Dog Boarding in Westchester

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Westchester dog boarders

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: Shirley M.
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Shirley M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
51 reviews
12 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
46 reviews
13 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
47 reviews
19 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
20 reviews
4 repeat clients
12 years of experience
Brookfield, IL, 60513

Allie LOVES going to Barb’s house!! She played in the yard a lot & wore herself out. It is such a relief knowing that she is in such good hands when I’m away! ❤️

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Brigid W.
Sitter Profile Image: Regan T.
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Regan T.
from
$55
per night
5.0 out of 5 stars
34 reviews
18 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: Tanqueray H.
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Tanqueray H.
Star Sitter
from
$48
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
2 years of experience
Oak Park, IL, 60302

It was a pleasure having tanqueray look after my baby Mya . She kept me updated with Mya and took such great care of Mya . Mya has never been away from home before so I was a bit iffy at first but tanqueray made me feel so much more calm and relaxed. Definitely will be booking with her next week

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

Angelica was great! It’s always a bit stressful finding someone to care for a senior dog, but I was very comfortable leaving my senior with Angelica - she’s very experienced with all ages and dogs and provided a perfect dog friendly home.

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Grace W.
Sitter Profile Image: Michelle & Otavio H.
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Michelle & Otavio H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
41 reviews
17 repeat clients
13 years of experience
Oak Park, IL, 60302

Michelle was very professional despite my dog going through pretty heavy separation anxiety from me. Sadly I will not be using her again because I think my dog needs to be with more of a pack, but would recommend her to anyone who's looking for around the clock care of their precious furbaby. She was flexible, communicative and very polite.

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Maddy A.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$45
per night
4.9 out of 5 stars
74 reviews
22 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: Eniya H.
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Eniya H.
from
$38
per night
4.9 out of 5 stars
99 reviews
36 repeat clients
15 years of experience
Forest Park, IL, 60130

Eniya was so wonderful. She took great care of King as if he were her own. She communicated everyday sending pictures and videos. I was at ease knowing that he was in such good hands. I highly recommend her and will definitely be booking her again when I need. Thank you so much Eniya!

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Sophia M.
Sitter Profile Image: Robert V.
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Robert V.
from
$60
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
11 years of experience
Melrose Park, IL, 60160

Rob was so great with our dog Rory! He was very attentive and sent along tons of great pictures and updates. She definitely had a great time at his house, playing in the yard, and snuggling on the couch. Thanks Rob!!

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Maggie F.
Sitter Profile Image: Bailey A.
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Bailey A.
from
$40
per night
5.0 out of 5 stars
14 reviews
2 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: Lorraine C.
Verified Background Check
Lorraine C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
98 reviews
29 repeat clients
25 years of experience
Berwyn, IL, 60402

Lorraine helped us with our dogs over the weekend and was fantastic! She replied right away when we were booking and provided us with pictures and updates through the dogs stay. Her place was great and had a fenced in yard. She was very attentive to our dogs needs and had them ready to go at pick up. We will definitely have our dogs stay with Lorraine again.

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Ken N.
Sitter Profile Image: Jenny Y.
Verified Enhanced Background Check
Jenny Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
89 reviews
23 repeat clients
5 years of experience
River Forest, IL, 60305

Jenny was great! My pup loved her and she was so responsive and provided me with tons of updates which made me feel very comfortable. Can’t recommend her enough!!

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Katarina L.
Sitter Profile Image: Cheryl T.
Verified Enhanced Background Check
Cheryl T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
35 years of experience
Bellwood, IL, 60104

Cheryl was very responsive and gave super care to our two dogs, one of whom was recovering from surgery and still had stitches. She careful to follow directions, sent photos, and informed me what they were doing 2x per day. We will definitely be sending our pups to Cheryl again soon!

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Kristin W.
Sitter Profile Image: Malchom N.
Verified Enhanced Background Check
Malchom N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
5 years of experience
Oak Park, IL, 60304

This was my first time boarding my pup. Malchom and his family were great. Really good communication throughout and my dog seemed very at ease. Thank you!

