Doggy Day Care Oakwood

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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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.

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Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 67 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

“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!”

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Anna K.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per day
5.0 out of 5 stars
• 70 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine welcomed my Ziggy with open arms and heart. She is warm, friendly, loves dogs and treats them like family. Since being attacked by another dog at a dog park Ziggy has been anxious and nervous in different situations. When I returned I found a happy, smiling pup, which spoke volumes for his care with Elaine. I feel like I found a new family member who loves dogs as much as myself and shows Ziggy the kind of love to feel safe at home with her. Thanks Elaine”

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Patricia J.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 18 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

“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!”

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Meredith C.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 223 reviews
99 repeat clients
10 years of experience
Riva, MD, 21140

“Let me just say Diana is awesome!!! She’s very responsive and took great care of our Ms Kenzie for 9 days . She provided updates and pictures throughout Kenzie’s stay and treated her like family. Our puppy decided to get in heat on day 2 or 3 but Diana handled it like the pro she is as we were concerned that it occurred while we were away. Diana had extra diapers and made sure she was comfortable. We were very appreciative of Diana’s attentiveness, love and care of our pooch and HIGHLY RECOMMEND Diana! Thank you so much Diana!!!!”

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Shawn G.
Sitter Profile Image: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
• 39 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

“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!”

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Mike H.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 55 reviews
13 repeat clients
40 years of experience
Annapolis, MD, 21401

“Lindsay did an amazing job with our Daisy who has separation anxiety. Photo during the day and a fun video to watch. We will book again next time we are in town!”

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Debra R.
Sitter Profile Image: Kacie B.
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Kacie B.
from
$45
per day
5.0 out of 5 stars
• 81 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

“Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.”

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Katie F.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
from
$30
per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“Sarah and Peter are great! They took care to read my dog’s profile carefully to attend to her needs. They were sure to give her play breaks away from their dog (mine’s older and gets tired faster) and gave her lots of attention!”

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Audrey A.
Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
• 9 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

“They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!”

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erin t.
Sitter Profile Image: Charles H.
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Charles H.
from
$25
per day
5.0 out of 5 stars
• 11 reviews
3 repeat clients
35 years of experience
Annapolis, MD, 21401

About: Adopted 2 Newfoundlands over 20 years, groomed so much fur I could knit a sweater! I understand what Dogs need! Making canines happy until you get home. Availability all week as I am currently not working and would love to walk your dog and make sure they have water and food during the day Experienced in socializing and training pups. I can help keep the manners in check for your pet, whether walking or sitting or staying. Treats are encouraged

Sitter Profile Image: sofia b.
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sofia b.
from
$50
per day
5.0 out of 5 stars
• 8 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21403

“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!”

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Amanda D.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
• 173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

“Taylor took such great care of Millie, she was super attentive, caring and kept me updated with how she was doing! I'll definitely be using her services again!”

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Morgan W.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 65 reviews
16 repeat clients
30 years of experience
Annapolis, MD, 21401

“Alex Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.”

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Melissa M.
Sitter Profile Image: Grace N.
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Grace N.
from
$45
per day
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

“Thank u so much for taking great care of my baby!!”

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Aaron S.
Sitter Profile Image: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
• 9 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21403

“Our sweet beagle had a lovely time and lots of cuddles with Margriet! Would definitely contact her again when we’re in Annapolis!”

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Lucinda D.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
• 26 reviews
8 repeat clients
20 years of experience
Stevensville, MD, 21666

“Lena is great! She is flexible, knows dogs and is very communicative”

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Connor T.
Sitter Profile Image: Laurie H.
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Laurie H.
from
$30
per day
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Stacia D.
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Stacia D.
from
$49
per day
12 years of experience
Annapolis, MD, 21403

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.

Sitter Profile Image: Sean K.
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Sean K.
from
$45
per day
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Stevensville, MD, 21666

About: I've always been great with animals, able to read them and good at figuring out what they need. I volunteered at Animal Welfare League of Queen Anne's County for several years starting in High School. I've worked closely with large animals with behavioral problems, so I'm down the handle whatever quirks your pet has. My schedule is very flexible, and I can usually provide services as needed when given prior notice. Anytime of day as well, within reason ofc. I'm very adept at reading animals behavior and figuring out when they need attention, when they need space, and good at gaining an animals' trust.

Sitter Profile Image: Whitney B.
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Whitney B.
from
$30
per day
5.0 out of 5 stars
• 60 reviews
21 repeat clients
14 years of experience
Annapolis, MD, 21401

“Whitney is an excellent care provider for my fur baby! My girl suffers from separation anxiety and I needed someone she could hang out with when I was at work and my family was out of town. All I can say is this was the first time my baby was actually excited to leave me and stay with someone! She wagged her tail and easily went to Whittney when I dropped her off. Always came back to me happy and relaxed. Whittney was great sending me lots of pictures and she regularly took her for a walk. Plus, Whittney is so sweet herself, I want to be her friend!”

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Kimberly H.
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The median cost per day for doggy day care in Oakwood is $40

Dog parents share their Rover experiences - Oakwood

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5.0 out of 5 stars

Mary was great. Our dog had some separation anxiety and Mary was very patient and gracious. I would recommend her and know that your dog will be well cared for.

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Andrew P.
Doggy Day Care
5.0 out of 5 stars

M&M had a great stay today with Tiffany! They are wiped out from all the excitement of they daycare outing and we look forward to having them stay with Tiffany again next weekend as we build up for their big two week stay in June! Thank you Tiffany!

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Noelle V.
Doggy Day Care
5.0 out of 5 stars

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.

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Natalie K.
Doggy Day Care
5.0 out of 5 stars

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!

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Amanda D.
Doggy Day Care
5.0 out of 5 stars

Dimitri was super responsive, and our pup had so much fun playing with his sweet little dog! Would absolutely book again!

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Kara & Rory M.
Doggy Day Care
5.0 out of 5 stars

Melissa and Thomas were wonderful with my dog, Kona! They sent great updates and treated her like part of their family. I felt so comfortable knowing she was in such good hands. We will definitely book with them again!

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Nicole M.
Doggy Day Care
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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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. 1. Search

    Browse profiles of sitters near you who offer doggy day care
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Popular requests for doggy day care - Oakwood

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Sitters in Oakwood average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Oakwood

Frequently asked questions about Rover

As of October 2026, there are 4,097 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.

As of October 2026, there are 4,097 sitters on Rover offering Doggy Day Care across the region of MD. Enter your address or desired location to see which available sitters are closest to you.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 4,097 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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