Pet-friendly holiday rentals in Milwaukee

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Top-rated pet-friendly home rentals in Milwaukee

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Milwaukee

4.96 out of 5 average rating, 135 reviews

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Beautifully appointed 2 bedroom, 1 bath with all of the comforts of home! Fast internet, private space, great for remote working. Lower unit in duplex, built in 1906, has been lovingly updated to reflect current design sensibilities while preserving the house’s historic character. Perfect for groups or a couple that wants to stretch out. Great location, next to Humboldt Park and short walk to all that Bayview has to offer. Short drive to 3rd Ward, Fiserv, Festival Park. Sorry No Parties please.

1–8 Jun

$232 SGD per night

Guest favourite

Guest suite in Milwaukee

4.98 out of 5 average rating, 128 reviews

Lavish tub, parking spot in a walkable foodie area

Welcome to this lively space full of character! Includes all the essentials needed for a day trip or weekend stay. Expect all the right vibes from the natural light and spacious atmosphere. Local staples (coffee shops, restaurants, breweries) are all walking distance. You are a short drive to major attractions: 4 mins to the Harley-Davidson Museum/5 mins to the MKE Public Market/6 mins to Summerfest/7 mins to Fiserv Forum/8 mins to American Family Field Enjoy a sweet life at Suite Life MKE!

17–24 Sep

$219 SGD per night

Superhost

Home in Cudahy

4.81 out of 5 average rating, 103 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

5–12 Dec

$88 SGD per night

Guest favourite

Loft in Milwaukee

4.87 out of 5 average rating, 465 reviews

The Dragonfly Loft

The second floor of this house is a spacious private lofted area that is very open and has high ceilings. Private entrance and close to the city. Near small bars, stores and short walk to buses that can take you into the city. Also want to say that I change to space around so it may look a little different then the photos from time to time but not by a lot. my family and I live on the lower unit, If you have any questions or request before check-in please message. We don't do long term stays.

7–14 Jul

$134 SGD per night

Superhost

Flat in Milwaukee

4.86 out of 5 average rating, 204 reviews

The LuLu Nest: Bay View Studio, 5 min to downtown!

Cozy and convenient studio apartment in the center of one of Milwaukee's hottest neighborhoods! Bay View, situated right betw downtown Milwaukee and the airport/Amtrak hub, is the perfect neighborhood to enjoy all the best Milwaukee has to offer. This studio apartment is only one of five in our building and is situated right above a popular neighborhood restaurant yet still quiet and tranquil enough for a good night's sleep. Book 5+ nights and receive a gift certificate to our restaurant!

29 May – 5 Jun

$114 SGD per night

Guest favourite

Guest house in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

18–25 Nov

$193 SGD per night

Guest favourite

Home in Milwaukee

4.9 out of 5 average rating, 422 reviews

Historic Home, Private First Floor, free parking

No parties. No Smoking in the House. Our recently renovated +130 year home will suit all your needs during your stay in Milwaukee. Your spacious, private rooms bedroom, bathroom, dining room, and Living room, on the first floor of the home. You also have access to the chiefs kitchen for all your cooking needs. Due to Covid-19 Milwaukee is still under partial closures. No parties. On a quiet street just steps away from adventure and fun. A short distance from downtown and the lakefront.

5–12 Jul

$157 SGD per night

Guest favourite

Flat in Milwaukee

4.93 out of 5 average rating, 288 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.

13–20 Sep

$136 SGD per night

Guest favourite

Flat in West Allis

4.91 out of 5 average rating, 253 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

5–12 Oct

$138 SGD per night

Superhost

Flat in Milwaukee

4.85 out of 5 average rating, 144 reviews

Comfortable east side Milwaukee apartment

Clean and comfortable one bedroom apartment with queen size bed, full kitchen, and onsite coin laundry laundry. Located on the desirable east side of Milwaukee, you will find plenty of restaurants, coffee houses, and boutique type shops all within close proximity. Only 2.5 miles from the Summerfest grounds and right near Lake Michigan! Free garage parking, but accommodates vehicles that do not exceed 73" in height.

30 Mar – 6 Apr

$143 SGD per night

Guest favourite

Guest house in Milwaukee

4.86 out of 5 average rating, 274 reviews

Cozy Brewer's Hill Coach House

Studio coach house is up stairs above garage and on a quiet street. Included kitchen, bathroom, one Queen bed and some seating, being 2 blocks away from a skyline view and nearby bars. 1 parking space is included. Cats and dogs OK. This is a perfect space to come back to after a day of adventuring in Milwaukee. We love this city and have lots of suggestions on things to do, places to eat and how to get around!

23–30 Jan

$148 SGD per night

Guest favourite

Flat in Milwaukee

4.86 out of 5 average rating, 369 reviews

Riverwest Loft with city skyline view

This amazing loft space has one of the best views in Milwaukee! Once you get upstairs, you won't want to leave! We offer a full kitchen, bathroom with shower, private bedroom and a single bed and futon in the common area. On the 3rd floor of a 3 unit building. Very close to breweries, Bucks Stadium, downtown, Brady St, East side, festivals, etc. We've enjoyed fun times here and know you will too!

9–16 Oct

$129 SGD per night