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Pet Sitting & Drop In Visits in Chestnut Hill, VA

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

Tip: Contact sitters now to confirm availability.
1. Jaimey

I will love yours like I love my 3

Midlothian, VA, 23114

House Sitting, Drop-In Visits, Dog Walking

"Jaimey is just fantastic! She takes our wild pup Lucy out 2x a week for a walk when I work longer days at work. She sends pics and even puts her cone of sham... (more)"

Confirmed availability
4th of July
2. Nicole

Insured and Bonded Professional

Midlothian, VA, 23112

House Sitting, Drop-In Visits, Dog Walking

"I can’t say enough about how great nicole is!!! We adopted a kitten and had to go out of town a couple of week new after, so I contacted Nicole to come and f... (more)"

Confirmed availability
4th of July
3. Diana

Happy Pups, One Tail Wag At A Time

Chesterfield, VA, 23832

Drop-In Visits, Dog Walking

"Diana is the sweetest!!! She spoils our girls rotten and they miss her when they don't get to see her. She does fun training with them, and they are better b... (more)"

Confirmed availability
4th of July
4. Ashlee

Home full time dog lover

Midlothian, VA, 23112

Drop-In Visits, Dog Walking

"Ashlee is so sweet and truly cares about our Chloe! She checked in at the exact time we agreed on and sent pics and details for every walk! We will be requ... (more)"

Confirmed availability
4th of July
5. Lisa

Caring animal lover! Avail FT

Midlothian, VA, 23114

Drop-In Visits, Dog Walking

"Lisa did a great job taking care of our Chewy! We do not have a good place to walk by our house, so Lisa took him to the park where we normally take him ... (more)"

Confirmed availability
4th of July
6. Shelley

Pied Piper of Canines

Midlothian, VA, 23112

Drop-In Visits, Dog Walking

"Shelley did a great job taking care of our cat, Cecelia, while we were out of town during the Christmas and New Years holidays. She was responsive to our req... (more)"

Calendar Recently Updated
7. Alexandria

Love dogs, flexible with schedule

North Chesterfield, VA, 23236

House Sitting, Drop-In Visits, Dog Walking

"Love her! She makes my pity boy feel right at home when he’s at home without his parents! I cannot say a single bad thing about ms. Alex! (more)"

Calendar Recently Updated
8. Valerie

FurBaby snuggles cure all!!

Richmond, VA, 23235

Drop-In Visits, Dog Walking

"Valerie was wonderful!! We needed someone to check in on our pup while we were away and she responded quickly. She even made sure to meet with us (and our pu... (more)"

Calendar Recently Updated
9. Lisa

Lisa & Lexie the Lab <3

Midlothian, VA, 23112

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

About: Hi, I am Lisa and I currently live in Midlothian with my Fiance. We have a year and a half old Chocolate Lab. I grew up playing with and taking c... (more)

10. Tonya

Extra TLC for Your Fur Baby

Midlothian, VA, 23114

Dog Boarding, Drop-In Visits, Dog Walking

About: I have cared for multiple dogs for over 20 years, including 3 adopted dogs from Rescue Me Yorkie Rescue. My current dog is Lexi, a 6-year-old yorki... (more)

Calendar Recently Updated
11. Amy

Animals over humans!!!!!

Richmond, VA, 23236

House Sitting, Drop-In Visits, Dog Walking

"AMY IS AWESOME. As our first experience with using Rover she made us feel completely comfortable with the entire thing. She even came in for a visit beforeh... (more)"

Confirmed availability
4th of July
12. Kim

School Teacher looking for exercise

N Chesterfield, VA, 23235

Drop-In Visits, Dog Walking

"Kim has never met a dog that hasn’t liked her. She loves to stop and meet new dogs when she is out at the park or just running errands. Kim is friendly to th... (more)"

Calendar Recently Updated
13. Lydia

I'll treat your pup like royalty!

Midlothian, VA, 23112

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

"Lydia is by far my first choice when it comes to walking my dogs. I have two very friendly and hyperactive pitbull mixed breeds who tend to pull you along w... (more)"

Confirmed availability
4th of July
14. Whitlee

Former Animal Trainer, LOVE animals

Chesterfield, VA, 23832

Drop-In Visits, Dog Walking

"We are so glad that we chose Whitlee to drop in on our dog while we were out of town. We were worried about how our dog was going to act with a stranger comi... (more)"

Calendar Recently Updated
15. Karla

Let's meet up

Midlothian, VA, 23112

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

"When I left for 5 weeks of travel, it was important to me to find a pet sitter who would treat my dog well, so I set up an interview with Karlas own pup Leo ... (more)"

Confirmed availability
4th of July
16. Alexa

human and fur baby momma

North Chesterfield, VA, 23236

Drop-In Visits, Dog Walking

"Alexa is very friendly and Tripp seemed to love her. She was on time, sent pictures of Tripp's stay and was in communication with me the whole time. Thanks A... (more)"

Confirmed availability
This weekend
17. Hannah

Experienced dog lover!

Richmond, VA, 23236

House Sitting, Drop-In Visits, Dog Walking

"Hannah is very responsive responsible. So glad to have found her. (more)"

18. Jennifer

A tired dog is a happy dog!

North Chesterfield, VA, 23236

Drop-In Visits, Dog Walking

About: Hi there! I'm a former Bernese Mountain Dog owner who loves to spend time with dogs! I probably have a big labrador at my feet right now. I am pati... (more)

Confirmed availability
This weekend
19. Sarah

Any pet care needs- I'm there.

Richmond, VA, 23235

Drop-In Visits, Dog Walking

"Sarah is not only an amazing compassionate person but her love for dogs (and all animals) is unsurpassed. This affinity towards animals coupled with her res... (more)"

Confirmed availability
4th of July
20. Dianne

PET LOVER

North chesterfield, VA, 23236

House Sitting, Drop-In Visits, Dog Walking

"Dianne did a wonderful job looking after our 2 dogs. We didn’t want to board because one is a rescue and still quite fearful. She took the time to get to k... (more)"


Rover.com is the simple, savvy way to find and book Chestnut Hill 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 Chestnut Hill. 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.