Holiday rentals with a patio in Whitefish Bay

4.94 out of 5 average rating, 161 reviews

The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.

Home in Menomonee Falls

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.

4.97 out of 5 average rating, 114 reviews

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

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

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.

4.97 out of 5 average rating, 147 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.

4.98 out of 5 average rating, 132 reviews

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

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!

4.85 out of 5 average rating, 136 reviews

A modern kitchen is presented with a blend of white upper cabinets and navy blue lower cabinets. Stainless steel appliances, including an oven and dishwasher, are visible. A light-colored countertop complements the space. Open shelves display minimal decor, and a woven rug adds texture.

Home in Brewer's Hill

Brewers Hill cottage, newly renovated near FiServ!

Enjoy easy access to everything from this Brewers Hill cottage located between the upper Eastside and Downtown Milwaukee. When you’re here you’ll have walkability to many bars, breweries, eateries and Fiserv Forum. When your day concludes enjoy a small fire in the backyard with your favorite beverage. This house is perfect for small, younger families and it is also professionally cleaned and maintained after every guest! Ample parking in the private driveway and on the street

4.82 out of 5 average rating, 111 reviews

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.

Flat in Shorewood

*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.

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.

4.95 out of 5 average rating, 111 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.

4.95 out of 5 average rating, 125 reviews

A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.

Home in Shorewood

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.

5 out of 5 average rating, 121 reviews

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

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.

A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.

4.93 out of 5 average rating, 137 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

Townhouse in Upper East Side

4.99 out of 5 average rating, 146 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.

4.97 out of 5 average rating, 104 reviews

An outdoor area features a comfortable seating arrangement around a modern fire pit. A dining table with chairs is positioned nearby, with an umbrella providing shade. String lights are strung above, enhancing the cozy atmosphere of the fully fenced backyard.

Home in Murray Hill

Charming Pet-Friendly 3-BR Home, Firepit, Backyard

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. Renovation coming! Upgrades include hot tub, indoor refresh and added amenities - coming December 2025. ✔ Comfy Queen Beds ✔ Fenced Backyard with Outdoor Fire Pit ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Workspace

Popular amenities for rentals with patio in Whitefish Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.97 out of 5 average rating, 117 reviews

A comfortable living area features a black sofa adorned with yellow throw pillows, positioned against light-colored walls. A mirror enhances the space, while a wooden coffee table rests on a decorative area rug. A dining area with a round table and chairs is visible in the background.

Flat in Bay View

Rare Bay View apt with 2 full baths & master suite

5 out of 5 average rating, 25 reviews

The kitchen features green cabinetry and a white backsplash, creating a modern aesthetic. A gas stove, microwave, and refrigerator are readily visible. Countertops are crafted from wood, and utensils are neatly organized, while a patterned floor adds a unique touch.

Flat in Shorewood

The Little Blue Bungelow

4.92 out of 5 average rating, 99 reviews

A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.

Flat in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

4.97 out of 5 average rating, 139 reviews

The living area features a stone fireplace and a flat-screen TV mounted above it. Two dark armchairs and a comfortable sofa create a cozy seating arrangement. Natural light enters through multiple windows, highlighting the original woodwork and a vibrant area rug on the hardwood floor.

Flat in Bay View

Spacious & Private 2 bdrm in the heart of Bayview

4.95 out of 5 average rating, 38 reviews

Flat in Riverwest

Large 2br Urban Retreat-Minutes To Milwaukee Fun!

4.98 out of 5 average rating, 150 reviews

A cozy living area features a blue couch and a light wooden coffee table resting on a patterned area rug. A contemporary lamp stands beside a plush armchair, while a large mirror hangs on the wall, reflecting the space's brightness.

Flat in Walker's Point

Lavish tub, private parking, walkable foodie area

5 out of 5 average rating, 4 reviews

Flat in Milwaukee

Wow! Luxury Awaits-High End Finishes & Touches

5 out of 5 average rating, 106 reviews

A cozy living area features a distinctive two-tone sofa facing a television. Large windows are adorned with flowing curtains, allowing natural light to brighten the space. A wooden bookshelf and a mid-century style chair complement the warm wooden flooring and charming wall decor.

Flat in Riverwest

WeilHaus: A Cozy Urban Retreat

House rentals with a patio

4.94 out of 5 average rating, 16 reviews

Lake Charm- 2 King Beds- Incredible Views

A cozy living room area features a grey sectional sofa, a pair of round wooden tables, and a large television. Natural light streams in through three windows, illuminating the hardwood floors. A decorative rug adds texture to the space, complemented by a plant and lamp arrangement.

4.89 out of 5 average rating, 123 reviews

The Bay View BoHo

A cozy living room features a brown leather sofa with a green and blue plaid throw, positioned on a patterned rug. A coffee table is centered in front, while framed artwork and a cabinet adorn the teal walls. Natural light enters through two windows, enhancing the space.

4.96 out of 5 average rating, 165 reviews

Remodeled Apartment in Bay View

A comfortable living area features a black leather sofa and an accent chair, complemented by a long ottoman. A decorative lamp stands on a glass side table, and large windows allow natural light to fill the room. A television is mounted on the wall.

4.94 out of 5 average rating, 124 reviews

Charming Bayview House, steps from MKE Merriment!

4.97 out of 5 average rating, 37 reviews

A modern kitchen features a granite countertop with a stainless steel dishwasher and sink. Upper cabinets display glassware and kitchen essentials. A wooden cutting board and knife set are prominently placed, while a warm, yellow wall adds a cozy touch to the space.

Home in Downer Woods

Vintage UWM Duplex on Downer - Pet-friendly 2BR

4.94 out of 5 average rating, 158 reviews

An open concept kitchen features a large white island with seating, accompanied by modern cabinetry. The living space extends into a bright dining area, enhanced by natural light from a window. Decorative artwork and a wall clock add character to the surroundings.

Home in Halyard Park

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

4.99 out of 5 average rating, 96 reviews

A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.

Home in Walker's Point

Barclay House in Walker's Point

4.74 out of 5 average rating, 119 reviews

A welcoming living area features a comfortable seating arrangement with a plush couch and armchair, paired with a dark coffee table. A flat-screen TV is mounted on the wall above the console, which holds decorative items. Natural light filters through the space, enhancing the inviting feel.

Home in Milwaukee

Cozy Yellow Bungalow~ Entire Residential Home

Apartment rentals with a patio

The view captures a modern neighborhood featuring a mix of contemporary buildings and greenery. Streetlights line the bustling street, and soft hues of sunset fill the sky, reflecting a serene ambiance in the urban landscape.

4.68 out of 5 average rating, 47 reviews

Downtown Eastside gem near Fiserv Forum Bucks!

4.88 out of 5 average rating, 86 reviews

The spacious living area features large windows with light filtering through soft curtains. A comfortable seating arrangement includes a recliner, soft couch, and accent chair. A dining table with metal chairs is positioned beside a modern television mounted on the wall.

Apartment in Bay View

Spacious Bay View Historic Storefront Apartment

4.96 out of 5 average rating, 57 reviews

The dining area is furnished with a large black table surrounded by six red chairs, offering a vibrant contrast against the light-colored rug. A mural displaying Milwaukee’s landmarks enriches the wall, while a round ceiling light fixture provides illumination. The adjoining living area is visible in the background.

Apartment in Riverwest

Waterfront Rehabbed 2 BR • 10 mins Fiserv/Downtown

An open living space features a gray sofa adorned with a patterned throw pillow, facing a colorful area rug. A modern kitchen with stainless steel appliances is visible, and a staircase leads to the upper level, allowing natural light to fill the room.

4.8 out of 5 average rating, 25 reviews

Charming 3BR Off Brady St

A spacious living area features a large seating arrangement, including a sectional sofa and armchairs. Natural light filters through sheer curtains, enhancing the room’s openness. A large wall clock is mounted near a television, while decorative mirrors and artwork add visual interest.

Apartment in Milwaukee

4.52 out of 5 average rating, 44 reviews

Cozy 3-Bedroom Condo with on-site parking

A modern living space features a gray sofa adorned with a 'joy' pillow, positioned near a small white table. A kitchen area with white cabinetry is visible in the background. Natural light filters through a nearby window, illuminating the warm wood flooring.

4.68 out of 5 average rating, 34 reviews

Charming 2BR Off Brady St

4.98 out of 5 average rating, 56 reviews

A dining area is depicted featuring a large table surrounded by black chairs. A floral mural adorns the wall, contrasting with the warm wooden accents. Natural light enters through multiple windows, illuminating the open space connected to the living area.

Apartment in Riverwest

Riverwest 2BR • Outdoor Oasis • King Beds