Dog Boarding in Chesapeake Ranch Estates, MD
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Top rated Chesapeake Ranch Estates dog boarders

“Lindsey and her family provided excellent care for Max. They made him feel like part of the family. Max is a gentle giant; however he does have major separation anxiety,which can be annoying to most people. They provided daily pictures and feedback to inform us how Max was doing. Thank you for taking awesome care of him, which allowed us to enjoy our vacation. He came home happy and full of energy. We will definitely use Lindsey's services again. We 100% recommend them to anyone else who needs a dog sitter.”


“This was my first time using Rover and I cannot believe our luck in finding Christianna! Our 8 year old Boston Terrier, Watson, had an amazing time and was in great hands during his 10 day stay. He went on field trips, spent ample time supervised outside, had plenty of human friends to play tug o’ war with, and laps to snuggle at bed time. Christianna sent many photos and videos daily to keep me in the loop of Watson’s adventures. He is epileptic and requires daily medication which was not an issue at all for Christianna. She is definitely our go-to sitter from now on!”



“We are always so happy to be able to leave our girl with Bobbi and Brian! She gets so excited to see them and their dogs every time and we can relax knowing she’s well taken care of.”


“Lina had a wonderful stay, she is a rescue from the Humane Society and Denise and her husband took extra time to make her feel safe and comfortable. I received daily updates and pictures. I will 100 % use them again and highly recommend Denise!”


“Jacqueline was absolutely amazing with our girl Roxy! Kept us updated constantly with pictures/videos while she was under her care! She has an amazing beautiful home & backyard! You won’t be disappointed when leaving your furbabies with this amazing woman. 10/10.”



“It was obvious that Christine genuinely loves the dogs she looks after. She gave Gordon a no-rush meet-and-greet and let him get used to her house. She had lots of amenities for dogs, including toys and treats, and was careful to ask good questions about Gordon’s habits and preferences. Christine also gave daily updates including videos and photos, which really helped us realize how our little guy was fitting in. We would be happy to let Gordon stay with Christine again in the future!”


“We love leaving our pup here! We get picture and video updates throughout the whole stay and feel so comfortable because of the great communication! He comes back happy and always seems to have a great time. We will continue to be a returning client.”


“Boarding with Ashley was an amazing experience. She was able to sit for us last minute, which was great. Ashley communicated with me throughout the day, with lots of pictures and updated. My dog seemed very comfortable with her. We will definitely be booking again.”


“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.”


“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.”


“This was our pup’s second stay with Kathryn and she was absolutely amazing both times. She was very flexible and even saved us with a last minute booking for the holidays. She continuously gave us updates and the cutest photos! Bruno loves spending time with Kathryn and will definitely continue to be our go-to when our little fella can’t tag along for trips.”


“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”


About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.

“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”


“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

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

“Lindsey and her family provided excellent care for Max. They made him feel like part of the family. Max is a gentle giant; however he does have major separation anxiety,which can be annoying to most people. They provided daily pictures and feedback to inform us how Max was doing. Thank you for taking awesome care of him, which allowed us to enjoy our vacation. He came home happy and full of energy. We will definitely use Lindsey's services again. We 100% recommend them to anyone else who needs a dog sitter.”


Christianna & Mary B.
Star Sitter


“This was my first time using Rover and I cannot believe our luck in finding Christianna! Our 8 year old Boston Terrier, Watson, had an amazing time and was in great hands during his 10 day stay. He went on field trips, spent ample time supervised outside, had plenty of human friends to play tug o’ war with, and laps to snuggle at bed time. Christianna sent many photos and videos daily to keep me in the loop of Watson’s adventures. He is epileptic and requires daily medication which was not an issue at all for Christianna. She is definitely our go-to sitter from now on!”




Bobbi H.
Star Sitter


“We are always so happy to be able to leave our girl with Bobbi and Brian! She gets so excited to see them and their dogs every time and we can relax knowing she’s well taken care of.”


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!”


Denise R.Star Sitter

“Lina had a wonderful stay, she is a rescue from the Humane Society and Denise and her husband took extra time to make her feel safe and comfortable. I received daily updates and pictures. I will 100 % use them again and highly recommend Denise!”


Jacqueline D.Star Sitter

“Jacqueline was absolutely amazing with our girl Roxy! Kept us updated constantly with pictures/videos while she was under her care! She has an amazing beautiful home & backyard! You won’t be disappointed when leaving your furbabies with this amazing woman. 10/10.”




Christine S.
Star Sitter


“It was obvious that Christine genuinely loves the dogs she looks after. She gave Gordon a no-rush meet-and-greet and let him get used to her house. She had lots of amenities for dogs, including toys and treats, and was careful to ask good questions about Gordon’s habits and preferences. Christine also gave daily updates including videos and photos, which really helped us realize how our little guy was fitting in. We would be happy to let Gordon stay with Christine again in the future!”


Anika C.

“We love leaving our pup here! We get picture and video updates throughout the whole stay and feel so comfortable because of the great communication! He comes back happy and always seems to have a great time. We will continue to be a returning client.”


Ashley W.
Star Sitter


“Boarding with Ashley was an amazing experience. She was able to sit for us last minute, which was great. Ashley communicated with me throughout the day, with lots of pictures and updated. My dog seemed very comfortable with her. We will definitely be booking again.”


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.”


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.”


Chloe T.

“Very communicative and accommodating! Even though our dog wasn’t the best house guest, she changed things up to help him. Thank you soooooo much!!!!”


Kathryn W.

“This was our pup’s second stay with Kathryn and she was absolutely amazing both times. She was very flexible and even saved us with a last minute booking for the holidays. She continuously gave us updates and the cutest photos! Bruno loves spending time with Kathryn and will definitely continue to be our go-to when our little fella can’t tag along for trips.”


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.”


Angela Y.Star Sitter

“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”


Kevin L.
About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.


Micaya S.

“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”


Genil W.
“Genil treated our dogs with such love and was even available at the last minute during the holidays! She sent photos halfway through the booking and was so sweet to work with!”


Ruth D.

“Ruth was great with our dogs! We had a change of schedule, so Ruth was very flexible and worked it out with us.”


Kerri L.

“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”
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, 134 sitters provided dog boarding in Chesapeake Ranch Estates. 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, 89% of Chesapeake Ranch Estates dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake Ranch Estates have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 7 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 Chesapeake Ranch Estates.
Rover makes it easy to find Chesapeake Ranch Estates 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 Chesapeake Ranch Estates on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake Ranch Estates, 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.
