Dog Boarding Osborn Landing

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 1
pet parents in Osborn Landing have booked dog boarding

Osborn Landing, 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.

1 / 1
Sitter Profile Image: Ciara W.
Verified Enhanced Background Check
Ciara W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 79 reviews
27 repeat clients
10 years of experience
New Kent, VA, 23124

“Ciara was wonderful, very kind and patient with our crazy little doggie!! I’m sooo incredibly thankful that she was willing to take care of our doggie, even though she was a bit high maintenance. Wonderful dog loving person with a big heart and kind family. I would recommend her services.”

Profile image
Valerie C.
Sitter Profile Image: Savannah H.
Verified Enhanced Background Check
Savannah H.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
20 years of experience
Toano, VA, 23168

“We can’t say enough about Savannah. She was an absolute godsend for our family. After driving for almost 8 hours and arriving at our hotel at 9 PM on a Friday evening, we found out that their pet friendly policy only applied to dogs. That was a major issue for us since we had brought our dog and our cat with us, sending us into an absolute panic. We sent a message to Savannah and not only did she respond immediately, but she brought us out of our panic by telling us to head right over with our sweet girl. During her time watching our Kitterz, she sent us pictures and updates daily, which let us know we left her in good hands. Going above and beyond, she invited us to visit during our vacation since she knew we were missing our girl. We wish there were more than 5 stars to rate her because she was incredible!”

Profile image
Patricia O.
Sitter Profile Image: Teona & Louelyn M.
Verified Enhanced Background Check
Teona & Louelyn M.
from
$50
per night
5.0 out of 5 stars
• 213 reviews
64 repeat clients
17 years of experience
Williamsburg, VA, 23188

“We are overjoyed by our experience with this Rover. It was the first time we had ever left mom’s Chinese Crested with anyone since we brought her home 1-15-21 after mom’s funeral. We have taken her everywhere with us including to Gulf Shores Alabama. We were traveling with a long ferry ride this time and we couldn’t take her. We were updated with text, photos and videos that kept us from worrying about her. She looked very happy and we could concentrate on getting things done and getting back home. When we picked her up we were assured that she always has a safe and familiar place to stay if we needed to bring her back again. We couldn’t be happier with her weekend stay.”

Profile image
Mark P.
Sitter Profile Image: Stephanie M.
Verified Background Check
Stephanie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 227 reviews
94 repeat clients
20 years of experience
Williamsburg, VA, 23188

“This was my wife and I's first time using Rover, so naturally there was a bit of hesitation when it came to leaving our 6 month old Beagle with someone we did not know. HOWEVER, we felt completely comfortable leaving our pup with Stephanie. First off, we decided to use Rover the night before we needed someone to watch our dog, and Stephanie responded to us promptly making it a breeze to schedule care for Charlie. She was very thorough in making sure she knew everything about him- his eating schedule, walking schedule, bathroom schedule, and even wanted to know where we kept him in his crate at night so she could help him feel close to home as possible. All in all, we are happy we chose Stephanie to watch our dog, and we will gladly choose her again in the future.”

Profile image
Jason L.
Sitter Profile Image: Ryan & Stephanie A.
Verified Enhanced Background Check
Ryan & Stephanie A.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
20 years of experience
Toano, VA, 23168

“Ryan and Stephanie kept me updated daily on Muppet’s visit and how she was doing. She was getting a lot of attention and loved every minute of it. We were a little late picking her up, but Ryan and Stephanie were understanding. When I picked her up, she was very content and happy and did not seem to have any stress whatsoever.”

Profile image
Karen M.
Sitter Profile Image: Allison M.
Verified Enhanced Background Check
Allison M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 41 reviews
14 repeat clients
15 years of experience
Quinton, VA, 23141

“We used Allison for the first time for a in-home boarding stay. Our dog was safe, well cared for, and we appreciated knowing she was in a home environment rather than a traditional kennel.”

Profile image
Melissa C.
Sitter Profile Image: Lauren N.
Verified Enhanced Background Check
Lauren N.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
19 years of experience
NORTH PRINCE GEORGE, VA, 23860

“Lauren was amazing, great communication and took amazing care of our Ela! She sent lots of pictures and kept us updated! Would definitely book with Lauren again, Thank you!”

Profile image
Tylynn E.
Sitter Profile Image: Matt M.
Verified Enhanced Background Check
Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 299 reviews
96 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Matt was a wonderful host! Charlie has a blast during his stay and we enjoyed seeing all of the daily updates and photos of the fun he was having. He came home happy and tired! :-)”

Profile image
Nina S.
Sitter Profile Image: Crystal J.
Verified Enhanced Background Check
Crystal J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 65 reviews
16 repeat clients
15 years of experience
Newport News, VA, 23603

“Crystal was very patient and caring with Justice. She provided consistent updates throughout his stay and went out of her way to make sure he was comfortable boarding with her.”

