House Sitting Williamsburg

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

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Over 148
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
• 31 reviews
9 repeat clients
6 years of experience
Orlando, FL, 32819

“Karen did a great job watching my elderly but spritely Italian greyhound, Daphne. She sent daily updates and lots of great pics and videos. I feel very confidently in trusting Karen with Daphne’s care.”

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Ana A.
Sitter Profile Image: Esmeralda R.
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Esmeralda R.
from
$45
per night
15 years of experience
Orlando, FL, 32821

About: Hi! My name is Esmeralda, and I'm a lifelong dog lover with over 20 years of experience caring for dogs of all breeds, sizes, and personalities. From Chihuahuas and Golden Retrievers to Pit Bulls and everything in between, I've had the privilege of raising and caring for dogs throughout every stage of life. Every dog is different, and I love getting to know their unique personality and needs. Before joining Rover, I regularly provided dog sitting and drop-in visits for family members and members of my church community while living in Puerto Rico. Those and my personal experiences taught me the importance of being dependable, attentive, and treating every pet with the same love and respect I'd want for my own. What sets me apart is that I don't believe in "just watching" your pet—I focus on making them feel safe, comfortable, and genuinely cared for while you're away. I take the time to learn their routine, respect their personality, and give them the attention they deserve, whether that's playtime, cuddles, walks, or simply keeping them company. I know how much trust it takes to leave your pet with someone else, and I take that responsibility seriously. As a dog mom myself, I understand the peace of mind that comes from knowing your furry family member is in caring hands. My goal is for both you and your pet to have a stress-free experience, with regular updates and plenty of love every step of the way. I can't wait to meet you and your best friend! Pet care is a natural part of my daily routine. I work a part-time remote job, which gives me the flexibility to provide reliable drop-in visits, walks, and plenty of one-on-one attention. As a dog owner myself, I'm already used to feeding, walking, playing, and making sure pets receive lots of love and care throughout the day. I treat every pet as if they were my own and make it a priority to keep them happy, comfortable, and on their normal routine. •Daily Pet Care Schedule 8:00 AM – Morning Routine Morning potty break/walk Fresh water refill Breakfast feeding Morning playtime and attention 12:00 PM – Midday Check-In Potty break Short walk or play session Fresh water check Extra attention and companionship 4:00 PM – Afternoon Activity Walk or outdoor time Playtime and enrichment activities Check on comfort and needs 6:00 PM – Dinner Time Evening meal Fresh water refill Relaxation and affection 8:00–9:00 PM – Evening Routine Final potty break/walk Calm playtime or cuddles Ensure pets are comfortable before bedtime I understand every pet has their own routine, so I’m always happy to adjust feeding, walking, and care schedules based on each owner’s instructions and their pet’s individual needs. In my client's home, I focus on creating a safe, comfortable, and stress-free environment. I follow each pet’s normal routine, including their feeding schedule, walks, playtime, medications if needed, and any special instructions from their owner. In a client’s home, I respect their space and make sure their pet feels comfortable staying in their familiar environment. I provide plenty of attention, affection, and companionship while keeping owners updated,whether thats through videos or pictures, so they have peace of mind and show how their pets well being. Every pet is treated like family and cared for with the same love and patience I give my own. House Sitting 🐾 ***Please note that my dog, Frida, will accompany me during house-sitting stays. Because she is part of my daily routine, she will be with me throughout the stay. By booking house sitting with me, you acknowledge and agree to Frida being present in your home. I’m happy to discuss your dog’s personality, comfort level, and any concerns during our required meet & greet before accepting the booking.

Sitter Profile Image: Raajignacio H.
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Raajignacio H.
from
$35
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
15 years of experience
Orlando, FL, 32837

“Raaj was wonderful! He came to meet us before and was super accommodating even though it was a last minute request. Our dogs were very happy and well taken care of.”

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Shea T.
Sitter Profile Image: Kaley N.
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Kaley N.
from
$60
per night
4.9 out of 5 stars
• 38 reviews
11 repeat clients
6 years of experience
Orlando, FL, 32837

“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.
Sitter Profile Image: Tiffany P.
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Tiffany P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
25 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: Staycee M.
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Staycee M.
from
$80
per night
5.0 out of 5 stars
• 5 reviews
6 years of experience
Orlando, FL, 32821

“Naturally I was so nervous leaving Harlow with someone new but Staycee made me feel so at ease. She was flexible and accommodating. She sent daily updates with pictures. The house was left exactly how I left it. She’s amazing, would definitely recommend!”

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Brooke T.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 42 reviews
14 repeat clients
3 years of experience
Windermere, FL, 34786

“Shelley was very communicative with us about what was going on with our dogs. Pics were daily and it was nice to know they were well taken care of.”

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

“Susan only stayed with Rory for one night, but she is so warm and comforting, I know Rory was well cared for and well loved. Would definitely use Susan again.”

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Mary F.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$140
per night
5.0 out of 5 stars
• 56 reviews
13 repeat clients
3 years of experience
Orlando, FL, 32821

“Kristina was incredible! We hired her for in home sitting for our two older dogs and she is exactly what they needed. I can always tells when my oldest dog is unhappy with a sitter, because he’s unable to relax when they are there and is exhausted when we get home. That was not the case at all when Kristina was there! He was fully perky and ready to hang out when we walked in the door, which shows me how comfortable he was with her. I will 100% be booking with Kristina again.”

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Olivia K.
Sitter Profile Image: Nickolas J.
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Nickolas J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 259 reviews
61 repeat clients
25 years of experience
Florida Center North, Orlando, FL, 32811

“We couldn't have been more pleased with having Nick stay at our house and take care of our Dogs (and Cats). We have struggled with consistency from some sitters, but never had a single issue with Nick. He went out of his way for the entire 10 day trip and we were always being updated with pictures. Thank You Nick!”

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Todd B.
Sitter Profile Image: Rhonda M.
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Rhonda M.
from
$45
per night
4.8 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Orlando, FL, 32839

“Rhonda did a great job staying with our fur babies!!! She sent updates and pictures of our dogs while we were away for the weekend. She is our favorite pet sitter!!”

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

“Devona is an excellent pet sitter - book her now! Devona is so good to our boy Moose! We feel 100% comfortable going away on vacation while Devona takes care of Moose. She takes good care of our home, too, and leaves our home just as we left it. I would not hesitate to book Devona again. Thank you, Devona!!!”

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Sasha R.
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
• 36 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: anaisabel r.
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anaisabel r.
from
$27
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Orlando, FL, 32824

“Ana was phenomenal with Jeter. She listened and understood what our needs were for him. She was so sweet and she sent me photos throughout the day and communicated very well! Jeter loved her as well. We already booked her for a future date!”

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Krystal P.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 395 reviews
119 repeat clients
7 years of experience
Kissimmee, FL, 34746

“Mia is absolutely amazing!! Our cats are very shy and have multiple medications they need and Mia housesat in addition to pet sitting. She is kind, reliable and did an amazing job!! My cats can be a handful but she was able to give meds when even my husband has a hard time! She sent pics and an update every day! 100 percent will be using her again!!”

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Dawn W.
Sitter Profile Image: Alexandra T.
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Alexandra T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
6 years of experience
Windhover, Orlando, FL, 32821

About: I have been caring for dogs for over 6 years, and animals have always been a big part of my life. I’m bilingual in English and Spanish, and I’m happy to communicate with pet parents in either language. While living in Puerto Rico, I volunteered with a nonprofit organization dedicated to rescuing and caring for dogs in need. Pet care is now my full-time focus, allowing me to dedicate more time and attention to the pups in my care. I understand that every dog has their own personality, routine, and needs, and my goal is to make your pup feel safe, comfortable, and loved while they are away from home. I’m comfortable administering medication when needed and following detailed care instructions to help maintain your pet’s normal routine. Your dog will receive plenty of playtime, affection, companionship, and individualized attention throughout their stay. I intentionally accept only a limited number of pets at a time so I can provide personalized, attentive care to every dog. I am also a pet-care-insured provider, giving pet parents an additional layer of peace of mind while their furry family member is in my care. Pet care is now my full-time focus, allowing me to dedicate my time and attention to the pets in my care. I carefully manage my availability and only accept bookings when I’m able to be fully present and provide the level of care each pup deserves. When your pup is with me, they’ll have plenty of companionship, playtime, walks, affection, and a comfortable environment where they can feel relaxed and at home. I intentionally keep my availability limited so I can give each dog personalized attention and maintain a safe, supervised environment. I understand how important it is to leave your pet with someone you trust, so their routine, comfort, and well-being are always a priority. Your pet’s safety, comfort, and well-being are always my top priorities. I’ve created a dedicated doggie area in my home that can be safely sectioned off when needed, giving each pup a comfortable space of their own while still allowing them to enjoy the rest of the apartment when appropriate. Dogs are welcome to relax and roam throughout the home with supervision, depending on their comfort level and individual needs. I have crates available for pups who are comfortable using one, but crating is never assumed as part of their routine. Each pup has access to fresh water, their own food and water bowls when needed, comfortable beds, and plenty of toys for play and enrichment. I also enjoy taking dogs on walks and giving them opportunities to explore, play, and stay active while maintaining plenty of time for rest. My goal is to create a safe, calm, and welcoming environment where every dog can feel comfortable and right at home.

Sitter Profile Image: Danielle M.
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Danielle M.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
5 years of experience
Orlando, FL, 32839

“Omg Danii was AMAZING! She was so kind and loving to our dogs and our dogs loved her from the beginning. She kept in touch with us and was quick to respond to messages, she sent pictures and updates, and kept our dogs happy and healthy. We will definitely be booking with her again!”

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Kaity & Miranda L.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$35
per night
4.8 out of 5 stars
• 76 reviews
27 repeat clients
10 years of experience
Orlando, FL, 32837

“Jessica was very kind to my Mati. She text me back within seconds of me texting her. Mati is a puppy and sometimes can be a handful and Jessica was very good with her. I was nervous to leave a stranger in my apartment and leave my puppy for the first time but she made me feel calm and like everything would be okay.”

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Manuela H.
Sitter Profile Image: Thendral N.
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Thendral N.
from
$27
per night
5 years of experience
Orlando, FL, 32839

About: I had a family dog who I love and have been caring for since he was a baby. I recently moved to Orlando and my dog is staying with my family. I love all dogs and have experience with training, desensitizing, and caring for multiple dogs of different breeds. Im so excited to get to know and take care of your dogs soon! I am a full time student in Orlando. So, I will be in class from 8-5 everyday. I am able to take pets on early morning or evening walks. I am also a runner and would love to do short runs with high energy dogs! I am able to do house visits and pet sit at your house through the weekend or weekdays (if your dog is able to be alone from 8am to 5 pm) I understand that each dog will have its own particular needs. Outside of walks, if pet sitting, I think it is important for the dog to have some mental stimulation so I would take time to play mentally stimulating games with your dog!

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

“Jonathan did an incredible job as always! Great communication with pictures each day, and the recaps he sends reassures you that your pets are in great hands. House was in impeccable shape when we returned and we will continue to use his pet services again!”

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

Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Jessica was responsive, my two very large pups were well taken care of while we were gone. The house looked just like we left it. She was reliable, punctual and responsive.

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Bobbi H.
House Sitting
5.0 out of 5 stars

Kristina did a wonderful job taking care of our baby Ivy and she warmed up to her to quickly! She was with her for 12 days and we got daily updates along with extra details as needed. We were truly able to enjoy our trip because Ivy was in Kristina’s capable hands! We’ll definitely be booking her again soon

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Noel P.
House Sitting
5.0 out of 5 stars

Raajignacio took such great care of our dog! He handled his medication and feeding perfectly, even though it wasn’t always easy. He walked him, cared for him just as we would, and even took him along when he needed to be away from the house for a little longer. We’re very happy with the care he provided this weekend and would definitely trust him to watch our dog again!

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Celine B.
House Sitting
5.0 out of 5 stars

“Staycee took wonderful care of my dogs while I was away. She was punctual, attentive, and gave me total peace of mind. It was such a relief knowing they were in her hands. Highly recommend her.”

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Gina C.
House Sitting
5.0 out of 5 stars

Sarah did an amazing job caring for our two dogs, Kizzy and Odin! She sent us lots of updates and pictures, which gave us great peace of mind while we were away. Sarah also picked up our packages and took wonderful care of our house. We truly appreciated her thoughtfulness and reliability, and we would definitely book her again!

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Kyle A.
House Sitting
5.0 out of 5 stars

Sophia was very good with my babies, very good communication! I would definitively rebook with her again.

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Yeralis M.
House Sitting
5.0 out of 5 stars

Stephanie was amazing!! She watched our 3 dogs while my husband and I went overseas for our wedding. We were gone for over a week, and we got multiple pictures and updates daily. She is extremely communicative and responsible. We were nervous to leave our babies that long but Stephanie put our minds at ease so we could relax while we were away. She left our house even cleaner than before we left. I would definitely recommend Stephanie and plan on booking her again! 10/10 stars! Thank you Stephanie!!

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Ashley L.
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

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

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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  • 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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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Williamsburg

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Sitters in Williamsburg average 3
repeat house sitting clients

FAQs for House Sitting - Williamsburg

Frequently asked questions about Rover

The average cost of House Sitting in Williamsburg on Rover is $61 per night as of October 2026. Most bookings cost between $32 and $131 per night. 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 October 2026, there are 3,066 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.

<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 89% 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.

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