Pet Sitting & Drop Ins in Windsor, Richmond, VA

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Kade M.
Verified Background Check
Sitter Profile Image: Kade M.
Verified Background Check
1.

Kade M.

Rover 101
Caring for all pets, big & small!
Richmond, VA, 23223
Drop-In Visits, Dog Walking
5.0
73 reviews
23 repeat clients
from
$18
per visit

First time leaving him with a sitter. Yes! I would recommend Kade to any friend who needs their animal taken care of. She is the best with keeping the communication open by showing how much she cares by looking at his face. He was in good hands.

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Verified Enhanced Background Check
Sitter Profile Image: Blythe R.
Verified Enhanced Background Check
2.

Blythe R.

Reliable, responsible, & caring
Richmond, VA, 23221
Boarding, Drop-In Visits, Dog Walking
5.0
28 reviews
11 repeat clients
from
$22
per visit

Blythe took great care of our pets and home while we were away for a long weekend. Great communicator, timely with her drop-in visits and very accommodating. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Kevasia G.
Verified Enhanced Background Check
Sitter Profile Image: Kevasia G.
Verified Enhanced Background Check
3.

Kevasia G.

Your dogs Best Friend!
Scott's Addition, Richmond, VA, 23230
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$15
per visit

Kevasia has been a responsible, loving, fun, and very reliable pet caregiver. I’ve always felt comfortable leaving dogs around her, she makes sure they are happy, fed, played with, clean, and cared for fully.

Calendar Recently Updated
Sitter Profile Image: Kelly T.
Verified Enhanced Background Check
Sitter Profile Image: Kelly T.
Verified Enhanced Background Check
4.

Kelly T.

neighborhood cat lady
Shockoe Bottom, Richmond, VA, 23219
House Sitting, Drop-In Visits
5.0
105 reviews
35 repeat clients
from
$40
per visit

Our cats had so much fun with Kelly. She not only handled the essentials like food, water, and litter but she also played with them and gave them cuddles! The boys were so relaxed and happy upon our return. Kelly’s updates were so thorough as well so we had an excellent sense of how the boys were doing in our absence. We’ll be asking Kelly to look after them again!

Sitter Profile Image: Julia f.
Verified Enhanced Background Check
Sitter Profile Image: Julia f.
Verified Enhanced Background Check
5.

Julia f.

Here to love and support your pups!
Richmond, VA, 23220
Drop-In Visits
5.0
2 reviews
1 repeat client
from
$15
per visit

Julia would be an excellent pet caregiver, she has always been loving to animals but most importantly dogs, she has two dogs name Cooper and Rigsby who she will always go above and beyond for. Julia for a fact would take care, show attention, and make any animal feel loved unconditionally, she will also treat any animal as if it were her own.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Emmalee G.
Verified Enhanced Background Check
Sitter Profile Image: Emmalee G.
Verified Enhanced Background Check
6.

Emmalee G.

Your Pet's New Best Friend
Richmond, VA, 23220
House Sitting, Drop-In Visits, Dog Walking
5.0
34 reviews
12 repeat clients
from
$25
per visit

Emmalee took great care of our diabetic kitty while we were away and consistently showered her with lots of love and attention! Communication was good (updates with each visit) and I was happy to know she was in good hands.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Julia B.
Verified Enhanced Background Check
Sitter Profile Image: Julia B.
Verified Enhanced Background Check
7.

Julia B.

Animal Lover and Grad Student!
Oregon Hill, Richmond, VA, 23220
Drop-In Visits, Dog Walking
5.0
13 reviews
5 repeat clients
from
$20
per visit

Julia was a big help watching our dog Shadow while we were away! She provided very detailed updates and amazing pictures! She was even able to stop by extra times when we had unforeseen travel emergencies. I would highly recommend Julia :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Aubrey S.
Verified Background Check
Sitter Profile Image: Aubrey S.
Verified Background Check
8.

Aubrey S.

FULLY BOOKED Thanksgiving -- TY!!!
Shockoe Bottom, Richmond, VA, 23223
House Sitting, Drop-In Visits, Dog Walking
5.0
135 reviews
52 repeat clients
from
$30
per visit

We could not have been happier or more impressed with Aubrey. This was our first time being away from our cat for more than 2 days at a time, and Aubrey made sure we were well assured the entire time we were gone. She even was able to handle an ant situation that happened while we were gone, and I’m pretty sure we came back to a cleaner house than we left it. We will definitely be rebooking Aubrey next time we go out of town. Thank you, again, Aubrey!!

Calendar Recently Updated
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
9.

Mackenzie M.

I’ll Treat Your Pet Like My Own :)
Henrico, VA, 23231
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$30
per visit

MacKenzie was awesome! She had great communication and updated us accordingly! She took good pictures and eased my anxiety about leaving my pet at home. Highly recommend and will be using her in the future!

Calendar Recently Updated
Sitter Profile Image: Laurie L.
Verified Enhanced Background Check
Sitter Profile Image: Laurie L.
Verified Enhanced Background Check
10.

Laurie L.

Patient animal sitter!
Maymont, Richmond, VA, 23220
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$35
per visit

I've known Laurie for several years now and she is one of the sweetest humans I know! Laurie watches my girl Callie May often and she is so good with her! She takes her on long walks and spends a lot of quality time with her. I always know she's in very good hands when I leave her with Laurie!

Calendar Recently Updated
Sitter Profile Image: Kyle J.
Verified Enhanced Background Check
Sitter Profile Image: Kyle J.
Verified Enhanced Background Check
11.

Kyle J.

