Dog Boarding in Chesterfield

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Top rated Chesterfield 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: Amanda & Adam B.
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Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
76 reviews
27 repeat clients
17 years of experience
Chesterfield, VA, 23838

Duff was very well cared for. He got alot of attention and had plenty of play time. I received daily updates with pictures and videos. I will absolutely use Amanda and Adam next time I need a dogsitter. Thank you again.

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Steven E.
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
7 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Kendra did amazing Niko!! She let us know how he did every single day with a detailed explanation which made me feel super comfortable. She kept my mind at ease. Will forever be going to Kendra ❤️

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Dahlia & Jalen B.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
282 reviews
97 repeat clients
14 years of experience
Chester, VA, 23831

Abby was great! I appreciate that she took the time to meet my boy before his stay to ensure that all the 4 legged friends would be suitable together. I asked for lots of pictures and videos and she delivered. It's difficult being away from my boy so getting constant updates was a huge plus!

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Cameron K.
Sitter Profile Image: Dylan & Alex B.
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Dylan & Alex B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
534 reviews
199 repeat clients
20 years of experience
Chester, VA, 23831

Our almost 10 year old pup had another great stay with Dylan and Alex. The daily updates are very much appreciated. This time Patch was jealous of these other pups canned food and he refused to eat. They asked if they could share some canned food mixed in his solid. We really appreciate the care and communication. It's so nice to not have to worry about our pup when we go on trips he can't attend. ❤️

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Danielle E.
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

Very carrying and dependable. Kept us informed each day by providing us pictures of our beloved dog. Will use her again for sure. Bentley came home happy & no stress.

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Pat H.
Sitter Profile Image: Lucky B.
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Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
528 reviews
240 repeat clients
10 years of experience
Midlothian, VA, 23112

We have used Lucky a number of times and she has been great. I think she loves Luther, enjoys walking him and his play time with her dog. We will definitely use her again.

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Cindy M.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Chester, VA, 23831

Could not speak more highly of her! Took excellent care of my pets and even took one to the emergency vet when she broke a tooth (known rock chewer). Would not trust anyone else

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Alexandria 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

Amazing! My pup had an amazing time! Royal and Rhonda sent soo many good pictures to keep me up to date on my girl. Very very nice family ! I would absolutely recommend and use their services again!

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Brittany B.
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

Michelle did a wonderful job watching our boy Remy! He can be very shy and nervous in new environments but Michelle made him feel right at home. Loved getting the updates and photos while we were out of town. Highly recommend and will book again :)

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Hannah O.
Sitter Profile Image: Amy & Grant P.
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Amy & Grant P.
Star Sitter
from
$34
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
3 years of experience
Chester, VA, 23831

Amy and her family were great! Cleo is an old dog, I usually take her with me but this time we were traveling for a funeral. It was our first time using Rover or leaving her with others, I was nervous. Our drop off time was early in the day but they were accommodating. Amy kept me posted on how Cleo was doing and sent pics every day which was unexpected but very much appreciated. Cleo clearly got lots of love from the whole family. I highly recommend Amy and Grant P. (and family.)

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Teresa L.
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 is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!

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Tracy F.
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 had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had

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Wini P.
Sitter Profile Image: Laura B.
Verified Background Check
Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
65 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Luna frequents Laura’s quite a bit but this was her longest stay and it was such a peace of mind to us being across the country knowing she was at her home away from home. The pictures Laura sent throughout the week showed she was having the happiest vacation herself 😎🐾

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Kira K.
Sitter Profile Image: Lisa C.
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Lisa C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
69 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

We were incredibly anxious to leave our Dharma puppy. She has never been without us since joining our family at 10 weeks. But we had to go out of town and Lisa was extremely communicative, she sent pictures, and reassured us every chance she got. We are really happy and highly recommend Lisa.

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Tara M.
Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick once again provided excellent care for my dog while we were on a trip. They were flexible with changes in schedule, provided frequent pics and updates about Mae, and are friendly and responsive.

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Laura P.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
266 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: Deven & Tyreek C.
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Deven & Tyreek C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
13 repeat clients
15 years of experience
North Chestefield, VA, 23237

Had a great experience working with Deven and Tyreek! They took great care of our dog and provided excellent daily updates. He looked very happy in all his pics!

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keamponsah11
Sitter Profile Image: Miranda C.
Verified Enhanced Background Check
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: Cindy T.
Verified Enhanced Background Check
Cindy T.
Star Sitter
from
$42
per night
5.0 out of 5 stars
300 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

Exceptional experience! Despite our fragile itinerary, Cindy remained flexible. As soon our dog met Cindy, she immediately felt welcome and willingly followed Cindy. The pictures confirmed how safe and comfortable our dog felt with Cindy. Next trip, Cindy will be our first choice.

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Jack W.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
54 reviews
30 repeat clients
40 years of experience
Oakwood, Richmond, VA, 23223

Myrna is a lifesaver. My sitter canceled on me last minute and Myrna was available within the hour. Ellie usually is pretty shy in new places but she warmed up to Myrna quickly and had a great time.

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Marcy B.
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Over 982
pet parents in Chesterfield have booked dog boarding

Chesterfield dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amanda and Adam told great care of Billie - she enjoyed playing with other dogs, swimming in the pool, and was thoroughly exhausted when we picked her up!

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Kylie H.
Boarding
5.0 out of 5 stars

Was very grateful they were able to accommodate my Pyrenees on short notice. Definitely recommend and will have no problems leaving him if need arises again.

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Brian C.
Boarding
5.0 out of 5 stars

Kendra was GREAT! I am skeptical about leaving my girl but knew Kendra could be trusted when my girl was eager to enter the house during our meet and greet session. During Demie's stay, Kendra sent morning and afternoon check-ins with photos daily. She took GREAT care of my baby! I will be booking my her next stay immediately.

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Chantel R.
Boarding
5.0 out of 5 stars

Andrea was kind and gentle with my fur babies!! Once they settled down from the initial excitement, I believe they had a great time!! I appreciated Andrea frequent communications and reassurance.

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Linda C.
Boarding
5.0 out of 5 stars

Apollo always has the absolute best time! We never have to worry about him because the daily updates keep our minds completely at ease .

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Tracy C.
Boarding
5.0 out of 5 stars

Pups were happy little campers with Rangeen and Mike! We were able to relax knowing they were well taken care of. Will for sure be booking again! Thanks!

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Abbie M.
Boarding
5.0 out of 5 stars

Lisa loved on our pup over Christmas, sent lots of pics and took good care of him. She knows her dogs and seems to enjoy their company.

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Ashley R.
Boarding
5.0 out of 5 stars

Adriana was absolutely wonderful start to finish! Super responsive with messaging, asked great questions up front to make sure we were a good fit, and sent regular updates with photos and videos. We knew Dexter was in the best hands and would definitely recommend her to anyone looking for a great sitter!

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Ellen S.
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!

The median cost per night for dog boarding in Chesterfield is $45

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 Chesterfield average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Chesterfield is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesterfield dog boarding rates can be found as low as $26 to as high as $46 per night.

If you’re searching for a Chesterfield 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 Jun 2026, 767 sitters provided dog boarding in Chesterfield. 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, 93% of Chesterfield dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Chesterfield have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Chesterfield.

Rover makes it easy to find Chesterfield 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 767 dog boarding sitters in Chesterfield on Rover, so you’re sure to find the perfect match for your dog! In Chesterfield, 97% of sitters offer daily exercise, 96% offer medication administration, and 93% 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.