Pet Sitting Williamsburg

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Williamsburg, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Jason M.
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Jason M.
$19
total per visit
5.0 out of 5 stars
• 97 reviews
20 repeat clients
4 years of experience
Florence, CO, 81226

“Jason went above and beyond to overcome some obstacles to hoa drop in visit. We admire his dedication to getting it done! We had the chance to meet him, his wife, and his dog Juniper ahead of the visit and found them all to be wonderful.”

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Kim R.
Sitter Profile Image: Rayelle B.
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Rayelle B.
$23
total per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
35 years of experience
Cañon City, CO, 81212

“Rayelle was awesome! She took great care of our kitties while we were gone and I could tell that she genuinely cared for her feline clients. 100% trust her in our home and with our pets. We'll definitely be looking to Rayelle the next time that we need pet sitting.”

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Timothy M.
Sitter Profile Image: Jazmine & Nakia N.
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Jazmine & Nakia N.
$23
total per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
17 years of experience
Canon City, CO, 81212

“Jazmine did a fab job with my old puppy. He was applied and loved while I had to be out of town. I’ve never used a sitter before, but would ABSOLUTELY use this lovely human again.”

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Victoria M.
Sitter Profile Image: Matalyn R.
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Matalyn R.
$17
total per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
9 years of experience
Canon city, CO, 81212

“Matalyn was excellent! She did a great job and managed my crew that has unique personalities and needs. She did a wonderful job communicating what was happening and asking for info or directions when needed”

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Natalio B.
Sitter Profile Image: Miranda S.
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Miranda S.
$20
total per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Cañon City, CO, 81212

About: I would be excited for the opportunity to hang out with your dog! While in my care, you can expect lots of exercise like runs and hikes! I grew up with a black lab named Toby, and a cat named Roger. Unfortunately, when I came to CO, I couldn't bring them with me, because they were the family pets. So, Rover gives me the opportunity to hang out and care for animals which is super exciting. I am flexible with every aspect of caring for your pet. I love animals, and I have extensive experience caring for them. I would love the opportunity to care for your dog! By day, I am a Stream Restoration Program Manager and my schedule can be flexible! I will have plenty of time to visit with your pup and get them the exercise and outside time they deserve! My house is near a large open space, so plenty of opportunities to walk. It has a large trail system. I have a great fenced back yard too.

Sitter Profile Image: David R.
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David R.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Penrose, CO, 81240

About: Reliable & Loving Pet Sitter | Open Availability for Daytime, Evenings & Overnights Hi! I’m David — a dependable, compassionate, and experienced pet sitter with a genuine love for animals of all kinds. I’ve spent years caring for pets, and nothing brings me more joy than making sure your furry family members are happy, healthy, and well-loved while you're away. I'm currently available part time, so I can accommodate a wide range of needs including daily visits, long walks, overnight stays, and extended care. Whether your pet needs a midday potty break, some extra playtime, or company overnight, I’m here to help! I care for pets like they’re my own — with kindness, patience, and close attention to their routines and preferences. I follow feeding schedules, provide regular exercise and enrichment, and give them the companionship they need to feel safe and secure. I’m also happy to care for your home while you're away, keeping things clean and updating you regularly for peace of mind. Let’s connect! I’d love to learn more about your pets and how I can provide the dependable care you’re looking for. Whatever you see as my availability is when I am able to come to you. I am flexible as long as you are able to be flexible with me Whether caring for pets in my home or my client’s home, I prioritize their comfort, safety, and happiness. In a client’s home, I follow their established routines, ensuring consistency with feeding, exercise, and playtime. I also keep their space clean, provide companionship, and update owners regularly for peace of mind. If caring for pets in my home, I create a safe, pet-friendly environment with plenty of space to play and relax. I make sure they have a cozy spot to rest, engaging activities, and lots of attention to help them feel at home. No matter where I care for them, my goal is to provide a loving and stress-free experience tailored to their needs.

Sitter Profile Image: Darlene H.
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Darlene H.
$20
total per visit
4.9 out of 5 stars
• 154 reviews
59 repeat clients
8 years of experience
Colorado Springs, CO, 80926

“Darlene actually spent the 30 minutes hanging out with my cat, plying with her and giving her love in addition to filling water and food. She’s great! I highly recommend!”

