House Sitting Williamsburg

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

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Over 149
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
• 35 reviews
9 repeat clients
6 years of experience
Orlando, FL, 32819

“Karen was the perfect dog sitter for Otis! She was so playful and spoiled him with long walks and play time. Her updates made me comfortable on my trip and allowed me to truly enjoy my time knowing Otis was happy and cared for. HIGHLY recommend!”

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Jordan F.
Sitter Profile Image: Tiffany P.
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Tiffany P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 14 reviews
7 repeat clients
25 years of experience
Metro West, Orlando, FL, 32835

“Tiffany was awesome. She stayed with my two rambunctious Boston Terrier puppies for a long weekend. We recieved many pictures and updates during our time away giving us comfort that our babies were being well taken care of. Our babies are spoiled and sleep in bed with us. Tiffany didn't bat an eye in sharing the bed. Best yet the house was clean and dog poop all picked up. We definately would use her again. Highly recommended!”

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Stacey F.
Sitter Profile Image: anaisabel r.
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anaisabel r.
from
$27
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
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: 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, 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
• 108 reviews
40 repeat clients
10 years of experience
Orlando, FL, 32839

“Devona was so amazing with my Murphy! Great communication, would send me an update twice a day as she stayed at my place with my baby. Left my place clean as well and picked up after Murphy! Will most definitely be booking with her again. Thank you Devona!”

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Laura R.
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 is awesome!! I have used her several times and my dogs love her. I can leave them knowing they are in great hands. They are never stressed when I return. Kristina sends several pictures a day saying everything is good. She is great at communicating. Highly recommend her services.”

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Bonnie G.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$38
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
12 years of experience
Orlando, FL, 32809

“Isabella was excellent! She did a wonderful job staying with my skittish orange cat, Sushi. I highly recommend her and wouldn’t hesitate to have her house sit again!”

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Mary Ann S.
Sitter Profile Image: Nancy G.
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Nancy G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 57 reviews
16 repeat clients
20 years of experience
Orlando, FL, 32837

“Nancy was outstanding and very good at giving me updates as she was watching Bailey. She sent pictures and videos to let me know how Bailey was doing. She also had to deal with an emergency water situation at my house and did an incredible job. My sincere thanks and appreciation to Nancy.”

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Blaine M.
Sitter Profile Image: Nathan B.
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Nathan B.
Star Sitter
from
$105
per night
5.0 out of 5 stars
• 83 reviews
36 repeat clients
9 years of experience
Windermere, FL, 34786

“Nathan is great as always! He takes such good care of our babies while we are gone! We never have to worry! Lots of updates and pictures so I always know they are well taken care of! Highly recommend! We will continue to use him as our wonderful sitter!!”

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Tabitha C.
Sitter Profile Image: JaRavia H.
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JaRavia H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 40 reviews
14 repeat clients
8 years of experience
Orlando, FL, 32801

“I booked JaRavia at the last minute, and she was incredibly flexible with scheduling a meet-and-greet. During the boarding, she was patient and understanding with my shy dog, Bear, who can be a bit distant. She checked in frequently, and by the end of the visit, Bear had started to trust her. I highly recommend JaRavia for her kindness and love of animals!”

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Haley H.
Sitter Profile Image: Cynthia R.
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Cynthia R.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
15 years of experience
Orlando, FL, 32837

“Cynthia was incredible! Very communicative and sent lots of pictures and videos of our girl. This was the first time we have left our baby girl since the death of our other fur baby, Dexter, in December, so we were really nervous leaving her. Cynthia eased all of our nerves by spoiling our girl rotten, which I personally believe every dog deserves. Thank you, Cynthia, for loving on our fur baby so well. Will definitely be using Cynthia on a regular basis for doggy sitting.”

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Jenell S.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$35
per night
4.8 out of 5 stars
• 77 reviews
27 repeat clients
10 years of experience
Orlando, FL, 32837

“Jessica was SO amazing! She really took the time and care to learn the needs of our animals and went above and beyond in the services she provided. She took the time to get to know our pets and they loved her! Will definitely book with her again!”

