House holiday rentals in Wauwatosa

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Popular amenities for Wauwatosa house rentals

House rentals with a pool

Guest favourite
Home in Brewer's Hill
4.92 out of 5 average rating, 140 reviews

The Gem of Brewers Hill w/hot tub & seasonal pool

GerryRating, 5 stars4 weeks ago
Excellent location and plenty of beds and bathrooms.
Home in Caledonia
4.85 out of 5 average rating, 75 reviews

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

SherriRating, 5 stars3 months ago
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.
Guest favourite
Home in Mequon
5 out of 5 average rating, 11 reviews

Vacation home: heated inground pool on 4+ acres

AvremiRating, 5 stars1 month ago
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!
Guest favourite
Home in Cudahy
4.78 out of 5 average rating, 153 reviews

Make Yourself At Home! Close to Lake & Airport!

AliciaRating, 5 stars4 days ago
Ann is a wonderful host. She welcomed us with slushes and said dhe could commidate early arrival and late dismissal. It was raining when we arrived and we decided on staying at the house for the evening where we enjoyed the hot tub. The next day we were greeted with a great breakfast. Ann also recommended a more private beach location to enjoy. I also enjoyed loving on her golden retriever and cats and watching the bunnies scurry around outside. We would stay again if we were in this ares.
Top Guest favourite
Home in Brewer's Hill
4.97 out of 5 average rating, 177 reviews

The Peacock Place w/ Seasonal Outdoor Heated Pool

GregRating, 5 stars2 days ago
Unlike most Airbnb’s that I’ve stayed at, we got to meet our host, Stephanie in person just by chance. She was so lovely and made sure that everything was OK for our stay. The home was comfortable, clean, spacious, and close to everything we needed. What a wonderful home for our vacation!
Guest favourite
Home in Riverwest
4.92 out of 5 average rating, 26 reviews

Central Location w/ Skyline View

CieraRating, 5 stars3 months ago
Cute place! Stayed here for a couple months. Dave and Cathy were very friendly and welcoming and quick to fix any issues.
Home in Milwaukee

Townhome Villa private oasis

Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Weekly house rentals

Guest favourite
Home in Wauwatosa
4.94 out of 5 average rating, 34 reviews

EKO Stays - Your Home Away From Home!

KellyRating, 5 stars5 months ago
Had a great stay! The hosts were very welcoming and accommodating! The location was very convenient.
Guest favourite
Home in West Allis
4.96 out of 5 average rating, 68 reviews

The Stallis Palace

BradRating, 5 stars2 days ago
Great location for all the attractions we were interested (Milwaukee county zoo, downtown, American Family Field). Easy to find. Easy parking. One small hiccup with the AC but Michael was quick to respond to messages about the issue and quick to get the problem solved. By the time we had returned from our days activities the repairs had been made!
Guest favourite
Home in Wauwatosa
4.89 out of 5 average rating, 66 reviews

Family friendly, Private Patio, Walkable, Quiet

DamonRating, 5 stars3 days ago
The stay there was excellent. Just like the last time we stayed there. Except this time they had did some remodeling and it came out great. I highly recommend this location to anyone. It’s home away from home. And you always get a quick response if there’s anything you need.Thank you so much.
Guest favourite
Home in Wauwatosa
4.91 out of 5 average rating, 47 reviews

The Tosa Sage House, come enjoy your stay!

Todd & DonnaRating, 5 stars2 months ago
We chose the Sage House because we were providing respite care for a family member very close by, and we wanted to bring along our dogs as we took turns heading over there. The caregiving was stressful, and returniing to the Sage House was a welcome relief. It has an amazing calming and peaceful vibe -- clean, clutter-free, soothing colors and decor, comfortable and thoughtfully-chosen furniture. I think I've never felt better in an Airbnb before. It's like Michael and Jess got into our heads to figure out what we wanted and needed in a home away from home and then provided those things for us. It's a special place!
Top Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 27 reviews

Tosa Gem: Home Away from Home

Kaaj-SabRating, 5 stars1 day ago
Pao was a great host and communicated well when needed. The house was the most cozy, homey feeling, and beautifully esthetic. Would definitely stay here again and share with friends and family!
Superhost
Home in Wauwatosa
4.73 out of 5 average rating, 165 reviews

Waffle Bar | Game Room | Fenced Yard | 4 bedrooms

YiaRating, 5 stars1 week ago
it was a great place to stay. Will use it next time I come back to visit family
Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 23 reviews

The Mayfair Midcentury

SusanRating, 5 stars5 months ago
This was perfect for our family for Christmas. The kitchen was perfect for cooking our Christmas dinner. The table was a little small and could only seat 4, but the kitchen had seating at the countertop. Overall, lovely home.
Guest favourite
Home in Milwaukee
4.97 out of 5 average rating, 30 reviews

The Hadley House

JustinRating, 5 stars1 week ago
The perfect spot for our family for a few days during relocation. Would absolutely stay again if in the area. Timothy was responsive, place was EXTREMELY tidy and had some games and entertainment for the kids. 5 stars!

Private house rentals

Top Guest favourite
Home in West Allis
4.94 out of 5 average rating, 16 reviews

Your home away from home

SarahRating, 5 stars2 months ago
Sondra was great and the house fit our needs! It was great to have a home away from Home after long days at a robotic competition. Sondra was responsive to questions and even asked how the competition was going. Would definitely recommend and would stay there again if we were in the area.
Top Guest favourite
Home in Milwaukee
5 out of 5 average rating, 28 reviews

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

DavidRating, 5 stars6 days ago
Dan and Catherine were friendly and available for any questions. The house was beautiful and had all the amenities we needed during our stay. Comfortable, great location for Milwaukee experiences. I would not hesitate to stay here again!
Superhost
Home in Whitefish Bay
5 out of 5 average rating, 5 reviews

Whitefish Bay Beauty!

CharlesRating, 5 stars11 months ago
Beautiful home in a great area of town. Close to downtown but away from the hustle and bustle. The back patio area feels like an oasis and a great place to unwind after the day. The house has everything you need for a wonderful family trip and I would definitely recommend it to anyone visiting the area
Guest favourite
Home in Glendale
4.92 out of 5 average rating, 26 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars4 weeks ago
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!
Guest favourite
Home in Waukesha
4.98 out of 5 average rating, 86 reviews

Brand New Studio w. Private Entry + Garden Patio

AdrienneRating, 5 stars3 weeks ago
Hubby and I stayed Friday and Saturday night. The room was perfect for us. Not too big and not too small. Plenty of amenities in the room to make us feel welcome. We didn't get a chance to sit out on in the backyard, but the view was beautiful.
Superhost
Home in West Allis
4.64 out of 5 average rating, 45 reviews

The Bake House

JenniferRating, 5 stars1 week ago
Amazingly clean and comfortable. This house was stellar! Well stocked, beautiful home and furnishings, but the number one stand-out was the cleanliness! Thank you for a clean comfortable place to stay.
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 29 reviews

Cozy, Colorful 2 Bedroom Bungalow

DarlaRating, 5 stars9 months ago
From the booking through checkout, Elyse had excellent communication. Concise instructions and available for any questions. Elyse’s home was cozy and quaint. It had everything we needed and extras. Plenty of throw blankets, water, and snacks. No need for hand soap, shampoo, etc…all included. All cabinets and drawers in kitchen neatly organized with labels! The bed was very comfortable. We were able to come back from busy days and relax. Even though the house was close to a main road, at night it was quiet as not much traffic. Very safe. Friendly neighbors as well. It is across from a school, but since it was the holiday, I cannot speak to traffic on school days. I highly recommend Elyse’s place; she is an excellent host who strives in great attention to every detail!
Guest favourite
Home in Milwaukee
5 out of 5 average rating, 17 reviews

Spacious 2 br Complete Living

CrystalRating, 5 stars1 week ago
Comfortable stay for our weekend visit for Father's Day weekend. Plenty of amenities, although we didn't need all of them for our short stay. Instructions and house rules were clearly posted around the house. Once or twice we heard noises outside, like loud music from passing cars, but nothing past quiet hours, so it wasn't a bother. Overall, a nice place to stay. We can tell the house is cared for very well.

Quick stats about house rentals in Wauwatosa

  • Total rentals

    120 properties

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 properties include access to Wi-Fi

Destinations to explore

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