
Vacation rentals in Glendale
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Top-rated vacation rentals in Glendale
Guests agree: these stays are highly rated for location, cleanliness, and more.

Centrally-Located Modern Mid-Century Modern Apt
Retro charm with updated amenities. This completely renovated flat is centrally-located to all the entertainment spots and medical centers. Be steps away from public transportation, a corner liquor store and restaurants and taverns offering shuttle service to ballgames and concerts. Within a 5 mile radius is American Family Field, FiServ Forum, Wisconsin State Fair Park, Froedert and Children’s Hospital, VA Center, Downtown, Zoo, Summerfest, Harley Davidson, Art, and Public Museums, Potowatomi

Updated, Bright & Modern Space in Shorewood!
Beautiful unit in the top floor of a duplex in the heart of Shorewood! Walking distance to bars, restaurants, coffee shops - and best of all... Lake Michigan! Check out the extensive guide book to really maximize your stay! Plush beds & fully furnished kitchen along with spacious living and dining areas. The large balcony area off the front of the unit makes for the perfect space to privately lounge in the sun! Free & convenient street parking available in front of the home, always available!

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.

Bay View Gem | 1BR | Steps From Lake Michigan | AC
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 dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Bass & Sparrow - Spa Retreat on the MKE River
Offering my personal peaceful Milwaukee home on the Milwaukee river just minutes from downtown. Wanna get your healing and nature on while visiting Milwaukee? Fish right from the backyard. Have a fire inside or out, hot tub it, infrared sauna, outdoor shower, watch the deer, river otters, mink, beaver, bald eagles, and song birds galore. All this just a $20 Uber ride to downtown for dinner and drinks. And to add to your relaxing escape, you can also book an in house massage.

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.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

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.

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.

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!.

Mid-century Upper in Riverwest
This 2 BR duplex upper apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

Retreat w/hot tub Fmly/Pet Frdly No Clean fee
Experience comfort and convenience in this cozy suburban house on a quiet street. With a serene atmosphere, modern amenities, and nearby attractions, it's your ideal retreat. Whether you're looking for a relaxing getaway or a convenient base for your adventures, this house promises the perfect balance of comfort and convenience.
Popular amenities for Glendale vacation rentals
Other great vacation rentals in Glendale

Cozy spacious basement w/private entry & bathroom

Spacious Room with Private Bath in Milwaukee, WI

The Orchard Room-Quiet Private Suite Near Milw

Private room in lovely, comfortable home

Midtown Milwaukee: Stylish Stay

Washington Heights Luxurious Studio Loft

Foote Manor MKE - Browning Rm

Holy Acres, Harambee 2nd Floor Victorian
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 CAD | $196 CAD | $224 CAD | $201 CAD | $215 CAD | $213 CAD | $280 CAD | $287 CAD | $212 CAD | $267 CAD | $328 CAD | $327 CAD |
| Avg. temp | -4 °C | -3 °C | 3 °C | 8 °C | 14 °C | 20 °C | 23 °C | 22 °C | 18 °C | 12 °C | 5 °C | -1 °C |
Frequently Asked Questions
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.
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.
Do house rentals in Glendale have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning 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.
What are the most popular amenities for Apartment Rentals in Glendale?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Glendale have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Glendale. Enjoy a tailored experience with all the comforts you desire.
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 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.
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 Milwaukee River Parkway, over 330 vacation rentals in Lincoln Park, and over 110 vacation rentals in Garden Homes.
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.
Quick stats about vacation rentals in Glendale

Total vacation rentals
Explore 80 vacation rentals in Glendale

Nightly prices starting at
Glendale vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Glendale vacation rentals include wifi 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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- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Milwaukee Public Museum
- Sunburst
- Baird Center
- Discovery World
- Blackwolf Run Golf Course
- Riverside Theater
- Little Switzerland Ski Area
- American Family Field
- Marquette University
- Fiserv Forum
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Kettle Moraine State Forest - Northern Unit
- South Shore Park




