
Holiday rentals in Glendale
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Top-rated holiday rentals in Glendale
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★Ace Location★Rare Vintage Charm★2BD★Quaint & Cozy
Quaint, retro, clean and cozy! This sunny two bedroom lower in Riverwest is a 7 min drive to Fiserv Forum, 10 min drive to Summerfest and a 11 min drive to American Family Field. Close to museums, the lake, and much of what Milwaukee has to offer. Nice sunroom out front when the weather allows. Roku Tv. We are more than happy to help with recommendations for things to do or places to eat in the city! We try to keep our guests cozy in their home away from home and we would be happy to host you!.

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.

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!

Cozy, Clean, and Pet Friendly Riverwest Apartment
The space is a pet friendly, lower level unit with a private entrance. 1 bedroom, 1 bath apartment with full kitchen including a coffee maker and air fryer. We are located close to a busy street in a vibrant neighborhood with bars and restaurants on our block because of this you will likely hear noise at night. If you are a light sleeper this may not be the right place for you. Close to the Lakefront, Deer District, Brady Street, & North Avenue. 4 minutes from the freeway

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.

Charming 1BR Loft • Parking + Walkable Location
Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

Mid-century Lower in Riverwest
This 2 BR duplex lower 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.

Cozy Vibes Apt | City View | Gym | Free Parking
Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

Modern, Comfortable and Updated in Shorewood!
Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

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. Dogs 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.

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

Retreat w/hot tub Fmly/Pet Frdly No Clean fee

Luxe 1BR Apt E3 Near Brady with Balcony+Lounge

Hilltop House - Escape

Quiet 1BR Urban Retreat In Fun, Funky Riverwest

Relaxing 2-bedroom upper unit close to everything

Cozy 2-bedroom cottage close to everything!

The Brass Owl - Private Apartment in Milwaukee

Cozy Cottage Near Lake Front
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹13,764 | ₹12,698 | ₹14,563 | ₹13,053 | ₹13,941 | ₹13,852 | ₹23,886 | ₹18,647 | ₹12,432 | ₹14,563 | ₹12,698 | ₹11,544 |
| 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 |
Quick stats about holiday rentals in Glendale

Total holiday rentals
Explore 90 holiday rentals in Glendale

Nightly prices starting at
Glendale holiday rentals start at ₹2,664 per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Glendale holiday 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
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Racine North Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Little Switzerland Ski Area