Dog Boarding in Herald Harbor, MD
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Top rated Herald Harbor dog boarders

“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”


“I am so pleased with Elizabeth as the pet sitter for my precious baby. She is very knowledgeable about dogs and had an instant attraction to my dog. She did a great job, keeping me informed with text messages and pictures Remy had such a great time and can’t wait to go back!”



“Michelle is great! She truly makes your dog feel at home! When you are away you know your pup is in good hands with her. She sent multiple pictures updating you through the stay and sends your pup home happy and tired from all the fun! Thank you again Michelle!”


“Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.”


“Absolutely wonderful experience that Star had with Eli. Eli did an amazing job taking care of Star and we will return to him every time we are in need of a sitter for our dog. Thank you Eli!”


“Toby is a wonderful pet sitter that is reliable, trustworthy, and communicates very well.My pup is big, strong, and full of energy so I was a bit nervous she would pester his dog Millie, and the rest of his family, but their family and home are so welcoming and dog friendly. Toby is a knowledgeable dog lover that treats my dog as his own. She excitedly jumps out of the car upon arrival and dreads leaving when I pick her up. I love that she’s well cared for and loved while I’m gone and comes back to me happy and tired from all of the walks, playtime and swimming that she can never get enough of. So grateful for Toby and his sweet family!”


“Nadia took great care of my dog while I was out of town! She gave me updates and shared videos and pictures throughout her stay. I look forward to using her again in the future for my dog sitting needs! 10/10!”


“Brittany took exceptional care of our dog, Cosmo. She sent multiple pictures and videos everyday. As well as keeping us up to date on his welfare. If Cosmo could talk, lol, I’m sure he’d say her children and all their attention towards him made his stay fun. We were worried he would not want leave. 5 stars!”


“Jillian and her family/animals were amazing! Happy loved playing with other dogs. She was very friendly and loving with our dog. We will definitely be back 😁”


“They were very professional in knowledge of introducing my girl to their family and pets. Very loving home and pet oriented family. Sophie loved being with all your family. P.S. - A little scared she night wanna stay with you and not come home. LOL!”


“Peggy was very communicative with us while we were away, and made sure to send us plenty of pictures of our sweet Eros. We couldn't have been happier with Peggy's help, and will be sure to book with her again in the future 😊”


“Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!”


“Robin provided excellent care for my dog Milo. This was my first time leaving Milo in someone else’s care other than family and friends and I was nervous and anxious. Robin sent videos and pictures and Milo was having a great time in her care. Robin only cares for small dogs which I like because I have a Yorkie. She has a dog that looks like my last dog that I had for 14 years. Robin is experienced in caring for dogs as shown by observation of her interaction with Milo and by questions and written information she requested regarding Milo’s health issue. I will definitely have Robin care for Milo again!”


“Brian was responsive in getting my booking squared away. I really appreciated the updates with photos during my dog’s stay. I had peace of mind knowing my dog was getting to enjoy a fenced in backyard with the added bonus of getting to play with another dog. I am sure she enjoyed herself.”


“Sharon was great with our dog, Miles. He felt very comfortable in her home and she took great care of him. She was very quick with communication and sent pictures of him while we were away! Miles would love to stay with her again!”


“Phenomenal communication prior to Ellie’s stay and during! Will definitely be rebooking with Candice again in the future! Ellie had such a fun time and was well taken care of.”



“Another epic stay at Ms. Tiffanys paw palace ;) Roxxie was asleep within 5 min of getting home so I know she had a blast and got lots of play time on her stay. Thanks again! ”

“Crystal is amazing!! This is the second time she has watched Mila and she truly makes her home a second home for Mila. Crystal puts great care into every single day with walks, treats, cuddles and so much more. I wish I could give her more than 5 stars!”


“First time using a sitter for my two dogs who are now seniors. Andy was responsive and met with us first in person so we felt comfortable. During out trip, he kept us up to date with what was happening and sent lots of pictures. We will use Andy in the future!”

Loving dog boarding sitters in your neighborhood
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Shuling J.Star Sitter

“Shuling did a great job with Penny! Excellent level of communication (not too much not too little) throughout the whole experience, lots of pictures, and Penny ate her food which shows an incredible amount of comfort and trust she has built with Shuling. Definitely recommend Shuling and I will be coming back to her again! “Shuling’s Rover experience was the best Rover experience we’ve ever had. She really did go above and beyond, fed her right before pickup and I was surprised Penny ate dinner! This goes to show her level of care for animals. 10/10”


Elizabeth N.

“I am so pleased with Elizabeth as the pet sitter for my precious baby. She is very knowledgeable about dogs and had an instant attraction to my dog. She did a great job, keeping me informed with text messages and pictures Remy had such a great time and can’t wait to go back!”




Michelle M.Star Sitter

“Michelle is great! She truly makes your dog feel at home! When you are away you know your pup is in good hands with her. She sent multiple pictures updating you through the stay and sends your pup home happy and tired from all the fun! Thank you again Michelle!”


