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 and family were great with our two boys, treated them like family. We got lots of updates and photos, and we always knew the boys were ok. Would definitely have them watch Boh and Tequila again.”

“Mio had a great time staying with another family instead of being boarded! They were great with communication, including photos and videos of our boy while we were away for the weekend. Thanks again for taking care of him like he was yours!”

“Great experience leaving Oliver with their family. The two of them were conscientious and considerate about understanding Oliver's needs and ensuring that I felt comfortable leaving him in their care while I was out of town. I wouldn't hesitate to leave Oliver with them again!”

“Another fantastic stay with Theresa. Misa is always so well taken care of at her house and I never have to worry. She sends pictures every day and a check in. Theresa and her daughter Lyv are our go to sitters when we travel.”

“Erika was so amazingly kind and patient. My pup felt so loved and happy as shown by his happy trot every time we arrived. We were very pleased with and blessed by Toby's stay with Erika and her lovely family.”

“Cal and Kelly took great care of Buttercup and sent lots of photos of her having fun with her dog friends there. They let us know when she was feeling anxious (she is a sensitive rescue) and took extra care to make her more comfortable. They are our favorite Rover sitters!”


“Melissa is wonderful. My dogs were so happy and it was obvious that they wanted for nothing. That had been walked and fed and cared for so beautifully. I will definitely go back the next time I need to be away from my fur babies! Thanks Melissa!”

“Sonia was fantastic with Murray and was extremely warm and understanding throughout his stay. She also sent the best dog-sitting pictures of anyone we've booked with and it shows how much she cares.”

“Lauren was wonderful from the first day I met her. She put me at ease about leaving my fur baby with her. She was responsive to my messages and sent plenty of photos. I highly recommend her and would use her again as my petsitter.”

“I’m so glad I found Bria to watch my dog, Bash! She sent daily pictures and updates, and Bash looked so happy and at home in every one. It was clear he was treated like family and well cared for. I’ll definitely book with her again and highly recommend her to anyone looking for a sitter!”

“Rosa absolutely loved her stay with Masha! Masha was very communicative and I got regular updates showing what a good time Rosa was having. I especially appreciated how thorough and thoughtful Masha’s questions were - she wanted to make sure she knew everything to take care of Rosa as best as possible, and I felt very comfortable leaving Rosa in her care. We will be back, thank you so much Masha!”

“I cannot say enough wonderful things about Kristy! This was the first time I had ever left Kofi for an extended period of time. From the moment I met her, I could tell how genuinely caring, patient, and experienced she is with dogs. Her husband was also wonderful and clearly helped make Kofi feel comfortable and loved during his stay. While we were out of the country, she and her husband went above and beyond in every possible way. She sent incredibly thorough updates throughout the day with photos, videos, and detailed messages that truly gave me peace of mind. I didn’t have to wonder how he was doing because she kept me so informed and reassured the entire time. What meant the most to me was how patient and understanding she was with him. Kofi is very attached to me and takes time to adjust, but she treated him with so much kindness, gentleness, and love. She truly cares about the emotional well-being of the dogs she watches, not just the basic care. Because of this, I was able to relax and enjoy my trip knowing he was safe, happy, and in such capable hands. She truly treated Kofi as her own dog, like family, and cared for him exactly the way a loving dog mom would. Thank you, Kristy!”

“If your fur baby is use to being spoiled rotten & loved on constantly.....Crystal is the paw-fect sitter for you!! 🐾 ❤️ She's kind, involved, keeps you updated daily on your baby's progress during the day & you get random photos of your baby walking, playing, etc. My CoCo loves her lots & so do we!!! ❤️”


“Another great stay with Sophia. I enjoy the daily updates and pictures. It makes me happy to know that my dog is well cared for and having fun while I am away. I feel a home setting is best for my dog. Would definitely recommend Sophia.”

“With a senior dog, we do get nervous about leaving mango new places. I would say within five minutes of the meet and greet it was clear that Shanilka and her husband would be taking great care of him. They asked all the right questions and during our stay sent regular updates to make sure we knew he was in good hands. Would definitely use again!”

“Absolutely wonderful sitters! Great communication with us. They sent me photos of Theo during the week I was away and Theo returned home happy! They treated him like family! Thank you Bob and Pam!”

“Beautiful people! Our dog always has so much fun during his stays with Maria and Fernando. When we drop him off, he runs to Maria and Fernando like he is so happy to be reunited with them. We are very grateful that our dog is so well cared for when he is with them and we never worry whether he is having a good time.”


“Priscilla was amazing with our little one! She made sure she felt right at home and spoiled. She kept us informed with pictures and stories throughout the stay. We will definitely use her again!”
Over 31 pet parents in Highland have booked dog boarding
Highland dog parents share their Rover experiences
Great experience with the pet sitter! They sent pictures every day, which really put my mind at ease while I was away. It was clear that my pet was happy and well cared for, and it even looked like they got along wonderfully with Simba, their dog. I’d definitely trust them again!

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 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 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 Jun 2026, 6,805 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 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 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 6,805 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.



