Family-friendly holiday 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
Apartment 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 favourite
Apartment 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.
Flat 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 favourite
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
Apartment 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
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!
Apartment 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.
Superhost
Chalet in Wakefield
4.81 out of 5 average rating, 135 reviews

Indianhead duplex chalet with a hot tub 2375

BethanyRating, 5 stars1 month 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
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
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
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
Cabin in Phelps
4.8 out of 5 average rating, 25 reviews

Amenities & Resort Access Included | Cabin 3

CalvinRating, 5 stars4 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
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
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 favourite
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 favourite
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.

Family-friendly home rentals with wifi

Top guest favourite
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!!
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!!
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!
Cabin in Hazelhurst
5 out of 5 average rating, 20 reviews

Whispers of the Wilderness - Minocqua Lake Home

PatriciaRating, 5 stars9 months ago
The week we spent surrounded by nature and tranquility was restorative. Listening to the eagles, ducks, geese, and many other birds chatting while we sat inside with great views in every room or went kayaking, paddleboardinng, swimming off the swim platform, or just hung out on the deck or the pier kept us in awe of our surroundings every day and night. Walks along the road were spent admiring the trees and native plant life. It felt like home from the moment we arrived as we enjoyed all the comforts the house had to offer from a well-organized kitchen, roomy dining area, and a comfortable livingroom, as well as great bedrooms and baths, all tastefully decorated in a northwoods theme. The 5 of us had enough room to be together or apart. Tonya was instrumental in making our stay a perfect one through communicating with us prior to the trip and throughout the week by quickly aswering any queries we had. We would love to return next summer.
Guest favourite
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.
Home in Eagle River
4.87 out of 5 average rating, 52 reviews

Eagle River Chain ~ Pet Friendly

DavidRating, 5 stars8 months ago
We had a great week of vacation and would definitely come back for another stay. The house is very cool and a nice blend of rustic and modern. We had 7 adults and 2 toddlers and the accomodations worked well for our needs. Jon and Angie are very friendly and very responsive to a couple of minor needs we needed taken care of. Great location on the chain, close to downtown Eagle River, very beautiful setting, quiet and peaceful spot. Will not hestiate to recommend this house to friends and family! Thanks, Jon and Angie!
Guest favourite
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 favourite
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 .

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    £68 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