Dog Boarding in Wedgewood, 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.
1. Denise Verified Background Check

Make your next trip worry-free!

Honey Creek Parkway, Milwaukee, WI, 53213

Dog Boarding, House Sitting

"Denise was absolutely fabulous with my goofbutt! She sent updates regularly with photos, and asked permission before trying new things with him. He needed so... (more)"

Confirmed availability
Labor Day
2. 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)"

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3. Daniel Verified Background CheckRover 101

Warm, loving, home like suroundings

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"We couldn't have asked for better sitters for our pups! Dan and Holly were absolutely fantastic and really showed our babies the love and affection we couldn... (more)"

Confirmed availability
Labor Day
4. Joyce Verified Background Check

Lifelong doggie mom

Jackson Park, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Dog Walking

"Was able to accommodate my pups last min and took them a day early without charge. She bathed them and they seemed to have a great time. She is very understa... (more)"

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5. Karen & Toy Verified Background CheckRover 101

Ready to play and cuddle

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Karen & Toy went above and beyond to make our little guy comfortable. They watched our dog for 5 days which was the longest we have ever been away from him &... (more)"

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6. 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

"Miranda was so great. Our dog was clearly well taken care of and has come back so tired. I definitely think she was sad to leave Miranda's! I got a lot of gr... (more)"

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7. Jill Verified Background Check

Caring Animal-Loving Vegan 💜

West Allis, WI, 53227

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

"She was absolutely wonderful with my pup. He's older and has special needs, and she took care of all his needs. She sent me regular updates through pictures ... (more)"

Confirmed availability
Labor Day
8. Kayla Verified Background Check

Passionate and trustworthy care!

Southpoint, Milwaukee, WI, 53221

Dog Boarding, Dog Walking

"Kayla L. Is the best dog sitter I know. I trust her 1000% with my babies. She goes above and beyond and treats them as if they were her own. I would highly r... (more)"

Confirmed availability
Labor Day
9. Megan Verified Enhanced Background Check

Mama Meg’s Doggy Daycare Services

West Allis, WI, 53219

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

"She is the biggest dog lover I know and knows how to control and handle dogs while being gentle and fair. She always puts her own animals needs before her ow... (more)"

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10. Natalie Verified Background CheckRover 101

The best option for daycare is here

Wedgewood, Milwaukee, WI, 53220

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

"Piper had a blast at her stay with Natalie and Jenn. They had a birthday party for her and had a St Patty's day party. We will definitely use them again fo... (more)"

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11. Andrea Verified Background CheckRover 101

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Andrea took amazing care of Daisy and sent me updates throughout the stay! She also was able to squeeze me in very last minute for the meet and greet and stay! (more)"

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12. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Marvin had a wonderful time with Cindy. She introduced him slowly to the other dogs, and was attuned to his needs. I highly recommend her services! (more)"

13. Jill Verified Background Check

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

"This was the first time I left our 8 year old schnauzer, Winnie, with Jill K. Everything went very well. Jill is very accommodating with drop off and pick... (more)"

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14. Jes Verified Background CheckRover 101

The Hardy-Berndt Ranch

Kensington, New Berlin, WI, 53151

Dog Boarding, Drop-In Visits, Dog Walking

"Positive stay. Jes very professional and really is cautious about safety and comfort for your pet. Highly recommend, and will use in the future. (more)"

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15. Wendy Verified Background CheckRover 101

Home ALL Day.

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Wendy was so wonderful with my dog and modified to his needs without hesitation. She was very good about sending photos daily which was beyond appreciated. T... (more)"

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16. 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

"Erin did an absolute amazing job caring for my little Koko while we were out of town. Constant photos and updates of her wellbeing made our trip feel that mu... (more)"

17. Jen Verified Background Check

We love dogs, walks, and snuggles!

New Berlin, WI, 53151

Dog Boarding

"Jen and her family were wonderful with our Lab. We would definitely use her again. (more)"

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18. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

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

"We are SO pleased with the care and love our dog received while she stayed with Jen! Being from another state it’s hard to find a place for our fur family th... (more)"

Confirmed availability
Labor Day
19. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"Sara is a sweet, responsible person and we are so lucky to find her for our pets. When we went to her house for picked them up we know for sure they had a gr... (more)"

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20. 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)"

Pet parents in Wedgewood, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Wedgewood 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 Wedgewood, 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 Wedgewood 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 Wedgewood, 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: