Dog Boarding Westchester

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Over 169
pet parents in Westchester have booked dog boarding

Westchester, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Shirley M.
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Shirley M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
58 reviews
13 repeat clients
15 years of experience
Westchester, IL, 60154

Shirley did a wonderful job taking care of our dog! She kept us updated and sent plenty of photos, which gave us peace of mind while we were away.

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Christina C.
Sitter Profile Image: Connie K.
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Connie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
10 years of experience
Westchester, IL, 60154

Amazing! Highly recommend Connie. She sent me pictures of Bruno and also has a amazing fenced backyard. Her dog was also adorable and got along with Bruno really well.

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uma p.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
12 years of experience
Brookfield, IL, 60513

Barbara is an absolutely amazing person! So kind and caring! You can tell how much she loves animals and really treated mine with amazing love. I needed somebody at the last minute, for a work trip, to watch my 16-year-old Bichon with many health issues and medications. She readily accepted and had zero issues providing him the care that he needed. He quickly settled into her place, next to her own dogs. Lots of very cute photos throughout my one day trip! Communication with Barbara was easy, timely, and she was incredibly flexible when I needed to change things up on her a little bit at the last minute. I look forward to using Barbara in the future!

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Sharon B.
Sitter Profile Image: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 reviews
22 repeat clients
10 years of experience
Villa Park, IL, 60181

Pebbles really enjoyed her stay with Sarah! Sarah was great at communicating and kept us updated with pics while we were away. Highly recommend and will be using Sarah again for our pup!

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Michele L.
Sitter Profile Image: Angelica C.
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Angelica C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
107 reviews
47 repeat clients
40 years of experience
Melrose Park, IL, 60160

Thank you Angelica for caring for my fur baby while I was away! Angelica is a great communicator throughout from time of booking up until the end of stay. She is very passionate when caring for your fur baby. Overall a great sitter and highly recommended!! Please expect to receive pictures and videos of your fur baby interacting with other fur babies.

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Shampree S.
Sitter Profile Image: Bailey A.
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Bailey A.
from
$40
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Berwyn, IL, 60402

Bailey is a caring, knowledgeable and experienced pet owner and caretaker. Freddy was well-cared for and I was sent several photos during the day to let me know how he was doing. Bailey was sensitive in incorporating Freddy into her pack of two dogs. I felt very comfortable and confident that Freddy was well cared for. Thank you!

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L. O.
Sitter Profile Image: Dezmond M.
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Dezmond M.
from
$48
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
8 years of experience
Broadview, IL, 60155

As always, Dez took great care of our pup! Our somewhat anxious, nervous dog runs right into Dez’s house every time and is so happy to be there.

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Nicole B.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$45
per night
5.0 out of 5 stars
91 reviews
23 repeat clients
17 years of experience
Brookfield, IL, 60513

Tamara is a sweetheart! We were in town for the Stones concert and needed a sitter for the night! She was very nice, prompt and kept us updated. Our Boston, Maggie, loved her and had a great time. Next time we are passing thru town we will definitely contact Tamara. Thanks so much!

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Dan S.
Sitter Profile Image: Rae D.
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Rae D.
from
$55
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
12 years of experience
Maywood, IL, 60153

Rae was amazing! She has a pup as well and Duke got along with him well. Rae even met me halfway to drop Duke off. And when I picked him up, she sent him home with some toys that she had that he enjoyed playing with. 10/10!!!!

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Anastacia K.
Sitter Profile Image: Tanqueray H.
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Tanqueray H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
2 years of experience
Oak Park, IL, 60302

I’ve booked with Tanqueray twice now and both times have been great. She communicates daily with pictures and my pup came home happy and well taken care of.

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Laquasha L.
Sitter Profile Image: Angelina O.
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Angelina O.
from
$50
per night
5.0 out of 5 stars
87 reviews
42 repeat clients
15 years of experience
Brookfield, IL, 60513

Angelina went above and beyond caring for our Butterscotch. Excellent communication and multiple pictures sent every day. She even noticed his itchy skin issue and offered to recommend homeopathic remedies. Will definitely be booking with her again.

