Doggy Day Care Winsome Heights

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

End
Search

Winsome Heights, 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: James & Mary H.
Verified Background Check
James & Mary H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
206 reviews
59 repeat clients
50 years of experience
Eldersburg, MD, 21784

I have never felt more comfortable with leaving my precious Corgi, Lugnut, than with Jim and Mary. It is evident as soon as you talk to them that they understand your dog is a family member. They are flexible with pick up and drop off times. The best part is they send pictures of the fun times throughout the day. I have used them many times, and are the first people I contact when we need someone to watch our pup. I could not sing their praises enough. Oh, and they have a fenced in back yard with a fence down the middle to create two play areas in case you have a shy dog, like my own. 5 stars isn’t enough to describe the wonderful experiences we’ve had!

Profile image
Kelly I.
Sitter Profile Image: Kelly H.
Verified Enhanced Background Check
Kelly H.
Star Sitter
from
$39
per day
5.0 out of 5 stars
50 reviews
13 repeat clients
13 years of experience
Catonsville, MD, 21228

My 6lb maltipoo Sophie LOVED puppy day care with Kelly. I recently moved and was nervous about finding the right care for Sophie. I initially booked one day with Kelly and immediately after the first day, booked the rest of the week! The communication throughout the days was fantastic and Sophie was so excited to return each day. It was very clear that Kelly is attentive to Sophie the entire day…. Walks, snacks, rest, playtime. Totally recommend Kelly! I will be a regular.

Profile image
Linda N.
Sitter Profile Image: Jacob L.
Verified Enhanced Background Check
Jacob L.
Star Sitter
from
$30
per day
5.0 out of 5 stars
53 reviews
16 repeat clients
20 years of experience
Hanover, PA, 17331

Jacob was easy going and totally in tune with our Louie who was a bit shy to stay behind. We have a Rover the next time we need care in Hanover. Thanks Jacob.

Profile image
Charla A.
Sitter Profile Image: Brenda L.
Verified Background Check
Brenda L.
from
$45
per day
4.9 out of 5 stars
23 reviews
8 repeat clients
50 years of experience
Sykesville, MD, 21784

Our dog, Brandi, had such a fun time at Brenda's house for Doggy Day Care. Brenda is very kind and truly enjoys what she does. She kept me updated throughout the day with texts and pictures. Her resident dog, Willow, also made Brandi feel right at home. Brenda takes wonderful care of our dog and we will definitely request her services for future doggy day care or overnight stays.

Profile image
Leigh S.
Sitter Profile Image: Lora M.
Verified Enhanced Background Check
Lora M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
133 reviews
35 repeat clients
22 years of experience
Finksburg, MD, 21048

Lora is such a great sitter, so responsive and knows my dog well. She’s got a great location and even on days where she’s busy she’s often got a helping hand to make sure all dogs are taken care of

Profile image
Cedric G.
Sitter Profile Image: Megan & Vincent E.
Verified Enhanced Background Check
Megan & Vincent E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
60 reviews
22 repeat clients
15 years of experience
Pylesville, MD, 21132

Jackson's first day with Megan & Vincent was full of sunshine, friends, & fun! Thank you for all the photos & updates throughout his stay. He came home happy & would like to come back to play again! :)

Profile image
pamela h.
Sitter Profile Image: Jeremy S.
Verified Enhanced Background Check
Jeremy S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
18 reviews
8 repeat clients
24 years of experience
Hanover, MD, 21076

Jeremy is a great dog sitter. He is always very responsive, and he is does a great job in sharing any updates and pictures during the day. Thanks again for taking such good care of our dog!

Profile image
Brian H.
Sitter Profile Image: Susan W.
Verified Enhanced Background Check
Susan W.
Star Sitter
from
$30
per day
5.0 out of 5 stars
40 reviews
9 repeat clients
17 years of experience
Ellicott City, MD, 21043

Susan took great care of my pup, Gus! She makes sure to understand your pets needs ahead of time so she can deliver the best care. She’s very communicative and provided me with plenty of updates and photos. Highly recommended!

Profile image
Pierre D.
Sitter Profile Image: Linda L.
Verified Enhanced Background Check
Linda L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Parkville, MD, 21234

About: I have cared for cats and dogs for years. I rescued one cat to later find out she had seizures. She got proper treatment, love and attention, and lived to be fifteen. I am retired and available days, evenings, weekends, and most holidays to meet your pets needs and your schedule to keep on your pets routine. I have a medium size backyard with shade trees and room to play. During bad weather I use the basement for play time and activities.

Sitter Profile Image: Francine K.
Verified Enhanced Background Check
Francine K.
Star Sitter
from
$40
per day
5.0 out of 5 stars
44 reviews
14 repeat clients
20 years of experience
Ellicott City, MD, 21043

We booked day care with Francine super last minute and she accepted a same day request (on Christmas Eve!!) Our dog had a great time with their 2 dogs, running around in their fenced in back yard and chilling in the house. We would strongly recommend booking with Francine!

Profile image
Joanna & Jung C.
Sitter Profile Image: Bria A.
Verified Background Check
Bria A.
from
$35
per day
5.0 out of 5 stars
68 reviews
29 repeat clients
35 years of experience
Shrewsbury, PA, 17361

I was very pleased with the care my dogs received! I was updated with photos and I felt that my dogs were well taken care of! I plan to reach out again for sitting! 😊

Profile image
Jamie and Ryan T.
Sitter Profile Image: Candace S.
Verified Enhanced Background Check
Candace S.
from
$44
per day
5.0 out of 5 stars
53 reviews
18 repeat clients
30 years of experience
Hanover, PA, 17331

Candice is great! She is very kind and polite. My dog loves it at her home. When I come to get him he always act like he doesn’t want to leave.

