Pet Setting & Drop Ins in Roxbury, Boston

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

22 repeat clients

"I'll definitely be contacting Paige again! She sent lots of pictures and updates. Rico was perfectly happy when we got home. Thanks again Paige! (more)"

Confirmed Holiday Availability
2. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Julie is a reliable, responsible and caring person. She's wonderful with our dog, taking him for walks and attentive to his needs. We trust and recommend he... (more)"

3. Anna

Homeward Bound still makes me cry

South Boston, Boston , MA, 02127

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna made me and my girls (the dogs) feel comfortable right away. She stayed in touch with me throughout the weekend, sent pictures and I didn't have to worr... (more)"

4. Briana

Animal adoring Bostonian!

Roslindale, Jamaica Plain, MA, 02130

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

7 repeat clients

"Brianna was awesome with Tucker and Rocket! We loved getting her pictures and it was great to know our pups could be comfortable while we were out for the ni... (more)"

5. Carey

Animal loving college student

Jamaica Plain, Boston, MA, 02120

Drop-In Visits, Dog Walking

2 repeat clients

"Carey was a lifesaver for me on short notice! It is hard to trust a stranger with your pups, but I was I needed her in a pinch after other plans fell throug... (more)"

6. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I'm so happy to have found Jillian. She loves and understands animals, and I left for a week knowing that my cat was in good, responsible hands. Jillian kept... (more)"

7. Laura

Laura: Funky Artsy Dog Mama

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

1 repeat client

"Laura was great with our 12 year old lab while we were gone for 4 days. Will definitely ask her to watch her again! (more)"

8. Bren

All you need is love and a dog!

Jamaica Plain, Boston, MA, 02120

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

5 repeat clients

"Bren was excellent! Giada(my cat) clearly loved her very much which is what I need in a cat sitter. I have already rebooked with her and I will continue to r... (more)"

9. Adrienne

Let me play with your dog!

South End, Boston, MA, 02115

Drop-In Visits, Dog Walking

1 repeat client

"Hello, My name is Sylvie and I can surely, wholeheartedly and undoubtedly affirm to you that Adrienne is a responsible and loving dog caregiver. She has p... (more)"

10. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lauren helped us with a special training session for our dog, and she was great! Her confidence helped put our dog at ease, and helped her learn quickly. (more)"

Confirmed Holiday Availability
11. Amanda

Focused on customer experience!

Back Bay-Beacon Hill, Boston, MA, 02108

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

17 repeat clients

"Amanda replied to our last minute request to walk the dogs and was great with them. Took them out twice and sent pictures and texts to let us know how they w... (more)"

12. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

4 repeat clients

"Kate was a lovely person to meet, and a responsible helpful dog-sitter while I was away! I would absolutely contact Kate again. She was timely and responsibl... (more)"

13. Shay

Reliable Sitter-Boston Commons area

Central, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Shay is fantastic! She sent us very detailed updates using Rover card with cute pictures. Archie loved her and we would definitely like to have her back again! (more)"

14. Jen

Dog lover who works from home!

Back Bay-Beacon Hill, Boston, MA, 02116

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

"Jen has been a long time babysitter for my dog Koda, even earning the nickname "auntie"! For a few years now, whenever out of town or even just for fun, she... (more)"

15. Robin

South End Sitter/ Cambridge Drop In

South End, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Robin was great! She was very quick at responding and was lovely to meet. Our dogs were well taken care of and she even sent some pictures! We will definitel... (more)"

16. Alice

i love your pup!

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alice is great! I booked her to drop in for multiple days while I went away for the weekend. I have 2, 11-year old toy poodles and they love her! She appropr... (more)"

17. Alex

My Dachshund is Instagram famous

Back Bay-Beacon Hill, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Alex is probably the best dog sitter in boston. I've known her for a while now and never see her without a dog! Very responsible and trustworthy. #inbound (more)"

18. Michelle

A Dog Is A Girls Best Friend

Fenway-Kenmore, Boston, MA, 01803

House Sitting, Drop-In Visits, Dog Walking

"Michelle and I were roommates for many years, during which time we had several dogs and cats come to stay with us. Michelle is a very reliable and trustwort... (more)"

19. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Liza is one of the most caring, attentive and loving dog walkers/pet sitters I've ever met. She's devoted to making sure your pet has the absolute highest st... (more)"

20. Christine

Friendly and loveable dog sitter

Jamaica Plain, Jamaica Plains, MA, 02130

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

"Christine has been a good friend of mine for 4 years. She has helped me care for pets on a number of occasions, and has demonstrated her responsibility time ... (more)"

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,747 owners have reviewed sitters in Roxbury, Boston, MA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Roxbury pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Roxbury, Boston who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Roxbury, Boston donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Boston.

We're proud to support over 200 organizations across the nation, including: