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. 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)"

2. Katie

Can I pet your dog?

Somerville, MA, 02145

Drop-In Visits, Dog Walking

13 repeat clients

"Katie recently fed our two cats while we were away for a long weekend. She sent photos and updates daily, and our boys seemed to be very comfortable around h... (more)"

3. Colleen

Experienced, Responsible Dogsitter

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"Colleen took care of my two cats, Fluffy and Brutus, while I was away on several occasions during the holidays and other times when it was negative degrees o... (more)"

4. 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)"

5. Stefania

Midday walks and cat car in Eastie!

East Boston, East Boston, MA, 02128

Drop-In Visits, Dog Walking

21 repeat clients

"Stefania did drop-in visits for our cats over the holidays and she was great! She was really easy to communicate with and sent detailed updates daily. She ev... (more)"

6. Coraima

Pet Tech, Dog whisperer ❤

North Dorchester, dorchester, MA, 02125

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

2 repeat clients

"Animals are literally her life!!! Coraima is so patient and caring it’s a wonderful to see her interact with any animal! Don’t hesitate to have Coraima take ... (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. Hyebin

I will love you dog!!

Cambridgeport, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

"I've known Hyebin for a number of years and can tell you one thing about her: she LOVES dogs. She loves all kinds of dogs, from little yappy ones to big slob... (more)"

9. 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)"

10. Gabriela

Experienced, reliable, & loving

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Great and descriptive! (more)"

11. Hanna

Loving, Active, Punctual Pet Sitter

Back Bay-Beacon Hill, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Couldn't speak more highly of Hanna taking care of our cat while we were on a long vacation. She is caring, communicative, and reliable. Even when our cat g... (more)"

12. Anna

Experienced pet-sitter in S. Boston

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Anna was so great! She kept us up to date the entire time she was with Butters. He's a particular dog but immediately loved Anna. Not only is she so easy to ... (more)"

13. Anthony

Ex-vet tech, Texas Aggie <3 ANIMALS

Area Iv, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Anthony is one of the most enthusiastic and caring people I've ever met, and his desire to connect with and care for animals is unparalleled. We loved how qu... (more)"

14. Reina

Love everything about dogs!

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Reina provided great updates and was very attentive. I would definitely book Reina again! (more)"

15. Liz

North End dog lover!

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

About: Hi! I grew up as a farm girl always surrounded by animals including dogs; although I love the city I miss my pups. I travel during certain parts ... (more)

16. Callie

I miss my dog let me love yours!!!

Back Bay-Beacon Hill, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Callie is great with our Cairn Terrier and our English Shepherd. They view her as family. Callie is extremely conscientious and will do whatever it takes to ... (more)"

17. Sarah

I'll love your pooch like my own!

Central, Boston, MA, 02108

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was very nice and got along well with my crazy pup. This was a quick meet and greet for an upcoming dog sitting weekend, so it was a chance for them to... (more)"

18. Lindsey

Runner & Boston dog park pro

Back Bay-Beacon Hill, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lindsey is a thoughtful, caring, and kind care provider. She's reliable while constantly going above and beyond to ensure pets in her care are comfortable an... (more)"

19. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Ruby is so great with our cat! This is our fourth time booking Ruby. She always sends lots of pictures and spends extra time with Salem. He gets all the atte... (more)"

20. Nikita

All sizes, Walks+Jogs, &CleanUps!

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

"Nikita is among the best dog-sitters that I have used in the past. She took care of my beagle, Tuco, for a couple days while I was away from home and she was... (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.