Dog Boarding Holly Oaks
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Holly Oaks, 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.
“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.”
“Once again we had Anika watch our Max and once again we had one happy puppy both when we dropped him off and when we picked him up! We are so happy we found her and Max loves his time spent with Anika and Chip.”
“I highly recommend Melanie and Randy to care for your pets! Our dog,Pax, can only have a certain type of dog toy, since he is a heavy chewer, and Melanie made sure that he would only have non-destructable toys to play with. She also gave updates with pictures to let me know how Pax was settling in. I felt very comfortable with Melanie and Randy caring for Pax and will definitely rebook with them on the future.”
“~ I highly recommend Emily! She was amazing with my boy Blackjack. My 1st time with Emily & will definitely be a return customer! Emily sent pics with a update every evening.. Sent my boy home with a cute scarf & a brand new toy, bc my boy fell in love with the same kind of toy that her dogs were playing with & she said we have extras & he loves it so much.. Emily is the SWEETEST!!”
“Kelly is wonderful with both of our dogs! She kept us up to date on how they were doing through the entire stay, they love spending time at her house. I would highly recommend her!!”
“She was so awesome! Really took care of our Gretchen for first time we left her with anyone besides family. She made entire process comfortable and sent me pictures and updates. I will use her again if I have a need. She was so great!!!”
“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.”
“Christianna is absolutely wonderful and has been an incredible dog sitter for us over the years. She’s extremely flexible, easy to work with, and clearly cares deeply about the dogs she watches. Our dogs are always so well taken care of with her, and she even celebrated their birthdays while they were staying with her, which meant so much to us. I also accidentally had the wrong dates for our booking, and she went out of her way to accommodate us and take them earlier than planned. We feel very lucky to have found her and trust her completely with our dogs. We would highly recommend! 🐾”
“Rena was amazing! My goldendoodle, Teddy, loved her right from the meet and greet. She sent updates with photos/videos everyday and Teddy looked so happy. He was very well taken care of. He was so spoiled from the daily doggie massages. LOL. I would highly recommend Rena and will definitely book her again.”
“Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.”
“Robyn came through when I needed it! Very personable, professional and accommodating! Looking forward to establishing a long lived boarding a relationship for the very near future! ;-)”
“My family and I travel separately because we had not found the right sitter for our babies. We will never look any further, because Lindsey and her family treated my babies as if they were theirs. How do I know? They were full of smiles each time she sent us a picture of them, while we were away. We are now planning trips for the future, because Devin & Louie have another place to call home when we are away. Thank you so much. We look forward to future visits!”
“Gio & Vanessa were very responsive. I received regular updates. They are quite knowledgeable about dogs and were intentional about easing our Buddy’s transition to their care since it was his first time with them. This was the first time he was boarded and did not bolt out the door when we came to pick him up so i surmise he liked staying with them!”
“I’m so thankful to have found Anna! She’s local, accommodating, and Maisie had a wonderful time! Communication was easy, pickup/drop off were quick, and I have a happy, tired pup at home now! Our trip was a quick one, but I’ll book Anna for longer trips in the future!”
“Atiyana is a lifesaver! She took our last minute request to board our boy. She kept us updated while we were away and I know our boy had an awesome time. Will use her again ❤️”
About: I've taken responsibility of many dogs since childhood, including pups and seniors, disabilities, and rescue dogs. I like to make dogs feel as happy and loved as one can be. My weekly routine is school only. As a graduating senior of 2027, I have an early release schedule that allows me to give your animal extra attention. I have a big-fenced backyard aswell as the necessities to care for your animal. I am ready to spend time with any animal to cater to not only their needs, but especially their spoiled wants.
About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.
Dog parents share their Rover experiences - Holly Oaks
When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!
Was very appreciative that Donna took Kodi at the last minute when her usual border wasn't available. She seems so pleasant. Kodi was fine. I will definitely use her again if necessary. I gave her a cash tip which I always do so that they can get full benefit of it.
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 - Holly Oaks
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Holly Oaks
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Holly Oaks home-away-from-home, 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 Holly Oaks.
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.
You and your Holly Oaks 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 , 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 .
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.
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