House Sitting Williamsburg

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

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Over 30
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: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
25 years of experience
Baltimore, MD, 21215

Kaitlin is not only a natural animal lover, but also a very kind and responsible person. She stayed at our home and cared for our dogs during a snow storm that brought almost a foot of snow with it. She is an excellent communicator. I felt very comfortable traveling out of town knowing that she was taking great care of our dogs and home in our absence. 100% recommend her! 😊

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Kathleen S.
Sitter Profile Image: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
26 reviews
12 repeat clients
18 years of experience
Reisterstown, MD, 21136

Cheryl was a great sitter. She stayed at the house and watched our two large dogs. She took good care of them and sent us pictures and updates on them over the weekend. She even took care of a package that was delivered for us. I would use Cheryl again.

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Todd W.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
194 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte did a great job caring for our girl while we were away for a few days. She sent lots of pictures and it looked like Bella really enjoyed her time with Bronte. Would highly recommend.

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Christine P.
Sitter Profile Image: Haile N.
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Haile N.
from
$65
per night
4.8 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Pikesville, MD, 21208

Haile was great. She took care of our two pups and they were in great spirits when we returned. She came over to meet them ahead of the scheduled sit and was communicative during the whole time we were gone. Will have her back!

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Nia C.
Sitter Profile Image: Keira J.
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Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.

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Micki D.
Sitter Profile Image: Bito B.
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Bito B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
10 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Bito went above and beyond for the critters, ensuring they were cared for at all times. The crew really looks forward to their visits. Great communication and would wholeheartedly recommend!

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David M.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$42
per night
4.4 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was very professional and respectful staying in our home. She took amazing care of our 155lb Bernese mountain dog. We will absolutely be booking with her again!

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Ashley T.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
110 reviews
38 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha took great care of our australian shepherd pup while we had a evening out together. Thank you so much for the help. Especially on such short notice.

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Richard F.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$75
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

We couldn't use our regular dog sitters for a trip so decided to use Rover. Robyn was everything we could hope for and more!! She took care of our dog(Pepper) and kept us informed while we were away. It helped make our time away more enjoyable knowing how well Pepper was being taken care of!! Thank you for everything Robyn!! We got home and Pepper was happy to see us and the house was as we left it. We really appreciated al Robyn did all week with Pepper!!! Really made our trip that much more enjoyable knowing Robyn was here watching him. We also really appreciated all the updates and pictures! Robyn was TERRIFIC!!!

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Lee B.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
99 reviews
20 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Our animals were all so happy when we returned. After an unexpected vet visit the day before we left and additional meds and care, Shania didn’t miss a bit. She texted to confirm instructions and for guidance to be sure she got things right. We will definitely have her stay with our group again!

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Tammy B.
Sitter Profile Image: Kevin D.
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Kevin D.
from
$65
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
25 years of experience
Greater Rosemont, Baltimore, MD, 21216

Kevin was fantastic! He arrived early and showered my fur baby with love. He made sure to have all of his favorite treats on hand. I would not hesitate to hire him again. If you're unsure, let this review be confirmation that Kevin is top-notch. I felt at ease leaving my pet in his care.

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Takiara W.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$55
per night
4.9 out of 5 stars
34 reviews
9 repeat clients
11 years of experience
Baltimore, MD, 21210

Victoria is absolutely amazing! I’ve hired her multiple times and she takes incredible care of my pets. My cat who is usually very shy warmed up to her and even sat on her lap! He doesn’t do that with anyone but me which speaks volumes of how caring Victoria is and how safe he feels around her. She is the best sitter and I highly recommend her!

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Julie D.
Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$34
per night
4.8 out of 5 stars
13 reviews
6 repeat clients
6 years of experience
Owings Mills, MD, 21117

If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.

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Bess B.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$50
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Ellicott City, MD, 21043

Steph took such great care of my dogs and sent plenty of updates and pictures, thank you so much!!

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Keira T.
Sitter Profile Image: Karenna A.
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Karenna A.
Star Sitter
from
$62
per night
4.9 out of 5 stars
57 reviews
24 repeat clients
15 years of experience
Timonium, MD, 21093

Karenna did an amazing job caring for our dog! She was super communicative, sending photos and asking about a few behavioral things to make sure everything was on track. She also checked in on a house issue (some ants had made their way inside) and was prepared to deal with it. I would highly recommend Karenna, and hope we get a chance to book her again sometime soon!

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Erin L.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
15 years of experience
Halethorpe, MD, 21227

Samantha stayed in our home with our two girls. She updated me everyday and was a very respectful house guest! Everything was tidy and just where we had left it. The girls were happy and I doubt they missed us at all 😂. I would definitely recommend Sam!

