Pet Sitting & Drop Ins In Hillside Court

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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Top rated Hillside Court pet sitters

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

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Sitter Profile Image: Nicole D.
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Nicole D.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
12 years of experience
Richmond, VA, 23220

About: I’ve taken care of dogs my whole life of all sizes. I grew up with a great pyranees/ border collie and have a dog of my own who is a dachshund. I dog sat for my neighbor, friends, and relatives frequently. I also have experience in sitting for cats as well. I can also help your dog learn new tricks! I taught my dog how to sit, stay, lay down, paw, roll over, follow, and wait all within 6 months. I am currently a part-time employee and have a dog of my own, so I have plenty of time and experience in pet care to give your furbaby the care they deserve! I’m flexible to what they need. Whatever needs you have for your furbaby I can meet! My dog is very particular, so I am patient, willing and understanding to what your pet needs.

Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
63 reviews
16 repeat clients
8 years of experience
Richmond, VA, 23220

Holland was a pleasure to work with. My dog can be quite anxious, and Holland was wonderful—carefully following my instructions and showing real empathy and understanding for my dog’s needs.

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Ethan
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
127 reviews
55 repeat clients
6 years of experience
Chimborazo, Richmond, VA, 23223

Emily was great! Very communicative and sent great pics of our 2 beagles while we were away. We would definitely use Emily again for dog sitting.

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Lisa L.
Sitter Profile Image: Terra Jonathan Josue T.
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Terra Jonathan Josue T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
191 reviews
53 repeat clients
8 years of experience
Union Hill, Richmond, VA, 23223

Jonathan took excellent care of my cat, Milo. Jonathan was extremely communicative and I loved all the photos and updates while I was away. I would highly recommend Jonathan, he was was extremely personable, considerate and flexible! My cat was very well taken care of with cuddles, treats and play time. I hope to have Jonathan watching Milo again in the future!

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Kate C.
Sitter Profile Image: Kay C.
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Kay C.
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
13 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Kay stepped up when my usual cat sitter cancelled before the Christmas break and really put all of my worries at ease. She is a phenomenally attuned cat sitter and so communicative for any needs she had. Thank you, Kay! Couldn’t have enjoyed my vacation away without you!

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Annabelle G.
Sitter Profile Image: Kacey G.
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Kacey G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
12 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

Kacey was so great with Rosie! She made sure she had everything she needed and took lots of photos for us. Definitely recommend her for all your pets!

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Seana C.
Sitter Profile Image: Danyelle H.
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Danyelle H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
19 repeat clients
20 years of experience
Shockoe Bottom, Richmond, VA, 23223

Danielle did an excellent job with Otis, kept me updated with pics and videos from her visits. He's not always the quickest to warm up but seemed to take to her on her first visit! Came home to a happy, healthy boy. Would definitely book her to look after him again!

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Andrew T.
Sitter Profile Image: Nick I.
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Nick I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
Fulton, Richmond, VA, 23231

Nick’s care and communication have been absolutely phenomenal, and I truly appreciated it. I could tell Sebastian felt well loved and cared for through the pictures that he sent during my time away! This was my first time using Rover, and I'm sold. I'll definitely keep Nick in mind as I travel frequently, and we've had some family shifts so care is not always as readily available.

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Ashley W.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

Alyssa has been an amazing pet sitter for our high-energy dog. She has been great with our unpredictable schedule and has been an awesome communicator. We are very grateful we could find her on Rover!

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Mary C.
Sitter Profile Image: Heather S.
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Heather S.
from
$19
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
25 years of experience
Fulton, Richmond, VA, 23231

Heather was very responsive and communicative. She took great care of our cat, followed all our instructions and is the first pet-sitter he came out for. She was very respectful of our house. We would definitely rebook with Heather again!

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Alex G.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

Alexander was awesome! My silly, hyper pup warmed up to him well and he made sure my big oy was taken care of without any deviations from our routine. I will be planning on booking Alexander soon!

