Dog Boarding The Highlands
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 442 pet parents in The Highlands have booked dog boarding
The Highlands, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”
“Very understanding and patient with my two pit bulls! Took them to the dog park every day and gave them lots of attention. I received daily updates and pictures! Definitely recommend!”
“Makaela was amazing! This was my dog's first time boarding with her and she did great with him! She even sent a complimentary treat home with him! I'll definitely be booking with her again!”
“James did an excellent job watching over my 5 year old pitbull/german short hair fur baby! I was so worried when I first was looking for someone to take care of her because she’s so hyper, but as soon as I arrived at the house I knew that she was in good hands! Lots of space for dogs to play and the backyard was incredible. He sent me tons of pictures and kept me updated on how she was doing. I know she was taken good care of and we will definitely be reaching out to James again in the future!”
“Amazing!! First timer here and was very nervous about leaving our baby, but Megan made sure to send us videos and photos and keep us updated. She was very nice and she took great care of our fur baby!”
“Very friendly people, great communication. I didn’t go inside so I don’t know what indoor accommodations were like. But they have a huge backyard. They put the dogs in kennels to eat which gives me peace of mind since there were a few big dogs there at once. And my dog came home wanting to play ball for the first time in years, so she must have had fun!!”
“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”
“Becca did an awesome job watching Bodie while we were away. She was flexible, communicated well, and took great care of him. We really appreciated the updates and knowing he was in good hands. We’d definitely book with her again and highly recommend her to others.”
“We left our two dogs in Elizabeth’s care for 8 days and I have to say that we had a great experience. She gave us thorough updates accompanied with lots of pictures. From her updates, I could tell that she really took the time to get to know my dogs and by the time I picked them up they were happy and tired. We will definitely be returning clients!”
“Lanese was absolutely amazing!! She was able to watch my dog on such short notice due to me having something randomly come up that lead me to go out of town for a few days. Lanese text me multiple times everyday with updates & pictures of my dog & it made me feel so good knowing he was in great hands while I was super busy. I would absolutely recommend her to anyone I know & will look to rebook her if I ever need her again in the future!”
“Nicole was great! She provided updates and photos daily. She went out of her way to make sure my pups were safe and took good care of them. We will definitely keep her in mind for future trips!”
“Cristhian did a great job watching my dog Nami for a day. I have a lot of anxiety about leaving her and he sent plenty of photos as requested. He kept me updated on her food/bathroom habits which was much appreciated. Thank you!”
“I did a meet and greet with Jahcarre a few days before boarding. We discussed my expectations for my dog while in his care. My dog is crate trained. Jahcarre offered the use of his extra crate, so I greatly appreciated not having to bring her big crate from home along with her other items. The day of drop off was easy breezy. He sent me pictures during her stay. Overall, I was pleased with the care he provided. I would recommend his services.”
“Melissa was great to work with! Our pup had a great time during his stay and was well cared for. I'd recommend Melissa for your dog boarding needs and we would love to work with her again in the future.”
The median cost per night for dog boarding in The Highlands is $50
Dog parents share their Rover experiences - The Highlands
Jasmine was more than accommodating with my dog Yumi and was extremely flexible. I had a 5 hour delay on my return flight and Jasmine remained professional and attentive to my dog Yumi and accommodated my unfortunate circumstances. If you’re looking for a responsible dog sitter whose also flexible look no further than Jasmine.
Elizabeth was wonderful with our pups Penny and Reggie, and she was great with communicating to us how their days went and how they were settling in, etc. She also sent tons of pictures and you can tell from the pictures that the puppers were having the times of their little lives! We’ll definitely be repeat visitors!!
Finn now has 2 new human friends and 2 new dog friends! Tanya and John were WONDERFUL to Finn and kept us updated daily with detailed notes and videos. It is so comforting to know that Finn is being well taken care of (and having a good time) when we are away. Highly recommend.
We had such a great experience! She took amazing care of Kodak and made sure he felt safe, comfortable, and loved while we were away. She sent us lots of pictures, and he looked so happy in every one! He also got along wonderfully with her family, which made us feel even more at ease. Her communication was great throughout his stay, and we were extremely pleased with the care she gave him. We would absolutely trust her with Kodak again and highly recommend her!
Wish I could give Amy 10 stars!! She cared for Luna like we were family, including family pics and updates and being so truly sincerely kind and caring. I can’t possibly imagine a more ideal caretaker for your beloved pet. So thankful for Amy - and her own cute pup who was a wonderful playmate to my own pup!
James is always wonderful with my girls! He is easy to work with, offers super convenient extras like pick up and drop off, and treats them like family. I appreciate the thorough and excellent communication as well as the amazing photos he sends while they are in his care. They are not the easiest dogs, but he acts like they are and they love him. I never worry when I know James is taking care of them.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - The Highlands
Select a filter and find qualifying sitters offering dog boarding.Sitters in The Highlands average 11 repeat dog boarding clients
FAQs for Dog Boarding - The Highlands
Frequently asked questions about Rover
The average cost of Dog Boarding in The Highlands is $56 per night as of November 2026. Most bookings cost between $34 and $69 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 5,655 sitters on Rover offering Dog Boarding across The Highlands. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in The Highlands can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their The Highlands home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your The Highlands.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in The Highlands. On Rover:
- 86% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your The Highlands sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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