Dog Boarding Westchester

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Over 170
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.

1 / 1
Sitter Profile Image: Connie K.
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Connie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
10 years of experience
Westchester, IL, 60154

Kuma had a great time with Connie and her sweet dog, JoJo! Connie was flexible with drop off/pick up, communicative, and sent photo and video updates- I’d definitely recommend Connie for all pet sitting needs!

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Yemi Y.
Sitter Profile Image: Lorraine C.
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Lorraine C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
104 reviews
29 repeat clients
25 years of experience
Berwyn, IL, 60402

My dog had such a fun weekend with Lorraine!!! I received a ton of cute photos and regular updates. I will definitely be booking my pup here next time I leave town

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

Cheryl was courteous, honest, understanding and easy person to deal with. She took good care of our dog, provided updates and pics and we would go back to Cheryl for any of our future boarding needs.

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Thomas V.
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

Skipper had the best time with Katherine, Cory and the fam! She enjoyed playing with their dogs Brownie and Mocha so much she didn’t even want to come home after her stay! I received so many cute updates and pics and felt very calm knowing my baby was in great hands!

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

Outstanding experience. Shirley was very thorough with communication, made things easy for us and our dog had a great time with her. I don’t think he wanted to come home. Definitely recommend.

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Nicholas T.
Sitter Profile Image: Eniya H.
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Eniya H.
from
$38
per night
5.0 out of 5 stars
119 reviews
47 repeat clients
15 years of experience
Forest Park, IL, 60130

Eniya was great! She was easy to communicate with and trustworthy. Jack had a great time with her and her family - Eniya took him on plenty of walks and they played in her backyard a lot. Eniya sent lots of photos.

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Krista D.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
71 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla was incredible!! From the initial contact to pickup, she was friendly and professional. She took the time to know my dog’s needs and preferences. She sent me regular updates and photos of my pup, which put me at ease while I was away! I highly recommend Kyla for a trustworthy and caring place for their dog. I’ll definitely be booking again!

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Agnes K.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
12 years of experience
Oak Brook, IL, 60523

Michelle is a LIFE SAVER! After Elmhurst Animal Hospital wrongfully canceled my boarding reservations at the last minute, I scrambled to find someone to watch my 3 small dogs. I found Michelle and she was quick to respond and accept my fur babies for the stay! Michelle and her 2 little girls took AMAZING care of them, sending update reports and pics too. This gave me peace of mind that they were being well cared for! Michelle was also very accommodating when I needed to drop them off early than originally scheduled. I will definitely be utilizing Michelle's services again in the future!

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Kathi T.
Sitter Profile Image: Emily P.
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Emily P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
54 reviews
14 repeat clients
12 years of experience
River Forest, IL, 60305

Emily was very responsive and kept me up to date on how things were going with lots of pics/videos. It’s our second time booking and feel very confident our dog feels comfortable/safe with her!

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

Barbara was great as always. Barbara was able to make some last minute accommodations for us as a result of a last minute change with our schedule. We know our Bailey is in good hands with Barbara when we travel and gladly use her services again.

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Juan C.
Sitter Profile Image: Judith T.
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Judith T.
from
$45
per night
5.0 out of 5 stars
238 reviews
98 repeat clients
20 years of experience
Lyons, IL, 60534

This was my first time ever booking a dog sitter and I was very nervous. But Judith made me feel comfortable and at ease . Shes such a wonderful caring person she even trimmed out puppy nails while she was dog sitting . I will definitely book again

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Jay M.
Sitter Profile Image: Cary B.
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Cary B.
from
$40
per night
4.9 out of 5 stars
77 reviews
29 repeat clients
40 years of experience
Clearing, Chicago, IL, 60638

Cary is amazing. I was updated daily with pictures and my dogs look so happy ! I was a nervous wreck leaving them because this is the first time I’ve boarded them. But that fear is gone and I will definitely be booking again during my next getaway.

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Jasmine W.
Sitter Profile Image: Andria N.
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Andria N.
from
$38
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
10 years of experience
Northlake, IL, 60164

Andria did such a wonderful job watching Oliver! She took care of him for a little over two weeks while I was on vacation. She gave me regular updates and sent me a few pics. She made sure that Oliver was part of the family. He quickly settled in and got comfortable with her and her kids. When I returned to pick up Oliver, he didn't even want to go home! He was calm and relaxed when I saw him and not the least bit anxious. I could tell that he was at ease in her home. I would not hesitate to use her again for pet sitting!

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Kristhy S.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
66 reviews
27 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

Bear was so well taken care of with Maria! She sends pictures and videos everyday and accommodates all his special needs. I even last minute had to extend my boarding and she was able to do so with no issue. I know Bear is in good hands whenever he’s with Maria!

