Dog Boarding Upshaw

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Upshaw, 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: Jennifer B.
Verified Background Check
Jennifer B.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 136 reviews
65 repeat clients
15 years of experience
Aylett, VA, 23009

“Jennifer was so accommodating and quick to respond. She took great care of our pup and we are so thankful we found her. We highly recommend her!”

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Zoe W.
Sitter Profile Image: Ciara W.
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Ciara W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 79 reviews
26 repeat clients
10 years of experience
New Kent, VA, 23124

“Excellent! Ciara is a great communicator and sent photo updates regularly. Our pups were clearly having a great time away from home. Highly recommend and will definitely be booking with her again!”

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Cailla D.
Sitter Profile Image: Peyton & Daved T.
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Peyton & Daved T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 169 reviews
91 repeat clients
50 years of experience
Mechanicsville, VA, 23111

“Peyton was great with communication and pictures. She responded every time I asked her a question. Peyton’s family assists with the dogs as well and they were wonderfully friendly and provided feedback about how my dog did during his stay. My dog got the right amount of play and cuddle time. The yard is huge for the dogs to run and play. I felt like my dog was safe and well loved while we were away. I’ve already booked another week with this lovely family.”

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Christy O.
Sitter Profile Image: Jay B.
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Jay B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 323 reviews
104 repeat clients
30 years of experience
Henrico, VA, 23231

“Jay was truly amazing! My puppy is only 3 months, so I was really nervous about leaving him with a stranger. To my surprise, Jordan did very well while my family and I were away. Jay did so well with my boy that I have ceased his puppy training with a reputable pet store because he's mastered the skills with Jay.”

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Kenyata H.
Sitter Profile Image: Jonathan P.
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Jonathan P.
from
$40
per night
5.0 out of 5 stars
• 120 reviews
36 repeat clients
10 years of experience
Henrico, VA, 23231

“Highly recommend Jonathan. Excellent service, He really made sure Trixie had a lovely time, cuddles, update photos. Home from home. So happy to have found a lovely family, knowing she will be well looked after while I am away for work.🐾😍”

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Imani R.
Sitter Profile Image: Susan V.
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Susan V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 93 reviews
45 repeat clients
20 years of experience
Glen Allen, VA, 23060

“Susan and Josh were wonderful with our Lab, Abby! They were very responsive throughout the booking process and during Abby’s stay with their family. We received many photos and they quickly answered messages. They have a secure yard, a clean home and cared very well for Abby. I will definitely book with them in the future.”

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Claudia G.
Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 314 reviews
117 repeat clients
20 years of experience
Richmond, VA, 23228

“Amy did a wonderful job watching Annie and kept me updated with adorable photos and daily messages. Annie was well cared for and we will definitely use Amy again!”

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Karen C.
Sitter Profile Image: Nicole B.
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Nicole B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
50 repeat clients
15 years of experience
North Highland Park, Richmond, VA, 23222

“This is my second time using Nicole for boarding my golden retriever. Her home is well equipped for dogs and she takes great care of them. Timely communicator and I would recommend!”

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Grayson C.
Sitter Profile Image: Shanisse P.
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Shanisse P.
from
$40
per night
4.9 out of 5 stars
• 22 reviews
10 repeat clients
10 years of experience
Glen Allen, VA, 23060

“Sharisse and her family were great hosts!! Mateo felt comfortable from the moment he got there!! She sent photos and videos of him playing, walking and having fun. We will definitely rebook. Thank you for taking such good care of him while I enjoyed my vacation.”

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

“I felt very good about leaving my dog with Amanda. I was gone almost a whole week but because of all the pictures and texts it didn’t seem that long. Amanda will definitely be my go to sitter the next time I need one.”

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Colleen M.
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
32 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: susan b.
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susan b.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
mechanicsville, VA, 23111

“Susan is not only a wonderful sitter, she loves pets like as if they were her own! Susan has been sitting my 2 long haired cats since March when I had an unexpected death in the family. I could not find anyone to sit for my 2 cats with such short notice, I was in a pinch. Susan came to my rescue and responded quickly! I'm till this day very grateful to her! When I came back from my trip and picked my cats up from her, I had a hard time getting them back in their carrier! They didn't want to leave! I was so happy that my cats felt comfortable with Susan. I didn't mind them not wanting to leave and giving me a run around her house for half an hour trying to get them in their carrier. Susan is loving, caring and very knowledgeable about cats and she has given me pointers on challenges I have had with my cats, so she is not just a person that watches your pets. I'm very happy I found Susan, she is wonderful and my cats love her! I highly recommend her services!”

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Diosa R.
Sitter Profile Image: Grace B.
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Grace B.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Highland Springs, VA, 23075

“Grace was flexible, provided a great space and communication for our pups. They had a great time and hope to be back again!”

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Carrie F.
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
• 22 reviews
9 repeat clients
10 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Newman was so happy in the pics that were sent during his stay. Le’Quitta and her crew spoiled him and took great care of him. Definitely will rebook and use her again!”

