Dog Boarding in Westchester

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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.

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Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
315 reviews
84 repeat clients
30 years of experience
North Chesterfield, VA, 23236

I can never say enough about about her wonderful services. My dog is older and has some special abilities that need to be tended to. She has dogs herself that are gentle and playful that supplies my dog with a plenty of playmates. She also never kenneled my dog which was a big worry for me. Time and time again I would never choose anyone else to take care of my sweet boy.

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Emerald S.
Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
257 reviews
89 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

Dawn was so sweet taking care of my puppy! It was my first time leaving him for an extended period of time and Dawn made the whole experience completely stress free! I got pictures and updates 3 times a day and it was evident that Willie was having a great time :) I can’t recommend Dawn highly enough!

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Courtney M.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
16 years of experience
Richmond, VA, 23236

Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!

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Natasha S.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

My dog had an amazing time with Michelle and Milo - She liked it so much it seemed she didn’t want to leave! Seriously, Michelle took great care of my girl and made sure all of her needs were taken care of.

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Adele C.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
52 reviews
21 repeat clients
41 years of experience
Henrico, VA, 23229

Great sitters for our 3 lb Yorkie for 2 weeks. He wasn’t feeling great 3days before our trip but they gave him his meds and got him back to his usual playful self well before we got home. Sent photos every day to see how he was doing. Will always book them as our first choice

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Steve Z.
Sitter Profile Image: Cassandre S.
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Cassandre S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
315 reviews
69 repeat clients
30 years of experience
Midlothian, VA, 23114

Cassandre was absolutely amazing keeping our 6 month old puppy for a over a week. It was our first time leaving our pup, but we were comforted knowing she was in such good hands. Cassandre was super with communicating and sending daily pictures and videos. We were lucky to find her and plan on using her again in the future.

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Katie M.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
66 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Laura took great care of my boys. She sent pictures everyday and kept me posted on how they were doing. She genuinely cared for our boys like they were her boys. I will definitely book with Laura again.

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Garnett L.
Sitter Profile Image: Sheri J.
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Sheri J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
99 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Left my 5 month puppy Leahla with Sheri and her family for the weekend through out the stay she kept me updated and sent pictures of Leahla. Definitely will be booking again.

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Dennay G.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
268 reviews
84 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

Kingsley had a fantastic stay at Matt's place. Matt updated us often with photos and details of his attitude and comportment, and it was clear our dog was having fun. He seemed to get a good mix of play and rest time and we knew he was in good hands. We'll definitely be back!

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Jill W.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
from
$35
per night
20 years of experience
Westlake Hills, Richmond, VA, 23225

About: Call me Libby :) Dogs are my absolute passion in life! I was raised in a home with dogs and I’ve been a personal pet owner for over 10 years. I have experience raising and fostering puppies, seniors, and everything in between! I’ve had dogs in hospice care, with special needs, medical issues, etc. I have basic training skills and there are no stairs in my home in case your dog can’t use them. I have a large fenced in yard for play time or sunbathing in a safe and quiet neighborhood. They will be treated as if they are my own and loved on for every minute they are in my care! I run my own business so my work hours are flexible. I never leave the home for more than 4-5 hours at the absolute maximum. My 2 dogs and I go on evening walks everyday (after it’s cooled off in the summer time) and lots of outdoor time in between. My life revolves around my dogs needs so yours will fit in perfectly! I have a large fenced in yard and crates of different sizes if you need or want them to be crated. I have two friendly dogs so your baby will never be alone. My youngest dog will be a loving companion to your pet and make sure they feel like they’re at home. Whether that’s playing or napping, he will fall in love with them instantly!

Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$57
per night
5.0 out of 5 stars
47 reviews
22 repeat clients
15 years of experience
North Chesterfield, VA, 23235

If I could give more than 5 stars, I would! Ashley was great with Snickerdoodle. She is very thoughtful and attentive to details. We could instantly see that she loves animals :). As a bonus, she sent us super cute pictures/updates while we were away. I highly recommend Ashley!

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Leigh-Ann W.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
189 reviews
70 repeat clients
45 years of experience
Richmond, VA, 23228

I could not be more impressed with Cyndi! My dog Finley absolutely loved her, we got so many pictures, I did not worry about him for a single moment. We have a long stay coming up next week, and doing a “trial night” was exactly what I needed to calm my nerves!

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Haley R.
Sitter Profile Image: Alexandra O.
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Alexandra O.
from
$45
per night
5.0 out of 5 stars
72 reviews
24 repeat clients
15 years of experience
Westover Hills, Richmond, VA, 23225

Alex is the best! Our dog was well cared for, had access to Alex’s backyard, and socialized with other well behaved rover pups staying at her house! She came back looking loved and well cared for! Alex sent us so many photos and we loved having updates throughout our dogs stay! Would recommend Alex to anyone!

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Maren P.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

Aaren & Jordon are truly wonderful puppy sitters! Throughout my pup’s stay with them, I received multiple updates during the day of the fun activities they were getting into. We were put at ease and loved to see our girl so happy while we were apart! We are thankful for them for welcoming our pup into their home with open arms.

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Noralee S.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
301 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

I had zero hesitation leaving my babies with her, especially for boarding. They're so happy to be there! They get individual attention and look so happy in the daily photo updates.

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Erika D.
Sitter Profile Image: Julie W.
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Julie W.
Star Sitter
from
$48
per night
5.0 out of 5 stars
71 reviews
12 repeat clients
30 years of experience
Carillon, Richmond, VA, 23221

Julie and Eric were fantastic! They were so understanding, kind, and gentle with my relatively new rescue dog. They provided a very safe, calm, and loving environment. I most highly recommend them for great trusted care, and would certainly use them again.