Profile image
Tayla E.
Sitter Profile Image: Kendra B.
Verified Enhanced Background Check
Kendra B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 57 reviews
13 repeat clients
25 years of experience
North Chesterfield, VA, 23237

“I had fantastic experience with Kendra B. She sent thoughtful daily updates about my dog’s routine, kept up with his walks and playtime, and made sure he finished his food. When I picked him up, he was calm, relaxed, and clearly well cared for—she even took him on a car ride he loved! It was a pleasant stress free experience that gave me real peace of mind. If you’re looking for a true home-away-from-home, I highly recommend Kendra B, and I’ll definitely book with her again!”

Profile image
Sejal P.
Sitter Profile Image: Shay & Jake W.
Verified Enhanced Background Check
Shay & Jake W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 39 reviews
9 repeat clients
30 years of experience
Henrico, VA, 23231

“Shay and Jake took such great care of our puppies. As soon as we met them and their awesome kids, we knew that our boys would have a great time while we were out of town. They had plenty of playtime, outside walks, and cuddles with the whole family. The care and security they provided gave us a peace of mind that we have not had with some of our local dog kennels. We will definitely be repeat clients.”

Profile image
Lindsey T.
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check
Elizabeth B.
from
$26
per night
15 years of experience
Quinton, VA, 23141

About: Ive been taking care of animals since I was 10. I owned my own special needs dog for 17 years. I currently have my own little homestead that my two dogs love living on. I have puppy all the way through senior care training. I have vast experience administering medication, and many other forms of care. I look forward to loving your furry friend as if they were my own! I currently have a part time evening job as a bartender, mainly on the weekends. I am home daily throughout the week. I am able to be very flexible during week days to accommodate your pets needs. I have a fenced in back yard and two fur babies of my own to keep yours company, Waffle House (a 35 lb terrier mix) and Zoey (a 60 lb German shepherd mix). I have a 7 acre property great for exploring on leash and a private road neighborhood, perfect for walks.

Sitter Profile Image: Erin P.
Verified Enhanced Background Check
Erin P.
from
$38
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Saluda, VA, 23149

“Erin and the family were great. I needed a sitter for Lyla on short notice and fortunately they were available. The day I picked Lyla up, she slept most of the rest of the day. I took that as a sign that she had a fun time. I would book them again if I have another occasion.”

Profile image
Jennifer B.
Sitter Profile Image: Raye J.
Verified Background Check
Raye J.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 234 reviews
103 repeat clients
10 years of experience
Oakwood, Richmond, VA, 23223

“Raye is a wonderful person and was soooo caring and sweet with my shy girl. She gave her loads of snuggles and attention and sent multiple updates each day via photo and videos. So grateful to her!!!”

Profile image
Sarah W.
Sitter Profile Image: Ethel S.
Verified Enhanced Background Check
Ethel S.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
50 years of experience
Williamsburg, VA, 23188

“Ms. Ethel took great care of our mini Schnauzer, Muffin! He clearly loved his time with her. She asked detailed questions about his daily care, gave him healthy snacks, and kept us updated with his activities. Thank you again!”

Profile image
Carmen E.
Sitter Profile Image: Amanda & Adam B.
Verified Enhanced Background Check
Amanda & Adam B.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 88 reviews
32 repeat clients
17 years of experience
Chesterfield, VA, 23838

“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!”

Profile image
Kylie H.
Sitter Profile Image: Ross & Ava T.
Verified Enhanced Background Check
Ross & Ava T.
from
$39
per night
5.0 out of 5 stars
• 87 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“Alice came home from a long stay happy, relaxed, and waggy. Grateful to Ross and Ava for their thoughtful care, communication, flexibility, and laid back orientation. We (and by we, I do mean Alice…) will be back!”

Profile image
Zoe & David C.
Sitter Profile Image: Leidy C.
Verified Enhanced Background Check
Leidy C.
from
$35
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
5 years of experience
Colonial Heights, VA, 23834

“Leidy agreed to watch our German shepherd with a short notice and did an incredible job! Send frequent updates and pictures which we love! Very grateful he was in such good hands while we had to leave town!”

Profile image
Anna F.
Sitter Profile Image: Yadira M.
Verified Enhanced Background Check
Yadira M.
from
$60
per night
5.0 out of 5 stars
• 47 reviews
9 repeat clients
15 years of experience
Williamsburg, VA, 23188

“Yadira took wonderful care of our dog Rudy! He loved his play time outside and long walks. We really appreciated the pictures and updates on how he was doing.”

Profile image
Stacy K.
Sitter Profile Image: Deven & Tyreek C.
Verified Enhanced Background Check
Deven & Tyreek C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 33 reviews
17 repeat clients
15 years of experience
North Chestefield, VA, 23237

“We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!”

Profile image
Tenae W.
1 / 1
View more

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

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 - Osborn Landing

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Osborn Landing average 12
repeat dog boarding clients

FAQs for Dog Boarding - Osborn Landing

Frequently asked questions about Rover

The average cost of Dog Boarding in Osborn Landing is $36 per night as of November 2026. Most bookings cost between $36 and $36 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 677 sitters on Rover offering Dog Boarding across Osborn Landing. 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 Osborn Landing 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 Osborn Landing 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 Osborn Landing.

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 Osborn Landing. 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 Osborn Landing 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge