Pet Setting & 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.

Available this weekend
1. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"This is the second trip where Chandler has watched our dogs. He was right on time every walk. The dogs clearly love him! He sends us a few picture updates an... (more)"

Available this weekend
2. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Sarah was amazing! Such a welcoming spirit I instantly felt safe with her taking care of my two dogs while I was out of town. Lots of pictures and updates ??... (more)"

3. Carly

always available for your pups!!

Vcu, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"My dog is not always friendly toward me, and never friendly towards a stranger. However, the very first time my friend Carly came to my house, Oreo the Havan... (more)"

4. Samantha

Flexible schedule and local

The Fan, Richmond, VA, 23220

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Samantha did an amazing job watching my rescue over the weekend. She’s responsible and was so easy to work with throughout the entire process. She gave me pe... (more)"

5. Megan

Flexible Schedule! Love to walk!

Church Hill, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"We called Megan sit for our two Jack Russells ,as a last minute emergency fill in. She did a outstanding job. She was very attentive and our “babies”loved he... (more)"

6. Leah

Best Dog Butt Scratcher Around!

The Museum District, Richmond, VA, 23221

Dog Boarding, House Sitting, Drop-In Visits

"Leah and I lived together for 6 months and between the two of us had three cats. One of her cats was 18 and required a lot of hands on care and strict schedu... (more)"

Available this weekend
7. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Schyller is so lovely and reliable. She communicates throughout the stay and sends pictures. It is such a relief to find a reliable, responsible sitter. Noth... (more)"

8. Laura

Dog-loving law student!

Church Hill, Richmond, VA, 23223

Drop-In Visits, Dog Walking

1 repeat client

"Could not be more pleased with Laura pet sitting for our puppy!! She responded to our request quickly and was able to provide drop in visits on short notice.... (more)"

9. Cody

I've always been an animal lover!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits

11 repeat clients

"Cody did a great job taking care of my two cats. It was very easy to communicate using this app. He was very quick when writing back. I loved his constant pi... (more)"

10. Alyssa

Home Full-Time to love your pup!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Alyssa is kind, loving, and absolutely incredible with dogs of all breeds! I could not have asked for a better dog sitter and walker for the times that I hav... (more)"

Available this weekend
11. Ali

Dog Walking is My Cardio

The Fan, Richmond, VA, 23220

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ali is a life-long dog lover! I would trust her to look after my sweet pups (and I have in the past) anytime! She always makes sure they are happy, health... (more)"

Available this weekend
12. Carlie

Loves Dogs & Very Flexible Schedule

Shockoe Slip, Richmond, VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"Carlie is a very loving dog owner, going above and beyond for her 15yr old Pomeranian! She's always friendly to my pup, a very energetic mutt, and is patient... (more)"

13. Anna

Adventure going or doggy shopping!

Byrd Park, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

About: I've worked in the dog industry for almost ten years. I'm familiar with home care, light grooming. I'm a vet assistant p/t, interested in hiking, t... (more)

14. Dawn

Loving dog, cat & exotic pet sitter

Henrico, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Dawn is super reliable, sends fun Rover cards so I know how my puppy did each day, and instills confidence in me that everything at my home with my "baby" is... (more)"

15. Laura

Dogs are my spirit animal

Oregon Hill, Richmond, VA, 23220

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Laura did a great job watching our dogs while we were away. Now there are dogs nor their owners are easy to deal with, but she managed both of us with Grace (more)"

16. Virginia

Professional Snuggler

Shockoe Bottom, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! My name is Virginia and I am a graduate student at VCU. I spend a lot of time reading and writing so I am home the majority of the time, and te... (more)

Available this weekend
17. Lauren

Nursing student who loves animals!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Dog Walking

7 repeat clients

"Lauren is great! Super dependable, and keeps you updated with pics and a short message each visit! Will definitely ask her to take care of my pup again :) (more)"

18. Erzulie

I'm an amazing dog walker & sitter.

Shockoe Bottom, Richmond,, VA, 23223

Drop-In Visits, Dog Walking

"I must say that my family and all 3 of cute doggies miss having Erzulie around. She truly loved and treated our dogs great. When my wife and I would be at wo... (more)"

Available this weekend
19. Robbie

I'm a pretty cool pet pal

Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Robbins was great. He is very friendly and took great pics of the dogs while I was away. (more)"

20. Aaren

Aspiring Dog Farm Owner ?

Old Town Manchester, Richmond , VA, 23224

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been a dog owner and lover all my life. I am currently the proud dog mom of a pug mix named Bacon. When I spend time with someone's fur baby... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: