Dog Boarding Westchester

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Over 151
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
• 62 reviews
15 repeat clients
15 years of experience
Westchester, IL, 60154

“Shirley was fabulous! She communicated with us many times a day and sent pictures regularly. Our dog was relaxed and very happy when we brought him home. Thank you Shirley!!”

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Camber D.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
25 years of experience
Bellwood, IL, 60104

“Jessica couldn’t be any sweeter. We have a 12 year old Great Dane, and certainly no longer an easy dog to take care of (although sweet!) Jessica went above and beyond to make him comfortable and happy. So much so he didn’t want to leave!!! Not enough good things to say about Jessica, her husband, or Capone. Highly recommended 😍”

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Danielle B.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 49 reviews
11 repeat clients
12 years of experience
Oak Brook, IL, 60523

“Michelle and her family took excellent care of my nervous pup. She went above and beyond making him comfortable, giving him lots of walks, and even gave him a bath when he needed it. Would definitely book again!”

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Julia R.
Sitter Profile Image: Connie K.
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Connie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 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: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 58 reviews
25 repeat clients
10 years of experience
Villa Park, IL, 60181

“Sarah was excellent! She sent us photos and updates of our dog Gus while we were out of the country for two weeks. She was understanding and able to care for our senior dog with special needs. Would highly recommend!”

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Tim And Angela J.
Sitter Profile Image: Beryl O.
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Beryl O.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Forest Park, IL, 60130

“Beryl was great to work with, and I would definitely want to book her again. She is organized and prompt in her communication and super reliable with rover responsibilities. Plus the dog (s) were a big fan of hers as well. They knew they were safe and well-cared for. Thanks Beryl!”

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

“Barbara took excellent care of our two dogs. She sent a ton of pictures so I always knew what they were doing and that they were happy on their doggie vacation. Both ate and slept really well at Barbara's house.”

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Brenda M.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$45
per night
4.6 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
Elmhurst, IL, 60126

“Natalie is Amazing sitter! She was very caring, attentive, and kept us updated throughout our dog’s stay. It was clear he was happy and well taken care of. We really appreciated her flexibility and would definitely book with her again! 🐾❤️”

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Angela A.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$50
per night
5.0 out of 5 stars
• 109 reviews
30 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: Bailey A.
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Bailey A.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
15 years of experience
Berwyn, IL, 60402

“Baily did an outstanding job taking care of our little Greta (6 years old pug/boston terrier mix rescue). She kept us updated on Greta's stay with her and it was obvious from the updates and accompanying photos that Greta was feeling right at home and being showered with affection by Baily.”

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Annette F.
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
16 repeat clients
20 years of experience
Forest Park, IL, 60130

“Katherine and family is amazing with my pup, Aspen. The communication is great. My pup gets great care, and so much love. It makes going away easy. This last visit, they even gave Aspen a toy to bring home 🥰🥰🥰 Thank you Katherine and family.”

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Bonnie M.
Sitter Profile Image: Tea Agne J.
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Tea Agne J.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
18 years of experience
Forest Park, IL, 60130

“Tim took great care of my puppy. They sent photos throughout the day and were so communicative. Billie came home happy and tired from a fun day 🙂”

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Jen O.
Sitter Profile Image: Lorraine C.
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Lorraine C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 105 reviews
30 repeat clients
25 years of experience
Berwyn, IL, 60402

“Our first time leaving our pup for more than a weekend and Lorraine was incredible as always. We left our dog for over two weeks for our wedding/honeymoon. She kept us updated with photos and messages every day which helped us feel more relaxed and able to better enjoy our vacation. We love Lorraine!”

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

“I can't express how happy I was with the care Piper received from Angelica during her stay. Thank you, and we will definitely use her service again. Piper was treated like one of her fur babies. Thanks again.”

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Joann K.
Sitter Profile Image: Robert V.
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Robert V.
from
$60
per night
5.0 out of 5 stars
• 41 reviews
11 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: Jan E.
Verified Enhanced Background Check
Jan E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
52 years of experience
River Grove, IL, 60171

“Jan was absolutely amazing! She took such great care of our dog and treated our dog like family. We loved receiving regular updates and photos, which gave us complete peace of mind while we were away. Our dog came home happy, relaxed, and clearly well cared for. We truly appreciate the kindness, professionalism, and attention Jan gave our furry family member. We'll definitely be booking with them again!”

