Dog Boarding in Roosevelt Grove, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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1. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 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: Cindy T.
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Sitter Profile Image: Cindy T.
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2. Cindy T.

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

Cindy did an awesome job keeping us updated and sending us daily pictures. Our dogs have unique and different medical concerns, and she was able to juggle it all. Really appreciate her professionalism!

Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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3. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
19 repeat clients
from
$35
per night

Hannah.is.outstanding! This is a long story, but Sunny was initially boarded with someone else and we were out of the country. During Sunny's stay she developed a bug (I think she got into something) and had SEVERAL accidents. That border couldn't keep her, and she was moved to Hannah. Hannah picked Sunny up, took tremendously good care of her (she was sick and now scared/nervous), and communicated with me all along the way. Hannah (and Rover staff!) really made me feel OK and treated Sunny with tremendous love. I absolutely recommend her and will use her again for boarding. Thank you, Hannah (and your fiance, too!).

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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4. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
3.6 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

Bentley loved his stay with Rhonda - she was also really flexible with drop off and pick up times which worked great for us! We hope B can stay with her again!

Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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5. Yolanda W.

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

Our dog Lola loves Yolanda. We miss her so much when we go out of town but we know she is getting excellent care and lots of love each time she stays. Yolanda sends plenty of updates and pictures. Lola ran over to Yolanda to get more pets and cuddles right before we left, which says it all.

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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6. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
1.3 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: Michael J K.
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Sitter Profile Image: Michael J K.
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7. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
1.0 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 and his wife treated my senior dog Zorro with loving kindness during his weekend stay, and we appreciated the regular updates and pictures. Zorro is skittish and takes time to trust individuals, and MJ was very understanding and patient with him. MJ was also very helpful and flexible when our dog care needs changed at the last minute.

Sitter Profile Image: Nikki L.
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Sitter Profile Image: Nikki L.
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8. Nikki L.

Dog lover looking to help!
Lower East Side, Milwaukee, WI, 53202
4.1 mi. away
Boarding
5.0 out of 5 stars
8 reviews
from
$35
per night

Nikki is wonderful. So grateful to have found her. I knew our dog was is the best of care.

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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9. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 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: Auria R.
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Sitter Profile Image: Auria R.
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10. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
3.2 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

Jackson loved his first stay with Auria. He got along great with her dogs and was very comfortable in her home. I think he had a lot of fun while I was gone. We look forward to using her again!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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11. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.8 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: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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12. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night

Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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13. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per night

Maggie is the best!! She took such great care of our pup. She spoiled her with walks and snuggles. Our dog had a great time, and came back happy and relaxed! She can't wait to see Maggie again! ❤️

Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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14. Daniel R.

Rover 101
Star Sitter
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
4.7 mi. away
Boarding
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$35
per night

Daniel is awesome. He truly loves animals and treats them like his own. Dan took care of our small cockapoo and Frenchie. He is very prepared and has a perfect set up in his house. Even a nice back yard where they played ball. They went on long walks at the park. He ask detailed questions and met with us before booking. Even taking notes. I received pictures and immediate responses. I highly recommend Dan and will definitely book with him again.

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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15. Gabriel M.

Star Sitter
5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
3.2 mi. away
Boarding
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$45
per night

Gabriel took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.

Sitter Profile Image: Keanna G.
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Sitter Profile Image: Keanna G.
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16. Keanna G.

Small family with a BIG heart for d
Grasslyn Manor, Milwaukee, WI, 53216
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
1 review
2 repeat clients
from
$30
per night

Keanna is a great sitter and gypsy loves going over there to play

Sitter Profile Image: Douglas & Lindsay S.
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Sitter Profile Image: Douglas & Lindsay S.
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17. Douglas & Lindsay S.

Lots of space & love for your dog!
Glendale, WI, 53217
4.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$40
per night

Luna had THE BEST TIME with Douglas and Lindsay. They were overly attentive and treated her like their own. They sent daily updates and photos and kept Luna busy with lots of walks and entertainment. Highly recommend these two!!!

Sitter Profile Image: Gabby E.
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Sitter Profile Image: Gabby E.
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18. Gabby E.

Full-time Animal Lover
Riverwest, Milwaukee, WI, 53212
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$40
per night

Gabby was amazing taking care of my boy! She sent me pictures daily and he looked so happy and comfortable. Thanks again and we will definitely be using her again 😊

Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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19. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.3 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

Pickles had a great time at Lizzy’s!!! He played with Clover, had a great time at the dog park, and got all the love! He would love to go back!

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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20. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
6.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$50
per night

April & Brad took such great care of Rowan! We were so thankful to find someone to watch him a little last minute. They loved on him while we were away for the night and sent updates and pictures which made leaving him and missing him a little bit easier. Thanks again for everything! Rowan will definitely be back to enjoy the fenced-in yard & love you both gave!

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Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1089 owners have reviewed sitters in Roosevelt Grove, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Roosevelt Grove 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 Roosevelt Grove, 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 Roosevelt Grove dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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