Doggy Day Care in Wingdale

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

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Top rated Wingdale 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: Stephen N.
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Stephen N.
Star Sitter
from
$75
per day
5.0 out of 5 stars
32 reviews
11 repeat clients
25 years of experience
Beekman, NY, 12533

My dog loves to go to Stephen’s for doggie daycare and comes home tired from her day there. I feel comfortable having her there and I will be using Stephen again to watch my pup.

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Elaine B.
Sitter Profile Image: Rosemary & Michael W.
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Rosemary & Michael W.
from
$45
per day
5.0 out of 5 stars
86 reviews
25 repeat clients
30 years of experience
New Milford, CT, 06776

Rose and Michael took great care of our 10 month old cavapoo. They sent lots of pictures and updates during his 3 day stay. We will definitely be using them again.

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Michael K.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$30
per day
5.0 out of 5 stars
46 reviews
13 repeat clients
15 years of experience
Newtown, CT, 06470

Amazing!!! Words cannot describe the comfort I felt leaving my pup in Saori's care. She took great care of her and I would recommend her to everyone!!! Thank you! ♡♡♡♡

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Shai B.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$40
per day
4.9 out of 5 stars
55 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

Highly recommend! My baby was well taken care of! Tinaclem was super friendly. When we arrived she introduced her dog with mine and brought them both to the back yard so she can get familiar with the yard and was very welcoming! Many walks and lots of pics for updates! ❤️My baby was pooped for days! She already misses Elvis! Sweet dog she has!

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Terrie W.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$25
per day
5.0 out of 5 stars
29 reviews
10 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

I can’t believe i met someone so far from home that i feel so comfortable with, she’s absolutely amazing and is super sweet. So far donna is one of the only people i truly trust my little guy with. 10/10 service.10/10 communication. 10/10 overall. plus her dogs are the cutest!

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Sofia G.
Sitter Profile Image: Tina F.
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Tina F.
from
$30
per day
5.0 out of 5 stars
23 reviews
6 repeat clients
30 years of experience
Patterson, NY, 12563

Great experience with Tina and her son. She accommodated me at the last minute, they took great care of Lu, kept me updated. Lu enjoyed playing and got along great with their two dogs. Just got him home and I could tell he's going to sleep great tonight! Highly recommended.

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Alan Z.
Sitter Profile Image: Elissa F.
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Elissa F.
from
$35
per day
5.0 out of 5 stars
1 review
15 years of experience
Lagrangeville, NY, 12540

About: Frequently relied on to care for pets of all ages and sizes ! I walk , feed , bathe , and also can start or continue training ! I have a very open schedule which is perfect for caring for animals. I am available full time ! I can walk or check in during the morning / afternoon or evening ! I can board your dogs if needed ! They have free roam of the house if allowed , crate training is welcomed but not necessary. Multiple walks a day and endless love and affection !

Sitter Profile Image: Matthew H.
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Matthew H.
Star Sitter
from
$50
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Excellent care and attentiveness. My dog was comfortable right away, during a rough week of meeting lots of new people and lots of change. But my dog loves Matthew’s son, which is the secret sauce 🤣

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Amelia F.
Sitter Profile Image: Samantha M.
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Samantha M.
from
$85
per day
5.0 out of 5 stars
25 reviews
5 repeat clients
15 years of experience
Dover Plains, NY, 12522

Kennedy has a fabulous time with Samantha and Michael and their adorable kids! We got updates and pictures and they were very quick to respond. We were very happy and would highly recommend them! Kennedy would love to come back to play!

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Melissa G.
Sitter Profile Image: Adi G.
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Adi G.
from
$60
per day
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
New Milford, CT, 06776

About: Hey, I'm Adi. A homeowner working from home in New milford. Looking to have a buddy over when Im working from home. Have a Big back yard, and I try to walk 10,000 steps a day :) My schedule is flexible, and happy to work with you around yours. Im a freelance business consultant with an eye for details and ok to stay strict with any routine that is important for you. Happy to provide any other detail that may be important for you. Pets are family, and I take this task very seriously. See you soon 🤍 Pretty flexible schedule, I have my own freelance business -working from home in New milford Im sure we can work this out to fit your needs. Pets are family. I do my best to have a good connection, but also to maintain what ever schedule/ rules that are important for the dog's main human

Sitter Profile Image: Rich U.
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Rich U.
from
$48
per day
5.0 out of 5 stars
364 reviews
92 repeat clients
20 years of experience
Danbury, CT, 06811

As always Rich took excellent care of Sunnie, she is always tired when she comes home and has a great time hanging out with Rich and the other dogs.

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Brad B.
Sitter Profile Image: Brandie B.
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Brandie B.
from
$65
per day
5.0 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Athena has a great time with Brandie and was very well cared for! Brandie went above and beyond to make sure she had a great day! She was wonderful and keeping in touch. Thank you!

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Ashley L.
Sitter Profile Image: Csaba & Nicole K.
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Csaba & Nicole K.
Star Sitter
from
$59
per day
5.0 out of 5 stars
133 reviews
60 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

I contacted Loretta last minute asking if she could watch my dog Basil. She responded quickly and was able to accommodate an all day dog sit. Loretta sent me lots of pictures and updates of Basil and her sweet dog Paprika hanging out. I would highly recommend Loretta for your next dog sit!

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Willa M.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
33 reviews
14 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

Lucy enjoyed her stay with Stefanie and her pups! Stefanie sent me multiple cute photos throughout the day, and Lucy was happily tired when we picked her up. 😊

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Lisa C.
Sitter Profile Image: Briana L.
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Briana L.
from
$36
per day
5.0 out of 5 stars
27 reviews
8 repeat clients
5 years of experience
Patterson, NY, 12563

Briana was amazing! We came from California to NY and was our first time traveling with Miklo. It was a great experience! I would totally recommend her to anyone looking for a good pet nanny in the Patterson area, she was super sweet and very communicative and from the looks of it my pup looked like he had the best time!! It was my first time using Rover, but thanks to this experience I’m looking forward to booking again! Thanks Briana!! <3

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Daisy M.
Sitter Profile Image: Annmarie K.
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Annmarie K.
from
$50
per day
5.0 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
Brookfield, CT, 06804

About: Dogs thrive on calm structure and that’s exactly what I provide. I create a controlled, low stress environment where dogs are calm, well managed, and set up for success. I’m a sitter with formal training in dog behavior, and I’m currently continuing my education through an accredited, science based training program. My approach goes beyond basic pet sitting, I focus on structure, clear boundaries, and reading behavior to prevent issues before they start. I specialize in dogs that need structure and guidance, whether that’s anxious dogs, easily overstimulated dogs, or dogs adjusting to a new environment. My focus is helping dogs stay calm, regulated, and comfortable, not just physically tired. Every dog is handled intentionally and with clear structure, not as part of a chaotic group setting. Pet care is my full-time work, so your dog’s routine becomes part of my routine. Meals, walks, rest, enrichment, and any training cues you already use are followed as consistently as possible. I keep things structured and predictable so dogs, especially anxious, reactive, or easily overstimulated ones, can settle in and feel secure. My home is structured, supervised, and calm, not a chaotic group setup or a free for all. Dogs are introduced thoughtfully, given clear boundaries, and supported with a predictable routine so they feel safe and secure. I tailor the environment to each dog, including decompression time, quiet space, and supervised social time only when appropriate. My focus is always on behavior, safety, and preventing overstimulation or unsafe situations. My approach is best suited for dogs who can follow structure and benefit from a calm, well-managed environment. I am not a good fit for dogs that rely on constant high energy group play or a completely unstructured routine.

Sitter Profile Image: Daphne A.
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Daphne A.
from
$33
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Pawling, NY, 12564

About: Hello! My name is Daphne. Since I was a little girl, I have had a huge passion and love for dogs. I have grown up with bully breeds for my entire life. From Rottweilers to Pit bulls, to American Bulldogs. I currently have an Olde English Bulldog who is the princess of our family. I have a huge love for dogs but specifically bully breeds. I understand how strong they are when going for walks and how much love they have to give. I have experience working at a dog kennel in Putnam Valley taking care of multiple dogs at a time, big and small. I also take care of my neighbors 3 black labs when she is away multiple times a year. I also am available to board cat’s inside my home/room. I have watched extended family members cats in my room and am extremely comfortable. I currently work remote so I am available any time during the weekday. I do require a few days advanced noticed so I can plan my schedule! I am able to provide fresh food and water for dogs. I will also ensure dogs get regular walks and exercise as per their usual routine.

Sitter Profile Image: Jillian C.
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Jillian C.
from
$70
per day
15 years of experience
New Milford, CT, 06776

About: I’ve had dogs since I can remember! Currently an owner of a frenchie and yellow lab! Always been a dog lover and would love to spend time with your pups too! I’m currently in part time online schooling for my masters in social work so scheduling is not an issue for me! Have a pretty available schedule during the week! I am looking to do dog walks and many play dates! Always open to bringing my friendly frenchie doggo along for extra fun if allowed!

Sitter Profile Image: Cynthia O.
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Cynthia O.
from
$40
per day
5.0 out of 5 stars
6 reviews
10 years of experience
Hopewell Junction, NY, 12533

About: They are known they are loved and cared for. They will be walked, played with and loved like our own. we love to play with all our dogs we care for. My husband and I love to take them on long walks in our neighborhood. We live in a beautiful cul de sac neighborhood, with a beautiful large landscaped yard with plenty of room to romp around in. We also have a built in pool that we allow to swim in if owner is on board with that. All play activities are supervised at all times. Dogs are never left outside without myself or husband being present. All dogs that stay at least 7 days get a complimentary bath. We have always had dogs in our life. In addition to the rates. If your dog is picked up by noon the next day there will be no charge. Half day charge will be applied after that until 6:30 PM. After 6:30 PM next night charge will apply. Dogs can be dropped off between 8am-8pm.

Sitter Profile Image: Don H.
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Don H.
from
$45
per day
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

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Over 1
pet parents in Wingdale have booked doggy day care

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  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Wingdale is $50

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Wingdale 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 Wingdale on Rover as of May 2026 was about $50 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 Wingdale 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 May 2026, 255 sitters provided doggy day care in Wingdale. 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, 81% of Wingdale sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Wingdale have an average of 19 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 Wingdale.

Wingdale 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 Wingdale 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 255 sitters offering doggy day care in Wingdale on Rover, so you’re sure to find the perfect match for your dog! In Wingdale, 94% of sitters offer daily exercise, 100% offer medication administration, and 97% 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.