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 stars2 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 stars3 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.
Apartment in Wakefield
4.85 out of 5 average rating, 20 reviews

Clean & Comfortable Condo - Walk to Jackson Creek

PaulRating, 5 stars15 months ago
A great location. In walking distance to a ski lift. The place was clean and it was awesome being able to have a fire in the fire place. Peter checked in with us in person to see if we needed anything. Also, he was very responsive to a couple questions I had prior to arriving. We will be back.
Guest favorite
The exterior of the chalet features a two-story structure with green siding and white trim. A wooden deck with railings is accessible by stairs, surrounded by tall trees that provide a natural setting. Large windows invite natural light into the interior.
Chalet in Wakefield
4.86 out of 5 average rating, 158 reviews

Indianhead duplex chalet with a hot tub 2376

PeterRating, 5 stars1 month ago
Good spot, nice place for the price. We had a small mix-up with getting back in, but Tim was very responsive and got it handle immediately.
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 stars2 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 stars1 month 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 stars14 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.
A cozy living area features a red sofa with patterned accent pillows. A leather armchair and a rustic lamp add warmth, while the walls of natural wood create a rustic ambiance. Natural light filters through the skylight and window, illuminating the space.
Condo in Ironwood Township
4.73 out of 5 average rating, 11 reviews

Rustic Luxury in the North Woods I

MelindaRating, 5 stars32 months ago
Really wonderful place. So beautifully curated. Just fun, and welcoming. Eric was great at communicating everything. It worked perfectly for our trip through the UP, close to the beautiful Porcupine Mtns and all things Western U.P.

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, 155 reviews

Gorgeous Northwoods River Retreat

MichaelRating, 5 stars5 months ago
Great place and a great host! Katelyn responded to messages almost immediately every time we had a question. Place is peaceful and clean! Very satisfied with our trip and will use this location again and again! Also looking forward to trying out the other rental too! Thanks for making our stay enjoyable!
Superhost
The cabin, framed by vibrant autumn foliage, features a spacious porch with comfortable seating. Warm light emanates from within, enhancing the rustic charm. A stone chimney rises from the side, surrounded by lush greenery, creating a serene, woodland atmosphere.
Cabin in Presque Isle
4.88 out of 5 average rating, 77 reviews

Hemlock Heaven

SaraRating, 5 stars6 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!
Superhost
A dining area is centered around a wooden table, surrounded by four light-colored chairs. Natural light floods the space through open French doors, which lead to a deck offering views of the lake. A decorative tray rests on the table, enhancing the welcoming atmosphere.
Home in Minocqua
4.86 out of 5 average rating, 123 reviews

Cozy Cottage on the Island, Walkable to everything

JenniferRating, 5 stars8 months ago
We enjoyed our stay to soak up a few more sunny days of summer. Downtown was extremely walkable and the view of the lake was gorgeous. The space was comfortable for relaxing after a day of adventure and had everything we needed. The decor really provided a cabin and “Up North” feel.
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 stars8 months ago
Great location and house. Beautiful sunsets across the bay. Air conditioning was helpful for two days. Kelly is very responsive!
Superhost
A calm lake reflects the sky, creating a serene atmosphere. A wooden dock is visible on the right, leading into the water. A sandy beach is in the foreground, with a black dog standing at the water's edge. Lush trees line the opposite shore.
Cabin in Lac du Flambeau
4.77 out of 5 average rating, 71 reviews

Thunderbird Lodge: Spring/Summer Specials! Pets Ok

T-ShawnRating, 5 stars4 months ago
Well decorated cabin and good sceneries around!
Top guest favorite
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, 211 reviews

Cozy Cabin Secluded in the Woods-Abundant Nature!

TeresaRating, 5 stars1 month ago
We were seeking refuge from an extended power outage and were so fortunate to find Chris and Dan’s cabin. It was exactly as described- warm, cozy, and secluded! Communication was excellent and they were so kind and empathetic of our situation. I highly recommend this beautiful cabin!
Guest favorite
A wooden dock extends toward the calm waters of Somo Lake, bordered by lush greenery and tall pine trees. The surface is flat and unobstructed, inviting visitors for swimming or boating activities. A small staircase leads from the dock to the surrounding sandy ground.
Cabin in Tomahawk
4.7 out of 5 average rating, 47 reviews

Lake Cabin #2 at Somo View Resort

JillRating, 5 stars7 months ago
Our stay was great. So quiet and peaceful even with other groups at the resort. The place was tiny but perfect for a couple. The only thing that would have been a little better was if there was some light in the parking lot for when we arrived at dark.
Top guest favorite
A charming house features a light-colored exterior with red accents around the windows and door. A green roof complements the vibrant flowers in the front garden, while a small porch with seating is visible. Several parked cars are present in the background.
Cottage in Marenisco
4.93 out of 5 average rating, 178 reviews