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shalanie r.
Sitter Profile Image: Jacqueline H.
Verified Enhanced Background Check
Jacqueline H.
from
$50
per night
4.9 out of 5 stars
• 54 reviews
21 repeat clients
17 years of experience
La Grange Park, IL, 60626

“Jacqueline was the best! Great communication throughout and she was super flexible when my plans changed. Glad my pup was in good hands with her :)”

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Andrew L.
Sitter Profile Image: Maria A.
Verified Enhanced Background Check
Maria A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 78 reviews
30 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

“Maria took such excellent care of my dog, she really went above and beyond in making sure he was safe, comfortable, and cared for ! I wasn’t expecting it to be so snowy while I was away, and she provided shoes and a coat for him to borrow: so thoughtful and really providing the best care ! As a highlight she also sent many photos and videos and was very responsive via Rover. I highly recommend Maria !”

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Maya C.
Sitter Profile Image: Haley S.
Verified Enhanced Background Check
Haley S.
from
$45
per night
5 years of experience
forest park, IL, 60130

About: Hi, I’m Haley, my dog skipper and I work from home. I have the space and would love to host dogs in our home. Skipper is a huge fan of sleepovers and I love all dogs! I work from home so aside from meetings (occasionally offsite) I’m typically home and have a big yard for dogs to enjoy! I also love to take walks and trip to the park if the dog enjoys it! Any dog in my house becomes a member of the family, they’re allowed to sleep in bed with me or lounge on the furniture. I have a huge fenced in yard for them to roam in and provide frequent walks for exercise.

Sitter Profile Image: Katalina T.
Verified Enhanced Background Check
Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
15 years of experience
Berwyn, IL, 60402

“I could not have felt more comfortable leaving my dog with Katalina and her husband. They seem to love hosting pups, they have a great set up in their home, and my dog was very well taken care of.”

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Chad E.
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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

Barbara took excellent care of our two dogs. She sent a ton of pictures so I always knew what they were doing and that they were happy on their doggie vacation. Both ate and slept really well at Barbara's house.

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Brenda M.
Boarding
5.0 out of 5 stars

Been using Tamara for a few months now and I won't use anyone else. My dog loves boarding with her, he always comes back happy and healthy, and Tamara does a great job of keeping me informed.

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Xander D.
Boarding
5.0 out of 5 stars

Jessica couldn’t be any sweeter. We have a 12 year old Great Dane, and certainly no longer an easy dog to take care of (although sweet!) Jessica went above and beyond to make him comfortable and happy. So much so he didn’t want to leave!!! Not enough good things to say about Jessica, her husband, or Capone. Highly recommended 😍

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Danielle B.
Boarding
5.0 out of 5 stars

Cheryl was a perfect and dog sitter for my 2 year old hyper mixed yorkie. Right away she made "Bentley" feel right at home and provided a comfortable and relaxing atmosphere for him to browse both in and outside her home. She treated him as her own pup by catering to his every need. I'm definitely recommending her services at the highest rating possible and will continue to choose Miss Cheryl in the future. You won't be disappointed with her abilities and experience!

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Rhonda S.
Boarding
5.0 out of 5 stars

My Aussie Mollie loves hanging with Dezmond’s pack! Dezmond and his wife are the consummate professionals and I never worry!

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Margo K.
Boarding
5.0 out of 5 stars

Carmen and Hezues were great! I feel like my dog had a great time with them and was very well taken care of. The communication was so on point and I appreciated it all. So glad I found them!

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Athina L.
Boarding
5.0 out of 5 stars

Shirley did an amazing job taking care of my pup while I was out of town. Very communicative and my dog was very comfortable with her. Really appreciate the care she provided.

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Jean E.
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

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

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

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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Meet local sitters who will treat your dogs like family

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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 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 September 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 September 2026, there are 5,295 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.

93% 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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