Profile image
Sean D.
Sitter Profile Image: Chris M.
Verified Enhanced Background Check
Chris M.
from
$55
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
White Hall, MD, 21161

About: As a child and teen, I helped my mom breed, raise, and train golden retrievers. As an adult and family man, I cared for my dog "Beyoncé" and cat "Kitty." This includes food, water, play, running, brushing, brushing teeth, and trimming. My pets have passed on and I’m ready to host 😊 Im a dad of 3 boys with shared custody. With a barn and a sunroom, I’m able to separate kids from dogs as-needed. I enjoy the rural setting, and keep chickens and ducks, and garden. I’m a civil engineer / environmental consultant and work at home 100%. I have a lot of flexibility with taking breaks. Experienced with using a clicker to train, and using a beep / vibrate collar for training spirited dogs. Aiming to cater to the most “difficult” dogs for those owners who have limited options. I work at home as an engineer / consultant and have lots of flexibility with taking breaks. I have a need to move every hour at least. I live in a single family home that I own. The house is kept clean and because of my pet history I keep things off the floor and food safe from pets. There’s a nice yard but no fence. I have my three boys staying here every other week/end. They're animal lovers too, but in case separation is needed, my bedroom, enclosed sunroom, and finished barn space can be used to contain a pet when the kids are around. For pet sitting and dog walking, I have a leash and a fanny pack. As a runner, it's a joy to take energetic dogs on the trail. For runs & walks, I use my own private access to the little gunpowder falls river woods with a long walkable waterfall, the local NCR trail, or the cemetery across the street (1/4mi laps).

Sitter Profile Image: Lonnie P.
Verified Background Check
Lonnie P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
55 reviews
12 repeat clients
50 years of experience
Finksburg, MD, 21048

Lonnie and is pack are awesome! He watched our two pups for the day, they had so much fun and came exhausted. The care that Lonnie shows is exactly what we needed, provided updates throughout day which was a great surprise. We highly recommend him and will be using he again for sure.

Profile image
Bradley S.
Sitter Profile Image: Ellen G.
Verified Enhanced Background Check
Ellen G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
71 reviews
29 repeat clients
25 years of experience
Frederick, MD, 21702

Ellen is wonderful and very reliable. Warm and friendly. My girls had a good time and even met some new friends. I would definitely recommend Ellen as a dependable pet sitter.

Profile image
Laura M.
Sitter Profile Image: Jingru X.
Verified Enhanced Background Check
Jingru X.
Star Sitter
from
$35
per day
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Hanover, MD, 21076

We had such a great experience with this daycare! They were absolutely amazing—so kind, attentive, and clearly loves what they do. Saint had the best time and really bonded with their dog, Kai. They went on walks, played together, and even had time to rest and nap, which I really appreciated. I felt completely at ease knowing Saint was in such good hands. I would highly recommend them to anyone looking for a caring and reliable sitter!

Profile image
Robyn K.
Sitter Profile Image: Phyo M.
Verified Background Check
Phyo M.
from
$25
per day
5.0 out of 5 stars
14 reviews
4 repeat clients
5 years of experience
Owings Mills, MD, 21117

Milo was nervous when I dropped him off but he quickly adjusted. Thank you Phyo for caring for him and taking him for walks. I would definitely recommend as I see you have a gentle way with pets.

Profile image
Sharla N.
Sitter Profile Image: Lydia B.
Verified Enhanced Background Check
Lydia B.
from
$28
per day
5.0 out of 5 stars
21 reviews
4 repeat clients
20 years of experience
Eldersburg, MD, 21784

Lydia Is an awesome sitter! My dog Bennett absolutely thrives there, she takes him on little adventures he plays outside it’s wonderful! I would highly recommend her! She also sends pictures all the time which I adore!

Profile image
Kaitlyn D.
Sitter Profile Image: Brittanie & Ryan C.
Verified Enhanced Background Check
Brittanie & Ryan C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
130 reviews
48 repeat clients
10 years of experience
Catonsville, MD, 21228

Brittanie and Ryan were super welcoming and their house is set up amazingly well for dogs. I love how they made sure my dog was a good fit for their family so that everyone is happy!

Profile image
Dawn R.
Sitter Profile Image: Latoya M.
Verified Background Check
Latoya M.
from
$30
per day
5.0 out of 5 stars
8 reviews
4 repeat clients
20 years of experience
Canton, Baltimore, MD, 21224

About: This young adult is filled with energy, patience and love! I have owned a dog since I was a child and tried to open a mini petting rescue zoo in my moms barn . It worked until I had to actually adult and pay my own bills . I love giving one in one attention and healthy treats . My availability is flexible due to working around my human patients . I value bedside mannerisms and do believe they don’t just apply to two legged friends. I have been known for my cautious and preventative decision making skills ! My temperament is easy going but firm because if not, all paws will break loose! Seriously , I would have 100 dogs at home if possible. I am currently working part time and from home . I have plenty of time to give your fur baby the attention and love deserving ! I have a mini fenced in area in my back yard that my own pup adores. It is just enough space to get the job done and provide leg room. I live in walking distance to three huge parks, and on leash we will have a wonderful time.

1 / 1
View more

The median cost per day for doggy day care in Winsome Heights is $35

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. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for doggy day care - Winsome Heights

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Winsome Heights average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Winsome Heights

Frequently asked questions about Rover

As of August 2026, there are 1,346 sitters on Rover offering Doggy Day Care across Winsome Heights. 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 Winsome Heights 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 1,346 sitters in Winsome Heights, 88% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge