Dog Boarding Roosevelt Grove

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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.

1 / 1
Sitter Profile Image: Andrew J.
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Andrew J.
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$38
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

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!

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Jacquelyn S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley was an amazing dog sitter for our pup! She communicated throughout the stay, sent pictures, and made him feel at home! I highly recommend! Thank you for the experience!

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Makalia P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
227 reviews
97 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is our family’s go-to sitter and we wouldn’t want it any other way. We get plenty of pictures and updates, while also given our space to enjoy a trip away and know our pup is happy and safe.

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Charlie C.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

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!

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Lakara T.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
164 reviews
46 repeat clients
30 years of experience
Glendale, WI, 53217

Kim and Tom are THE best . We’ve had many stays and all have been great . Processional/ Reliable and Safe . Poppy and Dudley the Pugs LOVE coming for visits and can’t wait for the next one .

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Liz J.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
210 reviews
103 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.

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Jonathan C.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
61 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

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!

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jordyn w.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
119 reviews
43 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

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 🐾

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Renee B.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
20 years of experience
Wauwatosa, WI, 53213

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!

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Anna W.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
55 reviews
12 repeat clients
15 years of experience
West Allis, WI, 53214

Had a great experience! She was very attentive and caring with Waker, and we felt comfortable the whole time knowing he was in good hands. He got along great with her dog Luna, which was a huge plus. Would definitely book again

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Filip M.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was a wonderful sitter to our dog, Phoebe. Excellent communication, professional, and friendly. He sent us a few pics while we were away to let us know how she was doing, which I especially appreciated. Definitely recommend Scott, and his cute dog Lucy, to anyone looking for a sitter and a playmate.

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Yvonne D.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

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!

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Jessica W.
Sitter Profile Image: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
82 reviews
33 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilynn took care of our two sassy lil pups for an entire week. The sassy part is that they don't typically play nice with other dogs - unless they are at Marilynn's! She has worked her dog-whispering magic on them and they have become more sociable. They love Marilynn and we do too:)

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Kim B.
Sitter Profile Image: Linda V.
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Linda V.
from
$32
per night
5.0 out of 5 stars
5 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

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!

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Rachel J.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
54 reviews
16 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Amazing. Communicated daily and sent lots of pictures. She made adjustments to help my dog eat while being in a new environment. Will definitely be rebooking.

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Raniyah D.
Sitter Profile Image: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
Sitter Profile Image: Mitch C.
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Mitch C.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

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.

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Mike P.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth is so friendly I immediately knew Spike was in good hands. Even better, her two boys are full of joy and were ready to pet and snuggle with my pup. When I came to pick Spike up, he looked ready to stay with his new friends!

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Shannon W.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester did such a good job with our Golden Retriever! We reached out last minute and she was so accommodating. Quick response time, and Tucker had a blast. 🐾💗

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Abby K.
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The median cost per night for dog boarding in Roosevelt Grove is $45

Dog parents share their Rover experiences - Roosevelt Grove

1 / 1
5.0 out of 5 stars

Thanks Ashley! Ashley kept me updated with photos and videos and took great care of our puppy. Responsive and easy to communicate with.

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Jessica F.
Boarding
5.0 out of 5 stars

Olga was a wonderful host for our two dogs! She was quick with replies and provided plenty of photos and videos while we were away! Thank you to her and her family for helping us out in a great way. We would absolutely recommend her to all friends and family!!

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Edwin C.
Boarding
5.0 out of 5 stars

Our longest stay yet and Moose didn’t want to leave! Krystal spoils him with walks and treats and lots of playtime with her boys. He had a great time and we had peace of mind on our trip.

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Megan T.
Boarding
5.0 out of 5 stars

Michael is the dog whisperer! He is absolutely wonderful with our dog. I can’t say enough good things. I always feel comfortable when we leave her. I never had that level of confidence leaving her with a kennel. Thank you Michael.

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Helen G.
Boarding
5.0 out of 5 stars

Elizabeth K. and family, did an amazing job of carrying for my fur baby last week! She sent daily updates and photos to me about her, which I greatly appreciated. Tippy, felt right at home with them. I will be using them again in the near future. Thanks Elizabeth and family. ❤️🙏🏽🤗

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Shantel S.
Boarding
5.0 out of 5 stars

Danitza was wonderful with our 8 month old dog. She took her for walks often, and kept us updated frequently while we were out of town. I could tell from the photos and in our dogs demeanor when we picked her up that Danitza took great care of her!

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Jennifer P.
Boarding
5.0 out of 5 stars

I promise you will never have to worry when Michelle has your puppies. 100/100. If I could rate more than 5 stars, I would!

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Joel G.
Boarding
5.0 out of 5 stars

Evita was great with Tucker, this was our first time using a dog sitter for an overnight stay and she eased all my concerns and provided great updates. We will definitely be booking with Evita again in the future. THANK YOU

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Sam D.
Boarding
5.0 out of 5 stars

We appreciated Molly taking such good care of StellaMarie! She was welcoming & made sure we felt comfortable as a first-time booking.

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Samantha G.
Boarding
5.0 out of 5 stars

Andrew took wonderful care of my dog on two separate occasions, and both experiences were excellent. He was reliable, communicative, and made it easier being away. My dog was happy, well cared for, and comfortable with him. Andrew kept me updated with messages and photos, which I really appreciated. I would recommend him to anyone looking for a trustworthy and caring dog sitter.

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Megan G.
Boarding
5.0 out of 5 stars

Just amazing. We had an emergency and needed to book with her in less than 24 hours. She was responsive, attentive, affectionate and everything Ashley needed. We will absolutely book with Nylia and her crew next time. Thank you so much.

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Kelly N.
Boarding
5.0 out of 5 stars

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.

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Nita
Boarding
5.0 out of 5 stars

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.

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Holly Ann K.
Boarding
5.0 out of 5 stars

Esther once again came to the rescue. I booked last minute and she was able to accommodate and be flexible when my flight changed .

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Precious G.
Boarding
5.0 out of 5 stars

Auria was a great sitter. Macy seems to have enjoyed playing with her dogs. She sent us updates during her stay. We would recommend her to others.

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DeWayne B.
Boarding
5.0 out of 5 stars

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!

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David B.
Boarding
5.0 out of 5 stars

Thank you very much again for taking care of Spots and Lorenzo. They always are so comfortable and came back happy.

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Mariana G.
Boarding
5.0 out of 5 stars

Marie was a great host for our dog! She made Paisley feel comfortable, and was sure to take great care of her over the holiday weekend.

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Jake Z.
Boarding
5.0 out of 5 stars

Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.

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Tammy W.
Boarding
5.0 out of 5 stars

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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Lexi L.
Boarding
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