Dog Boarding Westchester

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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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 335 reviews
92 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: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 71 reviews
16 repeat clients
30 years of experience
Midlothian, VA, 23114

“My dog had a great stay with Laura! She was very kind and I really appreciated how attentive she was to my dog’s schedule. Will definitely use Laura’s services again in the future!”

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Emily P.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
• 322 reviews
88 repeat clients
20 years of experience
north chesterfield, VA, 23235

“Cindy is great! She has a great yard for my dog to enjoy outside time with her dogs. She sends daily pictures to show he is doing great. I always feel confident that he is safe in her care.”

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Laura C.
Sitter Profile Image: Emily S.
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Emily S.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
1 year of experience
Henrico, VA, 23229

“Wonderful experience. Emily and Abi took such good care of our CheChe! Communication was excellent and they made sure she had everything she needed to be healthy, happy and comfortable during her week-long stay.”

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Brook F.
Sitter Profile Image: Hallie L.
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Hallie L.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Gravel Hill, Richmond, VA, 23225

“Hallie was awesome with our buddy. Her dog and ours seemed to have had a blast playing together and she was fantastic about sending us pictures and updates. Would highly recommend!”

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Thomas P.
Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 611 reviews
241 repeat clients
6 years of experience
Glen Allen, VA, 23060

“Winston's first overnight at Happy Dog Pet Care went great. Amy kept in touch with us and provided great care. We already have our second overnight on the calendar. We were so pleased!”

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Cyndi L.
Sitter Profile Image: Cyrus S.
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Cyrus S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
14 years of experience
Henrico, VA, 23238

“Cyrus was phenomenal. He kept us in the loop about how the dogs were doing the whole time we were away & truly felt they were in the best care.”

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Kevin H.
Sitter Profile Image: Emily B.
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Emily B.
from
$26
per night
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Newtowne West, Richmond, VA, 23220

“I had a great experience with Emily. Quick to respond and provided pictures and updates daily. Will absolutely be booking again.”

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Gillian S.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 128 reviews
46 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

“My gosh, Paula is a dream come true. She is being so caring with Jackson. She keeps him occupied and is making him a better dog. If (when) he does something that's not wanted she uses redirection and positive reinforcement to improve his behavior. Very pleased with the care she gives Jackson. And she kept me up to date during the stay.”

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Abby G.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 619 reviews
182 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Great stay! Ayme is very friendly and helped me figure out the Rover app! Ollie really loved Ayme's husband too! We've already booked our next stay!”

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Sarah C.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$38
per night
5.0 out of 5 stars
• 85 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“Our Golden made fast friends with Ross & Ava & there gentle Great Dane, George. They were very responsive and reasonable. Will use again when visiting in Richmond.”

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Lyn Y.
Sitter Profile Image: Gena C.
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Gena C.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
48 years of experience
Midlothian, VA, 23113

About: I have had pets my whole life and enjoy playing and socializing with them. I have walked other peoples dogs and taken care of friends and neighbors cats. I'm currently working part-time so I'll have plenty of time to take care of your pets needs. I have a very flexible schedule. And I can work around your needs. I have a fenced in yard and I have a cat that is used to being around a dog. I love to go on walks and to be outside so I can go on lots of short walks or long walks, whatever is needed. We can run in the backyard off leash if that is preferred.

Sitter Profile Image: Shannon O.
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Shannon O.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 65 reviews
29 repeat clients
20 years of experience
Richmond, VA, 23234

“Shannon is personable and professional. She followed our instructions, gave us updates with photos. And most importantly returned a happy, healthy pup when we got back from our trip. We will be back.”

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Jim M.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Henrico, VA, 23294

“Ashley was fantastic! Her communication and care were top-notch and I knew my anxious cattle dog mix was in great hands with her. My other sitter canceled last-minute right before Christmas, and it ended up being a blessing in disguise because I ended up finding Ashley instead. My dog, who is very nervous and easily bored, got so much love and attention, and was very calm and content when I picked her up. I will absolutely hire Ashley again, I am beyond thrilled with every aspect of the experience. A+!!”

