
Family-friendly vacation rentals in Glendale
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Glendale
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Charming home w/ fire pit, walk to Lake Michigan
Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

★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!.

Bay View MKE Hideaway - with Parking!
Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

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!

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.

Our Cozy Bay View Bungalow Getaway
Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

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.

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.

Cozy Basement Space In Bay View by Lake Michigan
Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️🌈 friendly. All are welcome

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 family-friendly rentals
Family-friendly home rentals with a hot tub

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

Happy Days Home close to all MKE attractions

6BR house, yard, hot tub - 5 min drive downtown

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

The Little Gray House

Pet-Friendly, 3-BR, AC, Firepit, Hot Tub, Backyard

Amazing view, Modern Space

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!
Family- and pet-friendly home rentals

Peaceful weekend or extended stay, full amenities

Spacious & Private 2 bdrm in the heart of Bayview

The Carriage House in Sanger House Gardens

That 70s Bungalow

The Art Lodge

Bright 1.5BR in the Heart of Bay View - w/ Parking

Quaint & Cozy Town Cottage Desirable N. Shore

Historic cottage with fireplace. Pets Welcome!
Family-friendly home rentals with a pool

Vacation home: heated inground pool on 4+ acres

Lace & Woods Farm "Hammer Hideaway"

Keefe Avenue-Upscale Queen Bedroom/Full Office

Big BLUE Skyline VIEW

Charming 1BR Apt with Balcony+Pool+Gym

Wooded Hills/Indoor Pool/Hot Tub/Arcade

7 1/2 Acre Private Estate MSG Owner for Discounts

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $218 CAD | $202 CAD | $231 CAD | $207 CAD | $233 CAD | $231 CAD | $289 CAD | $327 CAD | $231 CAD | $231 CAD | $202 CAD | $189 CAD |
| 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 vacation rentals that are family-friendly in Glendale

Total vacation rentals
Explore 60 vacation rentals in Glendale

Nightly prices starting at
Glendale vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Glendale vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Glendale rentals

4.8 Average rating
Glendale stays are highly rated by guests—averaging 4.8 out of 5!
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