
Holiday houses in Glendale
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Top-rated holiday rentals in Glendale
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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.

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!

Vintage Bay View - Big Backyard, Big 1 Bedroom
Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

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!

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.

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.

The Dragonfly Loft
The second floor of this house is a spacious private lofted area that is very open and has high Located in the back of home, Private entrance and close to the city. Pets allowed! Near small bars, stores and short walk to buses that can take you into the city. I live on the lower unit, If you have any questions or request before check-in please message.

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.

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.

Clean 1bd/1bath close to everything!
Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.
Popular amenities for Glendale holiday rentals
Other great holiday rentals in Glendale

Private room in lovely, comfortable home

Kletzsch Park Cottage: Glendale (Milwaukee)

U2: Beautiful 1 bedroom apartment

Lovely 1- Bedroom Studio w/ Parking included

Waterfront Rehabbed 2 BR • 10 mins Fiserv/Downtown

Bright Breezy Shorewood Retreat

Cozy One-Bedroom House w/ Driveway & Wi-Fi

Foote Manor MKE - Chesapeake Rm
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 AUD | $202 AUD | $232 AUD | $208 AUD | $222 AUD | $221 AUD | $290 AUD | $297 AUD | $219 AUD | $276 AUD | $339 AUD | $338 AUD |
| 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 holiday rentals in Glendale

Total holiday rentals
Explore 80 holiday rentals in Glendale

Nightly prices starting at
Glendale holiday rentals start at $42 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, Wi-Fi and Pool across Glendale rentals

4.7 Average rating
Glendale stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Sunburst
- Milwaukee Public Museum
- Discovery World
- Baird Center
- Blackwolf Run Golf Course
- Riverside Theater
- American Family Field
- Marquette University
- Little Switzerland Ski Area
- Betty Brinn Children's Museum
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Pabst Mansion
- Atwater Park
- Wisconsin State Fair Park




