Doggy Day Care in Windemere

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Top rated Windemere doggy day care sitters

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: Jasmine T.
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Jasmine T.
from
$25
per day
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Parkville, MD, 21234

Jasmine is really great. This is my first time needing a sitter for my dog CoCo. I was nervous about leaving my baby with someone I did not know. She agreed to do a meet and greet with Coco a day before, to make sure we were comfortable. This young lady was really professional, reassuring and accommodating. I would definitely recommend using her. Thank You Jasmine.

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Lakeisha B.
Sitter Profile Image: Emily & Patrick R.
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Emily & Patrick R.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Hamilton Area, Baltimore, MD, 21214

Emily was amazing! We did a meet and greet a few days before hand and then on the actual day, my dog remembered her and was so excited to be back. I was worried because he’s a bit of a Velcro dog but Emily said he slept behind her while she worked and spent some time outside with her dog as well playing. 10/10, I will book Emily and Patrick next time I need a sitter.

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Lillian S.
Sitter Profile Image: Constance C.
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Constance C.
from
$25
per day
40 years of experience
Nottingham, MD, 21236

About: We've taken care of animals since I can remember as a child. Everything from cats, dogs, lizards, you name it. We also care for farm animals weekly to include bathing, grooming, feeding, and general care. We treat your furry friend like family and can be flexible to your needs. Available for walks, overnights, and weekends. We provide the care and love they need while you are away. I offer care both in my home and in my clients’ homes, depending on what works best for you and your pet. When caring for pets in your home, I focus on keeping their routine as normal and stress-free as possible. I follow your instructions closely for feeding, walks, medications, playtime, and bedtime routines. I spend quality time with each pet so they feel safe, comfortable, and cared for, not just quick check-ins. I also provide regular photo and text updates. When pets stay in my home, they become part of the family. I provide a calm, safe environment with lots of attention, playtime, and affection. I stick closely to their normal feeding, walking, and sleeping schedules so they feel at ease. We have a fenced in yard so they get lots of playtime. No matter where your pet stays, my goal is always the same: consistent care, lots of love, and peace of mind for you.

Sitter Profile Image: Jeanne R.
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Jeanne R.
from
$30
per day
5.0 out of 5 stars
19 reviews
4 repeat clients
50 years of experience
Cockeysville, MD, 21030

Watched my puppy on a very short notice. She sent pics and let me know how he was doing. House was clean. She and her husband were really nice. Will use again. Thanks again.

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Naasira Y.
Sitter Profile Image: Marissa T.
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Marissa T.
Star Sitter
from
$40
per day
4.9 out of 5 stars
45 reviews
25 repeat clients
20 years of experience
Govans, Baltimore, MD, 21212

Marissa was great! Will go back when I need boarding or daycare.

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Archana S.
Sitter Profile Image: Casey R.
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Casey R.
from
$45
per day
5.0 out of 5 stars
62 reviews
24 repeat clients
15 years of experience
Lutherville-Timonium, MD, 21093

Casey is amazing! She is so welcoming and Luna had a great visit. She was able to take me last minute, which was so wonderful. Her dogs are adorable, and the fenced in yard is huge for Luna to play in!

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Miranda S.
Sitter Profile Image: Caroline S.
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Caroline S.
from
$45
per day
5.0 out of 5 stars
180 reviews
6 repeat clients
5 years of experience
Phoenix, MD, 21131

About: I've taken care of dogs for years and am looking forward to opening my home to your dog in order to make them feel comfortable, loved and cared for while you are away. I am a stay-at-home Mom with two kids who adore dogs. We have availability during the week and weekends to care for your pup/dog(s) for 2-5 days. We live at the end of a cul-de-sac in a quiet neighborhood where lots of pups and dogs take daily walks and play time. While we don't have a fenced in backyard, it's tree lined with lots of space to run.

