House vacation rentals in Glendale

4.95 out of 5 average rating, 164 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.

4.94 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!

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

4.99 out of 5 average rating, 115 reviews

The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.

Home in Shorewood

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

A spacious living area features a cozy seating arrangement with a dark blue sofa and two patterned armchairs around a glass coffee table. A decorative rug lies on the hardwood floor, while a modern light fixture hangs from the ceiling. A fireplace and TV are positioned on the wall.

4.88 out of 5 average rating, 106 reviews

Entire Wauwatosa Home!

Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard

4.98 out of 5 average rating, 134 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!

4.95 out of 5 average rating, 126 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, 122 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.

4.89 out of 5 average rating, 183 reviews

An open-concept living space features a modern kitchen with a large island and stainless steel sink, complemented by pendant lighting. A comfortable seating area with a light-colored sofa and large windows invites natural light, while a dining area with white chairs is visible in the background.

Home in Mequon

Mequon Ranch Experience

Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!.

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

4.97 out of 5 average rating, 127 reviews

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

4.94 out of 5 average rating, 139 reviews

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.

Home in Bay View

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.

4.83 out of 5 average rating, 120 reviews

An open-concept living area showcases a modern kitchen with a central island, seamlessly connecting to the cozy seating area. Natural light fills the space through large windows, complementing the hardwood floors and neutral color palette. A dedicated work area is included in the living space.

Home in Bay View

Steps From Lake | AC | Bayview Gem | 1BR

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit living area, perfect for enjoying your morning coffee. The spacious bedroom and closet allow ample storage. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

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 Glendale house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 168 reviews

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

Home in Brewer's Hill

Brewers Hill Gem w/hot tub & seasonal shared pool

5 out of 5 average rating, 13 reviews

A spacious outdoor patio surrounds the inviting swimming pool, featuring lounge chairs, umbrellas, and shaded seating areas. Lush greenery and trees frame the scene, enhancing the tranquil atmosphere. The bright blue sky is dotted with clouds, offering a relaxing space for sunbathing or gathering.

Home in Mequon

Vacation home: heated inground pool on 4+ acres

Superhost

An indoor heated pool is featured, surrounded by smooth concrete flooring. A ladder provides access, while a basketball hoop stands beside the pool. Large windows allow natural light to illuminate the space, offering views of the outside landscape.

Home in River Hills

4.5 out of 5 average rating, 6 reviews

River Hills 90210

4.89 out of 5 average rating, 18 reviews

A cozy living room features a light-colored sectional sofa complemented by colorful throw pillows. A plush, vibrant area rug adds warmth to the space. Two windows with light-filtering shades allow natural light, while a recliner and wooden table provide additional seating and surface space.

Home in Riverwest

Big BLUE Skyline VIEW

4.89 out of 5 average rating, 125 reviews

An indoor pool area is showcased, featuring a large, clear pool with a projector screen positioned above. Natural stone walls and wood beams enhance the space, complemented by soft lighting. Large windows allow natural light to brighten the inviting environment.

Home in Sussex

Wooded Hills/Indoor Pool/Hot Tub/Arcade

4.78 out of 5 average rating, 153 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!

4.97 out of 5 average rating, 200 reviews

A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.

Home in Brewer's Hill

The Peacock Place w/ Shared Seasonal Outdoor Pool

Home in Milwaukee

Townhome Villa private oasis

Weekly house rentals

4.94 out of 5 average rating, 31 reviews

A warm, open layout showcases a rustic kitchen with wooden accents and a spacious counter. Three high stools are arranged at the bar area. Natural light fills the space, highlighting the cozy living area with a fireplace and inviting decor.

Home in Glendale

Bass & Sparrow - Spa Retreat on the MKE River

4.95 out of 5 average rating, 58 reviews

A spacious living area features a large sectional sofa arranged around a decorative area rug. Natural light floods through multiple windows, showcasing the room's serene atmosphere. A ceiling fan hangs overhead, providing additional comfort, while a side chair and table create inviting seating options.

