Dog Boarding Oakwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”
“Katie is amazing!!! Cooper absolutely loved her and she took such great care of him! And took great care of us dog parents - sending such thoughtful picture and video updates !”
“Beth was awesome with Bailey! Bailey is an older gal, and gets a bit stressed with change but Beth was very patient with her and Bailey settled down nicely during her stay. The video of Bailey wagging her tail and playing around proved such. Thank you, Beth, for taking such good care of her!”
“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”
“Andy and Lydia took such amazing care of our big Bernese Mountain dog. Our boy is recovering from chemo and we were very hesitant to leave him anywhere overnight but they put all our fears to rest. They provided updates, pictures, and handled all of our pups medications and dietary needs. We will absolutely let them watch our guy again in the future.”
“My pup Yoshi had a wonderful experience with Laura! She was attentive to everything he needed and provided a very loving environment for him to spend a few days in while I was out of town. I highly recommend Laura and will be certain to reach out to her again in the future! Thanks Laura!”
About: Does your pet need special attention? Strong pup who needs a confident handler? Leery feline with trust issues? I got you. My own dog is a “foster fail” who was considered a “yellow” dog who was very untrusting of people. Now he is a lazy lapdog with no cares in the world. Lots of work to get there but I’d love to help anyone else who struggles to ring “the right” sitter for their stubborn pet. I have volunteered at the local spca to walk all the dogs (with pitties having that special place in my heart). Looking to build a new work/life balance focused on taking care of animals so I am free most days and times of the day. Weekends, daytimes and evenings welcome. Each animal is different. Some pets need time to warm up so I approach animals with respect in their own homes and take the time to gain their trust. I tend to get down on the animals level and let them approach me.
“Kathy did a great job. Luna our dog was very relaxed when we picked her up. Our dog gets easily stress out when we are away. Not this time :-) She had a great time with Kathy. Thank you very much.”
“Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!”
“Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.”
“Jackpot had the best time with Dana! We felt so comfortable during our time away knowing jackpot was being so well cared for!! I 100% recommend Dana! She is also an amazing photographer :) :)”
“Ahhhmazing!!! Michelle will absolutely be our go to dog sitter! Oliver is still a puppy so he is high energy and still working on his potty training. This was our first time using rover and his first time away from us. Michelle took care of him above and beyond our expectations! She sent us model pictures of him daily (much better than he lets us take of him, so we have new profile pics of him, lol!) She provided daily updates with the pics too, all of which gave us complete peace of mind! We couldn’t have had a better experience and that made our vacation that much more relaxing. We are extremely thankful to Michelle for treating Oliver like her own! 😊”
“Brittany was great. She sent me pictures multiple times a day and gave Mishka oral meds. She has a lovely home and a kind family. They took in Mishka as if she was their own...and I don't think Mishka wanted to leave either. We will definitely be back!”
About: As a lifelong pet lover and pet owner of over 11 years, I understand that pets are family and deserve the same love, patience, and attention we give our own. While I'm new to Rover, I bring years of hands-on experience caring for pets, including senior dogs and raising and training my Doberman, Brody, over the past three years. As a full-time architect, I'm detail-oriented, organized, responsible, and a fast learner. I understand the importance of following instructions carefully, maintaining routines, and making sure every detail is accounted for. Whether your dog needs a leisurely walk, extra patience and care in their senior years, or simply a little extra love and attention while you're away, I'll do my best to make them feel safe, comfortable, and cared for. I'm committed to being reliable, communicative, and respectful of your pet's individual needs. I know how important it is to trust someone with your furry family member, and I look forward to building that trust with every booking. I can't wait to meet you and your pup! I work full-time as an architect, but I'm happy to incorporate pet care into my daily routine! I'm available for walks and drop-in visits before my workday begins and during my lunch break, with additional availability outside of my regular 9–6 schedule depending on the day. Your pet's safety, comfort, and happiness are always my top priorities! I live in a welcoming, family-oriented community with accessible walking paths and plenty of green space to explore and enjoy. It's a great environment for daily walks, fresh air, and outdoor adventures, not to mention it is walking distance to Quiet Waters Park, which includes a dog park/beach. My Doberman, Brody, is a friendly companion who may be able to keep your pup company, provided they're a good fit for one another. As an experienced pet owner, I understand that every dog has their own personality, boundaries, and comfort level, and I'll always prioritize their individual needs.
“Antavia was amazing! She took very good care of my fur baby! Apollo definitely enjoyed himself and the environment he experienced! Definitely will use her again!”
“Margriet was such a blessing for us and our cattle dog. Murphy has a lot of needs and considerations that require extra attention and care from sitters. It can be really really hard for us to find a sitter that follows our instructions and is willing to be patient with Murphy. I didn’t have to worry a single second about Murphy while she was with Margriet. She took such good care of our girl and we will definitely be returning customers! Thank you so much!”
“Renea and her son were amazing with Quavo! They kept me updated, made me feel comfortable while I was away, and most importantly treated him with so much care and patience. Quavo can be particular at times, and I could tell she genuinely took the time to make sure he was comfortable and well cared for. She was communicative, reliable, and very easy to work with from start to finish. I would absolutely book with her again and highly recommend her to anyone looking for someone trustworthy to watch their dog.”
About: I have taken care of dogs since I was a kid. Had two dogs. Frequently walks and sits my mothers dogs. She lives nears by My schedule is pretty open for the next few months . Let me know when you need dog services and I will be there :) While in your home, I will follow your rules and make sure the house is secure when leaving. I will take care of your dog with love and careful hand.
Dog parents share their Rover experiences - Oakwood
James was a great caretaker for my dog while away for the weekend . Fenced in yard . Back deck . Doozie door . Lots of sleeping pads and cushions and even allowed on the couch !!! Meva loved it for sure . I got updated pics of her different sleeping arrangements by James 😂. She even enjoyed a bonfire with James in his yard . Super relaxed and asked all the appropriate questions James has had dogs all his life and is a dog guy for sure . I would not hesitate to have James care for my bestie again in the future. Thanks James 👍🏾
Andy and Lydia took great care of Axel and provided regular updates. My energetic boy came home happy and tired. Axel was very comfortable with Andy from the start and wanted attention from him before leaving. It typically takes him a bit to warm up, but Axel seemed so at ease from the beginning. We are very happy with the care. Thank you Andy and Lydia!
Emily and her dogs scooter and pumpkin were a delight. Emily took great care of Hutch and he had lots of fun time based on his sleeping once home. I can heartily recommend Emily and we will use her in the future to watch Hutch when needed. Thanks Emily, Scooter and pumpkin!!
Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.
Melissa was amazing with Ollie! He just turned 1, so he has TONS of energy, and being a Golden Retriever, he loves putting everything in his mouth. She was so sweet and even gave him old towels to play with because she knew it made him happy. We loved getting updates every morning and evening, and she was so accommodating with all of Ollie’s quirks including his obsession with water and getting it EVERYWHERE. Her dog Tanner also loved having Ollie around! I was definitely anxious leaving my baby, but Melissa took such great care of him and made me feel completely comfortable. Ollie will be back to board with her again in a few weeks, and I’m so happy we found her!
Tiffany - Went above and beyond for our elder pup. He experienced stomach issues mid-way through his stay and she monitored his situation closely and provided constant communication. Ultimately he had to be taken to the vet and we are so thankful she was willing to take him on our behalf and administer his medicine. Tiffany is an angel!
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.FAQs for Dog Boarding - Oakwood
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 Oakwood 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 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.
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 , 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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