Dog Boarding Williamsburg

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Over 458
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: Mayara L.
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Mayara L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 299 reviews
72 repeat clients
10 years of experience
Orlando, FL, 32821

“Mayara was welcoming, pleasant, and professional. She appeared to be experienced in taking care of pets, and Molly seemed comfortable around her. After spending 4 nights will Mayara, Molly showed no signs of distress and has been her normal self since she came home. That's testimony to how well she was cared for. I would not hesitate to board Molly with Mayara in the future.”

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Lee G.
Sitter Profile Image: Marti B.
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Marti B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 56 reviews
19 repeat clients
25 years of experience
Orlando, FL, 32837

“Marti was the most communicative, responsive, and caring sitter! She sent us daily pictures of our pup and kept us informed the whole time we were away. She is definitely our favorite person for our furbaby! Thank you Marti!!!”

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Celena N.
Sitter Profile Image: Zachary P.
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Zachary P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 178 reviews
67 repeat clients
7 years of experience
Orlando, FL, 32824

“Wow Zachary and his mom were absolutely amazing! I was worried because my dog is anxious but when I got him he was so happy and well taken care of. They sent me pictures, and were so supportive with his care. They went above and beyond 100% recommend one of the best sitters for my pet baby! They truly love pets and are professional care takers. Extremely grateful”

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Violet M.
Sitter Profile Image: Julia & Gary U.
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Julia & Gary U.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
20 years of experience
Orlando, FL, 32821

“Julia and Gary were incredible as always, and took amazing care of our boy while we were out of town. We got some great pictures from their time together!”

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Kathleen W.
Sitter Profile Image: Stella & Stella M.
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Stella & Stella M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 278 reviews
90 repeat clients
10 years of experience
Kissimmee, FL, 34741

“Once again I highly recommend these beautiful ladies. They always take care of my baby. Quick responses to questions. Sends pictures of her stay with them. Thank you for taking Shadow on such short notice.”

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Nancy B.
Sitter Profile Image: Maragarita M.
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Maragarita M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 2,115 reviews
503 repeat clients
20 years of experience
Kissimmee, FL, 34743

“She is amazing from start to finish. She really went above and beyond for me. I will definitely use her again in the future. My Lilo felt right at home.”

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Jonathan O.
Sitter Profile Image: Sthephanie S.
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Sthephanie S.
from
$29
per night
15 years of experience
Orlando, FL, 32819

About: I have had dogs my entire life, I currently have a 6 year old miniature poodle named Baymax who I rescued about 5 years ago. I love dogs of all shapes and sizes. I have taken care of my families and neighbors dogs for over a decade. Dogs have a special place in my heart and I want to be their home away from home while you are working or traveling. I work from home most days and I stay home most nights. I can take your dog for walks and they will spend most of the day indoor with me and Baymax. I have a balcony and my complex has a dog park. I can also take them to local parks. Its just me, my husband and my dog Baymax at home.

Sitter Profile Image: Michelle S.
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Michelle S.
from
$38
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
15 years of experience
Orlando, FL, 32806

“Michelle was great! She watched my dog last minute, she kept me updated on her and how she was doing, even gave her a bath (with permission). We will be using her again for future sitting. Thanks so much!”

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Rachael H.
Sitter Profile Image: Alanis & Justine H.
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Alanis & Justine H.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
16 years of experience
Kissimmee, FL, 34741

“Alanis was absolutely wonderful with Coco! She sent great updates, answered all of our questions quickly and was just incredibly kind to him. It was a real pleasure meeting her, and we’re so grateful to her for taking such good care of our boy. We'd recommend her to anyone! She will take good care of your pet!”

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Gilbert H.
Sitter Profile Image: Nathaniel R.
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Nathaniel R.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 28 reviews
3 repeat clients
20 years of experience
Orlando, FL, 32806

“Did a great job watching our senior cat while we were away at Disney World and did a phenomenal job. Excellent communication and star treatment for our older kitty. Super reliable and highly recommended!”

