Holiday houses in Milwaukee River

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Top-rated holiday rentals in Milwaukee River

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Top Guest favourite
A rustic lodge stands with a red barn facade, complemented by a stone base and a silos on the side. Lush greenery surrounds the property, while a gravel pathway leads toward the entrance, showcasing a peaceful rural setting.
Barn in Cedarburg
4.97 out of 5 average rating, 200 reviews

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.93 out of 5 average rating, 175 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Guest favourite
Loft in Milwaukee
4.94 out of 5 average rating, 531 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Guest favourite
A vibrant bedroom features teal walls adorned with a decorative wall hanging. A spacious bed with a yellow spread is accompanied by colorful pillows. Natural light filters through the window covered with light curtains, and a vintage dresser complements the cozy decor.
Apartment in Milwaukee
4.87 out of 5 average rating, 104 reviews

Cartoon Living

One bedroom lower of duplex in residential neighborhood. Bright and cheery atmosphere, I keep a lot of my things here, but there is also plenty of room for yours. TV in living room with netflix, fast wi-fi shared with upper unit. Great restaurants and bars within walking distance. Air conditioning is window unit in bedroom only. We allow children and pets but unit is not child proofed or pet proofed and there is no available baby equipment. Pets are limited to 1-2 well behaved animals.

Top Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Milwaukee
4.95 out of 5 average rating, 855 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Guest favourite
A dining area features a wooden table surrounded by six white chairs. Natural light pours through large bay windows, highlighting the warm wooden accents of the room. A cozy living space is visible in the background, adorned with potted plants and comfortable seating.
Apartment in Milwaukee
4.89 out of 5 average rating, 208 reviews

Spacious 2 Bedroom Flat in Heart of Milwaukee

Welcome, weary travelers to your lofty home away from home. Built in 1889, this historic second story flat has classic old-school Milwaukee charm (think original oak built ins, large bay windows, and tall ceilings) with modern amenities (smart TVs, walk-in rain shower, and a fully equipped kitchen). Located directly next to Kilbourn Park, the best view of the city is just a 5 minute walk from the front door. This bright, cozy and eclectic style space is yours to enjoy, inside and out.

Top Guest favourite
The exterior of a gray house features a welcoming front porch with white railings. Symmetrical windows are bordered by tall evergreen shrubs, and a manicured lawn stretches out in front. The structure has a classic charm with a peaked roof and is surrounded by trees.
Home in Thiensville
5 out of 5 average rating, 205 reviews

Charming retreat-like 3BR in desirable northshore

Charming retreat-like 3BR in desirable northshore community walkable to coffee shops, restaurants, parks & the riverwalk…or a quick 23 minute ride to the front of the Fiserv Forum in downtown Milwaukee! Great for the weekend getaway, business trip or extended vacation. WIFI, well appointed kitchen, 2.5 bath, gas FP & front porch rocking chairs to watch the parade of dog walkers. Walk to Remingtons on the River or have a glass of wine at Glaze while painting a new coffee mug!

Guest favourite
A cozy living area features high ceilings and large windows that allow natural light to fill the space. A sectional couch, adorned with a patterned throw, faces a wall-mounted television. Two accent chairs are positioned nearby, complemented by decorative artwork and indoor plants.
Apartment in Milwaukee
4.89 out of 5 average rating, 264 reviews

Charming 1BR Loft • Parking + Walkable Location

Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Guest favourite
A spacious living area features mid-century furnishings, including a blue sofa and wooden coffee table. A large television is positioned on a side table. A dining table with several chairs is visible in the background, along with natural light filtering through the window treatments.
Apartment in Milwaukee
4.89 out of 5 average rating, 203 reviews

Mid-century Upper in Riverwest

This 2 BR duplex upper apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

Top Guest favourite
A spacious living area features large windows providing views of Lake Michigan. A light wood dining table is paired with white chairs, and a cozy sectional sofa invites relaxation. Artistic pieces adorn the walls, enhancing the bright and airy atmosphere.
Apartment in Milwaukee
4.99 out of 5 average rating, 197 reviews

Lakeview Downtown Milwaukee Condo

This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

Guest favourite
The entrance features a charming facade with three large windows and a decorative door. A set of stairs leads up to the front door, flanked by a wrought-iron railing. Lush greenery surrounds the base, enhancing the welcoming appearance of the home.
Loft in Milwaukee
4.86 out of 5 average rating, 637 reviews

The Dragonfly Loft

The second floor of this house is a spacious private lofted area that is very open and has high Located in the back of home, Private entrance and close to the city. Pets allowed! Near small bars, stores and short walk to buses that can take you into the city. I live on the lower unit, If you have any questions or request before check-in please message.

Guest favourite
A cozy living area is highlighted by a ceiling with soft lighting, enhancing the atmosphere. Two red armchairs are paired with a wide sofa featuring red and beige accents. A wooden coffee table is centered on a richly patterned rug, with a flat-screen TV mounted on the wall.
Apartment in Milwaukee
4.94 out of 5 average rating, 488 reviews

Newly remodeled Chic-Hip apartment-Downtown area

Newly renovated, spacious with modern day gadgets and appliances. Our space is great for a comfortable and safe stay. We have created a space conducive to relaxing. We also support and practice proper sanitizing of the space. After each stay the entire unit is disinfected and sanitized for our guests’ health & safety.

Popular amenities for Milwaukee River holiday rentals