Family-friendly holiday rentals in Grand Marais

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Popular amenities for Grand Marais 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.
Guest favourite
Townhouse in Lutsen
4.93 out of 5 average rating, 46 reviews

Stay 4 for 3 Parks, Bike Trail, Garage, 4 BR/4 BA

LauraRating, 5 stars4 months ago
We had a wonderful family get-away and Rick's home was the ideal place to stay! The location was perfect. The views of the lake were spectacular and the home was cozy with many thoughtful amenities.
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!
Superhost
Apartment 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.

Family- and pet-friendly home rentals

Guest favourite
Home in Finland
4.88 out of 5 average rating, 644 reviews

Gorgeous North Shore river cabin

TenaRating, 5 stars3 weeks ago
This was our 2nd time staying. We love the stay. Beautiful surroundings, close to hiking areas, and the cabin feels right at home.
Superhost
Cabin in Fall Lake
4.87 out of 5 average rating, 143 reviews

Rustic Log Cabins on BWCA Wilderness Lake!

CoreyRating, 5 stars2 months ago
This is a wonderful off grid get away. We did a winter trip and pulled sleds with skis. Brought in water, coffee, and food. Made fires in the stoves for heat, and had a couple great saunas with cold plunges in the lake. Everything required work which is what my group was looking for. Wood to split, fires to feed, and lanterns to see at night. Close enough to ski back to the car and head to Ely anytime we wanted. Would recommend for unplugging from the busy world. Still had cell service if needed, but we stayed on airplane mode for the most part.
Superhost
Home in Duluth
4.91 out of 5 average rating, 109 reviews

5 bedrooms 7 beds, 3 baths trails/parks, ski/bike

HellerRating, 5 stars6 months ago
Five friends had a great stay at The Trailhouse. We spent time at an event in Duluth, then explored Duluth and visited the lake. The house was a convenient drive to everything we wanted to do. Matthew was very responsive if we had questions. Everything was clean. Big functional kitchen, open to the dining and living room. Take the scenic drive from I35 on 210, if you can. It was beautiful.
Superhost
Cabin in Two Harbors
4.8 out of 5 average rating, 117 reviews

Spectacular Log Home on Majestic Lake Superior

ClaytonRating, 5 stars3 weeks ago
The location and scenery are incredible, just like the cabin itself. From the start, we were blown away by the serenity and beauty of this home. With the beach adjacent to the property, it’s a perfect place to relax both outside and in. The interior is just as wonderful as the environment outside, which only makes the entirety of the location better. Sitting on the shoreline n the brisk wind to have a hot sauna waiting for you is about as good as it gets. The instructions for checkin and checkout were clear and easy to follow, along with the directions left throughout the cabin for the fireplaces and other amenities. It made the stay easy and worry free. It was a wonderful weekend at a wonderful location! Thank you for the much-needed getaway!
Guest favourite
Home in Ontonagon
4.97 out of 5 average rating, 244 reviews

The Lake House

LisaRating, 5 stars3 months ago
Jason’s house was absolutely beautiful. Literally feet off the lake. Stunning sunsets and sunrises. Super easy and fast communication and helpful with answers. The place is clean and has just about all you need. If you plan on snowmobiling, something to note is the home is about 1 1/2 miles off the trail so you will need to ride the highway and the plows leave very little to no snow on the emergency lanes. But we absolutely loved our stay.
Superhost
Cabin in Superior
4.86 out of 5 average rating, 330 reviews

“The Bunk House” on Lake Amnicon. Pet Friendly!

MarkRating, 5 stars6 months ago
The Bunkhouse exceeded our expectations. It was cozy, relaxing, and clean. We enjoyed being right on the lake, walking in the woods, a warm campfire, and the sauna! The internet allowed us to stream a Lynx basketball game, the porch offered quiet reading space, and the pullout sofa afforded restful sleep. Our old dog loved the calm outdoors and “Back 40”. We can’t wait to come back!
Guest favourite
Cabin in Grand Marais
4.95 out of 5 average rating, 312 reviews

The little house on a county rd.

