Dog Boarding In Midtown Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Olaf was so happy and exhausted when I picked him up, so I could tell Tia did a great job taking care of him! The little treat bag and doggy report card were... (more)"

Confirmed 4th of July Availability
2. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Deann was very accommodating. She was quite flexible with her pick-up and drop-off times. Her dog, Hazel, seemed to be very well-mannered and interacted well... (more)"

3. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Steve is great! Our dog, Butler, loves going over and playing with all his friends. He comes home exhausted and I know he’s been in great hands! Definitely r... (more)"

4. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My dog had a great time with Matt and his dogs. He got to spend a lot of time out in Matt's yard and I loved the pictures he sent. Matt was also great with t... (more)"

5. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"She was fantastic. She kept in contact and let us know how Abby was doing. (more)"

6. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Julie & her family took wonderful care of my dog, Wink, while I was away. I received text updates & photos multiple times each day & I felt like he was loved... (more)"

7. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Balto and I are very happy to have met Dan and his lovely family! They took great care of Balto during this past weekend. I'm sure Balto is looking forward t... (more)"

8. Megan

I love your dog already!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Adele was the best sitter we have found on rover to days. She was very flexible with meeting us before the trip, asked us questions, and sent lots of pics du... (more)"

9. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pi... (more)"

10. Jazmin

Providing exercise, care and love

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Jazmin was fabulous with our little Jack Russell. She gave a so much attention and updated us on their fun weekend together! I’m so glad we found Jazmin on R... (more)"

Confirmed 4th of July Availability
11. Jo Ann

Home full time-fenced in yard

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Thank you JoAnn for watching my dog for 3 nights in a row, walking him, and letting him be comfortable where ever he wanted in your home. Love your backyard ... (more)"

12. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Dog Walking

"Abigail did a great job watching my dog Frodo for a few days - she kept me updated with pictures of our dogs snuggling on the couch looking out the window to... (more)"

13. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Lambeau was just as relaxed and excited after his staycation with Sandy as I was after enjoying my own vacation. I would definitely recommend Sandy to anyone... (more)"

Confirmed 4th of July Availability
14. Davena

I'm great with ALL types of pups ♡

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am an online college student that works remotely part-time. I live with roommates who are also (physically) attending college and four wonderful ... (more)

15. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Once again, Amanda did a wonderful job with Lambeau while we were out of town for our daughter's wedding. She is very easy going and provides photo updates ... (more)"

16. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Steph took great care of Boomer while I was in Milwaukee for the night! She sent me multiple photos and updates and was very professional. She is easy going... (more)"

17. Caroline

Home full-time

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Caroline and Dan are both very knowledgeable and friendly! They were very accommodating with my hectic schedule and kept me updated during Ty's stay. Thanks! (more)"

18. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"My puppy had a great visit with Shawn and his family. We will happily bring him back. Lots of love and affection made for a happy pup and owner! (more)"

19. Brian

Fenced in backyard

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Brian is wonderful with all pets, especially dogs. He is a very caring owner for his dog, Lucy, and seems to enjoy being around dogs whenever possible. When ... (more)"

Confirmed 4th of July Availability
20. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I had a great experience leaving my dog with Anna for a few nights. She was very easy to work with and sent lots of pictures and updates during the stay. I w... (more)"

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Midtown, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Midtown dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Midtown, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Midtown dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Midtown, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.