Dog Boarding in Choptank Overlook, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Choptank Overlook dog boarders
“Dropped my two pups off from Friday to Sunday afternoon. She sent pictures fed them walked them. They roamed and let me tell you they were happy worn out pups by the time we got home.. You could tell they had a time. She made sure everything was safe and clean for our pups as well as the other pups there. Will definitely recommend and definitely will be using her services again!”
“Ellen and her husband were amazing. Found them on Rover last minute after our other options fell through she was very accommodating and value of service was incredible. She stayed in contact with us during the week and sent pictures of Bodie throughout our 11 day vacation. They have a great property for dogs to run around and I will definitely be using them again!!!”
“Jessica & her family took such great care of Walter while we where out of town for Christmas. She even went out of her way to buy him presents for Christmas morning! She sent multiple pictures every time Walter played with the kids, went on walks, and at meal times. She was extremely flexible, she even extended Walters stay for another day so we could drive home safely. Thank you for everything Jessica!”
“Jermaine was awesome! Our dog, Reese, is getting older and I feel like a traditional kennel is a little too loud & stressful for her. Leaving her with Jermaine gave us the peace of mind we needed. He was communicative and positive. She came home happy & healthy. We are very grateful and will absolutely use his services again”
“This was our first time leaving our beloved baby and using the Rover app. I’m so glad we found Ms. Robin. She took care of our dog while on vacation and we couldn’t have asked for a better first experience. ❤️?”
“Ember seemed very relaxed when we picked her up, but happy to see us. Thank you for taking care of our girl. I feel very calm leaving her with you while we are away. Until next time, thank you!”
“We recently had the pleasure of entrusting Busara with the care of our 9-month-old kitten for five nights, and we couldn’t be more satisfied with the experience. From the outset, Busara demonstrated exceptional professionalism and genuine affection for our kitten. Throughout our trip, she kept us consistently informed, sending regular updates and photos that showcased our kitten’s well-being and playful moments. Her attentive communication provided us with peace of mind, knowing our pet was in caring and capable hands. Upon our return, it was evident that our kitten had been well-cared for, appearing content and healthy. Busara’s dedication and attention to detail exceeded our expectations, and we wholeheartedly recommend her to anyone seeking a trustworthy and compassionate cat sitter.”
About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.
“Rachel and Ryan are by far the best dog sitters we’ve had. They looked after Mac, our goldendoodle and I loved seeing him come home excited and very tired from a fun weekend with Rachel and Ryan. Definitely recommend them for your pet needs.”
“Myra is took great care of my grandpup Ollie! This was his first time staying with a dog sitter so I was not sure how he would behave but Ollie was so happy & playful when he met Myra and stayed with her. Myra also sent me pictures of Ollie and provided updates often which I really appreciated . I highly recommend using her services !!”
“I can't say enough good things about this young Lady and her care for my lil buddy Biggie. She sent photos of him interacting with her dogs in the yard. It really put me at ease. Thank you Jenny”
“Jen is amazing! I would recommend anyone to her. She took such good care of my baby boy. No complaints at all. I felt secure during my whole vacation!”
“Gillian and her husband Matt are the true sense of the word dog people!! I loved how our dog Goldie became one of the pack! Gillian’s 2 dogs took to Goldie and they shared each others dog beds! Gillian works from home, so she is perfect person for our dog!! Our experience was for 10 days and for Goldie it was seamless!!”
“My dog loved his stay here! He came back tired and happy. I got lots of pictures of a very happy dog, I can tell he got a lot of love from their whole family and lots of fun playtime.”
“Erin was a wonderful pet sitter. I will definitely use her again. My pup enjoyed his friends there and the big yard! He was happy and healthy when I picked him up.”
“From the moment of the meet and greet I felt good about Julie and her wonderful family. They took to my "lil" girl right away. Sent plenty of great pics and I felt relieved and grateful for finding them. Would highly recommend and will definitely use again. A true pleasure to have them babysit for us.”
About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.
“Janice & Charles are fantastic! We usually take Kipo to a kennel, but for the first time while on vacation our minds were at ease knowing that Kipo was comfortable and well taken care of being at Janice & Charles’s home. Great couple, we can’t thank them enough.”
“My family and I were in town for a couple of days and we needed a last minute dog sitter. Cait had some good reviews and so we decided to move forward and have her dog sit. She was awesome! Our dog had a great time and Cait said she enjoyed playing with her dogs. If we’re in town again, we would definitely reach out!!”
Loving dog boarding sitters in your neighborhood
Search Results
Jer O.Star Sitter
“Dropped my two pups off from Friday to Sunday afternoon. She sent pictures fed them walked them. They roamed and let me tell you they were happy worn out pups by the time we got home.. You could tell they had a time. She made sure everything was safe and clean for our pups as well as the other pups there. Will definitely recommend and definitely will be using her services again!”
Ellen G.Star Sitter
“Ellen and her husband were amazing. Found them on Rover last minute after our other options fell through she was very accommodating and value of service was incredible. She stayed in contact with us during the week and sent pictures of Bodie throughout our 11 day vacation. They have a great property for dogs to run around and I will definitely be using them again!!!”
Jessica W.
Star Sitter
“Jessica & her family took such great care of Walter while we where out of town for Christmas. She even went out of her way to buy him presents for Christmas morning! She sent multiple pictures every time Walter played with the kids, went on walks, and at meal times. She was extremely flexible, she even extended Walters stay for another day so we could drive home safely. Thank you for everything Jessica!”
Jermaine C.Star Sitter
“Jermaine was awesome! Our dog, Reese, is getting older and I feel like a traditional kennel is a little too loud & stressful for her. Leaving her with Jermaine gave us the peace of mind we needed. He was communicative and positive. She came home happy & healthy. We are very grateful and will absolutely use his services again”
Robin F.Star Sitter
“This was our first time leaving our beloved baby and using the Rover app. I’m so glad we found Ms. Robin. She took care of our dog while on vacation and we couldn’t have asked for a better first experience. ❤️?”
Katharine D.
“Ember seemed very relaxed when we picked her up, but happy to see us. Thank you for taking care of our girl. I feel very calm leaving her with you while we are away. Until next time, thank you!”
Busara C.Star Sitter
“We recently had the pleasure of entrusting Busara with the care of our 9-month-old kitten for five nights, and we couldn’t be more satisfied with the experience. From the outset, Busara demonstrated exceptional professionalism and genuine affection for our kitten. Throughout our trip, she kept us consistently informed, sending regular updates and photos that showcased our kitten’s well-being and playful moments. Her attentive communication provided us with peace of mind, knowing our pet was in caring and capable hands. Upon our return, it was evident that our kitten had been well-cared for, appearing content and healthy. Busara’s dedication and attention to detail exceeded our expectations, and we wholeheartedly recommend her to anyone seeking a trustworthy and compassionate cat sitter.”
Seth G.
“I have known Seth for nearly 6 years and in that time I have seen what an incredible pet caregiver he is. He adores and takes such good care of his own dog, Ziggy (the sweetest boxer in the world), as well as a flock of lovely chickens who also adore him to the point of wanting to come into his house! I’ve seen him interact with and take amazing care of other animals too, including cats and ducks. Seth has such a warm personality and you can tell he truly cares for and loves animals. I would absolutely trust him to care for my own pets. He’ll go above and beyond to make sure your pet is cared for, not only covering the basics (feeding, watering, bathroom time, etc.), but also providing love, affection, and play. I highly recommend Seth to anyone looking for a pet sitter.”
Ryan P.Star Sitter
“Rachel and Ryan are by far the best dog sitters we’ve had. They looked after Mac, our goldendoodle and I loved seeing him come home excited and very tired from a fun weekend with Rachel and Ryan. Definitely recommend them for your pet needs.”
Myra D.
“Myra is took great care of my grandpup Ollie! This was his first time staying with a dog sitter so I was not sure how he would behave but Ollie was so happy & playful when he met Myra and stayed with her. Myra also sent me pictures of Ollie and provided updates often which I really appreciated . I highly recommend using her services !!”
Jenny M.
“I can't say enough good things about this young Lady and her care for my lil buddy Biggie. She sent photos of him interacting with her dogs in the yard. It really put me at ease. Thank you Jenny”
Jen C.Star Sitter
“Jen is amazing! I would recommend anyone to her. She took such good care of my baby boy. No complaints at all. I felt secure during my whole vacation!”
Gillian F.
“Gillian and her husband Matt are the true sense of the word dog people!! I loved how our dog Goldie became one of the pack! Gillian’s 2 dogs took to Goldie and they shared each others dog beds! Gillian works from home, so she is perfect person for our dog!! Our experience was for 10 days and for Goldie it was seamless!!”
Lindsay G.
“My dog loved his stay here! He came back tired and happy. I got lots of pictures of a very happy dog, I can tell he got a lot of love from their whole family and lots of fun playtime.”
Erin I.Star Sitter
“Erin was a wonderful pet sitter. I will definitely use her again. My pup enjoyed his friends there and the big yard! He was happy and healthy when I picked him up.”
Julie W.Star Sitter
“From the moment of the meet and greet I felt good about Julie and her wonderful family. They took to my "lil" girl right away. Sent plenty of great pics and I felt relieved and grateful for finding them. Would highly recommend and will definitely use again. A true pleasure to have them babysit for us.”
Elizabeth W.
“Ashley W is the best. I have 2 active large dogs, Maisie (6 years old) and Petey (7 years old), who she has taken care of since they were puppies. She has been there for learning manners, leash training, zoomies, park play time, and overnight stays. My dogs absolutely love her and look forward to more playtime with her. She is always on time, communicates with me about all the details, and makes sure my babies are well cared for while I'm gone. I never worry about my pups while they are with her. I highly recommend Ashley W.”
Janice & Charles B.Star Sitter
“Janice & Charles are fantastic! We usually take Kipo to a kennel, but for the first time while on vacation our minds were at ease knowing that Kipo was comfortable and well taken care of being at Janice & Charles’s home. Great couple, we can’t thank them enough.”
Cait B.
“My family and I were in town for a couple of days and we needed a last minute dog sitter. Cait had some good reviews and so we decided to move forward and have her dog sit. She was awesome! Our dog had a great time and Cait said she enjoyed playing with her dogs. If we’re in town again, we would definitely reach out!!”
Sabrina B.Star Sitter
“Sabrina did an outstanding job of watching our Riley. She took some pictures of him playing outside n with the playing with doggies. Sabrina said that he did ve”
Choptank Overlook dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Choptank Overlook 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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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 Choptank Overlook is $45
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 Choptank Overlook average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 113 sitters provided dog boarding in Choptank Overlook. 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, 92% of Choptank Overlook dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Choptank Overlook 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 Choptank Overlook.
Rover makes it easy to find Choptank Overlook 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 113 dog boarding sitters in Choptank Overlook on Rover, so you’re sure to find the perfect match for your dog! In Choptank Overlook, 94% 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.
Connect anywhere with the Rover app
