Dog Boarding Williamsburg

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Over 149
pet parents in Williamsburg have booked dog boarding

Williamsburg, 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: Rodney & Marissa O.
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Rodney & Marissa O.
from
$39
per night
5.0 out of 5 stars
• 449 reviews
230 repeat clients
10 years of experience
Randallstown, MD, 21133

“We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.”

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Danielle H.
Sitter Profile Image: Steven O.
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Steven O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 268 reviews
152 repeat clients
25 years of experience
Pikesville, MD, 21208

“Leaving my dog to someone I had just met once caused some consternation. However, with that first meeting I had a "meet and greet" with Steven and his own dog, which turned out just right. I dropped my cocker spaniel off with confidence. Steven sent me pictures and an update as to how my Gabby settled in. I was able to feel comfortable and able to attend a function without concern for Gabby. When I picked her up she was happy and had received wonderful care! I have returned to the area after being gone 23 months. I lost some contacts that I had. I feel enormously relieved that I have someone professional, reliable, and kind to leave Gabby with should I need to do so in the future. You will not be disappointed should you leave your trust in Steven, nor will your dog.”

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Blake or Kelly K.
Sitter Profile Image: Ky B.
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Ky B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 67 reviews
29 repeat clients
7 years of experience
Milford Mill, MD, 21244

“Kyasia was very accommodating due to our schedule of not necessarily knowing when we’re dropping off or picking up! I appreciate her communication and that she sent pics of the pups!”

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Stacey S.
Sitter Profile Image: Mila B.
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Mila B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 99 reviews
26 repeat clients
45 years of experience
Owings Mills, MD, 21117

“Mila took wonderful care of our dog Izzy! Izzy seemed very relaxed and right at home in Mila’s care. We highly recommend Mila if you’re looking for a dog sitter!”

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Jill D.
Sitter Profile Image: Chris C.
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Chris C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 46 reviews
15 repeat clients
15 years of experience
Owings Mills, MD, 21117

“Chris did an excellent job with my little Moon! She was so accommodating and responsive to all his needs and whims! Chris will be the first person I look for if I ever need a sitter for my dog again😊”

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Natalie B.
Sitter Profile Image: Casey M.
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Casey M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 50 reviews
11 repeat clients
6 years of experience
Lutherville, MD, 21093

“Marwa and Casey took great care of my boy! He was nervous at first being at a new place, and they helped him find his comfort spot on the back of the sofa, provided extra goodies into his meals to encourage eating, and provided excellent communication with me all along the way.”

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Leah S.
Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 165 reviews
77 repeat clients
15 years of experience
Inner Harbor, Ellicott City, MD, 21043

“Very nice, great rate, beautiful lovong space and dog park on theroof of their apartment. Sent lots of pics. Said my dog was great,even though j know sometimes.he can be a pain... book her!!!”

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Leonardo R.
Sitter Profile Image: De'Andre t.
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De'Andre t.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
8 years of experience
Hunting Ridge, Baltimore, MD, 21229

“Easy to communicate with!”

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Erin S.
Sitter Profile Image: Carla H.
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Carla H.
from
$44
per night
5.0 out of 5 stars
• 100 reviews
45 repeat clients
20 years of experience
Owings mills, MD, 21117

“Carla was an exceptional host for both my personal dog and family dog throughout our holiday. The daily updates, coupled with the natural and attentive care she provided, went above and beyond, offering more than just peace of mind. I am so grateful for her willingness to accommodate us during the holiday season and wholeheartedly recommend her services.”

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Jn C.
Sitter Profile Image: Keyona C.
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Keyona C.
from
$50
per night
5.0 out of 5 stars
• 37 reviews
16 repeat clients
43 years of experience
Owings Mills, MD, 21117

“Bella loves Keyona and vice versa!! She always keeps me updated with pictures and videos of Bella! Helps me keep my worries down about how she’s doing without me. Will definitely be rebooking for the 3rd time in October!”

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Jummy
Sitter Profile Image: Demetrius M.
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Demetrius M.
from
$44
per night
4.8 out of 5 stars
• 23 reviews
5 repeat clients
12 years of experience
West Baltimore, Baltimore, MD, 21230

“Demetrius was absolutely amazing with Myra! From the beginning, he communicated frequently and kept me updated throughout her stay with videos and regular check-ins, which gave me so much peace of mind. Myra is a senior dog and requires a little extra patience and care, and Demetrius was incredibly patient, attentive, and understanding with her. I could tell she was comfortable and well cared for, and I truly appreciated the level of attention he gave her. I would absolutely trust Demetrius with Myra again and will definitely be booking with him in the future. I highly recommend him, especially if you have a senior dog who may need a little extra TLC. He’s amazing!”

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Rasheedah M.
Sitter Profile Image: Angel B.
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Angel B.
from
$33
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
13 years of experience
Cheswolde Area, Baltimore, MD, 21209

About: 13 years of caring for animals has taught me that every pet has their own personality, routine, and needs. I’ve cared for dogs of different sizes, ages, and temperaments and understand how important it is to make them feel safe, loved, and comfortable while their owners are away. I’m patient, attentive, playful, and dependable, and I treat every pet like they’re part of my own family. I’m also happy to follow your pet’s normal feeding, walking, medication, potty, and bedtime routines so they experience as little disruption as possible. I’m available for pet care Monday through Thursday from 5:00–6:30 AM and 6:00PM–10:00 PM, with full-day availability Friday through Sunday. I work close to home, so pets staying with me can receive a lunch-break check-in during my workdays. I’m happy to accommodate your pet’s routine and provide dependable, loving care. Your pet’s safety and comfort always come first. I take the time to learn your pet’s routine, personality, likes, dislikes, and any special instructions before providing care. I’m attentive during walks and visits, keep pets supervised, and follow your instructions carefully. I’ll also provide updates and photos so you never have to wonder how your fur baby is doing. My goal is for you to feel completely comfortable knowing your pet is in caring, responsible hands.

Sitter Profile Image: Alonni M.
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Alonni M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 124 reviews
36 repeat clients
6 years of experience
Ellicott City, MD, 21043

“I knew the minute we walked in Missy was in the right place! Thank you so much for taking such great care of her for the night. She slept like a baby after we picked her. And the pictures from your walk our perfect. Thanks again and we will definitely be booking again!”

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Danielle K.
Sitter Profile Image: Lisa Y.
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Lisa Y.
from
$39
per night
5.0 out of 5 stars
• 93 reviews
73 repeat clients
30 years of experience
Upper Northwood, Baltimore, MD, 21239

“Lisa was wonderful!! She was very nice, professional, and responsive. This was my first time using Rover and she made my experience seamless.”

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Gordean S.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
43 repeat clients
30 years of experience
Parkville, MD, 21234

“We were extremely happy with our dog’s stay with Melissa! She is incredibly responsible, always responds quickly, and is exceptionally reliable. We felt completely at ease knowing our dog was in her care. We will absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring dog sitter.”

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Natalia L.
Sitter Profile Image: Shannon R.
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Shannon R.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 774 reviews
222 repeat clients
32 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

“Fantastic!! Shannon watched my one year old very anxious puppy, Luna. I was very nervous Luna wouldn’t settle, but Shannon took the time to allow Luna to open up to her. Within 30 minutes of dropping Luna off I had picture updates and text updates! She continued with many pictures and messages to keep me in the loop of how Lunas day was going. Shannon was so sweet and kind, relieving any nerves I had. She was able to work with my nervous pup and keep her happy! I was so grateful for Shannon’s patience and expert care. She also administered eye drops to my pup who has some eye problems. I felt completely at easy knowing Shannon was diligently watching over my pup. I plan to use Shannon again and again anytime I’m out of time!”

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Kate D.
Sitter Profile Image: Karla R.
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Karla R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 63 reviews
16 repeat clients
30 years of experience
Riverside, Baltimore, MD, 21230

“Highly recommend Karla! Dodger was right at home! We loved Karla’s updates and photos, showing him having fun on neighborhood walks, eating his meal, and snuggling. Karla asked so many helpful questions to make sure that Dodger and she had everything they needed.”

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Molly P.
Sitter Profile Image: Micah & Elline W.
Verified Enhanced Background Check
Micah & Elline W.
from
$28
per night
3 years of experience
Woodlawn, MD, 21244

About: As a couple, we share a genuine love for animals and believe every pup deserves to feel safe, loved, and a little spoiled! We’ve raised our two Cavaliers from puppyhood, so caring for dogs is a big part of our everyday lives. From keeping up with their routines to making sure they are happy, comfortable, safe, and loved, we treat our pups like family (and definitely love to spoil them!). Micah grew up with a family dog, and Elline developed her love for animals living at her grandma’s house from the age of 15, where she was surrounded by dogs, cats, chickens, and pigs. These experiences helped nurture our appreciation for animals and their unique personalities and needs. As a stay-at-home dog mom, Elline is home throughout the day, so your pup will have plenty of company and attentive care! Elline is a homebody, when she does go out, it’s usually just for a short time, helping keep your pup’s time alone to a minimum. A Dedicated, Intentional, and Loving Home for Your Pup 🐾 Small, Personalized Care - We welcome a maximum of 2 guest dogs under 30 lbs at a time to provide individual attention and create a comfortable, well-matched playgroup where everyone can play safely and comfortably. - A meet-and-greet is required before booking so we can get to know your pup and see how they interact with our two Cavaliers. Most importantly, we want to ensure everyone feels comfortable, avoids unnecessary stress, and genuinely enjoys their stay! 🏡 A Safe & Comfortable Space - Fully fenced yard with supervised outdoor time. - Baby gates to create separate spaces for feeding, resting, or taking a break. - All dogs are fed separately to ensure calm, comfortable mealtimes. 🐶 Routine & Attention - We believe dogs thrive on routine, so we do our best to keep your pup’s usual schedule for meals, potty breaks, exercise, and playtime as consistent as possible. - Elline is home throughout the day and has a flexible schedule to accommodate your pup’s needs. - If Elline needs to step out, guest pups must be comfortable resting in a crate for their safety. We strive to provide attentive, personalized care in a loving home where your furry family member feels secure, comfortable, and right at home! ❤️

Sitter Profile Image: Meagan C.
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Meagan C.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 47 reviews
22 repeat clients
9 years of experience
Highlandtown, Baltimore, MD, 21224

“This was Faye’s first pet sitting experience that wasn’t with a family member, and she has separation anxiety, so I was nervous about how she would do. However, after our initial communications and meet and greet, we felt very confident in leaving Faye with Meagan. Meagan was very easy to communicate with and sent some great pictures! Faye also got along very well with her dogs. I would highly recommend!!!”

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Monica H.
Sitter Profile Image: Susan W.
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Susan W.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 47 reviews
10 repeat clients
17 years of experience
Ellicott City, MD, 21043

“Susan provided wonderful care of our dog, Zim, while we were on vacation. He spent more than a week with her and we were given daily updates/pictures, which were very much appreciated. Zim was walked twice/day and Susan played fetch with him. She is a very responsible sitter; we would definitely book with her again and we highly recommend her to other pet owners!”

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Joanne W.
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The median cost per night for dog boarding in Williamsburg is $50

Dog parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Kassandra proved to be the best sitter we've encountered in the years we have been using Rover's services. She goes out of her way to make your pet really feel special and part of her family. Our pet is looking forward to his next stay with and her family who's partnership works well in creating the perfect environment. She keeps you fully up to date with what's going on with your pet.

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Ken W.
Boarding
5.0 out of 5 stars

Steven was great! It was my first time leaving my 75lb GSDmix with anyone, and Steven made me feel like she was in good hands. I highly recommend Steven to watch your pup…I’ll definitely be using him again. Five stars!

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Fred C.
Boarding
5.0 out of 5 stars

Leah & Shawn took good care of our dog when we went out of town. I recommend booking with them if you want peace of mind that your furry friend will be taken good care of. This is my second time booking them and I will rebook the next time I go out of town.

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Nicholas M.
Boarding
5.0 out of 5 stars

Cheryl was incredibly responsive, took a last-minute request, and saved my pup from a bad boarding situation. She was able to pick him up and give him a nice, caring home. Sending daily updates significantly reduced mine and also my dog's stress. He is very anxious and typically is very afraid of new places and people, but it was obvious from the updates I was getting from Cheryl that he felt right at home. Could not recommend her enough. Fantastic, all-around amazing, and saved my dog's life.

