Doggy Day Care in Windsor

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Top rated Windsor doggy day care sitters

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Sitter Profile Image: Cynthia H.
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Cynthia H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
11 reviews
5 repeat clients
50 years of experience
Wrightsville, PA, 17368

Cynthia and her place are a heaven sent. The digs had a great day!

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Diana D.
Sitter Profile Image: Krista K.
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Krista K.
Star Sitter
from
$29
per day
5.0 out of 5 stars
86 reviews
31 repeat clients
10 years of experience
York, PA, 17402

Krista has dropped in and taken care of our dog and also our dog has done doggy daycare with her- both were great experiences! Krista is dependable and sent frequent check ups. Will definitely book with her again!

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Rose H.
Sitter Profile Image: Katlyn B.
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Katlyn B.
from
$32
per day
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Dover, PA, 17315

Katlyn has been great with Honey. She is great with providing updates and photos. Her home provides a very calm and soothing atmosphere. I would definitely recommend for shy dogs like my Honey.

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Cavonne S.
Sitter Profile Image: Kara R.
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Kara R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
184 reviews
79 repeat clients
30 years of experience
York, PA, 17402

Kara was awesome with our puppy. Hazel ran to greet her and nevee looked back.

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Liz V.
Sitter Profile Image: Amy & Patrick M.
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Amy & Patrick M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
78 reviews
20 repeat clients
30 years of experience
Mount Joy, PA, 17552

Amy and Pat were responsive, kind, welcoming, flexible, and extremely considerate when caring for our new puppy during the day. We couldn't be happier. A+++ all around. Thank you!!

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Mason T.
Sitter Profile Image: Holly E.
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Holly E.
Star Sitter
from
$35
per day
4.9 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Dover, PA, 17315

Holly accepted my booking at the last minute and she was awesome!! She took great care of my boy and I will definitely book her again when I am in the area! Thanks Holly

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Lindsay L.
Sitter Profile Image: Jenny S.
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Jenny S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
50 reviews
20 repeat clients
13 years of experience
Spring Grove, PA, 17362

Jenny is amazing. Made me feel at ease from the first meet through the first week of daycare. She is flexible and helped me with all the transitions of a new sitter while starting a new job. Dog daycare was the least of my worries thanks to Jenny. Jaxx got everything he needed while I worked. Definitely recommend Jenny.

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Kelly C.
Sitter Profile Image: Angelita G.
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Angelita G.
Star Sitter
from
$30
per day
4.9 out of 5 stars
118 reviews
35 repeat clients
5 years of experience
Lancaster, PA, 17603

Angelita and her wonderful family were absolutely amazing with my dog! From the moment we arrived, they welcomed her with so much love and care that she felt right at home. Angelita updated us with photos, messages, and little stories about her day. We couldn’t have asked for a better sitter. Angelita and her family treated our pup like one of their own, and we are so grateful. Highly recommend them to anyone looking for a trustworthy, caring, and reliable dog sitter!

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Brad S.
Sitter Profile Image: Ashley E.
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Ashley E.
from
$38
per day
5.0 out of 5 stars
26 reviews
10 repeat clients
19 years of experience
Mount Joy, PA, 17552

Ashley did a fantastic job caring for my dog, while I was away for a day. Bailey was so anxious to stay with Ashley, and I know she was given excellent care and lots of attention. I loved the texts and the pictures that were sent to me, giving me peace of mind. I would highly recommend Ashley to anyone. She deserves a 6 star rating for all of her efforts!!

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Rachel M.
Sitter Profile Image: Mai O.
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Mai O.
Star Sitter
from
$55
per day
5.0 out of 5 stars
306 reviews
74 repeat clients
25 years of experience
Lancaster, PA, 17603

Mai did a great job with our Kiwi. She really enjoyed hanging out with the other dogs and is tired out from her adventures! Thank you Mai for giving Kiwi a great day!

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Wendy P.
Sitter Profile Image: Brielle U.
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Brielle U.
from
$26
per day
9 years of experience
Red lion, PA, 17356

About: I’ve had dogs for many years and I’ve always absolutely adored animals. I am able to provide service in my home with small dogs that get along with other small dogs and small children. We have a fenced in yard and doggy door. I only work one day a week on night shift so I am home most days and can are for your pet with almost 24/7 supervision. Fenced in yard and 3 smalls dogs to keep your pet company. My small child is good with all animals and will not bother your pet.

Sitter Profile Image: Paul M.
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Paul M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
7 reviews
6 repeat clients
52 years of experience
Dallastown, PA, 17313

About: Ive had dogs and cats for over 50 years..every time I visit your animal you will get pics or video to confirm your animal is safe and loved by me while you are away! I am available 24/7 to handle your petcare needs..I am honest,hardworking and would love to help anybody looking for a responsuble caretaker of their furry family members. I have a large home w a fenced in yard and plenty of time and care to give to your animals..I prefer in house visits

Sitter Profile Image: Kellyann K.
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Kellyann K.
from
$40
per day
5.0 out of 5 stars
7 reviews
1 repeat client
21 years of experience
Maytown, PA, 17550

My dog Ireland warmed up to Kellyann when I dropped her off today. Ireland.has never been in a home setting before for daycare. Kellyann kept me informed throughout the day with updates and pics of Ireland. This really helped me to feel secure about my "baby girl" staying there.I would highly recommend contacting Kellyann to take care of your pet!!