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Colin C.
Sitter Profile Image: Katherine H.
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Katherine H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
49 reviews
15 repeat clients
20 years of experience
Forest Park, IL, 60130

My Bogey always acted like we were abandoning him at the shelter when we dropped him off in boarding environments, but after meeting Katherine and her crew, he was excited to explore with his new friends, and the photos that Katherine sent proved he was having a great time. They have a very lovely and dog friendly home and yard and you can tell they get to know the pets they care for. We will absolutely use them again.

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Laura P.
Sitter Profile Image: John S.
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John S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
OAK PARK, IL, 60304

First timer to book through Rover and it was a smashing success! Juliet seemed well cared for and entertained while her family left her for a long weekend. I would definitely book with John again. I think that Juliet got to hang with another dog put her at ease in a new home. And loved that we received periodic photos of her enjoying her vacation. Thank you!

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MaryJo T.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
12 years of experience
Oak Brook, IL, 60523

Michelle did a wonderful job caring for my puppy, Mabel. She was an excellent communicator, kept me updated and sent the cutest photos throughout Mabel's stay. As anyone with a puppy knows, they can be full of energy and a little chaotic at times, but Michelle handled Mabel's craziness with patience and confidence.

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Denise E.
Sitter Profile Image: Malchom N.
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Malchom N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
5 years of experience
Oak Park, IL, 60304

Malcholm and his family took amazing care of my two dogs pitbull mixes. They stayed for about five days and Malcholm sent photos every day. He incorporated my dogs into their family life and it really seems like the dogs had a great time. Malcholm included the dogs on walks to school as well as at neighborhood activities. Both dogs take supplements with their meals, and Malcholm followed my feeding instructions carefully. He also asked clarification questions to ensure that their transition was smooth and that they were comfortable during their stay. Malcholm was easy to communicate with and coordinate with before during and after my dogs’ stay at his home. The kids in the home enjoyed the dogs and I’m glad that they kept my dogs company while I was away. Malcholm and his family really really enjoy animals and I’m glad that my pups can be part of their lives every now and again. Gracie and Sisco’s beds, blanket and toys were well taken care of and I think, even cleaned before I picked them up. I’m very happy with the care that Malcholm and his family provided to my dogs and I will certainly avail of his services again when I go out of town or need overnight dog care. I don’t think my dogs Gracie and Sisco have ever been happier while I was away and I am super grateful to have found Malcholm! Thank you!!

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Christine M.
Sitter Profile Image: Jan E.
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Jan E.
Star Sitter
from
$48
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
52 years of experience
River Grove, IL, 60171

Jan was wonderful with our dogs. I can tell they felt right at home in her house and took to her right away. We will definitely be booking with her again!

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Jodi M.
Sitter Profile Image: Robert V.
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Robert V.
from
$55
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
11 years of experience
Melrose Park, IL, 60160

Robert was great with my pup Maverick! He was able to watch him last minute for me, and would send me picture updates and let me know how he was doing, eating, and adjusting. Maverick got a lot of play time too and had a great time! I will definitely be using Robert again in the future!

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Alex s.
Sitter Profile Image: Cheryl T.
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Cheryl T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
15 repeat clients
35 years of experience
Bellwood, IL, 60104

Cheryl was absolutely wonderful with our sweet girl while we were out of town. She was so well cared for and felt completely at home with Cheryl. She enjoyed nice walks, got lots of love, and we received thoughtful updates and photos that gave us such peace of mind while we were away. It’s clear Cheryl truly cares, and we’re so grateful to have found her. We’ll definitely be booking with her again in the future!

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Scott K.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
42 reviews
4 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Sassy had such an amazing time with Michael and Joanna. They really made her feel at home. They have the perfect setup to take care of your pets with all of the essentials and more! Sassy was able to make new friends and receive all the love and attention she desires. They made sure to keep me up to date by sending daily pics and videos. If you are looking for a safe, reliable, and fun environment for your dog, be sure to book with them. They are true pet professionals that provide the support and care needed for your animals. And they even made a cute collar and bandana for Sassy that she loves! I will definitely bring Sassy back whenever I need a sitter.

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Vernetta C.
Sitter Profile Image: Janeth R.
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Janeth R.
from
$35
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Brookfield, IL, 60513

Janeth is great at keeping in touch. She sent me pictures and videos of how my dog was doing frequently. She was a great communicator and pleasant to talk with. I would recommend her to anyone who needs their dog taken care of.

