Pet Setting & Drop Ins in Roslindale, Boston

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

Confirmed availability
4th of July
1. Danna

Peace of mind for you and your cat

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

"Danna is so great and accommodating we use her services repeatedly and she always does an amazing job and our dogs are always happy when we get home (more)"

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2. Megan

I love long walks in the park

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Megan was fabulous and both of my pets seemed to love her! Looking forward to using her services again!! (more)"

Confirmed availability
4th of July
3. Leeann

Cats & Small Dogs are My Specialty!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

"LeeAnn did a great job with our loved ones. She updated us with pics and gave Google his pill successfully!!! Would love you have her sit for us again (more)"

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4. Lyndsay

Love to play fetch and long walks

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Lyndsay has proven time and time again that she is a responsible and caring person. She is always willing to help friends out when needed and is astute and i... (more)"

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5. Christina

Musician/ Nature Lover/ Dog Crazy!!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Christina was amazing! My dog had a couple of accidents while I was away, and she cleaned them up with good cheer. My pup seemed happy and calm. Christina se... (more)"

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6. Stefania

I'll love your dog big or small.

South Dorchester, Boston, MA, 02124

Drop-In Visits, Dog Walking

"Where ever I go with Stefania, dogs seem to take an interest in her. She has the magic touch to make dog feel comfortable around her. Stefania is always posi... (more)"

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7. Hilary

Active and responsible med student

Jamaica Plain, Boston, MA, 02130

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

"Hilary was such a joy to work with from the start! She's responsive, responsible, and clearly loves animals. When we met her for the meet-and-greet, we knew ... (more)"

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8. Paige

Passion 4 Dogs. Mission 4 Quality.

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Dog Walking

"Paige is great with our puppy. She plays with him in our backyard during dropins and leaves him tired. Reliable and great communication. (more)"

Confirmed availability
4th of July
9. Anthony

Loving, Reliable Dog & Cat care.

West Codman Hill / West Lower Mills, Boston, MA, 02124

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

About: Pet lover ready to take care of dogs/ cats in my home or yours. Fully fenced yard/ private play space. Also: walks, play-time, vet visits transpor... (more)

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10. Jodie

Bark bark! Don’t Worry, They Get It

South Dorchester, Boston, MA, 02124

House Sitting, Drop-In Visits, Dog Walking

"Absolutely fantastic dog sitter. Promptly arrived each day to let our sweet German shepherd puppy out of her crate for 30 minutes while we were at work. Alwa... (more)"

Confirmed availability
4th of July
11. Summer

Fun, Loving, Attentive Pet Care

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Summer was super friendly and very accommodating. She gave our girl lots of love and sent us a bunch of pictures while we were gone. She was really flexible ... (more)"

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12. Breanna

Spacious inside and a park outside

Roxbury, Boston, MA, 02119

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

About: I am a 4th year university pre-veterinarian student currently doing a full time internship as a medical assistant. I am available all day weekends ... (more)

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13. Emily

ICU RN with very flexible schedule!

West Roxbury, West Roxbury, MA, 02132

House Sitting, Drop-In Visits, Dog Walking

"Emily is responsible, kind, energetic and obsessed with dogs—basically the perfect person for dog sitting! She came to our house with minimal instruction, f... (more)"

14. Chelsea

Pavlov? He rings a bell.

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

About: Grew up with dogs long enough to know that they are the best things to ever happen to us! I have a lot of patience so I can work with any kinds of ... (more)

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15. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

"Lace helped us with a special training session for our Dog, and she was amazing! Lace knew exactly what to do, and was confident with our dog, which helped h... (more)"

16. Natasha

Loving, Dedicated, Playful

Roslindale, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"We can highly recommend Natasha as a dog sitter. She took care of Anu and Eros while we traveled to visit family in Peru for a month. You can see the tende... (more)"

Confirmed availability
4th of July
17. Kathy

Let's Go Outside! No? Let's Chill!

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Kathy is great! (more)"

Confirmed availability
4th of July
18. Kevin

Hounds Out On The Town

Mattapan, Boston, MA, 02126

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

"This was my first time using Rover and I was super nervous to leave my dog with anyone! Then I met Kevin! Both Sofie and I were immediately comfortable as so... (more)"

19. Mohammed

Dog Walker/Sitting Around Your Area

Hyde Park, Hyde Park, MA, 02136

Drop-In Visits

About: Too tired after a long day to walk the dog? Or maybe you just need somebody to take care of your dog while you're out of town? Whatever the case ma... (more)

20. Casaundra

Flexible, Fun, Down to get Dirty

Hyde Park, boston, MA, 02136

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

About: As a long time lover of animals it would be a pleasure to join a team of passionate dog handlers. I am a vivacious, energetic, highly motivated ind... (more)

In Roslindale, Boston, MA, dog lovers trust Rover.com for their pet sitting needs. Over 23 pet owners have reviewed pet sitters in Roslindale, Boston, giving them an average rating of 5.0/5 stars. Booking pet sitting in Roslindale can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Boston on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Roslindale 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 Roslindale, 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 Roslindale, 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:

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.