Dog Boarding Holly Tree Estates
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 100 pet parents in Holly Tree Estates have booked dog boarding
Holly Tree Estates, 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.
“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!”
“This is my second time dropping my pup off with Cal. He's always super responsive - both before and during the stay. My pup is high energy and a bit anxious during drop offs, but Cal managed her like a pro. During her stay with him, Cal sent me many pictures and updates which put my mind at ease and showed me that she was having a great time. I'm so glad to have found him!”
“Thank you Patricia and family for taking great care of our doodle pup girl on short notice for the weekend! She was so excited to play with your sweet daughter in your great fenced in yard! I could tell our doodle enjoyed her time with you and your photos showed the comfort she felt with you! We are very grateful for the wonderful care you provided and how you welcomed her into your home!”
“My fur baby had an amazing time with Crystal. She sent me pictures or videos everyday. I felt reassured that he was being taken care of. I plan on booking Bailey again with her soon. Excellent sitter and so knowledgeable about dogs.”
“My active pug had a great stay with Colleen and family. I knew he was in great hands and they kept in touch with pics of Vinny and their lab Lily. Lucky to have found them!”
“Jessica was an absolute gem when it came to caring for my dog over the weekend. From the very beginning, she made both me and my pup feel completely at ease. We had the chance to meet her beforehand, and her warmth and attentiveness immediately reassured me that my dog would be in great hands. What truly set Jessica apart were the frequent updates and numerous pictures she sent throughout the weekend. It felt like I was right there with my pup, which gave me so much peace of mind. In fact, after meeting her, I was so confident in her care that I canceled my original booking—even at the cost of a cancellation fee—and I have absolutely no regrets! Jessica is an exceptional dog mom, and I’ll continue booking with her whenever I need a sitter. If you’re looking for someone who will treat your dog like family, look no further! Highly recommend!”
“Jacquline was very efficient with feedback and she sent pictures of bailey enjoying her time with Jacquline family. Jacquline is kind and loves animals. She and her daughter was the perfect match for bailey while I was on vacation. I would definitely work with Jacquline again.🥰🥰”
“Sandra took great care of our pup! She was very easy to work with and gave lots of great updates with photos while we were away. I also love that she treated all the dogs to a little taste of Thanksgiving in their dinner bowls.”
“When a last-minute work trip arose, they graciously accommodated my dog, providing a safe and loving environment. Their dedication to pet care is evident in their attention to detail and genuine affection for animals. I highly recommend Chad and Regina to anyone in need of reliable and compassionate dog-sitting services.”
About: When I was little I struggled with finding companionship, as an individual with Asperger's syndrome, so my parents got me a dog. Through this experience, which has lasted over 20 years, I've developed the skills necessary to present myself as a well-versed caregiver (empathy, engagement, and attentiveness). You (as an owner) are your dogs best companion/ buddy and parent. I'd take high honoring fulfilling this role temporarily. I am looking forward to making many fellowships and communities along the way! This is my full time Job. I have a open schedule. please let me know what you’re dog schedule is and I will do my best to accommodate there daily routines and schedule. thank you! I have 3 dogs I take them outside about 2-3 times, also I take my Dogs out in the backyard to play also. whatever I can do to take care of your dogs or how to spend time with your dogs or look out for your dogs, i’m able to do to the best of my ability, whatever I can do to help I will.
“Kushantj was wonderful with my older dog. I received regular updates and photos and I felt great knowing she was well cared for. Will definitely be rebooking in the future!”
“michelle was AMAZINGGGGG. i am extremely anxious leaving my dog with anyone who isn’t family and she made me feel so safe to leave disco. she really treated him like he was her own dog and gave me so many updates and pics which i appreciated SO much. i will 100% be using her again if i ever need someone to watch disco. truly felt he was safe and taken care of so well”
“Very great communication and sent a lot of pictures while I was away! Made my girls feel at home and the family was incredibly nice/hospitable. Did not worry at all leaving my girls in their care!”
“Abigail took great care of our aging fur baby. We really appreciated the regular updates and photos. We definitely plan to reach out to her for future dogsitting!”
The median cost per night for dog boarding in Holly Tree Estates is $50
Dog parents share their Rover experiences - Holly Tree Estates
Marlin and her pup Prince took such great care of my baby when i had to go away for almost 3 weeks!!! I was miserable without her but I knew that Stormy was having a great time from the many pictures and videos that Marlin sent. Stormy is a high anxiety dog but Marlin went above and beyond to stick to Stormy's routine so she could feel safe and comfortable. Her dog Prince is so sweet and charming! He shared his balls and his beds with Stormy without complaint, even though he didn't always want to lol. Stormy enjoyed having another dog with her and Prince made her feel comfortable. I can never thank Marlin enough for making a difficult time in my life less stressful because I knew she was taking care of my baby like she was her own. I highly recommend Marlin and Prince!!! She is the best sitter for your baby, trust me
It was a long 35 days without our dogs, but they were in good hands with Olivia and her family. My dogs gave Olivia some challenges along the way with eloping, etc. —- probably because they are not used to us being away from them for so long. Olivia handled the headaches our dogs gave her with grace. She was very transparent with things, which we truly appreciate. Thank you!
Melvin and his wife are just fantastic! Our Kiko is still very hesitant around other dogs, and really hated life the one time we had to board her. So glad we found Melvin, who took care of her with compassion, and seemed as interested in her welfare as we we are. I'm sure that Kiko will be overjoyed the next time she gets to spend a vacation with the guy we are already referring to as Uncle Melvin. Book with confidence.
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 Tree Estates
Select a filter and find qualifying sitters offering dog boarding.Sitters in Holly Tree Estates average 11 repeat dog boarding clients
FAQs for Dog Boarding - Holly Tree Estates
Frequently asked questions about Rover
The average cost of Dog Boarding in Holly Tree Estates is $53 per night as of November 2026. Most bookings cost between $44 and $67 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 8,165 sitters on Rover offering Dog Boarding across Holly Tree Estates. 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 Holly Tree Estates 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 Holly Tree Estates 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 Holly Tree Estates.
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 Holly Tree Estates. On Rover:
- 86% of sitters can help with special care needs
- 92% 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 Holly Tree Estates 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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