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Patti M.
Sitter Profile Image: Lynn "Beauty" B.
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Lynn "Beauty" B.
from
$70
per day
5.0 out of 5 stars
102 reviews
25 repeat clients
50 years of experience
New Park, PA, 17352

Beauty and her pack are wonderful! I can’t recommend Beauty enough to any pet owner! Our dog Freya had an amazing time and Beauty was very flexible when our plan changed to a later pick up time. She even offered to let Freya stay the night if that worked better for us. I can’t thank Beauty and the pack enough for giving us peace of mind when we can’t be with Freya!

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Peggy R.
Sitter Profile Image: Denise G.
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Denise G.
from
$35
per day
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Marietta, PA, 17547

About: I have taken care of all types of dogs especially my own and they love me and I love them. I just love them so much. I always fall in love and they fall in love with me. It never fails. I’m currently working full time but my schedule allows me to still make time to do other things like enjoy a second job which is good I love to cuddle and play with the babies, love to feed and rub them and even talk to them. They are the best ever

Sitter Profile Image: Michele M.
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Michele M.
from
$40
per day
43 years of experience
Red Lion, PA, 17356

About: They call me the female dog whisperer. I've always had a passion for animals and I love dogs & all the different breeds & personalities ! I thoroughly enjoy all the different breeds of dogs and cats along with all of their very specific needs! I am going to be attending school in March for dog training and I'm so excited to start that! For I have always wanted a career working with animals I love all kinds of animals, dogs,cats, birds, lizards, I had to Schneider skinks .,..in the past. Mojave and Sahara just like the deserts! Your dog&/or cat will be treated as part of the family, just like my own dog is treated. I'll follow your rules & routines. Just give me as much information as you can, & we will stick to that schedule! If your dog sleeps in your bed, then your dog will sleep in my bed and if your dog is used to eating at nigh, well then that's when your dog will eat, or if in they are used to eating in the am, then they shall eat in the am! I'm experienced with giving oral medications to dogs and cats. I look forward to meeting you and your best friend. I do have a Boston Terrier named Bandit who is a little guy about 20 lb but he thinks he's a big dog but he wouldn't hurt a fly! Lol. Any ? S please feel free to ask? I'm home 24/7 at this time in my life, unless I have a Dr Apt. Even if I do have a doctor's appointment, they don't take all day by any means. I would absolutely let you know ahead of time if that was the case! I believe in clear, concise, specific, & honest communication! I have a fenced in yard. I also have a clothesline going through my backyard where I can put the dogs out on a long leash if they are sneaky escape artist( like my little stinker! None of that happening here! As I said before , I am pretty much home 24/7 & if I do leave I am not usually

Sitter Profile Image: D P.
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D P.
from
$60
per day
5.0 out of 5 stars
94 reviews
30 repeat clients
25 years of experience
Lancaster, PA, 17603

D was amazing!! She was available last minute for us and took such good care of our boy. Charlie adores her. If we travel up here again, we will definitely be contacting her! Thank you D!! 🐶🐾

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Brock D.
Sitter Profile Image: Sarah G.
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Sarah G.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Hellam, PA, 17406

About: I have experience with a variety of dog and cat breeds, 10 years past experience as a veterinary assistant. I am willing and able to care for puppy to senior age and special needs furbabies, as well as administrator oral and subcutaneous medications. Standard schedule I keep is the life of a 1st shifter, dog walks/potty breaks minimally 3-4 times per day. I adjust as best as possible to keep within the schedule that is used to for your furbabies. Through my experience, I try to provide as close to the routine that they normally have when in their home with they're family, and provide lots of love to them for their comfort.

Sitter Profile Image: Mark A.
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Mark A.
from
$20
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
York, PA, 17403

Jax was well taken care of and had a great time expending his energy with 2 other little dogs, Brownie and Snowy. He's all tuckered out, which was my intent!

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Amy C.
Sitter Profile Image: Kayla M.
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Kayla M.
from
$50
per day
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Red Lion, PA, 17356

About: My husband and I just moved to York and I am in between jobs, looking for some extra money and love! My family dog, Kasper, passed away about two years ago and was central family member for about 17 years. He was one of the best things to happen to our family and he taught me how passionate I am about animals/dogs. Being an elderly dog, he went through many medical challenges so I am very familiar with special diets, medicines, routines, and extra special care. I go above-and-beyond to make sure the dogs I care for feel loved and safe. I have also watched the dogs of family members and friends and have volunteered to walk dogs at the local facility, Doggie Style. I have experience with dogs weighing anywhere from 13 lbs to 85 lbs. I know life can be busy so I'd love to make your dogs feel safe and loved when you can't be home! Also love to get a walk in during the day! I am currently in between jobs so my schedule is wide open to dog sit!! I love the extra company while I’m at home and I also love getting out of the house for visits! I’m happy to come to you or to host doggy daycare at my townhouse! We have 4 rooms, a backyard, and a nice neighborhood to walk in with a dog park.

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Over 2
pet parents in Windsor have booked doggy day care

Windsor dog parents share their Rover experiences

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5.0 out of 5 stars

We needed a sitter while visiting family two hours away. Our rescue dog has really terrible anxiety, so I decided to search in the area where our family was so we would t have to leave him as long. Cheyenne was so sweet to Ollie. She has such a calm demeanor and I knew that would help him feel a little better. We felt so confident leaving Ollie with her after meeting her. We will definitely book again with her next time we are in the area. Thank you, Cheyene!!

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Liz S.
Doggy Day Care
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The median cost per day for doggy day care in Windsor is €35

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Sitters in Windsor 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 Windsor on Rover as of Jun 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.

As of Jun 2026, 293 sitters provided doggy day care in Windsor. 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, 88% of Windsor sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Windsor have an average of 18 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 Windsor.

Windsor 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 Windsor 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 293 sitters offering doggy day care in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 92% of sitters offer daily exercise, 95% offer medication administration, and 92% 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.