Dog Boarding in Roosevelt Grove, Milwaukee, WI
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Top rated Roosevelt Grove dog boarders
“I can't say enough good things about Monique and her care for our dog, Holden! First, she's professional...she knows dogs, what makes them happy, comfortable and safe. Second, she has the support of some dog loving kids. Third, her space is perfect for active dogs, like Holden. He got plenty of outside running around and "family" time with humans and other friendly dogs. Our trip away from home was way more fun knowing that Holden was happy and well-cared for. So, Holden, I'm sure will visit again! Thank you, Monique!”
“What can I say about Yolanda? She is simply amazing. I call her the dog whisperer. My little Sherrie can be very shy and nervous around strangers, but she took to Yolanda right away. Yolanda sent me pictures every day and my little dog was smiling. And when I came to pick her up, I can tell she wasnt stressed. Of course, she was happy to see me but I can tell that she had a wonderful time if you're on the fence about booking Yolanda, don't be. She has wonderful energy and so does her husband. I look forward to dropping off Sherrie for playdates in the future.”
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”
“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”
“Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!”
“Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!”
“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”
“Daniel was fantastic!!! He was quick to communicate, arranged a meet and greet with our three crazy pups, and was a hit with our pack! I was out of state for work when my husband dropped off pups to join me. Daniel sent photos of happy pack before my hubby even made it to the airport. He quickly learned the personalities of our fur babies and treated them as his own. They were all happy amd tired when they returned home at the end of the weekend. THANK YOU DANIEL!!!”
“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”
“Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.”
“Megan and Richard are Awesome with Sophie. I love how they communicate threw out the day letting you know how your little Fur baby is doing… 💯/10… Thank you guys so much”
“Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!”
“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”
“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!”
“MJ is the best sitter and was one of the few that I felt very comfortable leaving my dog with for more than a week! Sad that he’s relocated away from CA but I’m sure he’ll continue to be an A+ sitter wherever he goes!”
Loving dog boarding sitters in your neighborhood
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Monique B.
“I can't say enough good things about Monique and her care for our dog, Holden! First, she's professional...she knows dogs, what makes them happy, comfortable and safe. Second, she has the support of some dog loving kids. Third, her space is perfect for active dogs, like Holden. He got plenty of outside running around and "family" time with humans and other friendly dogs. Our trip away from home was way more fun knowing that Holden was happy and well-cared for. So, Holden, I'm sure will visit again! Thank you, Monique!”
Maria & Nayibe B.Star Sitter
“Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.”
Yolanda W.Star Sitter
“What can I say about Yolanda? She is simply amazing. I call her the dog whisperer. My little Sherrie can be very shy and nervous around strangers, but she took to Yolanda right away. Yolanda sent me pictures every day and my little dog was smiling. And when I came to pick her up, I can tell she wasnt stressed. Of course, she was happy to see me but I can tell that she had a wonderful time if you're on the fence about booking Yolanda, don't be. She has wonderful energy and so does her husband. I look forward to dropping off Sherrie for playdates in the future.”
Michelle G.
Star Sitter
“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”
Katharine & Michael S.Star Sitter
“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”
Rebecca S.Star Sitter
“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”
Kris P.
“Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!”
Ann & Arman M.Star Sitter
“Ann, Arman, and their kids are GREAT!! Luna was well loved and cared for and I appreciated the photo updates. A great family for anyone looking for dog care.”
Ashlee K.
“Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!”
Michelle Y.Star Sitter
“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”
dawn s.Star Sitter
“Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.”
Janice G.Star Sitter
“Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.”
Daniel R.Star Sitter
“Daniel was fantastic!!! He was quick to communicate, arranged a meet and greet with our three crazy pups, and was a hit with our pack! I was out of state for work when my husband dropped off pups to join me. Daniel sent photos of happy pack before my hubby even made it to the airport. He quickly learned the personalities of our fur babies and treated them as his own. They were all happy amd tired when they returned home at the end of the weekend. THANK YOU DANIEL!!!”
Rhonda G.Star Sitter
“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”
Karen D.
“Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.”
Megan & Richard S.Star Sitter
“Megan and Richard are Awesome with Sophie. I love how they communicate threw out the day letting you know how your little Fur baby is doing… 💯/10… Thank you guys so much”
Kim S.Star Sitter
“Kim is absolutely the best, super reliable, very communicative, and takes great care of our dog. We don't have to worry about her when she is with Kim and her husband, which makes our trips away more fun!”
Sarah K.
“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”
Tegra R.Star Sitter
“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!”
Michael J K.Star Sitter
“MJ is the best sitter and was one of the few that I felt very comfortable leaving my dog with for more than a week! Sad that he’s relocated away from CA but I’m sure he’ll continue to be an A+ sitter wherever he goes!”
Roosevelt Grove dog parents share their Rover experiences
Leaving Zooey for the first time was very eased by knowing she was in Krystal’s care. The daily updates and photos confirmed how happy she was, and she has made permanent friends with Krystal’s two very sweet pups. It was a perfect environment for our girl, with lots of playtime and loving attention from a very caring and responsible sitter. We are so happy we found Krystal!
I couldn’t imagine a better pet sitter! We had such a great experience with Bridget. Our puppy is high energy and untrained. Bridget was understanding and patient. She went above and beyond to make sure he’d be comfortable at her house. And I got lots of updates throughout the week. 100% would request Bridget again! Thank you so much!
Cassie was really kind and took great care of our pup! She gave us daily updates and a photo of how he was doing, and it was clear that he had been well tended to when we came home. Definitely reassuring to us knowing he was in good hands, especially while out of town. Only hiccup we encountered were some communication issues at the beginning. One reason we booked Cassie was based on her listed location being so close to our home, which was perfect for the travel plans we were making and coordinating with other travelers. But when she sent us her address a few days ahead of dropoff, she was actually located 45 minutes away from our home and not at the location she had listed on her profile, and it caused some stress, because when we found out her address it was too late to find another sitter and we simply had to rearrange our whole itinerary for the day of travel and dog drop-off. On my way to drop our pup off she sent a message saying she thought drop off was in the evening, not morning, and she said she was at work, which caused further stress. Fortunately her boyfriend was home and able to take our dog at the planned time (which we had indeed booked for the morning—she probably mixed up a.m. versus p.m.—those details matter!) Overall we would recommend Cassie for the good care our dog received, her updates provided throughout his stay, her reasonable prices, and generally a really positive experience. He clearly had a good time with her care and it was reassuring knowing he was well tended to while we were gone. We would just recommend double checking details on dropoff times and locations well in advance in order to avoid last minute stress and logistical frustrations!
Popular requests near you
Select a filter and find qualifying Roosevelt Grove sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
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 Roosevelt Grove.
Rover makes it easy to find Roosevelt Grove 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.
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