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Nikki P.
Sitter Profile Image: Shulamit & Samuel D.
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Shulamit & Samuel D.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
30 years of experience
Mechanicsville, VA, 23111

“Shulamit was an absolutely amazing dog sitter! She was extremely flexible, sent me picture updates, and taught me something new to use for Mia. Your pet is in good hands with this sitter!”

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Savanna S.
Sitter Profile Image: Victoria C.
Verified Background Check
Victoria C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
17 years of experience
New Kent, VA, 23124

“First time using Rover and Victoria set the bar high! Treated my two goldens as her own and kept in touch throughout. Definitely will use her again!”

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Colin M.
Sitter Profile Image: Jerimah H.
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Jerimah H.
from
$45
per night
4.6 out of 5 stars
• 9 reviews
5 years of experience
Richmond, VA, 23223

“I didn’t know I needed a fairy dog mama until I booked with Jerimah!!! SHE IS THE ABSOLUTE BEST!! From the initial inquiry until I picked up Bishop, she was great. She provided constant communication, sent photos, and even shared highlights of their time together. I have already stated raving about how great she is. 10 out of 10, I would definitely recommend!!!”

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Cary G.
Sitter Profile Image: Jennifer A.
Verified Enhanced Background Check
Jennifer A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 102 reviews
40 repeat clients
20 years of experience
Richmond, VA, 23233

“Daisy had an amazing stay with Jennifer, and I would highly recommend her as a sitter. She was kind, accommodating and took excellent care of my 4-legged child.”

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Karie A.
Sitter Profile Image: Alison H.
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Alison H.
from
$35
per night
10 years of experience
Henrico, VA, 23228

About: Animals have always been a big part of my life! I grew up in a home with three cats and regularly pet sat for dogs and cats. Today, I have an 80-pound dog and two cats of my own, so I understand the importance of finding a reliable, caring sitter who treats your pets like family. I have a flexible schedule and work from home on Wednesdays, Thursdays, and Fridays. I’m also home on the weekends and can arrange my schedule around your pet’s stay to provide plenty of supervision, companionship, and attention throughout the day. My home has a fenced in backyard where dogs can enjoy supervised outdoor time and play. I also have two cats who can be kept completely separate from visiting pets as needed. I’ll take the time to get to know your dog’s personality, routine, and individual needs to help them feel safe and comfortable in my care. Whether we’re going for walks, playing with favorite toys, spending time in the backyard, or simply relaxing together, I want your pup to feel right at home. I’ll carefully follow your instructions for feeding, exercise, and any special care needs, and I’ll send regular photo and video updates so you can see how your furry friend is doing while you’re away. My goal is to provide dependable, loving care that gives you peace of mind and makes your dog’s time away from you as happy and stress free as possible! I will plan my schedule around your pet’s stay so they aren’t left alone. We’ll have plenty of time for walks, playtime, attention, and cuddles, so your pet will get lots of company and care while you’re away! My home has a fenced-in backyard where dogs can enjoy supervised outdoor time and play. I have a friendly, pet-loving household with a dog of my own and two cats, who can be kept completely separate from visiting pets as needed. Your pet’s safety and comfort are my priorities. I’ll take the time to understand their personality, routines, and needs, and I’ll make sure any introductions to other dogs are handled carefully. I’m happy to follow your preferences for feeding, exercise, sleeping arrangements, and house rules so your pet feels comfortable in a new environment. I have a flexible schedule and can arrange to be home throughout your pet’s stay, providing plenty of supervision, playtime, attention, and affection. I’ll also keep you updated with photos and messages so you can relax knowing your pet is being well cared for!

Sitter Profile Image: Vanessa L.
Verified Enhanced Background Check
Vanessa L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 48 reviews
12 repeat clients
11 years of experience
Henrico, VA, 23233

“Vanessa was amazing and shared multiple daily videos and photos of our two dogs during their almost 5 day stay with her. We highly recommend Vanessa to anyone with dogsitting needs!!!”

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Jean B.
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The median cost per night for dog boarding in Upshaw is $45

Dog parents share their Rover experiences - Upshaw

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5.0 out of 5 stars

Jennifer really helped us out when we were in a bind when another sitter got sick and had to cancel within four hours of our departure!! She took great care of our dog and provided daily updates. We would certainly book with her again.

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Deb W.
Boarding
5.0 out of 5 stars

Jenn is wonderful. My dog was a member of the family. It was like being at Doggy Camp. She sent photos and kept me informed on Buddy and his stay. I will use her again and highly recommend her!

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Maureen D.
Boarding
5.0 out of 5 stars

Our dog had a great time. Jennifer is an expert on dog behavior. She handled our dogs separation anxiety perfectly. We will definitely ask her again!

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Jeanne H.
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 - Upshaw

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Upshaw average 11
repeat dog boarding clients

FAQs for Dog Boarding - Upshaw

Frequently asked questions about Rover

As of November 2026, there are 596 sitters on Rover offering Dog Boarding across Upshaw. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

96% of sitters in Upshaw can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Upshaw home-away-from-home, we recommend 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 Upshaw.

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.

Yes, you can find sitters who have experience with handling special pet needs in Upshaw. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Upshaw 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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