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.
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1. Sara

Experienced Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"We were so lucky to find Sara and Angelise! Not only were they a block away, but they also had a pitbull AND rat terrier mix (same as us). Care was 100% and ... (more)"

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2. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Tia did a great job with my pup, CoCo, while I was out of town. I really appreciate the fact she kept me up to date with CoCo's care via photos of her mingl... (more)"

3. Megan

I love your dog already!

Lower East Side, Milwaukee, WI, 53202

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

"Adele was the best sitter we have found on rover to days. She was very flexible with meeting us before the trip, asked us questions, and sent lots of pics du... (more)"

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4. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"I've never been away from my dogs for more than a day so I was really worried when we were going on vacation for 6 days. Cindy made sure to send updates and ... (more)"

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5. Samantha

Home full time & love to walk!

Northpoint, Milwaukee, WI, 53211

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

"I can't say enough good things about Sam! She has been dog sitting for my puppy for the past 3 weeks. She is caring, responsible, and fun. Oliver (my pup) li... (more)"

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6. Margrethe

Jack Russell of All Trades

Golden Valley, Milwaukee, WI, 53222

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

"This was our dogs' first Rover experience and I couldn't have been more impressed with Margrethe! She was extremely professional - you can immediately tell t... (more)"

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7. Daniel

Warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Dan and his family took fantastic care of Emmy over her 3 day vacay. Everyone was wonderful, extremely kind and caring. Emmy came home very happy and relaxed... (more)"

8. Kristy

I'm their home away from home ❤

West Allis, WI, 53214

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

"Kristy is great and we will definitely be staying with her again in the future. Murphy had never stayed with anyone other than family and he’s old and a litt... (more)"

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This weekend
9. 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)"

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10. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Andrea is the BEST!! She takes such great care of my boys and my boys feel at home with her. She is my go to girl, she’s a total animal lover! (more)"

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11. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

"Lucinda was amazing with my special needs senior dog. She stayed up all night with him in a storm, and even cleaned out an ear that was bothering him. Coul... (more)"

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12. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Andrea and her family are awesome!!:). We feel so comfortable every time our pup goes there! Winston also loves coming and gets so excited...:) (more)"

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13. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Steve is great! Our dog, Butler, loves going over and playing with all his friends. He comes home exhausted and I know he’s been in great hands! Definitely r... (more)"

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14. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"We felt very comfortable leaving Ruby with Matthew. This is our first experience with Rover.com and it couldn't have been better. We brought Ruby over prior ... (more)"

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15. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

Dog Boarding, Doggy Day Care

"Wow!!! Marlena was incredible. She was so awesome with my dog and providing updates. She also helped me realise some training tricks and things about my dog ... (more)"

16. 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)"

17. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Kirstie was great with my dog Mabel! I really appreciated the updates and pictures she sent daily. I could tell Mabel was well taken care of and loved! Kirst... (more)"

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18. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was absolutely wonderful! You can tell she is a true animal lover. I felt so at ease when my little pup was there as she sent updated pictures througho... (more)"

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19. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris did a wonderful job watching my high-energy dog for an overnight stay. He took Murray along with him and his dog, Piper, on walks, runs, and a trip to ... (more)"

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20. Mae

Positive vibes

Washington Park, Milwaukee, WI, 53208

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

"Mae is a dog mom. She is a wonderful and responsible caregiver for dogs. She have taken care of my dogs before. She did such an amazing job. I can always dep... (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: