Dog Boarding in Chesapeake Ranch Estates-Drum Point, MD
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Top rated Chesapeake Ranch Estates-Drum Point 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!💗”



“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!”


“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.”


“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.”


“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.”


“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!”


“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!”


“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


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.

“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.”


“Jessica was very understanding and accommodating to my kitty. She was very experienced and knowledgeable of cats. She updated me regularly and made me feel at ease the whole stay even though our kitty was not the easiest! She was nothing but kind and patient with our fur baby. She even went above and beyond to pick up some more food when our plans changed unexpectedly. Thank you Jessica!”


“Anika was an amazing care giver for my fur baby. She sent daily videos and pictures which alleviated my anxiety. Since my fur baby was only 16 weeks old, Anika was really patient with him because he is not fully house trained. I will definitely be using her services again and I highly recommend her to anyone in need of a dog sitter.”


“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!”

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!”


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!”


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!💗”




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!”


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.”


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.”


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!”


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.”


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.”


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!”


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!”


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!!!!”


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!”


Susy L.

“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


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.


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.”


Jessica C.

“Jessica was very understanding and accommodating to my kitty. She was very experienced and knowledgeable of cats. She updated me regularly and made me feel at ease the whole stay even though our kitty was not the easiest! She was nothing but kind and patient with our fur baby. She even went above and beyond to pick up some more food when our plans changed unexpectedly. Thank you Jessica!”


Anika C.

“Anika was an amazing care giver for my fur baby. She sent daily videos and pictures which alleviated my anxiety. Since my fur baby was only 16 weeks old, Anika was really patient with him because he is not fully house trained. I will definitely be using her services again and I highly recommend her to anyone in need of a dog sitter.”


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!”
Chesapeake Ranch Estates-Drum Point dog parents share their Rover experiences
We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!

Popular requests near you
Select a filter and find qualifying Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point is $40
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 Chesapeake Ranch Estates-Drum Point average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
If you’re searching for a Chesapeake Ranch Estates-Drum Point dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.
If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.
As of Aug 2025, 136 sitters provided dog boarding in Chesapeake Ranch Estates-Drum 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, 89% of Chesapeake Ranch Estates-Drum Point dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake Ranch Estates-Drum Point have an average of 17 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 Chesapeake Ranch Estates-Drum Point.
Rover makes it easy to find Chesapeake Ranch Estates-Drum 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 136 dog boarding sitters in Chesapeake Ranch Estates-Drum Point on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake Ranch Estates-Drum Point, 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.
