Pet Sitting & Drop In Visits in Williamsburg, MA

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. Lyndah

Love spending time with animals

Florence, MA, 01062

Drop-In Visits, Dog Walking

"Lyndah took care of my two cats and blue macaw for five days while I was away. She administered daily medication to my girl cat, fed two types of food to bot... (more)"

Confirmed New Years Availability
2. Diandrea

So much pup love ❤️

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am friendly, gentle, playful, and have lived with dogs my whole life (medium English Springers). I graduated from Smith College in May with an An... (more)

3. Chelsea

Hadley F, Loves to walk dogs!

Hadley, MA, 01035

Drop-In Visits, Dog Walking

"Chelsea sometimes walks and stays overnight with my dog when I'm out of town. She's responsive and 100% reliable, and I always feel safe knowing she'll be th... (more)"

4. Zoe

Caring and Patient Animal Lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"When looking for a pet sitter essentially you want to find someone who will comfort and care for your animal while you are away. You want someone who will gi... (more)"

5. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

6. Gracie

Love runners & couch potatoes alike

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

About: I'm a college student who has a deep love for caring for animals and making their (and your!) day better. Besides my class schedule, I'm available ... (more)

7. Saren

Reliable & willing to travel!

Northampton, MA, 01060

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

1 repeat client

"Saren was an awesome dog-sitter. He was on time and Julie warmed up to him right away. When I picked Julie up she was safe, happy and exhausted from their hi... (more)"

Confirmed Holiday Availability
8. Erin

Let's go for a walk

Florence, MA, 01062

Drop-In Visits, Doggy Day Care, Dog Walking

"I highly recommend Erin for any job having to do with caring for dogs. She is AMAZING, reponsible, loving to dogs, and simply an absolute pleasure to work wi... (more)"

9. Alexis

We love walks!

Northampton, MA, 01060

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

About: My dog Luna, 6 and I walk around smith college/dog park at least 3 times a week. Looking for other pups to join us! I work around 20 hours a week s... (more)

10. Ryleigh

I am the Paw-fect Choice

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ryleigh loves dogs of all kinds and it shows. She's affectionate, caring, responsible and energetic. Honestly one of the best "dog" people ever. I highly rec... (more)"

11. Althea

Energetic & Patient Dog Sitter

Hatfield, MA, 01038

House Sitting, Drop-In Visits, Dog Walking

"Althea took good care of Toussaint while I was away. She was willing to learn all that goes into taking care of a handicapped dog. I would definitely use her... (more)"

12. Sara

Dogs think I'm one of them.

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"I have known Sara for 35 years. She is an extremely reliable and compassionate caregiver to animals. Recently she met my dog, and Garnet (who is usually shy ... (more)"

13. Stefan

You pup can count on me.

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Stefan was employed by me at my dog grooming salon in Newburyport. Not only was Stefan an excellent groomer, he was dependable, responsible, hard working and... (more)"

Confirmed Holiday Availability
14. Brittany

Always here for you & your kiddo!

Florence, MA, 01060

Dog Boarding, Drop-In Visits, Dog Walking

"I have had Brittany babysit my 12 year old cocker spaniel / poodle mix on numerous occasions. He is somewhat fragile and can be quite sensitive to being touc... (more)"

15. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"I have known Lisa for 12 years, and through different hair styles and music preference, one thing has stayed constant: her passion for animals. Her face ligh... (more)"

16. Michael

Friendly guy, to both people & dogs

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Such is Michael's love for pups that that is what I call him - Pup! Pup speaks often and lovingly of the pup of his youth, Kasha, a handsome Samoyed with reg... (more)"

17. Madeleine

Love dogs and they love me

Northampton, MA, 01063

Drop-In Visits, Dog Walking

About: I took care of a cat for at least 8 years and have taken care of my friends dogs before. This summer I have been helping my friend pet sit and almo... (more)

Confirmed New Years Availability
18. Rosie

Walks in the woods, playtime & more

Northampton, MA, 01060

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

"Rosie has been a wonderful caretaker of my dog Willa! I cannot recommend her highly enough. My dog absolutely adores her and looks forward to the time they s... (more)"

Confirmed Holiday Availability
19. Kayla

Animal loving teacher on break!

northampton, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Kayla shows an unwavering love for animals and its it evident when ever she is around them. Kayla is also responsible and will put your pet first when tasked... (more)"

20. Mikayla

(experienced) dog lover!

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"One of the hardest things about having pets is finding accommodations for them when you need to go out of town and don't want to put them in a kennel facilit... (more)"


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