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.

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Guest favourite

Home in Mount Mary

4.79 out of 5 average rating, 255 reviews

Private Milwaukee Home-Great Location, Entire Unit

This private upper level unit is only 3 miles from Froedtert Hospital, 1.1 miles from Mayfair Mall, and only steps away from Mount Mary University; bordering Wauwatosa, a suburb with great places to roam! This home is spacious, yet cozy. Offers a secure bedroom for 2, living room with a comfy sofa bed that sleeps one, dining area, bathroom, & full kitchen with all the necessities. A Key Less entry makes your check-in quick and easy! Minutes from the highway, making getting anywhere a breeze.

Guest favourite

Apartment in Bay View

4.95 out of 5 average rating, 327 reviews

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.

Guest favourite

Home in Milwaukee

4.78 out of 5 average rating, 101 reviews

Little Farmhouse in the City

*The Little Farmhouse in the City is a 1300 sq ft, 2 story home built in 1925 on a 0.7 acre land on northside of Milwaukee in a quiet neighborhood. *It is about a 20 minute drive from downtown Milwaukee, State Fair Grounds, Milwaukee County Zoo, Froedtert Hospital and American Family Field. *It is a place to relax and enjoy the nature in the backyard: garden of vegetables, flowers, fruits, fire pit, picnic table and watch wildlife. **NO PARTIES/EXTRA GUESTS NOT ON RESERVATION**

Guest favourite

Apartment in Wauwatosa

4.85 out of 5 average rating, 325 reviews

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.

Top Guest favourite

Home in Shorewood

4.95 out of 5 average rating, 108 reviews

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.

Superhost

Home in Glendale

4.79 out of 5 average rating, 120 reviews

Retro Riverside Retreat, Backyard Oasis, Hot Tub

Escape to the retro riverside retreat! This large home sleeps 16+ and offers an incredible outdoor area with a hot tub, fire-pit, and river access. Your outdoor oasis and awaits. Inside, enjoy 6 bedrooms, 3 bathrooms, a huge dining table, and a game room. Perfect for large groups, family gatherings, or a peaceful oasis. Just a short 15-minute drive to vibrant Milwaukee attractions. Experience relaxation and adventure in our remarkable riverside getaway.

Guest favourite

Apartment in Riverwest

4.83 out of 5 average rating, 149 reviews

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.

Guest favourite

Guest suite in Washington Heights

4.97 out of 5 average rating, 464 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster oven, TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here. Very central location close to all things Milwaukee.

Guest favourite

Cabin in Hubertus

4.96 out of 5 average rating, 539 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Guest favourite

Loft in Riverwest

4.87 out of 5 average rating, 567 reviews

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.

Top Guest favourite

Home in Milwaukee

4.99 out of 5 average rating, 235 reviews

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.

Guest favourite

Home in Glendale

4.9 out of 5 average rating, 48 reviews

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

Experience comfort and convenience in this cozy suburban house on a quiet street. With a serene atmosphere, modern amenities, and nearby attractions, it's your ideal retreat. Whether you're looking for a relaxing getaway or a convenient base for your adventures, this house promises the perfect balance of comfort and convenience.

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Other great holiday rentals in Glendale

Top Guest favourite

Private room in Riverwest

4.96 out of 5 average rating, 640 reviews

Bremen Street House | Private Room

NicholasRating, 5 stars1 week ago

Lovely abode, very clean and love the style. Lots of wood and light when wanted. Close to one of my favorite coffee shops in the area and Susan was a very nice host. Definitely a gem

Superhost

Private room in Milwaukee

4.82 out of 5 average rating, 496 reviews

Cozy spacious basement w/private entry & bathroom

ThomasRating, 5 stars1 week ago

Jennifer's place was excellent. The concise yet very clear & easy-to-follow instructions made check-in and check-out a breeze. It was a nice place. I liked that the TV had already some recorded shows on it. Pretty close to downtown Milwaukee. I couldn't have asked for more. I certainly would stay again. 10/10

Top Guest favourite

Private room in Whitefish Bay

5 out of 5 average rating, 235 reviews

Private room in lovely, comfortable home

FarrahnRating, 5 stars2 months ago

I highly recommend Kathy's place. it literally has everything you could think of in terms of items you need or want. We will definitely be back if we can! ✨️😊❤️☕️✨️

Top Guest favourite

Apartment in Shorewood

5 out of 5 average rating, 11 reviews

The Little Blue Bungelow

LindseyRating, 5 stars4 days ago

Pam’s place was so lovely. Bigger than the pictures let on! And tastefully decorated. Probably the most comfortable bed I’ve experienced. We loved the living and dining room spaces. Pam was so friendly and accommodating to me and my kids who enjoyed just hanging and enjoying the space. The location is perfect for walking to shops and restaurants. We will be back!

Top Guest favourite

Private room in South Milwaukee

4.94 out of 5 average rating, 345 reviews

Awesome Milwaukee location!

AlainaRating, 5 stars1 day ago

Good place to stay for the value. Mark was nice enough to let me use his iron and ironing board as well as washer/dryer. Thanks for going above and beyond.

Apartment in Milwaukee

4.6 out of 5 average rating, 20 reviews

Cozy Quaint Convenient @ MKE 2bdr bungalow

SofiaRating, 5 stars1 month ago

This was truly my favorite Airbnb experience. The place is gorgeous, and host provided weekly cleanings during my month stay. I would return to the unit and there would be fresh flowers and fruit restocked. The unit is better than pictures shown! I felt right at home and would absolutely recommend to others. Thanks Stephen!

Home in Glendale

4.88 out of 5 average rating, 64 reviews

Stylish Family Home w/ Basement Reno (82.5” TV)!

ShawnRating, 5 starstoday

I had a fantastic stay! The place was exactly as described—clean, comfortable, and thoughtfully set up with everything I needed. The location was perfect, and Andrew was incredibly responsive and helpful throughout. You can tell they really care about their guests’ experience. I’d absolutely stay here again and recommend it to anyone looking for a relaxing and hassle-free visit. Thank you for a wonderful stay!

Superhost