Holiday rentals with a hot tub in Milwaukee

4.86 out of 5 average rating, 433 reviews

Home in Hubertus

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

4.96 out of 5 average rating, 124 reviews

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

4.93 out of 5 average rating, 100 reviews

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.

4.82 out of 5 average rating, 67 reviews

Home in Shorewood

Hot Tub Victorian Garden Home

Be my guest! JACUZZI/Hot Tub, fireplace, a grill and fire pit on the lit up patio and fully fenced in yard. Comfy 5 bedroom, 9 beds including a pull out couch and an air mattress. 3 full bathrooms! Main bedroom en suite. Bring your friends or whole family to enjoy this HUGE house. Excellent location in trendy Shorewood with tons of amenities. 5 minutes from the beach, just steps away from restaurants, bars, coffee shops, Walgreens, and a massive grocery store! Small kitchen fully stocked.

4.89 out of 5 average rating, 35 reviews

Home in Waukesha

Modern Convenient 3BR W/ 2 King beds

Welcome to your Waukesha Retreat! Convenient location, welcoming clean space, relaxing backyard, and numerous amenities; this is the Airbnb for you. Here you will be minutes away from; American Family Field for your summer baseball games & concerts, downtown Milwaukee & the airport, diverse event halls, and the State Fairgrounds. Enjoy the luxury double shower and master suite as well as an outdoor private hot tub ready for guest use. Your home away from home! (Hot Tub closed Nov-Mid May)

4.92 out of 5 average rating, 61 reviews

Home in Brewer's Hill

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.

4.95 out of 5 average rating, 231 reviews

Spacious house, yard & hot tub easy drive downtown

My spacious home spreads out over three levels on 1/3 acre in a quiet residential neighborhood, and is about one mile from most downtown restaurants, bars, breweries, and entertainment venues. Having easy access to the freeway and downtown it's a perfect location from which to explore the city, or to relax and have fun in the home with its many included amenities. Don’t forget your swimsuits so you can enjoy the new salt water hot tub with moto massage seats.

4.87 out of 5 average rating, 107 reviews

Home in Sussex

Amazing Five Bedroom Milwaukee Vacation Home!!

Treat your friends and family to this five-bedroom vacation home just a half-hour from downtown Milwaukee on more than one acre of park-like, private surroundings. Guests of all ages will love the decked-out game room, the huge indoor pool and the comfy living space, with lots of room to spread out. Plus, you’re just 30 minutes from downtown. It’s all the peaceful feels of a country setting with the amenities of the city (think Uber, UberEats, and more).

4.8 out of 5 average rating, 115 reviews

Home in Glendale

Retro Riverside Retreat, Backyard Oasis, Hot Tub

Escape to the retro riverside retreat! This large home sleeps 16+ and offers an incredible outdoor area with a hot tub, fire-pit, and river access. Your outdoor oasis and awaits. Inside, enjoy 6 bedrooms, 3 bathrooms, a huge dining table, and a game room. Perfect for large groups, family gatherings, or a peaceful oasis. Just a short 15-minute drive to vibrant Milwaukee attractions. Experience relaxation and adventure in our remarkable riverside getaway.

4.9 out of 5 average rating, 138 reviews

Home in Waterford

White Pine Villa-Hot tub, Kayaks, fire pit

Relax in the serenity of the Fox River flowing past this get-a-way with beautiful river views and great sunsets! The home is situated directly on the Fox River just outside of Tichigan Lake. Perfect for a romantic retreat or a family vacation. Enjoy kayaking, fishing, bonfires and much more! We also offer pontoon rental directly though us. Just minutes away from Alpine Valley for summer concerts or winter skiing and tubing. 5 ADULTS MAX

4.92 out of 5 average rating, 61 reviews

The Good Land Getaway: Ideal location, hot tub

Nestled on a quiet street adjacent to Oak Leaf and Hank Aaron Trails and 45 acres of woods, hiking, and parks. A walk or bike ride from everything- Mayfair Mall, Miller Park, The Zoo, downtown/lakefront, Elm Grove, Wauwatosa village, Brookfield, Target, Trader Joe's, tons of restaurants and bars. Accesible to any freeway. The home is cozy, remodeled, has new appliances, decor and furniture. Spacious deck w/ hot tub. Giant yard.