Dog Boarding Holly Hills

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Holly Hills, 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: Matthew B.
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Matthew B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
15 years of experience
Midlothian, VA, 23112

“Matthew was extremely communicative and took great care of my little guy. I got lots of pictures during my time away and got great responses to any questions I asked about food or play or anything like that. I would recommend Matthew to anyone looking for a sitter!”

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

“Laura took excellent of Gemma while I was out of town and sent daily reviews with pics and videos. I felt very confident she was well cared for and she dealt with Gemma’s fear of storms very well. I can’t recommend her highly enough! Spoil your fur baby and let them stay with Laura!”

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David
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
• 224 reviews
72 repeat clients
18 years of experience
Moseley, VA, 23120

“Great sitter, our dogs love their whole family! Sent lots of photos and kept us updated on how they were doing. Pets treated like part of the family. We will definitely use them again!”

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Madi M.
Sitter Profile Image: Cassandre S.
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Cassandre S.
from
$40
per night
5.0 out of 5 stars
• 327 reviews
73 repeat clients
30 years of experience
Midlothian, VA, 23114

“Awesome care. Relaxed happy dog on pick up. I can tell no anxiety for our golden which has been a problem for other dog care solutions we have tried. Its her home away from home really.”

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Mike & Jennifer O.
Sitter Profile Image: Sheri J.
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Sheri J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 101 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: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 56 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Mich was awesome! Our dog felt welcomed and comfortable during her stay. Mich’s dog, Milo, was a good companion/ host. Great back yard. Mich sent pictures and regular updates. Couldn’t have asked for a better experience.”

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

“Can’t say it enough, Matt is great! I had to make a last minute change to Sawyer’s stay. Matt worked it out and made the process seamless and stress-free. Highly recommended!”

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Roy D.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
20 years of experience
Chester, VA, 23831

“Amanda was amazing. Couldn’t ask for better person to leave our little Scarlet with. Scarlet didn’t want to eat so Amanda shared her dinner with her. Scarlet got lonely at night so Amanda slept beside her on the couch. She treated Scarlet like part of the family. Will definitely use her every time we get away.”

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Tammy C.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
25 years of experience
North Chesterfield, VA, 23237

“Kendra was amazing with Tinkerbell. She kept us updated each day which put our mind at ease with this being our first time using Rover. The pictures where the best as we could see in real time how well she was being cared for. Thank you Kendra!”

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Tracy T.
Sitter Profile Image: Jesse D.
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Jesse D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 73 reviews
19 repeat clients
32 years of experience
Henrico, VA, 23228

“Jesse was communicative and seemed very experienced and helped our nervous guy settle in. We so appreciate his attention to Cooper - he came home TIRED!”

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Emma O.
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
• 60 reviews
25 repeat clients
41 years of experience
Henrico, VA, 23229

“When I pull up to their house, My dog makes joyful sounds, jumping with joy & excitement because she loves to hang out with Pam, Paul & Marlowe. She’s very happy there.”

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Patricia V.
Sitter Profile Image: Jennifer A.
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Jennifer A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 102 reviews
39 repeat clients
20 years of experience
Richmond, VA, 23233

“Jennifer is awesome. We have a German short-haired pointer, and he is very high energy and is a handful. But Jennifer does so well with him and Kennon has grown close with her (and perhaps claimed her house as his). Going to keep using Jennifer. Whenever taking trips I have no worries that our pup is in good hands.”

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Todd L.
Sitter Profile Image: Doris C.
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Doris C.
from
$40
per night
4.7 out of 5 stars
• 15 reviews
5 repeat clients
3 years of experience
Bon Air, VA, 23235

“Doris was absolutely amazing! She took such great care of my fur baby, and it was clear he adored her. She is kind, attentive, thorough, and very professional. She kept me updated throughout my time away, which gave me so much peace of mind. I will definitely be booking with her again and highly recommend her to anyone looking for a reliable and caring sitter.”

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Cayla B.
Sitter Profile Image: Marvin T.
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Marvin T.
from
$50
per night
4.8 out of 5 stars
• 22 reviews
13 repeat clients
20 years of experience
Midlothian, VA, 23112

“Marvin responded very quickly for a last minute request and was able to take care of my bully. He was communicative sent great pictures and gave him great walks. My guy came home happy. It was assuring to know he was still taken care of. 10/10 highly recommend”

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Kitti B.
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

“Im so glad my little guy got to stay with Emily and her daughter! He came home happy and healthy, and Emily sent some photos and updates while we were away. Great and quick to communicate! Highly recommend.”

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Jennifer B.
Sitter Profile Image: Amanda E.
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Amanda E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 40 reviews
27 repeat clients
17 years of experience
The Museum District, Richmond, VA, 23221

“Amanda was great! My pup had so much fun. So much to the point I didn’t think she wanted to leave. :) Amanda has a lot of experience with dogs because she has two rescues. I really trusted her and I wouldn’t hesitate to leave my baby with Amanda again.”

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Erika G.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

“Aaren and Jordon were wonderful. Our dog truly enjoyed being there. They took fabulous care of her. We will definitely rebook when possible. They are a terrific couple.”

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

“My two pups have a wonderful time. Andreea sent me video and stills. They ran around her spacious garden. She treated them like family. She is a wonderful pup sitter. Who has a loving heart for animals.”

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Yvette R.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
14 years of experience
Swansboro West, Richmond, VA, 23224

“Amelia was wonderful! She was able to accommodate a short notice booking and took great care of my baby, Coconut! Communication was easy, and I felt comfortable knowing Coconut was in good hands.”

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Shannon S.
Sitter Profile Image: Jeffrey & Aramae H.
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Jeffrey & Aramae H.
from
$33
per night
5.0 out of 5 stars
• 109 reviews
26 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

“I am thrilled to give Jeff a 5-star review for taking care of my furry baby, Happy! Jeff went above and beyond to ensure Happy's happiness and well-being. He sent regular updates, which put my mind at ease, and showed genuine care and compassion for my pet. I'm so grateful to have found Jeff and would highly recommend him to anyone looking for a trustworthy and reliable pet sitter. Thank you, Jeff, for giving Happy the love and attention he deserves!”

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Bharath S.
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  • 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 - Holly Hills

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FAQs for Dog Boarding - Holly Hills

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 Holly Hills 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 Holly Hills.

Tip: 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 Holly Hills 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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