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Pavlina V.
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The median cost per night for dog boarding in Westchester is $50

Dog parents share their Rover experiences - Westchester

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5.0 out of 5 stars

This was our second time using Barbara and once again, she took such great care of our girl. She sent tons of pictures and updates and made us feel confident that our dog was well cared for. Our dog had lots of fun playing with other dogs under Barbara’s care. Highly recommend!

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Julie R.
Boarding
5.0 out of 5 stars

Ashley is very sweet. I can see how much she loves dogs. She sent sweet pictures of Sadie during the time she sat for us.

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Lydia W.
Boarding
5.0 out of 5 stars

Our dog loved staying with Angelina! She took great care of her, and spent a lot of time outside or taking her on walks. Would highly recommend!

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Jessica J.
Boarding
5.0 out of 5 stars

5 stars is simply not enough for this special, God-sent woman. Oh my goodness—where do I even begin? Ms. Cheryl came into my life at the exact perfect time. She has such a warm, caring spirit and treated my two dogs as if she had known and loved them forever. The constant love and attention she gave—both in person and through pictures and videos—was truly priceless and gave me so much peace of mind. I would absolutely recommend her to anyone in need of genuine, loving care for their pets. And I will most definitely continue to use her services for as long as I possibly can. You truly can’t go wrong with her. Highly, highly recommend!

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Betty Boyd T.
Boarding
5.0 out of 5 stars

Shirley did a wonderful job taking care of our dog! She kept us updated and sent plenty of photos, which gave us peace of mind while we were away.

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Christina C.
Boarding
5.0 out of 5 stars

Tamara was very responsive and easy to work with. Ellie loved playing with her dogs Maggie and Paulie. It was such a relief to see Ellie having fun everyday while we were on our trip!

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Colin N.
Boarding
5.0 out of 5 stars

Our dog, Waffles, has been staying with Regan for over 5 years and he always has the best time! Regan is wonderful to work with and we know that Waffles is always well taken care of and having a great time when he’s there. She’s our go to anytime we can’t bring him on our adventures!

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Eileen F.
Boarding
5.0 out of 5 stars

Thank uou for taking the best care of Finch! We do appreciate you, your flexi it’s/kindness and willingness to play ball at the park! :)

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Kristin F.
Boarding
5.0 out of 5 stars

Natalie was great with my dog, Ralphie. It was very comforting to know he was in great care and made me at ease on vacation! I would definitely trust Natalie with Ralphie again.

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Matt A.
Boarding
5.0 out of 5 stars

Janeth was very nice and provided Sadie with a safe and loving home. I felt at ease knowing Sadie was being well cared for. I got regular updates and photos.

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Lydia W.
Boarding
5.0 out of 5 stars

This was our puppy’s first time being away from us and Connie helped it go smoothly! She was great at sending a couple pictures while we were away, and when we picked him up, he was clearly very happy and comfortable in her home. She’s warm and welcoming.

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Michelle M.
Boarding
5.0 out of 5 stars

Selene took wonderful care of our dog, Peanut! She sent us daily pictures and updates, which gave us so much peace of mind while we were away. It was clear Peanut was happy and well cared for. We’re so grateful for her attentiveness and kindness, and we would absolutely trust her with Peanut again. Highly recommend!

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Wesley B.
Boarding
5.0 out of 5 stars

She watched her pup last minute so we could show our house! Super reliable and accommodating! I don’t care about no we’re not gonna watch out there that’s silly

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Dawn R.
Boarding
5.0 out of 5 stars

It is so much easier to enjoy a trip out of town when you know your four legged loved ones are in good hands. We always feel that way when they’re with Jennifer. She will always be our “go to.”

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Charlie J.
Boarding
5.0 out of 5 stars

Our pup had another great stay with Dez! We appreciate that Dez is always reliable, communicative, and takes great care of our dog. Our dog is an anxious pup but she’s always excited to see Dez!

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Nicole B.
Boarding
5.0 out of 5 stars

Catalina was wonderful watching our pup! She sent pictures and updates and we felt very comfortable having her watch our dog. A+!

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Emily H.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Westchester average 10
repeat dog boarding clients

FAQs for Dog Boarding - Westchester

Frequently asked questions about Rover

The average cost for Dog Boarding in Westchester on Rover is $49.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 5,445 sitters on Rover offering Dog Boarding across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Westchester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Westchester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westchester home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Westchester.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Westchester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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