Doggy Day Care in Westchester

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 Westchester 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: Jessica S.
Verified Background Check
Jessica S.
from
$25
per day
4.9 out of 5 stars
112 reviews
51 repeat clients
4 years of experience
Western Springs, IL, 60558

Mac stayed with Jessica Sunday and Monday for the day. He loved his time there. Great care. She asked us lots of good questions about his routine. She is very flexible. We were delayed picking him up Sunday night and she was very understanding. Mac is looking forward to many future visits.

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Mary U.
Sitter Profile Image: Samuel W.
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Samuel W.
from
$33
per day
5.0 out of 5 stars
84 reviews
21 repeat clients
25 years of experience
OAK PARK, IL, 60304

Sam is the best rover my dogs have ever had. My dog Barkley has severe epilepsy and he has done a phenomenal job of taking care of her over the last year.

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Joe S.
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check
Samantha S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
14 reviews
3 repeat clients
15 years of experience
Oak Park, IL, 60304

Samantha is so sweet, reliable, and caring. She provided wonderful updates with pictures and did everything perfectly. Haku was smiling by the end of the day! Can’t recommend her enough, we hope to see her again soon :)

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Jane K.
Sitter Profile Image: Erica & Ricardo G.
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Erica & Ricardo G.
Star Sitter
from
$45
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
35 years of experience
Oak Park, IL, 60302

Our pup loves going to Erica and Ricardo’s for daycare. She’s an anxious girl, but she gets so excited when we pull up and runs into the house as soon as we get there. She gets lots of playtime and love, and we get cute pictures and updates. Would definitely recommend them!

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Ilyas P.
Sitter Profile Image: Emily P.
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Emily P.
from
$40
per day
5.0 out of 5 stars
27 reviews
9 repeat clients
12 years of experience
River Forest, IL, 60305

Thank you for having Addison over for a play date! Emily was easy to communicate with, accommodating to my schedule and send frequent status updates! Addison took a post play day nap within 10 mins of being home!

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Faith H.
Sitter Profile Image: Elizabeth & David S.
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Elizabeth & David S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
23 reviews
5 repeat clients
20 years of experience
Elmwood Park, IL, 60707

They’ve always taken great care of my dog. What a lovely family!

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Martin W.
Sitter Profile Image: Michelle & Otavio H.
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Michelle & Otavio H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
38 reviews
15 repeat clients
13 years of experience
Oak Park, IL, 60302

Louie had a fun visit to Michelle's house and was able to play with two other dogs. Her son was home and took them all for a walk and shared pictures. It was exactly what I was looking for, a great way for my dog to be social with others, in an open safe place. This was my first use of Rover, and I'm glad it was with Michelle.

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Michael C.
Sitter Profile Image: Jenny Y.
Verified Enhanced Background Check
Jenny Y.
Star Sitter
from
$65
per day
5.0 out of 5 stars
88 reviews
23 repeat clients
5 years of experience
River Forest, IL, 60305

Jenny was great! My dog has anxiety and she made her feel comfortable and took care of her with walks and was careful to avoid the other neighborhood dogs as requested. Will definitely use Jenny’s services in the future.

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Kristi W.
Sitter Profile Image: Tanqueray H.
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Tanqueray H.
Star Sitter
from
$48
per day
5.0 out of 5 stars
19 reviews
4 repeat clients
2 years of experience
Oak Park, IL, 60302

Tanqueray took good care of my dog Oliver and was considerate of his needs

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Megan H.
Sitter Profile Image: Dezmond M.
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Dezmond M.
from
$38
per day
5.0 out of 5 stars
39 reviews
15 repeat clients
8 years of experience
Broadview, IL, 60155

Dez and wife were great. I felt really good after the initial meet n greet. When I went to drop of Frankie, I felt at ease when Frankie immediately started to pull towards Dezmond's house and happily went with him when I handed him the leash. Frankie has severe separation anxiety, but when we got to Dezmond's Frankie could not care less that I was leaving! It felt good to see how happy and comfortable Frankie was to be there. Dezmond was very communicative and kept me updated throughout the day. Frankie had a great time during his stay, loved playing with Dezmond's dogs and didn't want to leave! He left a tired, happy boy. I would recommend Dezmond and his wife again and also look forward to having Frankie have future visits with them too!