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Nick R.
Sitter Profile Image: Daijah B.
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Daijah B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 198 reviews
60 repeat clients
23 years of experience
Metro West, Orlando, FL, 32835

“Daijah was great! She provided update and photos everyday. I also felt very confident and reassured after our initial meet and greet that she'd be a perfect fit for our Maltipoo (Coco). We can always tell after a sitting if he felt stressed or comfortable during his stay and we know that he was very comfortable and enjoyed his time being with her. She was also very detailed and inquired of many important things prior to our drop off such as feeding schedule, medications, how many times we suggested for walks and etc. which was greatly appreciated. Needless to say, we definitely will be using Daijah again in the future. Thanks!!!”

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Mark I.
Sitter Profile Image: Leidy C.
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Leidy C.
from
$32
per night
2 years of experience
Florida Center North, Orlando, FL, 32839

About: I have 2 years of experience caring for pets, and I truly love spending time with them. I enjoy giving them attention, comfort, and lots of love. I care for every pet as if they were part of my own family. I have a flexible schedule and Can care for pets throughout the weekends and weekdays. Feel free to message me to coordínate the Best time for your pet. Your pet’s safety and comfort are my priority. I always make sure they feel secure, supervised, and cared for at all times. I follow your instructions closely, keep routines consistent and Pay attention to any special needs. You Can trust that I will treat your furry family member with respect and love.

Sitter Profile Image: Edith M.
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Edith M.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
3 years of experience
Kissimmee, FL, 34746

“All I have to say to the over protective moms out there is Edith and her sister was amazing!! Thay truly loved cinnamon and took care of her, Thay updated me with cinnamon that gave me so much comfort, definitely will be booking with her again for are next trip 🩷🥰”

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Sabrina Y.
Sitter Profile Image: Reakha P.
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Reakha P.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
20 years of experience
Orlando, FL, 32835

“Reakha and her daughter were WONDERFUL dog sitters! VERY quick response to my last minute request. A BEAUTIFUL, comfortable home and yard with a high fence. They have 2 very FRIENDLY dogs that ours enjoyed being around. We got multiple pics of our pup looking very HAPPY and relaxed. I care about my dog so much and I felt completely at ease and confident with them. Would HIGHLY recommend for dog sitter services in the Orlando area. Worth the commute no matter where you’re at!”

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Paulina M.
Sitter Profile Image: Jerry P.
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Jerry P.
from
$55
per night
5.0 out of 5 stars
• 644 reviews
318 repeat clients
15 years of experience
Windermere, FL, 34786

“Jerry is the best. Sent photos every day of our sweet dog and she looked really well loved! Will definitely book here again, thank you, Jerry!”

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Sarah B.
Sitter Profile Image: Jesse & Kelly D.
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Jesse & Kelly D.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 457 reviews
187 repeat clients
10 years of experience
Southport, Orlando, FL, 32827

“Jesse was amazing! She sent me multiple pictures a day where I could see my pup was happy and entertained as he spent everyday socializing with the other pups staying with her! She was very accommodating as far as pick up and drop off times. I am leaving my pup with her this weekend again and I know he is in good hands! Definitely recommend!”

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Valeria B.
Sitter Profile Image: Naya Patricia D.
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Naya Patricia D.
from
$59
per night
5.0 out of 5 stars
• 693 reviews
215 repeat clients
15 years of experience
Belle Isle, FL, 32809

“naya was amazing! i am overwhelming appreciative of her care and flexibility. i originally was only planning for our one dog to stay but then decided both and she accommodated both no problem. we also missed our flight home and she was able to watch them for an extra day for us which saved us so much stress!!!! we hate leaving our dogs and have never had to leave them with anyone besides family before so that was scary but she made sure there were no concerns. sent pictures and video updates daily, sent them home bathed and with a treat bag and i have no question they were in the best hands :) thank you naya! we will definitely use her again”

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Paige Z.
Sitter Profile Image: Mimi E.
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Mimi E.
from
$30
per night
4.8 out of 5 stars
• 63 reviews
23 repeat clients
5 years of experience
Winter garden, FL, 34787

“Mimi was so great! She sent updates and gave us reassurance that our pup was adjusting well. She goes above and beyond to make dogs and their owners feel at ease. Thanks, Mimi!”

