Dog Boarding In Old Middleton Greenway
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Top rated Old Middleton Greenway dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our quirky rescue pup was so well taken care of while we were away! In every update we got it was clear that our dog was feeling more and more comfortable and was left in good hands. We will definitely book again!”

“Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.”

“Becky and Judd have treated Neko so well and if he was there own! They have worked with us on short notice stays, and always keep me updated on how well he’s doing! Neko loves going over there to be watched by their family!”

“Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.”

“This was Henry's second time staying with Michelle and her family, and he had a great time! I really appreciated the updates and pictures throughout his stay. I will definitely book with Michelle again :)”

“Olivia was great with our senior dog. She was very responsive throughout the process, sending daily updates, which we loved receiving. I highly recommend her and will be reaching out again when I'm in need.”

“Cleda was very flexible when my dog’s care needs changed due to an injury that occurred a few days before she was to be boarded. Cleda was very accommodating and I was able to relax while away knowing my dog was in good hands. She got lots of one on one attention from Cleda which is exactly what she needed. Cleda also made arrangements to limit my dog’s physical activity, which was ordered by the vet after the injury. I will definitely be booking again!”

“We couldn’t be happier with Sophia’s care for our dog Shorty! From start to finish, she was a pleasure to work with. Her communication throughout the entire stay was outstanding — she regularly checked in and sent photos that gave us real peace of mind while we were away. Knowing Shorty was in great hands made all the difference to us. Most importantly, Shorty came home happy, relaxed, and comfortable, which says everything about the care Sophia provided. We highly recommend Sophia. We hope to book with her again!”

“I cannot express enough gratitude and how exceptionally accommodating Kristin & Bruce (& of course their little darlings as well!) were with my little pup Ellie! It was a spur of the moment decision to check into a pup sitter while in town for my UW Madison freshman’s 1st football game & what a gem we found!! Booked the appt & met the fam w/in an hour & were so incredibly impressed & confident w/them that we modified our booking for an overnight stay! Having not planned a sitter, we showed up without her bed or paperwork yet were still fully welcomed into their home. Little Ellie (3.5 lb 5.5 mo. Yorkie) spent the day playing with the kiddos inside & out then snuggled with mom & dad all night!🥰 Since I’m now an empty nester, I honestly believe she wasn’t ready to leave when we came for pickup! She was definitely living her best life and I will, without a doubt, be booking further appointments as I pop into town for a visit!”

“Robert did an excellent job hosting our dog for a week at his house. We received regular updates with photos and he was incredibly responsive, always replying in a timely fashion. When we first met, he struck me as a true "dog person" which is what we wanted! I would recommend Robert to anyone looking for a dog sitter.”

“Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.”

“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”

“We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!”

“Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!”

“Ryan and Martha and their family have been a saving grace for me! Willow loves going over there, and clearly feels right at home. They send photos throughout her stay, and are so gracious with their time and thoughtfulness.”

“Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!”


About: We love our dogs! We love to be outside in our fenced in yard, throwing a ball or frisbee. We live in a neighborhood that has sidewalks so we often go for long walks. My partner works from home and is a huge dog lover. I work during the week but am around all weekend. We can accommodate around requests We let our dogs roam around the house and the fenced I. Yard. We can crate if needed but we typically do not. We do not allow dogs in beds. Please note the we have a 6 year old, so any dogs we sit need to be good around children
Old Middleton Greenway dog parents share their Rover experiences
Our fur baby Beau is part of our family, so when we have to leave him w/ a sitter, it's very difficult. That feeling is offset by the way Jesse cares for him. You can tell by the way he bounds into her house & the pictures/videos she shares that he's having a great time. Beau approves this message!

Marina really made me feel my boy was safe and in good hands. She was very patient/flexible with me too, as my plans changed many times during my very chaotic, stressful week away. I arrived back home four days later than planned and she was able to accommodate the ever evolving day of my return, which I feel horrible about. Glad to have found her.

Shorty had another great stay thanks to Sophia’s tender care. Sophia shared photos and updates, and Shorty came home happy and well taken care of. We especially appreciated Sophia keeping Shorty calm through the horrendous storms that passed through our area while we were away.

Jack just stayed with Gabriella for the first time and I couldn't be more grateful for how good she was with him! Jack has separation anxiety and gets nervous meeting new people and being away from me. Heck, I get anxious too, but Gabriella and her boyfriend made us both feel completely at ease. Jack had 25/7 company and was given accommodations to ensure he was comfortable. I was given plenty of updates on how he was doing and he seemed to be enjoying his time the whole visit with lots of play time and affection. Upon bringing him home I could just tell how content he was with his stay. He wasn't overly anxious to see me which is amazing in comparison to other times he's stayed away from home. I felt completely confident he was in safe and loving hands the entire visit and would absolutely go to Gabriella in the future for pet sitting needs. Thanks again so much for taking such great care of my little guy!

Meaghan and her husband are very kind people with a beautiful home and a large fenced-in backyard. Meaghan was very good about sending a lot of pictures and updates throughout our dog’s stay and we felt very comfortable having our dog stay in their home. They have a very sweet dog of their own that my dog quickly bonded with, and they were playful together. Highly recommend!

Karen did a great job in taking care of our Nakia. She is 13 years old and this is the first time she has stayed with someone she did not know. Karen kept us informed about her and sent frequent pictures. Made us feel secure in knowing she was well cared for. We are thankful for Karen’s wonderful care that she does with love. Dottie

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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.
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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 Old Middleton Greenway.
Rover makes it easy to find Old Middleton Greenway 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.















