
House holiday rentals in Glendale
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Top-rated house rentals in Glendale
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Popular amenities for Glendale house rentals
House rentals with a pool

The Gem of Brewers Hill w/hot tub & seasonal pool
Excellent location and plenty of beds and bathrooms.

Vacation home: heated inground pool on 4+ acres
Was a wonderful stay at the home, will definitely go back again in the summer for a nice swim in the beautiful pool! If you are looking for a little getaway in a quiet area with a home that's both comfortable and modern I highly recommend this stay!

Nautical Escape •Spacious Home•Pool /Cedar Hot Tub
We loved the pool and quiet neighborhood. Check-in was easy - Matt let us know we could check in early at 1. The hot tub wasn't heating up all the way so we contacted Matt and he came over and fixed it within 10 minutes. He was very responsive and attentive. We had everything we needed and it was a nice space to have a few friends over and hang out in the pool. The hot tub was nice, very comfortable to sit in and heated up quickly. Overall we had a great experience and would visit again, for sure!

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Great stay. Pool could have been cleaned better before our stay.

Dream Country Retreat - close to Erin Hills
Pam is lovely and always enthusiastic. She recommends many places. Whenever there is a problem, Pam always gives a quick answer. The house is very warm and lovely. I feel lucky to stay at your house. Next time, if I have a chance, I will stay at your house again.

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!
I think this was my favorite place I’ve rented. I’m glad I found it just an hour outside the suburbs of Chicago. It’s a country feel with a ton of activities as described, plus a few extra. My boys really enjoyed the game room. There’s a TV so we played music videos while playing darts, billiards, and I enjoyed throw back video games like Donkey Kong, Centipede and Dig dug. It was cooler outside so I definitely want to return in the summer to enjoy the pool, bonfire, fishing pond, but we had one nice day so still got to enjoy the large property, paddle boat, swings, bocce ball and hot tub. The house has very comfortable furniture, like the beds and couches. We watched movies at night and slept well. Robert was a great host and I appreciated all the helpful notes around the house. I almost felt guilty it was just me and my boys, but it was a perfect getaway. Plenty to do, or do nothing and enjoy the views.

Make Yourself At Home! Close to Lake & Airport!
Ann went above and beyond to be a fantastic host!!! Her listing gives a very accurate overview of the living space and what to expect during this airbnb experience. She makes you feel at home and like you're staying at a friend or family member's house vs. an impersonal hotel. Her wonderful pets are an added bonus. There was a furry welcoming committee there to meet us at the door and to offer snuggles :) I would recommend this airbnb to anyone! It's in a peaceful neighborhood and only a short drive to shopping centers and restaurants galore.

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
Enjoyed our stay. Quite quaint & inviting. Temps didn’t favor a dip in the pool, although it was 80 degree water temp. We would recommend for a family that enjoys games & swimming. We would visit again if we find ourselves in that area of WI. 😎
Weekly house rentals

Brew City Inn with Hot Tub
Pri was a lovely host. We had 7 girls there celebrating a bachelorette party and didn’t have any issues! The place is renovated nicely and was perfect for our group! The hot tub hangout area in the garage was so nice; we enjoyed it both nights!

Cozy Family Home in Milwaukee
Andrea was such a great host! We asked for a few recommendations, specifically dog friendly ones. The recommendations were stellar! Very detailed, listed in an easy to read manor, and lived up to the recommendation. Highly recommend Riley's Social House regardless of whether you have a dog with you or not. The environment was amazing and food was excellent! Also the house is very cool! I wish I had the same green thumb as the hosts because the houseplants are amazing. We all 3 felt very at home during our stay.