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Hannah B.
Sitter Profile Image: Juan C.
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Juan C.
$23
total per visit
8 years of experience
Pueblo, CO, 81003

About: Years of owning different pets or being around them. Have raised puppies into good dogs. Watched my buddies aged and learned how to take care of them and not push them too hard. I pay attention to subtle changes in the dogs behavior and adjust what is needed to ensure their safety and comfort. My schedule is pretty open, letting me provide reliable care for the fur babies. Pet care is an average part of my everyday, be it trying to keep my own clean, fed, and exercised. I have found that routine is important in our pets eyes as a means of safety. I will ask many questions about interacting with your pet so i can earn their trust by maintaining their routine and expectations. Consistency works wonders and allows us confidence in care.

Sitter Profile Image: Arianna P.
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Arianna P.
$23
total per visit
4.8 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
West Colorado Springs, colorado springs, CO, 80904

“Arianna sent photos daily, but ended up being unavailable one of the days I had her booked for and I was informed 45 minutes after the drop-in time, day of. Luckily, my partner was in town and able to stop by to care for my cats, albeit later than they are normally fed.”

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Dean W.
Sitter Profile Image: Tori K.
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Tori K.
$28
total per visit
5.0 out of 5 stars
• 25 reviews
8 repeat clients
8 years of experience
Central Colorado City, Colorado Springs, CO, 80904

About: Hi I'm Tori! I've been working closely and training with dogs for the better part of 8 years. When I first started working with dogs, I walked packs of 8-10 dogs off leash in San Francisco parks! I'm solely based in positive (R+) reinforcement training and love to help owners build their best relationships with their beloved pups! I am currently based in Colorado Springs. I'm familiar with great dog-friendly trails and have worked with all kinds of dogs (temperaments, age, and sizes)! I have a dog friendly home in Old Colorado City. I do have a safe fenced in backyard. I always do "meet and greets" before boarding or training any dog. If I stay at the dog owners' home, I stick to the dogs normal schedule/routine and make sure their home and pup is better than I found it! I'm trained in understanding dog's needs and being hyper aware of my environment to ensure safety of the dog I'm watching/walking! I hope to meet your beloved pup soon! Please reach out with any inquiries or questions! I’m very flexible for my clients needs! I do not have any pets of my own and am gone less than 6 hours a day, if I am gone at all. I always try to stick to the dogs normal routine and care! My home has no other pets and I am very experienced in walking, training, and sitting at my home and pet owners homes!

Sitter Profile Image: Katilyn B.
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Katilyn B.
Star Sitter
$28
total per visit
4.9 out of 5 stars
• 79 reviews
22 repeat clients
10 years of experience
Powers, Colorado Springs, CO, 80922

“Katilyn was absolutely wonderful with our Millie girl! Our door was acting up and wouldn’t unlock, but Katilyn remained so professional, communicative, and kind throughout the whole situation. She even stayed longer than she needed to so she could check in on Millie and spend some extra time with her. We are so grateful for the care she showed our pup and for going above and beyond to put our minds at ease. We would absolutely recommend Katilyn and will definitely be using her again!”

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Keatin M.
Sitter Profile Image: Leslie S.
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Leslie S.
$28
total per visit
4.7 out of 5 stars
• 31 reviews
5 repeat clients
5 years of experience
Colorado Springs, CO, 80922

About: I have taken care of Friends, Family and others people's pets for years now. I have experience and love animals!! I walk, feed, adminster medication, bathe, and keep company. Pet care fits with my daily routine around my work schedule. I have weekends off, but I can watch during the day. I sometimes work a couple hours in the early evenings, but I am usually home. I have a freindly older dog of my own to keep your dog company, I can crate your dog if you want, but I do have a good size fenced In backyard for them to run around and play.

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The median cost per visit for pet sitting in Williamsburg is $20

Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

We have booked several days of drop-in visits with Jason before, and he always does a fantastic job! He is very responsible and caring for our dog AND our home. We feel very confident our dog is getting great care when we book with Jason.

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Erin H.
Drop-In Visits
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Find pet care near you

Book with peace of mind

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Williamsburg

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Williamsburg average 6
repeat pet sitting clients

FAQs for Pet Sitting - Williamsburg

Frequently asked questions about Rover

As of November 2026, there are 179 sitters on Rover offering Pet Sitting across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

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

  • 97% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 99% 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.

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.

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