Dog Boarding in Chestnut Hill, VA

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Top rated Chestnut Hill 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: 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: 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: 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: 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

Cindy is one of Dandy’s favorite people! He doesn’t trust easily but she has him wrapped around her finger. And I have great peace of mind when he’s with her. She takes care in following instructions about his routine, and he comes home extra well cared for. I also appreciate that she’s easy to work with around all the logistics. Thank you, Cindy!

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Laura A.
Sitter Profile Image: Amber C.
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Amber C.
from
$40
per night
4.9 out of 5 stars
47 reviews
13 repeat clients
8 years of experience
Midlothian, VA, 23112

Amber did great with my dog! I loved the updates and pictures so I knew he was doing well. I will definitely be utilizing her services again in the future 😊

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Kalie M.
Sitter Profile Image: Lucky B.
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Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
534 reviews
241 repeat clients
10 years of experience
Midlothian, VA, 23112

This is the second time my doggies have stayed here. They are always well cared for and happy during their stay. I received plenty of photos and I could see them having fun. Thank you! We will definitely board again with you.

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Kristin R.
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: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Midlothian, VA, 23112

Miranda is absolutely PHENOMENAL!!! She took care of our dog Archie last-minute (for the first time, too) and was incredibly kind, helpful, and constantly updated me while watching him. Archie had such a good time, he didn't want to leave! We also had to pick him up past midnight on our way back, and Miranda was extremely accommodating and, again, was just amazing overall. Her dog Crush was also super sweet and has become Archie's first best friend. We will absolutely be using her services again, and I highly recommend others to do the same!!!

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Maddie A.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
129 reviews
51 repeat clients
20 years of experience
Midlothian, VA, 23114

I found Stephanie by chance as my usual sitter would be out of town on vacation the same dates we were. I messaged Stephanie and we set up a meet and greet and the rest is sort of history! She was so accommodating, welcoming and happy to keep our pup! She sent pictures everyday and gave me a run down of how the day went, which eased my mama mind and heart. I will definitely book in the future ❤️

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Melena M.
Sitter Profile Image: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
77 reviews
28 repeat clients
17 years of experience
Chesterfield, VA, 23838

Marshmallow had an amazing time! He didn’t want to leave when we came to get him. He was very tired when we got home and was the quietness he’s been, which is saying something for a 4 month old puppy!! Will definitely be coming back soon.

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Michael W.
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: Corey C.
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Corey C.
from
$40
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
15 years of experience
Midlothian, VA, 23112

Corey looked after my dog for whole day. He was prompt in responding right from the first time I contacted him and also shared photo of my dog during the stay. I'm glad this worked out well and would love to book Corey again in future.

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Gaurav M.
Sitter Profile Image: Adam B.
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Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
10 years of experience
Chesterfield, VA, 23838

Adam was friendly, flexible and communicative. He was thoughtful in preparing for Lady and sweet in his interactions with her. Would happily use him again!

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Christine M.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Kendra was great! This was Yasha’s second time staying with her in less than a month. Goes to show how reliable she is and how comfortable she makes you feel, leaving your fur baby with her. She truly cares. I appreciate all the photo’s and updates as well. It’s good to know my baby is having a good time while I am vacationing. No more guilt! lol

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Tawana B.
Sitter Profile Image: Radka & James A.
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Radka & James A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
215 reviews
69 repeat clients
18 years of experience
Moseley, VA, 23120

Radka was absolutely wonderful with Sully! She sent lots and lots of pictures and videos and Sully was having so much fun in each one. Her backyard is huge and a haven for any playful pup. She took great care in making sure Sully ate his food (he can be picky) and provided updates on how he was doing each day. Can’t recommend her enough and will be booking again in the future!!

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Jean P.
Sitter Profile Image: Tamiya J.
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Tamiya J.
from
$26
per night
4.8 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Midlothian, VA, 23112

About: I've cared for dogs since I was a child. Growing up with 3 of my own throughout my childhood. My parents entrusted me to feed, bathe and walk our dogs on a daily basis. Working at a pet resort for some time I will ensure care for yours like they are my own They will not only survive but thrive until your return. I absolutely love animals and would love for you to have a peace of mind while away. I know how important it is to know that your fur babies are in good hands, with me you don't have to doubt. As I am currently working part time in Ashland as a massage therapist on Tuesdays and Saturdays from 12pm-7pm(depending on if im booked) Otherwise my schedule allows for plenty of time for your fur babies. Whatever they need, playtime, cuddles, treats, exercise you name it! I have one cat at home who owns the place King Mkhai likes his space so I will be available to come to you for whatever you need to keep your fur babies schedule as seamless as possible! Any and all safety measures will be taken while pets are in my care, especially while on walks.

