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, 116 reviews

Historic Tudor Cottage - 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.

A spacious yard is featured, with four red Adirondack chairs arranged around a circular fire pit, creating a cozy gathering space. The green bungalow is visible in the background, surrounded by trees and open grass, with a deck and patio umbrella situated on one side.

4.99 out of 5 average rating, 165 reviews

Cozy Bungalow for Adventurers: Nature in the City

Take it easy at this unique and tranquil getaway. Nestled back in a quiet Superior neighborhood, this quaint, two bedroom bungalow with a large secluded yard, deck, and fire pit is between 5-15 minute drive away from pretty much anywhere you’d like to be: Lake Superior, waterfalls, biking trails, hiking trails, ATV trails, cross country & down-hill skiing, breweries, live music events, restaurants, shopping, Canal Park, Barkers Island, Wisconsin Point, Bikes, kayaks, lawn games. ID #ALED-CRFKS8

4.9 out of 5 average rating, 154 reviews

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.

Home in Billings Park

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!

4.97 out of 5 average rating, 799 reviews

The suite features a spacious sleeping area with a queen-size bed adorned with plush bedding and decorative pillows. A comfortable sofa is positioned nearby, accompanied by two armchairs and a small table. Large windows draped with light-colored curtains allow natural light to fill the room.

Guest suite in Superior

Penrose House An English escape by Lake Superior

Penrose house is an original Edwardian home having a private and separate third floor suite. Guest access and entry to the suite is through two high security doors leading to a back stairway used exclusively by guests. Safe off-street parking is available at the rear of the property for guest use only. Our property is located in one of the most sought after streets in the heart of the Central Park area of Superior, Wisconsin. We are centrally located for tourist destinations in the Northland.

A light-filled living area is presented with large windows and neutral-toned walls. A soft gray sofa is paired with two minimalist armchairs, while a glass coffee table displays a few decorative items. Soft lighting from modern floor lamps creates a welcoming ambiance.

4.93 out of 5 average rating, 397 reviews

Historic Modern 10 min across bridge to Duluth

Enjoy this freshly restored historic building in your private 2 bedroom apartment. Bask in the morning sun with a cup of coffee on your private balcony. The open layout with 11 foot ceilings, large kitchen and kitchen island, white quartz countertops , the newly finished wood floors, and the incredibly comfortable beds will all welcome you to your home away. In-Unit Laundry, WIFI, 4K TV with cable and Netflix/Amazon, Wine Cooler, Elevator access and off street parking. Licence # TBES-BEJSS8

4.95 out of 5 average rating, 186 reviews

The exterior of the house is showcased, with a welcoming green façade and a picnic table positioned on a grassy lawn. A path leads to the entrance, framed by trees and flowering plants. A white fence provides privacy and defines the outdoor space.

Home in South Superior

Cheerful 3 BR South Superior Family Home

Bring the whole family to our bright and cheerful South Superior home! With a King BR, Full BR, Twin BR with 2 twin beds, 2 bathrooms, 2 living areas, fully equipped kitchen, huge backyard- there’s room for everyone. The home is decorated with local art and is in a quiet neighborhood on a dead-end street. Trains do run nearby and are the local lullaby of choice. Board games, air hockey, smart TV, internet, & coffee provided. Centrally located to everything Superior and 15 minutes to Duluth.

4.95 out of 5 average rating, 235 reviews

A jetted tub is positioned in a wooden alcove, surrounded by beige tiles. Two towels hang above the tub, and a basket containing toiletries is placed nearby. Soft lighting highlights the tub's gentle curves, creating a relaxing atmosphere.

Flat in Billings Park

Sweet Jacuzzi Suite

Whether you're in the Twin Ports for work or play, our little getaway is the perfect place to unwind. (Let us know if you're bringing the kids! ❤️) Fix up a snack in the kitchenette or relax on the full-size futon. After that, settle into a comfy queen-sized bed after a luxurious soak in the jetted tub! Amble down to nearby, kid-friendly Billings Park, or we're just a short drive away from anything in Superior or Duluth, including shopping, the arts, and our gorgeous Lake Superior!

The living area features a light-colored tufted sofa and an armchair positioned beside a small table with a lamp. Large windows framed by light curtains allow natural light to brighten the room. A decorative mirror enhances the space, reflecting the cozy atmosphere.

4.96 out of 5 average rating, 178 reviews

Trail, Deck, and Bay Views! Cozy Fireplace!

Welcome to Captain’s Quarters! Enjoy beautiful views of the historic NP Ore Dock and Superior Bay. The spacious yard borders the Osaugie Trail; hike, bike, or UTV! The home has central air, a large exterior deck, and clean, cozy interior. Each of the two bedrooms have quality mattresses for a good night’s rest. The kitchen is fully equipped. Enjoy the fireplace, foosball, books, and games. Go fish at the boat launch down the hill. Bring your ATV! We’d LOVE to host your getaway!

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.

4.91 out of 5 average rating, 195 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!

A modern living space is presented, featuring an inviting round dining table set with dishes and a floral centerpiece. A light-colored sofa is positioned nearby, accompanied by a black coffee table. Art pieces adorn the walls, while natural light brightens the room.

4.89 out of 5 average rating, 295 reviews

Superior Bay Boutique Motel Suite #11

This 1 bedroom suite has a contemporary decor, detailed amenities and an excellent location. The unit is spacious and has an open floor plan, featuring a living room furnished with a sofa, love seat, tables, built in wall cabinets, TV/cable and high top dining table and 2 stools. The unit has a full kitchen that is stocked for extended stays. The large bedroom features a king bed and 2 closets, one is a walk in. The bedroom also has TV/cable and an iron/iron board.

4.99 out of 5 average rating, 321 reviews

The living area features a modern television on a dark media console. Two armchairs and a sectional sofa surround a central ottoman on a large area rug. Natural light enters through a nearby window, illuminating the warm wood flooring.

Home in Denfeld

Entertainment & Outdoor Activities - Hub

Stay in the heart of Duluth—your ideal base for both vacations and business trips. Just minutes from Lincoln Park’s Craft District, Downtown, and Canal Parks local breweries, cider houses. Adventure awaits with quick access to Spirit Mountain, the Munger State Trail, hiking, mountain biking, paddling, boating, fishing, birdwatching, and more. Experience the perfect blend of comfort, convenience, and outdoor fun in one of Duluth’s most exciting neighborhoods.

4.87 out of 5 average rating, 102 reviews

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.

Home in South Superior

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

Popular amenities for Superior holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Superior

The living room features a comfortable seating area with a sectional sofa and two armchairs. A coffee table is centered on a patterned area rug. A ceiling fan hangs above, and large windows allow natural light to illuminate the space, with a view of the outdoors.

4.97 out of 5 average rating, 73 reviews

The Place To Be

Tiny home in Lake Nebagamon

A cozy interior features a sleeping loft accessed by a ladder, with a spacious couch in the foreground. The kitchenette showcases modern appliances and reclaimed wood accents, while natural light streams through large windows adorned with light-colored curtains.

4.98 out of 5 average rating, 390 reviews

Cozy Fireplace in a Northwoods Tiny House

Superhost

5 out of 5 average rating, 10 reviews

Bear Creek Bungalow The Quiet side of the big lake

A spacious living area features a dark leather sofa adorned with patterned cushions, positioned next to a wooden coffee table. Natural light fills the room through multiple windows, accentuating the minimalist decor and hardwood flooring.

4.87 out of 5 average rating, 454 reviews

Where You Wanna BnB

4.96 out of 5 average rating, 147 reviews

An outdoor patio area features wooden furniture including a rectangular table and several chairs. A grill is positioned to one side against the blue-gray house, surrounded by greenery and stone pathways that blend with the natural surroundings.

Tiny home in Proctor

2 Acres of Tiny