Holiday rentals with a hot tub in Milwaukee County

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!

This special place is close to everything that makes Milwaukee GREAT! Short drives lead you to downtown, State Fair Park, Am Fam Field, Fiserv Forum, Summerfest grounds, Milwaukee Zoo, and many great local hangouts. Enjoy the quiet, neighborly, & historic Washington Heights area in your own 2-BR lower apartment (of a duplex). Private access to a large 6-Person Hot Tub in the backyard during your stay! Free Off-Street parking for one vehicle. Also close to the Milwaukee Regional Medical Center.

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. Included are 3 off street parking spaces directly across from unit. We’ve just added a new hot tub!

4BR Family Escape w/ Arcade, Cinema & Spa

Uncover your ideal 4-bedroom retreat in Milwaukee—perfect for families, groups, or business trips. This roomy getaway offers a blend of comfort, fun, and tranquility in a peaceful yet central neighborhood. Just 15 minutes from Downtown Milwaukee, the Public Market, and the Harley-Davidson Museum, and only 10 minutes from Mitchell International Airport, the location is spot-on. With tasteful décor and inviting living spaces, this home is the perfect launchpad for your Milwaukee stay.

Spacious Bayview Studio - King Bed w/ 70” 4k TV

This third floor studio has comfort, convenience and entertainment. Don’t waste a minute worrying about getting quality sleep here. Fine tune your firmness with our King Sleep Number Bed. Wake up with coffee and your favorite morning station on this 77" OLED TV. Perfectly placed in the heart of Bayview and less than 10 minutes to Fiserv, Summerfest, Downtown, Third Ward. This studio will be on your "best" list. Come and enjoy all that Milwaukee has to offer!

Brew City Inn with Hot Tub

Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. We are a few minutes to most popular MKE attractions, DM for more info. By booking this home you will have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

The Little Gray House

It's summer! The garden is in full bloom! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

The Gem of Brewers Hill w/hot tub & seasonal pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance to Brady Street, the Milwaukee River Walk, shops, restaurants and coffee houses. Less than a mile from Fiserv Forum, downtown Milwaukee and just minutes from Bradford Beach. This pet friendly unit has a private fenced in yard, BBQ grill, off street parking for your vehicles and motorcycles, and a hot tub for your use.

Cozy private getaway, Hot Tub, Music theme

Enjoy the cozy fire while relaxing in the hot tub in the private coved patio. Artistic "gallery like" lower apartment is nestled in a beautiful wooded neighborhood just 15 mins from Milwaukee's Downtown. Near by scenic views of the MKE skyline, Hoan Bridge, Summerfest Grounds and steps away from Lake Michigan, golf course and Seven Bridges hiking attraction.