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: Saori A.
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Saori A.
Star Sitter
from
$35
per day
5.0 out of 5 stars
62 reviews
16 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: 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: 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: Donna w.
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Donna w.
Star Sitter
from
$25
per day
5.0 out of 5 stars
29 reviews
11 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

About: I’ve had animals since I was a child. A horse when I was 10 dogs, cats and still have dogs, cats and a horse in my life as of now have no problems with ministering medication to any animal. I am retired. Looking for a hobby that I love. I am available all times of the day seven days a week. It may be so. I have five small dogs of my own with a backyard fenced in and a doggie door for them to go in and out as they please.

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
62 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

We had Chip stay with Loretta for day care and he left a happy doggie! It took Chip a minute to get comfortable with the other doggie friends but he did just fine! Loretta was great with communication and responded promptly. We got a lot of pictures and updates throughout the day which was comforting to know Chip was in good hands! Thank you, Loretta!

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Kayiu C.
Sitter Profile Image: Matthew H.
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Matthew H.
Star Sitter
from
$50
per day
4.9 out of 5 stars
13 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: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$40
per day
4.9 out of 5 stars
59 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: 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: Isabel S.
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Isabel S.
Star Sitter
from
$55
per day
5.0 out of 5 stars
64 reviews
17 repeat clients
18 years of experience
Brookfield, CT, 06804

Isabel was fantastic with our high energy dog, Crash. She was so caring and patient, and our pup loved hanging in the yard with her new dog friends! We would absolutely bring our dog back to Isabel’s anytime.

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Mo F.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$52
per day
5.0 out of 5 stars
371 reviews
94 repeat clients
20 years of experience
Danbury, CT, 06811

So glad we found Rich to watch our dog. He was super attentive to her (She is 15 and blind). Highly recommend him to anyone needing pet care. Will definitely be using him again

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Brad B.
Sitter Profile Image: Alison & Jason A.
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Alison & Jason A.
Star Sitter
from
$45
per day
5.0 out of 5 stars
126 reviews
51 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Alison is so great! She was super flexible with drop off and pick up time and my dog loved staying with her during the day. Once we were two blocks away he would start running and whimpering.

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Greg F.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
34 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: Aurora M.
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Aurora M.
from
$50
per day
19 years of experience
Washington, CT, 06794

About: I've owned and cared for 9 dogs throughout my life, ranging from tiny Maltese and other small breeds to large Saint Bernard's. Every dog I've had has been treated like family, and I bring that same level of love, patience, and care to every pet I look after. Whether it's playtime, walks, feeding, or cuddles, I'll care for your pet as if they were my own. I work from home and have a very flexible schedule, which allows me to provide plenty of attention, playtime, and supervision throughout the day. I have a pup of my own, and we stay active with daily walks, outdoor time, and enrichment activities. Whether your pet needs a quick check-in or regular walks, I can adjust my schedule to meet their needs and keep them comfortable, happy, and well cared for. How I care for your pet depends entirely on how you'd like me to support them and what makes them most comfortable. In my home, pets are treated like family and receive lots of attention, exercise, and affection. While I do not have a fenced-in yard, all outdoor time is supervised, and dogs will be leash-walked unless they have a proven, reliable recall. I am also happy to follow your pet's existing routines, feeding schedules, training preferences, and any special care instructions in either my home or yours.

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: Patricia M.
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Patricia M.
from
$50
per day
5.0 out of 5 stars
5 reviews
1 repeat client
22 years of experience
amenia, NY, 12501

Trish did a wonderful job looking after our dog Mickey; they got on great and he barely wanted to leave when we came to collect him! Highly recommended.

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Conor C.
Sitter Profile Image: Briana L.
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Briana L.
from
$36
per day
5.0 out of 5 stars
28 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: Elissa F.
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Elissa F.
from
$35
per day
5.0 out of 5 stars
2 reviews
1 repeat client
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: Jillian A.
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Jillian A.
from
$40
per day
5 years of experience
Hopewell Junction, NY, 12533

About: As a college student who genuinely loves animals, I bring both enthusiasm and responsibility to every pet I care for. I have experience watching and caring for dogs of different sizes and temperaments, and I’m very comfortable with daily routines like feeding, walking, playtime, and basic grooming. What sets me apart is my patience and attention to each dog’s individual needs—I understand that every pet has their own personality and comfort level. I’m especially attentive to safety and making sure dogs feel comfortable and happy while their owners are away. I can handle energetic dogs who need lots of exercise as well as older dogs who require a gentler approach and extra care. I’m also dependable, communicative, and will keep you updated with photos and messages so you always know your pet is in good hands. As a college student, I have a flexible schedule that allows me to dedicate quality time to pet care. I’m available most weekdays around my classes and have open availability on weekends. I can accommodate morning, afternoon, and evening visits, and I’m happy to work with your schedule to make sure your pet gets consistent care, attention, and companionship. Your pet’s safety and comfort are always my top priorities. In your home, I will follow all care instructions closely, maintain your pet’s normal routine, and ensure a calm, clean, and secure environment. I’m attentive to details like locked doors, safe walking practices, and keeping harmful items out of reach. I also take time to build trust with each pet so they feel relaxed and cared for while you’re away. I will keep you updated regularly so you feel confident your pet is safe and happy.

Sitter Profile Image: Daphne A.
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Daphne A.
from
$50
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Brewster, NY, 10509

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: 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.

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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?

  • 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 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 Jun 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 Jun 2026, 244 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, 82% 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 244 sitters offering doggy day care in Wingdale on Rover, so you’re sure to find the perfect match for your dog! In Wingdale, 95% 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.