House Sitting Williamsburg

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

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Over 29
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: Kaitlin G.
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Kaitlin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
25 years of experience
Glen-Fallstaff Area, Baltimore, MD, 21215

Having 2 new rescue pups, i knew it would be difficult to continue traveling as much as I like. Kaitlin helped me work through that transition. My house was left better than i left it. She went out of her way to communicate, went above and beyond what i asked and went out of her way to do things she didnt have to do. I think my pups miss her more than they did me. I cant recommend her more.

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Nicole M.
Sitter Profile Image: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 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: Bito B.
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Bito B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
34 reviews
12 repeat clients
10 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Bito is lovely to work with! I always knew I could expect a comprehensive text of the visit and lots of cute photos. I felt comforted knowing Bito was there to spend time with my pet. I’d highly recommend for any type of pet sitting !

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korin 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
6 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.

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Morgan G.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$42
per night
4.5 out of 5 stars
12 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: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
197 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte is amazing! I left my 2 high energy dogs (vizslas) with Bronte overnight. This was my first time ever leaving my dogs with another person, so I was very nervous. Bronte was so amazing and communicative that I didn't worry at all while I was gone. She took great care of my dogs and my home. One of my dogs is on medication, which wasn't a problem at all for Bronte. She sent me pictures and videos, kept me updated, and my dogs were clearly having a ton of fun with her. I would leave my dogs with Bronte again in a heartbeat. She was awesome.

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

Shania was wonderful! We booked her for a long weekend away and felt very confident in her care of our home and puppy. Our pup seemed to be well cared for and we came home to a clean house! Thank you!

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Carley W.
Sitter Profile Image: Eileen P.
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Eileen P.
from
$55
per night
4.8 out of 5 stars
33 reviews
10 repeat clients
20 years of experience
Charles Village, Baltimore, MD, 21218

Great care for our little rescue guy. My dog instantly took to her. Eileen house sat and dog sat and was beyond responsible for both. We would 100 % call her when needed. She went out of hr way and I knew my guy was safe and happy.

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Jack B.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
15 years of experience
Halethorpe, MD, 21227

Samantha has cared for our dog (and home) twice now. Again we returned home to a happy pup and clean home. Samantha kept us informed and sent photos, and I wholeheartedly recommend her.

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

I had the pleasure of working with Robyn as my dog walker/dog sitter. From day one, it was clear that Robyn had a genuine love and passion for dogs. Her professionalism and reliability were outstanding. I always knew I could count on her to be on time and take great care of my furry friend. Not only did she ensure my dog got plenty of exercise and fresh air, but she also provided the companionship and attention that my babies need. She made sure to always send daily updates and pictures! What sets Robyn apart is her deep understanding of canine behavior. She knew just how to handle my dog’s personality and needs, making every walk a positive experience. She made sure to ask me about training and what she can do to follow our usual routine as closely as possible. My dogs absolutely adored Robyn and were always excited to see her. Safety was a top priority for Robyn as well. I appreciated the thoroughness in making sure my dog was secure during walks, especially when crossing streets or encountering other dogs. Her attention to detail gave me peace of mind. I can’t recommend Robyn highly enough. She provided exceptional care, trustworthiness, and genuine affection for my pet. If you want a dog walker who goes above and beyond, Robyn is the one to choose. My pups and I are truly grateful for her wonderful service and will be recommending her to family and friends.

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Kira L.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
120 reviews
39 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha is WONDERFUL! My dog is very emotionally needy (has anxiety), and I needed a sitter very last minute. Tabitha came to the rescue and was so attentive with Franny and did such a good job with her! I really trust her and i can’t wait to use her again 🙂

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Christine G.
Sitter Profile Image: Jonathan A.
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Jonathan A.
from
$55
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Owings Mills, MD, 21117

About: I’ve watched multiple dogs at once all my life, making sure they get all the attention and love they need. I also love to just walk around so your babies will get the exercise they need. I’m free most hours Sunday through Thursday. Saturday and Friday get a little iffy but I’m sure I can work stuff out. I work part time so most of my day would be spent caring for your dogs. I will play with your dog walk them as long as they need. I’ll let them out and make sure they are as safe as they can be.

Sitter Profile Image: Lisa S.
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Lisa S.
from
$55
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Catonsville, MD, 21228

Lisa was amazing with our dog Roscoe!! We appreciated that she kept us updated with pictures and messages, it was so nice to be able to take a weight off our shoulders and know she was doing such a stellar job! Roscoe loves her and her daughter, and we were thankful that Lisa also took the time to water our plants and herbs. We’ll definitely be a repeat client, I’d recommend Lisa without any hesitation!

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Isaac W.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$65
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Baltimore, MD, 21211

Excellent! Rocket enjoyed his time with Lauren and the house was exceptionally taken care of. Highly recommend.

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Evan F.
Sitter Profile Image: Ayiana W.
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Ayiana W.
from
$45
per night
5.0 out of 5 stars
1 review
2 repeat clients
3 years of experience
Windsor mill, MD, 21244

About: I’ve always had a special bond with animals, and my family often trusts me to care for their dogs. I look forward to making you and your pets happy too. I have a wonderful Standard Poodle named Stormi Bless. Caring for pets is my part-time job while I’m also pursuing a degree in Criminal Justice. I’m confident I can build a strong connection with your dog and provide them with the love and attention they deserve. When I look after my family’s dogs, I make sure they get plenty of attention, affection, and playtime. I’m always mindful of their needs, whether it’s time for a walk, a meal, or just some extra care. This is currently my part time job as I am in college as well. I currently take up criminal justice, but I am sure to connect with your dog and show them support. When taking care of my family pets I am sure to make sure their dogs get attention, love, and the play time they need. When a pet shows signs of needing a walk or it’s time for food I pay attention to it all.

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 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.
Sitter Profile Image: jasmine a.
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jasmine a.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Charles Village, Baltimore, MD, 21218

Jasmine did a great job watching Joey at our house for the weekend we were gone. She followed all instructions, was highly communicative, and we came home to a happy, healthy dog and a clean house. Highly recommend her!

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Nicole B.
Sitter Profile Image: Kathleen B.
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Kathleen B.
from
$63
per night
5.0 out of 5 stars
81 reviews
22 repeat clients
20 years of experience
West Baltimore, Baltimore, MD, 21223

Took brilliant care of my pup Pearl very last minute. Kathleen took great care of her and I came back to a happy pup. It is a big relief to have someone I trust taking care of Pearl.

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Rachel K.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$55
per night
4.9 out of 5 stars
35 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: Julion S.
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Julion S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
5 repeat clients
20 years of experience
Hunting Ridge, Baltimore, MD, 21229

When my other Rover cancelled on me last minute Julion happily stepped in and did an absolutely fantastic job watching my dog while I was away. Cannot say enough good things about his service and professionalism. From the pet care, daily updates, pictures, I would use him over and over and will recommend him to any and all.

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Nick P.
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The median cost per night for house sitting in Williamsburg is $50

Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Kaitlin took excellent care of our cat and dog for a full week while we were away. We got timely updates, adorable pictures, and when we came home our pets were happy and relaxed. They had obviously had a wonderful time without us!

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Matthew M.
House Sitting
5.0 out of 5 stars

Jennifer was very professional communicative and sweet with our Bernese mountain dog Gus. She kept him super active as well. We will definitely be rebooking with her!

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Ashley T.
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

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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 $49.95 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 4,816 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
  • 97% 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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