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Samantha C.
Sitter Profile Image: Nataliia K.
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Nataliia K.
from
$40
per night
30 years of experience
Kissimmee, FL, 34746

About: I have loved and cared for pets for 30 years. I’m patient, caring, and attentive, and I truly enjoy spending time with animals. I treat every pet like my own and want them to feel safe, comfortable, and loved. I have a flexible schedule and enjoy spending plenty of time with the pets in my care. I can provide walks, playtime, feeding, cuddles, companionship, and regular attention throughout the day. I understand that every pet has a different routine, and I am happy to follow their usual schedule so they feel comfortable and relaxed. I have a private home with a fully fenced yard where dogs can safely enjoy fresh air, play, and explore. Before their stay, I ask pet parents about their dog’s routine, personality, favorite activities, food, treats, and anything they may not like. If medications are needed, I ask that they be clearly labeled with the pet’s name and instructions so I can give them safely and on schedule. I also want to know about any allergies, special needs, or important habits. I follow each pet’s routine carefully and give them plenty of love, attention, and supervision. I want every pet to feel safe, comfortable, and at home while their family is away.

Sitter Profile Image: Alicia I.
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Alicia I.
from
$35
per night
4.7 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Orlando, FL, 32809

“Alicia is THE BEST! My doggie can be very picky and afraid and Alicia made this easy for me (1st time Rover user). If you are hesitant at all about trying Rover out- don’t be. The experience couldn’t have been better. Alicia made time to let us meet her before we left for the week, she took pictures of our doggie while we were away, gave her meds, and was so patient with not just Reefie- but her doggy mom, me! She also left a little gift bag and sanitized before we got home. Alicia, thank you so much for everything. ?????”

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Cassie M.
Sitter Profile Image: Anna S.
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Anna S.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Florida Center North, Orlando, FL, 32811

“We loved Anna from the first meet & greet contact and so happy we found her to care of our baby at our home. She followed all instructions, was kind, patient and caring with our Bentley. She communicated timely and also took initiative to contact the maintanance staff for an AC issue the first evening we left. She made them understand this was an emergency because the house would get to hot for the doggie. This was the first time I left my dog and home with a sitter and did not worry. I was completely relaxed and came back to everything being in order. My dog is a bit shy with new people but warmed up to Anna quickly, played with her and even slept in her bed. We are so fortunate to find her here and now look forward to plan other trips. Thank you so much Anna!”

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Laleh V.
Sitter Profile Image: Yaretzy S.
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Yaretzy S.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
5 years of experience
Orlando, FL, 32824

About: I’ve been around animals my whole life and currently have a Lab/Pitbull mix of my own. Growing up, my family had 4 dogs and 5 cats, so I’ve always been comfortable caring for pets with different personalities, energy levels, and needs. I have experience pet sitting through Wag, word-of-mouth referrals, and local Facebook groups, including drop-ins, walks, and staying with pets in their homes. I’m comfortable with feeding, fresh water, walks, playtime, treats, giving plenty of attention, and keeping pets on their normal routines. I’m also happy to send regular updates and photos so owners know their pets are happy and well cared for while they’re away. I’m dependable, attentive, and treat every pet like my own. Pet sitting is currently my main job, so I have plenty of flexibility and time to give your pets the attention and care they need. I’m available for walks, drop-ins, and longer stays, and I’m happy to work around your pet’s routine and schedule. I treat every pet like family and always prioritize their safety, comfort, and happiness. I pay close attention to routines, energy levels, and behavior to make sure each pet feels secure and cared for. Whether it’s walks, playtime, feeding, or cuddles, I make sure they receive lots of love and attention while in my care.

Sitter Profile Image: Jessica C.
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Jessica C.
from
$27
per night
1 repeat client
30 years of experience
Belle Isle, FL, 32812

About: I've been around dogs and cats my entire life. I currently am the mum of 2 dogs and 2 kitties, my girls <3. I have so much love and respect and just pure joy being around animals and your pets will be so well taken care of you'll want me back for all your pet care needs. I work remotely so as long as I have a wifi connection (which I can provide myself if needed) I can stay for extended periods of time. My only timing restrictions are needing to take/pick up my son from school (30 min drive tops) I can easily crate your dog if needed. I will make sure any schedule you set for your pet is upheld, the level and standard of care they receive from you will be what they get from me. I can be fully available and accessible to provide any care, comfort and love your pet needs, when they need it.

