Holiday rentals with lake access in Milwaukee County

4.91 out of 5 average rating, 85 reviews

Apartment in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

5 out of 5 average rating, 25 reviews

Home in Shorewood

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

Charming property nestled in a vibrant neighborhood that is less than 5 min walk from Lake Michigan. Enjoys a prime location in a sought-after Shorewood Milwaukee neighborhood. Situated amidst tree-lined streets, it offers a peaceful ambiance while being just steps away from bustling cafes, shops, parks, and top schools. With easy access to amenities and a great community vibe, it's the perfect blend of convenience and charm. 1 closed and 2 driveway parking, free street parking, pets OK with fee

Top Guest favourite

Condo in Milwaukee

4.99 out of 5 average rating, 216 reviews

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

4.87 out of 5 average rating, 140 reviews

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

4.9 out of 5 average rating, 10 reviews

Lake Home- Only Select Dates Remaining for 2025!

Welcome to the Premier Lake View home located in Bay View. 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 Milwaukee home, just 2 blocks from South Shore Park, Bay View 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 in the area.

Campervan/RV in Milwaukee

4.89 out of 5 average rating, 219 reviews

70s City Glamping RV By Lake, Unique Boho Retreat

My 70s GMC Motorhome "Painted Desert" has been renovated to offer my guests a glimpse into the past with a clean, warm, updated bohemian feel with all the amenities of home. There is an ample amount of windows for fresh air, light, and that cozy cabin feel. It is filled games, books, and art! Also a private yard featuring a picnic table, grill, & chiminea fireplace with tons of fresh chopped wood & kindle for you! There is nothing like this in Mke, a truly unique stay as central as it gets!

4.82 out of 5 average rating, 90 reviews

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

Located in the heart of bay view, this sunny duplex is close to everything. You have the entire top unit of the duplex just blocks from South Shore Park. Two of the bedrooms have twin beds that convert to kings (just let us know which set up you prefer in advance). The third bedroom has a brand new super comfy nectar mattress. The living room sofa bed is a full queen and surprisingly comfortable. There is a 65" TV and washer and dryer in the basement. Great for families not for parties.

4.86 out of 5 average rating, 88 reviews

Lux 3BR w/Sauna, Office, & Parking. Walk Anywhere!

Best of all worlds! This property is a fully updated 3bd/1ba with a sauna, soaking tub, and large shower. Perfect for the professional, it also features a comfortable office space with high speed internet (300mbps down/up). Located 1 block off North Ave, you can walk anywhere! Dozens of restaurants, bars, Whole Foods, Oak Leaf Trail, and St Mary's Hospital all within 5 minutes walk. Bradford Beach, Lake Michigan, and Brady Street all within 10 minutes walk. Parking Onsite!

4.92 out of 5 average rating, 280 reviews

Condo in Shorewood

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

4.91 out of 5 average rating, 56 reviews

Walk to Brady St-Family Friendly-ModernVictorian

Welcome to the Cambridge House! Locally world famous Brady Street is buzzing with energy just a few blocks away, and don’t miss all the activity of Downtown, Water Street, Old World Third Street, the Third Ward and Fiserv Forum. Relax in our tranquil backyard garden with patio! Enjoy numerous breweries, delicious eateries, trails that wind over the river and through the city to parks and beaches, all within walking distance, what more could you ask for!!!

4.73 out of 5 average rating, 15 reviews

Apartment in Milwaukee

Fully updated Bayview Charmer near South Shore

Come live like a local in the heart of trendy Bayview. This stylish 2 bedroom garden level apartment is situated on a peaceful, tree-lined street and is steps from the lakefront as well as numerous Bayview attractions. The unit boasts character and comfort with all the necessary accommodations making it perfect for a stay of any length. Conveniently located just south of downtown with easy access to the airport, Third Ward, downtown and more.