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Katie B.
Sitter Profile Image: Tara T.
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Tara T.
from
$50
per day
4.9 out of 5 stars
19 reviews
5 repeat clients
40 years of experience
Behavioral Neuroscientist, IL, 60546

About: I have raised and cared for dogs and cats my entire life, all sizes and ages, several with serious medical needs. As a child, my family bred and raised Irish Setters and kept any pup that was not 100% healthy for adoption. Therefore I have experience with all aspects of pet care and I have raised my kids to do the same. We are Tara (49yr), Jaden (15yr) and Alia (12yr) and have been dog sitting for friends and family for years and really enjoy hosting pups to play with and pamper on the weekends since unfortunately we are not home enough during the week to provide adequate care and attention to a full time pup. Our three kitties are very accustomed to dogs but we have plenty of room to separate them if they overstimulate your doggy. Our three level home, plus large back yard, will give your pup plenty of room to play inside and out! We typically run and play in the backyard during potty breaks and go out for several walks a day. The yard is only 90% fenced so I have several 50ft leashes around the yard to provide the illusion of freedom while maintaining safety. If your pup is high energy, they can also play with the neighbor’s dogs or we can take a trip to the dog park so they can socialize and run with other pups. I assure you they will get lots of cuddles and attention and I will send photos and vids of your pup to you throughout their stay! I am available for boarding in my home on the weekends, beginning Friday evening through Monday morning. I can also board at your home from Saturday morning through Sunday evening. I will treat your pet like a member of the family! If they get muddy in the backyard I have no problem giving them a bath and brushing them. They are welcome on the furniture and will not be left alone while they are in my care.

Sitter Profile Image: Robert V.
Verified Enhanced Background Check
Robert V.
from
$50
per day
5.0 out of 5 stars
22 reviews
8 repeat clients
11 years of experience
Melrose Park, IL, 60160

Robert was very welcoming, patient, and helpful for both me and my dog, Maya, as this was our first booking ever! He took his time to let her get comfortable and introduce her with the other pups he had in house. Allowed me to be just as comfortable leaving her for the day! Came back to pick up one happy and VERY tuckered out pup! Loved the pictures! Looked like we both had a great experience booking with Robert!🐶 We will be scheduling again soon!

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Angela P.
Sitter Profile Image: Barbara B.
Verified Enhanced Background Check
Barbara B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
12 years of experience
Brookfield, IL, 60513

Thank you so much! Sonny came home a very happy pup! I could tell he was well taken care of. The pictures you took were so cute!

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Kimberly M.
Sitter Profile Image: David F.
Verified Background Check
David F.
from
$40
per day
5.0 out of 5 stars
126 reviews
52 repeat clients
30 years of experience
melrose park, IL, 60164

My dog Hippie gets so excited when he gets to see David and his furry friends. David has a big yard for the dogs to run around. He took care of Hippie very well, I can always trust and rely on David for a fun and safe stay for my doggy.

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Van D.
Sitter Profile Image: Marissa T.
Verified Background Check
Marissa T.
Star Sitter
from
$55
per day
5.0 out of 5 stars
258 reviews
71 repeat clients
15 years of experience
Forest Park, IL, 60130

Marissa was such a great host for our dog, River! He had a blast and was well taken care of. We appreciate all the updates she provided throughout the day!

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Cathleen H.
Sitter Profile Image: Venus & Keaton V.
Verified Enhanced Background Check
Venus & Keaton V.
from
$40
per day
5.0 out of 5 stars
38 reviews
15 repeat clients
6 years of experience
Northlake, IL, 60164

Venus is absolutely wonderful! She took care of my dog and asked thorough questions prior to meeting her to ensure my dog Rosie was happy. She also gave me a little report card and treats for Rosie as if Rosie was at a party. It was amazing!!!

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Hope Z.
Sitter Profile Image: Karen G.
Verified Enhanced Background Check
Karen G.
Star Sitter
from
$60
per day
5.0 out of 5 stars
45 reviews
9 repeat clients
12 years of experience
Berwyn, IL, 60402

Karen was wonderful. Her house is so clean and beautiful, and the yard is secure and well maintained. She was very kind and cared for my pup like a pro! I really appreciated the pictures and updates she sent throughout the day. Absolutely recommend Karen!

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Jane K.
Sitter Profile Image: Shayla H.
Verified Enhanced Background Check
Shayla H.
from
$40
per day
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Brookfield, IL, 60513

About: I have had pets from dogs, cats, fish, birds, and small rodents and loved them all. I am open minded about other caged animals besides dogs but would prefer no cats as my husky dog has a high prey drive. I am a big animal lover and would love to provide a loving temporary home for your pets. I am a stay at home mom who is available for all day care. I already take care of my own pets and it fits perfectly into my life. I have a fenced yard and a husky dog who will make great company. I am also willing to travel to your home if it makes you feel more comfortable.

Sitter Profile Image: Angelica C.
Verified Background Check
Angelica C.
Star Sitter
from
$25
per day
4.9 out of 5 stars
98 reviews
38 repeat clients
40 years of experience
Melrose Park, IL, 60160

Angelica made my nervous dog feel right at home right away! A clean and friendly house with other friendly dogs gave me confidence that I had picked the right place for day care and boarding. Will definitely call again and recommend her to friends and family.

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Kathy M.
Sitter Profile Image: Rae D.
Verified Enhanced Background Check
Rae D.
Star Sitter
from
$50
per day
5.0 out of 5 stars
38 reviews
12 repeat clients
12 years of experience
Maywood, IL, 60153

Rhae was very responsive, kept me updated during my dogs' stay, my dogs seemed happy! She took the time to walk them a few times while they were there just for the day. Very easy to work with, definitely recommend.

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Michelle D.
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Over 13
pet parents in Westchester have booked doggy day care

Westchester dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We had a great experience with Jessica! She was super kind, sent regular updates with pictures and made us feel totally at ease while we were away. We also booked last minute and she was incredibly accommodating. Would absolutely book with her again!

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Becky S.
Doggy Day Care
5.0 out of 5 stars

Super responsive and was accommodating when I asked to pick him up early. Thanks so much for watching him! 🐶

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I M.
Doggy Day Care
5.0 out of 5 stars

I’ve had Rosa watch my pup a couple times now. She’s very communicative and give regular updates. Bo is always exhausted after spending the day with Rosa. Would recommend if you need a reliable sitter.

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Sawyer H.
Doggy Day Care
5.0 out of 5 stars

Thank you so much! Sonny came home a very happy pup! I could tell he was well taken care of. The pictures you took were so cute!

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Kimberly M.
Doggy Day Care
5.0 out of 5 stars

If I could give Dezmond double stars, I would. From the booking to the meet and greet to the consistent communication throughout the weekend I felt so comfortable and at ease leaving my pup with Dezmond for the weekend. Duke had a great time with his dogs, I received some adorable photos throughout the weekends, updates on his food/drinking/bathroom habits (my dog is in the sensitive tummy club), and he was very prompt with timing. I will definitely be booking with Dezmond again and recommend anybody looking for a hands on and active caretaker for their pet to book with Dezmond ASAP!

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Alyssa I.
Doggy Day Care
1 / 1
Find pet care near you

How Rover works

  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 Westchester is $40

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 Westchester average 3
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 Westchester on Rover as of Feb 2026 was about $40 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 Westchester 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, 3,813 sitters provided doggy day care in Westchester. 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, 86% of Westchester sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Westchester have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 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 Westchester.

Westchester 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 Westchester 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 3,813 sitters offering doggy day care in Westchester on Rover, so you’re sure to find the perfect match for your dog! In Westchester, 94% of sitters offer daily exercise, 95% offer medication administration, and 88% 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.