Doggy Day Care Oakwood
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Oakwood, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bailey is terrific! She took great care of my fur baby…taking her for walks and dog park play. She shared many cute pictures and communicated regularly with updates. I highly recommend Bailey!”
About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.
“Andy & Lydia took wonderful care of our pup during his day visit in their home, he was so happy and energetic when we picked him up, we knew he had had a great time!”
“Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!”
“If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3”
“Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!”
“Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!”
“Kacie is amazing!!!! This is the first Wag daycare where my pup came home totally exhausted! She went on walks and got to go to the dog park. Thanks for taking such great care of my baby!”
About: For 13 years, I lived in New York City, where I pet sat for dogs of all ages—from playful puppies to gentle senior companions. Caring for animals has always been something I genuinely enjoy. When I met my husband, we welcomed our own puppy, Suki, an Australian Labradoodle, into our family and completely fell in love with her. After getting married, we traded the hustle and bustle of NYC for the quiet waterfront community of Annapolis, Maryland, where I decided to pursue my dream of becoming a veterinary technician (animal nurse). Beginning this fall, I'll be attending CCBC's Veterinary Technology program, where I'll be learning the knowledge and hands-on skills needed to care for animal patients and assist veterinarians. While I'm in school, I'm excited to continue caring for dogs in my community by providing a safe, loving home away from home. Suki also loves making new four-legged friends and enjoys the extra companionship! Beginning August 31, 2026, I will be attending veterinary technology school part-time on Mondays, Tuesdays, and Thursdays. My husband works from home full-time, so there will always be someone at home to care for and supervise your dog. We have no children—just one friendly Australian Labradoodle. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs. We live on the first floor of a luxury apartment community with a fenced dog park and a private street-level entrance, so there are no stairs or elevators for your dog to navigate. Our baby-gated, double-doored patio includes a grass potty area for quick bathroom breaks or house training when needed, and our neighborhood offers plenty of safe, grassy areas for regular walks. Our apartment is fully pet-proofed with covered and elevated trash, recycling & laundry, cordoned-off shoe areas, secured wires & cabinets. We walk our own dog three times a day—in the morning, afternoon, and evening—and can tailor exercise to your dog's individual needs. For walking multiple dogs at once, I like to use a heavy duty waist belt for safety. For puppies, we have an indoor playpen, pee pads, and plenty of hands-on experience with puppy care and house training. We also follow each dog's normal feeding routine and avoid introducing new foods, as our own dog, Suki, has a sensitive stomach and we understand the importance of maintaining a consistent diet. We enjoy positive reinforcement training and have taught Suki to sit, heel, and perform a variety of tricks. We primarily provide boarding and daycare in the comfort and safety of our own home, where your dog will receive personalized, attentive care. I also have the tools and experience to provide basic grooming as needed, and we take pride in maintaining an exceptionally clean home with regular paw and eye wipes, daily vacuuming, and a fully equipped pet spa for comfortable baths. The Bath & Basic Grooming add-on includes a shampoo bath, towel dry, blow dry (if tolerated), spray-on conditioner, and a light brush-out. Extensive de-shedding, de-matting, haircuts, nail trims, and ear cleanings are not included. As part of your dog’s daily routine, we’re also happy to brush their teeth at no additional charge (just provide their toothbrush and toothpaste). We brush Suki’s teeth every evening and know how important good dental hygiene is for your dog’s long-term health. We're happy to accommodate pick-ups, drop-offs, and drop-in visits upon request. We have a compact SUV equipped with a pet-safe, seatbelt-secured car seat for dogs weighing up to 55 lbs. For dogs over 55 lbs, have a plush backseat extender that can hold dogs up to 100 lbs.
“Our pupper enjoyed his day stay and really got to stretch his legs in such a large yard. We received regular updates and felt at ease leaving him in such capable hands.”
About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.
About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.
“I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.”
The median cost per day for doggy day care in Oakwood is $40
Dog parents share their Rover experiences - Oakwood
Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.
Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!
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.
Meet local sitters who will treat your dogs like family
1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for doggy day care - Oakwood
Select a filter and find qualifying sitters offering doggy day care.Sitters in Oakwood average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Oakwood
Frequently asked questions about Rover
As of September 2026, there are 4,021 sitters on Rover offering Doggy Day Care across Oakwood. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Oakwood commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
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.
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 4,021 sitters in Oakwood, 86% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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