Doggy Day Care Wilwon Woods

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

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Wilwon Woods, 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.

1 / 1
Sitter Profile Image: Karen D.
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Karen D.
Star Sitter
from
$27
per day
4.9 out of 5 stars
160 reviews
78 repeat clients
30 years of experience
North East, MD, 21901

Reese had a great time with Karen and her husband. Karen was super sweet and welcoming. She sent pics and videos too! So glad we found someone we can trust super close to home! 🥰

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Jenel P.
Sitter Profile Image: Sharon M.
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Sharon M.
from
$42
per day
4.9 out of 5 stars
97 reviews
46 repeat clients
40 years of experience
Elkton, MD, 21921

Sharon was very good and patient with my baby pup. She took him when so many others wouldn't. Thank you Sharon for caring for my Koda. I highly recommend her.

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Cheryl A.
Sitter Profile Image: Geosselyn D.
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Geosselyn D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

We were very impressed with Geosselyn’s care of our dog! Her large fenced in backyard was perfect! Our dog seemed very comfortable with her! We highly recommend Geosselyn!

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Kathleen O.
Sitter Profile Image: Tabby A.
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Tabby A.
from
$38
per day
4.9 out of 5 stars
40 reviews
22 repeat clients
7 years of experience
Elkton, MD, 21921

About: I’ve been around dogs my entire life and have always had one of my own. Caring for dogs comes naturally to me, and I truly enjoy spending time with them. I also have experience helping at a dog kennel, where I’ve assisted with bathing, feeding, supervising playtime, and making sure the dogs are happy, comfortable, and well cared for. I understand that every dog has a unique personality and strive to provide patient, loving care that helps them feel safe and at home. Pet care is my full-time job, so I’m home throughout the day caring for dogs and running our grooming business located behind our house. I do leave briefly in the morning and again in the afternoon to care for my horse, but I’m otherwise home and available to give your pet plenty of attention, care, and supervision. Your dog’s safety, comfort, and happiness are my top priorities. I have a large, fully fenced backyard where dogs can safely play, exercise, and enjoy time outside. Every dog that stays with me is treated like one of my own—with plenty of love, attention, patience, and care. I strive to provide a safe, clean, and welcoming environment so both you and your pet can feel at ease while you’re apart.

Sitter Profile Image: Yvonne & Joseph K.
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Yvonne & Joseph K.
Star Sitter
from
$60
per day
5.0 out of 5 stars
189 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

Mutig was so happy when we picked him up! I have been nervous about where to leave him during a vacation we have coming up, but I was put at ease after this stay. She sent so many happy pictures of Mutig and Quincy playing and sent me updates of how he was doing. Yvonne and her husband were very caring. She fed the dogs separately, took them out often, and showed a lot of care. We are so glad we found her to have piece of mind that we are leaving Mutig in good hands when we cant be there!

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Greer B.
Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$45
per day
4.9 out of 5 stars
158 reviews
57 repeat clients
13 years of experience
Elkton, MD, 21921

Justin and Stephanie were amazing with Charlie. From the moment I met Justin I knew I had nothing to worry about! I received many pictures and plenty of updates even though he was only there for one day. Communication was excellent and thorough. I really appreciated how kind and considerate they were of my highly anxious sensitive pup and took great care to make him comfortable! Thanks again!

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Alison P.
Sitter Profile Image: Angela O.
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Angela O.
from
$38
per day
5.0 out of 5 stars
112 reviews
35 repeat clients
25 years of experience
havre de grace, MD, 21078

I received updates throughout the day which I greatly appreciated. I was concerned about leaving bandit because she had a large dog bear and it was working when we pulled up to her house, but she assured me that he would be fine and he was she sent me pictures throughout the day with updates on how he was doing she showed me pictures of bandit with her children, and I like that. She also showed me pictures with bandit and a little Yorkie. I would definitely recommend her and would use her in the future. I ask if she was available on Monday because I also need a sitter for Monday, but she said she had too many dogs already booked

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bonnie A.
Sitter Profile Image: Pearl J.
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Pearl J.
Star Sitter
from
$30
per day
4.9 out of 5 stars
126 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

As a new client, I’ve had a really positive experience so far with Pearl. From the beginning, she has been professional, reliable, and easy to communicate with. Even in a short time, my dog seems relaxed and well cared for after spending time with her. Overall, I’m very pleased with the care she’s had provided and would definitely recommend her to others Sylvia A

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Sylvia A.
Sitter Profile Image: Sandra T.
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Sandra T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Newark, DE, 19713

Thank you for letting Chai stay with you, Sandra!!

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kat g.
Sitter Profile Image: Susan S.
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Susan S.
Star Sitter
from
$25
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
30 years of experience
Havre de Grace, MD, 21078

Susan is wonderful, so kind and caring, and I can tell that Finlay loves being at her house. He goes into her home with his tail wagging and always comes home happy and tired. It’s a relief knowing he’s in a warm, loving home while I’m away. Highly recommend Susan.

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Teal C.
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
129 reviews
59 repeat clients
10 years of experience
South St. Georges, DE, 19709

Candice is great. She was able to watch my puppy Harley last minute for the day. He had so much fun! It was a great experience. We would definitely use her again.

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Tamarra W.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$29
per day
20 years of experience
Warwick, MD, 21912

About: My farm is a beautiful sanctuary that we love to share with all furry friends! Whether they want to splash in the pool, run outside in a safe CLEAN secure area, or just have a nice snuggle in their indoor kennel or maybe even stretch out on the couch- just know they’ll be wagging to come back! I have 6 horses on the property, 13 chickens, 2 turkeys, 2 outdoor barn cats, and my Friendly Laid back dog Archie. I provide love & care which is more important than anything else. But of course- I follow parents rules! My entire life revolves around my farm and caring for all of my animals. I am on the property 24/7 as this is my full time job. And luckily it’s my passion. We have a beautiful fenced in pasture with lots of space to run. We are in a very private and rural area. We also have a pool- only if parents are OK and the Pup chooses to take a dip! Your Pup will always be supervised. If there are restrictions we will always abide by them. We also have dog crates if needed or requested and a beautiful inside area as well. Basically your Pup is gonna have free range and feel a home away from home.

Sitter Profile Image: Dan K.
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Dan K.
from
$35
per day
15 years of experience
Middletown, DE, 19709

About: I’ve have been a dog owner all throughout my life. I currently have a golden retriever that is three year old named Steve. I know level 1 and level 2 dog training techniques. And enjoy taking dogs for long walks to get their energy out. I live five minutes from my job and can come home if needed and never work weekends. My wife works from home 3 out of 5 week days. I have a large fenced in yard (.75 acres) and a dog friendly golden retriever named Steve. I have an extra crate available if your pet needs crating.

Sitter Profile Image: Kee L.
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Kee L.
from
$40
per day
15 years of experience
North East, MD, 21921

About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.

Sitter Profile Image: Sunaina D.
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Sunaina D.
Star Sitter
from
$29
per day
5.0 out of 5 stars
13 reviews
7 repeat clients
6 years of experience
Newark, DE, 19702

Sunaina was great with Loki! He had such a great time with her and her family. She sent us many pictures and updates periodically of him during his time with them. She listened to our instructions on his allergies and food timing, and took him out for walks. We were super happy that he was happy! Definitely will book again when we are back in the area!

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Krishna P.
Sitter Profile Image: Haythi M.
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Haythi M.
from
$45
per day
4.5 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Elkton, MD, 21921

About: As a dedicated and experienced dog sitter, I understand the importance of providing excellent care to furry family members. With a lifelong love for dogs and years of experience working with them, I have honed my skills in providing exceptional care for each dog I encounter. I pride myself on my ability to create a safe and nurturing environment for dogs, where they can feel comfortable, loved, and well-cared for. I am patient, kind, and attentive, and I always make sure to provide plenty of playtime and exercise, as well as plenty of cuddles and affection. One of the things that sets me apart as a dog sitter is my commitment to communication. I understand that pet owners want to know how their furry family members are doing, and I make sure to provide regular updates and photos throughout the duration of the stay. I also make myself available to answer any questions or concerns that may arise. Above all, I am passionate about dogs and the joy that they bring to our lives. When you book with me, you can rest assured that your furry family member will be in the best possible hands, and that they will receive the love and care that they deserve. So why not book with me today and give your dog the best possible care while you're away? Since I work from home, we have extra time to take multiple walks a day. We will go outside for at least 2 hours a day. I live next to a lake with a walk path so we enjoy playing outside as much as we can. I live in a house with a fenced yard for the doggies to roam around. Your pet will be let out every 2-3 hours or as much as needed and instructed.

Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$45
per day
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

Liza had a great time with Jen!! Jen is really caring and was really attentive to put Liza at ease, not always a simple task as Liza has separation anxiety. Jen was very responsive, took a bunch of pictures, and sent me lots of updates. I really appreciated it and highly recommend her!

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Tatiana G.
Sitter Profile Image: Nancy L.
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Nancy L.
from
$40
per day
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Newark, DE, 19702

Was accepted on a late notice for a Holiday and was very flexible. Sent plenty of updates and Barkley had a great time! Definitely recommend!

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Jordan C.
Sitter Profile Image: Rackeem R.
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Rackeem R.
from
$55
per day
5.0 out of 5 stars
31 reviews
16 repeat clients
7 years of experience
Middletown, DE, 19709

Very professional and has a great relationship with dogs and knowledge of them. Provided pics and videos and walks. Will definitely use him again.

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Joseph L.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$45
per day
5.0 out of 5 stars
49 reviews
24 repeat clients
10 years of experience
Aberdeen, MD, 21001

My puppy had the best time with Rachel and her kids. She come home happy and exhausted from playing all day. Thank you for giving her so much attention and sending so many pictures- we will definitely be back!

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Taren V.
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The median cost per day for doggy day care in Wilwon Woods is $38

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Sitters in Wilwon Woods average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Wilwon Woods

Frequently asked questions about Rover

The average cost for Doggy Day Care in Wilwon Woods on Rover is $35.52 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .

As of July 2026, there are 474 sitters on Rover offering Doggy Day Care across Wilwon Woods. 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 Wilwon Woods 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 474 sitters in Wilwon Woods, 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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