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
59 reviews
13 repeat clients
15 years of experience
Westchester, IL, 60154

Shirley is fantastic with both our dog (medium size hound mix) and cat. Our dog gets so excited when she realizes she is going to stay with Shirley. Very responsive and responsible and communicates well with pics every day. We never worry about their wellbeing while in Shirley’s care.

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David And Allison A.
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

This is the second time we have used Connie and we were happy yet again! Our dog was so excited to come in and be with Connie and Jojo at drop off. She sent pictures and kept in touch while we were away. Marco is blind, so I am sure he is extra work, but Connie has been amazing and we will use her again!! Thanks so much!!

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Brenda A.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
26 reviews
7 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: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 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: Barbara B.
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Barbara B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
10 repeat clients
12 years of experience
Brookfield, IL, 60513

Barbara took great care of Monty, sending tons of pictures and communicating well through out or trip out of town. So thankful to have found her.

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Kevin H.
Sitter Profile Image: Angelica C.
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Angelica C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
108 reviews
48 repeat clients
40 years of experience
Melrose Park, IL, 60160

Angel was amazing! I was nervous at first as I had never had someone watch my dogs in their home but it was the best decision I could have made. She was kind, communicative and sent me pictures of them throughout my trip. Her home is spotless and spacious and the yard is perfectly set up for dogs. I would recommend her to anyone and will absolutely be using her again in the future! I can’t thank her enough for the great care she took of my dogs!

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Doris O.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$45
per night
5.0 out of 5 stars
95 reviews
24 repeat clients
17 years of experience
Brookfield, IL, 60513

We had a great experience with Tamara! She is very communicative, responsive, and flexible when needed. Winnie and Otis loved playing with Maggie. You can trust your pets will be in good care with Tamara!

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

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.
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 dog whisperer. She took care of our poodle mix over the holiday and was extremely communicative and sent pics and videos/ so that we knew he was in good hands. She is so sweet and has a genuine understanding and love for dogs. Highly recommend! !

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

Eniya is such a great sitter for my dog! He always comes back happy and looks forward to seeing her when she arrives. Eniya is calming for him which is what he needs and she checks in with me daily giving updates on how he is doing in her care! She’s trustworthy and dependable! I highly recommend her for your pet sitting needs!

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Shon K.
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: 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

I really appreciate Rae taking my pup on such short notice. She was a great communicator throughout the process & made me feel comfortable about boarding my dog with her. Highly recommend & will look to book with Rae again in the future!

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Rob E.
Sitter Profile Image: Angelina O.
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Angelina O.
from
$50
per night
5.0 out of 5 stars
91 reviews
43 repeat clients
15 years of experience
Brookfield, IL, 60513

Angelina was phenomenal with my older, sweet but anxious pup. She was very gentle with him and understood the needs of an older dog well. She took her time acclimating him to his environment and the other pups. She sent many sweet pics and messages, knowing I was a little nervous about how he’d do, because he hadn’t been with a sitter for some time. Angelina is a wonderful sitter and a kind, loving soul. I was completely at ease knowing my pup was in good hands and we’ll surely he booking with her again. So happy to have found such a gem of a sitter. Thank you, Angelina!

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Patty J.
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

Tanqueray was phenomenal with my sweet but anxious older little guy. She took his unique needs into consideration as she thoughtfully planned his stay. He was comfortable and happy, which I knew because he doesn’t usually go up to sitters to say bye when I pick him up. But he did this with her. He made new doggy friends on his walks (which he’s also not always up to) and he and Sir, a sweet little guy, got along wonderfully. I’m grateful for Tanqueray and the loving care she took of my pup.

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Patty J.
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

Jack had an awesome stay with Lorraine! She sent many pics and it was great that he had a few playmates while with her. Thank you so much, Lorraine! Jack is looking forward to his next boarding experience with you!

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Marelet K.
Sitter Profile Image: Jenny Y.
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Jenny Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
97 reviews
25 repeat clients
5 years of experience
River Forest, IL, 60305

Jenny took really great care of Luna during her 3 night stay. She made sure her routine was followed and ensured to keep me up to date throughout the stay. I can tell Luna enjoyed spending time with her. We’ll be booking again for future trips! 😊

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Nancy G.
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

Dezmond took fantastic care of our pup! He was very communicative and asked thoughtful questions to ensure he provided the best, safe environment for her. Monse and Dez were patient as she warmed up and got comfortable in their home. She left happy and exhausted from playing with Dez’s pups!

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Nicole B.
Sitter Profile Image: Jan E.
Verified Enhanced Background Check
Jan E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
52 years of experience
River Grove, IL, 60171

This was our first time using Rover, and we could not have been happier with Jan. She genuinely cared for Sosa and made him feel loved and cared for while he stayed with her. We would happily use Jan's services again!

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Vladimir S.
Sitter Profile Image: Kandyce B.
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Kandyce B.
from
$50
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
7 years of experience
Oak Park, IL, 60304

Kandyce was great with our dog and with us! She kept in touch and was responsive, while also being patient with our dog's idiosyncrasies. The dog loved playing with Kandyce's dogs, too. Highly recommend!

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Carolyn B.
Sitter Profile Image: Maria A.
Verified Enhanced Background Check
Maria A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
55 reviews
24 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

This is the 3rd or 4th time leaving our dog with Maria. She’s the best. Always communicative, helpful, and my dog is always excited to return.

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Michael M.
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The median cost per night for dog boarding in Westchester is $50

Dog parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

I was nervous about leaving our sweet dog for the longest stretch so far, but I immediately felt comfortable with Tamara. She sent videos, photos and updates to show how well our dog adjusted. She is a lovely, caring person who I fully trust with my dog and highly recommend!

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Mary P.
Boarding
5.0 out of 5 stars

We had a wonderful experience with Janeth! She sent me daily photos and updates, which gave our family so much peace of mind while we were away. From the pictures, it was obvious how much love and attention our dog was getting—there were hugs, kisses, playtime outside, and a very happy pup in every photo. What really stood out was her flexibility and kindness when our return flight was cancelled and rebooked for the next day due to weather. She graciously cared for our dog an extra day without hesitation. She even provided her door code so we could pick him up at a time that worked with our delayed travel schedule. It’s clear she truly cares about the dogs she watches, and we never had to worry while we were gone. We highly recommend her and will absolutely use her again!

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Debbie T.
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

Barbara was amazing! She kept me updated daily and sent a lot of pictures. My dog was so happy and well taken care of. I look forward to working with Barbara again!

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Veronica T.
Boarding
5.0 out of 5 stars

Sophie enjoyed her stay …. Thanks you for a great experience!!!! Will be book again for future stays!

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Jeanette C.
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

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

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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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 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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