Dog Boarding in Fairfield, 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.
Confirmed availability
4th of July
1. Jan Verified Background Check

I am a pet lover; home full time

Whitefish Bay, WI, 53217

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

"Jane and her family are remarkable! Our little guy loved his stay with Jan and her two energetic pups. Daily updates, with photos and video, showed us that P... (more)"

2. Candace Verified Background Check

Fenced in yard with plenty of room!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Candace and her family has got to be hands down the NICEST family I’ve ever met! She’s super flexible and was able to watch my Bentley Booger ? on such a sho... (more)"

Calendar Recently Updated
3. Kirstie Verified Background CheckRover 101

Let’s get off on the right paw 🐾

Kops Park, Milwaukee, WI, 53222

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

"I can relax and know that Mabel will be well taken care of and given lots of love every time she stays with Kirstie and her family! Thanks for another great ... (more)"

4. Lori Verified Background Check

Home full-time - available to host

Upper East Side, Milwaukee, WI, 53211

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

"Perfect. Great communication and multipe photos sent. Lori took my dog plentiful walks and had no problem with his personality "quirks." I hope she's avai... (more)"

Calendar Recently Updated
5. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was fantastic, will DEFINITELY use again. I admit I was nervous because this was our first time leaving Sterling with strangers overnight and he’s a p... (more)"

Calendar Recently Updated
6. Mary Verified Background Check

Happy Home for Happy Dog

Whitefish Bay, WI, 53217

Dog Boarding, Dog Walking

"Mary did a wonderful job taking care of my dog Roxy. Mary was so caring and meticulous about the care she provided for Roxy. She is very knowledgeable about ... (more)"

Calendar Recently Updated
7. Melissa Verified Background Check

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"Angel had an amazing time-she was exhausted when she got home from being able to play outside!!!! Thank-you so much for taking care of our old girl! (more)"

Calendar Recently Updated
8. Elizabeth & Matthew Verified Background Check

Come to Louie’s for a sleepover!

Cooper Park, Milwaukee, WI, 53222

Dog Boarding

"Elizabeth and Matthew made our dog Josie feel right at home! She loved playing with Louie and can't wait to go back for a longer stay. Elizabeth sent us pict... (more)"

Calendar Recently Updated
9. Julia Verified Background Check

I’ll run & clean up after your dog!

Riverwest, Milwaukee, WI, 53212

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

"Julia gave Shepard undivided attention and care when he was with her. They even went on biking trips when I hinted that we go biking together. Sometimes his ... (more)"

Calendar Recently Updated
10. Kaylee Verified Background Check

I'll treat them as my own.

Glendale, WI, 53217

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

"Kaylee is Awesome! At first I was concerned that Andrew would not be a good little boy but he warmed up really fast to Kaylee! She provided me with updates ... (more)"

11. Hayli Verified Background Check

Full fenced yard! Pets are family!

Wauwatosa, WI, 53225

Dog Boarding

"To say Hayli and her husband were absolutely amazing is an understatement. They scheduled a meet and greet right away, made my dog feel at home and sent ador... (more)"

Confirmed availability
4th of July
12. Michelle Verified Background CheckRover 101

For the Love of the Dog-WI™

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

"I have to say I’m pretty impressed because I have a Rottweiler and pit bull mix and they are sweetie pies. But some times those breeds get a bad rap?. Michel... (more)"

Calendar Recently Updated
13. Aspen Verified Background CheckRover 101

We'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

"Aspen, Chris and Miller set the bar very high. Our first experience with Rover was absolutely ideal. Mila and Miller got to play in their large fenced in bac... (more)"

Confirmed availability
4th of July
14. Kathy Verified Background CheckRover 101

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

"Kathy is super low key about the dogs and loves to see how her guests interact. Reggie's making new doggie friends and I'm confident he's not getting keyed u... (more)"

Confirmed availability
4th of July
15. MJ Verified Background Check

They'll be loved while you're gone!

Grasslyn Manor, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she ... (more)"

Confirmed availability
4th of July
16. Kayla Verified Background Check

Love animals. Caring. Truthworthy.

Glendale, WI, 53209

Dog Boarding

"Kayla did a great job taking care of my pupper! I would definitely ask Kayla to watch my dog again in the future! (more)"

Calendar Recently Updated
17. Wanda Verified Background Check

I love taking care of pets.

Whitefish Bay, WI, 53217

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

"Wanda went above and beyond what anyone could hope for in a sitter. My pup was smiling ear to ear. She loved the walks and all of the attention she got from... (more)"

Calendar Recently Updated
18. Auria Verified Background Check

Home full time, LOVE dogs!!!

Glendale, WI, 53209

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

"Auria was great with my dog! We were gone for a week and she sent me photos every day. He was happy and I like that she had dogs that he got along with and c... (more)"

Confirmed availability
4th of July
19. Angie Verified Background Check

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding

"Ziggy has a great time with Angie and her dog Harry! They took him to the park and sent us lots of pics. He did not want to leave his new friends when we cam... (more)"

20. Pam Verified Background Check

Pet lovers seeking loving pets

Glendale, WI, 53209

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

About: Do your happy dance!! We are an active mother/son/daughter team that will lovingly care for your pet. We guarantee lots of exercise and snuggling... (more)

Dog lovers in Fairfield, 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 Fairfield 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 Fairfield, 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 Fairfield 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 Fairfield, 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: