Dog Boarding In Jackson Park

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Top rated Jackson Park dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
348 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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Sylvia B.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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Bianca R.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

My dog loves going to Stacey’s place. She takes great care of him even with his different eating preferences. Will keep booking with her and definitely recommend!

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Nidhi N.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
181 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

She provided pictures throughout the day and made sure Apollo felt right at home. I’m very particular about who I trust to care for him, but she made me feel completely comfortable. It meant so much knowing he was safe, loved, and well taken care of. I truly appreciated the updates and the attention she gave him. I would definitely book with her again!

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Camille S.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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Mary A.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$42
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

Would definitely work with Tyler again. He took our dogs on plenty of walks, and they absolutely loved his kids. He took pictures and videos to keep us updated as well. Couldn't be happier working with Tyler.

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Colin G.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

I was nervous leaving my boys in someone else's home. From the meet and greet it was obvious that Zach would be a great fit for my boys! He was engaging and they both liked him alot right away. When I dropped them off, they were excited to be there!! Zach was Great with communication, sending a Pic and video answering me quickly. I would definitely recommend Zach!! I will definitely have him watch them again if needed and if he accepted!!

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Dena K.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was amazing! Sent pictures and took good care of my pup! He slept the whole day after with all the fun he had and got a lot of cuddles in

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Blake M.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$41
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

We loved leaving our fur baby with Yshonda! She kept us in the loop with regular updates, photos, and videos, which made us feel like we were part of the fun too. Super responsive, caring, and trustworthy- we will be coming back 💕

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Ana P.
Sitter Profile Image: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
73 reviews
31 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilyn was so helpful while I was traveling to Wisconsin. She was flexible on drop off and pickup times and took great care of my dog. He was pampered and well cared for.

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Jodi S.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

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Paola D.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
380 reviews
118 repeat clients
20 years of experience
Brookfield, WI, 53005

The best dog sitters ❤️❤️ we are so happy we found them and can’t recommend them enough! I think this is our 4th time having Maria and Nayibe watch our 2 pugs and we are already booking them again! Thank you Maria and Nayibe for taking such good care of our pups!

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Danielle R.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
482 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

My Ronaldo had a great time with Dan and Holly! Dan was really good about giving me updates on how he is doing. I will be rebooking them again.

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pia j.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 reviews
28 repeat clients
20 years of experience
West Allis, WI, 53214

Stella stayed with Dawn and her family for a few days. Overall, the stay sounds like it went well. She has a nice fenced yard for her to run and play ball. They communicated and sent pictures and were quick to respond to messages.

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Carrie L.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

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Jeanette S.
Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

We left our Simba with Savannah for a weekend & it went great ! He enjoyed playing with her dogs & we could definitely tell that he wasn’t so worked up to come home (we have tried boarding locations in the past & he is very eager to get out of there asap & has never truly enjoyed that type of environment). We are very happy that we found Savannah to care for him ! The communication was great & and we are just happy that Simba had a safe/fun experience. We will definitely be booking again in the near future.

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Keylinne C.
Sitter Profile Image: Jill F.
Verified Background Check
Jill F.
Star Sitter
from
$55
per night
4.9 out of 5 stars
104 reviews
32 repeat clients
30 years of experience
West Allis, WI, 53214

Jill was wonderful with my dog Ramona and I know Ramona was happy to have someone with her all day. She took great care of my dog and it was great not to have to worry about her while my family was on vacation.

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Jennifer D.
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Jackson Park dog parents share their Rover experiences

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5.0 out of 5 stars

Jill takes care of our 2 Shih Tzu's like they are her own This was their second visit and they ran to you like an old friend. We lost a great sitter when we left AZ and have been very lucky to have found you. Wouldn't leave them anywhere else!

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Marianne L.
Boarding
5.0 out of 5 stars

Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber

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Theresa W.
Boarding
5.0 out of 5 stars

Stacey and family took great care of my Ollie dog. Sent photos and updates daily and were very accommodating on drop off and pickup times. Will definitely book again.

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Brent S.
Boarding
5.0 out of 5 stars

Courtney did a wonderful job taking care of my middle-aged and senior dogs. I received regular updates, showing me how they settled in quickly, and how she modified activities based on the weather. I didn't give a good explanation of how to give one of my dog's medications, and she reached out appropriately so I could give better instructions. The frequent updates gave me great reassurance that my dogs were in good hands while I was away, making it easier to enjoy my vacation without worrying about them.

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Jennifer R.
Boarding
5.0 out of 5 stars

Zach was great! I really appreciate he receives one client per booking, that was helpful for my anxious dog. They loved being couch potatoes and going to the outside to play and hunt invisible animals. My dogs felt at home really fast! Also he was willing to learn a couple of commands in Spanish to communicate with my mexican dogs ❤️.

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Gabriela C.
Boarding
5.0 out of 5 stars

Dan and Holly's house is Sadie's second home. They have always been flexible with my schedule and Sadie gets all of the cuddles she wants! Thank you again for taking care of my girl.

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Amber G.
Boarding
5.0 out of 5 stars

Always the best. This was my 3rd time having Alyssa watch Maggie. Never a worry while I'm away. She's my go-to. Thanks Alyssa!!

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Travis S.
Boarding
5.0 out of 5 stars

Tracie was wonderfully attentive and great with our pup! We’ll definitely be booking again in the future. Great communication, and respectful of our dog’s needs. Our dog can be a bit leash reactive, but Tracie was mindful to introduce her carefully to her own pets and make sure our dog was comfortable. Thank you, Tracie!!

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Emily B.
Boarding
5.0 out of 5 stars

Yshonda was absolutely pawsome as a pup sitter! She kept me updated the entire time with the cutest videos of Abby playing and having a tail-wagging good time with her dog. I always felt informed and at ease while Abby was in her care. Honestly, I’ve never seen Abby so excited to spend time with someone she had just met — she came home one happy pup! Yshonda even sent Abby home with an adorable little goodie bag, which was such a thoughtful touch. She’s truly been one of the best dog sitters I’ve ever had — I’d recommend her fur-real to anyone looking for someone caring, attentive, and trustworthy!

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Sean P.
Boarding
5.0 out of 5 stars

Tyler was amazing! Toby absolutely adored staying with him for the week. Tyler went above and beyond my expectations of him as a sitter. Definitely will rebook if I ever need someone to watch Toby while we go on vacation. Thank you so much!

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Cindy A.
Boarding
5.0 out of 5 stars

Michelle was amazing and I’m so happy for Charley to have stayed with her and her family! I hope to have Charley stay with them again in the future!

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Mark M.
Boarding
5.0 out of 5 stars

Ashlee was amazing as always! She keeps us up to date and we always rest assured when Bosco is in her hands 🥰

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Chad T.
Boarding
5.0 out of 5 stars

Great communication, and sent pics of my pup while I was away. I can tell he played a lot with their dog because my pup went right to sleep when he got home.

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Alyssa R.
Boarding
5.0 out of 5 stars

Sarah took great care of my Daisy! Daisy had a blast! I was sent numerous pictures, which I absolutely loved! Thank you again for taking care of my baby!

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Debbie F.
Boarding
5.0 out of 5 stars

Marilynn was an amazing doggy sitter for my Buddy! He had SO much fun with the other dogs and has been a bit mopey since he's been home. He misses her and the doggy gang! I highly recommend and trust Marilynn..

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Shelley T.
Boarding
5.0 out of 5 stars

We loved Kristine and our pups did too! She was very communicative and sent lots of pictures throughout the stay! We will be back for another visit for sure!! 10/10 recommend!

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Becky G.
Boarding
5.0 out of 5 stars

Chance and Alberto are very attentive and willing to be flexible, ensuring everything goes smoothly. They managed my pup’s medication and sent multiple photos and a video. He seemed to have a great time!

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Caroline W.
Boarding
5.0 out of 5 stars

She was available on short notice to watch our dog overnight and he had a wonderful stay! Thank you!

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Chelsea B.
Boarding
5.0 out of 5 stars

Samantha and her husband were the best! They provided great attentive care for our dogs. We were nervous leaving our rescue with a new person, but it couldn’t have gone better! She did everything to help ensure the dogs had as much of a vacation as we did!

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Sarah E.
Boarding
5.0 out of 5 stars

Becca, Ryan and the boys did an absolute wonderful job watching our doodle’s. We have a 10 1/2 year-old who gets nervous when we leave her, and a very goofy energetic 2 year old. We received updates and photos daily. We will definitely be booking with Becca and Ryan again we are so grateful we found them. We had the best time knowing our girls were being loved while we were away❤️

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Terri D.
Boarding
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Jackson Park dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Jackson Park.

Rover makes it easy to find Jackson Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.