Holiday houses in Milwaukee River

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Top-rated holiday rentals in Milwaukee River

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 203 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
4.92 out of 5 average rating, 198 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.

Top Guest favourite
Home in Milwaukee
4.98 out of 5 average rating, 124 reviews

Belleview House: Hot Tub, Backyard, Fire Table

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

Top Guest favourite
Townhouse in Milwaukee
4.96 out of 5 average rating, 171 reviews

Historic Walker’s Point Home, Garage & Yard

Welcome to The Bentley Hotel, a luxury selection of townhouses decorated with everyone in mind. We aim to provide a quality experience and memories that will last a lifetime. This townhome is finished with top of the line amenities including a 60” smart TV, board games, organic coffee and teas, a full kitchen with Caraway non-stick pans, workout mats, dumbbells and more. This is your new home away from home and the perfect place to gather whether you are in town for business or pleasure!

Top Guest favourite
Cabin in Cascade
5 out of 5 average rating, 252 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top Guest favourite
The exterior of a single-family home is presented, showcasing a welcoming yellow facade with blue shutters. A white porch with steps leads to the entrance, complemented by neatly trimmed shrubs and a grassy area. An American flag adorns the porch, enhancing the inviting appearance.
Home in Cedarburg
4.97 out of 5 average rating, 233 reviews

Our Happy Place in Cedarburg

You are certain to enjoy a special gathering with family or friends at Our Happy Place. Three bedroom / two bathroom single family home has all the conveniences of home. The property is just a one block stroll from many of the unique festivals held in historic downtown Cedarburg. Three wineries, numerous restaurants, coffee shops and fun shopping all within short walking distance. Friendly, safe neighborhood with quiet sleeping areas inside.

Top Guest favourite
Townhouse in Milwaukee
4.99 out of 5 average rating, 168 reviews

Historic Gem|Steps to UWM|Lake Mich|Free Parking

🔹 5-Star Rated | Superhost Quality | Fast Wi-Fi | Free Parking 🔹 🏡 Experience a Slice of Milwaukee’s History in a 100-Year-Old Home! Step inside this charming first-floor retreat—a beautifully preserved prairie-style home blending historic elegance with modern convenience. Located right across from UWM, this top-rated Airbnb is perfect for visiting students, faculty, families, and travelers looking for a relaxing, walkable neighborhood.

Top Guest favourite
A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.
Home in Milwaukee
4.99 out of 5 average rating, 138 reviews

Barclay House in Walker's Point

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

Guest favourite
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Milwaukee
4.91 out of 5 average rating, 752 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

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, 217 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 living area features warm wooden walls and a rustic charm. Natural light filters through large windows and skylights, illuminating a cozy seating arrangement. A small wood stove stands near a patterned area rug, while musical instruments are positioned around the space, enhancing its inviting atmosphere.
Cabin in Hubertus
4.95 out of 5 average rating, 577 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Guest favourite
Townhouse in Milwaukee
4.93 out of 5 average rating, 276 reviews

The Hottest Tub in MKE • Skyline Views • Sleeps 8

Soak in a private 7-person hot tub with panoramic Milwaukee skyline views 🛁🌇 — this chic two-level Victorian condo in Riverwest sleeps 8 across 3 bedrooms, 2 gas fireplaces & a sprawling 29x10 private porch. Walk to Brady Street, North Ave & the East Side. Downtown is a quick Uber away. The view. The hot tub. The vibe! ✨

Popular amenities for Milwaukee River holiday rentals