Dog Boarding Holly Oak
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Holly Oak, 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 our first time using Rover, let alone allowing someone we don’t know watch over our dogs. When we first met Andres, he was very understanding of our concerns of leaving our dogs for the first time. While we were away, he stayed in contact with us and gave us daily updates and sent pictures of our dogs. When we picked them up, both dogs were as happy as can be. We are very happy with how well it went with Andres. We highly recommend him to anyone looking for a sitter, especially first-timers! Thanks Andres!!!”


“This was our first time boarding our dog, and we couldn't have asked for a better experience. Chyann was incredibly sweet, attentive, and caring, and it was clear from the start that she genuinely loves animals. She provided regular updates, photos, and messages, which gave us so much peace of mind while we were away. Our dog was well cared for, comfortable, and happy throughout the stay. She has a natural way with animals and made the entire experience stress-free for both us and our pup. We would absolutely book with her again and highly recommend her to anyone looking for a safe, trustworthy, and loving environment for their dog.”

“Luna had a great time on her overnight stay. She got playtime inside and out and plenty of attention. Emily and Christine really love dogs, and treated her so well!”

“I couldn’t have imagined a better experience than what Elizabeth (Beth) provided for my dog Liesel. Liesel is a fairly new rescue and I was concerned that it might be a bit traumatic changing homes even for a short period of time. However, her will stay with Beth, her family, and darling dog Otis was without a doubt an adventurous and happy vacation for Liesel. Beth makes sure there is plenty of exercise, play, and love for your pet…just as if your pup is one of her own. Liesel even came home with some new training for which I am very grateful. I highly recommend Beth - you can absolutely leave your dog in her care with the confidence that they will be treated and cared for in the best way possible. Thank you so very much, Beth… Liesel is looking forward to her next visit with you and your family…Liesel sends her love and appreciation 💗 Jean”

“Olivia was well taken care of. We received plenty of updates and pictures while we were away. Communication was excellent and drop off and pick up were very easy. Cassandra will be our go to sitter from now on.”

“Daisy had a blast staying with Jordan and Chloe. Jordan was very attentive and reassuring and sent us lots of photos of Daisy and updates throughout the week. We felt that Daisy was very much at home and even came home with a new toy she acquired from Chloe. We totally recommend Jordan!”

“Jessica took great care of my girl Cora. She is super sweet and I could tell Cora made herself right at home. Her kitty was also part of the welcoming committee 😂. She was flexible on drop off/pick up times. I would definitely use Jessica’s services again!”

“David took such good care of my dog this past weekend, when I brought Knuckles home he cried as if he missed him . David sent daily photos which made me so much more comfortable knowing that my dog was happy. I will definitely be a returning client.”

“Juliana was truly exceptional. I received thoughtful daily updates with pictures, which made such a difference while I was away. My dog was clearly comfortable, happy, and well looked after. Reliable, caring, and professional— I would absolutely book again.”


“Kate was awesome! She was super communicative and before and during Chocolate’s stay. Chocolate is a little shy sometimes but it seemed like Kate put her right at ease and made Chocolate comfortable from the start.”

“Shanisa was a great caregiver for my CoCo. She was very attentive and was very loving to my baby girl. She made it her mission to understand all my pets needs. She gave consent updates on my pets well being and made my pet feel comfortable throughout her stay with Shanisa. I would definitely recommend Shanisa and will be using her services again.”

“Raelyn was great! Super flexible with drop off/ pick up times and she had no complaints about my high energy dog which was a relief. We will definitely be booking again!”

About: I've taken care of dogs, cats and other house animals all my life. I've trained my own and have assisted friends & family with caring for theirs. I walk, talk, feed and bathe. I provide care for my own animals daily, helping to care for other animals is a natural feeling for me. I love all animals regardless. I have 1 dog and 4 cats, I care for them daily by feeding, walking my dog and providing them all attention, love and ensuring cleanness.
“Everything went well with my dog's overnight stay. She got her walks and Sandra communicated with me throughout her stay with photos. Much appreciated Sandra! Hope to use your services again. Lisa H.”

“Donte was very kind and helped me out with a last minute weekend booking. He took on my dog and accommodated her easily. I had to ask for pictures and videos a few times but overall worked out great!”