Megan H.Star Sitter

“Megan was super attentive, taking care of my cats just like they were her children. I appreciate her and will definitely be using her in the future.”


Katelyn M.Star Sitter

“Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.”


Eli M.
Star Sitter


“Absolutely wonderful experience that Star had with Eli. Eli did an amazing job taking care of Star and we will return to him every time we are in need of a sitter for our dog. Thank you Eli!”


Toby G.Star Sitter

“Toby is a wonderful pet sitter that is reliable, trustworthy, and communicates very well.My pup is big, strong, and full of energy so I was a bit nervous she would pester his dog Millie, and the rest of his family, but their family and home are so welcoming and dog friendly. Toby is a knowledgeable dog lover that treats my dog as his own. She excitedly jumps out of the car upon arrival and dreads leaving when I pick her up. I love that she’s well cared for and loved while I’m gone and comes back to me happy and tired from all of the walks, playtime and swimming that she can never get enough of. So grateful for Toby and his sweet family!”


Nadia H.

“Nadia took great care of my dog while I was out of town! She gave me updates and shared videos and pictures throughout her stay. I look forward to using her again in the future for my dog sitting needs! 10/10!”


Brittany K.

“Brittany took exceptional care of our dog, Cosmo. She sent multiple pictures and videos everyday. As well as keeping us up to date on his welfare. If Cosmo could talk, lol, I’m sure he’d say her children and all their attention towards him made his stay fun. We were worried he would not want leave. 5 stars!”


Jillian & Richard A.Star Sitter

“Jillian and her family/animals were amazing! Happy loved playing with other dogs. She was very friendly and loving with our dog. We will definitely be back 😁”


Liz & Jeffrey C.Star Sitter

“They were very professional in knowledge of introducing my girl to their family and pets. Very loving home and pet oriented family. Sophie loved being with all your family. P.S. - A little scared she night wanna stay with you and not come home. LOL!”


Peggy G.Star Sitter

“Peggy was very communicative with us while we were away, and made sure to send us plenty of pictures of our sweet Eros. We couldn't have been happier with Peggy's help, and will be sure to book with her again in the future 😊”


Dana L.

“Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!”


Robin A.Star Sitter

“Robin provided excellent care for my dog Milo. This was my first time leaving Milo in someone else’s care other than family and friends and I was nervous and anxious. Robin sent videos and pictures and Milo was having a great time in her care. Robin only cares for small dogs which I like because I have a Yorkie. She has a dog that looks like my last dog that I had for 14 years. Robin is experienced in caring for dogs as shown by observation of her interaction with Milo and by questions and written information she requested regarding Milo’s health issue. I will definitely have Robin care for Milo again!”


Brian M.Star Sitter

“Brian was responsive in getting my booking squared away. I really appreciated the updates with photos during my dog’s stay. I had peace of mind knowing my dog was getting to enjoy a fenced in backyard with the added bonus of getting to play with another dog. I am sure she enjoyed herself.”


Sharon L.

“Sharon was great with our dog, Miles. He felt very comfortable in her home and she took great care of him. She was very quick with communication and sent pictures of him while we were away! Miles would love to stay with her again!”


Candice W.Star Sitter

“Phenomenal communication prior to Ellie’s stay and during! Will definitely be rebooking with Candice again in the future! Ellie had such a fun time and was well taken care of.”




Tiffany D.

“Another epic stay at Ms. Tiffanys paw palace ;) Roxxie was asleep within 5 min of getting home so I know she had a blast and got lots of play time on her stay. Thanks again! ”


Crystal S.Star Sitter

“Crystal is amazing!! This is the second time she has watched Mila and she truly makes her home a second home for Mila. Crystal puts great care into every single day with walks, treats, cuddles and so much more. I wish I could give her more than 5 stars!”


Andy & Lydia M.Star Sitter

“First time using a sitter for my two dogs who are now seniors. Andy was responsive and met with us first in person so we felt comfortable. During out trip, he kept us up to date with what was happening and sent lots of pictures. We will use Andy in the future!”
Herald Harbor dog parents share their Rover experiences
We cannot thank Rob enough for excepting our last minute request. Our dogs always have the best time with him and Biscuit and we are able to travel with the peace of mind knowing that they are in great hands. We love our updates and photos of them running the backyard with Biscuit or relaxing on the deck enjoying the day. Thank you Rob for being our go to Rover sitter! 10/10!

Popular requests near you
Select a filter and find qualifying Herald Harbor 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 Herald Harbor 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 Herald Harbor average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 2,505 sitters provided dog boarding in Herald Harbor. 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 Herald Harbor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Herald Harbor have an average of 15 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 Herald Harbor.
Rover makes it easy to find Herald Harbor 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 2,505 dog boarding sitters in Herald Harbor on Rover, so you’re sure to find the perfect match for your dog! In Herald Harbor, 96% of sitters offer daily exercise, 97% offer medication administration, and 89% 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.
