Holiday houses in Glendale

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Top-rated holiday rentals in Glendale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A uniquely decorated bathroom features a white sink with a black rim, positioned beneath an oval mirror. Bright tropical wallpaper displays vivid greenery and animal motifs. A yellow towel hangs on a gold ring, and a white toilet paper holder is positioned nearby.
Home in Shorewood
4.89 out of 5 average rating, 167 reviews

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Top Guest favourite
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
4.93 out of 5 average rating, 185 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.

Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Bay View
4.94 out of 5 average rating, 868 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Top Guest favourite
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
4.99 out of 5 average rating, 125 reviews

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.

Top Guest favourite
A living area features large windows with natural light filtering through sheer curtains. Comfortable seating includes a plush sofa with red accent pillows, a matching armchair, and an ottoman. A textured area rug adds visual interest to the hardwood floor.
Apartment in Wauwatosa
4.98 out of 5 average rating, 378 reviews

Great Location, Wauwatosa (upper unit)

This bright & super clean upper (19 stairs) 2 bedroom duplex is in the heart of East Tosa. ( Bel Air Cantina, Cranky Al's, Rocket Baby, Rosebud Theater, il Mito, North Ave. Grill, Camp Bar and micro brewery within 1/2 a block to 4 blocks of this house) Centrally located for quick access to Medical College/Froedert, Am Fam Field, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking. Bublr & bus stop nearby.

Superhost
The living space features a bright seating area with two dark sofas facing a clear coffee table, surrounded by framed artwork on the walls. A circular light fixture hangs above, while a dining table for two is visible in the corner, accentuated by a well-equipped kitchen in the background.
Townhouse in Halyard Park
4.81 out of 5 average rating, 277 reviews

Remodeled Victorian | Downtown | AC | Full Kitchen

Urban comfort in 2BD/2BA duplex near Fiserv Forum, Water St district, and Lakefront Brewery. Unique Milwaukee neighborhood with parking and restaurants nearby. Spacious bedrooms, private bath. Fully equipped kitchen includes a Keurig. Spa-inspired master bathroom. Netflix available. Convenient freeway access. Ideal for shows at the Miller High Life, Riverside, or Pabst Theater. Enjoy a Bucks game at the Fiserv Forum. Uber to attractions like the Milwaukee Art Museum or Summerfest!

Guest favourite
Home in West Allis
4.87 out of 5 average rating, 179 reviews

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

Top Guest favourite
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, 127 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.

Guest favourite
An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.
Home in Lincoln Park
4.88 out of 5 average rating, 101 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Guest favourite
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
4.89 out of 5 average rating, 202 reviews

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!.

Guest favourite
Home in Glendale
4.8 out of 5 average rating, 150 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 favourite
A spacious living area features a mix of seating options, including a leather couch and armchairs. Large windows allow natural light to brighten the room, highlighting the hardwood floors and area rug. A coffee table sits centrally, providing a functional gathering space.
Apartment in Upper East Side
4.97 out of 5 average rating, 317 reviews

East Side Home

Upper flat located on Milwaukee's Historic East Side! We hope your stay with us feels like home. Spacious layout for most any kind of group. Stones throw to UWM, Lake Park, and Historic Downer Avenue shopping. Ten minute drive to downtown Milwaukee. We have been so lucky to have great guests, and we are constantly looking to improve your time here. If there is anything you might want for your trip please ask and we will do our best to accommodate.

Popular amenities for Glendale holiday rentals

When is the best time to visit Glendale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$222 AUD$204 AUD$234 AUD$210 AUD$224 AUD$223 AUD$293 AUD$300 AUD$222 AUD$279 AUD$343 AUD$342 AUD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Glendale?

    Glendale has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Glendale?

    Experience the best of Glendale with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Glendale?

    Four-legged friends are welcome in Glendale. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Glendale?

    Yes! Work meets play with ease at over 50 vacation rentals in Glendale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Glendale?

    Make yourself at home in Glendale by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in Lincoln Park, over 110 vacation rentals in Garden Homes, and over 330 vacation rentals in Milwaukee River Parkway.

  • Do apartment rentals in Glendale have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Glendale?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a kitchen, over 50 homes with air conditioning, over 50 homes with wifi, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Glendale

  • Total holiday rentals

    Explore 80 holiday rentals in Glendale

  • Nightly prices starting at

    Glendale holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Glendale holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Glendale rentals

  • 4.7 Average rating

    Glendale stays receive an average rating of 4.7 out of 5 from guests

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