MackenzieRating, 5 stars5 days ago
Beautiful home and location! The farm animals right outside were adorable and charming and we felt right at home the minute we got there. Terri and Aaron were kind and helpful. 10/10
Top guest favourite
Chalet in Lutsen
4.99 out of 5 average rating, 228 reviews

Honeymoon House on Superior Pebble Beach

NicoleRating, 5 stars6 days ago
A great retreat--outside and in--with thoughtful, responsive, and proactive hosts. Breathtaking views and experience of MN nature. Family and design both very elegantly and touchingly imbued into this stay. Lake Superior seems like part of the home, likewise the creek, the Point, and the bridge to the Point. Inside has everything (plus some) needed to cook, relax, breathe. Can't wait to go back.

Family-friendly home rentals with a pool

Home in Beaver Bay
4.75 out of 5 average rating, 24 reviews

Windsong 608 on Lake Superior in Beaver Bay, MN

BrendaRating, 5 stars4 months ago
Wonderful place. Beautiful views of Lake Superior.
Home in Beaver Bay
4.55 out of 5 average rating, 20 reviews

Windsong 610 on Lake Superior in Beaver Bay, MN

AndreaRating, 5 stars23 months ago
Two friends and I stayed here for Grandma’s Marathon weekend. The condo is about 30 minutes from the start, which worked out perfectly. The condo is exactly as described, directly on Lake Superior with the most gorgeous views from the living room and master bedroom. We loved that each room has its own bathroom and the fully equipped kitchen for making our own meals. The indoor pool and sauna are a very short walk from the unit and are very clean and well maintained. There is a bike path that intersects with the condo’s driveway, which goes along the water and is separate from the road. We would absolutely stay here again. Thanks for a great stay!
Superhost
Apartment in Bayfield
4.81 out of 5 average rating, 277 reviews

One Minute Walk to Lake Superior. Brookside #3

NicholasRating, 5 stars6 months ago
Great location just outside of downtown Bayfield. Quiet and peaceful. The unit was clean and plenty of amenities (plus extra). Perfect 1 bedroom.
Superhost
Apartment in Bayfield
4.79 out of 5 average rating, 354 reviews

One Minute Walk to Lake Superior. Brookside #11

JasonRating, 5 stars2 weeks ago
Great experience and a great host.
Guest favourite
Apartment in Aurora
4.92 out of 5 average rating, 78 reviews

Green Gate Guest Houses - Birches Condo

LanceRating, 5 stars8 months ago
The place was lovely! You can see the lake out of the back door. Couldn’t be closer to the beach. The front bedroom was also lovely. Thanks for hosting us!
Guest favourite
Cottage in Aurora
4.89 out of 5 average rating, 55 reviews

Green Gate Guest Houses - Pine Cone Cottage

MelissaRating, 5 stars3 months ago
Can’t say enough great things about this cabin. Such cute decor, clean as a whistle, such a well stocked kitchen, comfy beds, awesome location. We would head back in a second!
Guest favourite
Chalet in Biwabik
4.9 out of 5 average rating, 31 reviews

Lakefront 4 bedroom 3 bath Villa at Giants Ridge

BernardRating, 5 stars1 month ago
This spot was amazing for our Snowboarding trip, and the group of friends who went absolutely love the location, and of course, right close Giants Ridge made it all the more better. Abby was very responsive, and accommodating! We do this trip annually, and will definitely be booking this again!!
Top guest favourite
Apartment in Aurora
4.99 out of 5 average rating, 73 reviews

Green Gate Guest Houses - Contemporary Condo

TheresaRating, 5 stars2 months ago
The place was perfect. It had everything we needed and then some. Also, it is incredibly close to one of the alpine ski lofts for Giants Ridge (literally right across the street). We will definitely stay again!

Quick stats about holiday rentals that are family-friendly in Grand Marais

  • Total rentals

    30 properties

  • Nightly prices starting at

    £106 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore