The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Dog Boarding in Washington Heights, 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

"Tia was great! My dogs had so much fun with her (as evident by the pics she sent) she didn't mind me texting to check on them (at least she didn't tell me to... (more)"

Confirmed 4th of July Availability
2. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Deann and her family were great dog sitters. They sent me pictures and updates about Midna and I immediately felt like I was leaving her in good hands. (more)"

Confirmed 4th of July Availability
3. 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)

4. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Gracie had a great stay with Cindy. Cindy was able to take her on short notice, and was quick to respond to my messages. She also sent photos every day, whic... (more)"

5. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Daniel and his wife really set my mind at ease while watching my puppy. I received updates with pictures daily. With this being my pup's first overnight sta... (more)"

6. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Steve is amazing! I would recommend him to anyone looking for a reliable and trustworthy dog caretaker. I received daily photos plus had requested a daily up... (more)"

7. 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)"

8. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

"Mellisa is great, sending pictures everyday, and really taking care of our really hyper pup. (more)"

9. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"My dog had such a good time staying with Julie and her family. I could tell from the photos Julie sent that my dog was happy and well cared for. I will def... (more)"

10. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Our dog had a stellar experience with Andrea. We couldn't be happier to have found a such a loving and caring home away from home for our "fur-baby". (more)"

11. Sharon

Retired dog lover and a fenced yard

Washington Heights, MILWAUKEE, WI, 53208

Dog Boarding

"Sharon has deeply cared for dogs for most of her life. Sharon enjoys walking her neighborhood and will make sure all pets have great exercise and fresh air. ... (more)"

12. Michaelangelo

Full time availability

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

"Michaelangelo was great! He sent me pictures to show how she was doing. He took her for walks and played ball. He was very accommodating to the times I nee... (more)"

13. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

"Lucinda was so great with Fiona. She was very accommodating and attentive to her. Took her on walks, played fetch with her and sent lots of pics :) would def... (more)"

14. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

"This was our first experience using any type of sitter for our dog Mabel. We were obviously nervous because Mabel is a part of our family. We Met with Marlen... (more)"

15. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was amazing. We were able to enjoy our sons wedding weekend knowing that Roxie was in such good hands. We received several texts and pictures each da... (more)"

16. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Our Pomeranian was greatly cared for by Amanda. She is incredibly patient and understanding of our small dog's needs. Would recommend her to everyone. She ... (more)"

17. 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)"

18. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"I am so happy we had Thura stay with Clare during out week out of town! Clare has been walking Thura for some time now and she obviously has developed a grea... (more)"

19. 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)"

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)"

Dog lovers in Washington Heights, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Washington Heights 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 Washington Heights, 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 Washington Heights 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 Washington Heights, 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

Card image cap

1) Browse Sitters

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

Card image cap

2) Contact Sitters

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

Card image cap

3) Book & pay

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

Card image cap

4) Enjoy your trip

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