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Faith L.
Sitter Profile Image: Regan T.
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Regan T.
from
$55
per night
5.0 out of 5 stars
36 reviews
19 repeat clients
6 years of experience
Lagrange Park, IL, 60526

Regan was great! She sent plenty of pics and updates. She took amazing care of both Joe Willie and LuLu Bug and I’m not sure they wanted to come home ? Will definitely bring my furbabies back to Regan next time I need an overnight or have to go out of town. ?

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Judith C.
Sitter Profile Image: Susan L.
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Susan L.
from
$70
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
La Grange, IL, 60525

Susan is responsive and easy to communicate with. She took great care of our pup and sent many updates, photos, and videos throughout her stay. Susan has a nice fenced in yard, lots of toys for the pups, and a sweet and caring personality. Highly recommend!

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Julie R.
Sitter Profile Image: Angelica C.
Verified Background Check
Angelica C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
110 reviews
48 repeat clients
40 years of experience
Melrose Park, IL, 60160

Angel did a great job with my baby and sent lots of pictures which I appreciated! I also like that she generally keeps smaller dogs around my pup’s size.

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Venesia S.
Sitter Profile Image: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
57 reviews
23 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: Katalina T.
Verified Enhanced Background Check
Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Berwyn, IL, 60402

Katarina was so patient with Luna and I appreciated the whole process from the intro to the pick up!! She made me and Luna feel extremely welcomed and shared plenty of pictures. I would absolutely use her again and would recommend! 10 out of 10, no notes!

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Rosetta P.
Sitter Profile Image: Liliia H.
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Liliia H.
Star Sitter
from
$28
per night
4.9 out of 5 stars
46 reviews
11 repeat clients
10 years of experience
Chicago, IL, 60302

She has been such an amazing dog sitter for my pup! She is incredibly sweet, clearly loves and cares for the dogs she watches, and always makes me feel at ease leaving my dog with her. She’s very easy to coordinate with for both drop-off and pick-up, which makes everything seamless and stress-free. I also really appreciate the daily updates and photos — it’s so nice knowing my pup is happy, loved, and well cared for while I’m away. Highly recommend!

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Faith H.
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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

So grateful for Tamara and her pups! It’s a fun vacation for Wiggles every time she stays with them. Wiggles, unfortunately, wore a cone and itchy paws when we dropped her off and Tamara was so helpful making sure she had her medicine 2x a day and topical on Wiggles. When we returned, Wiggles was feeling so much better! 💖

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Blythe H.
Boarding
5.0 out of 5 stars

Jessica was the absolute best after booking with her my flight was delayed and than cancelled add and ex 24 hours of care for my puppy, not only was she totally accommodating but she kept me updates with picture and videos of him. YOU CAN TRUST HER... SHE WILL ALWAY BE MY PUPPY SITTER.

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Lisa M.
Boarding
5.0 out of 5 stars

Carmen and her husband did a wonderful job taking care of our 3 year old goldendoodle. Our dog is very anxious but Carmen allowed her to warm up to her and felt better after a few days of getting to know the family. Carmen and her husband have strong knowledge and responsibility for taking care of dogs and their experience is evident when you meet them. Definitely a trusting family and would have them care for my dog again. Great communication from them when I was away on vacation.

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Brian S.
Boarding
5.0 out of 5 stars

Connie was great, very close to Ohare airport. Very responsive and flexible. I felt at ease while my boy was in her care. I will be booking again in the future!

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Deniqua M.
Boarding
5.0 out of 5 stars

We love Natalie so much! She takes amazing care of our dogs and has done so several times over. We have 2 dogs with very different personalities - one loves to play outside and hares walks, the other is very mellow and loves walks

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Brittany V.
Boarding
5.0 out of 5 stars

Janeth took such great care of my senior dog while we were away for a few days. I appreciated that she sent me updates and I was able to relax knowing my dog was comfortable and in a calm environment. I would absolutely recommend Janeth and would definitely board with Janeth again!

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Janis H.
Boarding
5.0 out of 5 stars

Shirley was a natural with Snowflake. It was like they were already old pals even though this was her first stay. I appreciated Shirley keeping updated with great pictures; that kept me at ease. And she was great with her communication. Thanks so much Shirley!!

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Jodee E.
Boarding
5.0 out of 5 stars

Barbara was fantastic and we would highly recommend her for a dog sitter! She watched our dog for about 10 days and sent us pictures and updates every day. Our travel plans needed to change last minute and she was also happy to accommodate. Thank you Barbara!

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Jessica M.
Boarding
5.0 out of 5 stars

Jocelyn was a wonderful caregiver for Bear. She was very responsible and communicative. Kept us up to date on how everything was going and went above and beyond to make sure Bear was well taken care of. Highly recommend!

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chris p.
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

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

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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Popular requests for dog boarding - Westchester

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Sitters in Westchester average 10
repeat dog boarding clients

FAQs for Boarding - Westchester

Frequently asked questions about Rover

The average cost for Dog Boarding in Westchester on Rover is $49.95 per night (as of August 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 August 2026, there are 5,350 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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