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Jessica D.
Sitter Profile Image: Evan K.
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Evan K.
from
$120
per night
5.0 out of 5 stars
65 reviews
20 repeat clients
3 years of experience
Baltimore, MD, 21208

Evan was an awesome pet sitter! He kept me informed, asked questions, and sent photos and video every step of the way! My pets are very happy and so am I!

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Annette H.
Sitter Profile Image: Nautica M.
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Nautica M.
from
$25
per night
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Milford Mill, MD, 21244

She did a great job and went over the top to make sure Rocky was comfortable with her

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Phil C.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
from
$60
per night
4.9 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Ana is great! She was always responsive, kind, and reliable, and made sure Ginger stayed safe, comfortable, and happy. She took great care of her and also helped daily medication well! When I got home, Ginger was calm, healthy, and clearly well cared for.

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Vicky J.
Sitter Profile Image: Amanda M.
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Amanda M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Baltimore, MD, 21204

Our dogs had another amazing stay with Amanda! Amanda is so communicative and leaves our house is such perfect, clean condition. Most importantly our dogs love her and are always such well taken care of with her :)

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Mikaela T.
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The median cost per night for house sitting in Williamsburg is $50

Pet parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

We can’t sing Kaitlin’s praises loud enough! She’s the most caring, conscientious sitter we’ve had. She’s an excellent communicator as well, always making sure to update us with awesome photos. She’s very neat and always leaves us a clean house. Most importantly we feel she really understands and takes superb care of our doggos.

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Cassandra E.
House Sitting
5.0 out of 5 stars

Robyne is a lovely, joyful, and vibrant soul. Her love of animals is very obvious. My dog adored her and so did I!!

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Laura M.
House Sitting
5.0 out of 5 stars

Haile is great with our fur babies! It is obvious they are very comfortable with her, and are much more relaxed after a few days with her as opposed to the kennel. I really enjoy getting her updates <3

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Kayle S.
House Sitting
5.0 out of 5 stars

Morgan is always very respectful and communicative. She takes great care of our 150lb Bernese mountain dog!

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Ashley T.
House Sitting
5.0 out of 5 stars

Micah took great care of our cat, dog, and house while we were away. The animals were clearly very comfortable with her and she was very communicative with us during our trip. We loved seeing all the pictures of them hanging out and looking like their normal, happy selves. Thanks, Micah!

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Amanda K.
House Sitting
5.0 out of 5 stars

Bronte is so personable, kind, observant, and communicative! She even washed and dried the sheets she left for a one night stay. My baby is really happy today and I loved getting videos and pictures the whole time. You can tell when you meet her she has such a sweet heart and a good soul and it feels good to know my kitty cat who is my baby is in good hands. She even drove out for a meet and greet which means so much to me because I’m a little crazy as a pet parent. My house looks great and my baby taken care of and I would absolutely hire Bronte again, no questions asked!

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alexandra t.
House Sitting
5.0 out of 5 stars

Keirra was lovely! She took such great care of our house and cats while we were away. We will definitely rebook her services for our next vacation. It gave us peace of mind to know our most valuable possessions (cats + house) were in good hands.

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Caitlin O.
House Sitting
5.0 out of 5 stars

Jayla did a great job taking care of our cats and administering insulin to our diabetic boy. She has a calming presence and our cats really took to her. We will definitely be using her for sitting in the future.

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Guin P.
House Sitting
5.0 out of 5 stars

Another great week of being able to count on Jhane and EmJay with no worries while we were gone for the week!

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Adam H.
House Sitting
5.0 out of 5 stars

Rachel was a fantastic house sitter and gave our zoo of animals the best care. Very enjoyable human, 10/10 would book again!

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Kristin G.
House Sitting
5.0 out of 5 stars

We used Kelsey for the second time and just like last time it went perfectly! Great communication and updates and our three fur babies love her. Our house was in tip top shape and we will/would definitely book again and recommend highly :)

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Kristin W.
House Sitting
5.0 out of 5 stars

Ashton is great! Our animals love him, and he always takes great care of our place. He’s very responsive.

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Jeny D.
House Sitting
5.0 out of 5 stars

Erin is amazing!!! Not only is she punctual but immediately became Baileys best friend. She understands pups and gives them such special attention and care. Best sitter ever!!! You can’t go wrong, we highly recommend her for your fur babies.

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Christine A.
House Sitting
5.0 out of 5 stars

Absolutely phenomenal. Both our babies were happy and fed when we got home. Photo updates were very appreciated. If I could give 1 million stars I would. So thankful!

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Jessica W.
House Sitting
4.0 out of 5 stars

Reliable and responsive! didn’t house sit or sleepover but checked in on them regularly. Followed instructions well.

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Ajshay 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.

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

    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 for House Sitting in Williamsburg on Rover is $49.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 4,896 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:

  • 93% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 94% 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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