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. Samantha

Home full time & love to walk!

Northpoint, Milwaukee, WI, 53211

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

"This is my second review for Sam. My pup Oliver has spent a cumulative 19 days with her while I'm at work, and I couldn't be happier with how it's gone. Sam ... (more)"

Confirmed availability
Christmas and New Year
2. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"This was Trouble's first stay away from home, and only his second stay away from us at all. Tia made us feel very comfortable leaving him in her care, and th... (more)"

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3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was fantastic! I had a last minute reservation and she was available and responded right away. I got updates and pictures everyday on how Theo was doin... (more)"

4. Daniel

Warm, loving, home like suroundings

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"This was an absolute perfect fit. The family was terrific and took exceptional care of our dog. We received a daily email letting us know how our dog was do... (more)"

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5. Tori

Home full time! Dogs are my love!!

Enderis Park, Milwaukee, WI, 53210

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

"Tori was amazing! My two pups peaches and phin had a great time on their over night stay. Tori is was in constant contact with me before and during their sta... (more)"

Confirmed availability
Christmas and New Year
6. Maria

Duplex with a fenced yard.

Burnham Park, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Dog Walking

"As a long time friend of Maria, I can confidently vouch for her empathy and compassion towards dogs, cats, and every animal in between. A kind soul, Maria c... (more)"

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7. Paige

Will spoil your dog as my own!

West Allis, WI, 53214

Dog Boarding, Doggy Day Care, Dog Walking

"Paige is one of the most responsible people I know. She is organized, compassionate, loving, and always looking for new ways to grow herself and her pup. Sh... (more)"

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8. Valerie

Mutt Mama <3

Nash Park, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care

"Pepper loved staying with Val and Bear! I got tons of photos while I was on my trip and knew she was being well loved and taken care of. Val even let me leav... (more)"

9. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

"Daisy had an excellent stay with Steve and the pack over the holiday weekend! She was missing home the first night but it sounds like Steve treated her like ... (more)"

Confirmed availability
Christmas and New Year
10. 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)"

11. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Deanne was amazing! Sent two photos of my little Koda every day and genuinely seemed to care for him (staying with him to eat because he gets food-shy when ... (more)"

12. Dana

Home full-time!

West Allis, WI, 53214

Dog Boarding, Doggy Day Care

"We picked up our dog Cady this afternoon after a weekend with Dana & her family. Cady was pooped. From all the pictures Dana posted Cady had a wonderful ti... (more)"

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13. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"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)"

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14. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Lucinda was amazing with Peanut! She sent us multiple updates every day. Peanut loved having Lucindas company, sleeping in her own room and spending a lot of... (more)"

Confirmed availability
Christmas and New Year
15. Kristy

I'm their home away from home ❤

West Allis, WI, 53214

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

"I could not ask for a better dog sitter! She treated my Ellie so well and sent me so many pictures! Ellie really enjoyed her time and is still exhausted. Tha... (more)"

Confirmed availability
This weekend
16. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53222

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

"This was our first experience with Rover, and Kristie was wonderful! Oakley has a blast and almost didn’t want to leave when we picked her up. Kristie even s... (more)"

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17. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Dogs did soo well with Sandy! So thankful to find somewhere they can stay comfortably when we are gone. She was very accomodating and really appreciated she ... (more)"

18. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"My puppy had a great visit with Shawn and his family. We will happily bring him back. Lots of love and affection made for a happy pup and owner! (more)"

Confirmed availability
Christmas and New Year
19. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie and her family were great with Kaiser! I think he really enjoyed having a pack to stay with while we were gone. I loved Julie's updates too! I'm so gla... (more)"

Confirmed availability
Christmas and New Year
20. Framaris

Home full time-

Washington Park, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Hi! My name is Deisy Guio and I know Framaris Hernandez 11 years ago. She is a very careful and responsible person. I trust her 100% and that's the reason wh... (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: