Pet Sitting & Drop In Visits in Milestone, 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.
Confirmed availability
4th of July
1. Laura

Dog owner for over 40 years.

Lusby, MD, 20657

Drop-In Visits, Dog Walking

"I am so very grateful to have found Laura! My pup is always happy after she has come I know she has been played with and handled appropriately ! I appreci... (more)"

2. Katy

I can run with your dog! Energetic.

Kilmarnock, VA, 22482

House Sitting, Drop-In Visits, Dog Walking

"Katy was wonderful in her first meet/greet with our new puppy. She was very careful to listen to many instructions, happy to assist in training routine, and... (more)"

Confirmed availability
4th of July
3. Christa

Pet lover extraordinaire!

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"Christa was great! She checked in on time and sent pics of my furbaby. When I came home, Ruby was relaxed and happy. I will use her again! (more)"

Calendar Recently Updated
4. Brittany

Know your pets are in great hands!!

West Point, VA, 23181

House Sitting, Drop-In Visits, Dog Walking

"Brittany is awesome! I was so happy to finally find someone I can trust to come into my home and take care of Taz and Ty. I will not hesitate to use her serv... (more)"

Calendar Recently Updated
5. Shelby

I miss having doggies around!!

Mathews, VA, 23109

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

About: I absolutely love dogs of all types. I've always had a number of dogs and cats at my home growing up. I have years of experience taking care of my ... (more)

6. Toya

A VET TECH TO SIT YOUR PETS!!

Newport news, VA, 23602

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

"Thank you LaToya and family for taking such good care of my oldest baby! I love finding someone who will love and spoil him as much as I do. (more)"

7. Will

Dog Sitting extraordinare

Aylett, VA, 23009

House Sitting, Drop-In Visits

About: My name is Will, and I love dogs. Let's be real, I also love a little extra cash. So why not combine those two great things right? Treating your do... (more)

8. Chelsea

Love to hang out with furbabies!!!

West Point, VA, 23181

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

About: I believe that all fur babies deserve to be spoiled just as I spoil my own! I love to give treats and usually have dog treats with me anywhere I go... (more)

Calendar Recently Updated
9. Shelby

I miss having doggies around!!

Mathews, VA, 23109

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

"Shelby made us feel completely comfortable being away. She is obviously a dog lover and took great care of her and our home. We booked her again for our ne... (more)"

Confirmed availability
4th of July
10. Christa

Pet lover extraordinaire!

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"Christa was great to work with. She came to meet our dog before her stay and was very responsive to texts while we were away. We will definitely use her again. (more)"

Calendar Recently Updated
11. Brittany

Know your pets are in great hands!!

West Point, VA, 23181

House Sitting, Drop-In Visits, Dog Walking

"Brittany was amazing!! Took my puppy on walks, sent lots of pics and even gave him a bath when he got dirty. He seemed worn out and happy when I got home! (more)"

12. Katy

I can run with your dog! Energetic.

Kilmarnock, VA, 22482

House Sitting, Drop-In Visits, Dog Walking

About: Hi there, my name is Katy. I absolutely love dogs! I have two of my own-- Woody, (a small, red-colored dachshund) and Popeye, (A medium, beagle/hou... (more)

13. Will

Dog Sitting extraordinare

Aylett, VA, 23009

House Sitting, Drop-In Visits

"We cannot recommend Will highly enough. Big Joe LOVED spending time with him and Will treated him as his own dog. Lots of play time and attention. Thank you ... (more)"

14. Chelsea

Love to hang out with furbabies!!!

West Point, VA, 23181

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

About: I believe that all fur babies deserve to be spoiled just as I spoil my own! I love to give treats and usually have dog treats with me anywhere I go... (more)

15. Toya

A VET TECH TO SIT YOUR PETS!!

Newport news, VA, 23602

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

"Thank you LaToya and family for taking such good care of my oldest baby! I love finding someone who will love and spoil him as much as I do. (more)"


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

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.