House Sitting Williamsburg

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

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Over 9
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.

1 / 1
Sitter Profile Image: Jonaika W.
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Jonaika W.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
5 years of experience
Bear, DE, 19701

“Jonaika was excellent and we would definitely have her pet sit again! She kept us very well informed, took great care of the dogs, and left the house clean and orderly.”

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Jackie B.
Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
14 years of experience
Bear, DE, 19701

“Raven was an absolute pleasure; we would recommend her to watch your pets 100%! She was very communicative, helpful, and was able to help us with a last minute request. Our pup seemed to love her and be very comfortable with her.”

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Eva G.
Sitter Profile Image: Jophnie W.
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Jophnie W.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
1 year of experience
Newark, DE, 19702

“Jophnie has been an excellent sitter for my babies. She kept in touch with me several times a day, which I really appreciated. Everything looked great when I got home. Everything was straightened up and clean. The dogs seemed happy when I got home. Very, very satisfied!! I will definitely use her again!!”

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Helene W.
Sitter Profile Image: Michaela A.
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Michaela A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
17 years of experience
Bear, DE, 19701

“We loved having Michaela watch our crew while we were gone! She provided regular updates, and was great handling our pets with special needs. Our house was spotless when we arrived home - we really appreciate the level of care she provided. We will absolutely be hoping to have her back when we travel in the future!”

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Lex L.
Sitter Profile Image: Riley K.
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Riley K.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
4 years of experience
Newark, DE, 19711

About: I’ve taken care of family and friends’ dogs throughout the past few years. I provided whatever they needed whether that was feeding, walking, or playing. I’m currently working a part time restaurant job that never ends later than 10:30 pm. So I will have plenty of time to take care of pets overnight and during the day. I provide reliable, attentive care in my client’s homes by following routines, offering playtime and affection, administering medications as needed, and keeping owners updated regularly.

Sitter Profile Image: Mark & Kayleigh B.
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Mark & Kayleigh B.
from
$85
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

About: Dogs have always been a big part of my life. I grew up with Border Collies and have also adopted several dogs over the years, so I'm comfortable with everything from high-energy working breeds to laid-back companions. I've also volunteered at several shelters, giving me experience with dogs of different ages, sizes, temperaments, and backgrounds. I work from home (as does my wife) so your pet will be getting consistent, attentive care. To be honest, our dog passed away last fall and we are missing the joy of being dog owners and having dogs around, but we need something a little more flexible for the time being. You are getting two sitters for the price of one and we will care for your dog as if they were our own :) As a former dog parent who has used Rover, my goal is to provide exactly what I was looking for each time I booked a walker/sitter: clear communication, limited hassle, and all of the assurances that you can rest easy and not worry...your doggo is in good hands! I work from home and call my own hours (as does my wife) so as long as we know your dog's routine we will make sure to incorporate it into our own. We have a fenced-in yard and a walking path near our home so walks are never a problem (we love walks). My wife and I both work from home so one of us will always be giving your dog attention/supervision. We have previously owned dogs who were flight risks so we have been conditioned to keep an eye out, keep doors closed, etc. We have a big fenced-in yard and have a little indoor gate/fence that we use in the house if need be to secure a hallway, etc.

Sitter Profile Image: Michele K.
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Michele K.
from
$50
per night
30 years of experience
Middletown, DE, 19709

About: I have had many pets over the years and would love to share the love and care I have for your pets. They bring joy in to my life and would love to care for them as my own. I'm very flexable to care for your animals. I don't have a 9-5 job so open for days and nights to be around for all pets. I would love the pets to feel loved and safe in the loving home they live in. I can take them for walks or let them out as needed.

Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 80 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to the east coast to marry my husband. That was 2019, and I’ve been boarding/caring for animals since then. I’m currently a stay-at-home wifey so the dogs get 100 percent of my attention when they are with us. We live in a 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.

