Dog Boarding in Madison, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Madison dog boarders

“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”


“She's so attentive and sweet! I felt absolutely safe leaving my sweet dog in her care! From gettong Sugar a pup cup and taking her for car rides and walks,I couldn't be more pleased with her thoughtfulness and attentiveness!We will definitely be seeing her again!💗”


“Madalyn and her family are the best! This was our first time boarding our dog with her and after our meet and greet I knew that our dog was going to be in the best care. Madalyn kept us updated throughout the stay with texts and pictures. We loved this family so much that we already booked with them for another stay.”


“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”



“Bobbi is phenomal! I was pretty nervous about leaving my dog for the first time but felt way more at ease after speaking with Bobbi. She answered all of my questions, sent me pictures and videos of my dog while he was staying with her. As her description states, I am one of those people that worries their dog does weird things, she reassured me that his behavior would be no problem to handle. 10/10 recommend and I deff plan on having my dog stay with her in the future. Thank you so much Bobbi for providing me peace of mind while I was away!”


“Jessica is amazing! She took Parker on so many walks and kept me updated with photos multiple times a day throughout the weekend. Her dog Kota was great with Parker! Parker had such a great weekend with Jessica and her crew. I will definitely use Jessica again- she’s an A+ Rover sitter!!!!”


“Being a first time user of Rover this experience couldn’t have gone any better! After meeting Robin I was at ease. She sent pictures/videos. I’d definitely use Robin again!!”


“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”


“Jacqueline took great care of Louie and communicated and sent pictures every day. Louie and Clover had a blast. She also allowed us to change from one day to six days at the last minute. I wish I lived closer to her!”



“Christine was a wonderful caregiver to our beagle Molly. She sent daily updates with pictures and videos and let us know how Molly was doing since our dog has some separation anxiety when away from us, but Christine took great care to assure Molly would be okay. I would highly recommend Christine and hope that we'll get to leave Molly in her care again in the future.”


“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”


“Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.”


“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


“Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!”


“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”


“We could not be more happy that we found Stephanie to care for our little guy while we were away. Our Buddy was treated like a member of the family and loved his home away from home. I was so nervous about leaving our 1 year old boy, as we have never left him before for longer than a few hours. Stephanie alleviated that nervousness within the first 2 hours by sending a photo of Buddy settled in on the couch with her kids. She sent updates and photos every day and was flexible when we knew we would be a little later returning than expected. We will definitely book with Stephanie for care again. Thank you, again so much! Stacy & Jamey Modlin (and Buddy)”

Loving dog boarding sitters in your neighborhood
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Lindsey Y.Star Sitter

“Lindsey was amazing! I’ve never boarded my dog and was a little nervous, but Lindsey took great care of her. She has a lovely home and her kids treated Daisy like she was a member of the family. Would definitely book again!”


Christianna & Mary B.
Star Sitter


“She's so attentive and sweet! I felt absolutely safe leaving my sweet dog in her care! From gettong Sugar a pup cup and taking her for car rides and walks,I couldn't be more pleased with her thoughtfulness and attentiveness!We will definitely be seeing her again!💗”


Kayla & Bryant F.Star Sitter

“Hayes had a great time at Kayla’s house! I really appreciate that she was able to watch Hayes on such short notice and took good care of our sweet girl!”


Madalyn M.Star Sitter

“Madalyn and her family are the best! This was our first time boarding our dog with her and after our meet and greet I knew that our dog was going to be in the best care. Madalyn kept us updated throughout the stay with texts and pictures. We loved this family so much that we already booked with them for another stay.”


Denise R.Star Sitter

“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”




Bobbi H.
Star Sitter


“Bobbi is phenomal! I was pretty nervous about leaving my dog for the first time but felt way more at ease after speaking with Bobbi. She answered all of my questions, sent me pictures and videos of my dog while he was staying with her. As her description states, I am one of those people that worries their dog does weird things, she reassured me that his behavior would be no problem to handle. 10/10 recommend and I deff plan on having my dog stay with her in the future. Thank you so much Bobbi for providing me peace of mind while I was away!”


Jessica W.
Star Sitter


“Jessica is amazing! She took Parker on so many walks and kept me updated with photos multiple times a day throughout the weekend. Her dog Kota was great with Parker! Parker had such a great weekend with Jessica and her crew. I will definitely use Jessica again- she’s an A+ Rover sitter!!!!”


Robin F.Star Sitter

“Being a first time user of Rover this experience couldn’t have gone any better! After meeting Robin I was at ease. She sent pictures/videos. I’d definitely use Robin again!!”


Leticia G.

“Leticia was wonderful with my Frenchie, Arya. She sent many updates with pictures and it was obvious that Arya was happy and well taken care of. I truly felt that Leticia treated Arya as one of her own and I will be using her services again!”


Jacqueline D.Star Sitter

“Jacqueline took great care of Louie and communicated and sent pictures every day. Louie and Clover had a blast. She also allowed us to change from one day to six days at the last minute. I wish I lived closer to her!”




Christine S.
Star Sitter


“Christine was a wonderful caregiver to our beagle Molly. She sent daily updates with pictures and videos and let us know how Molly was doing since our dog has some separation anxiety when away from us, but Christine took great care to assure Molly would be okay. I would highly recommend Christine and hope that we'll get to leave Molly in her care again in the future.”


Ashley W.
Star Sitter


“Ashley really is the best! Izzy loves her and Luna and we always feel she’s loved and well taken care of! Would recommend Ashely and her fur baby Luna always!”


Faith M.Star Sitter

“We had a great experience with Faith! She was able to accommodate us on a few days’ notice, and was flexible when we had to change our pickup time. Charlie came home happy & healthy & sleepy. Will definitely book again!”


Denise S.Star Sitter

“Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.”


Chrishauna M.

“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”


Lori W.


“Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!”


Kathryn W.

“I had a fantastic experience with Kathryn for my toy poodle, Prince! She was attentive and caring, and Prince came back happy. Kathryn kept me updated with photos and messages, which eased my mind. Highly recommend!”


Haley W.

“Haley was amazing! Had to leave our pup for a longer trip and she was in good hands with Haley and her family.”


Stephanie M.Star Sitter

“We could not be more happy that we found Stephanie to care for our little guy while we were away. Our Buddy was treated like a member of the family and loved his home away from home. I was so nervous about leaving our 1 year old boy, as we have never left him before for longer than a few hours. Stephanie alleviated that nervousness within the first 2 hours by sending a photo of Buddy settled in on the couch with her kids. She sent updates and photos every day and was flexible when we knew we would be a little later returning than expected. We will definitely book with Stephanie for care again. Thank you, again so much! Stacy & Jamey Modlin (and Buddy)”


Tanya L.

“Tanya was excellent with my Bella.Very responsive when i contacted her to ask about my girl.I would use her again.Thanks for taking good care of my Bella.”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
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
As of Aug 2025, 127 sitters provided dog boarding in Madison. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Madison dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Madison have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Madison.
Rover makes it easy to find Madison 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
There are 127 dog boarding sitters in Madison on Rover, so you’re sure to find the perfect match for your dog! In Madison, 91% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
