Doggy Day Care Wyn Lea at Fair Hill

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

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Wyn Lea at Fair Hill, 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: Karen D.
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Karen D.
from
$27
per day
4.9 out of 5 stars
• 177 reviews
81 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: Donna C.
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Donna C.
from
$40
per day
5.0 out of 5 stars
• 21 reviews
5 repeat clients
50 years of experience
Elkton, MD, 21921

“This was our first time using Rover and Donna made it seamless and easy going! Our pup has a ton of energy and she loved him like her own. Her fenced in yard was exactly what he needed. I would definitely recommend Donna for your next dog sitter!”

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Kristen C.
Sitter Profile Image: Sharon M.
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Sharon M.
Star Sitter
from
$42
per day
4.9 out of 5 stars
• 98 reviews
47 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: Tabby A.
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Tabby A.
from
$40
per day
4.9 out of 5 stars
• 44 reviews
23 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: Sandra T.
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Sandra T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 19 reviews
3 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: Kara C.
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Kara C.
from
$29
per day
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$40
per day
5.0 out of 5 stars
• 188 reviews
68 repeat clients
15 years of experience
Elkton, MD, 21921

“Justin & Stephanie have a nice home that's very dog friendly. The back yard is fenced, clean and spacious. Our dog Molly had a great time at day care and we immediately booked her to be boarded over the following weekend. Can't recommend them highly enough!”

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Hiram P.
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
• 197 reviews
49 repeat clients
50 years of experience
Newark, DE, 19702

“Yvonne and Joseph took wonderful care of Louie. He can be a handful, with all his energy, but thy were patient and kind with him. Thanks again!”

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Jenny W.
Sitter Profile Image: Kee L.
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Kee L.
from
$40
per day
5.0 out of 5 stars
• 2 reviews
1 repeat client
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: Amy & Thomas F.
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Amy & Thomas F.
from
$29
per day
28 years of experience
Newark, DE, 19711

About: We brought home our 1st puppy when our eldest daughter was 8 weeks old. Everything since then has been easy! Currently have an 8yr old Golden Retriever with a fenced in backyard. Each of our grown children took in a dog or puppy once they had their own homes. We have had cats, hamsters, fish, and guinea pigs over the years. I'm recently semi-retired and my daughters have used Rover for their dogs in far away states. I thought it would be a nice way to give our dog a playmate every once in a while. We have a large fenced in yard which your dog can run around or hangout with our dog if they'd like. Our house is split level so there could be 6 stairs at time to go up & down. I love to walk our dog & listen to books or podcasts.

Sitter Profile Image: Cailan N.
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Cailan N.
from
$35
per day
18 years of experience
Newark, DE, 19711

About: Caring for animals since childhood, dogs, cats, even birds. I’m equally comfortable with energetic puppies and gentle with senior dogs who need extra care and attention. Genuine experience, real love for animals, every visit. I do this full-time with a flexible schedule, so I can be as available as your pet needs — whether that’s a quick daily visit or extended care throughout the day. I’m experienced with feeding schedules, giving medication, and making time for playtime, so your pet’s routine stays consistent even when you’re not there. In my home, your pet gets my full attention in a calm, no-kids, no-other-pets apartment setting, so there’s no competition for space or attention. I keep to their normal feeding and medication schedule and make time for regular play and exercise. In your home, I follow your pet’s existing routine as closely as possible, feeding times, walks, meds, and playtime, so their day feels normal even while you’re away. I’m also happy to handle basics like bringing in mail and keeping the house secure. Whether it’s a quick drop-in, a walk, or overnight boarding or house sitting, I adjust my approach to fit the service and your pet’s needs

Sitter Profile Image: Lauren S.
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Lauren S.
from
$55
per day
5.0 out of 5 stars
• 10 reviews
1 repeat client
22 years of experience
Newark, DE, 19711

“Lauren is very flexible and understanding and really great with Chai! Great with updates and giving Chai lots of opportunities to potty and exercise. Chai also gets along great with Lauren’s own pups!”

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kat g.
Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 15 reviews
3 repeat clients
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: Sunaina D.
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Sunaina D.
Star Sitter
from
$29
per day
5.0 out of 5 stars
• 14 reviews
8 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: Isabella F.
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Isabella F.
from
$40
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Landenberg, PA, 19350

About: All my life, I have been surrounded by dogs. I have been dog sitting for friends and family throughout the years and gained some experience through that. I am reliable, organized, responsible, and accountable. Overall, I want to gain more experience with doing something I love. Pet care fits into my daily or weekly routine because I have 2 dogs of my own and a horse. I am used to providing them with their everyday needs, daily walks, and showering them with affection along the way. They need a lot of attention, love, and care every day and I enjoy giving it to them! I provide whatever needs necessary for the pet. I make sure they go on daily walks, being fed at the proper time, making sure water bowls are full, and having plenty of play time with them.

