Pet Sitting Chestnut Grove

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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Over 7
pet parents in Chestnut Grove have booked pet sitting

Chestnut Grove, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Basil V.
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Basil V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
5 years of experience
Charlottesville, VA, 22911

“Basil was awesome with our two kitties! Felt very good that our cats were well cared for. Gave medicine to one of our cats. Responsive and helpful and even stopped by to meet them for the first time. Highly recommend Basil.”

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Lloyd R.
Sitter Profile Image: Yana S.
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Yana S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 82 reviews
33 repeat clients
10 years of experience
Charlottesville, VA, 22901

“Yana took wonderful care of my puppy Stevie! She gave him lots of playtime and love and made sure he got the potty breaks he needed. My puppy absolutely loved her!”

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Rebecca Z.
Sitter Profile Image: Megan R.
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Megan R.
from
$19
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
6 years of experience
Barboursville, VA, 22923

“Megan was great and anyone will be lucky to have her help. From the meet and greet through the two consecutive days for drop-ins, we were delighted after meeting her and getting updates while she visited our dog. Megan will be our go to from now on!”

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Christopher and Melissa L.
Sitter Profile Image: Megan G.
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Megan G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 39 reviews
11 repeat clients
20 years of experience
Stanardsville, VA, 22973

“Megan was an amazing kitty sitter! My girls took to her immediately and she wrote the best reviews and took great photos to send to me while I was on vacation. 10/10 recommend 🥰”

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Lauren C.
Sitter Profile Image: lindsey g.
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lindsey g.
from
$25
per visit
4.7 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
Ruckersville, VA, 22968

About: Hi! For many years, I was a Fear Free Certified veterinary assistant in Charlottesville, VA. I also have experience as a dog kennel manager, farm assistant & animal rescue volunteer/advocate. During my 10 years of petsitting work, i’ve learned how to make your pets as stress free as possible while your away. Petsitting is currently my full time job! I create my own schedule, which allows flexibility for everyone! and plenty of time to spend with your pets. With my background in animal healthcare, I am decidicated to keeping your pets safe, happy and healthy. This includes checking in with owners during care!

Sitter Profile Image: Dakota W.
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Dakota W.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 98 reviews
38 repeat clients
10 years of experience
Johnson Village, Charlottesville, VA, 22903

“Dakota went above and beyond while we were away! He was communicative and was wonderful to the dogs! Most certainly would love to have him come again!”

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Bryn H.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$30
per visit
20 years of experience
Charlottesville, VA, 22911

About: I've cared for dogs by walking, hiking, taking them to dog parks, swimming all because I truly enjoy their company and respect their needs to interact and exercise. I work full-time and can accommodate requests with a days notice. I commute to the city for work so I'm flexible with location and hit all the parks and trails. I enjoy treating your dog to a new hike on the trail, swimming in the lakes or river in the summer and social gatherings at the dog parks.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per visit
4.9 out of 5 stars
• 75 reviews
29 repeat clients
10 years of experience
Barboursville, VA, 22923

“Sam did a wonderful job with our senior dog and younger dog. She has a great understanding of pet behavior. We would definitely trust Sam with our pets again!”

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Desiree & Richard F.
Sitter Profile Image: Reilly S.
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Reilly S.
from
$35
per visit
4.9 out of 5 stars
• 16 reviews
1 repeat client
10 years of experience
Free Union, VA, 22940

About: Hi there! I'm an experienced and loving caretaker for dogs, cats, and all kinds of pets: including chickens, horses, and even the occasional bunny! I don’t do this for the money, I truly find joy in playtime, long walks, and making sure animals feel safe, happy, and loved. I must’ve been a dog in a past life! I know trusting a new sitter can feel nerve-wracking, so I always like to start with a phone call and an in-person meet & greet to make sure we’re a great fit for each other. I put a lot of time and love into each Rover family, getting to know your pets and their unique differences. Each Rover stay feels like its own little adventure, and I truly enjoy every one :) I have years of hands-on experience caring for my own pets as well as those of friends, and I’ve helped train and nurture many puppies along the way. I’m knowledgeable in grooming, basic training, and behavior support, and I bring a calm, empathetic energy to every pet I meet. My background includes work as a supplement advisor at a health food store, where I gained experience with holistic remedies and supplements—including CBD—to help pets with anxiety, pain, and general wellness. I now work remotely in environmental sustainability, which gives me a super flexible schedule and plenty of time to give your pet the attention they deserve. I live in a dog-friendly neighborhood perfect for long walks or runs, and your pet will have plenty of love from my partner and animal-loving friends while you're away. Whether your pet needs cuddles, structure, medicine, exercise, or just good company, I’ve got it covered. A couple of notes: I’m not able to accept bookings in homes that use synthetic air fresheners or otherwise strong/harsh scents (unless it can be unplugged or not used beforehand) as it disrupts my ability to be comfortable! I generally prefer stays longer than a single night but will consider one offs especially for repeat clients! Thank you for understanding. NOTE: I am still taking bookings in Asheville, NC - I will travel to you! I am currently living with my partner in Charlottesville VA I happen to work remotely from my computer with a schedule I determine myself. So I am very flexible and able to give lots of attention. I know it can be nerve wracking for your pets and I always meet your pet where they are. I understand that all pets are different with varying emotional and physical needs. I am very empathetic, understanding, and attentive when it comes to adjusting my care per animal. I am active person and love to take dogs on walks but if that’s not their jam, I am happy to curl up with a book on the couch with them.

