Dog Boarding in Havenwoods, 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. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Lola had so much fun during her four night stay with Cindy! Lola had playmates for the entire weekend, and Cindy sent us daily updates with pictures to show ... (more)"

Calendar Recently Updated
2. Valerie

Mutt Mama <3

Nash Park, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care

"Hazel was with Bear and Val for nine nights. I received photos daily of her along with updates! Val was great with Haz and Haz loved every second of it! Bear... (more)"

Calendar Recently Updated
3. Valerie

Home fulltime with fenced in yard

Butler, WI, 53007

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

"Valerie was so great to work with and did an amazing job taking care of our pups making them feel like part of the family! She sent updates and photos and we... (more)"

4. Michelle

For the Love of the Dog

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

"Michelle was so flexible with us. Lewy had so much fun at her house. He loved playing with the other dogs. She tolerated me, the overprotective mom, well. ... (more)"

Calendar Recently Updated
5. Jessica

Work @home fenced yard by dog park!

Calumet Farms, Milwaukee, WI, 53224

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

"Jessica was awesome ?? ??, I have found my permanent dog sitter for Nobel my Giant Schnauzer. She sends daily updates along with pictures that I greatly appr... (more)"

Calendar Recently Updated
6. Tori

Home full time! Dogs are my love!!

Enderis Park, Milwaukee, WI, 53210

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

"Tori and Steve did an amazing job with our dog-reactive dog! I cannot say enough good things about them. They truly cared for her. We will definitely be leav... (more)"

Calendar Recently Updated
7. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

"My pup had a great stay with Steve (hours after pickup she's still passed out on the couch). Very wonderful and knowledgeable with temperament and seeing any... (more)"

Calendar Recently Updated
8. Hayli

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)"

Calendar Recently Updated
9. 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)"

Confirmed availability
President's Day
10. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"This was my first time using Rover as well as my first time boarding our dog. We needed a caring environment without other dogs or cats, due to a medical si... (more)"

Calendar Recently Updated
11. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, 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)"

Confirmed availability
President's Day
12. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

"Kathy was GREAT!! I have never left Charlie with a non relate before. He is actually a certified support animal and usually travels with me. However for t... (more)"

Calendar Recently Updated
13. L Mark

Learn, train, play and walk with me

Whitefish Bay, WI, 53217

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

"Mark has been walking my dog for over a year and is absolutely amazing. He is punctual, patient, trustworthy, and tires Bailey out. And Bailey loves him! He... (more)"

Calendar Recently Updated
14. Auria

Home full time, LOVE dogs!!!

Glendale, WI, 53209

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

"My dog seemed to enjoy himself and be comfortable the whole time. Auria was very flexible with me when it came to pick up and drop off times and sent updates... (more)"

Calendar Recently Updated
15. Candace

There when you and your dog need me

Glendale, WI, 53209

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

"Candace and her husband were some of the friendliest people we have ever met. They worked with us for drop off time and pick up time since we were driving th... (more)"

Calendar Recently Updated
16. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"Lola came home from her stay with Jim tired and happy. It was obvious that she had excercised. Jim was flexible and kept in touch while we were away. We’ll d... (more)"

Confirmed availability
President's Day
17. Alan

Fenced yard for lots of play!!

Wauwatosa, WI, 53222

Dog Boarding

"We have used several dog watchers for our labrador and Alan was the best. He has two dogs of his own who are friendly and active. He has a large fenced yar... (more)"

Confirmed availability
This weekend
18. Sacia

Flexible dog lover with a big yard!

Old North Milwaukee, milwaukee, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and ... (more)

Calendar Recently Updated
19. Nancy

Free belly rubs!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

"Nancy and her son took great care of our boy, took him on lots of walks and spoiled him with treats. Nancy is very easy to work with and I would definitely r... (more)"

20. Angie

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)"

When it comes to dog boarding, dog owners in Havenwoods, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of dog boarding in Havenwoods may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? 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 Havenwoods 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 Havenwoods, 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 Havenwoods 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 Havenwoods, 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: