Dog Boarding in Woodland Point, 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 Woodland Point dog boarders
“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”
“We absolutely love Diane and Alvin! They took loving care of our Maverick. Diane updated me every day with a brief summary and photos. We were truly able to relax and enjoy our trip knowing he was in great hands. We are already booking them again for 2 more trips that we have planned this summer.”
“Our GSD puppy Micah enjoyed another fabulous stay with Connie! We really appreciate knowing that he is safe and cared for while we are traveling. He benefitted greatly from a weekend of socialization with the other canines staying with Connie. She sent us regular updates including pictures and videos of his stay. We truly appreciate this fantastic service! Thanks Connie!”
“I don’t know where to begin; Megan and her family are the absolute best! My German Shepard/Cattle Dog is weary of new people, but she took to Megan and her family right away. I love how Megan was always available and how she consistently sent photos and videos to keep us updated; it’s like our pups were on our vacation just as we were cause based on the videos they were having so much fun I was almost jealous lol! I loved how she exposed my pups to her chickens and whatever interested them in her backyard. I also loved that they had children because my Teacup always had someone to play with. Lastly, I really appreciate Megan’s flexibility. We had car trouble coming back from the airport and not once did she ever make us feel bad for the inconvenience. If you’re looking for someone to watch your fur babies, I totally recommend Megan 100%. Thanks so much Megan and family, you guys made going on vacation stress free. Our pups will definitely be back! P.S., Mecca and Cocoa said thank you for the treat bag you sent them home with! They really enjoyed them, especially Cocoa! Lol.”
“I was very pleased with the care my fur babies received from Nick and Cici. I got updates and photos of them and I could see how comfortable they were in their home. It made me feel good to leave them and I know I will let them stay again! My babies were treated like they were a part of a new loving family environment and that warms my heart.”
“Lillian and Sebastian was wonderful right from the jump start. They both made my husband and I feel very comfortable to leave our fur baby. Further more, upon dropping off our fur baby, he was made to feel right at home. To top it off, we received plenty of photos, videos and text fill with updates of our fur baby. Excellent care.”
“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.”
“I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!”
“Really appreciated the thoughtful and well planned out introduction of our dogs. Very open to all of my thoughts, concerns and input as it was the first time I left my puppy overnight and they were phenomenal! I could tell he had been exercised and was very content when I picked him up. Got several updates every day. Will definitely use them again!”
“Thank you Melissa! Max and Ringo had a great stay with you. They loved your fenced and shaded backyard and appreciated splashing in the doggie pool. It was the perfect environment!”
“Philly’s stay with Tanita and Terrance was great. I would highly recommend them to anyone looking for someone to look after their fur baby. I got pictures and videos of Philly while I was gone and it made me feel so much better. He’s not used to too many people being I’m now an empty nester but he adopted well and had a great time. I’m so happy to have found them! Hands down one of the best!”
“Christine was excellent with us and took great care of Burt. She was caring and compassionate, and she sent a lot of photos/videos while we were gone. Even when Burt was having some issues because of a UTI, she made sure to attend to his needs and was very patient. She gave him medicines each day as well. We're very grateful for everything Christine did for us, and Burt is thankful too. :)”
“Great Boarder and awesome communicator! She was super accommodating to Jolene's needs and very flexible. Jo found a new friend in Clover. Couldn't have asked for a better boarder in the southern Maryland area.”
“Thank you so much to Ms. Anika! She is the best! She has been watching our furbaby for about 4 years now and I don’t know what we would do without her. Her love and care allowed us to have a 9 day worry free family vacation❤️”
“Gabriela was amazing! My Daisy is high anxiety and she was comfortable with her from the very first minute! She sent multiple pictures, that were adorable! And I could tell Daisy was happy while she was away from us. Will definitely be using her again!”
“We couldn't ask for a better person to board our dog. Morgan is the best, he sent us updates and photos through out the boarding week. Our dog was clearly loved and received excellent care. We highly recommend Morgan to any dog owner looking for a trustworthy and loving place for their furry friend!”
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
Loving dog boarding sitters in your neighborhood
Search Results
Lindsey Y.Star Sitter
“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”
Diane T.Star Sitter
“We absolutely love Diane and Alvin! They took loving care of our Maverick. Diane updated me every day with a brief summary and photos. We were truly able to relax and enjoy our trip knowing he was in great hands. We are already booking them again for 2 more trips that we have planned this summer.”
Connie L.
Star Sitter
“Our GSD puppy Micah enjoyed another fabulous stay with Connie! We really appreciate knowing that he is safe and cared for while we are traveling. He benefitted greatly from a weekend of socialization with the other canines staying with Connie. She sent us regular updates including pictures and videos of his stay. We truly appreciate this fantastic service! Thanks Connie!”
La Tasha T.Star Sitter
“My dog Rocky has enjoyed his stays with LaTasha. He enjoys playing with her dogs and we pull up to her house he gets excited. Thank you for taking care of my dog.”
Megan J.Star Sitter
“I don’t know where to begin; Megan and her family are the absolute best! My German Shepard/Cattle Dog is weary of new people, but she took to Megan and her family right away. I love how Megan was always available and how she consistently sent photos and videos to keep us updated; it’s like our pups were on our vacation just as we were cause based on the videos they were having so much fun I was almost jealous lol! I loved how she exposed my pups to her chickens and whatever interested them in her backyard. I also loved that they had children because my Teacup always had someone to play with. Lastly, I really appreciate Megan’s flexibility. We had car trouble coming back from the airport and not once did she ever make us feel bad for the inconvenience. If you’re looking for someone to watch your fur babies, I totally recommend Megan 100%. Thanks so much Megan and family, you guys made going on vacation stress free. Our pups will definitely be back! P.S., Mecca and Cocoa said thank you for the treat bag you sent them home with! They really enjoyed them, especially Cocoa! Lol.”
Yiqiuxi & Nick L.Star Sitter
“I was very pleased with the care my fur babies received from Nick and Cici. I got updates and photos of them and I could see how comfortable they were in their home. It made me feel good to leave them and I know I will let them stay again! My babies were treated like they were a part of a new loving family environment and that warms my heart.”
Lilian u.
“Lillian and Sebastian was wonderful right from the jump start. They both made my husband and I feel very comfortable to leave our fur baby. Further more, upon dropping off our fur baby, he was made to feel right at home. To top it off, we received plenty of photos, videos and text fill with updates of our fur baby. Excellent care.”
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.”
Christianna & Mary B.Star Sitter
“I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!”
Bobbi H.Star Sitter
“Really appreciated the thoughtful and well planned out introduction of our dogs. Very open to all of my thoughts, concerns and input as it was the first time I left my puppy overnight and they were phenomenal! I could tell he had been exercised and was very content when I picked him up. Got several updates every day. Will definitely use them again!”
Melissa B.Star Sitter
“Thank you Melissa! Max and Ringo had a great stay with you. They loved your fenced and shaded backyard and appreciated splashing in the doggie pool. It was the perfect environment!”
Tanita & Terrence B.Star Sitter
“Philly’s stay with Tanita and Terrance was great. I would highly recommend them to anyone looking for someone to look after their fur baby. I got pictures and videos of Philly while I was gone and it made me feel so much better. He’s not used to too many people being I’m now an empty nester but he adopted well and had a great time. I’m so happy to have found them! Hands down one of the best!”
Christine S.Star Sitter
“Christine was excellent with us and took great care of Burt. She was caring and compassionate, and she sent a lot of photos/videos while we were gone. Even when Burt was having some issues because of a UTI, she made sure to attend to his needs and was very patient. She gave him medicines each day as well. We're very grateful for everything Christine did for us, and Burt is thankful too. :)”
Jacqueline D.Star Sitter
“Great Boarder and awesome communicator! She was super accommodating to Jolene's needs and very flexible. Jo found a new friend in Clover. Couldn't have asked for a better boarder in the southern Maryland area.”
Anika C.
“Thank you so much to Ms. Anika! She is the best! She has been watching our furbaby for about 4 years now and I don’t know what we would do without her. Her love and care allowed us to have a 9 day worry free family vacation❤️”
Gabriela O.
“Gabriela was amazing! My Daisy is high anxiety and she was comfortable with her from the very first minute! She sent multiple pictures, that were adorable! And I could tell Daisy was happy while she was away from us. Will definitely be using her again!”
Morgan B.Star Sitter
“We couldn't ask for a better person to board our dog. Morgan is the best, he sent us updates and photos through out the boarding week. Our dog was clearly loved and received excellent care. We highly recommend Morgan to any dog owner looking for a trustworthy and loving place for their furry friend!”
Susy L.
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
Katelyn B.Star Sitter
“Simply amazing!!!🤩. Really superb caregiver to an elder dachshund. Really put my mind at ease with updates and activities and pictures of Jester. Very impressed.”
Amy M.
“Amy provided a happy, safe and fun home for my dog. She was flexible, easy to work with and spoiled our dog. We will definitely sign up with Amy again in the near future.”
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!
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, 242 sitters provided dog boarding in Woodland Point. 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, 90% of Woodland Point dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Woodland Point have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Woodland Point.
Rover makes it easy to find Woodland Point 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 242 dog boarding sitters in Woodland Point on Rover, so you’re sure to find the perfect match for your dog! In Woodland Point, 95% of sitters offer daily exercise, 100% offer medication administration, and 85% 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