Sitter Profile Image: Latoya C.
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Latoya C.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 22 reviews
6 repeat clients
35 years of experience
Newark, DE, 19702

“Latoya cared for my Benny as if he was her own. She give him his medication and ensure it was taken at each meal. Latoya is very professional and reliable. Thank you for taking such great care of my furbaby. I highly recommend Latoya and I'm confident you will not be disappointed!!!!”

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Davida B.
Sitter Profile Image: Sara C.
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Sara C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 22 reviews
6 repeat clients
30 years of experience
Wilmington, DE, 19808

About: I’ve cared for the pets of friends and family for many years, and I’d love to offer my help with your precious friends too! I currently have a Bassett hound/springer spaniel mix named Moody Blues, but enjoy dogs of all sizes and even the sassiest cats! This is currently my main job, so ensuring my flexibility for you is priority! I look forward to working with you to make sure your pets are cared for. I love to visit and take care of friends! For dogs, we can walk, play at home, I can bring Moody Blues if your dog would enjoy visits, and I’m happy to take care of any cleanups or feedings as well. For my cat friends, I’m happy to take care of the same things, with offers of cuddles and lap time in place of the walks for the indoor kitties.

Sitter Profile Image: Joseph G.
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Joseph G.
from
$50
per day
5.0 out of 5 stars
• 398 reviews
108 repeat clients
23 years of experience
Wilmington, DE, 19805

“Joseph was amazing as usual! Took in our pup last minute. Pup comes back happy and totally chill. Definitely five star care!! Would book again in a heartbeat”

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Rakshitha G.
Sitter Profile Image: Angeles V.
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Angeles V.
from
$50
per day
5.0 out of 5 stars
• 2 reviews
15 years of experience
Nottingham, PA, 19362

About: I am a lifelong animal lover with over 15 years of dedicated pet care experience & share an instant bond with almost every pet I meet. As a proud pet parent to a 6 year old Heeler who is my absolute best friend and a cat I rescued from my driveway at just 6 weeks old, I have hands on, daily experience managing diverse temperaments, intense exercise needs, and strict routines. My background spans the entire lifecycle of pet care, from nurturing young animals to providing compassionate senior care. I am entirely comfortable with specialized care requirements, including administering oral or topical medications, managing strict measurements or raw diets, and providing a calm, low-stress environment for high-anxiety or nervous pets. Raising a high energy working dog and a rescue kitten gives me firsthand experience with the unique needs, quirks, and daily routines of both dogs and cats. Pet care is my top priority and full-time focus. I am currently launching independent entrepreneurial ventures from home, which gives me complete control over my daily calendar and ultimate flexibility. I am available almost any time of day or week to dedicate myself fully to your pet. Your animal bestie will be my main priority, receiving constant supervision, timely potty breaks, and companionship. My flexible routine lets me adapt to your pet's exact daily schedule, ensuring they feel safe, comfortable, and fully cared for while you are away. Safety, structure, and peace of mind are the foundations of how I care for animals, whether they are staying at my home or yours. In my own household, my dog safely enjoys our yard because he knows his boundaries and responds instantly to commands. My cat on the other hand, lives a secure indoor lifestyle, with the occasional supervised leash walk! :) When caring for your pets, I balance absolute safety with plenty of engagement. For dogs, I maintain a strict policy of keeping them securely on a leash at all times unless we are within a securely fenced area, eliminating any risk of a dog running loose. Rest assured, structured fun is still a massive part of our day; we will enjoy plenty of energetic games, walks, and playtime, all while ensuring your furry family member remains completely safe and protected!

Sitter Profile Image: Mark & Kayleigh B.
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Mark & Kayleigh B.
from
$50
per day
5.0 out of 5 stars
• 4 reviews
10 years of experience
Bear, DE, 19701

About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.

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The median cost per day for doggy day care in Wyn Lea at Fair Hill is $39

Dog parents share their Rover experiences - Wyn Lea at Fair Hill

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5.0 out of 5 stars

This was our first time using Rover and Donna made it seamless and easy going! Our pup has a ton of energy and she loved him like her own. Her fenced in yard was exactly what he needed. I would definitely recommend Donna for your next dog sitter!

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Kristen C.
Doggy Day Care
5.0 out of 5 stars

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.
Doggy Day Care
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Sitters in Wyn Lea at Fair Hill average 3
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FAQs for Doggy Day Care - Wyn Lea at Fair Hill

Frequently asked questions about Rover

As of September 2026, there are 550 sitters on Rover offering Doggy Day Care across Wyn Lea at Fair Hill. 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 Wyn Lea at Fair Hill 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 550 sitters in Wyn Lea at Fair Hill, 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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