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Chris
Boarding
5.0 out of 5 stars

Carolina was great with Rocco, she gave plenty of updates and photos. I would highly recommend Carolina to dog sit to anyone!!

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Tre H.
Boarding
5.0 out of 5 stars

We recently had our dog board with Dimitri for about 5 days. This was our first time with Dimitri and we were very happy. We felt confident that he could manage our dog, who is on the larger side (60 lbs), very strong, and prey driven. He was very responsive to my texts and sent me lots of pictures. He even gave our dog a bath, when he found a tick on another dog in his care. We would definitely board with him again!

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Linda B.
Boarding
5.0 out of 5 stars

She is totally AWESOME, took geat care of my dog. Sent pictures of him to me twice a day, and made sure he took his heart meds

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John L.
Boarding
5.0 out of 5 stars

Tahjae is very friendly and accommodating. Marmaduke seemed to enjoy herself. We would definitely book again.

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Eboni H.
Boarding
5.0 out of 5 stars

Kierra is super sweet ! She kept us informed throughout Beau’s stay. I felt she was organized and addressed our old guy’s needs. I would definitely allow her to care for Beau again. Thank you.

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Bleubelle M.
Boarding
5.0 out of 5 stars

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

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J D.
Boarding
5.0 out of 5 stars

The best communication was amazing, updates and pictures the whole time. My dogs came back happy and healthy.

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Jennifer C.
Boarding
5.0 out of 5 stars

Amaya did a great job caring for my fur baby BB while I was away for 11 nights on a mission trip to Africa. She accepted BB even though she had less than a week's notice. She did send pictures and a video of how BB was adjusting to her home, family, & their fur baby but because I did not have International calling ability & the Rover phone number provided is not set up to receive Google video calls or WhatsApp text. So, I had to wait until I returned home to get the updates. Amaya gave me a report on BB when I returned. Her home & the grounds are perfect for BB. I would certainly consider Amaya if I needed services for BB again.

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Julia M.
Boarding
5.0 out of 5 stars

Aaron was great. He communicated with me the entire time and sent plenty of pics! Dallas enjoyed his stay and came back as happy as can be!

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Kerrier M.
Boarding
5.0 out of 5 stars

Our dog Bax loved hanging out with Anita! I think he missed her when we left. Anita did an amazing job with communicating on when she walked our dog and how he was doing. She also sent random pictures of him just to send which was really nice. I would definitely book again!!

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Jimaiya H.
Boarding
5.0 out of 5 stars

Ruth and her family are outstanding. Our dog is always happy, clean, and well fed when we pick him up. He is loved, exercised, and played with. Ruth communicates his daily events and responds quickly to texts. Grade A+ 100% satisfied!

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Zoe M.
Boarding
5.0 out of 5 stars

Awesome care taker, updates lets you know how your dog is doing, very communicative, 10/10 would recommend!

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Franklin A.
Boarding
5.0 out of 5 stars

What can I say? She kept me updated on his daily activities, and when my dog came back, there wasn’t any drastic change in his behavior. Definitely be requesting her services in the future.

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Paul J.
Boarding
5.0 out of 5 stars

Melanie was great with our 2 year old corgi! He seemed to have had a lot of fun :) Melanie was also very patient with us with our delayed schedule.

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Rosa L.
Boarding
5.0 out of 5 stars

Samantha was totally awesome! She was great with Ozzie, who, at the last minute had an eye issue and needed meds for it. Samantha is so easy going and accommodaing! I would highly recommend her for sitting!

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Harriet W.
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 - Williamsburg

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Williamsburg average 12
repeat dog boarding clients

FAQs for Dog Boarding - Williamsburg

Frequently asked questions about Rover

The average cost of Dog Boarding in Williamsburg is $50 per night as of November 2026. Most bookings cost between $37 and $61 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 3,356 sitters on Rover offering Dog Boarding across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

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.

94% of sitters in Williamsburg 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 Williamsburg 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 Williamsburg.

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 Williamsburg 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 MD 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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