
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.

The Prospect House - Shorewood / Milwaukee, WI
From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. Included are 2 off street parking spaces directly across from unit. We’ve just added a new hot tub!

Entire Wauwatosa Home!
Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard

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

Brewers Hill cottage, newly renovated near FiServ!
Enjoy easy access to everything from this Brewers Hill cottage located between the upper Eastside and Downtown Milwaukee. When you’re here you’ll have walkability to many bars, breweries, eateries and Fiserv Forum. When your day concludes enjoy a small fire in the backyard with your favorite beverage. This house is perfect for small, younger families and it is also professionally cleaned and maintained after every guest! Ample parking in the private driveway and on the street

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!

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.

The Little Gray House
Spring and Summer are right around the corner and booking up fast, but there's also some time for a little winter getaway too! We've got some fun things cooking for the LGH this year and we'll share those soon! 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 Glendale house rentals
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Brewers Hill Gem w/hot tub & seasonal shared pool

The Peacock Place w/ Shared Seasonal Outdoor Pool

Make Yourself At Home! Close to Lake & Airport!

Townhome Villa private oasis

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

Family Cozy Home + Fun Game Room Arcade

Bass & Sparrow - Spa Retreat on the MKE River

Gallery House

Beautiful safe quiet home in great location

King Bed, Full Kitchen, Games & Yard

The Auburn Place: Cozy 3BR Home in Wauwatosa

Gorgeous space with huge porch.

Green Valley - Private 2BR Home
Private house rentals

Your home away from home

Shorewood+Rooftop Deck + 4 blocks to Lake Michigan

Cozy Single-family house

Bay View Cottage - Fenced Corner Lot, Walk to Lake

Lovely 3 bed near Lake Michigan w/Parking

South Shore Guesthouse

Vintage UWM Duplex on Downer - Pet-friendly 2BR

Near Froedtert & 3 min Drive to Am Fam Field
Quick stats about house rentals in Glendale

Total holiday rentals
Explore 50 holiday rentals in Glendale

Nightly prices starting at
Glendale holiday rentals start at $44Â AUD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Glendale holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Glendale rentals

4.9 Average rating
Glendale stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Chicago Holiday rentals
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- Twin Cities Holiday rentals
- Family-friendly rentals Glendale
- Rentals with outdoor seating Glendale
- Rentals with a fireplace Glendale
- Rentals with a patio Glendale
- Rentals with a washing machine and dryer Glendale
- Pet-friendly rentals Glendale
- Rentals with a fire pit Glendale
- House rentals Milwaukee County
- House rentals Wisconsin
- House rentals United States
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Riverside Theater
- Bradford Beach
- Sunburst
- Discovery World
- Kettle Moraine State Forest - Northern Unit
- Milwaukee Public Museum
- Betty Brinn Children's Museum
- Baird Center
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Marquette University
- American Family Field
- Lake Park
- Racine Zoo
- Pabst Mansion
- Road America
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library