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Eric P.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
124 reviews
45 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

Paula is my go-to sitter for Jackson. She takes great care of him and sometimes has playmates for him, which he loves. She's a dedicated walker too which Jackson and I both love.

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Abby G.
Sitter Profile Image: Amy M.
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Amy M.
from
$35
per night
5.0 out of 5 stars
561 reviews
220 repeat clients
6 years of experience
Glen Allen, VA, 23060

Amy eases my anxiety about leaving my dog behind when I go out of town. I love how often she sends pictures of my baby! She is my go to lady any time I need a sitter, I know my dog really enjoys staying with her and making new friends :)

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Caroline F.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
217 reviews
73 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

Hilary was great. We met for a meet and greet and Athena was a happy dog! Hilary was very commincative in both the meetup through the day to drop her off. During Athena's stay, she sent me pictures and provided updates about her. Picking her up was also very easy. I would recommend Hilary any time and plan to use her again when needed!

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Nidhi M.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$33
per night
5.0 out of 5 stars
96 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeff was absolutely fantastic with Zephyr and it definitely was clear that zeph had a great time! Jeff was very communicative and spent plenty of time to get to know both me and Zeph on a meet and greet prior to our stay. He sent plenty of pictures and updates and catered to zephyrs routine which I'm so beyond grateful for! Zeph will absolutely be visiting his now Uncle Jeff again soon! Thank you so much for being so great with Zephyr!!!

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Sindhu S.
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Westchester dog parents share their Rover experiences

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5.0 out of 5 stars

Adele and Clay are the best! I know my dog is getting lots of care and attention when he is at their place. They play fetch with him in the backyard and snuggle with him in the house. He and Fitz have become little friends. Can’t recommend them enough.

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Anne Marie M.
Boarding
5.0 out of 5 stars

Dawn is an excellent dog sitter- caring, dependable and great communication. Our dog was happy and well cared for. Would definitely book again.

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Susan D.
Boarding
5.0 out of 5 stars

Ruth and Dan took such incredible care of Allie for a quick weekend trip. We met and immediately felt at ease - their spot is warm and welcoming and they clearly have a love and passion for dogs. Ruth was a great communicator - she answered quickly and sent many pics and updates about Allie. Allie unexpectedly got sick during her stay and Ruth took such good care of her. She kept me informed and updated - while making sure I knew Allie was in great hands. We are so grateful Allie was here for this stay. Would absolutely recommend to everyone!

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Annie Z.
Boarding
5.0 out of 5 stars

We can’t thank Damica enough for looking after Scrappy! She’s seriously a lifesaver. She was so patient with his little quirks and went out of her way to make sure he felt right at home. We loved getting all the photo updates; it made being away from him so much easier knowing he was in such good hands. You can tell she really loves what she does. We’ll definitely be booking her again

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Tracy M.
Boarding
5.0 out of 5 stars

Excellent caregiver—highly recommended. I’m very happy I chose Doris because, from the day she met Princess, she showed her so much love and attention. Princess is an older dog who loves being around people, and that’s exactly what she experienced with Doris—she truly felt at home. Doris was excellent and always stayed in touch, sending beautiful photos and videos of Princess. I will definitely hire her again. Doris, I wish you much success, and thank you again for taking such loving care of Princess—that’s exactly what we look for when we need someone to care for our pets. Blessings.

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m
Boarding
5.0 out of 5 stars

Maggie is the best we’ve ever had with our very senior dog. She and her husband have the most caring touch and gentle demeanor to deal with those eccentricities that older dogs have. They truly do the extra mile!

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Lucy H.
Boarding
5.0 out of 5 stars

Taryn and family treat our dog like their own. We feel very comfortable leaving Thunder with Taryn. This is a great place for our dog.

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Lucy B.
Boarding
5.0 out of 5 stars

Great experience! Andrew was very communicative and wonderful with my two dogs. The daily photos he sent showed they were well cared for and completely comfortable in his home. I would absolutely book with him again.

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Beth R.
Boarding
5.0 out of 5 stars

Denise was a perfect host for us! Very friendly, attentive and took such good care of Jerry! Would recommend!!

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Kelsie G.
Boarding
5.0 out of 5 stars

Miguel was great. He was very responsive and kept me updated with photos and check ins. If you are in need of a sitter who will treat your pet like you would, book with Miguel

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JQuan J.
Boarding
5.0 out of 5 stars

Josie really enjoyed her time at Caitlin’s. Caitlin kept us updated with photos and Josie seemed to be right at home during her weekend stay. Would definitely use Caitlin again.

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Kristina P.
Boarding
5.0 out of 5 stars

Janini was awesome watching our two dogs when we were out of town for a weekend. Excellent communication, kept us updated frequently with pictures and videos, and seemed like they had a great time. Would highly recommend!!!

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Matthew A.
Boarding
5.0 out of 5 stars

Alex was great and Daisy enjoyed her stay! She was so thoughtful in making sure Daisy was comfortable in her home as well as that her dog was comfortable with Daisy! She communicated very timely and I received lots of updates/pictures. I would definitely book again with Alex!

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Catherine M.
Boarding
5.0 out of 5 stars

First time using Rover and glad I came across Thomas very close by. He was great to work with and had several updates and photos throughout the week.

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David H.
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!

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.

Dog Boarding FAQs

Frequently asked questions about Rover

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.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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

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.