House Sitting Williamsburg

Find a loving house sitter to watch over your pets and your home.

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Over 146
pet parents in Williamsburg have booked house sitting

Williamsburg, Find top rated house sitting

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: Karen D.
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Karen D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
6 years of experience
Orlando, FL, 32819

Karen was fantastic. I think Sophie did not want me to come back from my trip because she got along with Karen so much. Karen was extremely responsible. She walked and played with Sophie all the time. She also took great care of my house!

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Sheldon M.
Sitter Profile Image: Kaley N.
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Kaley N.
from
$50
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
6 years of experience
Orlando, FL, 32837

Kaley was so good to my Murphy boy! Updated me throughout the day constantly with pictures, I love how I didn’t even have to ask for that. She stayed in my home with Murphy and had everything the way I left it when I got back home. Kaley will be my preferred pet sitter from now on!

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Laura R.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$120
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
3 years of experience
Orlando, FL, 32821

Kristina did a terrific job house sitting and caring for our 2 large dogs for 2 days over the Christmas break! We were so thankful to find her at this busy time. Charlie and Sandy loved her! Kristina had great attention to detail, sent lots of pictures frequently, and walked the dogs. When we returned home, everything was just as when we left, and the dogs were great! Kristina, thanks for your excellent help!!

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David J.
Sitter Profile Image: Nickolas J.
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Nickolas J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
255 reviews
60 repeat clients
25 years of experience
Florida Center North, Orlando, FL, 32811

Nick was fantastic! I was able to book him day of. He was very nice and flexible. He started getting to know my little Hazelnut right away and she took right to playing with him. He sent several pictures, even one of her asleep which was amazing as she has big puppy energy! Will be very happy to reach out to Nick again!

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Stephen C.
Sitter Profile Image: Susan S.
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Susan S.
from
$60
per night
5.0 out of 5 stars
52 reviews
6 repeat clients
23 years of experience
Orlando, FL, 32809

Susan, was not only so compassionate and but so knowledgeable about what my dog was going through after her surgery which she had a few days before our time with her. She immediately greeted my dogs and my daughter as if they were part of her family, they were all obsessed with her amazing energy (and of course so are we)! She made us feel so comfortable and gave us such a peace of mind when it was time to leave our dogs and visit Disney for the day! It just felt like we had known her for years and it was so refreshing not to worry about them all day at Disney! She took so much stress off of our plates and made the whole visit, so special! I will be asking for Susan as soon as we go back and visit Disney! Wished she lived near us, so we could have her watch our dogs for every trip! You will definitely not be disappointed if you have Susan come watch your animals! Thank you so much Susan for being you! We just love you so very much!!!

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Alicia M.
Sitter Profile Image: Devona S.
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Devona S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
100 reviews
40 repeat clients
10 years of experience
Orlando, FL, 32839

Devona was amazing! She took such good care of our giant baby (even when our dog wouldn't come in at first due to "stranger danger" ?). She was very communicative and sent multiple pictures. Our home was well cared for and she left it clean and tidy. We will absolutely use her again.

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Heather R.
Sitter Profile Image: Jocelyn D.
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Jocelyn D.
from
$65
per night
4.9 out of 5 stars
60 reviews
24 repeat clients
11 years of experience
Orlando, FL, 32819

Jocelyn made sure our fur babies had all their needs taken care of while we were gone. It helped us enjoy our vacation knowing we could trust they were well cared for. We received lots of picture updates and assuring texts!

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Stephanie L.
Sitter Profile Image: Staycee M.
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Staycee M.
from
$80
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Orlando, FL, 32821

Staycee did a fantastic job house sitting and watching Loki during my recent work trip. She followed the provided care schedule, shared frequent updates with photos of Loki, and took time to make sure he was genuinely cared for and comfortable. Not only that, but the house was left very clean and well cared for. Would absolutely love to work with Staycee again and highly recommend her to all looking for an Orlando-based dog sitter!

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Christopher R.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
3 years of experience
Windermere, FL, 34786

Shelley was very communicative during her stay. After a rough start for not having the code to our door (completely my fault) things went very smoothly. Daisy and the house were well cared for.

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Lynne T.
Sitter Profile Image: Taylor C.
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Taylor C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
11 years of experience
Orlando, FL, 32819

Taylor was amazing! We are new to pet-sitting and have pups that have only ever been watched by friends and family. She was very professional in all interactions from first text to first meeting with us and our dogs, to being able to do a second meet and greet right before our planned vacation to get some alone time with our grumpy older dog. She sent us photos, videos and daily updates. And everything went awesome! House was taken care of, she even watered our plants. I would 100% recommend her and she will be our go-to pet-sitter for future trips.