Sitter Profile Image: Cheyenne G.
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Cheyenne G.
from
$18
per visit
1 repeat client
20 years of experience
Barboursville, VA, 22923

About: Responsible and reliable pet owner who will treat your pets like my own! I have two high energy pups who love to meet new friends and play in the yard. I’m also available for walks and enrichment activities during drop in visits. My schedule is varied but I I’m available up to five days a week and can accept last minute bookings! I know how stressful it is to find reliable, safe pet care and my flexible schedule allows me to be there to help others. Our dogs are all crate trained and have access to lots of in home enrichment opportunities. I have a large unfenced yard for overnight boarding, and have two very friendly female dogs who enjoy meeting new friends. I’m available for walks and drop in visits.

Sitter Profile Image: Eva M.
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Eva M.
from
$30
per visit
1 year of experience
Charlottesville, VA, 22901

About: I don’t have professional experience as a pet sitter, but I have experience caring for dogs belonging to family members. I’m responsible, patient, and comfortable following each dog’s routine and needs. I truly enjoy spending time with dogs and would treat every pet with the same care and attention I would give my own I have a flexible schedule and am available Monday through Saturday from 6 AM to 3 PM. Pet care fits well into my daily routine, and I’m able to provide reliable walks and drop-in visits during those hours. I enjoy spending time with animals and look forward to making pet care a regular part of my week. I care for each pet with patience, kindness, and attention to their individual needs. During walks, I make sure dogs are safe, comfortable, and get the exercise they need. During drop-in visits, I can provide fresh water, food if needed, potty breaks, playtime, and plenty of attention. I will follow the pet’s usual routine and any instructions provided by the owner, and I’ll keep you updated during each visit.

Sitter Profile Image: Miranda S.
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Miranda S.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
11 years of experience
Ridge St, Charlottesville, VA, 22902

“Miranda watched our kitty for a week. Everything was perfect when we got home, she even brought all of our mail in for us!! I knew she was perfect the moment I met her. She was sweet & respectful and I knew our kitty was in good hands! She’s our go-to from now on..”

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Amy W.
Sitter Profile Image: Megan R.
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Megan R.
from
$55
per visit
4.9 out of 5 stars
• 24 reviews
6 repeat clients
14 years of experience
Venable, Charlottesville, VA, 22903

“We were in town for a couple of nights and wanted to go out to a nice dinner. We had Megan come to our hotel room to stay with our Schnoodle so she wouldn’t bark the whole time! Megan was great. Right on time- very engaged and we felt very comfortable leaving her with Maisy. Highly recommend.”

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Lois W.
Sitter Profile Image: Brooklyn M.
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Brooklyn M.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
13 years of experience
Main-Starr Hill, Charlottesville, VA, 22903

About: I’ve been caring for dogs for over 10 years and have experience with everything from energetic puppies to senior dogs. I’ve looked after multiple dogs at once and know how to give each one the attention, exercise, and love they deserve. I grew up with dogs and have my own golden doodle back home, who I miss dearly—so spending time with yours truly brings me joy. You can count on me to treat your pup like part of my own family! My schedule as a student is flexible, and I am always free in the evenings and on the weekends! I also have extended breaks that are perfect for long term pet care. Your pet’s safety and comfort are always my top priorities. Whether I’m caring for your pet in your home or taking them on walks, I make sure they’re in a calm, supervised, and loving environment. I follow all care instructions closely—feeding schedules, walking routines, and any special needs or preferences. I take time to build trust with each pet so they feel comfortable and secure, and I always keep owners updated with photos and messages for peace of mind.

Sitter Profile Image: Petra M.
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Petra M.
from
$25
per visit
5.0 out of 5 stars
• 1 review
20 years of experience
Charlottesville, VA, 22903

“Petra is amazing with our little Luna! She takes her out potty, feeds her lunch and does some play during the day. Gives my wife and I peace of mind during the day while we are at work that our new baby is taken well care of. Would recommend her for your puppy needs!”