“The fact that Courtney is a vet was one of the reasons I reached out to see if she was able to watch Sunny for a weekend while I was out of town due to how anxious she can get. Let me tell you, she did not disappoint. During the meet and greet, she asked about emergency vet info and offered her office as an option for urgent but non-emergency situations since I don’t have a primary emergency vet. She was aware of Sunny’s needs while she was there. Courtney also kept great communication and sent lots of videos and pics during her stay. I would 10/10 recommend her and will definitely be booking services with her again when the time comes!”

Dog parents share their Rover experiences - Holly Oak
I cannot say enough good things about Steffani and Josh. This was the 3rd time they watched my Cora girl. When I was dropping her off, she was so excited to see Steffani, she hopped like a bunny to the door! They treat her like she’s one of their own. Thanks so much guys!

Andres was wonderful with my dogs! I was able to relax and enjoy my vacation knowing they were in such good hands. One of my dogs has epilepsy and requires medication twice a day, so it was especially important to me that I found someone I could trust. Andres was reliable, attentive, and very responsive from beginning to end, which gave me great peace of mind. I highly recommend Andres and would definitely trust him with my dogs again!

Cindy took excellent care of our dog Calvin over the weekend. He was clearly comfortable at Cindy's home from the pictures and communication we received throughout the stay. He came back happy and tired from all of the play and attention. We would gladly use Cindy's services again on future trips and highly recommend her to anyone in need of a sitter.

Marissa was so sweet and helpful with my pups while I was away for business. I am always nervous when traveling and leaving my girls with anyone, but Marissa put my mind at ease. She sent photos to check in and let me know how they were doing, and my one one more nervous dog, Penelope, did NOT go on a hunger strike while I was away as she sometimes does--which speaks volumes about how comfortable she was while staying with her! I look forward to using her again when I travel. Thank you, Marissa!!

As an owner who truly treats my “baby” like a real baby, I was incredibly impressed with the care and attention Sherry gave my precious one. The daily pictures and videos she sent gave me tremendous peace of mind and reassurance that my baby was happy, safe, and well cared for. If you’re looking for someone who is genuinely caring, attentive, and will treat your precious baby as if they were her own, look no further. Sherry is the one!

Ive lost track of how many times I've booked with Nick, but every single time its been a pleasure. My dogs always seem happy there and well cared for. His family also seems to really enjoy my 2 dogs, as always the next time I need a dog sitter I will be re-booking with Nick, such a great family who really do loves dogs :)

Stevie stayed with Patti for the second time and when we arrived to drop her off, she sprinted to the door…couldn’t get in to see Patti and her furry friends quick enough. I think that speaks volumes to the care and compassion that Patti provides! Stevie loves and we will continue to utilize when we need a sitter!!

HIGHLY recommend Jordyn! ⭐️⭐️⭐️⭐️⭐️ We used her for boarding for a long weekend, and she was absolutely amazing with our little guy. He has separation anxiety, so leaving him can be stressful, but sometimes it just takes the right person to make him feel comfortable—and Jordyn was definitely that person! She was incredibly responsive and sent us pictures and updates throughout our entire vacation. In every picture, he looked SO happy, peaceful, and completely relaxed—not stressed or anxious at all. Seeing him so comfortable gave us such peace of mind and allowed us to actually enjoy our vacation without worrying about him. She was also extremely flexible with our pickup time when our flight kept getting delayed, which we appreciated more than she knows. Thank you so much, Jordyn, from the bottom of my heart for taking such amazing care of our little guy. We will absolutely be using you again! 🐶❤️

We have been bringing our dog to Bronwen for a number of years. When we pull into Bronwen's driveway, Trixie jumps right out and runs to get into Bronwen's backyard without a backward glance. She loves going to Bronwen, and we get lots of updates. Trixie can be a picky eater, but Bronwen always gets her to eat. Trixie comes home tired and happy. Highly recommend Bronwen!

Beth was great with Maddy as always! So happy we have found someone we trust to watch our sweet girl, we know she is in good hands when she’s with Beth. This last visit was almost 2 weeks and Maddy needed daily medications for her arthritis and a UTI - Beth religiously made sure Maddy took all her meds every day.

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 Oak
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Holly Oak
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 Oak 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 Oak.
<b>Tip:</b> 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 Oak 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 DE 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.









