Dog Boarding in Maitland Park, Milwaukee

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

1. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

4 repeat clients

"April had a great idea of a meet and greet prior to them watching the dogs. We were able to see the dogs in her environment which created a wonderful sense ... (more)"

2. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"My 5 month old puppy stayed with amy and shilo for the weekend, she was very good with her and kept me updated and sent pictures all weekend. My puppy can be... (more)"

3. 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)"

4. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 repeat clients

"Sarah and family did such a great job watching our fur-baby, we can't thank them enough! Ada loved playing, walking, and napping with Lucy. Communication was... (more)"

5. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

2 repeat clients

"Hannah, and Bennett were great with Lucy. Lucy was healthy, and happy after a week's vacation with Hannah, and Bennett. Hannah, and Bennett have such a posit... (more)"

6. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

9 repeat clients

"Who doesn't like to hear how much a dog sitter loves your dog? As soon as we met Vanessa, we knew that she loves dogs AND is a skilled dog sitter. We were im... (more)"

7. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

26 repeat clients

"I was was very happy with the service Kathleen provided. I don't usually leave my dogs overnight and was a little anxious to do so. But, after meeting with... (more)"

8. Jasna

Take a Paws

Franklin, WI, 53132

Dog Boarding, House Sitting, Drop-In Visits

"I have never used Rover.com before, but I will be recommending it to everyone from now on! I was reluctant to leave my dog Fritz in a kennel for the weekend... (more)"

9. 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

2 repeat clients

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

10. 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)"

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. 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

17 repeat clients

"We needed a last minute sitter for our pups-Nick was very accommodating. We brought the pups over to meet his dog before dropping them off the following day.... (more)"

13. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

4 repeat clients

"I can't say enough about Heather. I received emails and pictures daily from her about my dog Woody and it was great to know he was doing just fine. No more k... (more)"

14. 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)"

15. 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)"

16. Laura

Dog loving, caring

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"Laura sent me pictures of snuggle time and Chewie looked very happy! He seemed totally at ease when I picked him up, so I can tell he had a good visit. Laura... (more)"

17. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

Available this weekend
18. Chris

Good With Dogs b/c I Use To Be 1

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

"Doted on my Meadow like I would have. She came home happy. 5/5, will let dogsit again. (more)"

19. 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)"

20. 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)

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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: