House Sitting Williamsburg

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

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Over 150
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
28 reviews
6 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: Susan S.
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Susan S.
from
$60
per night
5.0 out of 5 stars
54 reviews
6 repeat clients
23 years of experience
Orlando, FL, 32809

I was a initially hesitant about a higher rate sitter, but Susan had the extra background check, had reviews from multiple clients, and took her own time for a meet and greet before we booked so we could get to know her and her passion for caring for others. She took great care of my bulldog while I took a nearby staycation. The peace of mind proved worthwhile. We have already booked her for another longer stay and are thankful Rover connected us!

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

Devona was amazing. We needed someone who could stay with our two cone headed dogs after a recent dog attack. She took great care of them and sent many photo updates. Will definitely use her again!

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Anthony G.
Sitter Profile Image: Kaley N.
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Kaley N.
from
$50
per night
4.9 out of 5 stars
37 reviews
10 repeat clients
6 years of experience
Orlando, FL, 32837

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

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Laura R.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$140
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
3 years of experience
Orlando, FL, 32821

Kristina was amazing!!! The huskies felt comfortable with her instantly and so did we. Thank you and we look forward to using you again!!! We highly recommend her!!

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David I.
Sitter Profile Image: Staycee M.
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Staycee M.
from
$80
per night
5.0 out of 5 stars
3 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: Tiffany P.
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Tiffany P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Metro West, Orlando, FL, 32835

Tiffany was so great! She arrived as promised and even took our dog out one extra time for us since we were returning late. The dog was happy and well- cared for, left the house in great shape. Will definitely use Tiffany again and highly recommend!

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

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

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

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

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

Jocelyn did an incredible job with my two pups - both are young with tons of energy. My 3yo border collie was not friendly but Jocelyn easily won her over. I was truly impressed with how she expertly navigated my dog’s behaviors. I received great pictures that highlighted how well cared for they were while I was away. Jocelyn kept them happy, safe and fed. I appreciate Jocelyn”s regular updates and photos. I would 1000% rebook Jocelyn.

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EB B.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$22
per night
4.8 out of 5 stars
23 reviews
13 repeat clients
6 years of experience
Orlando, FL, 32839

Jennifer was absolutely wonderful! She’s so sweet, and Bingo and Chloe adored her. I felt completely at ease knowing they were in such loving hands. Highly recommend her to anyone looking for a caring and reliable pet sitter!

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Nancy C.
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 handled some some unexpected issues with grace and professionalism. She went WAY out of her way to take care of my dog when she was in need. VERY grateful for her.

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John S.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$75
per night
5.0 out of 5 stars
42 reviews
18 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.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
390 reviews
119 repeat clients
7 years of experience
Kissimmee, FL, 34746

Mia is an excellent sitter! I used her to look after my two cats while out of the country! She did a wonderful job with daily visits and night stays. I couldn’t have been more happy and pleased while away. She gave me updates with pictures and videos and paid close attention to my cats needs. She’s caring, diligent, and professional. Would highly recommend and will hire again :)

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Hilary K.
Sitter Profile Image: Paula A.
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Paula A.
from
$55
per night
5.0 out of 5 stars
46 reviews
11 repeat clients
50 years of experience
Bay Lake, FL, 34714

Thank you for taking good care of our babies and keeping us updated

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Krystel S.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Kissimmee, FL, 34746

Amazing! Kept us updated and always went above and beyond for our pups. Cant wait to hire again 😊

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Madison B.
Sitter Profile Image: Destiny L.
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Destiny L.
from
$105
per night
5.0 out of 5 stars
20 reviews
10 repeat clients
12 years of experience
Orlando, FL, 32821

Destiny is the most loving and responsible young lady i’ve Ever met. My dog Luna was welcoming her with kisses after just one day with her, and she kept me updated at all times. I’m blesse I found Luna’s step mom

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

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

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

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

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Jill-Victoria R.
Sitter Profile Image: Tanisha S.
Verified Enhanced Background Check
Tanisha S.
Star Sitter
from
$60
per night
4.9 out of 5 stars
55 reviews
31 repeat clients
30 years of experience
Kissimmee, FL, 34743

Tanisha was fantastic house sitting. Despite some initial challenges with our temperamental feline, she was professional and made us completely comfortable. We hope to have her work with us again soon!

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Erika G.
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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

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.
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

Staycee is incredibly kind and attentive. They sent regular photos and updates. My dog was very content with Staycee’s company and positive reinforcement.

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Reece H.
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

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

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Becky R.
House Sitting
5.0 out of 5 stars

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

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Cherette P.
House Sitting
5.0 out of 5 stars

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

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

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Kristie A.
House Sitting
5.0 out of 5 stars

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

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Kellington N.
House Sitting
5.0 out of 5 stars

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

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Connor N.
House Sitting
5.0 out of 5 stars

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

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Jan B.
House Sitting
5.0 out of 5 stars

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

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

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  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

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 for House Sitting in Williamsburg on Rover is $58.28 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 3,020 sitters on Rover offering House Sitting across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

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

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

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

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

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

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

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

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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

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

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

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

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

  • 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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