Whitley House

MaureenRating, 5 stars1 month ago
Adorable home. Well cared for. Very homey and comfortable. Fully stocked kitchen and bathroom. Just like home! We loved it!🥰

Family-friendly home rentals with Wifi

Top guest favorite
The modified A-frame home is surrounded by trees, showcasing a deck with outdoor seating and a dining table. Large windows provide views of the natural surroundings, enhancing the structure's rustic charm and modern design.
Home in Manitowish Waters
4.98 out of 5 average rating, 65 reviews

Waterfront modified A-frame on chain of 10 lakes

KimberlyRating, 5 stars4 months ago
Collin's place was perfect for our family Christmas! Such a nice spot tucked away in the woods - perfect for stargazing! We even saw eagles and a family of otters playing on the ice. The house had everything we needed for our stay and check-in and out was a breeze. I'd love to come back in the summer to enjoy the lakes!!
The exterior of a two-story cottage is visible, framed by lush green trees. A spacious deck with railings extends from the upper floor, offering outdoor seating. A private dock is seen in the foreground, providing access to the tranquil lake.
Cottage in Townsend
4.87 out of 5 average rating, 15 reviews

Cozy Cottage with a spectacular deck on Archibald

ShellyRating, 5 stars22 months ago
Just as described. Plenty of space for 4 adults. Brad thought of every re: amenities & the little details (cookware, spices, soaps, etc). Great little place to escape on a beautiful lake. Thanks Brad for your hospitality.
The cabin interior features cedar wood paneling and a peaked ceiling with exposed beams. A cozy seating area is arranged around a low table, while a full kitchen with modern appliances is visible in the background. Natural light enters through a skylight and windows.
Cabin in Lac du Flambeau
4.91 out of 5 average rating, 11 reviews

Karibu Cabin at Sandy Point Resort near Minocqua

AmyRating, 5 stars34 months ago
Our family of four decided to book a few nights at Sandy Point Resort for a place to get away between baseball tournaments and we are so glad we did!! We booked our stay at the Karibu cabin several months back. At the time, all of the other cabins were already booked. Karibu is the oldest cabin on the property, and also the only remaining cabin from the original five, but this place has been taken care of throughout the years and felt cozy despite its age. Just a heads up, the cabins at this resort do not have air conditioning, but the temps around this area are usually pretty mild with plenty of trees for shade. You really can't beat this place with all of the added amenities that are included with your stay. For disc golfers, this place is perfect with its 27-29 hole disc golf course complete with two or three baskets per hole and large pro shop. During our stay there was also a random doubles league night to join in on. Our boys really enjoyed the lake and spending time with the kayaks and paddleboards and jumping off of the rave bouncer in to the water. We even had a calm, clear night to view the milky way and see the stars reflecting off of the water. Michele and Mike topped off our experience by being such amazing hosts. We can't recommend this place enough for a relaxing and fun getaway to the Northwoods!!
The interior of a Montego Bay pontoon boat is displayed, featuring a spacious seating area with cushioned benches and a circular table. The steering console is visible, equipped with gauges and a fish finder. Lush greenery lines the tranquil waterway in the background.
Cabin in Pickerel
4.7 out of 5 average rating, 20 reviews

Secluded Lake Cabin - Includes 2024 Pontoon Boat!

NinaRating, 5 stars11 months ago
Great spot to spend a long weekend! The pontoon boat was clean and easy to use, and the other boats were a great perk as well. It was a little chilly while we were there, so we spent a day hiking and bouldering (there are some really cool spots within a 45 minute drive.) we were a group of 6, and while it was a smaller space, it worked just fine for us. Definitely would go back!
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, 126 reviews

Black River Road Retreat

RobinRating, 5 stars7 months ago
The place was Great! It exceeded my expectations. Would definitely stay again.
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 stars3 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.
Top guest favorite
The exterior of a single-story, white bungalow is shown, featuring a green accent at the base. Grass surrounds the home, and a ramp leads to the front entrance. Windows are visible, allowing natural light into the interior, with a fenced backyard beyond.
Home in Gaastra
4.85 out of 5 average rating, 169 reviews

"Yooper Retreat"

BrianRating, 5 stars1 month ago
Great space , clean and easy . Great for our trip to Ski Brule .
The house is set on a green lawn, surrounded by trees. Its exterior features a combination of brown siding and a stone chimney. A spacious deck extends from one side, offering outdoor seating options. Large windows allow for natural light and views of the surrounding landscape.
Home in Eagle River
4.8 out of 5 average rating, 5 reviews

Sand Lake Rental on Sugar Camp Chain of 5 lakes

TamaraRating, 5 stars41 months ago
Jacqueline's place is incredible! The location is unbelievable as it is situated right on the lake for year-round enjoyment. The space is so spacious! We really liked how each bedroom has its own area, so we could get up and go to bed without disturbing each other. The kitchen is well stocked, so we could prepare meals (including a holiday meal) without missing a beat! We will definitely plan more family reunions at Jacqueline's!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    $90 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