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Melanie N.
Sitter Profile Image: Tiffany P.
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Tiffany P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Metro West, Orlando, FL, 32835

Tiffany was able to help us out last minute when other pet sitting plans fell through and we’re so happy to have found her! She was great with our two pups and sent us pics throughout her stay. She was great at communicating with us before and during and we came home to a clean home and happy pups. We will definitely use her again! Thank you Tiffany for your professionalism and for taking such good care of our pups!

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Elizabeth G.
Sitter Profile Image: Tanisha S.
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Tanisha S.
Star Sitter
from
$60
per night
4.9 out of 5 stars
42 reviews
25 repeat clients
30 years of experience
Kissimmee, FL, 34743

About: Throughout my life, I have cared for and loved so many dogs, birds, cats, and small creatures. I am an animal lover and have raised my children around all kinds of animals, which they now have a love for. I have taken in so many animals that have been rescued, abandoned, or just owner surrender. I now volunteer with a local rescue that transports all over the state of Fl. I have worked in the Veterinary field for few years and know how to care for your family. I also have 4 dogs and 2 cats myself and they are spoiled family members. I look forward in helping you with your fur baby's needs. I am currently just walking, sitting, and caring for any pet that needs my help and I love doing this!! Right it's just part time but I hope to make it full time job. For now, I will only be able to care for animals in their own homes and environments and follow the request of care by the owner

Sitter Profile Image: Juli D.
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Juli D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
40 years of experience
Orlando, FL, 32809

Juli is the best! She writes beautiful diaries about my Lui and Maple’s day. You can see she takes great pride in her work. She also takes amazing pictures and videos. I’m really grateful for her.

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Jill-Victoria R.
Sitter Profile Image: Amaris M.
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Amaris M.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
orlando, FL, 32809

We never worry when we're away and Amaris is taking care of our pups. She sends photo updates, checks in with us on a regular basis and is super sweet. She's helped us in a pinch when we've needed a dog sitter last minute. She's the best! I would highly recommend Amaris for anyone going out of town and looking for a sitter.

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Meagan F.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Windermere, FL, 34786

Elizabeth was great with my three very different personality dogs. They are little with big personalities! She managed them all so well, no accidents in the house, and gave them love as if they were her own. I’m happy to have found someone reliable and patient to be with our pups when we go out of town:)

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Kathryn A.
Sitter Profile Image: Stephanie D.
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Stephanie D.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Orlando, FL, 32809

About: I am drawn to dogs. I currently have a 4.5 year old Pomski (62 lbs). I am experienced in giving medicine, bathing, and just keeping your babies company. In the past I have been trusted with taking all necessary and providing fun outings for peoples dogs. Also, I have owned dogs the majority of my adult life so I know what it takes. My schedule is currently open to take care of your beloved pet. Count on me to be able to dedicate my time to your pets well-being and comfort I am attentive and loving. My main focus is to make sure your pets needs and wants are attended to the fullest. I never leave food around and am always reachable.

Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$75
per night
5.0 out of 5 stars
41 reviews
18 repeat clients
13 years of experience
Orlando, FL, 32819

Jonathan was recommended to me by family member and I'm glad they recommended Jonathan. Great communication for planning and during the stay. Will definitely be using Jonathan again.

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Chris H.
Sitter Profile Image: Julia & Gary U.
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Julia & Gary U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Orlando, FL, 32821

About: We have had over 20 years of experience with big dogs of all ages. We had to put our last dog down almost 2 years ago and we have been missing the stimulation and energy. We sincerely hope you choose us to take care of your dog! Se habla Espanol. Мы говорим на русском языке. We do go to school and work from 8:30 to somewhere between 2:30 and 4:00 on weekdays but my mom can usually stop by around 10:30 or 2:00 to walk them. Over the weekend we usually go out Saturday morning for a few hours or Sunday afternoon but we are not out the whole day. We have an unfenced yard with plenty of room to run around in and sidewalks to take walks in front of the house. We do not allow pets on beds or couches however if they are potty trained, we will leave rugs on the floor so it's not too hard. If they are not fully potty trained, we can leave pee pads on the floor for them to use. If we go to your house to walk them we will take them out on a walk and then bring them back home and feed them maybe play a little, and leave.

