Vacation rentals in Glendale

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Top-rated vacation rentals in Glendale

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Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 113 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!

Sep 20 – 27

$169 per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 182 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!

May 30 – Jun 6

$98 per night

Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 204 reviews

Cozy old Charm in Tosa

Wauwatosa, Wisconsin Entire house- 3 bedrooms "Charming house in the desireable Wauwatosa community walkable to shops, restaurants, parks, Menomonee river parkway, downtown Tosa; with 5 min drive to Children's Hospital of Wisconsin and Froedtert Hospital. Just 12 min away from Downtown Milwaukee and 7 minutes from Miller Park Stadium, Miller Park Brewery, and Harley Davison Brewery. Our fully furnished 3 bed, 2 bath house is clean, comfortable, cozy. Great for individuals, families, groups.

Dec 18 – 25

$135 per night

Guest favorite

Home in Glendale

4.89 out of 5 average rating, 57 reviews

10 min to downtown MKE, office, backyard oasis

Forget your worries in this spacious and serene space. This home has 3 bedrooms (2 upper, 1 in lower level) with a open concept flow between the kitchen, dining and living room. Dedicated office space to work from home with monitor and keyboard and printer. All you need is your laptop! The lower level has a rec room with a built in bar that boasts a New York artsy theme. Outside relax in a peaceful large backyard patio with fire pit and barbecue grill(gas & charcoal) for your enjoyment.

Feb 13 – 20

$195 per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 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!

Jan 22 – 29

$113 per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 237 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Mar 24 – 31

$88 per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 124 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 18 – 25

$128 per night

Guest favorite

Apartment in Wauwatosa

4.82 out of 5 average rating, 262 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.

Aug 5 – 12

$78 per night

Guest favorite

Apartment in Milwaukee

4.94 out of 5 average rating, 285 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.

May 3 – 10

$80 per night

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 418 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy and quaint efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster (toaster oven upon request). TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here.

Jul 10 – 17

$62 per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 191 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.

Nov 22 – 29

$85 per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 189 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

Feb 17 – 24

$137 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

Home in Glendale

4.93 out of 5 average rating, 29 reviews

Amazing 3 bedroom home, perfect for families!

Dec 1 – 8

$156 per night

Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 42 reviews

Cream City Home - Shorewood

Jan 15 – 22

$99 per night

Guest favorite

Apartment in Glendale

4.93 out of 5 average rating, 28 reviews

Apple Blossom Retreat: Cute, cozy 2 bedroom rental

Jun 28 – Jul 5

$85 per night

Guest favorite

Home in Milwaukee

4.84 out of 5 average rating, 50 reviews

Cozy 2-bedroom cottage close to everything!

Feb 17 – 24

$129 per night

Guest favorite

Home in Whitefish Bay

4.98 out of 5 average rating, 100 reviews

3 BDR Home - World Champion Bucks, Site of the RNC

Dec 8 – 15

$200 per night

Guest favorite

Guesthouse in Shorewood

5.0 out of 5 average rating, 16 reviews

Adorable Upper Bungalow Retreat

Oct 25 – Nov 1

$147 per night

Guest favorite

Apartment in Mequon

4.97 out of 5 average rating, 87 reviews

Private Entrance, Patio & Hot Tub -No Shared Space

Jun 28 – Jul 5

$147 per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 13 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Dec 8 – 15

$119 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
$30 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 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 free parking, over 50 homes with wifi, over 50 homes with air conditioning, 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 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

Home in Glendale

Home in Shorewood

Apartment in Glendale

Home in Milwaukee

Home in Whitefish Bay

Guesthouse in Shorewood

Apartment in Mequon

Home in Milwaukee

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 House Rentals in Glendale?

Do house rentals in Glendale have a kitchen?

How much does it cost to stay in house 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