Vacation rentals with a patio in Whitefish Bay

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Top-rated patio rentals in Whitefish Bay

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Guest favorite

A serene outdoor space is surrounded by lush greenery and blooming flowers. A gravel pathway leads to a circular fire pit area, complemented by several chairs and a hammock nestled between trees. Natural beauty creates a peaceful atmosphere, ideal for relaxation.

Home in Menomonee Falls

4.94 out of 5 average rating, 158 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 favorite

A large rooftop patio features string lights and a spacious outdoor sectional seating area. A dining table is set for six, surrounded by additional seating options. An electric grill is visible, with the sunset casting a warm glow over the wooden deck.

Home in Brewer's Hill

5 out of 5 average rating, 110 reviews

Near Downtown w/ Rooftop Patio & Game Room!

Beautiful 2400 sq ft newer construction home located in Milwaukee's Historic Brewer's Hill neighborhood <1 mile from the heart of downtown. Perfect for large groups! -Open floor plan on main level -Large rooftop patio with electric grill -4 bedrooms plus fully finished basement equipped with bunk & pullout sofa -Large master suite -3.5 bathrooms - 1 master shower, 2 tub showers -Attached 2 car garage -FAST WiFi - up to 1 GB -Shuffleboard, arcade game, & board games -High chair & pack 'n play

Guest favorite

An inviting outdoor space showcases a wooden deck with two striped chairs positioned beside a large double door. A barbecue grill rests nearby, and a sign reading 'Hammer Hideaway' is mounted on the wall. Lush greenery and a clear sky provide a relaxed atmosphere.

Farm stay in Germantown

4.97 out of 5 average rating, 113 reviews

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

Top guest favorite

A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.

Condo in Lower East Side

4.98 out of 5 average rating, 143 reviews

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Top guest favorite

A historic cottage is set amidst lush greenery, featuring a mix of stone and siding on the exterior. A gravel driveway leads to the entrance, surrounded by well-maintained landscaping and mature trees that provide a tranquil atmosphere.

Home in Mequon

4.98 out of 5 average rating, 127 reviews

Historic cottage with fireplace. Pets Welcome!

Step back in time and immerse yourself in the charm of our historic 3-bedroom cottage, part of the renowned Jahn Farmstead, proudly listed on the National Register of Historic Places. Built in the mid-19th century, this Greek Revival-style farmhouse offers a unique blend of historical elegance and modern comfort, ensuring a relaxing and memorable stay. Located 2 miles from the Mequon Public Market and 5 miles from Cedarburg. Pets are welcome and we have acres of land for you to explore!

Superhost

The living room showcases a cozy layout with a green sofa and two dark chairs arranged around a round wooden coffee table. A wall-mounted television is positioned above a decorative fireplace, with large windows inviting natural light into the space.

Apartment in Shorewood

4.81 out of 5 average rating, 106 reviews

*NEW* 3 KING Beds Near Lake Michigan, w/ Parking!

Stunning find located in a quiet Shorewood neighborhood with a style all its own! Walking distance to restaurants, bars, cafes, Lake Michigan and parks. Not only is it comfortable, but the location is hard to beat! Each of the 3 bedrooms feature a king bed. There are 2 single sleepers futons located in the living room for children. Remodeled kitchen with room to chat, sip, munch and mingle. Free street parking + 1 designated off street parking spot in front of garage.

Guest favorite

A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.

Home in Bay View

4.95 out of 5 average rating, 103 reviews

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Guest favorite

An outdoor seating area is shown beneath a pergola, featuring light-colored cushions on wicker furniture. The yard is well-maintained with grass and bushes, complemented by air conditioning units nearby. A shared driveway is visible, along with the side of the duplex.

Home in Shorewood

4.96 out of 5 average rating, 121 reviews

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

Top guest favorite

A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.

Home in Riverside Park

5 out of 5 average rating, 117 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

Superhost

An outdoor area features a hot tub and a fire-pit surrounded by several white Adirondack chairs. A spacious wooden deck is visible, along with a well-maintained lawn and trees providing a natural backdrop.

Home in Glendale

4.78 out of 5 average rating, 132 reviews

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.

Top guest favorite

Townhouse in Upper East Side

4.99 out of 5 average rating, 142 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.

Superhost

A charming kitchen area features dark wall chalkboard designs alongside open shelving displaying various jars and kitchen items. A coffee maker sits on the countertop, accompanied by packets of coffee. Wooden dining chairs are arranged around a rustic table, inviting casual meals.

Home in West Allis

4.95 out of 5 average rating, 259 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!