
House holiday rentals in Glendale
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Top-rated house rentals in Glendale
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

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!

KING BED/Amazing Location/Free parking/Wi-Fi
Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

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.

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.

Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

Mequon Ranch Experience
Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!

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.

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.

Swan City Cozy Boho in Bay View
Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

The Little Gray House
Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
Popular amenities for house rentals in Glendale
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Brewers Hill Gem w/hot tub & seasonal shared pool

Vacation home: heated inground pool on 4+ acres

The Peacock Place w/ Shared Seasonal Outdoor Pool

Make Yourself At Home! Close to Lake & Airport!

Townhome Villa private oasis

Big BLUE Skyline VIEW

HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

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

Bass & Sparrow - Spa Retreat on the MKE River

Cozy Retreat: Parking ~ Game Rm ~ Fenced Yard

Heart of MKE-Private Backyard-Free Netflix-BBQ

East Side 2nd floor Gem

Brew City Boho - Wauwatosa

Whitefish Bay Getaway; steps from Starbucks!

Historic Two Story Bungalow Retreat
Private house rentals

Gatsby inspired w/ parking pad, patio & luxe style

Brew City Inn with Hot Tub

Beautiful safe quiet home in great location

Sun-Filled 2BR - Close to It All

The Auburn Place: Cozy 3BR Home in Wauwatosa

Green Valley Homes - Updated Lower Apartment

Amazing Family Home in Whitefish Bay!

Prairie style home on Stratford
Quick stats about house rentals in Glendale

Total holiday rentals
Explore 60 holiday rentals in Glendale

Nightly prices starting at
Glendale holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Glendale holiday rentals include wifi access

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

4.8 Average rating
Glendale stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patio Glendale
- Rentals with a washing machine and dryer Glendale
- Rentals with outdoor seating Glendale
- Family-friendly rentals Glendale
- Rentals with a firepit Glendale
- Rentals with a fireplace Glendale
- Pet-friendly rentals Glendale
- House rentals Milwaukee County
- House rentals Wisconsin
- House rentals United States
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Pine Hills Country Club
- Discovery World
- Springs Water Park
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Blackwolf Run Golf Course




