Dog Boarding Roosevelt Grove
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Roosevelt Grove, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.”


“Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!”

“Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!”

“Kim was amazing with Millie! Millie stayed with her for three nights, and Kim kept in touch and sent us pictures every day. It looked like Millie had a wonderful time and was very happy and comfortable with her. We had such a great experience and would definitely have Millie stay with Kim again!”

“Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.”

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

“Yolanda and Rashad’s years of experience caring for all kinds of dogs showed in their confidence taking in our sweet, old pup, and managing him among many others. Their kind, calm demeanor also made him feel comfortable and welcome in their home. Best of all, he returned to us, healthy and well.”

“We couldn’t be more pleased. Our dogs received so much attention and love that we could truly relax on our vacation. Angela also communicated with us daily so we could see for ourselves the fun our dogs were having. We are so happy we found someone to care for our dogs when we are gone and keep them safe and happy.”

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

“This is the first time we have boarded our dogs with Maria and Nayibe. We were so pleased with the regular updates they provided. Maria and Nayibe were so kind and caring, always attentive to our dogs' needs. They kept us informed on how our dogs were doing and sent pictures daily. They even went to great lengths to ensure our dogs ate well, which was a common concern for them when we were away. Our dogs were so comfortable that they were in no rush to leave. We will definitely use Maria and Nayibe's boarding services again.”


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


About: My dog Fletcher and I would love company while I work from home. I love dogs and have the flexibility to go on walks and play outside during the day! I work from home and have a dog myself so I have plenty of flexible! Also just moved to Milwaukee from Colorado so looking to make some new friends for our pup! I have a fenced in backyard where the dogs can run around and will be watching them at all times of course. We can also go on walks if that’s possible
“Elizabeth and her family took great care of our dog for 3 nights! We appreciated the photo updates and thoughtful communication. Would definitely recommend Elizabeth to anyone needing a reliable and caring dog sitter!”

“I can't be thankful enough. He was not only perfect in taking care of my 8 month old puppy, he was flexible in timing as well if you want an ease of mind I do 100% recommend him.”

“Katie and her family have watched our dog a few times. Our dog loves it at Katie's. She runs up to the door all excited to stay. Katie is very responsive and has been flexible when needed. She is a great communicator and makes it so I don't have to worry about our dog while we are away.”

“This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!”

“Evita was great with my pups. She was super welcoming and her home was perfect for my dogs. They really enjoyed her backyard and all the playtime. Thank you!”

“Kristy took such wonderful care of our shy boy and had him running and playing from day 1! We loved receiving tons of photos of our happy boy. We will 100% book with Kristy again!”


“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”

“Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!”

The median cost per night for dog boarding in Roosevelt Grove is $45
Dog parents share their Rover experiences - Roosevelt Grove
Andrew was perfect! This is my first time using Rover, as my usual Dog Sitter had to cancel last minute. Andrew was quick to schedule a meet and greet, and I felt very secure, leaving my pup with him and his sweet dog. My pup actually jumped in his car at the meet and greet instead of mine (good vibes obv 😊 I received pictures, and my dog was exhausted when we got home. I highly, highly recommend him!

We started with a meet n greet a week before Reptar’s first solo stay with Evita and it went really well. The fenced-in backyard is always a perk so he can be off leash and outside. During the overnight stay, Evita sent a check-in with photos to let me know how he was doing. She has also been quick to respond (we have a few more drop offs coming up)!

Sierrah is such a kind and caring sitter. Her communication is clear and she's very responsive. She took such great care of my husky and provided picture and updates. Thank you Sierrah for being flexible with my schedule and taking care of Snow! I would definitely book Sierrah again for boarding services.

I would highly recommend Katharine and Michael. They were very caring kind and knowledgeable.They sent a picture or video every day and walked my dog and cared for her. My dog thrived with them and their family. I would definitely rebook with them on our next trip.

Angie was great to work with. Despite my dog Jozzie’s quirks and mannerisms she was bow to make her feel at home and comfy. I also appreciated the photos she took of Jozzie lounging around in their spacious back yard on the river ! Thanks Angie. I hope you can take care of Jozzie in the future!

Maggie was wonderful and did an excellent job with taking care of my senior dog Brizzy! Brizzy has some quirks, but Maggie was thorough and made sure to ask all of the right questions so that she could care for Brizzy in the best way possible. We got daily updates with how Brizzy was doing, and Maggie was easily available to us if we had any questions or wanted to check in. Would recommend Maggie to anyone looking for a dog sitter!

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