Vacation rentals in Glendale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Glendale

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 185 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Sep 25 – Oct 2

G$28,171 GYD per night

Guest favorite

Apartment in Milwaukee

4.96 out of 5 average rating, 663 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.

Jul 28 – Aug 4

G$20,374 GYD per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 178 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Oct 1 – 8

G$26,467 GYD per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Sep 13 – 20

G$31,157 GYD per night

Guest favorite

Apartment in Wauwatosa

4.83 out of 5 average rating, 264 reviews

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.

Jun 16 – 23

G$19,042 GYD per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

Aug 9 – 16

G$24,699 GYD per night

Guest favorite

Apartment in Milwaukee

4.94 out of 5 average rating, 297 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

Aug 16 – 23

G$25,869 GYD per night

Guest favorite

Apartment in Germantown

4.94 out of 5 average rating, 108 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Oct 24 – 31

G$22,023 GYD per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 256 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Sep 13 – 20

G$21,786 GYD per night

Guest favorite

Home in Milwaukee

4.88 out of 5 average rating, 101 reviews

Cheerful-Quiet 2-bedroom Bungalow

Kick back and relax in this calm, stylish space. Walking distance to North Ave as well as W. Vliet st. with lots of coffee and restaurant options for any taste. 5 minute drive to Wauwatosa Village and 10 minutes to downtown Milwaukee and Lake Michigan! Great stay for Brewers game, American family field, State Fair grounds, Close to downtown Fiserv Forum. Close to the Rave. Great stay for the RNC. Close to Wauwatosa and the Village.

Sep 23 – 30

G$20,316 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 194 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Dec 27 – Jan 3

G$20,403 GYD per night

Guest favorite

Home in Greendale

4.99 out of 5 average rating, 177 reviews

Guesthouse on Clover - Historic Greendale

Guesthouse on Clover is located in the Historic Village of Greendale, just a few minute's walk from downtown, which boasts a truly unique shopping and dining experience. Enjoy the friendly village atmosphere as you refresh and revitalize in this amazing home decorated like an artist's cottage. For stays of a week or more we offer a 20% discount.

Apr 9 – 16

G$33,306 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Glendale vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Glendale's top sights

Bayshore76 locals recommend

Kopp's Frozen Custard51 locals recommend

Solly's Grille7 locals recommend

Bavarian Bierhaus6 locals recommend

The Brick Pub and Grill3 locals recommend

Outpost Natural Foods - Milwaukee26 locals recommend

Other great vacation rentals in Glendale

Guest favorite

Apartment in Milwaukee

4.94 out of 5 average rating, 207 reviews

Comfortable Riverwest apartment

Oct 25 – Nov 1

G$16,842 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 190 reviews

Brew City Hideaway - Historic Brewers Hill

Feb 2 – 9

G$33,032 GYD per night

Guest favorite

Apartment in Milwaukee

4.95 out of 5 average rating, 184 reviews

Flexhome Skywalk to Fiserv U4 Rooftop+Gym+Parking

Sep 15 – 22

G$27,504 GYD per night

Guest favorite

Loft in Milwaukee

4.93 out of 5 average rating, 438 reviews

Clock Tower Loft Close to Key Attractions

Aug 27 – Sep 3

G$18,442 GYD per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 161 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Jan 23 – 30

G$18,348 GYD per night

Guest favorite

Apartment in Milwaukee

4.91 out of 5 average rating, 233 reviews

Spacious Loft |Κing Bed|Harbor Dist./Third Ward

Jan 22 – 29

G$19,513 GYD per night

Guest favorite

Apartment in Milwaukee

4.98 out of 5 average rating, 137 reviews

Cozy Dig w/ a view in the heart of Walker's Point

Oct 18 – 25

G$77,465 GYD per night

Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 115 reviews

The Prospect House - Shorewood / Milwaukee, WI

Oct 13 – 20

G$41,031 GYD per night

Show all

Quick stats about vacation rentals in Glendale

Total rentals
80 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
950 reviews
Nightly prices starting at
G$6,254 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Glendale?
Yes! Work meets play with ease at over 40 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 house rentals in Glendale have wifi?
Absolutely! We offer over 50 house 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, 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 apartment rentals in Glendale?
Experience the best of Glendale with our apartment rentals, starting at about $40 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 50 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 110 vacation rentals in Garden Homes, over 210 vacation rentals in Grover Heights, and over 320 vacation rentals in Milwaukee River Parkway.
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.

Vacation rentals in Glendale

Top-rated vacation rentals in Glendale

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Glendale vacation rentals

Stay near Glendale's top sights

Other great vacation rentals in Glendale

Apartment in Milwaukee

Home in Milwaukee

Apartment in Milwaukee

Loft in Milwaukee

Home in West Allis

Apartment in Milwaukee

Apartment in Milwaukee

Home in Shorewood

Quick stats about vacation rentals in Glendale

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Glendale?

Do apartment rentals in Glendale have free parking?

Do house rentals in Glendale have air conditioning?

Do house rentals in Glendale have wifi?

What are the most popular amenities for Apartment Rentals in Glendale?

Do house rentals in Glendale have a kitchen?

How much does it cost to stay in apartment rentals in Glendale?

Are there family-friendly vacation rentals in Glendale?

Where should I stay in Glendale?

Are there pet-friendly vacation rentals in Glendale?

Destinations to explore