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Eric R.
Sitter Profile Image: Zach K.
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Zach K.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
9 years of experience
Reedy Creek, Richmond, VA, 23225

“I always know that my dog is safe, comfortable, and taken care of with Zach. Ardo loves hanging out with him while I’m at work, and when I went out of town for the first time, it eased my anxiety knowing he’d be somewhere he was loved and cared for. Zach did an amazing job of keeping me updated and checking in, and was very flexible when my flight home got delayed.”

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Rebekah B.
Sitter Profile Image: Nadia J.
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Nadia J.
from
$55
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Nadia took great care of my 11-year-old dog Nike. She sent pictures every day of her activity and my dog seems so happy to be among other dogs, which was surprising to me. I would definitely use her again. Nike was in good hands the entire time.”

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Pamela B.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$44
per night
4.9 out of 5 stars
• 50 reviews
15 repeat clients
8 years of experience
Midlothian, VA, 23112

“Amber was great with my high-energy hound. She sent updates and photos and even sent leftover food home in a cute little reusable container. I'd recommend her!”

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Melissa M.
Sitter Profile Image: Le'Quitta R.
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Le'Quitta R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 21 reviews
9 repeat clients
10 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Thank you so much to Le’Quitta and her family for taking such great care of Boss ☺️ She kept me updated with pictures and communicated well. Will definitely be rebooking! We knew he had a good time when he slept the majority of the day when we got him home❤️ Thanks again!!!”

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JaNe't F.
Sitter Profile Image: Terry M.
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Terry M.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 269 reviews
108 repeat clients
20 years of experience
Glen Allen, VA, 23060

“I was super nervous about leaving my babies for such a long time but Terry put me at ease by sending pictures and videos! I really appreciated the way she cared for them and will definitely be returning!”

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Vanessa B.
Sitter Profile Image: Andreea M.
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Andreea M.
from
$50
per night
5.0 out of 5 stars
• 216 reviews
84 repeat clients
20 years of experience
Richmond, VA, 23238

“Andreea is very loving, carrying person. It was a last minute booking for our Evie , and Andreea accommodated us without any problem . She followed up with us on all updates and we felt very lucky we found such a great pet sitter. Will be returning clients for sure.Thanks again!”

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Lucy A.
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Dog parents share their Rover experiences - Westchester

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5.0 out of 5 stars

Niko had a great time with Aileen and her family! Her kids were the perfect playmates for Niko. They played fetch, tug of war, and they even covered him with blankets to keep him cozy while resting! Aileen was so kind to send several pictures during the stay and was very communicative. She mimicked our schedule and environment, and when we picked Niko up, he was so calm and happy. We will definitely use Aileen and her family in the future as long as they’ll have us!

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Rachael & Sam M.
Boarding
5.0 out of 5 stars

Dawn is very conscientious and we feel comfortable knowing our dog is well cared for when we are away.

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Susan D.
Boarding
5.0 out of 5 stars

Taryn has been taking care of my pups for years, and I’m so grateful to have someone I trust. She took such great care of them. She sent lots of photos and updates, was incredibly flexible with our travel and flight schedules, and made it so easy for us to actually relax and enjoy our trip knowing they were in great hands. Such a huge relief to have her, and I can’t recommend her enough! ❤️

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Britt N.
Boarding
5.0 out of 5 stars

Doris was great! She was very accommodating and helped me with a last-minute scheduling request. Excellent communication and service

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Jermaine S.
Boarding
5.0 out of 5 stars

Damacia has watched our French bulldog many times. We just went on a seven day cruise and when Amaya came to pick up our girl Maude she was so excited. She bounded out to the car eager to go see her friends. Maude came home happy and well taken care of.Damacia is always flexible with drop off and pick up times and is truly a dog whisperer. Highly recommend!!

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Becky B.
Boarding
5.0 out of 5 stars

Sarah was great! Provided alot of updates and photos and gave our dog the best care. We will definitely be using her again.

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Courtney C.
Boarding
5.0 out of 5 stars

Another amazing stay with Ruth and Danny! Torrance had the best time and I always feel so safe leaving him with them! They take such great care of him and I could not recommend them more!!

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Madison P.
Boarding
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

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

Great sitters. They took excellent care of my senior dog, kept me informed, and clearly cared about my pet. Highly recommend.

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shari g.
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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Westchester

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FAQs for Dog Boarding - Westchester

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westchester home-away-from-home, 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.

<b>Tip:</b> 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 , 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 .

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 VA 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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