
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.

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!

Spacious 2 Bedroom Flat in Heart of Milwaukee
Welcome, weary travelers to your lofty home away from home. Built in 1889, this historic second story flat has classic old-school Milwaukee charm (think original oak built ins, large bay windows, and tall ceilings) with modern amenities (smart TVs, walk-in rain shower, and a fully equipped kitchen). Located directly next to Kilbourn Park, the best view of the city is just a 5 minute walk from the front door. This bright, cozy and eclectic style space is yours to enjoy, inside and out.

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

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

Brew City Inn with Hot Tub

Happy Days Home close to all MKE attractions

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

The Little Gray House

Belleview House: Hot Tub, Backyard, Fire Table

Amazing view, Modern Space

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

Our Cozy Bay View Bungalow Getaway

East Side MKE |3BR | Walkable | Sauna | Parking

The LuLu Nest: Bay View Studio, 5 min to downtown!

Spacious & Private 2 bdrm in the heart of Bayview

Entire Wauwatosa Home!

*Fenced in yard/parking/parks and plants*

Charming Bayview House, steps from MKE Merriment!

That 70s Bungalow
Family-friendly home rentals with a pool

North End 519

Brewers Hill Gem w/hot tub & seasonal shared pool

Lace & Woods Farm "Hammer Hideaway"

Charming 1BR Apt with Balcony+Pool+Gym

Wooded Hills/Indoor Pool/Hot Tub/Arcade

2 Story - 2Br Condo

The Peacock Place w/ Shared Seasonal Outdoor Pool

Make Yourself At Home! Close to Lake & Airport!
When is the best time to visit Glendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,411 GYD | G$29,902 GYD | G$34,293 GYD | G$30,738 GYD | G$34,502 GYD | G$34,293 GYD | G$42,866 GYD | G$48,512 GYD | G$34,293 GYD | G$44,539 GYD | G$50,185 GYD | G$49,348 GYD |
| 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 G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Glendale vacation rentals include wi-fi access

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

4.9 Average rating
Glendale stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Glendale
- House rentals Glendale
- Rentals with a fire pit Glendale
- Rentals with outdoor seating Glendale
- Pet-friendly rentals Glendale
- Rentals with a patio Glendale
- Rentals with a washer and dryer Glendale
- Family-friendly rentals Milwaukee County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- 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




