Holiday rentals in Glendale

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Top-rated holiday rentals in Glendale

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Guest favourite

Home in Thiensville

5 out of 5 average rating, 159 reviews

Charming retreat-like 3BR in desirable northshore

Charming retreat-like 3BR in desirable northshore community walkable to coffee shops, restaurants, parks & the riverwalk…or a quick 23 minute ride to the front of the Fiserv Forum in downtown Milwaukee! Great for the weekend getaway, business trip or extended vacation. WIFI, well appointed kitchen, 2.5 bath, gas FP & front porch rocking chairs to watch the parade of dog walkers. Walk to (excellent) authentic Himalayan food at the Cheel or a glass of wine at Glaze while painting a new coffee mug!

Guest favourite

Guest suite in Brookfield

5 out of 5 average rating, 202 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Guest favourite

Rental unit in Wauwatosa

5 out of 5 average rating, 144 reviews

Bungalow Retreat in the Heart of Wauwatosa

Welcome to the Bungalow Retreat where you will find comfort & style throughout the cozy upper flat with private balconies. 2BR/1BA & updated kitchen, this space is perfect for families, couples, long term stays, business travelers, or weekend getaways. Nestled in the heart of Wauwatosa; grocery, restaurants/bars, shops, & parks within walking distance. Located 10min from Downtown MKE, Lake Michigan, Fiserv Forum, Summerfest; 8min to Brewers Stadium. Parking on site. DM for extended stay info.

Guest favourite

Rental unit in Bay View

4.95 out of 5 average rating, 711 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Guest favourite

Townhouse in Bay View

4.95 out of 5 average rating, 384 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favourite

Rental unit in Wauwatosa

4.98 out of 5 average rating, 317 reviews

Great Location, Wauwatosa (upper unit)

This bright & super clean upper (19 stairs) 2 bedroom duplex is in the heart of East Tosa. ( bel air cantina, cranky al's, rocket baby, rosebud theater, il mito, north ave. grill, camp bar and micro brewery within 1/2 a block to 4 blocks of this house) Centrally located for quick access to Medical College/Froedert, Miller park, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking. Bublr & bus stop nearby.

Guest favourite

Guest suite in Sussex

4.97 out of 5 average rating, 264 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Guest favourite

Rental unit in Milwaukee

4.91 out of 5 average rating, 418 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

Guest favourite

Rental unit in Upper East Side

4.96 out of 5 average rating, 289 reviews

East Side Home

Upper flat located on Milwaukee's Historic East Side! We hope your stay with us feels like home. Spacious layout for most any kind of group. Stones throw to UWM, Lake Park, and Historic Downer Avenue shopping. Ten minute drive to downtown Milwaukee. We have been so lucky to have great guests, and we are constantly looking to improve your time here. If there is anything you might want for your trip please ask and we will do our best to accommodate.

Guest favourite

Rental unit in Milwaukee

4.94 out of 5 average rating, 216 reviews

Flexhome Brewery District M4 - Fiserv+Gym+Parking

This Flexhome is situated in one of Milwaukee's most historic buildings, the old Pabst malt house. Architectural features include original Cream City brick, exposed beams, arched windows, and city skyline views. The building is fully loaded with amenities including a fitness center, theater, work/study booths, and a game lounge with darts, pool, and bags (otherwise known as cornhole).

Guest favourite

Home in Milwaukee

4.99 out of 5 average rating, 206 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 Whitefish Bay

4.98 out of 5 average rating, 114 reviews

3 BDR Home - World Champion Bucks, Site of the RNC

3 bedroom, sleeps 6, 1.5 bath, full kitchen, newly added laundry washer/dryer, dining room, family living area with gas fireplace. You are minutes away from downtown Milwaukee. Walking distance to the scenic shores of Lake Michigan, Whitefish Bay or Shorewood business district. It is fully furnished to enjoy your home away from home.