Sitter Profile Image: Johanna G.
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Johanna G.
from
$45
per night
5.0 out of 5 stars
• 1 review
13 years of experience
Kissimmee, FL, 34746

About: I’ve taken care of dogs ever since I was a little girl. My family used to run a pitbull rescue in Tennessee so I’m very familiar with all bully breeds. I have 2 french bulldogs, one being special needs. I am very patient with all pups and acknowledge that they each have their own personality and preferences. I strive to make a safe and comfortable environment for each baby I meet and I treat them with the same attention and care as I do my own. I am available Monday through Friday before 8am or after 6pm. Saturday and Sundays I am available all day. I do accept special requests as my husband is a stay at home dog- dad and is fully available 7 days a week. I treat every pet as my own and give them endless cuddles, kisses, and reassurance that their mommies and daddies will come back for them.

Sitter Profile Image: Aiyana D.
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Aiyana D.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Kissimmee, FL, 34741

“Aiyana did not only do great with my older dogs but she was also very responsive with amazing communicating skills prior and during the sitting. She was eager to accommodate me and was sure at all times that the dogs were cared like I cared for them . She is very sweet and talkative. You will not find a more responsible kindest dog lover than Aiyana. We will definitely keep using her services for a long time.”

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Fabiana S.
Sitter Profile Image: Ashleigh S.
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Ashleigh S.
from
$25
per night
4.4 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Kissimmee, FL, 34746

“Ashley did an amazing job taking care of our girls. She also left our home clean and today. We are so appreciative of her work and will hire her again in an instant!”

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Ashley W.
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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

Staycee did an excellent job taking care of my dog while I was away! He was very comfortable and at ease with her, which gave me great peace of mind knowing he was in good hands. She was extremely communicative throughout the stay, regularly sending photos and updates, which I really appreciated. She also took wonderful care of my home and left everything clean and tidy. I would absolutely recommend Staycee and would happily book with her again!

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Christopher R.
House Sitting
5.0 out of 5 stars

Raaj took wonderful care of our two dogs while we were out of town for 5 days. I would recommend him to anyone. I cannot wait to book him again when we go out of town next.

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Hunter P.
House Sitting
5.0 out of 5 stars

Sarah took great care of Lucina from walking 2-3 times everyday for 50 minutes, to feeding, and keeping companionship. Lucina liked to be cozy and sleeping with Sarah overnight. Sarah did everything per our instructions. We trust and love to have Sarah to take care of Lucina again.

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Hong B.
House Sitting
5.0 out of 5 stars

Alexandra is sweet, patient, and attentive! I would absolutely trust her to watch my pups again. I had a hard time finding someone I felt I could trust with my dogs since this was the first time I've left them with a sitter while traveling. I have a 20 year old dog that needs extra special care that includes diapers, medication, and being hand-fed his dinner. Alexandra took this challenge head on and had no reservations about it. She was so patient with learning about his needs and followed every instruction precisely. She was also incredibly communicative throughout the whole process and was always sure to tell me if there were any changes in my dogs' behavior or with any questions she had to improve her care. Her bubbly and sweet nature towards my dogs (and my toddler lol) while meeting her made me trust her immediately. I would absolutely recommend her to anyone looking for a great dog sitter!

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Sarah T.
House Sitting
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

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

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

Wonderful job again by Destiny. She took amazing care of my new puppy and other two senior dogs all three at once. I highly recommend her.

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Ryan P.
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

Nancy was outstanding and very good at giving me updates as she was watching Bailey. She sent pictures and videos to let me know how Bailey was doing. She also had to deal with an emergency water situation at my house and did an incredible job. My sincere thanks and appreciation to Nancy.

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Blaine M.
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
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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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  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 house sitting - Williamsburg

Select a filter and find qualifying sitters offering house sitting.

Sitters in Williamsburg average 4
repeat house sitting clients

FAQs for House Sitting - Williamsburg

Frequently asked questions about Rover

The average cost of House Sitting in Williamsburg is $63 per night as of October 2026. Most bookings cost between $33 and $133 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 October 2026, there are 3,039 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 , 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 .

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 .

sitters on Rover set their own , 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
  • 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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