Sitter Profile Image: Jordyn M.
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Jordyn M.
from
$70
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
4 years of experience
Middletown, DE, 19709

“Jordan was amazing with Matteo! He is temperamental but her calm and genuine demeanor helped break through where he was comfortable and had fun with her. We will def book her again!”

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Ashley B.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$40
per night
11 years of experience
New Castle, DE, 19720

About: I own dogs from puppies to Senior ,I Love and care for all pups and I know how to give medication to dogs from past history .I current live with 7 Dogs my self and I am I grooming Graduate so I have been and taken care of all different size to breed dogs I am Currently taken care if my own pups or I helping out friends and family with there pups with walking /Drop in feeding them or bathing there pups I would never make your dog feel uncomfortable or make then feel like they are not safe id rather keep them in there own home in there own space so there safe and comfortable as possible

Sitter Profile Image: Chelsi M.
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Chelsi M.
from
$90
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Bear, DE, 19701

About: I am here to take of your dog and to provide them the love they long when it’s vacation time for owners (or anytime you need to yourself). Provide exercise for dogs (usually in half-hour or one-hour increments). Pick up and dispose of dog droppings during walks. Check dogs' food and water supply to make sure basic needs are met after walks. I am very patient and show a lot of compassion towards dog. I just want them to feel at home away from home! I am also a very active person, so your dog will be able to have all of their fun they usually have or more when they are with me! I hope to walk your dog soon! Prices are non negotiable I am working from home currently. This will allow me to give your first baby all of the attention they desire. Please ask me any questions on any accommodations that we may be able to work out. I don’t have any pets of my own so if your fur baby isn’t fond of other pets they can feel secure being over my home. My I am close with my neighbors who do have friendly pets as well, so if your pet loves company, they can be easily accommodated. We also have a dog park walking distance from the complex

Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

“What can I say about Christine? She was a godsend! After losing my beloved dog, I wanted to adopt another one after my family vacation. But when I saw my current puppy up for adoption, I immediately fell in love with him because he reminded me of my previous soul dog. I applied for adoption, and the shelter approved us. They allowed us to adopt my beloved Charlie if we could find a reliable dog sitter to watch him while I was away. I picked up Charlie just 2 days before my trip, and I was really worried about my brand-new, scared little puppy. But Christine went above and beyond with my baby. She stayed at my house with him the whole time, took great care of him, and gave him so much love. During my trip, she noticed he was coughing and even offered to take him to my vet — and she did. I highly recommend Christine to anyone looking for someone with the gift of caring and giving genuine love to your best friend :)”

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Jessica K.
Sitter Profile Image: Totiyana D.
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Totiyana D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
New Castle, DE, 19720

“Totiyana was beyond amazing. If I could give 10 stars I would. She was great with our needy dogs and flexible when we our flight was cancelled. I cannot say enough good things about Totiyana.”

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David M.
Sitter Profile Image: Rackeem R.
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Rackeem R.
from
$60
per night
5.0 out of 5 stars
• 39 reviews
20 repeat clients
7 years of experience
Middletown, DE, 19709

About: With over six and a half years of hands-on pet care, I bring a rare blend of experience, attentiveness, and heart. I’ve worked with dogs of all sizes, temperaments, and ages—from energetic puppies learning the ropes to senior pets needing gentle, attentive care. What truly sets me apart is my ability to read and respond to animals’ unique personalities. I create a calm, consistent environment where pets feel safe, loved, and understood. Whether it’s administering medication, offering leash training for puppies, or providing low-stress companionship for older pets, I bring patience and skill to every interaction. I also have experience caring for a diverse range of animals beyond just dogs and cats. From chickens and birds to hamsters and other small pets, I understand that every species has its own rhythm, needs, and comfort cues. I’m confident and compassionate with unique, exotic, or less-common animals, always prioritizing their safety, emotional well-being, and daily routines. Pet care is a built-in part of my weekly life. I’m highly flexible and genuinely enjoy working around each pet’s needs and schedule. Whether it’s early mornings, midday visits, evenings, or even late nights, I’m available and committed to making your pet’s care seamless and stress-free. I’m also happy to accommodate weekend bookings and unique timing requests whenever possible—just let me know what works best for you and your pet, and I’ll do my best to make it happen. Reliability, consistency, and clear communication are at the heart of everything I do. In clients’ homes, I prioritize maintaining their pet’s normal routine and environment. I follow all instructions closely—feeding schedules, walking routes, medication routines, and preferred playtime activities—so your pet experiences as little disruption as possible. I also make sure the space stays tidy and respected while I’m there. If I’m hosting pets in my home, I provide a calm, safe, and welcoming space. I separate animals as needed, keep food and water fresh and clean, and ensure they have access to cozy rest areas and supervised play. I never leave pets unattended, and I’m mindful of their comfort, especially in a new setting. In both cases, I focus on creating a low-stress, high-trust atmosphere, and I keep pet parents updated with messages, photos, and honest communication throughout the stay.

Sitter Profile Image: Gabriella W.
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Gabriella W.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
23 years of experience
Elkton, MD, 21921

About: I've Been an avid animal lover since birth. Always have had animals in the house since I can remember. I started my first dog walking/sitting job at 10, made flyers and all. Flash forward 23 years and im still taking care of loved friends fur children. I'm a mother of 2 french bulldog/Boston terrier mixes, 2 beautiful black cats & an energetic 1 year old babygirl. I've worked with animals of all types, I'm not just your adverage cat and dog sitter (ducks, geese, chickens, goats) Can't wait to meet you and your precious fur babies. We have a very flexible routine typically our day starts with potty and breakfast for everyone. In the afternoon we have a snack and playoutside for 20-30 minutes. the evening is filled with cuddles relaxing and dinner. At bed time we all go potty and the pups get locked up in their create. Everyday is different but we are easy adapt to what ever the day may bring. We have a large yard which my pups are trained to stay in, with being frenchies they are practically my shadows. For bedtime and when we are away from home they are create trained for their safety. I would follow what ever rules are set in place to take care of your fur babies as well I understand all the dangers pets can get into when not leashed, fenced in, or created for their safety.

Sitter Profile Image: Isabella B.
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Isabella B.
from
$75
per night
10 years of experience
Wilmington Manor, DE, 19720

About: I have a lifetime of experience caring for animals & over 10 years of hands-on pet care. I have experience with all kinds of animals & understand that every pet has different needs and personalities. I've cared for pets through dog sitting/walking, regular visits, with many happy and returning clients. I am dependable, responsible, attentive, and always make sure every pet receives the love, execrsise, attention, and care they need & deserve. I have all the time in the world to prioritize your pets & their needs. I am happy to work around your routine and provide reliable, consistent care while you're away. I take pet safety very seriously and always make sure pets are comfortable, secured, and cared for. I follow each family's instructions carefully and keep a close eye on their furry family at all times.

Sitter Profile Image: Avery A.
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Avery A.
from
$60
per night
5.0 out of 5 stars
• 1 review
3 years of experience
Newark, DE, 19711

About: i have experience cat sitting as well dog sitting. I have my own dog who is now 15 years old that i take care of as well as take on walks! I live workin with all animals cats and dogs! I am a college student at the university of delaware. I usually have time in between classes to take walks for dogs or even stop in quick to let them out for the bathroom or for feedings! I have a spacious house and a pretty big back yard to walk the dog around for bathroom time as well as a nice walking areas around my neighborhood and we also have trails in the back of my house with a park that could be used for daily exercise if your animal needs to get their energy out!

Sitter Profile Image: Kellie K.
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Kellie K.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 years of experience
Newark, DE, 19711

About: Animals are Gods among us. I agree with Ricky Gervais, that "a dog loves you more than it loves itself, and that's why I worship dogs." Honestly, this gig is a bit selfish - my sweet baby Pit Mix passed away recently & I miss her terribly. I'm certain that engaging with animals will soothe this depression. I am socially awkward with humans, but I love animals. This will be therapy, a true gift, to me. I also need to exercise more and would like to be able to afford any kind of home, some day. My family has had pets since I was in kindergarten. I volunteered with Faithful Friends in High School, through which I also fostered kittens. I have taken care of my neighbors' & friends' pets while away over the years, which I equate to a collective total of ~2 years. I take medical issues very seriously & cared for my doll when she was ill. I understand how stressful & important it is. My favorite thing about walking a dog is when the folded tops of their ears bounce up and down. I work full time until ~4:30PM, but I am usually free after. I am available for boarding on the weekends. On the days I work from home (typically Monday & Wednesday), I can also provide a walk or check in during my lunch hour (1 to 2PM). There are no other animals or children in my home; your pet will have my undivided attention. I have a large partially fenced in yard, and many walking trails nearby. I'm also happy to take care of a pet in your home, if preferred.

Sitter Profile Image: Alice O.
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Alice O.
from
$20
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Newark, DE, 19711

About: I have been privileged to have pets my whole life. I have had different cats and dogs. One of my dogs is disabled and this has taught me how to accommodate animals differently. I can walk them, feed them, clean after them, and play with them. Monday-Thursday: 12 pm-nighttime availability Open availability all other days. I can walk dogs at various times and house sit overnight if necessary. I have reliable transportation. I have a fenced yard and two friendly dogs and two cats. Both have specific beds and the cats have their own respective play areas. Litter boxes is kept in a safe spot.

Sitter Profile Image: Lexi W.
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Lexi W.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
7 years of experience
Newark, DE, 19711

“Lexi REALLY took amazing care of my pup!! Hikes and cuddles and pics galore. So so impressed and i can’t wait for her to take care of my dog again :)”

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Dana C.
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The median cost per night for house sitting in Williamsburg is $60

Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

This was a first time using Rover. Raven did a great job taking care of our pets while we were away.

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Jessica M.
House Sitting
5.0 out of 5 stars

Nina did an amazing job watching my cats sent several pictures kept me updated on their feedings and their behavior followed all the directions and kept my house very clean just the way I left it. I will definitely recommend her and definitely be rebooking. Thank you again Nina for doing such a great job and allowing me to enjoy my trip because I knew my kitties were safe at home.

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Lisa S.
House Sitting
5.0 out of 5 stars

Nancy did a phenomenal job taking care of our Frankie while we were away on a week vacation. Lots of updates daily along with pictures and videos!!! Frankie has special needs and she went above and beyond taking care of our girl and our home. I wish there were 10 stars because Nancy deserves them. VERY HIGHLY RECOMMENDED!!!!

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Pam W.
House Sitting
5.0 out of 5 stars

Jophnie has been exceptional. She even agreed to stay longer on Saturday since my plane was delayed. She will be the one I will choose to watch my ‘precious babies’ dogs the next time I go away. She’s the best!! Helene Woolard

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Helene W.
House Sitting
5.0 out of 5 stars

Destiny did a wonderful job taking care of our pups while we were away! She kept me posted on how they were doing and sent pictures each day. I will definitely be rebooking for future trips ❤️

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Caitlin P.
House Sitting
5.0 out of 5 stars

Selena was wonderful! She watched our house and our dog for 17 days and everything went perfectly! She responds quickly and sends pictures a made sure our boy was well taken care of while we were abroad. When we came home everything was clean and washed too! Highly recommend.

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Emily J.
House Sitting
5.0 out of 5 stars

Kiran was so attentive and kind. He made sure our puppies enjoyed their time with him while we were out and we are very pleased and grateful for his help.

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Jarincy G.
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?

  • 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

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Popular requests for house sitting - Williamsburg

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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 of House Sitting in Williamsburg is $67 per night as of November 2026. Most bookings cost between $67 and $67 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 1,329 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 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:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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