Family-friendly holiday rentals in Superior

The Tudor Cottage - Historic 3 Bedroom Home

Step back in time and experience the unique charm of this historic 1929 Tudor Cottage. Lovingly maintained, this home blends century-old character with modern comforts for a memorable stay. Our home is centrally located, making it the perfect home base for exploring the area. You are just a short drive away from UWS, UMD, and the vibrant shops and restaurants of Canal Park. The location also provides easy access to the scenic North and South Shores of Lake Superior for unforgettable day trips.

Entire Family-Friendly Billings Park Home!

This spacious home is just minutes from everything the Duluth/Superior Twin Ports area has to offer! Features 3 bedrooms, large living spaces, play area for younger children with books, games, and puzzles. Full-sized kitchen and dining area with sliding door to deck. Plenty of off street parking in driveway. Quiet neighborhood, 5 min walk to beautiful Billings Park and St. Louis River. 10-15 min drive to Park Point Beach, Canal Park, Spirit Mountain and 100+ miles of biking/hiking trails & more!

Sunflower Home w/ Game Room, Hot Tub +Pet Friendly

Enjoy a relaxing vacation at this beautiful, spacious three-story home! The home is equipped with a full size game room which includes PAC-MAN Arcade Game, a ping pong table, foosball, and a basketball hoop! There is also an outside private hot tub for use! (more details below). The home has a fenced in yard for your 4 legged family members to run around in. Located 4 minutes from the University of Wisconsin-Superior, 5 minutes from Barkers Island, and 10 minutes from Duluth! PET FRIENDLY!

AirB-n-BAWK! The NEST @ Locally Laid Egg Company

Bunk with the Birds -kinda. Sleep in sight of the chickens in this tiny, rustic bunk house. 1/3 of the structure is for the chickens, the other 2/3 is for you - separated by glass. It's a chicken aquarium / PEEP SHOW! The Coop has 3 twins and a full-sized mattress. It is BYO Bedding so come with sheets and/or sleeping bag and pillows. There is a solar charger to charge small devices and run the lamp and fan. The structure is seasonally heated with a Porta Potty near-by, bring a flashlight!

Historic + Modern lll across bridge from Duluth

This beautifully restored historic building features a bright, open 3-bedroom apartment with 11-foot ceilings, a spacious living room, and a modern kitchen with generous white quartz countertops. Enjoy newly finished wood floors, cooling gel memory foam beds, in-unit laundry, high-speed WiFi, a 4K Smart TV with cable, a wine cooler, elevator access, and free off-street parking. A perfect blend of charm and modern comfort that can comfortably house 6 guests. License #TBES-BEJSS8

AirB-n-BAWK! The PERCH @ Locally Laid Egg Company

A stay for the Farm Curious! Enjoy a contemporary /rustic tiny house for a glampin’ experience with acres of berries and 100s of chickens Space includes: - Kitchenette with microwave, frig and coffee maker. - Full-sized bed & futon (sleep 4) - Overflow bunkhouse for additional fee (sleeps 3) - Deck, outdoor seating, fire ring / BBQ - Private outhouse, fire ring and hammock - Access to outdoor rinsing station (think shower), Earn field cred by joining in for chores

*EV Friendly*Pets Welcome * Canal Park 5 mins

Road construction won’t be an issue when you book this listing-adjacent to the Bong Bridge. Cleanliness and accommodation is priority. Fire pit with patio and a variety of seating arrangements. Off street parking. Conveniently located next to Duluth, Municipal Forest, Dog Park and Millennium Trail Head. And just minutes from the parks, trails and beaches, Canal Park, Bayfront Park, Park Point Beach, WI Point Beach, Hawks Ridge, Munger Trail, Ely's Peak.

Barker's Urban Oasis

Welcome to our charming 2-bedroom apartment nestled in the historic East End neighborhood of Superior, Wisconsin. With its prime location, this cozy retreat offers a perfect balance of comfort, convenience, and local charm for an unforgettable stay. Barker's Urban Oasis is the upstairs unit in a duplex. This house was built in the early 20th century, during the Industrial Revolution, which contributed to Superior's early growth and prosperity.

The Itty-Bitty Inn

Discover The Itty-Bitty Inn, a stylish 1BR/1BA family friendly retreat in South Superior. Embrace cozy comfort and modern charm in our perfect little hideaway. Great for a relaxing getaway or exploring the beauty of the area. Duluth/Canal Park --- 18 minute drive Spirit Mountain ... 20 minute drive Nemadji Golf Course ... 2 minute drive Children's Park ... 1 minute walk Barkers Marina ... 12 minute drive

Beauty at Short-4 Bed 3 Bath Near Lake Superior

Spacious 4 Bedroom, 3 Bath Home, with Custom Bar, dart board, and oh so comfortable! Come Stay and relax in our Centrally located Superior WI, minutes to Lake Superior and Duluth, MN, beautiful home! Off Street Parking and Outside Deck, Grill, and Firepit. Totally remodeled Superior WI Home. Former Home of baseball Hall of Famer, Dave Bancroft. Lic # CHWR-CMZNJK

Terry Flats #4

This modern 2nd floor unit is filled with style and elegance. It features a spacious floor plan with living room, large bedroom with walk-in closet, full bath, and kitchen that is open to the living room. The apartment has amazing views overlooking the downtown and the large windows with northwestern exposure make for beautiful sunset light.

Exceptional Studio Apartment ID# TBES-AWMU 3N

My place is within the City of Superior and close to Duluth Canal Park. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).