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Alyssa W.
Sitter Profile Image: Cristian F.
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Cristian F.
from
$30
per night
4.2 out of 5 stars
• 8 reviews
10 years of experience
Orlando, FL, 32809

“Cristian was amazing with Izzy! First time using Rover and we got so lucky, he took the booking last minute. We really appreciated that he sent videos every time we asked. I do feel bad for Preppy Pet, as our go to will be Cristian.”

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Nisha T.
Sitter Profile Image: Jared C.
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Jared C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 72 reviews
26 repeat clients
10 years of experience
Winter Garden, FL, 34787

“This is our second time using Jared and what can I say except that he is exceptional. I love all the updates to what my two huskies are up to while under his care. He understands the energy of a husky and my girls love hanging out with his dogs. I would definitely hire again with full confidence that my girls are being well cared for”

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Mary R.
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The median cost per night for dog boarding in Williamsburg is $40

Dog parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Very nice and took great care of our 5 month old Pomeranian! Kept us updated and replied super fast if we ever had questions or if we were checking in on the puppy. I would use her services again and again if we lived in the area! 100/10 GREAT!

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Kendra P.
Boarding
5.0 out of 5 stars

I had such a great experience with Alexandra! She was so sweet and took wonderful care of my pup. He clearly had the best time with her, and she even let him bring home his new favorite toy from his stay, which was such a thoughtful gesture! You can tell Alexandra genuinely loves and cares for the dogs she watches. I really appreciated how kind and caring she was, and I would absolutely book with her again!

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Ali C.
Boarding
5.0 out of 5 stars

Sarah is amazing, my babies loved her and they were treated just like they are treated at home! 10 Stars Sarah!!!

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Erika R.
Boarding
5.0 out of 5 stars

I can't say enough good things about Renna and how well she took care of our boy, Beau. She was such a great communicator, she gave us frequent updates on how he was doing and what activities they did for the day. She even went the extra mile and celebrated his birthday with him since we were not able to be with him to celebrate. She made our vacation so easy and stress free knowing that Beau was in good hands. I definitely will book with her again!

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Natalya L.
Boarding
5.0 out of 5 stars

Shannon accepted a last minute Rover request when we needed someone to watch our 2 year old havanese for the day when we went to Universal. She was flexible, a great communicator and we could tell he was in good hands. Benny had a great time at camp Shannon, thank you again!!

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Rachel N.
Boarding
5.0 out of 5 stars

I am extremely picky about who I trust with my puppy, Raya, so leaving her for a full week was a big step for me. But from day one, she was in the absolute best hands! I received multiple photo and video updates throughout every single day, which gave me complete peace of mind while I was away. It was clear Raya was happy, safe, and treated like family. I will definitely be using their services again and cannot recommend them highly enough!

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Bouquet K.
Boarding
5.0 out of 5 stars

Charity is amazing with my pomeranian! She is very attentive, sends lots of pictures, and takes great care of him. We will always use Charity moving forward when we need to go out of town. Thank you Charity!

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J.R. W.
Boarding
5.0 out of 5 stars

We happened to book Sandra for a last minute family trip. A little nervous not meeting before, but Sandra was very sweet and friendly. Her home is clean and neat and she was prepared to welcome our fur baby in. She was attentive to all information we provided and was great about sending regular updates with relevant info . Highly recommend and will plan to book her again when in the area.

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Sage B.
Boarding
5.0 out of 5 stars

Kymry, thank you so much for taking great care of Noel! I hope you get a little break and enjoy your cruise!!