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La'Shanta J.
Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$22
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

About: Hi! I’m Cheyenne, a lifelong animal lover with hands-on professional experience caring for dogs of all sizes, breeds, and temperaments. I previously worked at a kennel-free dog boarding facility, where I helped care for multiple dogs at once in a safe, supervised environment. I’ve also worked as a full-time dog walker and pet sitter, providing daily walks, drop-in visits, feeding, medication administration, and lots of attention and playtime. Animals have always been part of my life—I’ve grown up with dogs and cats and currently care for my own pets as well. Because of my background in both professional animal care and customer service, I understand how important communication and trust are when someone else is caring for your pet. What you can expect when your pet is with me: • Reliable, on-time care • Regular photo and text updates • Safe handling for dogs with different temperaments • Experience with multi-dog households • Lots of attention, enrichment, and play Whether your dog needs a walk while you’re at work, drop-in visits while you’re away, or extra love and attention, I treat every pet like they’re my own. I’d love to meet you and your furry family member! I work a hybrid office jobs with very flexible hours. When I do go into the office, my office is dog friendly so I can bring a furry friend along if they enjoy the socialization! I care for pets in their own home so they can stay comfortable in a familiar environment and maintain their normal routine. For drop-in visits and house sitting, I follow the owner’s instructions closely, including feeding schedules, walks, medications if needed, playtime, and any specific routines your pet is used to. During visits, I make sure pets get the attention, exercise, and enrichment they need, whether that’s a long walk, playtime, or just companionship. I also make sure basics like fresh water, clean feeding areas, and litter boxes are taken care of. For dog walks, I focus on safe handling, appropriate exercise for your dog’s energy level, and making sure they return home happy and settled. I always send updates and photos so you know how your pet is doing while you’re away. My goal is to make sure your pet feels safe, cared for, and loved while keeping you informed and at ease.

Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$20
per visit
5.0 out of 5 stars
176 reviews
49 repeat clients
15 years of experience
Richmond, VA, 23224

Jasmine was reliable, kind and soo helpful with coffee !! I loved the picture and prompt updates ! I will definitely be rebooking with her again

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Cortney S.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
92 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

This was our first time using Rover and we are so glad we found Jeffrey. He took such great care of our diabetic cat so we could rest easy on vacation.

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Laura v.
Sitter Profile Image: Maria & Luis V.
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Maria & Luis V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
209 reviews
76 repeat clients
25 years of experience
Church Hill, Richmond, VA, 23223

Maria was excellent with my our pups! One is super shy and warmed up quickly. The other has never ending energy and she kept him busy with fetch. 10/10 would definitely love for Maria to watch our dogs again

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Allie C.
Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 reviews
16 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Sidney is great with our puppy and was very accommodating to do a drop-in on short notice. Would recommend her to anyone looking for drop-ins and dog walks!

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Kyle D.
Sitter Profile Image: Elijah S.
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Elijah S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
249 reviews
74 repeat clients
4 years of experience
Eastview, Richmond, VA, 23223

If I could give Elijah 6 stars, I would. He is personable, professional, and a fantastic sitter! Every day he provided a thorough rundown of how the visit went and was communicative from start to finish.

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Skyler B.
Sitter Profile Image: Deanna S.
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Deanna S.
from
$18
per visit
5.0 out of 5 stars
46 reviews
2 repeat clients
15 years of experience
Richmond, VA, 23224

Deanna was great! I was away longer than usual but felt confident all was well because of Deanna’s detailed updates. Everything was perfect when I came back. I would definitely use her again.

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Lucie B.
Sitter Profile Image: ashley g.
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ashley g.
from
$14
per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
7 years of experience
Oak Grove, richmond, VA, 23224

Ashley was amazing!! She sent lots of cute pics of the kitties and sent a nice note of everything she did while she was there!! Will definitely book with her next time!

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Andrea B.
Sitter Profile Image: Ivana M.
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Ivana M.
from
$20
per visit
5.0 out of 5 stars
31 reviews
13 repeat clients
10 years of experience
Shockoe Bottom, Richmond, VA, 23223

About: I offer daycare, overnight stays, walks and check ins! I’ll make sure your pet gets the love and attention they deserve. Frequent trips to the dog park and lots of long walks. As a long time pet owner I know how important it is to care for your pet properly and be able to trust they are in good hands. I have experience caring for old dogs as well as sick dogs that require lots of attention and medication. I am experienced in caring for puppies. Will provide hourly check ins when requested including photos. Dogs allowed on furniture. Will never leave them alone. Available on short notice. Hourly Over 10 years experience. Rest assured your pet will be in very good hands staying with me.

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Hillside Court pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kade communicated well the entire stay, sent plenty of pictures and told me everything I wanted to know regarding my kitty. I couldn’t have asked for a better person to work with her.

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Lydia H.
Drop-In Visits
5.0 out of 5 stars

Erica was on time for visits and took great pictures! I felt very comfortable entrusting her with Clover after our meet and greet.

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Katie G.
Drop-In Visits
5.0 out of 5 stars

Abby was great! Very thorough, thoughtful, and proactive. We felt very comfortable leaving our kitty at home knowing Abby would be in to check on her. Highly recommended!

