Holiday rentals with a patio in Milwaukee

4.99 out of 5 average rating, 112 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

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We’ve just added a new hot tub! Two parking spots available directly across the street for $10 per day

5 out of 5 average rating, 124 reviews

An inviting living space features a cozy sectional sofa, accent chair, and a round dining table. A modern chandelier hangs from the ceiling above, while large windows provide natural light. The fireplace, framed by a white mantle, serves as a focal point against a dark accent wall.

Home in Brewer's Hill

Near Downtown|Great for families & large groups!

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

4.97 out of 5 average rating, 108 reviews

Home in Murray Hill

Belleview House: Hot Tub, Backyard, Fire Table

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

5 out of 5 average rating, 113 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.

Apartment in Riverwest

WeilHaus: A Cozy Urban Retreat

Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

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, 152 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.

Apartment in Lower East Side

A spacious living area features a cozy seating arrangement with patterned armchairs and a round rug. Natural light enters through multiple windows, highlighting the wooden flooring and a decorative brick fireplace. A framed home-themed wall art piece and a bookshelf adorn the walls.

4.84 out of 5 average rating, 153 reviews

Cozy Farmhouse, 3BR with large dining&kitchen!

This farmhouse is perfect for large group trips! Located in the lower east side close to Brady St, this spacious lower duplex features 3 beds/1 bath, new modern kitchen with granite countertops, center island with stools, stainless steel appliances, formal dining room, and exquisitely designed furnishings and decorations throughout. Each bedroom has a queen sized bed. There’s also an extra futon mattress available that sleeps 2. There are numerous amenities offered in the unit.

4.87 out of 5 average rating, 173 reviews

Home in West Allis

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

4.85 out of 5 average rating, 139 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

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.

4.94 out of 5 average rating, 125 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.

5 out of 5 average rating, 125 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.

4.94 out of 5 average rating, 148 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.

4.99 out of 5 average rating, 127 reviews

A well-appointed bedroom features a black metal bed frame with soft white linens and decorative pillows. A wooden bench sits at the foot of the bed, complemented by a nightstand with a lamp. Natural light enters through a window, casting a bright ambiance.

Home in Lower East Side

Luxe Brady St home, 5 min to Bucks/Marquette!

Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!

Popular amenities for Milwaukee Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

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.

4.96 out of 5 average rating, 122 reviews

Rare Bay View apt with 2 full baths & master suite

A welcoming living area features a red sofa adorned with colorful cushions, complemented by a plush beanbag. A large indoor plant adds a touch of greenery. Sunlight filters through the windows, illuminating the space while a radiator and television are positioned along the wall.

5 out of 5 average rating, 85 reviews

Bay View Retreat

4.89 out of 5 average rating, 104 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.

Apartment in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

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.

4.97 out of 5 average rating, 145 reviews

Spacious & Private 2 bdrm in the heart of Bayview

Apartment in Walker's Point

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.

4.98 out of 5 average rating, 150 reviews

Lavish tub, private parking, walkable foodie area

Apartment in Bluemound Heights

A spacious dining area features a wooden table set for six, accompanied by black chairs. Natural light enters through large windows, illuminating a stylish sideboard against the wall. A comfortable seating area with a green chair and side table is visible in the background.

4.98 out of 5 average rating, 52 reviews

Close to Stadium|Near Attractions|Parking|Sleeps 5

4.96 out of 5 average rating, 67 reviews

The living area features a sleek leather sofa positioned near a wooden coffee table. A television is set against the wall, accompanied by a shelf holding decorative items. A floor lamp provides soft lighting, and a textured area rug adds warmth to the space.

Apartment in Riverwest

Quiet 1BR Urban Retreat In Fun, Funky Riverwest

An inviting living area features a floral-patterned sofa and a round coffee table set on a striped area rug. A lamp provides soft lighting, and a large round mirror reflects the cozy atmosphere. Potted plants contribute natural elements to the space.

4.92 out of 5 average rating, 102 reviews

*Retro Bay View Bungalow* 1/2 Mile to Lake

Holiday House Rentals with a Verandah

4.89 out of 5 average rating, 102 reviews

A welcoming living area is furnished with a light-colored sofa adorned with decorative pillows. Two armchairs are positioned beside a round coffee table, with a TV mounted on the wall across from them. Soft lighting enhances the cozy ambiance, and large windows allow natural light to fill the space.

Home in Milwaukee

Cozy Modern Retreat, 5min to DT, Newly Refurbished

4.95 out of 5 average rating, 103 reviews

Home in Brewer's Hill

Brew City Inn with Hot Tub

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, 138 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.

4.97 out of 5 average rating, 183 reviews

Remodeled Apartment in Bay View

5 out of 5 average rating, 25 reviews

A welcoming living area features a brown leather couch and an armchair, arranged comfortably around a plush ottoman. The wall is adorned with a collection of framed artwork, while natural light illuminates the space. A dining area is visible in the background with wooden bar stools.

Home in Saint Francis

South Shore Guesthouse

4.89 out of 5 average rating, 138 reviews

A cozy living area features a light-colored sofa adorned with decorative pillows, accompanied by two wooden side tables. A television is mounted on the wall, and a small refrigerator stands nearby. A soft area rug adds comfort underfoot, enhancing the inviting atmosphere.

Home in Milwaukee

That 70s Bungalow

4.94 out of 5 average rating, 168 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!

4.78 out of 5 average rating, 154 reviews

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Make Yourself At Home! Close to Lake & Airport!

Holiday condos 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!

4.89 out of 5 average rating, 90 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.

Condo in Bay View

Spacious Bay View Historic Storefront Apartment

4.97 out of 5 average rating, 59 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.

Condo 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.

4.75 out of 5 average rating, 28 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.

Condo in Milwaukee

4.52 out of 5 average rating, 44 reviews

Cozy 3-Bedroom Condo with on-site parking

A cozy living area features a dark sectional sofa and a wooden coffee table at the center. A wall-mounted television is positioned on one side, while exposed Cream City brick adds character to the backdrop. A fan hangs from the ceiling, providing ventilation.

4.89 out of 5 average rating, 9 reviews

Cozy 1 Bedroom Historic Milwaukee East Side

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.

4.69 out of 5 average rating, 35 reviews

Charming 2BR Off Brady St