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

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Top rated Madison dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Penny is a wonderful dog sitter!! I brought my dog to her home for a couple of overnight stays. She was so kind and went above and beyond to help my dog feel comfortable.”


“My dog and I had an excellent experience! I would recommend them to anyone needing a pet sitter. Communication was prompt and personalized. I felt my dog was in great hands! I will definitely be boarding him with them again next time I travel.”


“Cynthia is definitely the best dog sitter I have met! Her and her family are incredibly sweet. My previous sitter canceled last minute and she responded and agreed to care for my Bailey at the last minute. I’m so grateful! Not only is she prompt with response, but she sent frequent updates and pictures. She has a big back yard and took Bailey on a fun excursion! Definitely worth the drive outside of Charlottesville! Will highly recommend!”


“Nothing short of AMAZING!! Very accommodating and always takes great care of our sweet girl and provides updates throughout the day. We couldn’t be happier with services we received.”


“Dana was amazing and truly was able to manage the different doggie personalities. She was friendly and incredibly communicative throughout the stay which we appreciated. We will be back.”


“Aly dog sat our Charlie boy for a few night and was awesome! Super responsive; sent updates and daily photos of Charlie. Much better experience for our guy vs. boarding at a kennel/boarder. Will absolutely rebook with Aly in the future!”


“Nathan is so kind! He took our pups in with care and consideration, and was very flexible with our schedule and needs. I really appreciate him! Definitely recommend and we will be coming back.”


“This was my first time leaving my 8 month old puppy since I got him. He is a pretty anxious dog, which made me an anxious mother. Clayton and Brittany were great; they were unfazed by his quirks, and allowed him space to adjust. Apparently he adjusted just fine; climbing into laps. They have a large fenced yard and two lively dogs; such a fun, busy weekend for my pup! I highly recommend them…”


“Our pups enjoyed their stay with Anne! It was easy to communicate with her and she sent lots of photos and updates. She took great care of them and we would use her again in the future. Thanks Anne!”

“This is the first time I've left Gunner overnight with anyone and Scott and Sarah are phenomenal. I would leave my dog with them 100x over they are wonderful. They let gunner sleep in bed with them even though he's 95 pounds (sorry haha) and they really accepted him like he's their own family. I highly recommend them!”


“Whitney was so amazing with our dogs. This was our first time using Rover and she made the booking process smooth and simple. We were so comfortable leaving our girls with her. We got daily updates and photos of our dogs and the adventures they had the farm. We were at ease and able to enjoy our time away from home without any worries. I will be recommending her to our friends and we will be booking with her again.”


“Reuben took good care of my large one year old Great Pyrenees mix who is extremely rambunctious (to put it mildly). After 10 days with Rueben he learned to walk on leash and play nicely with Rueben’s dog Tyson. (It’s now up to me to maintain the good behaviors he learned). Rueben’s toolkit for dog training includes a prong collar, which I agreed to let him try with some trepidation. Rueben used it sparingly and with restraint, and Ixy seemed to respond well. Rueben was also very flexible with shortening and then extending the dates of stay so I could handle a medical emergency. He is prompt to respond to queries about how your pet is doing. I plan to board my dog there again.”


“What a great experience for my standard poodle! Jocelin was responsive and sent several pictures and texts about my girl during her stay. Drop off and pick up were also a breeze.”


“Charity kept my senior pup Buster for two nights this past weekend. He's very dog selective, thus has to be kept by himself/away from other dogs most of the time. I was pleased to find out she took the time to assess his personality and closely supervise an introduction to one of her very laid back dogs and all went well. He came home happy and well adjusted. I've already given her name to a local friend, and will check her schedule for future boarding needs.”

Loving dog boarding sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Penny H.Star Sitter

“Penny is a wonderful dog sitter!! I brought my dog to her home for a couple of overnight stays. She was so kind and went above and beyond to help my dog feel comfortable.”


Svitlana F.Star Sitter

“We are regulars with Svitlana- my dog loves her, and she's fantastic! I get great photos and videos and I know my dog is getting great exercise. Thank you!”


Katina M.
Star Sitter


“My dog and I had an excellent experience! I would recommend them to anyone needing a pet sitter. Communication was prompt and personalized. I felt my dog was in great hands! I will definitely be boarding him with them again next time I travel.”


Cynthia W.Star Sitter

“Cynthia is definitely the best dog sitter I have met! Her and her family are incredibly sweet. My previous sitter canceled last minute and she responded and agreed to care for my Bailey at the last minute. I’m so grateful! Not only is she prompt with response, but she sent frequent updates and pictures. She has a big back yard and took Bailey on a fun excursion! Definitely worth the drive outside of Charlottesville! Will highly recommend!”


Bertie A.Star Sitter

“Nothing short of AMAZING!! Very accommodating and always takes great care of our sweet girl and provides updates throughout the day. We couldn’t be happier with services we received.”


Dana G.

“Dana was amazing and truly was able to manage the different doggie personalities. She was friendly and incredibly communicative throughout the stay which we appreciated. We will be back.”


Paula C.Star Sitter

“Our little dog has anxiety, but he felt very at home with Paula and was well taken care of! When we picked him up it seemed like he wanted to stay!”


Aly B.Star Sitter

“Aly dog sat our Charlie boy for a few night and was awesome! Super responsive; sent updates and daily photos of Charlie. Much better experience for our guy vs. boarding at a kennel/boarder. Will absolutely rebook with Aly in the future!”


Nathan A.
Star Sitter


“Nathan is so kind! He took our pups in with care and consideration, and was very flexible with our schedule and needs. I really appreciate him! Definitely recommend and we will be coming back.”


Riley E.

“Riley was amazing. Excellent communication and my Bowser had a lovely time. I'll definitely be utilizing her services again in the future. Thank you, Riley!”


Clayton D.

“This was my first time leaving my 8 month old puppy since I got him. He is a pretty anxious dog, which made me an anxious mother. Clayton and Brittany were great; they were unfazed by his quirks, and allowed him space to adjust. Apparently he adjusted just fine; climbing into laps. They have a large fenced yard and two lively dogs; such a fun, busy weekend for my pup! I highly recommend them…”


Anne G.
“Our pups enjoyed their stay with Anne! It was easy to communicate with her and she sent lots of photos and updates. She took great care of them and we would use her again in the future. Thanks Anne!”


Christine L.

“Oakley came back happy and tired. Communication was great, and he even enjoyed the fact that he got to run and play with other dogs. I will be using Christine again.”


Scott & Sarah O.Star Sitter

“This is the first time I've left Gunner overnight with anyone and Scott and Sarah are phenomenal. I would leave my dog with them 100x over they are wonderful. They let gunner sleep in bed with them even though he's 95 pounds (sorry haha) and they really accepted him like he's their own family. I highly recommend them!”


Whitney G.

“Whitney was so amazing with our dogs. This was our first time using Rover and she made the booking process smooth and simple. We were so comfortable leaving our girls with her. We got daily updates and photos of our dogs and the adventures they had the farm. We were at ease and able to enjoy our time away from home without any worries. I will be recommending her to our friends and we will be booking with her again.”


Reuben C.

“Reuben took good care of my large one year old Great Pyrenees mix who is extremely rambunctious (to put it mildly). After 10 days with Rueben he learned to walk on leash and play nicely with Rueben’s dog Tyson. (It’s now up to me to maintain the good behaviors he learned). Rueben’s toolkit for dog training includes a prong collar, which I agreed to let him try with some trepidation. Rueben used it sparingly and with restraint, and Ixy seemed to respond well. Rueben was also very flexible with shortening and then extending the dates of stay so I could handle a medical emergency. He is prompt to respond to queries about how your pet is doing. I plan to board my dog there again.”


Lakeshia W.

“Lakeisha was great. Always kept me up to date on my pet and sending plenty of pictures”


Jocelin B.Star Sitter

“What a great experience for my standard poodle! Jocelin was responsive and sent several pictures and texts about my girl during her stay. Drop off and pick up were also a breeze.”


Charity Ann L.
Star Sitter


“Charity kept my senior pup Buster for two nights this past weekend. He's very dog selective, thus has to be kept by himself/away from other dogs most of the time. I was pleased to find out she took the time to assess his personality and closely supervise an introduction to one of her very laid back dogs and all went well. He came home happy and well adjusted. I've already given her name to a local friend, and will check her schedule for future boarding needs.”


Alexa H.

“Buck and Duchess had the best time and even with pink eye for one of them, Alexa still graciously took them in and loved on them. Thank you so much we can’t wait to see you again!”
Over 25 pet parents in Madison have booked dog boarding
Popular requests near you
Select a filter and find qualifying Madison 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 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!
The median cost per night for dog boarding in Madison is $47
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.
Sitters in Madison average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Madison is $47 per night, including service fees. Boarding your dog for one week typically costs $329. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Madison dog boarding rates can be found as low as $26 to as high as $29 per night.
As of Aug 2025, 134 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, 96% of Madison dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Madison have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 134 dog boarding sitters in Madison on Rover, so you’re sure to find the perfect match for your dog! In Madison, 100% of sitters offer daily exercise, 93% offer medication administration, and 93% 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.