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Eric & Austin J.
Drop-In Visits
5.0 out of 5 stars

Danyelle was amazing with our indoor and outdoor cats, she sent a lot of pictures and details about each visit. I would recommend Danyelle to others and will be booking her for pet sitting again!

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Catherine M.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough wonderful things about Theresa. A friend recommended her to me, and she watched my cat over a long weekend. Right from the initial meet-and-greet, I knew she was the perfect fit, she immediately got down on the floor to meet my cat on her level, which meant so much. While we were gone, her attention to cleanliness and detail was great. She cleaned the water bowls and soft food dishes daily and handled the litter box exactly as instructed. I absolutely loved the tons of photo updates she sent, you could see how safe and comfortable my cat felt around her. On top of everything, she was incredibly accommodating with a last-minute request. I am so grateful for her care and will definitely be booking her again!

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

Alyssa was wonderful! She took my request fairly last minute, and shared lots of photos of my cat while I was away.

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

Emily was professional & friendly, and the cats--especially Phoebe--certainly loved her! One of our kitties had a bit of a medical emergency and Emily handled it with grace and care. Could not recommend her enough! :)

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Kaity M.
Drop-In Visits
5.0 out of 5 stars

Nick is a kind guy with a gentle demeanor. My anxious dog Leroy was very comfortable with him and I came home to a happy pup. I will definitely be calling upon him more this summer!

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Erin A.
Drop-In Visits
5.0 out of 5 stars

Abby was so amazing! We felt so much better leaving our kitties with her. She was always on time and sent plenty of pictures of them. Would 100% recommend her to watch anyones’ pets!

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Taylor B.
Drop-In Visits
5.0 out of 5 stars

Nick is the best! He’s great with Chico and always excited to see him. He keeps me updated on the visit and often says yes to my last minute requests. So grateful to have him watching Chico!

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Claire K.
Drop-In Visits
5.0 out of 5 stars

Per usual, Kelly's the absolute best at handling our cantankerous old man cat. I'd even go as far as saying she's growing on him, which no one has achieved before in his 15 years on this planet. Either way, we love Kelly even if Mowgli doesn't (because he hates everything).

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Jessica V.
Drop-In Visits
5.0 out of 5 stars

Goes above and beyond!!! Very trustworthy and kind. I have been hiring Terra for the past couple years and highly recommend them!

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Christina M.
Drop-In Visits
5.0 out of 5 stars

Jordyn was great! Communicative and able to take on the booking only a few days out. Rocky seemed like he had a great time, would recommend!

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Madison J.
Drop-In Visits
5.0 out of 5 stars

Brenna has communicated well and been reliable. We did a FaceTime meetup before our first sit and have now used her twice and hope to continue to do so.

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Callie Y.
Drop-In Visits
5.0 out of 5 stars

Taylor is amazing! I could not have found a better fit for Ellie! She took amazing care of her and it was such a comfort and peace of mind knowing she was taking care of my fur baby and treating her like her own. As much as I would like to gate keep, haha! …I would 100% book her again and am looking forward to being able to do that!

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Kimberly W.
Drop-In Visits
5.0 out of 5 stars

Kathleen, you're such a treasure and Henry the cat and I will both miss you so much! Thank you for being so kind, so caring, and so reliable for the past year!! We wish you the best!

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Zoe M.
Drop-In Visits
5.0 out of 5 stars

Shelley does a wonderful job watching my boys! She makes sure all their needs are taken care of, gives them lots of love, and keeps everything neat and tidy! Every time I go out of town Shelley is my go to person to watch my cats.

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Janessa M.
Drop-In Visits
5.0 out of 5 stars

Grace is absolutely fantastic. I cannot recommend her enough. She was able to help us out on such short notice on a holiday weekend and she took phenomenal care of our girl. Our dog is a little high maintenance and she’s our entire world and Grace was so communicative so thoughtful, so caring and took such great care of her with tons of pictures to boo! Will definitely be booking her again! Thank you, Grace!

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Courtney W.
Drop-In Visits
5.0 out of 5 stars

Kelly was great. She responded quickly to my initial request and changed dates when requested. My old cat responded well to her initially and obviously enjoyed her as indicated by the videos provided after every visit.

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Marianne M.
Drop-In Visits
5.0 out of 5 stars

Absolutely amazing! My dog is not always good with strangers but she loved them immediately. They were so great with her. They responded to messages quickly and listened to any pet requests. It was a 20/10 experience. I’d 100% recommend them to anyone who needs their pet watched or walked. They’re amazing people!

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Prestina G.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Hillside Court pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Hillside Court.

Rover makes it easy to find Hillside Court pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.