Dog Boarding Oakwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 308 pet parents in Oakwood have booked dog boarding
Oakwood, 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.
“Christine did wonderful with my pup Maddy! Maddy was so happy and I could tell was loved on the whole weekend. Would definitely recommend and rebook! Thank you so so much!”
“This was the second time Roxanna cared for our dog Jea, and once again she exceeded every expectation. She keeps us updated throughout the stay, and clearly understands dog behavior and comfort. Jea settled in quickly and came home calm, well‑exercised, and clearly loved. Roxanna’s reliability and kindness make her an exceptional caregiver. We trust her completely and highly recommend her to anyone looking for top‑tier pet care. Thank you again, Roxanna!”
“Our hearts are full because Laurie and Richard took such good care of our fur baby this week. Our only concern was that Oliver wouldn't want to leave them and come back home with us.”
“Ruidi took wonderful care of my pitbull mix Sunny. She sent lots of nice pictures during the stay, and she took the time to cook yummy chicken and broccoli for Sunny to enjoy. Sunny usually eats dog food. So I'm sure this was a lovely vacation for her. Ruidi is a loving and caring dogsitter, and I would recommend her!”
“Katerine and family were wonderful to my precious Joi. This was our first boarding experience where I needed overnight sitting at the last minute. There were much space and accommodations for Joi. I highly recommend!”
“Once again a 12/10 experience with Sandra and her nice family! My puppy was so excited to see her again and she took amazing care of him and sent many updates!! Definitely recommend!”
“Leah was able to watch Toby on a somewhat short notice and he seemed to have had a good time. She sent me photos of him playing around. Would definitely leave Toby with her again.”
“Thanks to Susan B. and her family, my husband and I were able to fully enjoy a vacation over the holidays without worrying about our pups. Will definitely reach out to her if we are traveling again!”
“Matthew took great care of our dog! He regularly sent pictures and our pup came home exhausted from all the yard/park play. Will definitely book again with him next time we go away.”
“Jorge and Alejandra were amazing sitters! They sent us some wonderful pictures of our dog and were great at communicating. Very flexible and accommodating when our travel plans changed. Would highly recommend!”
“Aisha is the perfect match for Maggie. She is dependable, sends me pictures daily, and shares with my updates and concerns. Every time Maggie arrives to Aisha’s home, Maggie is very excited. They adore each other so very much !”
“Alyce and her family are the best dog sitters in the world they love my pup like she’s their own. I’m so lucky to have found her. You would be lucky to have her sit for you and your pup!”
“Elizabeth cared for our pup for the first time on our longest period away from her during an international trip. We never had to worry or wonder how she was because of how consistently Elizabeth kept us in the loop. We are so thankful we found her, she took amazing care of our baby!”
“Brianna was super kind and patient w/ pup. He takes a long time to adjust to new environments and can be anxious, and there were some challenges but Brianna was always reassuring that it was ok and she handled it well. She sent plenty of pictures and videos and gave daily updates. I recommend her services to anyone looking for a sitter.”
“Faustine was an amazing dog sitter and was super sweet, flexible with great communication skills. We super appreciate Faustine and we would 100% use her again!!!”
“Adriana was amazing! We did a four night stay and she proposed a meet and greet the week before our visit (without me having to ask) which was a great way to get to know her and her adorable pup, Pheobe. She asked a lot of questions about Max’s routine and day to day food and care needs and overall made me feel very comfortable leaving my precious baby in her care. Pheobe was super sweet and she and Max played and lounged and overall got along very well.”
“Brogan was amazing with Kallie and Rocco. Kallie had a hard time settling in this time, and Brogan went above and beyond to make her comfortable with tons of walks, plenty of attention, and so much love and patience. She also took wonderful care of Rocco and made sure he had everything he needed. It’s always so hard for me to leave my best friends, but I had such peace of mind knowing they were being cared for so well by Brogan. I highly recommend her!”
The median cost per night for dog boarding in Oakwood is $54
Dog parents share their Rover experiences - Oakwood
We are repeat customers. Byamba sends lots of pictures of Billy, and is great with communication, which is always comforting when we are away. Billy has a great time at Byamba’s home, and gets lots of walks and healthy socialization with other dogs. Byamba makes scheduling easy and was flexible with us on drop off and pickup. I would absolutely recommend him!
Mia was absolutely wonderful sitting my dog Blue while I was on vacation for a week! She provided consistent updates and sent plenty of pictures every day. She really went above and beyond to make sure he was happy and comfortable, and I’ll definitely be booking with her again!
My young, high-energy dog seemed to really enjoy her time at Shayla's, and I felt confident leaving her in the care of someone with specialized knowledge and skills in animal behavioral training and a good home setup. Shayla was warm, accommodating, super responsive, professional and flexible. She asked the right questions during our meet and greet and took the time to make my dog feel comfortable and ensure safe interactions. Absolute life saver and a gem. Will definitely seek her out in the future and know my girl will be in the best hands.
Zosha took great care of my Ozzy boy. We did a meet and greet right before our 2 week trip and he was super accommodating and friendly. Zosha gave updates and pics throughout his stay and Ozzy had a great time. I would recommend Zosha and refer him to friends and family!
Louie had an amazing stay with Sarah! I never felt as comfortable leaving Louie with a sitter as I did with Sarah. He quickly adjusted to her home and I could tell from the numerous photos and videos that he was enjoying his time with her. Thanks Sarah! We will be rebooking in the future!
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 - Oakwood
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oakwood average 11 repeat dog boarding clients
FAQs for Dog Boarding - Oakwood
Frequently asked questions about Rover
The average cost of Dog Boarding in Oakwood is $73 per night as of November 2026. Most bookings cost between $55 and $89 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 7,619 sitters on Rover offering Dog Boarding across Oakwood. 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 Oakwood 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 Oakwood 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 Oakwood.
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 Oakwood. 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 Oakwood 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 VA 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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