Sitter Profile Image: Danielle S.
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Danielle S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
25 reviews
4 repeat clients
17 years of experience
Rosedale, MD, 21237

This was my first time using Danielle, I was truly impressed, from the first picture she sent me I could see that my fur baby was in love from the way he was looking at her with his paw on her arm, that put my mind at ease. Danielle was a ten out of ten and I will definitely be using her again. ❤️

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Valarie H.
Sitter Profile Image: Jordan B.
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Jordan B.
from
$43
per day
5.0 out of 5 stars
77 reviews
20 repeat clients
10 years of experience
Towson, MD, 21286

Jordan is absolutely fantastic! I wanted to give my parents a day off while they watched my 11 month old for the week and Jordan was the perfect person to do so. My puppy has separation anxiety and my mom said he didn’t even notice her leave he was so excited to spend the day with Jordan and Biscuit. It was such a relief knowing he was well cared for and having a great time. He even fell asleep cuddled up with Jordan! Jordan sent so many pictures and was just the sweetest from the first moment we got in contact with each other! I’ve already booked her again :) I highly recommend going with Jordan!!!

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Kelly P.
Sitter Profile Image: Victoria N.
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Victoria N.
Star Sitter
from
$40
per day
5.0 out of 5 stars
233 reviews
65 repeat clients
10 years of experience
Timonium, MD, 21030

Victoria was able to watch my pup on short notice and took great care of him! She sent photos of their playtime and it looked like he really enjoyed himself! Will definitely will her again and would highly recommend to anyone!

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Eli M.
Sitter Profile Image: Olga L.
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Olga L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
35 reviews
11 repeat clients
15 years of experience
Timonium, MD, 21093

Olga took such great care of my baby Remy! He is a very active dog and she took him on several walks and showed him so much love. He was totally exhausted when he came home and even slept in the next day, which I love. She was flexible too, as pickup details shifted during his stay. I would highly recommend Olga to anyone!

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Maeve M.
Sitter Profile Image: Liz & Eric F.
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Liz & Eric F.
from
$38
per day
5.0 out of 5 stars
82 reviews
30 repeat clients
20 years of experience
White Marsh, MD, 21162

If you are trying to decide who to take a chance on in the White Marsh/Perry Hall area, you can stop searching and book Liz right now! One of my biggest fears as a pet owner is leaving my dog with someone who will neglect or mistreat her. I am so particular about who watches her that I have often opted not to go out if I can't leave her with someone I know and trust. I was looking for a backup dog sitter and came across Liz & Eric's profile. They lived nearby and had excellent reviews, so I decided to give them a try. I asked if I could visit in advance, and they agreed. There have been many times when I visited a potential sitter and realized right away that it wouldn't work. As soon as I met them, I had a good feeling. They also have a dog, which I liked, as well as a big fenced yard. Well, my instincts were right because I set up a doggy daycare visit, and Mocha was treated so well. Liz sent lots of photos throughout the day, along with a video. I could see that she was having a great time, which helped me to relax. I am so pleased and definitely plan to use them again.

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M B.
Sitter Profile Image: Dorothy C.
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Dorothy C.
from
$46
per day
5.0 out of 5 stars
10 reviews
1 repeat client
28 years of experience
Towson, MD, 21286

About: I have taken care of pets for most of my life, (dogs and cats).. Our last dog lived to be almost 17 due to great care and love. I welcome any pets. i will care for them as they are mine. I am a retired nurse practitioner and home most hours of each day. We live in a dog walking community and close to parks ideal for long walks. Loch Raven Reservoir is close to our home with many great trails. I have a fenced yard with a pool. I would not leave any dog alone in the yard, our neighborhood is great for walking. I will only take pets friendly to children.

Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$35
per day
5.0 out of 5 stars
131 reviews
63 repeat clients
15 years of experience
Inner Harbor, Baltimore, MD, 21202

Lingli came through for our last minute doggy daycare needs and we are grateful! She was consistently responsive over messages, and was very sweet to our small dog, Gary, during their meet and greet, gently letting him get used to her. He was excited to see her again when we returned for drop off a couple days later. We appreciated the photos of his stay and know he was well looked after.

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Jason B.
Sitter Profile Image: Leydi & Jhonatan D.
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Leydi & Jhonatan D.
from
$40
per day
5.0 out of 5 stars
13 reviews
9 repeat clients
6 years of experience
Nottingham, MD, 21236

Thank you so much for taking care of our dog on such short notice! The pic and videos you sent really helped us feel comfortable leaving her!

