire pit surrounded by wooden chairs is visible in the foreground, inviting gatherings. Lush trees frame the property, contributing to the natural setting.
Home in Saint Germain
4.89 out of 5 average rating, 9 reviews

Huge Log Lodge 13br 7ba Big St Germain Lk otd BAR

AbbyRating, 5 stars1 week ago
Jim was extremely responsive to our messages and resolved problems quickly. The lodge itself is beautiful with a great lakefront. We had a wonderful time!
Guest favorite
A cozy wooden cabin is framed by trees, featuring a large deck with a picnic table covered in a blue checkered cloth. A welcoming flower arrangement is displayed on the table, while a potted fern adorns the window, enhancing the natural setting.
Cabin in Phelps
4.8 out of 5 average rating, 25 reviews

Amenities & Resort Access Included | Cabin 3

CalvinRating, 5 stars5 months ago
Super hosts. Very communicative and helpful from time of booking to departure. Great tips for what to expect, what to pack, ideas of things to do…it felt like we knew exactly how to plan and prepare. The cabin was great. First observation upon walking in was how clean it was. Plenty of space for our family of four to enjoy meals, play board games, and generally relax. The resort amenities were excellent as well. The store had everything you might need, snacks and any supplies we forgot, extra games and books, rental equipment for the many activities available, foosball and pool tables, etc. and everything was in great shape. We spent three nights there and when we were packing up to leave it felt like the trip was not long enough. We were so comfortable and there was so much to do and see, we would have been happy to be there for several more days. Next time! Thank you to Genevieve and Darren for a wonderful and memorable trip!
Superhost
A cottage exterior is visible, surrounded by lush green trees. Large windows allow natural light to enter, and a wooden deck extends from the entrance. A fire pit is positioned nearby, providing a cozy gathering space for guests.
Cabin in Saint Germain
4.83 out of 5 average rating, 18 reviews

Pet friendly cabin with a/c and fireplace

JohnRating, 5 stars9 months ago
Great location and house. Beautiful sunsets across the bay. Air conditioning was helpful for two days. Kelly is very responsive!
Guest favorite
A wooden dock floats on calm waters, accessible by a ladder. In the background, a charming cabin is nestled among trees, showcasing a red roof and an outdoor deck with seating. Reflections of the trees and cabin are visible in the water.
Cabin in Minocqua
4.93 out of 5 average rating, 40 reviews

Bo Di Lac Lodge and Cottage on Lake Diamond

JonRating, 5 stars2 weeks ago
Thank you so much for sharing your incredible home. It truly stands out as one of a kind, with so much amazing stuff to admire. The property is extremely well set up. We spent a lot of time playing hand golf, and the boys enjoyed whiffle ball in the large front yard and swimming. The lake front area is all sand. The kids loved it!!We couldn’t keep them out of the water. The fire pit is right off the water which made for some great sunset campfires. This place is perfect for two families. Between the cottage, the boathouse, and the main house there’s just so much room. The property is just simply fantastic, and I can’t help but feel jealous. Thanks again!
Top guest favorite
A comfortable living area features a wooden sofa with rich maroon cushions, complemented by two decorative pillows. A wooden coffee table sits in front of the sofa, while soft lighting is provided by two lamps on either side. A nature-themed artwork adorns the wall.
Chalet in Wakefield Township
4.91 out of 5 average rating, 114 reviews

Ski Haus Chalet-Upstairs

JohnnaRating, 5 stars3 months ago
Great condo, wonderful location, Jon was amazing at answering any questions, and we love that it’s pet friendly.

Family-friendly home rentals with Wifi

Top guest favorite
A serene lakeside scene is captured at dusk, with silhouettes of people gathered around a fire pit. Trees frame the view, and the calm waters reflect soft hues from the sunset, enhancing the peaceful atmosphere of the setting.
Guest suite in Argonne
4.99 out of 5 average rating, 117 reviews

Four seasons private guest suite

MariaRating, 5 stars9 months ago
I wish I could give this place six stars! the steak I bought to grill went bad so Kathy made me a frozen pizza and I ate dinner with them outside. I've never been somewhere more quiet and peaceful. they were very patient with me and my dog that loves to pace and make himself at home. such a sweet, friendly couple with a beautiful home and a priceless view of the lake.
A spacious living area features a stone fireplace as a focal point, surrounded by comfortable seating options including a sofa and armchairs. Large windows allow natural light to fill the room, while wood beams add architectural interest. A television is positioned against one wall.
Cabin in Manitowish Waters
4.58 out of 5 average rating, 48 reviews

2BR Lakefront | Dock | Fireplace | Heated Porch

ChristineRating, 5 stars6 months ago
This place has become our winter escape. As much as we love up north the summer crowd is too much. We have a fabulous view with a warm fireplace and no people in sight. Perfect!! We will be back....
A wooden cabin is situated among tall trees, featuring a covered entrance with steps leading up to it. Large windows allow natural light into the space, and a decorative piece is visible on the exterior wall.
Cabin in Boulder Junction
4.9 out of 5 average rating, 30 reviews

Fiesta on the Lake - Spruce on Trout Lake

RonRating, 5 stars8 months ago
Fiesta on the Lake is a special place. We have been here several times and every time has been wonderful. Tracey and Lynne are great and we just always love out stays. We will be back for sure.
Guest favorite
A spacious yard is surrounded by trees and features a small patio area with a table and chairs. A tall umbrella provides shade, while a winding path leads further into the wooded area. Clear blue skies above create a serene outdoor setting.
Home in Ironwood
4.84 out of 5 average rating, 128 reviews

Black River Road Retreat

KirstiRating, 5 stars2 weeks ago
We absolutely loved staying at Jason Black River Retreat! It had everything we needed, was very clean, the property and trails well maintained. We will be back!
Guest favorite
The loft space contains a spacious sleeping area with a large bed and a cozy sofa. Soft lighting is provided by lamps on side tables, and a window allows natural light to enter. A textured quilt decorates the bed, adding warmth to the wood-paneled walls.
Loft in Rib Lake
4.94 out of 5 average rating, 86 reviews

Toad Hollow Loft

LisaRating, 5 stars4 months ago
Kate and Scot have a groomed connector to the Rib Lake ski trails, which are some of the best we've ever been on. Forest Springs, Rusch Preserve, and Timm's Hill trails (plus a few others) can all be accessed via this trail system and everything is well-marked. Kate and Scot were such accommodating hosts. They kept us updated on the trail grooming and even had the sauna going for us when we were done skiing each day. At the same time, they were very respectful of our privacy. The loft itself is cute, cozy, and very comfy. We had everything we needed for our short stay. Details like aromatherapy sprays, herbal teas, and thoughtful lighting really elevated our time in the loft. The bed was very comfortable and, a big plus for us, there were lots of cozy places to curl up with a book. Overall, we had a wonderfully relaxing and fun time. We felt like we were at our own private XC ski resort. Highly recommend for a winter getaway.
Guest favorite
The farmhouse is depicted with a welcoming appearance at dusk, featuring multiple windows adorned with warm orange light. The structure is surrounded by greenery and trees, showcasing a tranquil rural setting.
Home in Hurley
4.98 out of 5 average rating, 101 reviews

The FarmHouse

JeffRating, 5 stars4 months ago
Guys ski trip to ABR and Big Powderhorn. We had plenty of space for our group and enjoyed the gathering space playing games at the large dining room table. Extremely quiet at night, we were pleasantly surprised how close it was to everything including skiing and restaurants. I highly recommend.
The exterior of the two-story home is surrounded by a wooded area, with a spacious deck featuring outdoor seating. A fire pit with logs and stones is visible in the foreground, inviting relaxation and gatherings near the lakeside.
Home in Woodruff
4.86 out of 5 average rating, 210 reviews

Spacious Lakefront Home with Amazing Views

BrandiRating, 5 stars4 weeks ago
This was my family's 2nd time staying. The home is very comfortable and enough space for my family and our dog. Kitchen had everything we needed. Great fishing lake. Peaceful and relaxing neighborhood. Close to local shopping. We will not hesitate to stay again!
Superhost
A modern, two-story house is illuminated by soft lighting on a snowy evening. The front is marked by a two-car garage and several windows, casting a warm glow against the winter landscape. Snow is piled around the entrance, creating a serene winter setting.
Home in Ironwood
4.93 out of 5 average rating, 98 reviews

Granite Lower

RichRating, 5 stars3 months ago
8 of us guys decided to take a late snowmobile trip. The place was perfect for us. Plenty of place inside for us to sleep and center space outside for parking or multiple trucks and trailers. Becky is so nice, super friendly and responded quickly to questions. Becky even offered us a space in her garage Next door to the house to work on our sled that was broke down. Would not hesitate to book again if available next season When we need a place find next trip..

Quick stats about vacation rentals that are family-friendly in Boulder Junction

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    860 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore