Dog Boarding in Maitland Park, Milwaukee

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

1. Lisa

Happy tails while you are away!

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding

"Lisa has taken care of both my dogs for the past 7 years. She loves them as much as we do and they are always excited to see her. Your dogs will find a home... (more)"

2. April

A dog lover missing my own doggies

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

3 repeat clients

"Oh where do I begin by how happy I was with April?! She is very nice and comfortable and so is her home. Updates everyday showed just how much Abby was happy... (more)"

3. Jackie

Caring for One Tail at a Time

Oak Creek, WI, 53154

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

About: I have been around and cared for pets all of my life from ferrets to fish to dogs and cats. I have cared for dogs since childhood including a Chow ... (more)

4. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

"Matt and Jackie were AWESOME! They came to meet Marvin and even offered to let us drop him off the evening before our appointment instead of super early the ... (more)"

5. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"Amy was so accommodating taking Benji last minute. She made him feel right at home and me at ease and sent me lots of pictures. She had lots of space, a back... (more)"

6. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

3 repeat clients

"Sarah took a great deal of time making sure my pup was well-associated with her, her family, and her surroundings. She took excellent care of my dog and will... (more)"

7. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

16 repeat clients

"Awesome. Nick was great, so easy to coordinate and he was super accommodating wth my flight schedule. We did a meet and greet first, his dog Bambi is so swee... (more)"

8. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Lucy's stay with Micah was our first experience with Rover and it couldn't have been better! I was able to book pretty last minute in a pinch, and Micah was ... (more)"

9. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

19 repeat clients

"Penny had such a fun time staying with Kathleen! She came home and slept for quite a while and even seemed a bit tired the next day too. I know Penny enjoyed... (more)"

10. Victoria

Who RESCUUED who?....

St. Francis, WI, 53235

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

2 repeat clients

"Victoria was a great dog sitter. She was very accommodating of me needing to drop Stella off early in the morning and texted to let me know how Stella was do... (more)"

11. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Wonderful experience!!! I felt completely comfortable leaving Penny with Jennifer who is very knowledgeable about dogs. I really appreciated getting pictures... (more)"

12. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

1 repeat client

"We're so happy we left Ozzy with Hannah and Bennett. After our first experience with Rover ended poorly we were nervous about trying again but had no other o... (more)"

13. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

3 repeat clients

"Heather was a fantastic sitter. She provided a lot of information up front, took good care of our dog, and provided us with a lot of updates so we knew how h... (more)"

14. Laura

Dog loving, caring

Bay View, Milwaukee, WI, 53207

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

About: I have experience pet sitting and dog walking for a couple people over the years. I am looking to care for dogs for my own benefit and yours. I a... (more)

15. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Such a sweet person and really cares for your dog as if he/she is one of her own. I had the best time going out of town knowing I was leaving my baby in good... (more)"

16. Aleisha

Nothin but Smooches for your Pooch!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"I asked Aleisha, last minute, to watch my Corgi 'Rose' so that I could attend a family get together. She had no issues with the short notice and I was able t... (more)"

17. Rebecca

Energetic Dog Lover!!

Oak creek, WI, 53154

Dog Boarding, Doggy Day Care

About: Although I have only had my dog for about a year and a half, I have been around them for most of my life. Our dog, Sadie, was a stray that we took ... (more)

18. Robert

Let's take a walk in the park!!

Bay View, Milwaukee , WI, 53207

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

1 repeat client

"Our dogs were happy and tired. What more do you need. (more)"

19. Peter

Experienced animal caretaker.

Greenfield, WI, 53221

Dog Boarding, Doggy Day Care

About: Hi! I'm Peter, your dog's second best friend! I've never met a dog I didn't like. They provide unconditional love, loyalty and friendship, and I wa... (more)

20. Chris

Good With Dogs b/c I Use To Be 1

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

"Great job! They were very sweet to Lucy and gave updates regularly and contacted me when they were concerned about my dog's injury. (more)"

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Learn About Premier

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: