Family-friendly holiday rentals in Superior

The exterior of the historic Tudor cottage features a landscaped yard with a variety of lush green plants and trees. The charming entryway is adorned with an arched doorway and decorative brick accents, complemented by a gentle slope leading to the front steps.

4.93 out of 5 average rating, 143 reviews

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.

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A two-story home is set on a well-manicured lawn, surrounded by trees. The exterior features a combination of wood and stone materials, with large windows offering views of the yard. A driveway leads to the attached garage, and a patio area is visible at the front.

4.91 out of 5 average rating, 169 reviews

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!

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4.98 out of 5 average rating, 121 reviews

An aerial view captures the expansive lake bordered by a sandy beach and lush greenery. The serene water extends to the horizon, where it meets a clear blue sky, providing a sense of tranquility and natural beauty.

Cabin in South Range

Kitchigami Lodge - Lake Superior Beach, Hot Tub!

Secluded on 16 acres, along the shore of Lake Superior, enjoy the peace and relaxation of Kitchigami Lodge. Take in dramatic sunsets and soaring eagles, sitting upon the bluff mirador. Share stories by the firepit and play games in the sunroom. BBQ with family and friends and enjoy the bubbly swim spa. Duluth, two state parks and ski resorts are only 30 minutes away. Visit Bayfield & the Apostle islands on a day trip! Relax with friends and family and create memories that last a lifetime!

FamilyIndoor spacesQuiet

4.93 out of 5 average rating, 441 reviews

A spacious living room features a large sectional sofa arranged around a low coffee table, offering a comfortable seating area. Natural light filters through the dark blinds on the windows. The rich wood floors enhance the warm ambiance, leading towards a hallway.

Apartment in Superior

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

Indoor spacesKitchenBeach

4.98 out of 5 average rating, 164 reviews

The tiny house sits elevated among evergreen trees, featuring a wooden deck that extends outward. Large windows allow natural light to flood the interior, while a red front door adds a vibrant focal point to the contemporary exterior.

Farm stay in Wrenshall

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

KitchenIndoor spacesOutdoor spaces

4.9 out of 5 average rating, 219 reviews

A bedroom features a black metal bed frame with a plush, patterned bedspread and layered pillows. The decorative fireplace is highlighted by soft candlelight, and art pieces add a touch of elegance to the walls. Natural light is softly diffused through nearby fixtures.

Apartment in Superior

Executive Apt. 1BR 1BA, w/Q Bed

A charming, historical accommodation has prepared a place for you. This special place is close to everything, making it easy to plan your visit. One bedroom and one bath with immaculate, delightful decor. This home away from home is only blocks away from downtown Superior restaurants, vibrant nightlife, quaint coffee shops, and sweet, unique boutiques. Either that, or you might want to order in, put your feet up, relax, and watch a film. We look forward to your visit!

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A living area is presented with a dark sofa adorned with a patterned throw pillow. A light source from a nearby table lamp illuminates the space. A wooden coffee table holds a decorative box and magazines, while natural light streams through large windows, creating a cozy ambiance.

4.88 out of 5 average rating, 115 reviews

The Little Green Bean

Welcome to The Little Green Bean! Nestled on a cozy corner accross from a park, this 2 bed, 1 bath cottage is bursting with charm. Step inside and discover a cute space filled with character and comfort. Relax in the snug living area, whip up a meal in the fully equipped kitchen, or enjoy a peaceful night's sleep in one of the comfy bedrooms. With its vibrant decor and unique touches, The Little Green Bean is the perfect spot for a memorable getaway.

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An open living space features light-colored walls, a comfortable seating area with two armchairs, and a dark couch. A wooden coffee table sits on a patterned area rug. The dining area includes a round table with grey chairs, while a kitchen space is visible in the background.

4.87 out of 5 average rating, 133 reviews

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

Indoor spacesKitchenQuiet

An open living area features wooden flooring and natural light flowing in through large sliding doors. The kitchen is equipped with modern appliances and a central island, while a dining table with four chairs offers a cozy space for meals. A comfortable seating area is arranged for relaxation.

4.96 out of 5 average rating, 124 reviews

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

FamilyIndoor spacesSleep quality

A modern kitchen presents light green cabinetry paired with a large island featuring bar stools. Pendant lights hang above, and stainless steel appliances are visible. The open layout invites natural light, with a cozy seating area and a welcoming entrance to the left.

4.95 out of 5 average rating, 259 reviews

The Treasure House- Near Duluth & Pet Friendly!

Come enjoy a stay at a newly renovated home. A perfect fit for both couples & families! 5 minutes from Barkers Island & less than 15 minutes from Duluth & Canal Park. You will find this a welcoming, cozy & relaxing home. The home is Pet Friendly. BE SURE to include your pet(s) in your reservation since there is a $75 nonrefundable pet fee.

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4.86 out of 5 average rating, 379 reviews

Apartment in Superior

Terry Flats #7

This unit is located on the 3rd floor of this 3-story building and is accessible only by stairs and there is no elevator. It has a spacious layout with a living room, bedroom, office, bath, and a kitchen that is open to the living room. Large windows throughout the unit, extra closet space, pantry, and a breakfast bar.

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