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Ellen D.
Sitter Profile Image: Liza K.
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Liza K.
from
$40
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Glen Arm, MD, 21057

About: With over three decades of experience caring for beloved pets, I bring a lifetime of passion and expertise to your furry family members. Growing up in a home filled with both cats and dogs, I learned early on the importance of tender care and companionship for animals. For me, it’s not just about feeding and cuddling—I genuinely adore animals and delight in ensuring their happiness and well-being. What sets me apart as your pet sitter is my deep-seated love for animals, paired with decades of hands-on experience. Whether it’s a playful kitten or a wise old cat, I understand their unique needs and quirks. You can rest assured that your pets will receive not only the essential care they need but also plenty of love and attention during each visit. Let me provide your pets with the same level of care and affection that I give my own. Reach out today and let’s ensure your furry friends are content and cared for while you’re away! Pet care seamlessly integrates into my daily routine, thanks to my remote work setup that grants me the flexibility to cater to your pets' individual schedules and needs. Whether it's a regular weekday or a bustling holiday weekend, I'm here to ensure your furry companions receive attentive care whenever you need. Don't hesitate to reach out early to secure my availability! When caring for pets, I ensure they feel right at home and well-loved. With my 70-pound friendly dog as a companion, your pet will have a great playmate. My older cat and a young rabbit, though more reserved, add character to the mix. I provide a crate for comfort and a spacious yard for frequent potty breaks and lively ball games. Living near Loch Raven reservoir allows for exciting walks and adventures, ensuring your pet stays happy and active during their stay.

Sitter Profile Image: Janay H.
Verified Background Check
Janay H.
Star Sitter
from
$58
per day
5.0 out of 5 stars
60 reviews
19 repeat clients
5 years of experience
Bel Air, MD, 21014

Janay was great with Layla’s first daycare session! She sent plenty of pictures and I could tell Layla was very happy hanging out with Janay. We’ve already booked a weekend next month.

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Julia T.
Sitter Profile Image: Barbara S.
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Barbara S.
from
$45
per day
5.0 out of 5 stars
105 reviews
46 repeat clients
40 years of experience
Towson, MD, 21286

They were amazing! Super easy to work with. The dogs had a lot of fun and I felt very comfortable leaving them with someone else for the first time. I got pictures throughout the day and there was plenty of communication. Highly recommend these pet lovers.

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Ryan O.
Sitter Profile Image: Shana S.
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Shana S.
from
$60
per day
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Glen Arm, MD, 21057

About: I am an enthusiastic and active animal lover with over 20 years experience. We live across from the Loch Raven reservoir within walking distance of many hiking trails. We enjoy playing with our pets in our fenced in backyard as well as taking nature hikes on the many trails across from us. Growing up, we had a dog and two cats. Currently, I delight in taking care of our 10 year old cat and 3 year old dog! I love being active with animals and walking them. Our house and yard are very pet friendly! I also am comfortable with admin of needed meds and grooming. The pets who stay with us are welcomed as part of the family. For boarding, we can accommodate one dog per night. We do not board cats. We have a fenced in backyard with about an acre of land. We have a 3 year old dog who is friendly. We have a shy 10 year old cat who will hide from other animals that she doesn’t know. We have hens, but they are fenced in completely.

Sitter Profile Image: Makhayla D.
Verified Background Check
Makhayla D.
Star Sitter
from
$60
per day
4.9 out of 5 stars
46 reviews
8 repeat clients
6 years of experience
Baltimore, MD, 21239

Makhayla really saved the day for me and my pup- last minute, she agreed to watch my dog on a Saturday, and later that day when my friend had a crisis and needed my support overnight, Makhayla came to my rescue and agreed to watch Molly overnight, even though that hadn't been our original plan. She was communicative, adaptable, kind, and great with Molly dog. Sent me lots of pictures too. Highly recommend- you can depend on Makhayla!

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K. Anna S.
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The median cost per day for doggy day care in Windemere is $35

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Sitters in Windemere average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Windemere on Rover as of Feb 2026 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Windemere doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 1,118 sitters provided doggy day care in Windemere. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Windemere sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Windemere have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windemere.

Windemere doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Windemere sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 1,118 sitters offering doggy day care in Windemere on Rover, so you’re sure to find the perfect match for your dog! In Windemere, 97% of sitters offer daily exercise, 99% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.