Pet Sitting & Drop Ins In The Diamond

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 The Diamond 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: Lila D.
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Lila D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
437 reviews
120 repeat clients
16 years of experience
The Fan, Richmond, VA, 23220

Wow! Can't say enough good thinks about Lila. We were in a bind as our pet coverage plans fell through at the last minute. Lila's quick response and communication put our trip back on track. She was prompt to squeeze in a meet & greet, which went great as she made good effort to connect with our four-legged family member. Scheduled her for several check-ins over couple days while we were gone. She was more than generous with her time and efforts to engage with my dog. We loved getting the updates, pics and videos with the Rover app. Lila's updates were informative and put our minds at ease. We will definitely be using her again and strongly encourage others to consider her for your needs.

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Mark D.
Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
58 reviews
18 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: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
67 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: Lee B.
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Lee B.
from
$14
per visit
5.0 out of 5 stars
149 reviews
53 repeat clients
21 years of experience
The Museum District, Richmond, VA, 23221

Lee was very flexible as my times changed throughout the day. When I arrived home, my pup was clearly in no distress about being alone most of the day .

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Kristen B.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 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: Chynna N.
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Chynna N.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
14 years of experience
North Highland Park, Richmond, VA, 23222

Chynna was so wonderful with our senior Bostons I felt like she looked after them like they were her own. I really appreciated all the photo updates and the extra attention she gave them while we were away! We will definitely have her watch our pups again 💯🧡

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Devon M.
Sitter Profile Image: Sae L.
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Sae L.
from
$22
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
17 years of experience
Richmond, VA, 23220

Great photos of walks and drop in visit.

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Bill F.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
96 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: Kaleigh J.
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Kaleigh J.
from
$18
per visit
5.0 out of 5 stars
30 reviews
4 repeat clients
12 years of experience
Newtowne West, Richmond, VA, 23220

Very Responsible. Respectful. Took pictures each visit and shared information on each visit. Thank You

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Jeremy K.
Sitter Profile Image: Katharine S.
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Katharine S.
from
$22
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
27 years of experience
Monument Avenue Park, Richmond, VA, 23230

Katharine is so easy to work with. She is always on time and gives great updates and pics. She is always happy to help watch my puppy who can be crazy sometimes. We will definitely continue to book Katharine!

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Morgan W.
Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
21 repeat clients
20 years of experience
Richmond, VA, 23226

Meghan was great! Sent great updates and was always on time for the scheduled drops. Will be a repeat customer and would recommend to others!

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Reid B.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$17
per visit
4.9 out of 5 stars
32 reviews
11 repeat clients
3 years of experience
The Museum District, Richmond, VA, 23221

Ashely was so great! She helped me out last minute, and took amazing care of my dog. She sent pictures during every check in, and I felt super comfortable being away and leaving Ruby in her care!

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Greta B.
Sitter Profile Image: Kallie R.
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Kallie R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
12 years of experience
The Fan, Richmond, VA, 23220

Kallie was a great sitter. She was able to connect quickly with me when I had to go out of town last minute. Ragnar was well taken care of. Would recommend her to folks looking for a pet sitter and would use her again.

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Robin M.
Sitter Profile Image: Eryn M.
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Eryn M.
from
$18
per visit
5.0 out of 5 stars
3 reviews
38 years of experience
Mary Munford, Richmond, VA, 23221

Erin was such a reliable and attentive cat sitter! I was relieved to see her details and specifics of the boys behavior with drop in visit notes. It helped me know my boys were in great hands. Thank you again Erin!!!!

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Rebekah C.
Sitter Profile Image: Linsey S.
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Linsey S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
10 years of experience
Edgewood, Richmond, VA, 23222

Linsey is the BEST pet sitter and all around person. Our normally shy cats warmed up to her immediately and she took excellent care of them, which allowed us to enjoy our vacation without worrying. We will definitely be booking with her again and cannot recommend her highly enough. 🌟

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Kara A.
Sitter Profile Image: Meghan H.
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Meghan H.
from
$14
per visit
5.0 out of 5 stars
4 reviews
4 years of experience
The Fan, Richmond, VA, 23220

About: I’ve always been an animal person and have experience caring for dogs, cats, and reptiles, including my own ball python. I also have an Australian Shepherd who can be pretty anxious, so I’m used to being patient with nervous pets and helping them feel safe and comfortable. I’ve pet sat for both dogs and cats, including a cat with a more aggressive personality, so I understand the importance of respecting each animal’s boundaries and adapting to their individual needs. I love getting outside and taking walks, and I’m very familiar with the Richmond area. I also worked as a house cleaner for two years, so I’m comfortable being in clients’ homes and understand the importance of being respectful, trustworthy, and reliable. My goal is always to make your pet feel safe and happy while you’re away! I work about 20 hours a week as an esthetician and make my own schedule, which gives me plenty of flexibility to care for your pets. Because I set my own hours, I’m able to accommodate walks, drop-in visits, and pet sitting throughout the week. Spending time with animals is something I genuinely enjoy, so I would love to fit pet care into my routine. I believe every pet is different, so I do my best to follow their normal routine and make them feel as comfortable as possible. In a client’s home, I’ll make sure your pet gets plenty of attention, exercise, playtime, and affection while keeping up with their feeding schedule and any specific instructions you provide. For cats staying in my home, I’ll provide a calm, safe environment where they can settle in at their own pace. Having lived with multiple cats of various personalities, I understand that some cats are social while others prefer their space, and I’m happy to accommodate both! I will stay in regular communication, providing updates and photos so you always know how they’re doing!

Sitter Profile Image: Emmalee G.
Verified Enhanced Background Check
Emmalee G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
135 reviews
50 repeat clients
15 years of experience
The Fan, Richmond, VA, 23220

Emmalee was great with our cat for the holidays. She took extra care to make sure he was comfortable and burrowed and went the extra mile helping monitor an ongoing medical concern. Wouldn’t hesitant to book her again and would highly recommend!

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Sarah P.
Sitter Profile Image: Chazey J.
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Chazey J.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
37 reviews
19 repeat clients
20 years of experience
Richmond, VA, 23228

Chazey is a great addition to my little fur baby’s beginning months. She is rambunctious to say it lightly & Chazey handles her with care.

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Jonieca B.
Sitter Profile Image: Korri H.
Verified Background Check
Korri H.
from
$20
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
15 years of experience
Willow Lawn, Richmond, VA, 23226

Korri helped us out with a last-minute, first-time booking for our older dog. Despite our dog not being into strangers, Korri was very understanding, communicative, and helpful.

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Gwendolyn S.
Sitter Profile Image: Alyssa W.
Verified Background Check
Alyssa W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
165 reviews
43 repeat clients
7 years of experience
Bellevue, Richmond, VA, 23227

Alyssa has been great for taking care of our dogs Finley and Poe. She provides regular updates/pictures, and records the time she spends with them to make you feel comfortable that your dogs are receiving the attention that they need. Highly recommend!

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Dru H.
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The Diamond pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amazing communication and so sweet with my pup. She sent the cutest photos and I plan on continuing to use Maggie for all services!! 10/10 would recommend

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

Kayla has won over my kitties who can be skittish around other people. They are happy and healthy when I return.

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

This was my first time using Kylie and I could not have asked for a better sitter. She took many photos and a nice update with each visit. My husband and I loved her notes and we were very much entertained by them. Would definitely recommend.

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

Harlee was available on short notice and took great care of my 2 cats and 2 guinea pigs. She communicated well and sent updates with each check in.

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Brigette T.
Drop-In Visits
5.0 out of 5 stars

Abby was so communicative and sent so many photos of my babies! Would highly recommend her and will definitely be using her again :)

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Alyssa D.
Drop-In Visits
5.0 out of 5 stars

Shawna is so kind! She was so good to our Jean Grey and gave her all the love and attention she needed while I was out of town. Would definitely book her again!

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

Fantastic! An absolute professional. Will definitely be using Jeff’s services anytime I need a sitter. Thanks Jeff!!🙏🏻🙏🏻

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

Katherine is the best and took such great care of my cats! Would recommend to anyone looking for a caring and knowledgeable person to watch their fur babies!

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

Catherine was amazing with my dog. He’s a little older and requires some patience but he had a blast with Catherine. We will be rebooking for sure.

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

Sydney took such good care of our cat. The house looked great when we returned and our kitty was healthy and happy. She conveyed any concerns and kept us informed. Thank you Sydney!!!

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Rachel M.
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

Linsey is very professional. She is very much an animal lover, and our cat was very comfortable with her. Great communication and wonderful daily updates with photos!!! We will be requesting Linsey’s services again in the future. A+ 10/10

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

Amanda was fantastic taking care of my cat for a somewhat last minute request. She even made time for a meet and greet. I will definitely rebook with Amanda in the future

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Katy S.
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

Conrad was amazing with my kitten. He was well cared for while I was away on vacation. Would absolutely book with him again!

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

Elizabeth was great when watching my cat Callie! She was always really quick to respond and sent great photos and even got her to come out and see her even though she’s shy around new people. Would definitely book again with her!

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

We’re so grateful to Nina for being able to watch our boys last minute over Memorial Day weekend! And they loved her :)

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

Samantha was great with my little dog and he was happy and healthy when we returned from our trip! Such great communication while we were away also!

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

Ginat was amazing with our kitten! She sent daily videos and photos and did absolutely everything perfectly. When we returned I could tell our cat got all the attention he loves when we weren’t there haha.

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Sarah J.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in The Diamond is $20

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 pet 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.

Sitters in The Diamond average 7
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in The Diamond on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a The Diamond 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.

As of Jun 2026, there are 2,395 pet sitters in The Diamond. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of The Diamond pet sitters respond in under an hour.

Pet sitters in The Diamond have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in The Diamond.

Rover makes it easy to find The Diamond 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

There are 2,395 pet sitters in The Diamond on Rover, so you’re sure to find the perfect match for your pet! In The Diamond, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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.