Lovely 3 bed near Lake Michigan
We were a 4-generation family of 5 and stayed at Laurie's for 10 days! For us, it was a perfect place in a perfect location. The first floor unit required only a few stairs for great-grandma. The full kitchen & dining & living area gave us space to comfortably cook & eat with local family and visit with friends. The 3 bedrooms gave us personal retreat space. The bathroom was big with plenty of manueverable room. Laurie was very welcoming with notes, treats, and helpful contact. She prepped for a young toddler with outlet covers, some toys & books, a crib & high chair, toddler tableware, and even an additional baby-proofing kit. She thought of every amenity; we especially appreciated the nice washer & dryer in the basement, the umbrellas, the large desk/table & comfy chair and iron & ironing board for remote work & Zooms. Being one half block from Capital Dr cafes/restaurants & a playground was ideal and a grocery store and the beach were only a 15-minute walk away. A lovely spot! ❤️🏡

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

The Menlo Guesthouse
I can’t say enough about just how great this stay was. My favorite of all my stays and I’ve had some nice places I’ve stayed. Savannah was so helpful in setting out a high chair for my grandson and had a pack and play available for us to use. The house was so perfect for a family gathering. It was clean, homey, nicely decorated and stocked. Savannah responded to my questions quickly and she is a very nice and accommodating person. We felt so at home there.

Brew City Boho - Wauwatosa
Tc’s house was a perfect place for us to stay while visiting family in Wauwatosa. The location was great, close to everything. The house was very clean and exactly as described. We will definitely stay there again in the future.

Whitefish Bay Getaway; steps from Starbucks!
Adorable neighborhood - super charming and peaceful vibe - very family friendly

Charming Riverfront Home•Free Parking•4 King Beds
My family and I stayed in Milwaukee last week for a wedding. Michelle’s home was a wonderful place to wind down. It was very clean and had everything we needed. The beds were very comfortable. The location was 5-10 minutes from everything and we would gladly stay there again next time we were in Milwaukee. Our only regret was that the weather was cold and rainy so we couldn’t appreciate the outside deck.
Private house rentals

Modern Luxury | Steps to Brady St
The house and area are beautiful. There is lots to do in the area and this part of Milwaukee is very walkable. Everything was as advertised and our dog loved having the fenced in yard. I would recommend staying here if you are visiting Milwaukee.

Entire Wauwatosa Home!
It was a great experience, felt right at home would highly recommend! Thank you Tiffani.

Auburn Place: Cozy 3BR Home in Wauwatosa
Nice property with off street parking, close to everything you want to do in Milwaukee. *Almost* walking distance to watch a Brewers game (2.5 miles). Great grocery stores and restaurants nearby - some within walking distance. Check in earlier than most properties - and check out instructions were easy and reasonable. The hosts communicate well and any questions or concerns I had were answered promptly. Tosa is a quiet, safe, family suburb. This is a good option if your plans bring you to Milwaukee.

Whitefish Bay 3Bedroom Entire House Sleeps 4
My family and I had a very comfortable stay here. It had everything we required to make our time here feel like home. An added bonus: only a 5-minute drive to Kopp’s Frozen Custard! (A must stop for us whenever we’re in the Milwaukee area.) James is an ideal host—pleasant, organized and responsive (vielen Dank!).

4 Mins Walk Lake Michigan Atwater Park Beach. Pets
Our stay was great. Location was awesome. Lokesh communicated with us and accommodated our needs.

Tosa Gem: Home Away from Home
We had a great stay. Lovely house and great spaces to relax in the house and on the deck. Wauwatosa is a charming town and the neighborhood was lovely. Highly recommend this Airbnb.

Beautiful 3+ Bedroom Home Close to Milwaukee
Our stay at Kathy's was perfect. It was my first experience renting someone's home and at first I wasn't sure what to think once I realized it, but quickly realized it was actually quite a bonus. Kathy was very kind and quick to respond. The home was clean and well kept. Unfortunately the weather wasn't the best when we were there so we didn't get a chance to hang out in her BEAUTIFUL backyard space. It looked so amazing and inviting. We'll definitely be staying here when we're back in the area if we can.

House in Alverno Neighborhood
This was one of my favorite Airbnb stays! We loved the historical items in the house, especially the laundry chute, milk delivery door, etc. We felt right at home, and thoroughly enjoyed our stay! Plus, Justin left us a surprise snack. We would definitely stay here again if we are in the area!
Quick stats about house rentals in Glendale
Total rentals
50 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Kohler-Andrae State Park
- Geneva National Resort & Club
- Illinois Beach State Park
- Bradford Beach
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- West Bend Country Club
- Pine Hills Country Club
- Springs Water Park
- Heiliger Huegel Ski Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Discovery World
- Sunburst
- Blue Mound Golf and Country Club
- America's Action Territory