Vacation rentals in Glendale

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Quick stats about vacation rentals in Glendale

  • Total vacation rentals

    Explore 80 vacation rentals in Glendale

  • Nightly prices starting at

    Glendale vacation rentals start at G$6,270 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Glendale vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Glendale rentals

  • 4.6 Average rating

    Glendale stays receive an average rating of 4.6 out of 5 from guests

Top-rated vacation rentals in Glendale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.
Apartment in Shorewood
4.9 out of 5 average rating, 112 reviews

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.

Top guest favorite
The living room features a smart TV mounted above a traditional fireplace, framed by elegant woodwork. Comfortable seating options are provided, including a patterned armchair and a spacious couch. Natural light enters through decorated windows, enhancing the room's inviting atmosphere.
Home in Glendale
5 out of 5 average rating, 10 reviews

Historic Two Story Bungalow Retreat

This Historic Bungalow Retreat has 4 bedrooms, with its 100 year old charm and modern amenities. Perfectly suited for families or groups, just minutes from downtown and local shopping. The living room has a smart TV, where a beautiful fireplace creates a warm, inviting atmosphere. The dining area seats up to 8 people, while the full kitchen ensures you have everything you need. For some added fun, head to the game room, complete with card table and board games along with arcade gaming machine.

Top guest favorite
The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.
Home in Shorewood
4.99 out of 5 average rating, 138 reviews

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

Top guest favorite
A charming upper unit of a bungalow is surrounded by lush green trees and well-maintained landscaping. The exterior features a combination of brick and stone, with decorative patriotic bunting adorning the porch. A pathway leads to the entrance, framed by vibrant foliage.
Apartment in Riverwest
4.93 out of 5 average rating, 102 reviews

Charming Bungalow Unit Just North of Downtown Milw

Here’s an opportunity that can’t be beat! This fully furnished upper unit in a charming bungalow is ready to be your home base while in Milwaukee. Two bedrooms, one fitted with a king size bed and one with a queen. Full kitchen. Plenty of street parking in this walk able niche neighborhood. Near Downtown, UW-Milwaukee, MSOE, The Milwaukee RiverWalk as well as a quick hop, skip and jump to museums, tours and arenas/stadiums. Easy access to public transportation. No cleaning fees!

Top guest favorite
The living room features a cozy arrangement of gray sofas adorned with decorative pillows and a warm throw. A black and white rug anchors the space, complemented by a coffee table displaying natural elements. A flat-screen TV and soft lighting create an inviting environment.
Home in Glendale
5 out of 5 average rating, 14 reviews

Cozy Single-family house

Newly remodeled 2-bedroom house with 2 beds, one bedroom with queen bed and another one is king bed and 2 full bathroom home! Enjoy central air, Wi-Fi, and 1-car driveway parking with additional permit parking on the street . Relax in the cozy living room, cook in the fully-equipped kitchen, or unwind in the private backyard.And relax in the finished basement area. Enjoy the comfort and privacy of having the whole space to yourself, including the backyard. Quiet and nice neighborhood.

Top guest favorite
A welcoming living area features large windows allowing natural light to fill the room. A light-colored sofa is positioned alongside a round coffee table. A modern lamp stands nearby, and a potted plant adds a touch of greenery. A flat-screen TV is mounted on the wall.
Apartment in Whitefish Bay
5 out of 5 average rating, 52 reviews

Shorewood's Sunny Craftsman

Welcome to our beautiful, sun-filled, 2-bedroom flat in the amazing lakeshore community of Shorewood! Fully updated in 2023, this lower duplex unit is on a quiet block, and just two blocks from all the wonderful shops, restaurants, and bars on Oakland Ave. Shorewood is very walkable community, with parks, green spaces, beaches, and beer gardens within walking distance. Take advantage of the fully-stocked kitchen with stainless appliances, including dishwasher. Come visit us today!

Top guest favorite
A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.
Home in Shorewood
4.92 out of 5 average rating, 155 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.

Guest favorite
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 Milwaukee
4.89 out of 5 average rating, 106 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 favorite
A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.
Home in Wauwatosa
4.96 out of 5 average rating, 157 reviews

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Guest favorite
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Milwaukee
4.91 out of 5 average rating, 764 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Top guest favorite
A cozy living area features a soft blue sectional sofa arranged around two modern, geometric coffee tables. Natural light enters through large windows adorned with light curtains, illuminating the space. A welcoming entryway is visible to the side, enhancing the inviting atmosphere.
Home in Glendale
4.94 out of 5 average rating, 90 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.

Top guest favorite
A spacious living area features a green sectional sofa adorned with decorative pillows. A round coffee table is positioned in front of the sofa, accompanied by a wooden side table. Natural light floods through large windows, highlighting the hardwood floor and a cozy rocking chair.
Home in Milwaukee
4.98 out of 5 average rating, 252 reviews

Fenced in backyard Close to Eaterys + Shops

Enjoy a stylish experience at the Collected Casa, located 15 minutes west of downtown Milwaukee. The space is filled with an abundance of natural light. Get cozy in this spacious two-bedroom, one-bath home while enjoying everything Milwaukee has to offer.

Popular amenities for Glendale vacation rentals

When is the best time to visit Glendale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,427 GYDG$44,308 GYDG$36,157 GYDG$30,723 GYDG$32,813 GYDG$32,604 GYDG$42,845 GYDG$43,890 GYDG$32,395 GYDG$40,755 GYDG$50,160 GYDG$49,951 GYD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Glendale?

    Glendale has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 pet-friendly vacation rentals in Glendale?

    Four-legged friends are welcome in Glendale. Choose from more than 30 vacation rentals for guests traveling with pets.

  • 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 house rentals in Glendale have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Glendale. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Glendale have a kitchen?

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

  • Do house rentals in Glendale have wifi?

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

  • 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.

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