Holiday rentals 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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Top guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.95 out of 5 average rating, 167 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Guest favourite
A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.
Flat in Bay View
4.94 out of 5 average rating, 378 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
A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.
Home in Bay View
4.95 out of 5 average rating, 121 reviews

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

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Top guest favourite
An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.
Home in Lincoln Park
4.89 out of 5 average rating, 99 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Guest favourite
A spacious living area features mid-century furnishings, including a blue sofa and wooden coffee table. A large television is positioned on a side table. A dining table with several chairs is visible in the background, along with natural light filtering through the window treatments.
Flat in Riverwest
4.89 out of 5 average rating, 201 reviews

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.

Guest favourite
Flat in Shorewood
4.85 out of 5 average rating, 131 reviews

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!

Guest favourite
The exterior of a charming upper apartment showcases a well-kept brick facade with white accents. Mature trees provide shade around the property, and a lawn features a mix of shrubs and flower beds. Natural light filters through the trees, enhancing the peaceful outdoor setting.
Flat in Glendale
4.88 out of 5 average rating, 51 reviews

Apple Blossom Retreat: Cute, cozy 2 bedroom rental

Adorable upper apartment in an owner-occupied duplex at the end of a quiet street. Mature trees in a peaceful neighborhood make it feel like a cozy retreat, and it’s just minutes away from shopping, downtown, and beautiful Lake Michigan. Whether you’re visiting family, coming for business, or exploring the attractions of the city, this will feel like a home away from home!

Guest favourite
The entrance features a charming facade with three large windows and a decorative door. A set of stairs leads up to the front door, flanked by a wrought-iron railing. Lush greenery surrounds the base, enhancing the welcoming appearance of the home.
Loft in Riverwest
4.87 out of 5 average rating, 631 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. 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.

Guest favourite
An open-concept studio apartment features a spacious layout with a queen bed covered in a patterned blanket and a small futon. A cozy seating area is arranged in one corner, while a work area with a desk is visible in the background. Natural light enters through a window, complemented by warm yellow walls.
Flat in Bay View
4.85 out of 5 average rating, 269 reviews

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

Top guest favourite
The living area features two dark leather sofas arranged around a low coffee table, set on an area rug with a decorative pattern. Natural light filters through the window coverings, and a floor lamp provides additional illumination.
Flat in West Allis
4.96 out of 5 average rating, 236 reviews

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.

Top guest favourite
A charming blue exterior is presented, featuring a white staircase leading to the entrance door. The porch is framed by a railing, and windows are positioned symmetrically on either side. Surrounding greenery adds a natural touch to the home's inviting appearance.
Flat in Riverwest
4.97 out of 5 average rating, 411 reviews

Bremen Street House | Lower Flat

Milwaukee has a unique architectural style called “Polish Flats,” which mostly reside in the Riverwest neighborhood. Located east of the Milwaukee River, we’re blocks from the Oak Leaf bike trail. A selection of independent coffee shops and roasters, restaurants, bars, and breweries are within easy walking distance.

Superhost
A comfortable blue sofa is positioned in the foreground, adorned with decorative pillows featuring various patterns. In the background, an inviting sleeping area is visible with a cozy bed and warm-toned decor. Exposed brick walls add character, complemented by a simple wooden desk and vintage typewriter.
Flat in Riverwest
4.89 out of 5 average rating, 166 reviews

Cozy Garden Apartment in Eclectic Riverwest

Stay in this cozy studio garden apartment located in the eclectic Riverwest neighborhood! Located within a block of neighborhood staples like Art Bar and Café Corazon and a quick 10 minute drive to downtown, this is the perfect spot for any visit to the Good Land! Ample street parking is available.

Popular amenities for Glendale holiday rentals

When is the best time to visit Glendale?

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Avg. price$199 SGD$184 SGD$211 SGD$189 SGD$202 SGD$200 SGD$263 SGD$270 SGD$199 SGD$211 SGD$184 SGD$167 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Glendale?

    Yes! Work meets play with ease at over 50 vacation rentals in Glendale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Glendale have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Glendale?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Glendale have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Glendale?

    Experience the best of Glendale with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Glendale?

    Glendale has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Glendale?

    Make yourself at home in Glendale by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in Lincoln Park, over 330 vacation rentals in Milwaukee River Parkway, and over 120 vacation rentals in Garden Homes.

  • Are there pet-friendly vacation rentals in Glendale?

    Four-legged friends are welcome in Glendale. Choose from more than 20 vacation rentals for guests traveling with pets.

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 $39 SGD 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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