Dog Boarding in Brynwood, Milwaukee

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$40
per night

If I could give 10 stars I would! Duke has been with me since he was 8 weeks old and never had stayed anywhere else. Yolanda was very accommodating to a last minute booking. Yolanda took in Duke for 2 nights and took care of my Duke as her own! I was sent picture updates from Yolanda and made me very comforter Duke was in good hands. I will most definitely book again with Yolanda when I need some mom time! Again thanks so much Yolanda!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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2. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$30
per night

We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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3. Daniel R.

Rover 101
Star Sitter
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
1.5 mi. away
Boarding
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$40
per night

First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.

Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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4. Sherry Z.

Rover 101
Star Sitter
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
2.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$40
per night

Sherry was so amazing in accommodating my senior pup within her home. Tedi was very comfortable and was able to enjoy all of her favorite things with Sherry from naps on the couch to car rides. I appreciated the photos and updates I received and could not have felt more comfortable being away from Tedi for an extended period of time. Definitely will be asking for a repeat stay should her schedule allow!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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5. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
4.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

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!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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6. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$30
per night

YES! Rhonda is amazing! We really can't thank her enough. Our little dog Penny can be a little picky and doesn't always warm up to people. But not the case here. Rhonda made her feel so at home, and was kind enough to send us updates on how she was doing. We were on our motorcycles so we had enough to worry about. Rhonda made our trip 100% better. We are so happy and Penny can't wait to go back.

Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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7. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
20 repeat clients
from
$48
per night

My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend

Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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8. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$40
per night

Cassandra was awesome taking care of Millie, quick to respond to any questions and made her feel at home and part of her family. She sent me daily updates and pics which made me feel much better leaving our puppy for her first stay other than at home with us.

Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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9. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Jenn was great with our dog Zoe! She was willing to watch Zoe on very short notice. It was clear Jenn is a real dog lover! Jenn sent us a picture during a walk and was excellent in communicating! We will definitely use Jenn for future vacations!

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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10. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
5.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$28
per night

Rosie was so relaxed and happy when I picked her up. I know she was in very good hands. Communication with Ryan was fantastic. I was very grateful for the pictures and up dates on my pup.

Sitter Profile Image: Doreen C.
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Sitter Profile Image: Doreen C.
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11. Doreen C.

Rover 101
A Tail to Tell
Menomonee Falls, WI, 53051
7.2 mi. away
Boarding
5.0 out of 5 stars
103 reviews
39 repeat clients
from
$35
per night

Doreen obviously enjoys dogs. She was able to accommodate the needs of all three of my dogs, one low-maintenance, but one very energetic, and one in a diaper. Daily photos while I was away were a nice treat for me.

Sitter Profile Image: Melissa S.
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Sitter Profile Image: Melissa S.
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12. Melissa S.

Rover 101
Star Sitter
No ruff days for your pup here!
Germantown, WI, 53022
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$32
per night

She is OUTSTANDING! Her level of pateince & expertise with a puppy is exceptional & I will recommend her in the future & also be using her again! I couldn’t be more grateful for Melissa through this Winter Storm. THANK YOU THANK YOU THANK YOU for loving our baby, Tito!

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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13. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
5.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 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!

Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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14. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
100 reviews
50 repeat clients
from
$50
per night

Auria was amazing. Just like everyone has said, she is very responsive and took great care of our dog Georgia. She even sent pics and a note before I asked how it was going. I think she knows that leaving our pets is not easy so she made it as comfortable as possible so we could go away and enjoy our weekend. I definitely recommend her!

Sitter Profile Image: Angela K.
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Sitter Profile Image: Angela K.
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15. Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
97 reviews
31 repeat clients
from
$35
per night

Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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16. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$35
per night

Tegra was quick to reapond to any communication. We had many concerns because our dog was recently adopted, not fully trained, and a tripod! She was very helpful and flexible. Our dog was happy and secure when we picked him up! So grateful for Tegra!

Sitter Profile Image: Randy S.
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Sitter Profile Image: Randy S.
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17. Randy S.

Rover 101
I enjoy dogs and they like it here.
Menomonee Falls, WI, 53051
7.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
258 reviews
123 repeat clients
from
$35
per night

They were comfortable from the start... Randy is a true animal lover... I was reassured with photo's and found comfort in knowing 100% they were safe...

Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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18. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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19. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$27
per night

Jessica is super fun! She took Finn on a 2 hour hike! He had a great time with her!

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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20. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
138 reviews
87 repeat clients
from
$35
per night

MJ was great, my usually shy skittish dog immediately felt comfortable and started playing with the other dogs staying there. MJ clearly understands animals

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Dog owners in Brynwood, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1089 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.

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