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Jean E.
Sitter Profile Image: Dezmond M.
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Dezmond M.
from
$48
per night
5.0 out of 5 stars
39 reviews
15 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: Jan E.
Verified Enhanced Background Check
Jan E.
Star Sitter
from
$48
per night
4.9 out of 5 stars
19 reviews
5 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: Rob R.
Verified Enhanced Background Check
Rob R.
from
$38
per night
4.7 out of 5 stars
79 reviews
36 repeat clients
5 years of experience
Elmwood Park, IL, 60707

Rob has went above and beyond for my Nova. I had to make a very hard decision to possibly putting her in a shelter, but he said “no” I will keep her until a loving home is found for her. It has happen and it’s going to be bitter sweet, Rob is loving her as she deserves. Thank you Rob for your loving heart and passion.

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Azure H.
Sitter Profile Image: Angelina O.
Verified Enhanced Background Check
Angelina O.
from
$50
per night
5.0 out of 5 stars
73 reviews
33 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.
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Over 350
pet parents in Westchester have booked dog boarding

Westchester dog parents share their Rover experiences

1 / 1
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

My pupper had such a wonderful time! Barbara was great and communicating and sending me updates! I knew my Indy was being well taken care of.

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Karla L.
Boarding
5.0 out of 5 stars

Shirley is amazing. Izzy had a wonderful time. I received lots of photos and updates. Shirley is a gem. A true diamond. Don’t hesitate to book with her!

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Michele D.
Boarding
5.0 out of 5 stars

So grateful for Tamara, Maggie, and Paulie! Wiggles is comfortable and has a great time! It’s a fun weekend for Wiggles to play with all her friends.

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Blythe H.
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

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.
Boarding
5.0 out of 5 stars

Jeff communicated well, had our dogs meet ahead of time to make sure it would be a good fit, and gave me great updates on how my dog was doing. He made it an easy and enjoyable experience.

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Trisha F.
Boarding
5.0 out of 5 stars

I highly recommend Cheryl! She has taken care of Blaze several times this year. I always feel so confident and at peace leaving him there knowing the great care she takes of him!

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Kristin C.
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
5.0 out of 5 stars

Coren was great with Piper. He asked lots of questions during the meet and greet to make sure he understood Piper's needs. When I picked up Piper from her stay, she seemed in great spirits. I feel like Coren treated Piper like his own. I would definitely use him again and recommend him to others.

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Samantha T.
Boarding
5.0 out of 5 stars

I’ve been a pet sitter for over six years, so I understand how important it is to find someone you can truly trust with your furry family. That’s why I’m excited to recommend Lauren, who is just starting out on Rover. I know both her and her sweet dog, Milo, and I can honestly say that any dog that stays with them is in for a treat! Lauren has a spacious house and a large, beautiful, fully fenced yard that is very safe. It truly feels like a little palace for pets! There’s plenty of space for the dogs to run around and relax. As for Milo, he is one of the gentlest dogs I’ve ever met. I’ve cared for many dogs over the years, but he stands out as one of the kindest and most patient souls. He has a calming presence, and I know he’ll be loving and respectful with any dog he meets — playful if your dog wants to play, or relaxed if your dog prefers a slower pace. Lauren is a genuine animal lover, and I wouldn’t hesitate to leave my own dog in her care. I’m confident that your pup will feel right at home with her and Milo. If you're nervous about choosing someone new, give her a try — you and your dog will be glad you did!

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Barbara M.
Boarding
5.0 out of 5 stars

My 7 month old pup was so happy at Katie’s! She sent pupdates daily including pictures and videos. Harvey got plenty of exercise and outside time with her dogs. I feel totally comfortable and confident she was cared for during her stay.

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Kellyn C.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder 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 night for dog boarding in Westchester is $50

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

  • World-class support

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

Sitters in Westchester average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Westchester is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Westchester dog boarding rates can be found as low as $26 to as high as $49 per night.

If you’re searching for a Westchester dog boarding 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 Mar 2026, 5,404 sitters provided dog boarding in Westchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 90% of Westchester dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Westchester have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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.

Rover makes it easy to find Westchester dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 5,404 dog boarding sitters in Westchester on Rover, so you’re sure to find the perfect match for your dog! In Westchester, 93% of sitters offer daily exercise, 95% offer medication administration, and 89% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.