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: Royal & Rhonda P.
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Royal & Rhonda P.
from
$40
per night
5.0 out of 5 stars
157 reviews
50 repeat clients
5 years of experience
Chesterfield, VA, 23237

Always a pleasure to have Iris go stay with Royal & Rhonda. They treat her like their own. She’s well cared for and always happy when she comes home. Grateful for their care!

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Amy W.
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.
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Chestnut Hill dog parents share their Rover experiences

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5.0 out of 5 stars

This was Max’s first visit to Cindy’s. While he was a bit timid,Cindy allowed him the chance to settle in on his own terms. She provided pictures and updates that made us know that he was in good hands. Max will visit again!!

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Carolyn W.
Boarding
5.0 out of 5 stars

Amber took great care of our dog. He acclimated very quickly and they settled into a nice routine. She gave daily updates and sent pictures. Also, she took him on multiple walks each day. We had no worries while we were away as we knew he was well taken care of and very comfortable in her home.

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Andrea B.
Boarding
5.0 out of 5 stars

Caitlyn and Sam were absolutely phenomenal, I have nothing but the best things to say! This was our first time ever using Rover so we were a little nervous but it went so smoothly that we will absolutely use them again. They took the best care of our girl (who is still a bit of a puppy AND has some medical needs) and sent lots of pictures/updates. They are the BEST, highly highly recommend!!

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Becca C.
Boarding
5.0 out of 5 stars

Fantastic experience with Miss Aubrey. Kept us updated while we were away with pictures and even video. Mac was incredibly happy playing with her dogs and visiting with her family. We appreciate all she did while we were away to take care of our buddy Mac hoping she has availability the next time we’re away. Five star for sure.

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Rick G.
Boarding
5.0 out of 5 stars

Penny had another wonderful stay with Tonya. Penny has become so comfortable at Tonya's there is no barking or separation anxiety behavior. I have no worries when I am away from Penny and she is in Tonya's care. She is the best!

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Brad H.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Laura and her family were amazing! From the meet and greet to pick up, everything went great!! Her home was and backyard were perfect and they had a way of making you feel safe about the booking! Highly recommend!

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Joshua K.
Boarding
5.0 out of 5 stars

Dahlia and Jaleen always take great care of Monty. We appreciate both the professionalism and flexibility they provide which makes it easy to make schedule adjustments when needed. The absolute best!!

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Tim T.
Boarding
5.0 out of 5 stars

As always, Susie took great care of my furbaby. Coco enjoys herself there as well. She is in great hands with Susie. We are so glad to have her in our life.

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Kim S.
Boarding
5.0 out of 5 stars

Perfect place for my first trip away from my pup! I was nervous with him being a rescue but they were very communicative and honest and really put me at ease! 10/10 we will be back

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Aly W.
Boarding
5.0 out of 5 stars

Catherine was wonderful! She sent me pictures and updates on Indy everyday. I will absolutely be using her again, Indy can't wait to go back!

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Susan W.
Boarding
5.0 out of 5 stars

WOW 🤩 Keith and his wife were nothing short of Amazing! They treated our sweet Harper with such love and attention. They also kept us abreast of her stay with photos. They were extremely accommodating with our situation and went above and beyond to ensure Harper had a great stay with them. We will definitely be rebooking with them!

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Stacy K H.
Boarding
5.0 out of 5 stars

Katherine is amazing! she accepted my last minute request in no time and she took care of my fur baby for a time. She was always communicating with us and sending us photos of our dog, this gave me peace of mind knowing that my dog was having a good time. I will for sure book her in the near future.

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Eugenia L.
Boarding
5.0 out of 5 stars

Francisco helped us out with a last minute request. We had another sitter from Rover cancel on us the day of our travel. He was very thorough with sending photos and videos throughout our 5 day trip. He has a big house and backyard as well! Highly recommend anyone who wants to have their pet watched by a nice family.

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Kevin S.
Boarding
5.0 out of 5 stars

Paula was great with my Shih tzu Shaki! It was his first experience with being borded and Paula was loving and kind. He can be a little funny, but did great with her. Plus he enjoyed his walk and being pampered.

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Renee B.
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

Carina and her family took great care of her dog. She was treated like one of the family and received lots of snuggles!

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Darlene Bob R.
Boarding
5.0 out of 5 stars

Laura was great! She treated Elvis like family. She sent pictures and videos of him playing in the backyard and chilling in the house.

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Laura C.
Boarding
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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 Chestnut Hill 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 Chestnut Hill.

Rover makes it easy to find Chestnut Hill 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.