Dog Boarding in Washington Heights, Milwaukee

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

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1. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

38 repeat clients

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

2. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

10 repeat clients

"I was so happy with Abby's visit! Julie is such a kind, calm woman and that extends to our little fur balls! Receiving pictures of Abby and the fun she was h... (more)"

3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

31 repeat clients

"Cindy was great with my dog Louie! He stayed from Friday morning until Sunday night. She sent photos of Louie and gave me updates. You can tell she truly has... (more)"

4. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

2 repeat clients

"Traci was fantastic... She took great care of my girls. She sent lots of photos. It’s a huge relief knowing we have a better option then a kennel.. We Highly... (more)"

5. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

11 repeat clients

"I hesitate to give a 5 star review only because I want to selfishly keep Monica available for future pet sitting needs. However, I'm willing to share the lo... (more)"

6. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

7. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Melainie did a great job watching Buddy. She sent lots of picture updates and was very patient with him. He is an older dog and can sometimes be very needy, ... (more)"

8. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

Dog Boarding, Doggy Day Care, Dog Walking

26 repeat clients

"Melissa did a wonderful job. She was extremely accommodating with drop off and pickup times. She sent me photos of our dog and took great care of him. He ... (more)"

9. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

9 repeat clients

"Jonathon and Kelsey were awesome. One of my dogs gave them a very hard time, but they worked with it and went with the flow. They kept me updated and sent m... (more)"

10. Rebecca

Loves long walks on the Riverwalk!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

"Rebecca was a wonderful sitter. She took care of my dog as I would have, he came home happy, and she reassured me that he was ok the whole time I was out of ... (more)"

11. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

19 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

12. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

15 repeat clients

"April has watched my dog Jake multiple times now. Every time she has been very responsive to texts and keeps us updated while we are away. She has a large fe... (more)"

Available this weekend
13. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"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)"

Confirmed Holiday Availability
14. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

59 repeat clients

"I could not have found a better situation for my dog! Amber and her mother were loving, attentive and skilled with helping my dog fit into the household and ... (more)"

15. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Thank you so much glad our Stuart was in good hands and had another dog to play with! He is resting now thanks! (more)"

16. Quinn

Home 90%, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"Quinn was very good with our dog (55 lb Lab "Ame"). We can tell she was given plenty of attention, exercise, and care. She sent photos and updates regularly.... (more)"

17. Diana

reliable, flexible& loving sitter

Avenues West, Milwaukee, WI, 53233

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

"Good communication, easy to work with, dog was returned safe and happy. (more)"

18. Kayla

Dog Mom

Wauwatosa, WI, 53072

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

2 repeat clients

"Kayla and Jason are the sweetest couple. They took such good care of our puppy and provided such a fun environment that she looked sad to leave when we picke... (more)"

19. Raquel

Your dog is family

Story Hill, Milwaukee, WI, 53208

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

About: I'm Raquel - 22 and living in Milwaukee. I've yet to meet a dog that I didn't like. My seven year old dog Stella is one of my best friends, she's a... (more)

20. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

Dog Boarding, Drop-In Visits, Dog Walking

"Steph did a great job watching my Pit Bull. (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: