Lake house holiday rentals in Milwaukee

Milwaukees most coveted street! MKE Lake Life

Welcome to the Premier Lake View home located in Bay View, brought to you by NCL Properties. This gem is located on one of Milwaukee's most coveted streets with its absolutely stunning views of the lake, harbor and skyline. Experience the modern and vintage charm of this Bay View home, just 2 blocks from South Shore Park, beach and the beer garden. Enjoy direct, unobstructed views of Lake Michigan, the marina, and the city skyline. Also enjoy many near by walkable restaurants, bars and shopping.

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.

South Shore Stay close to downtown

Our spacious upper duplex is one block from Lake Michigan and a short walk to South Shore Park with its beer garden, farmers market, playground, and wide open green space. Families will love the local parks, trails, and shoreline paths for biking, hiking, and exploring. Many of the best restaurants in Milwaukee are within a 5 minute drive. We live with our toddler on the first floor and enjoy sharing tips so guests feel at home. Downtown Milwaukee and the airport are only 10 minutes away.

Blue Storefront|2ksqft | Arcade,Pooltable,Foosball

Exclusive 2000sqft renovated home that was historically a neighborhood grocery store in the 1950s. Perfect entertainment home 70inch 4K flat screen, Billards Poolt Table foosball table, 9ft dining table & custom arcade with over 1100 different classic games, over 25 gameboard games. Party friendly. Extra Family Room. Quiet family neighborhood. Fully equipped kitchen. Spacious backyard. AC in each bedroom. Free Access to Washer/Dryer. Walking distance from State Fair's ground, Blue Eggs & Gillys

Perfect Lake House Getaway!

Welcome to this beautifully remodeled 2 BR, 1 BA lake house located on Tichigan Lake & the Fox River in Waterford, WI. The house has a queen bed (BR1), a queen bunk bed with twin xl above (BR2), and 2 pullout couches (LR and Nook) to easily sleep up to 9 guests. New deck & patio completed in May, 2024! 30 minutes from downtown Milwaukee and Lake Geneva. A little over an hour from Chicago and Madison. Pontoon not available in 2026. You can rent by the hour at the local marina. ~$600 for 6 hrs.

Bougie by the Beach

Welcome to Bougie by the Beach!! Enjoy lake life, making unforgettable memories with family & friends steps from Pewaukee Lake, the beach, boat launch, shops, restaurants, bars & more! Our cozy & inviting 1890 farmhouse has been completely renovated from top to bottom but is still filled with the charm of tall ceilings, 2 screened porches, hand hewn beams & hardwood floors. Furnished w/ beachy vibes from RH, Pottery Barn, West Elm & Anthropologie, including deluxe linens & super comfy beds.

Hoan Hideout

The Hoan Hideout is the first floor of 2-unit home in the bustling Milwaukee neighborhood of Bayview! 3 of Milwaukee's most popular watering holes are located right on this block, and the South Shore Terrace/Beachside Beer Garden is just 3 blocks east. Super-easy access to the 794 Hoan Bridge freeway puts you minutes from Summerfest, Discovery World, and the rest of all the excitement the downtown Milwaukee area has to offer. This home has a kids room, shared laundry, and TVs in each bedroom.

Century House for Family Retreat

Bring the whole family group to this elegant place with 5,000 s.f. of space for connection. Chef's kitchen with Wolf & Sub Zero appliances. Watch a movie in elegant comfort. Discover the hidden speak easy, play games in the Rec area - darts, pool table and big screen with a heated floor! Hot tub and steam shower to relax. Have a campfire in the large private yard. Sonos music inside and out. Perfect for family gatherings. Historic property and delicate floors - no shoes. Bring your slippers.

Cozy East Side | Sauna |Parking | Near Downtown

Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

Bay View Craftsman with Hot Tub Oasis | Summerfest

Welcome to our fully renovated Craftsman style home by “GNRHomes”! Conveniently located in the heart of Bay View on S. Kinnickinnic Ave. Enjoy access to all the trendy bars, restaurants and coffee shops nearby. Access to Lake Michigan, Summerfest grounds and local parks are just minutes away. Every inch of the home has been carefully crafted with your comfort in mind. Great for family getaways, wedding parties, and group travelers. This home can sleep 12, but can accommodate up to 14!

Cozy Modern Lake Cottage 3 baths and Pet Friendly

Our modern farmhouse-style cottage on Lake Tichigan is fully renovated. RARE, featuring two en-suite bathrooms - say goodbye to waiting times! Our cottage offers an idyllic escape with stunning lake views from every room.. Sleeps 8, pet-friendly, fully stocked kitchen. Enjoy shared lakefront, pier, and pontoon rental (May-Sept). Perfect for groups—check our profile to rent both cottages on the same premise! 30 mins fr. Alpine Valley & Rock Snow Park 30 mins fr. Mke 1 hr fr. Chicago

Bright 3BR w/ Garage in Bayview (The Owl House)

Sunny upper duplex with AC in the heart of Bay View, just blocks from South Shore Park. Enjoy the entire top unit with 3 bedrooms (queen in master, 2 rooms with twin-to-king beds), a spacious living room, fully stocked kitchen, and washer/dryer. One-car garage included. Walk to restaurants, bars, coffee shops, and public transit. Perfect for families, no parties. Not handicap accessible (one flight of stairs).