Dog Boarding in Highland, 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 Highland dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Angie took fabulous care of my dog and made him feel like part of her family. I know he had a wonderful stay. He was very happy and well-cared for. He received lots of love, play, and snuggles. I would not hesitate to recommend Angie for any small or large breed dog. Great communication, updates, and photos. Large fenced in back yard.”

“Ren took care of our golden retriever, Skye, for an overnight. This was Skye’s and our first time with a sitter. We first had a meet and greet which was a great start. Ren was very responsive and we really appreciated the photos that were sent. Skye seemed very comfortable with them. We’ll definitely have Ren watch Skye again!”

“Julijai kept us updated with photos and videos of how our dog was doing. He had a great time playing in the backyard and hanging out on the couch. Would absolutely book again.”

“Elsa had a great stay with Cal and Kelly. They kept me informed- sent lots of pics and videos. I think she hated to leave! I would and will definitely use them again.”

“Theresa was amazing with my senior pup! I loved receiving daily updates and photos of my little one. My guy is a timid little one, but he opened up with Theresa and her family and surprised us both by giving them a little lick. She went above and beyond by washing his bed and giving him a quick rub down after he had an accident. I definitely would recommend Theresa for your sitter needs. She’s a real gem.”

“Masha and her family were so welcoming and accommodating! She contacted me frequently during my two-week vacation, sent me pictures, and provided me updates. Loki seemed completely calm once I picked him up. I would absolutely book with Masha again!”

“Stephanie and Taylor could not have been more terrific. It was our first time booking with them and they made me feel comfortable, sent pics, and really seemed to enjoy their borders. All that and reasonably priced which I appreciated. I’ll definitely book with them again, I see why they have so many repeat clients.”

“This was my first time leaving my Stella with a stranger & ai couldn’t be more pleased! Lilian was great! Her dog was the perfect friend for Stella. In every pic & video, I could see how happy Stella was. I’m positive she is going to miss Lilian & her family! Thank you for making this easy on me!”

“I am a repeat customer. I will definitely be back. Teddy always has fun with Fredis! I have comfort in knowing that he is well taken care of and is having fun 🤗highly recommend!”


“This was our first time using Galen and she was fantastic with our 8.5 year old Wheaton Terrier who has a lot of energy! She got a lot of exercise and love and we got amazing pictures! The only time our dog is sad is during a storm. They provided her all the comfort she needed to get through it. She came home happy and tired and clearly had a great visit. The communication was fantastic and she was very easy to coordinate everything with. We would highly recommend and will definitely use Galen again!”

“Bria was amazing! Super responsive as well as provided updates with lots of pictures! This was our first time using her services and she really made us feel comfortable with being away from our bud. We would definitely recommend her for future boarding .. A+++!”

“Colleen took wonderful care of our cockapoo for 3 days. She sent photos several times and provided photos. She also was able to give some eyedrops several times per day that our dog required. My dog seemed content and well cared for. Thank you.”

“Katelyn provided loving care upon her 9 day overnight stay at her home. She slept well, ate all her food and played with their dog also. I received daily pictures of her outings and care!!🥰”
“I had a wonderful experience boarding my dog, Hazel, with Bryn. At the meet and greet, Hazel obviously liked Bryn (which is not always the case when meeting new people) so I knew we were off to a great start. Bryn has a calm personality and definitely is knowledgeable about dogs. She has a lovely home and a great fenced in backyard where the dogs can play. Her dog, Kepler, is very sweet. Bryn sent pictures and updates during Hazel's stay and reported that she did very well. She followed my instructions as far as giving Hazel her medications. I'd happily recommend Bryn to anyone looking for someone to care for their dog.”

“This was my pups first time being with a sitter and he was very much in good hands. I got the impression he didn’t want to leave. Robin sent pictures and videos throughout his stay. She also accommodated my request for an extra night, which I throughly appreciated.”

“Carrie is a wonderful dog sitter, responsive, warm and welcoming! She made sure to learn about our dog's routine, kept us updated with pictures and was flexible with drop-off and pick-up! Our dog Juno had a great time at her house and returned happy and tired. I can only recommend Carrie!”

“Cristina was wonderful, so happy I booked her. It was our first time ever leaving our 4 year old dog with someone other than family. We did a meet and greet fist which helped. It seems our dog felt right at home with her. I received picture updates daily and came home after 6 days to a happy dog. Would definitely use Cristina again (if she would have him) :)”

“Alicia and James were wonderful with our mini golden doodle Tucker. They have a large fenced yard for the dogs to run around and play. They were also kind to send us pictures and videos during the stay. We definitely will be using them again.”

Over 30 pet parents in Highland have booked dog boarding
Highland dog parents share their Rover experiences
Joleen was so good with my pups that when we showed up to pick them up they didn’t even want to leave! They obviously adored her and they stayed for about 5 days. She had so much land that I just know they loved. She was super sweet and sent us photos while we were away! Would rebook again for sure.

Popular requests near you
Select a filter and find qualifying Highland 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 Highland is $50
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 Highland average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Mar 2026, the median cost of dog boarding in Highland is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Highland dog boarding rates can be found as low as $32 to as high as $55 per night.
As of Mar 2026, 7,052 sitters provided dog boarding in Highland. 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 Highland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Highland have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Highland.
Rover makes it easy to find Highland 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 7,052 dog boarding sitters in Highland on Rover, so you’re sure to find the perfect match for your dog! In Highland, 94% of sitters offer daily exercise, 96% offer medication administration, and 87% 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.



