
Holiday rentals with outdoor seating in Glendale
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Glendale
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Glendale outdoor seating rentals
Holiday House Rentals with Outdoor Seating

2 Bedroom Home close to downtown
Jacob has done a great job with this place! It’s comfortable and well furnished and makes you feel right at home. I was here for an extended stay and am definitely sad to leave such a great spot. Great location, nearby grocery, quick access to the highway, very easy to get downtown, good restaurants nearby as well. Jacob and Austin were great cohosts, very accommodating and professional - their responsiveness was stellar! Overall a great stay, highly recommend staying here!

Historic East Side Duplex, 3BD. No Cleaning Fee!
Patrick's place stood out from most of the Airbnb's I have stayed in! The photos don't do the place justice. It's a very large, charming home. We felt very comfortable from the minute we walked in! The neighborhood is great and walked to a fun part of town to enjoy cute bars/restaurants very close! I will for sure be back! I was shocked also how close to summer fest and the brewers stadium we were!

Big BLUE Skyline VIEW
Stayed for a convention, it was great having space to come back to instead of a tiny hotel room, and everything was super convenient.

Aprés House - On the slopes of Little Switzerland
We absolutely loved our stay. This was our second time at this place! Great space, walking distance to Little Switz skiing, and enough space to host friends for dinner!

Exhale, rest
My family and I were in town for a night, and this place was perfect for that. Had everything we needed for our quick stay.

Stunning Vintage/Modern! Brady St! Tons of Extras
Dustin was a great hose and communicated with us effectively. Very responsive. The house was great with all the amenities: 3 twin mattresses that you could have folks sleep on the floor in comfort. There is a pack and play there as well. The photos don't show it but both bathrooms have showers. There were plenty of linens and towels and he also provided shampoo and soap. The location is awesome, several food and bar options you can easily walk to. There is a full service grocery store nearby as well. If you have to go downtown, it's very walkable, about a 30 min walk or a quick 8 min drive. Absolutely enjoyed our stay here!

Wauwatosa/Milwaukee “Inglewood Place”Best Location
Lovely hosts! Barbara and Fritz made us feel very welcome in their home. The personalised message was a special touch. The place was spotless and really homey, my girls loved their beds with the cuddly toys. We couldn't have asked for more as everything was so well equipped. We will definitely stay again if we are over again. Thank you!

The Peacock Place w/ Seasonal Outdoor Heated Pool
Love Stephanie's place!! so much space, so cozy, easily walkable to downtown and other super cool neighborhood. would highly recommend!
Apartment rentals with outdoor seating

Spacious+Mod Booth St Apt w Yard | Brewer’s Hill
Cozy spot with lots of character and in a great location. Across the street from a nice park with great views, walkable to brewery and restaurants, short drive to downtown. Kitchen is well stocked with everything you would need. All around great place to stay while visiting Milwaukee!

Charming 1 bd upper level in great location!
10/10 would stay again! Clean, beautiful, historic, & affordable. Friendly neighborhood. Thanks for sharing your space with us Chery!

East Side Home
Josie & Dave were fantastic hosts! Instructions on getting in, parking, amenities, etc were clear and generous. The home itself was clean, comfy and super cool! Location is stellar, you're minutes from countless restaurants and attractions, but still in a beautiful neighborhood. We had everything we needed and a few extra and surprise perks as well. We would recommend this to anyone, and also stay again as well. Thank you for a wonderful weekend!

Cozy Basement Space In Bay View by Lake Michigan
Very nice. Thank you!

Cozy Apartment Nestled Across from Lakefront!
What a hidden gem! The space was clean, easy to find and the bar downstairs was cute and had a friendly puppy! Walking distance to Lake Michigan is a nice feature. The bathroom has a stackable washer and dryer and had all the comforts of home. There was a small patio off the master to hang outside which was nice. Overall it was a great spot that is great for families or couples alike.

Newport House -Walk to UWM- vintage upper+garage
This place was fantastic! Perfect for one person or a couple. A classic Milwaukee home with great charm.

Creekside Apartment
Our stay at Jackie's place in Cedarburg was perfect. Location is walkable to everything and the unit was comfortable and clean.

Apartment in Walkers Point
The place was in a central location for our visit – easy to get to Marquette, downtown and the third ward. The place was as described and was great for our family of five.
Condo rentals with outdoor seating

Stylistic Condo Hot Tub Tosa Village 2 blocks away
We booked for 2 weeks and enjoyed each day! Great neighborhood for walking our dog and loads of restaurants nearby to try out. The home was furnished with everything you could need. Sarah was accommodating to meet our needs and we would definitely come back here.

Charming 2BR Off Brady St
Many thanks to Timothy for providing us with such a wonderful apartment in the heart of Milwaukee. The location is perfect, nestled in a beautiful area with a bustling street full of pubs, cafes, and restaurants, and close to both a river and a lake. We truly enjoyed our stay and felt a warm sense of home, especially during the cool December evenings. Thank you for your thoughtful touch in making this experience unforgettable.

Brewers Hill Belle, 2 bed, 2 bath, & balcony
Great location to easily drive downtown, including to Fiserv Forum -- just a few minutes away. Lisa and her team were very helpful and responsive. Bedrooms are away from the living room, providing a quieter place to sleep.

Upper East Side, Designer Retreat w/large balcony
Cory’s place is a gem! We loved staying in this condo. Walking to great places around, close to the beach and enjoying the beautifully decorated space. Every detail in this place is thoughtfully located and curated. I was able to add one more guest that joined us after booking and had a nice exchange with Cory. She is a FANTASTIC host, my experience here reminded me why I like staying in Airbnb, due to the human connections you can make :) and of course, the unique places that you get so appreciate. Thanks Cory and hope to be back one day 🤙

English Tudor - Upper Flat blocks from the beach
These accommodations were fantastic! It was comfortable, homey, and was a great place for us to hang out and celebrate Christmas with our family. I can honestly say this is the first time I've been on a family vacation where i was NOT itching to go home, and i attribute that to Jodi's excellent hospitality. We were sorry to leave!

Bay View - Lake View on the Park w/Secret Lounge
Great spot! underrated. perfectly eclectic

Downtown Eastside gem near Fiserv Forum Bucks!
Wonderful space, if you're to go out on Brady and or water/3rd street... lots of bars and restaurants in both areas, you'll be pleasantly surprised with how walkable it is to both areas. Amazingly secure, key fob to get into the lobby, standard key to use the elevator and then the actually unit also locks aswell. Don't have much to say other than there's plenty of space for 6 people, great balcony with walls on either side and a roof, tub with jet, and a nice projector down the spiral staircase. I hope you get to enjoy your space as much as I did.

Spacious Bay View Historic Storefront Apartment
No frills, exactly what we needed! Will definitely be back to explore Bay View more
Quick stats about holiday rentals with outdoor seating in Glendale
Total rentals
20 properties
Nightly prices starting at
$63 AUD before taxes and fees
Total number of reviews
700 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Milwaukee Public Museum
- Wilmot Mountain Ski Resort
- Racine North Beach
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Grand Geneva Resort & Spa
- Geneva National Resort & Club
- Alpine Valley Resort
- The Bull at Pinehurst Farms Golf Course
- Springs Water Park
- Milwaukee Country Club
- Illinois Beach State Park
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Harrington Beach State Park
- Sunburst
- Blue Mound Golf and Country Club
- Bradford Beach
- West Bend Country Club
- Discovery World
- Heiliger Huegel Ski Club
- Pine Hills Country Club
- America's Action Territory
- The Mountain Top Ski & Adventure Center at Grand Geneva