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Saeko M.
Boarding
5.0 out of 5 stars

We love Tatiana! She takes such good care of my pups and they are always so happy to go see her!! Thank you again!! :)

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Robin A.
Boarding
5.0 out of 5 stars

Our eleven year old terrier/shih-tzu mix had not been boarded since she was a year old, having stayed with family or friends during our past trips. Marti was a life saver and played a huge part in our ability to relax on our vacation. Ms. Marti is on the ball with communication. When we checked in on Izzie to see how they were doing, she responded immediately and often provided pictures. After two days, Izzie was giving nose kisses to Marti and by day 3 slept next to Marti on the sofa. Marti is so warm and personable, and she communicated ahead of time the plans she had in advance, letting us know when she'd be out and where Izzie would be- which of course was absolutely fine. The majority of the time she was at home. She kept us abreast of when they walked and how Izzie was doing overall, as well as her food intake and "peas and carrots." She understands dogs and has lots of experience, providing a warm and safe home away from home for your fur baby. We will book again if we are ever in the central Florida area for vacation. Thank you, Marti!!!

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Brian W.
Boarding
5.0 out of 5 stars

I can’t say enough wonderful things about the care my little 11-pound Chihuahua received! He may be tiny, but he has a mighty personality and can be a bit particular about people. From the moment we met, I knew he was in great hands. She treated him as if he were her own, giving him so much love, attention, and patience while I was away. It was obvious that she truly cares about the pets she watches, and that gave me complete peace of mind. I came home to a happy, relaxed pup, which says everything. She was an absolute sensational dog mom, and I couldn’t have asked for anyone better to care for my little guy. I would recommend her without hesitation and will definitely be booking with her again. Thank you for loving my mighty Chihuahua as much as I do!

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Stacy W.
Boarding
5.0 out of 5 stars

Our Bruno was very well cared for with Michael and Rinrada. He loved playing and snuggling with them. It was our first time leaving him and they were so communicative to send me frequent updates, pictures and videos. Bruno was so comfortable with them and their dog Blaise. We would definitely leave him with them again.

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Rachel C.
Boarding
5.0 out of 5 stars

Karin was great! I booked the same day and she was exceptionally responsive. Loved the pics she sent during my dogs stay. I would recommend Karin to anyone needing care in the Disney Springs area.

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Greg A.
Boarding
5.0 out of 5 stars

Richard takes good care of my dog. He sent picture and updates everyday, Yo Yo seems to be very happy with Richard’s care. Thank you.

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Taffy Y.
Boarding
5.0 out of 5 stars

Juanita watched our senior Frenchie for a week. She was a great communicator, and we got daily photos of our girl during her stay. It was a perfect experience!

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Krista G.
Boarding
5.0 out of 5 stars

Ana has been great with our goldendoodle. He’s always so happy to see her and her daughter. We know that he’s in good hands and are comfortable with leaving him with her. She is responsive and always sends photos and videos. We willl trust Ana again.

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Danette D.
Boarding
5.0 out of 5 stars

This was our first time using a pet sitter for Roxy. Andrea immediately put our mind at ease. She and her adorable fur baby took great care of Roxy. We enjoyed seeing photos of their little adventures.

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Natalia B.
Boarding
5.0 out of 5 stars

Carlos and his wife are delightful! We enjoyed meeting them, and so did Mandy, our dog. They sent videos and pictures to us to let us know how she was doing. I could tell by the pictures she was very happy. When we picked her up she wagged her tail but was in no hurry to leave. I highly recommend Carlos!!

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Jeannie F.
Boarding
5.0 out of 5 stars

Brianna was wonderful with our pets! We would definitely use her again! Loved that our pups were the only ones. She was wonderful to work with and flexible!

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Lauren S.
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 13
repeat dog boarding clients

FAQs for Dog Boarding - Williamsburg

Frequently asked questions about Rover

The average cost of Dog Boarding in Williamsburg is $40 per night as of November 2026. Most bookings cost between $27 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 2,640 sitters on Rover offering Dog Boarding across Williamsburg. 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.

95% 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.

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

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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 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 FL 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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