Dog Boarding in Brynwood, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
1.

Yolanda W.

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
Boarding, Doggy Day Care
5.0
10 reviews
4 repeat clients
from
$40
per night

Yolanda and her family are precious! we received around the clock updates and pictures. My dog was immediately in love with them. They offered lots of play time, treats, and even a new toy. we felt very comfortable and confident in their care, and will def use them again!

Calendar Recently Updated
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
2.

Sherry Z.

Rover 101
New to Rover. Miss having a dog!
Pheasant Run, Milwaukee, WI, 53224
Boarding, Doggy Day Care
5.0
14 reviews
1 repeat client
from
$40
per night

Sherry did an amazing job taking care of Violet while I was out of town on a holiday weekend! Violet absolutely loved her stay and I would never hesitate to leave her with Sherry. She listened to all my questions and concerns. She was very thorough in asking questions so she understood Violets needs and made sure she was comfortable and had fun! Sherry sent me updates with pictures over the weekend to help ease my mind. I can’t stress enough how happy I am with Sherry and the care and attention to detail she paid to Violet. I cannot recommend her enough! Do not hesitate to book your pets stay with her.

Calendar Recently Updated
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check
3.

Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
Boarding, Drop-In Visits
5.0
3 reviews
from
$30
per night

Dawn was a fantastic cat sitter both to.my outgoing cat and my shy cat!

Calendar Recently Updated
Sitter Profile Image: Sunny S.
Verified Background Check
Sitter Profile Image: Sunny S.
Verified Background Check
4.

Sunny S.

This is my full-time job!
Mequon, WI, 53097
Boarding, Drop-In Visits, Doggy Day Care
5.0
89 reviews
25 repeat clients
from
$40
per night

Sunny was amazing with our dog, Cleo! Cleo had the best stay and came back tired from playing with so many other friends. Sunny was incredibly professional and the moment we met her we trusted her with Cleo and knew we would be using her again. Sunny has a beautiful backyard and fenced in area for the dogs to play. 5/5 stars - highly recommend!

Calendar Recently Updated
Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check
5.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
542 reviews
334 repeat clients
from
$40
per night

Absolutely would recommend! My dog is VERY anxious and had never stayed with anyone other than myself so I was a little afraid of how he would do but Cindy did an amazing job. She sent me pictures daily and my dog looked happy and comfortable. She went above and beyond, will definitely book her again!

Calendar Recently Updated
Sitter Profile Image: Nicole & Scott G.
Verified Enhanced Background Check
Sitter Profile Image: Nicole & Scott G.
Verified Enhanced Background Check
6.

Nicole & Scott G.

Stay at home dog loving family
Glendale, WI, 53209
Boarding, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Nicole and her family provide a loving, fun place for your pet to stay! We trust them completely with our dog. They are responsible and committed to giving your pet the best vacation ever!

Calendar Recently Updated
Sitter Profile Image: Randy S.
Verified Background Check
Sitter Profile Image: Randy S.
Verified Background Check
7.

Randy S.

Rover 101
I enjoy dogs and they like it here.
Menomonee Falls, WI, 53051
Boarding, Doggy Day Care
5.0
242 reviews
115 repeat clients
from
$35
per night

Harley loved being at Randy's and we will definitely use him again. Max, Randy's pup, is super sweet and can get along with probably any other personality. He has an amazing yard with plenty of run space and a doggie door that keeps the pups happy. Thank you, Randy!!

Sitter Profile Image: Julia C.
Verified Enhanced Background Check
Sitter Profile Image: Julia C.
Verified Enhanced Background Check
8.

Julia C.

Puppy raiser who works from home 🐕
Golden Valley, Milwaukee, WI, 53222
Boarding, Doggy Day Care
5.0
4 reviews
2 repeat clients
from
$27
per night

Wow! What can I say- but thank you so much to you Julia and Luna for taking such good care of our grandpuppy Satch while his Dad is in the hospital! Thank you for all the wonderful pictures and updates and especially the cute video of Luna and Satch playing in your wonderful backyard! You treated him like such a royal guest and a member of the family and that touched our hearts so much! We can't wait to see you again soon and hope you are enjoying your vacation! Thank you also for letting us borrow the "doggy apartment"as it worked wonderfully for Satch! See you again soon and God bless you and Luna! Angels around you both! We truly appreciate you from the bottom of our hearts and thank you so much again! Hugs,Oma Mary Pat&Opa Scott&Brian &Satch

Sitter Profile Image: Elizabeth K.
Verified Background Check
Sitter Profile Image: Elizabeth K.
Verified Background Check
9.

Elizabeth K.

We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Dog Walking
5.0
16 reviews
6 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

Calendar Recently Updated
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
10.

Natalie F.

Lover of all animals big or small!
Enderis Park, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$28
per night

I have know Natalie for over 10 years and I cannot recommend her enough. She has cared for my dog, Bear (a kelpie), on numerous occasions. Bear loves her unconditionally and is always excited to see her! I know that if she is taking care of him I do not have to worry about him at all. She is caring, responsible, and respectful. Anyone would be lucky to have Natalie as their pet caretaker!

Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
11.

Gabriel M.

5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
Boarding
5.0
15 reviews
7 repeat clients
from
$45
per night

Gabriel is an amazing dog sitter. Every day he sent multiple photos and was always extremely responsive. My dog is very odd, and doesn’t normally make friends with other dogs, but Gabriel’s dog Mel is extremely friendly and they became great friends. Gabriel will be our first choice the next time we need a sitter.

Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
12.

Tegra R.

The right Mama to care 4 your baby
Menomonee River Hills East, Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 repeat clients
from
$27
per night

About: I've taken care of pets since I was 13 years old. I have always been a pet lover. My neighbors pets loves the entire family. I currently work from home so I will have plenty of time to care for your fur babies. No need to worry about attention for your babies they have all my attention. I have a semi-fenced yard and my fur babies will keep your pet company if they need to. They also know when not to mess with other pets as well.

Calendar Recently Updated
Sitter Profile Image: Doreen C.
Verified Background Check
Sitter Profile Image: Doreen C.
Verified Background Check
13.

Doreen C.

Rover 101
A Tail to Tell
Menomonee Falls, WI, 53051
Boarding
5.0
96 reviews
35 repeat clients
from
$36
per night

Doreen is such a loving person who took wonderful care of my dog, Daisy ?. The second time I went back Daisy couldn’t wait to go in the front door. When Daisy is there I don’t worry about her at all, I know she is having fun and being well-cared for! Thanks, Doreen!

Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
14.

Brittany L.

Home with love, fun & attention
Fox Point, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$27
per night

You’re dog would be lucky to stay with Brittany. She is responsible, kind, and extremely patient with a loving heart for animals! She is wonderful!

Calendar Recently Updated
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
15.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
37 reviews
13 repeat clients
from
$53
per night

Pickles at a fantastic time staying with Erin! He had so much fun playing with her dog and we got lots of pictures through out the stay. You can tell that she is a professional and is extremely knowledgable taking care of all sorts of dogs. We would gladly leave Pickles with Erin again!

Sitter Profile Image: Crystal H.
Verified Background Check
Sitter Profile Image: Crystal H.
Verified Background Check
16.

Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
Boarding, Doggy Day Care
5.0
34 reviews
8 repeat clients
from
$45
per night

Crystal is so kind, easy going, great communicator and loving. She sent us daily updates and pictures. Oreo found a home away from home. I highly recommend her. Thank you Crystal for being so welcoming.

Calendar Recently Updated
Sitter Profile Image: Jennifer K.
Verified Background Check
Sitter Profile Image: Jennifer K.
Verified Background Check
17.

Jennifer K.

I will take care of your dog!
Mequon, WI, 53092
Boarding, Doggy Day Care
5.0
37 reviews
17 repeat clients
from
$45
per night

This was the longest stay Aurora had away from us and she seems to have throughly enjoyed the stay at Jennifer’s. Throughout the stay Jennifer was very responsive and had provided daily updates and pictures.

Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
18.

Daniel R.

Rover 101
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
Boarding
5.0
17 reviews
4 repeat clients
from
$50
per night

Daniel was such an amazing sitter, you will not regret booking with him! I have an anxious dog whom requires a lot of patience and love. Daniel was very kind with Frank and treated him as his own baby. He periodically sent updates and photos to ease my mind for the week I was away. Again, I highly recommend booking with Daniel! :-)

Calendar Recently Updated
Sitter Profile Image: Lou H.
Verified Enhanced Background Check
Sitter Profile Image: Lou H.
Verified Enhanced Background Check
19.

Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
3 repeat clients
from
$30
per night

Lou was such a great sitter for our Sadie. It looked from the pictures that Lou took great care of Sadie: they went on lots of walks, had some playtime, and also got to chill out. Lou was responsive and sent lots of pictures. Will definitely be using Lou again next time we take a trip to Milwaukee!

Sitter Profile Image: Yazmin G.
Verified Enhanced Background Check
Sitter Profile Image: Yazmin G.
Verified Enhanced Background Check
20.

Yazmin G.

Cat-host! Love animals! Let’s talk!
Harambee, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
from
$35
per night

Yazmine was amazing! I had a 5 day camping trip coming up that I decided,a little late, to find someone(not related) to care for my elderly cat, and Yazmine accepted! My cat, being elderly, has some medical issues that he takes prescribed and otc medications for, and Yazmine was great. She checked Rover for my directions and asked questions at drop off, that I would've completely forgotten about. If she had any questions while watching him, she reached out immediately. She sent pictures and a short update everyday or close to everyday. My cat may actually like staying with her more than at my house now! ? I will definitely reach out to Yazmine for future care!

Search Map

Dog owners in Brynwood, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Brynwood.

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

Boarding