Home in Milwaukee

Cozy Retreat: Parking ~ Game Rm ~ Fenced Yard

A comfortable living room is depicted, featuring a tan leather sofa and a matching accent chair. A coffee table sits on a light area rug, and natural light filters through large windows. A wooden piano and wall art add character to the space.

5 out of 5 average rating, 30 reviews

Beautiful safe quiet home in great location

4.94 out of 5 average rating, 33 reviews

A light-filled living room features large windows letting in natural light. Two soft sofas and a patterned area rug create a comfortable seating area. A side table and a dark wood bookshelf enhance the space, complemented by decorative cushions in soft colors.

Home in Whitefish Bay

Whitefish Bay Getaway; steps from Starbucks!

5 out of 5 average rating, 6 reviews

The living room features a smart TV mounted above a traditional fireplace, framed by elegant woodwork. Comfortable seating options are provided, including a patterned armchair and a spacious couch. Natural light enters through decorated windows, enhancing the room's inviting atmosphere.

Home in Glendale

Historic Two Story Bungalow Retreat

Superhost

A bright living area features a cozy orange couch, two comfortable chairs, and a large patterned rug. A white brick fireplace serves as a focal point, while tall windows allow natural light to fill the space. An archway leads to another room, showcasing airy elegance.

Home in Whitefish Bay

4.75 out of 5 average rating, 12 reviews

Amazing Family Home in Whitefish Bay!

4.99 out of 5 average rating, 144 reviews

A spacious living area is highlighted by two leather sofas adorned with decorative pillows. A circular coffee table sits in the center on a light rug, while wall-mounted lighting and a chandelier provide illumination. Large windows offer natural light and a view of the outdoors.

Home in Walker's Point

Cream City Victorian | Parking | AC | Patio | Walk

4.99 out of 5 average rating, 99 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

Private house rentals

4.95 out of 5 average rating, 93 reviews

Home in Brewer's Hill

Brew City Inn with Hot Tub

Superhost

Home in Milwaukee

5 out of 5 average rating, 4 reviews

Spacious house • Sleeps 8• Mins Downtown• Garage

4.95 out of 5 average rating, 63 reviews

The entrance features a pair of black doors adorned with decorative wreaths. Flanking the doors are large pots filled with vibrant orange flowers. Small pumpkins are placed on the ground, adding seasonal charm. A rug lies at the doorway, surrounded by neatly trimmed bushes.

Home in Brown Deer

Executive Brown Deer Home

5 out of 5 average rating, 8 reviews

A modern living area features a comfortable seating arrangement with a light gray sofa and a wooden coffee table. The kitchen bar, equipped with three sleek black stools, is visible, showcasing a clean design. A large television is mounted on the wall, and greenery is present nearby.

Home in Fox Point

Fox Point living near the Lake!

An intimate loft space features a cozy sectional sofa with a light grey hue, accompanied by a round coffee table in the center. Sky lights allow natural light to illuminate the deep blue walls, while a framed horse print adds a touch of character. A separate sleeping area can be glimpsed through a doorway.

4.95 out of 5 average rating, 37 reviews

The Auburn Place: Cozy 3BR Home in Wauwatosa

4.93 out of 5 average rating, 15 reviews

A dining area features a round table with green chairs, surrounded by natural light from nearby windows. An inviting sitting area includes a large chair made of woven materials. A cozy bathroom showcases a shower curtain with a subtle pattern. An outdoor patio displays a table with yellow accents.

Home in Riverside Park

Gorgeous space with huge porch.

4.99 out of 5 average rating, 71 reviews

A comfortable living area is arranged with a sofa and two armchairs. A large rug with intricate patterns anchors the space. Light filters through sheer curtains draping the expansive window, creating a bright atmosphere. A television is positioned on a low console, enhancing the room's functionality.

Home in Jackson Park

House in Alverno Neighborhood