Pet Sitting & Drop In Visits in Windsor Hills, VA

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

Confirmed Holiday Availability
1. Megan

Who wants to go for a walk?!?!

Chesterfield, VA, 23838

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

8 repeat clients

"megan’s awesome. very sweet, loving and accommodating. she helped me out during the holiday week so i could still work. and my dog loved her immediately! (more)"

2. Jessica

Home away from home for your pet(s)

North Chesterfield, VA, 23237

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

"Jessica is amazing with animals. She has a dog and a cat who are both adorable and well behaved. When I dropped off my dog they immediately got along. She wa... (more)"

3. Elizabeth

Stay at home mom

Chesterfield, VA, 23832

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

1 repeat client

"Elizabeth helped us out of a last minute jam finding care for our dogs. Our first time using the app and am very pleased. (more)"

4. Maya

Fun and caring animal lover!

Chester, VA, 23836

Drop-In Visits, Dog Walking

2 repeat clients

"Maya has taken great care of Punkee. Very prompt arrival and always sends pics for me to see. I highly recommend her. Thanks Maya. (more)"

5. Shawn

Motivated by fun care, not cash!

Colonial Heights, VA, 23834

Drop-In Visits, Dog Walking

1 repeat client

"We highly recommend Shawn. She was a God send. Cowboy loved her. She played, she walked him and he was very excited to be with her After we got back, he sti... (more)"

Confirmed New Years Availability
6. Amanda

I'm a dog mom, I get it!

north chesterfield, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Had a great experience with Amanda. I had to travel on short notice and she did several drop-ins over the weekend to care for my three dogs. She sent plenty ... (more)"

7. Catherine

Dogs and cats are my life!

Chester, VA, 23831

Drop-In Visits, Dog Walking

"Catherine has watched my dog on various occasions. I have come to her on short notice and she has never declined. Sometimes I feel as if Macy loves her more ... (more)"

Confirmed Holiday Availability
8. Abby

Paws and Relax

Chester, VA, 23831

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

18 repeat clients

"I didn't worry about Max at all while I was gone! I knew he was in good hands. Abby sent pictures and updates with each visit and Max seemed to really enjoy... (more)"

9. Christa

Runs or snuggles - I do both!

Colonial Heights, VA, 23834

House Sitting, Drop-In Visits, Dog Walking

"Christa loves being around and caring for animals. She also loves being outdoors and is always taking her own dog for adventurous hikes. Christa is a conscie... (more)"

10. Jonathan

Motivated, caring, animal sitter

Richmond, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jonathan is great! He handled my dogs very well when he first met them. I will definitely use him again. (more)"

Confirmed Holiday Availability
11. Jenny

Home full time - large fenced yard

Colonial Heights, VA, 23834

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

"Jenny has been around dogs and other animals throughout her life. She currently has three dogs and a cat. She has cared for three of my dogs over the years w... (more)"

12. Cathy

Care for your dog at home!

Chester, VA, 23831

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

"I have known Cathy for many years now, both personally and through dog activities. She is very knowledgeable about canines and is an excellent dog "mom" he... (more)"

Confirmed Holiday Availability
13. Megan

Energetic Canine Enthusiast!

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Megan was absolutely wonderful! I have two cats, one of whom is very shy and usually doesn't come out from under the bed if there is someone in the house but... (more)"

14. Nicole

Professional Dog Cuddler

Chester, VA, 23836

Drop-In Visits, Dog Walking

1 repeat client

"Excellent care and was available at the last minute for an emergency. I can't say enough wonderful things about Nichole (more)"

Available this weekend
15. Ashleigh

Love dogs of all sizes

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Ashleigh is great with dogs. She has taken care of our dog on many occasions. When we travel we can't always take our Bellatrix (our Boxer) with us. Ashleig... (more)"

Confirmed Holiday Availability
16. Isabelle

Student in love with every dog

Colonial Heights, VA, 23834

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

About: I am a healthcare student looking for some part time work with the best kind of animal. I am CPR certified and have many years experience with dogs... (more)

17. Kimberly

I'll jog with your dog!

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Kim is great with animals. She's very caring and very knowledgeable about dogs. Kim's a very responsible dog owner. She loves dogs and will take very good ... (more)"

18. Angelique

Loving home, fun filled days!

Chester, VA, 23831

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

About: I love dogs of all sizes and breeds! My pups are my life and I know how important it is to have someone care for your pups like they were your own.... (more)

19. Randi

Fido Friendly !

Colonial Heights, VA, 23834

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

About: I haven't had much experience with dog sitting but I believe I would still be a great fit. I love all animals and think they all deserve love and a... (more)

20. Maureen

My passion IS animals.

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Maureen loves dogs more than most people! She is a wonderful 'parent' to her animals. She is so excited to go to work each day to spend her day cleaning up ... (more)"


Rover.com is the simple, savvy way to find and book Windsor Hills drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Windsor Hills. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.