Dog Boarding Holly Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Holly Haven, 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.
“This was my pups first time staying with Mickey and friends and it was great! Mickey’s years of experience working with dogs and friendly demeanor with my pups, made me feel comfortable having them stay over. This was the first time in a while we were away from our pups so I was a bit anxious, but Mickey’s updates with pictures were very reassuring! Would definitely have him watch them again soon!”
“Megan is absolutely amazing. I never worry for a second if my 2 babies are okay. She is very flexible with her schedule and always there when I need her. My babies always come back home very relax and I can tell they were very much loved. She is very flexible with her schedule and always there when we need her. The best sitter ever!! We will be back soon.”
“Marcela was very flexible with timing, thorough in following instructions, and took extra care to make sure my dog was comfortable and safe post-op. It was nice to be able to relax on my trip knowing he was well taken care of.”
“Thank you, Rae! No worries with leaving Seymour with Rae at all. We came home to a very happy, well cared for pup. Seymour loves Rae! Will definitely book with her again if needed.”
“My dog had a great time. Came home and went right to sleep. Sabine sent a ton of photos and contacted me if she had any questions about the care of Duke. Super friendly and great.”
“David and his family took great care of Rocky. Good communication, reliable, friendly and they sent photo updates frequently. I appreciated his kids giving Rocky lots of love and attention. Will definitely book again!”
“Leslie was amazing with Trixie. We had a little incident with our first visit but she was very reassuring and made sure I feel informed as well as Trixie is taken good care of. I’d 100% recommend her fur babues”
“Excellent, loving care was provided. I greatly appreciated his regular updates via pictures and videos. Fritz always looked content or he was having the best time playing with his new doggy friends. We will most definitely be using Emmanuel again!”
“Erwin made Oreo feel like she was apart of the family. I was nervous about leaving her at Erwin when I saw all the dogs (big and small). Oreo has never been around many dogs so she is use to us. Erwin allowed Oreo to warm up to him so he gave her some love and attention to start. Once Oreo felt comfortable, Erwin introduced her to the other small dogs. Erwin gave daily updates (videos included). The updates helped ease the stress of being away from Oreo. The last day Oreo was there she received a bath so she was returned fresh and cleaned. I appreciate Erwin and his wife and I will be seeing them again. Thanks for everything.”
“Rosalina did a wonderful job taking care of my dog! She kept me updated throughout the stay and sent plenty of pictures, which gave me peace of mind knowing everything was going well. I really appreciated her communication and the care she showed. I would definitely recommend her!”
“Thank you for the constant communication and sharing pictures of our very happy dog! It warmed our heart and gave us comfort to know she was well-taken care of by you! We'll definitely rebook with you again when the need arises!”
“Spenser loved staying with Danny, Damaris, and Thor! They are such kind and caring people, and their own dog Thor is absolute sweetheart. I felt at ease knowing my pup was in a loving home. Highly recommend them to anyone looking for a trustworthy, dog-loving sitter!”
“This was our second time having Tanita and Terrence care for our fur baby. It's a good feeling when you are pleased with the care and service Tanita and Terrence provide, but when our fur baby expresses excitement before they opened the door I knew he was in good hands. Will use their services again”
“I was concerned about leaving my dog with a sitter for anything more than a few days because he has issues with other dogs and can be a handful on walks. I was relieved to learn that Yolismal had experience with dogs like mine, and I felt that she understood my concerns. She sent me photos and updates, and I could tell that she took care to ensure he was well cared for. I loved that there is a yard and green space outside. I will absolutely use Yolismal again, She gave me the peace of mind I needed that my dog was going to be well-taken care of so I could enjoy my vacation.”
“Vincent was fantastic, as always! Our baby, Charlie, loves going to Uncle Vincent, especially since he spoils her with homemade meatballs and chicken treats! Would definitely recommend Vincent to anyone looking for a responsible, caring sitter.”
“Paula is absolutely fantastic! I got the best photos and regular updates and Arlo looked so happy. She was so generous to accommodate a last-minute request. Arlo told me he's looking forward to his next stay with her :)”
“Melissa was fantastic! She made Cooper feel like he had a second home and family while I was out of town for a few days. I will definitely make Melissa my first choice next time I need to take a trip.”
“Extremely pleased with her service! Kept me updated with videos and pics throughout the visit. Definitely will utilize her services in the future - my baby was happy with his stay!!”
“Traci was incredible! She was loving and caring to our golden girl and gave daily updates. She made sure my dog was comfortable and understood my dog's needs. Most importantly, I felt confident my dog was being taken care of in a safe home. Would not hesitate to book with Traci again”
“Brittany and her family made Evie a part of their family for the week - she had so much fun romping around with Finn (and imagine she will start asking us for a sibling soon!) We got loads of photos and updates!! We are so grateful for you!!”
The median cost per night for dog boarding in Holly Haven is $52
Dog parents share their Rover experiences - Holly Haven
This was Yoda’s second stay with Seyla, and he was wonderful again! He constantly sent updates and videos of her activities, which made me feel like I was right there with her. It gave me so much peace of mind knowing she was happy and well cared for. I’d happily book with Seyla again!
Seyla is THE BEST dog sitter in the DMV, hands down! Between the hiking, fresh chicken and broth with every meal, massive yard, and plenty of other dogs to play with, I am surprised my two pups were willing to leave! Seyla has a very impressive operation going on. He sends a ton of videos of their hiking adventures, meals, and play time in the yard. He also had no issues whatsoever handling my energetic pudelpointer and shy rescue. I have used plenty of rovers, and I can honestly say that Seyla is the best one I have found. His dedication to all the dogs in his home is truly admirable and put me completely at ease. I cannot recommend him highly enough! We will be back!!
Seyla was extremely communicative during our puppy’s long stay with him. Every day we received multiple videos and photos, including her daily meals. He let us know how she was adjusting behaviorally and there were numerous activities for our extremely energetic puppy to get into. Her behavior has actually improved since she’s come home. Even our kids think so. Very grateful to Seyla and we will make sure she stays with him going forward! Highly recommend!!
We love Mickey! He’s trained my dog continually and kept my dog during the weekend to get him more used to other dogs and everything has gone well! We will continue training for life! Mickey is laid back and explains everything sufficiently for my family to use tactics for our dog.
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 Haven
Select a filter and find qualifying sitters offering dog boarding.Sitters in Holly Haven average 11 repeat dog boarding clients
FAQs for Dog Boarding - Holly Haven
Frequently asked questions about Rover
As of November 2026, there are 6,402 sitters on Rover offering Dog Boarding across Holly Haven. 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 Haven 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 Haven 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 Haven.
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 Haven. On Rover:
- 85% 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 Haven 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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