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.

4.94 out of 5 average rating, 141 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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5.0 out of 5 average rating, 200 reviews

The modern kitchen features a large two-tiered quartz countertop with seating for ten. Stainless steel appliances include a refrigerator, oven, and microwave. Natural light enters through glass doors that open onto an outdoor space, enhancing the kitchen's functional design.

Condo in Duluth

Canal Park/Downtown 4bdrm Luxury Condo

This 4 bedroom, 2.5 bath luxury condo, built in 2021, is just steps away from Lake Superior, Canal Park, the infamous Duluth Lakewalk, Greysolon Ballroom, Fitgers, Blacklist Brewery, Duluth's Best Bread, downtown shopping, a casino, public beach access, and more. The 2800sqft condo is bigger than it looks, occupying the entire 2nd floor of an historic Duluth building. NO stairs! The 3rd floor penthouse, Borealis House, is also here on Airbnb: "Condo steps away from Lake Superior/Canal Park"

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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.

4.93 out of 5 average rating, 441 reviews

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

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4.98 out of 5 average rating, 162 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

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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.

4.9 out of 5 average rating, 219 reviews

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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4.97 out of 5 average rating, 409 reviews

An open living area is highlighted by exposed brick walls and high ceilings, featuring a modern kitchen island and stainless-steel appliances. A spiral staircase leads to an upper level. Natural light floods the space through large windows, showcasing a cozy seating area by a contemporary fireplace.

Condo in Duluth

Condo steps away from Lake Superior/Canal Park

Incredible views of Lake Superior, Canal Park, and the Aerial Lift Bridge. 4 bdrm/3 bath, fully furnished penthouse with two FREE parking passes for lot next to the building. The Borealis House is located on Superior St. in Downtown Duluth with a pedestrian bridge path and garden directly behind the building connecting you to Canal Park and the Duluth Lake Walk. All rooms are on one level with elevator access - except the rooftop sunroom and deck.

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A spacious living room is showcased with comfortable seating arrangements, including a dark sofa, a mustard-yellow chair, and a large ottoman. Natural light enters through multiple windows, while a flat-screen TV is positioned on a low table, accompanied by minimalistic artwork on the walls.

4.82 out of 5 average rating, 216 reviews

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.

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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

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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

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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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