Drop-In Visits in Boston

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

1. Katie

Can I pet your dog?

Somerville, MA, 02145

Drop-In Visits, Dog Walking

14 repeat clients

"Katie was very friendly and flexible! She took wonderful care of my cat for the week while I was away and treated her like her own! I loved the pictures and ... (more)"

2. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

22 repeat clients

"Candice was very sweet and able to stop by same-day to pick up keys to drop in on my dog the next day. Very prompt, trustworthy, and kind to my pup! I highly... (more)"

3. Claire

Student nurse seeks canine cuddles!

Charlestown, Boston, MA, 02129

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Claire has taken care of my beloved puppy on many occasions. I truly do not know anyone who loves dogs more. She is always willing to both cuddle and blow of... (more)"

4. Colleen

Experienced, Responsible Petsitter

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"Colleen is great at what she does. She's very professional and has organized a meet and greet with my old pug, Shay. She is very understanding and has accomm... (more)"

5. Vera

Flexible schedule, Love walking!

Jamaica Plain, Boston, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

"Vera is a very thoughtful and caring person with a great sense of humor. Her love for animals is undeniable. She loves talking about furbabies and their comi... (more)"

6. Hillary

Caring dog sitter/walker!

Charlestown, Charlestown, MA, 02129

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

"Hillary has spent a considerable amount of time walking and caring for our 10 month old Portuguese Water Dog. Hillary is very dependable and trustworthy and ... (more)"

7. Tori

RN &dog lover seeks to pamper pups!

East Cambridge, Cambridge, MA, 02141

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

7 repeat clients

"Have already rebooked with Tori for another visit!! She really went above and beyond with Giada(my cat), and I am immensely grateful for all her help. Bonus,... (more)"

8. Logan

I'll run&play with your dog all day

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Logan has walked our dog, Chloe, for nearly 4 years. He is very responsible, making sure her harness is always secure, avoiding certain blocks where particu... (more)"

9. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Ruby was wonderful! She spent a lot of time with Salem and sent us plenty of updates. No issues at all. We will definitely book with her again in the future! (more)"

10. Primrose

Furry friend need a pal for a day?

Wellington-Harrington, Cambridge, MA, 02141

Dog Boarding, House Sitting, Drop-In Visits

23 repeat clients

"We generally hire Primrose for house sitting stays but in this case we needed her for a few drop-in visits. As usual, Primrose was communicative, timely and... (more)"

11. Ashleigh

Fun-loving & caring pet sitter

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Ashleigh is a very smart, responsible young lady. She loves all animals, but her favorite by far is dogs. She is the oldest of 5 children and has always been... (more)"

12. Stefania

Midday walks and cat care in Eastie

East Boston, East Boston, MA, 02128

Drop-In Visits, Dog Walking

22 repeat clients

"Stefania is experienced and thoughtful -- she took wonderful care of our two (energetic) cats :) We felt at ease while away from home, knowing the kitties we... (more)"

13. Kelsey

Dogs are people too.

South Boston, Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"Kelsey has been an animal lover her entire life. She is particularly fond of dogs as the immediate family as well as extended family members have always had... (more)"

14. Ashley

Responsible and Loving pet owner!

Central, boston , MA, 02114

Drop-In Visits, Dog Walking

12 repeat clients

"This was the first time leaving our cat, Oliver, for the weekend and Ashley did a great job watching him and making us feel comfortable that he was taken car... (more)"

15. Becky

I will love your dog like you do

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

2 repeat clients

"Becky did an amazing job1 she took care of Rocky with amazing care. she sent lots of pictures and always let me know how he was doing! Rocky is 16 years old ... (more)"

16. Christina

North End dog lover!

Central, Boston, MA, 02113

Drop-In Visits, Dog Walking

"I have a pretty hectic work schedule, and Christina is really the only person that I feel comfortable with watching my dog, Benje (Benje can get a little wil... (more)"

17. Erin

Lifelong dog lover, long walks!

Central, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

"Erin is a fantastic dog walker. She truly loves dogs and is great around them. She is responsible and thoughtful. I have never met a dog that didn’t love her (more)"

18. Alexia

A dog's best friend- Beacon Hill

Back Bay-Beacon Hill, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

"I would leave any dog in her hands. She loves animals more then people. The love she shared with Paco was like a romance. In her years at school paco was alw... (more)"

19. Gabriela

Experienced, reliable, & loving

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Our first experience with Rover and could not be happier with Gabriela. She was easy going, responsible and the pups did really well with her. I was nervou... (more)"

20. Tara

Need help for the long weekend? :)

North End, Boston, MA, 02109

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tara looked after my two cats for 5 days and I could not have been happier knowing they were in her care. She sent me lots of updates and photos which eased ... (more)"


Rover.com is the simple, savvy way to find and book Roxbury, Boston house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Roxbury on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Roxbury, Boston, MA house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.