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Christina M.
Sitter Profile Image: Haley T.
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Haley T.
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
14 years of experience
Zion Crossroads, VA, 22942

“Haley was great! We had her check in on our dog who recently had puppies. We couldn’t ask for better care and communication throughout the process. I highly recommend Haley as a dogsitter!”

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Rodney O.
Sitter Profile Image: Joey W.
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Joey W.
from
$25
per visit
5.0 out of 5 stars
• 43 reviews
16 repeat clients
9 years of experience
Orange, VA, 22960

About: I started my journey with dogs 4 years ago and have not looked back enjoying every moment since. I am a certified trainer who loves improving the relationship between human and dog. We have a dog yard plus 5 acres. All dogs stay in our extra bedroom, which is now considered the dog room. I personally have two dogs, a cattle dog and a husky mix. They are both very social with all other dogs. We like to have a good time here but I keep a very safe environment for the dogs, no fighting or picking on one another. NO DOG IS TURNED AWAY. If you think your dog is aggressive, I can and will evaluate them so that if possible, we will get them socializing with their own kind and having a great time. Thanks, have a good day! I train dogs for a living so I stay at my house 7 days a week besides when I work with clients and those lessons tend to run about an hour but no more than 2 hours! I have 9 years experience running my own kennel and have two dogs with a large fence so there will be no boredom here! I do prefer to kennel dogs for the night but as we get comfortable with each other they will start to earn more freedom! Pet care is my full time job and i wouldn’t have it any other way, it has been a blessing. I hope I can help make your schedule less stressful! While you’re away, let your dogs play! I have a five foot fenced in dog yard specifically for dogs. We also have another 5 acres that we will walk all client dogs on during their stay with us.-

Sitter Profile Image: Jeffrey C.
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Jeffrey C.
from
$15
per visit
30 years of experience
Elkton, VA, 22827

About: Since I’ve been living on my own, I’ve had 3 dogs. Three Golden Retrievers over the last 30+ years. They are the best animals and I will take care of your dog as if it was my own. I can take care of animals Friday nights and all day Saturday and Sunday. I am available to stay over to watch animals on Friday and Saturday nights. I can come by houses to walk dogs or feed animals anytime after 5:30 during the week from Monday to Friday. I will come to your house and walk dogs, feed animals, and even clean litter boxes if needed during the work week. On Friday and Saturday nights, I can stay over.

Sitter Profile Image: Tiffanie F.
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Tiffanie F.
from
$25
per visit
5.0 out of 5 stars
• 27 reviews
7 repeat clients
30 years of experience
Waynesboro, VA, 22980

“Couldnt have asked for a better experience. The pictures were amazing showing all of my fur babies the happiest they could be. Thanks Tiffanie!”

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Lesley K.
Sitter Profile Image: Roland B.
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Roland B.
from
$19
per visit
5.0 out of 5 stars
• 2 reviews
3 repeat clients
25 years of experience
Culpeper, VA, 22701

“Roland takes good care of Francis and genuinely cares for her well being. Friendly, considerate, and communicates with me on any issues.”

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Robert F.
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The median cost per visit for pet sitting in Chestnut Grove is $20

Pet parents share their Rover experiences - Chestnut Grove

1 / 1
5.0 out of 5 stars

Shaylee has watched Pippin twice now and is basically her bestie! I love receiving all the photos, and Shaylee even helped a bit extra with taking my trash out and making sure things stayed clean. She’s really the best!

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Hayley S.
Drop-In Visits
5.0 out of 5 stars

Cayden is thoughtful, communicative, trustworthy, and responsible— we were so grateful to have had him as our rover for a short period of time! He took great care of our pups, and kept us updated on how each visit went. We look forward to booking him again when he is back from school!

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Gabe P.
Drop-In Visits
5.0 out of 5 stars

I'm always nervous leaving my cat alone when I'm gone so I was very stressed about all the travel I had to do for the holidays. Chelsea was fantastic and it was clear after the first day that I had nothing to worry about. I would definitely book with her again and would recommend her to anyone!

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David B.
Drop-In Visits
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  • 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?

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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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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Popular requests for pet sitting - Chestnut Grove

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Sitters in Chestnut Grove average 6
repeat pet sitting clients

FAQs for Pet Sitting - Chestnut Grove

Frequently asked questions about Rover

The average cost of Pet Sitting in Chestnut Grove is $37 per visit as of November 2026. Most bookings cost between $18 and $52 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 869 sitters on Rover offering Pet Sitting across Chestnut Grove. 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 Chestnut Grove. On Rover:

  • 89% of sitters can help with special care needs
  • 93% 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.

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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