Sitter Profile Image: Bryan C.
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Bryan C.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Orlando, FL, 32837

About: Ive taken care a lots of dogs more than 100 and is so gorgeous having fun with them walking them all over the park . I work full time but i love to work with dogs walking them and spending time with them love entertaining them having fun playing with them I would care of the dogs like they are my child always keeping an eye on them having company with them is so much fun

Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$35
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Orlando, FL, 32819

About: Since I was born I've been around dogs of all kinds whether they were my own, a family members, my friends and even neighbours. If I was to young to dog sit I would go with my grandma instead. I'm in the midst of resigning from my current job and will be available all hours of the day on weekdays for the time being. A firm believer of gentle parenting. Whenever I let dogs out I always watch or stay outside with them just in case and I try my best to give all dogs the good life they deserve, filled with love and fun.

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The median cost per night for house sitting in Williamsburg is $45

Pet parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Another fantastic job by Kristina! Luna has become so comfortable with Kristina over the past few stays. We will always be reading out to Kristina for our dog sitting needs.

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Tyler G.
House Sitting
5.0 out of 5 stars

Jessica took excellent care of my 2 cats and dog in a 6 day house/pet sitting job. Will certainly hire her again!

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Becky R.
House Sitting
5.0 out of 5 stars

Amazing service all around kaley was very communicative and took excellent care of both my dogs. I highly recommend her and will use her again

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Cherette P.
House Sitting
5.0 out of 5 stars

Staycee did a fantastic job house sitting and watching Loki during my recent work trip. She followed the provided care schedule, shared frequent updates with photos of Loki, and took time to make sure he was genuinely cared for and comfortable. Not only that, but the house was left very clean and well cared for. Would absolutely love to work with Staycee again and highly recommend her to all looking for an Orlando-based dog sitter!

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Christopher R.
House Sitting
5.0 out of 5 stars

Followed all my instructions & super sweet & attentive to my boy Lucho. Great service & would recommend her pet services!

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Favianna R.
House Sitting
5.0 out of 5 stars

Sophia is incredible! She was so detailed during our meet and greet and had thoughtful questions ready to make sure she was able to take the best care of my furry friends. During her stay, she was thorough and considerate and made sure to send lots of pictures and videos. My dog gets anxious with new people sometimes and he immediately took to her and I could tell in the pictures how wonderful she was with him. I can’t recommend Sophia enough and will absolutely request her help in the future!

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Melissa B.
House Sitting
5.0 out of 5 stars

Both Susan and her husband were absolutely wonderful. They accepted our 2 Golden Retrievers on extremely short notice after our dogs had a negative experience being boarded. Everything was done exactly as promised and the communication with us was fantastic. I would highly recommend trusting them with your pets

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Kristie A.
House Sitting
5.0 out of 5 stars

Kii was an absolutely amazing pet sitter, and we couldn’t have asked for better care for our two large-breed dogs while we were out of the country. Traveling during the holidays can be stressful, but Kii went above and beyond — even offering to stay longer in case our return flight was delayed, which gave us incredible peace of mind. She checked in twice daily with the sweetest photo updates, and it was clear our dogs were happy, relaxed, and completely in love with her. They quickly appointed themselves her furry “secretaries,” happily keeping her company while she worked from our home. We came back to two very content pups and felt completely confident they were safe, loved, and well cared for the entire time. We would 100% trust Kii again and recommend her to anyone looking for a reliable, thoughtful, and genuinely wonderful pet sitter.

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Kellington N.
House Sitting
5.0 out of 5 stars

Addie was really great with my dog Mamba! I came home to a happy dog. Addie was great at communicating and sending pictures. I'd definitely book with her again in the future :)

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Connor N.
House Sitting
5.0 out of 5 stars

Sherry was awesome! She listened to my requests for caring for my dog, and kept me up to date on how my dog was doing daily. I can't tell you how relieved I was to be lucky enough to have found her. I highly recommend her service.

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Jan B.
House Sitting
5.0 out of 5 stars

Danyella was wonderful. She accommodated a last minute request for us and was wonderful. She sent loads of photos and communicated with us throughout the day. Our dogs loved her and snuggled with her the entire time. We highly recommend her

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Amanda E.
House Sitting
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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Sitters in Williamsburg average 4
repeat house sitting clients

FAQs for House Sitting - Williamsburg

Frequently asked questions about Rover

The average cost for House Sitting in Williamsburg on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 3,080 sitters on Rover offering House Sitting across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Williamsburg walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Williamsburg maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Williamsburg choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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
  • 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.

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