
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.

That 70s Bungalow
A tranquil retreat. You can get away solo, with your family, or 4 legged friends. This new renovation is clean, furnished with 2 queen beds, and a queen size sofa sleeper. Located in Milwaukee, close to festivities, attractions, and events. Free parking is off street, and video monitored. Refrigerator/freezer, counter top stove, pots/pans, microwave, pizza oven, waffle maker, coffee pot, crockpot, steamer, crib/bassinet, desk, iron/ board, hair dryer. **NO CANCELATION OR REFUND DUE TO WEATHER**

Good Land Home - 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 upper duplex house featuring a fully equipped kitchen, bright living space, and comfortable accommodations for 6. There's a variety of things to do in Milw including award winning dining, pro Sports, Brewery tours, endless music festivals and more! Indoors or outdoors, the opportunities are endless!
Sadie’s Way House
Built in 1892 in downtown Milwaukee. 10ft ceilings, hardwood floors,open concept, Airport 7.0 m Amtrak Station 1.7 m Fiserv Forum 1.6 m Convention Center 1.6 m Marquette University 1.0 m Potowatomi Casino 1.2 m Miller Park 1.5 m Miller Coors Brewery 0.6 m Summer fest 2.7 m Discovery World 2.7 m Art Museum 2.6 m Betty Brim Museum 2.5 m Public Museum 1.4 m Harley Davison Museum 1.8 m Panther Arena 1.6 Bradford Beach 2.8 m State Fair 3.7 m 3rd Ward 2.2 m Milw.Public Market 2.1 m 3 Domes 1.8 m

Private East Side Milwaukee flat with fenced yard
Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

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!

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.

Relax close to everything in Milwaukee
Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Charming retreat-like 3BR in desirable northshore
Charming retreat-like 3BR in desirable northshore community walkable to coffee shops, restaurants, parks & the riverwalk…or a quick 23 minute ride to the front of the Fiserv Forum in downtown Milwaukee! Great for the weekend getaway, business trip or extended vacation. WIFI, well appointed kitchen, 2.5 bath, gas FP & front porch rocking chairs to watch the parade of dog walkers. Walk to Remingtons on the River or have a glass of wine at Glaze while painting a new coffee mug!

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.

Pet-Friendly | Large Yard | Fire pit | Sleeps 5
Wake up to the sunrise over a peaceful backyard and enjoy your favorite blend on your private balcony. Evenings are perfect by the fire pit under a starry sky. This renovated home has gas stove/oven, microwave, coffee maker, full-size fridge/freezer, in-unit washer & dryer, smart TV, and Wi-Fi - ideal for couples, small families, or traveling professionals. Only 1 mile from I-94 and 20 minutes from Milwaukee, blending quiet comfort with city convenience.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.
Popular amenities for Glendale holiday rentals
Other great holiday rentals in Glendale

Cozy Renovated Retreat in Tosa

Cozy, historic home in walkable Greendale village

Family Cozy Home + Fun Game Room Arcade

Bass & Sparrow - Spa Retreat on the MKE River

Executive Brown Deer Home

Perfect Balance in Cedarburg Gem

Whitefish Bay 3Bedroom Entire House Sleeps 4

Quiet 1BR Urban Retreat In Fun, Funky Riverwest
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 AUD | $204 AUD | $234 AUD | $210 AUD | $224 AUD | $223 AUD | $292 AUD | $300 AUD | $221 AUD | $278 AUD | $342 AUD | $341 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 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
Destinations to explore
- Chicago Holiday rentals
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- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
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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
- Milwaukee Public Museum
- Bradford Beach
- Baird Center
- Sunburst
- Discovery World
- Riverside Theater
- Blackwolf Run Golf Course
- Marquette University
- Little Switzerland Ski Area
- American Family Field
- Betty Brinn Children's Museum
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Lake Park
- Lake Geneva Cruise Line
- South Shore Park
- Lake Geneva Public Library
- Kettle Moraine State Forest - Northern Unit