Dog lover from playful to a cuddler
Old Town Manchester, Richmond, VA, 23224
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$14
per visit

Kyle is a very mature and responsible young man. He loves animals. He is organized and very dependable. He has taken care of numerous animals over the years. He is often the person people think of when they need assistance. I highly recommend Kyle to take care of any fur- babies!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Elexiss A.
Verified Enhanced Background Check
Sitter Profile Image: Elexiss A.
Verified Enhanced Background Check
12.

Elexiss A.

Your pup's next bestie!
Richmond, VA, 23223
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Elexiss is a wonderful sitter! She was very compassionate with my puppy and sent plenty of pictures and text updates. Will definitely book again and would highly recommend her service!

Calendar Recently Updated
Sitter Profile Image: Aurora T.
Verified Enhanced Background Check
Sitter Profile Image: Aurora T.
Verified Enhanced Background Check
13.

Aurora T.

Professional cat mom caring for you
Shockoe Bottom, Richmond, VA, 23223
House Sitting, Drop-In Visits, Dog Walking
5.0
45 reviews
11 repeat clients
from
$20
per visit

Aurora simply amazes me how loving she is with my puppies. They love seeing her, love kissing her and playing with her in the backyard. I highly recommend Aurora for your doggy daycare. She has been my regular Rover for a year and I could not be happier.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kiera B.
Verified Enhanced Background Check
Sitter Profile Image: Kiera B.
Verified Enhanced Background Check
14.

Kiera B.

Just wanna meet some dogs :)
Shockoe Bottom, richmond, VA, 23223
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$19
per visit

Kiera was responsive and responsible. She updated us throughout my trip with pictures which helped me know that my dog was doing just fine and was having a good time while I was away. My dog always looks so happy to see her, and I know he will be taken great care of. I would rebook with this sitter enthusiastically.

Sitter Profile Image: Deanna S.
Verified Background Check
Sitter Profile Image: Deanna S.
Verified Background Check
15.

Deanna S.

Experienced Dependable Animal Lover
Richmond, VA, 23231
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
1 repeat client
from
$20
per visit

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.

Calendar Recently Updated
Sitter Profile Image: Casey M.
Verified Enhanced Background Check
Sitter Profile Image: Casey M.
Verified Enhanced Background Check
16.

Casey M.

Let me take care of your fur babies
Union Hill, Richmond, VA, 23223
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$14
per visit

I am writing on behalf Casey Mattis. Her being a well rounded individual, Casey displays receptive qualities by nature. A very kind and genuine individual who can make any human or non-human smile. In addition to her fond individuality, she is trustworthy and conscientious. I think Casey is a great fit for the position and will demonstrate value in her caregiving.

Calendar Recently Updated
Sitter Profile Image: Dillon Kennedy R.
Verified Enhanced Background Check
Sitter Profile Image: Dillon Kennedy R.
Verified Enhanced Background Check
17.

Dillon Kennedy R.

Just a girl who loves dogs
Richmond, VA, 23223
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Dillon is great! She is a frequent walker and dog sitter for our cattle dog mix, Luna. Luna can be a bit of a handful and reactive on walks, but Dillon handles her like a pro. I would highly recommend Dillon for any of your pet care needs!

Calendar Recently Updated
Sitter Profile Image: Mark M.
Verified Enhanced Background Check
Sitter Profile Image: Mark M.
Verified Enhanced Background Check
18.

Mark M.

Experienced Dog Walker
Reedy Creek, Richmond, VA, 23225
Drop-In Visits, Dog Walking
27 years of experience
from
$17
per visit

About: I've grown up with dogs from Toy Poodles, to Beagles, to Dalmatians. I walk my Dalmatian, Hope, between 3 and 5 miles per day and would love to find some walking buddies for her! I can handle any sized breed as I am a large man myself (6'3 240 lbs). I can handle mild to wild personalities and friendly or unfriendly dogs, whether it be with kids or other animals (as long as they are friendly towards me). Let me know how I can be of service to your furry friend! I am a real estate appraiser who works from home so I have plenty of flexibility with my schedule as I set it myself. I already walk my current dog, Hope, 3-5 miles per day and frequently hit up Forest Hill Park or the James River Park System. I will treat your pet or home with the same respect as I would my dog and home. I can either walk your pooch with my girl, or if the pet isn't good with other animals, I can also do separate walks for them!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: James A S.
Verified Enhanced Background Check
Sitter Profile Image: James A S.
Verified Enhanced Background Check
19.

James A S.

My best years of life were with my
Broad Rock, Richmond, VA, 23227
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$26
per visit

I've been friends with Jim for over 15 years. He is genuinely one of the kindest, gentle souls you'll ever meet. Anybody who knows Jim, knows Clyde- his best fur friend and sidekick for so many years. He is great with pets, his own dog & cats adored him their whole lives. I think this is a great way for Jim to fulfill his love for animals, while helping him heal from his own furbaby crossing the rainbow bridge. <3

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Austin-Elizabeth B.
Verified Enhanced Background Check
Sitter Profile Image: Austin-Elizabeth B.
Verified Enhanced Background Check
20.

Austin-Elizabeth B.

Deicated to Paws-itive Experiences
Bellemeade, Richmond, VA, 23224
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
from
$25
per visit

Our pets, Buddy, a Golden Retriever and Velcro, a Russian Blue who are both just over 10 years old were cared for in our home by Austin-Elizabeth while we were on vacation. One of the outstanding attributes of Ms. Austin-Elizabeth is her ability to communicate clearly and in detail what, when, and how she would care for the pets. She also sent me emails and pictures of them on her visits. Buddy has just been through 18 months of chemo for lymphoma and is still recovering. Her care regarding both pets was super. I would highly recommend Ms Austin-Elizabeth for in home pet care.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 663 owners have reviewed sitters in Windsor, Richmond, VA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Windsor pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Windsor, Richmond, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Windsor pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Windsor, Richmond donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Richmond.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits