Dog Boarding in Maitland Park, Milwaukee

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

Active and Accepting Requests (incl. from Essential Workers)
1. Karen & Toy Verified Background CheckRover 101

Ready to play and cuddle

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Wonderful Family that always takes such great care of our pup! Their proximity to the airport makes their location ideal for out of town trips. (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Katrina Verified Enhanced Background Check

Home Full Time- Always Available!

Town Of Lake, Milwaukee, WI, 53207

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

"Katrina is awesome! I don’t think my dogs wanted to come home. She treats all the dogs like her own, sleeping in the bed, on her couches and endless playtime... (more)"

Active and Accepting Requests (incl. from Essential Workers)
3. Hannah Verified Enhanced Background CheckRover 101

I will treat your dogs like my own!

Cudahy, WI, 53110

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

"Hannah was great with our 100 pound Bernese Mountain dog. She went out of her way to make sure he was comfortable and happy during his stay. Thanks Hannah! W... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Alyssa Verified Background CheckRover 101

Doggie paradise - with fenced yard!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Alyssa and her husband were great! Magnus seemed very content and looked so happy in every picture she sent. I know he had so much fun because he went to bed... (more)"

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5. Wendy Verified Background CheckRover 101

Home ALL Day.

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"This is the second time my dog stays with Wendy . She’s caring , responsible and my dog loves staying with her . Will keep using her services ! 5 stars!! (more)"

Active and Accepting Requests (incl. from Essential Workers)
6. Erin Verified Background Check

Young or Old, All Dogs are Welcome

Town Of Lake, Milwaukee, WI, 53207

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

"We had to find a sitter for Zoey at the last minute and Erin was great enough to accommodate a meet and great with us and ended up keeping Zoey for 4 nights.... (more)"

Active and Accepting Requests (incl. from Essential Workers)
7. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"Copper came home quite wore out. He and Raffy must've played hard. :) Two things that set Randi apart from other dog sitters... She came to us for initial ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Sara Verified Background CheckRover 101

Experienced Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"Outstanding experience! Sara was incredibly attentive and sent us lots of great photos of our pup enjoying her stay. We were lucky to find such a caring sitter. (more)"

Active and Accepting Requests
9. Daniel Verified Background CheckRover 101

Warm, loving, home like suroundings

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Dan and Holly took great care of our Molly during our trip. Having them to take care of our pup has allowed us to enjoy our trips without worrying about our ... (more)"

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10. Shannon Verified Background Check

Almost one acre with fenced yard

Franklin, WI, 53132

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

"Charlie is slow to warm up to new people, but had a great weekend with Shannon. Shannon sent lots of updates and kept me informed on how Charlie was doing. ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
11. Rita Verified Background Check

I work close to home

Oak Creek, WI, 53154

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

"Rita is very sweet, we had a meet and greet prior to her watching our 14 year old cockatoo for 9 nights. She left work to meet us at her home so we could dro... (more)"

12. Donna Verified Background Check

Fenced yard, we’re usually home

Franklin, WI, 53132

Dog Boarding, Doggy Day Care

"Teague felt right at home with Donna & had lots of fun going on walks and running around the yard! I will definitely have him stay with them in the future! (more)"

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13. Sarah & William Verified Background CheckRover 101

I love dogs!

Wauwatosa, WI, 53213

Dog Boarding, Doggy Day Care, Dog Walking

"Sarah has been my best Rover sitting experience so far! She's so obviously a dog lover— she was very gentle, patient, and loving in gaining the trust of my t... (more)"

Active and Accepting Requests (incl. from Essential Workers)
14. Caroline Verified Background Check

Dogs are better than humans.

Greenfield, WI, 53220

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

"Caroline is one of the sweetest, funniest people I have ever met. She is very caring about everyone around her and is very good with animals. She has lots of... (more)"

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15. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe was an incredible sitter and went above and beyond caring for my nervous little guy! She even bought him a new toy and replenished his food when I did... (more)"

Active and Accepting Requests (incl. from Essential Workers)
16. dawn Verified Background Check

I am a avid pet lover.

West Allis, WI, 53214

Dog Boarding

"She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice! (more)"

17. Erin Verified Background Check

Experienced dog foster parent here!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

"Teague always loves going to Erin’s house! So flexible with pick up and drop off, responds quickly and Teague is always a happy boy when I get back (more)"

Active and Accepting Requests (incl. from Essential Workers)
18. Madison Verified Background Check

Your pet's new best friend!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Dog Walking

"Chevy had a great time staying with Madison. Chevy was very comfortable around Madison and her husband during our meet and greet, which made it so much easie... (more)"

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19. Michelle Verified Background Check

Enthusiastic animal lover!

Washington Heights, Milwaukee, WI, 53208

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

"Michelle was so sweet with our pup. She sent a bunch of pictures and really treated her as if she was her own dog. Tons of walk, toys and love. Thank you Mic... (more)"

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20. Joshua Verified Background Check

All breeds & behaviors welcome!🐈🐩

Riverside Park, Milwaukee, WI, 53211

Dog Boarding, Doggy Day Care, Dog Walking

"Joshua was a great sitter to Indikha! He took her in when we needed a last minute sitter! He sent pictures and made sure she was well taken care of :) thank... (more)"

Dog owners in Maitland Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Maitland Park.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Maitland Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Maitland Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Maitland Park, 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: