House Sitting in Chestnut Hill

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Stacy Verified Enhanced Background Check

Cat whisperer who misses having cat

West Cambridge, Cambridge, MA, 02138

House Sitting

"Stacy was available on super short notice and was flexible with scheduling. She sent photos and kept me posted :) I felt really good having my cat in her cap... (more)"

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2. Laura Verified Background Check

Professional responsible dog lover!

Bellmont, MA, 02478

House Sitting

"Laura stayed with my dog Wallace with very short notice when I was in a pinch. She was wonderful. She sent frequent updates, pictures and videos over the cou... (more)"

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3. David Verified Enhanced Background Check

Animal loving med student

Roslindale, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"David is great! He was very responsive and made sure to get to know my dog before sitting. He is very responsible and makes sure the dog gets enough exercise... (more)"

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4. Emalee Verified Background Check

Who let the dogs out? Me!

Newton, MA, 02465

House Sitting, Drop-In Visits, Dog Walking

"Brodie loved spending time with Emalee! My house was just the way I left it! Highly recommend her. (more)"

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5. Carolyn Verified Enhanced Background Check

Funloving Friend for Furbabies all!

West Newton, MA, 02465

House Sitting, Drop-In Visits, Dog Walking

"Carolyn was a find! I needed someone last minute and she responded immediately. My pup loved her I'll definitely use her again. (more)"

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6. Angela Verified Enhanced Background Check

Huge animal lover&belly rub giver

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"I cannot say enough wonderful things about this woman!!! But here's a short list: 1. My dogs were immediately at ease with her, which is remarkable since one... (more)"

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7. Emily Verified Enhanced Background Check

Experienced with all kinds of dogs!

Brookline, MA, 02446

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

"Emily was an exceptionally good dog and house sitter. She took my dog for frequent walks, showered her with attention, and gave her all the love she so desi... (more)"

8. Naomi Verified Background Check

Reliable and Flexible SC Sitter

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Naomi was amazing! It was our first time leaving Ruby with a petsitter in our home and Ruby was very anxious. We had no idea if it would work out but Naomi w... (more)"

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9. Hannah Verified Background CheckRover 101

Dances With Pups

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits

"Hannah was absolutely great. Before officially booking, Hannah agreed to come meet our two pups and go over the crazy dog parent regime. We ran into a last m... (more)"

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10. Rachel Verified Enhanced Background Check

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! I had a problem at my apartment with the water and had to change locations for sitting at the last minute. Rachel was totally understandi... (more)"

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11. Allison Verified Background Check

Can your dog and I be friends?

Allston-Brighton, Boston, MA, 02215

House Sitting, Drop-In Visits, Dog Walking

"Allison rocks. She took care of our elderly pitbull in our absence as well as we would have. She's always on time, cares deeply, and is incredibly accommodat... (more)"

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12. Rosemarie Verified Background CheckRover 101

Caring & Thoughtful Petsitter

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Rosemarie is a life long animal lover who grew up with pets and worked in a veterinarian's office in high school. Rose cares about the health and safety of a... (more)"

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13. Lizzie Verified Background Check

Animal Lover eager to care for pets

West Roxbury, West Roxbury, MA, 02132

House Sitting, Drop-In Visits, Dog Walking

"Lizzie was great. She watched our kitten and dog for 3 nights, 4 days while we were away. She did a great job, and we came home to very happy animals. I woul... (more)"

14. Victoria Verified Background Check

Loving care for your furbabies!

Watertown, MA, 02472

House Sitting, Drop-In Visits, Dog Walking

"Victoria was super caring and accommodating with our older good girl who takes medications twice a day and is fear aggressive with other dogs. She was able t... (more)"

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15. Magdalena Verified Enhanced Background Check

Ready To Adore Your Furry Friend!

Allston-Brighton, Allston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

"Maggie is great. Whenever I’m out of town she watches my two kitties and it’s such a relief to have someone as responsible as her to look after them. I never... (more)"

Confirmed availability
Thanksgiving
16. Julia Verified Background CheckRover 101

Pawesome care when you’re not there

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"I was Julia’s roommate for 2 years and I cannot say enough about how loving and caring she is towards animals. We adopted a cat together and she was doing a ... (more)"

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17. Vivian Verified Background Check

A dog’s happy face warm my heart!!!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Vivian is very trustworthy. She has watched both of my Chihuahuas Bruno and Stella and was so loving with them. She took great amazing care of them. She took... (more)"

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18. Alexa Verified Background Check

Will talk to pet like it's human

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Alexa took good care of my girl Qiuqiu. When I was back home, Qiuqiu looked calm and relaxed! I finally found a perfect sitter!!!! (more)"

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19. Samantha Verified Background Check

I promise to love your pup like you

Allston-Brighton, Boston, MA, 02135

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

"Samantha is the most reliable and accountable person you could hire to watch your furry friends. My family has counted on Sam to dog sit our two labs for yea... (more)"

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20. Audrey Verified Enhanced Background CheckRover 101

At your bark and call!

Chestnut Hill, MA, 02467

House Sitting, Drop-In Visits, Dog Walking

"Audrey took great care of our pets and house while we were away. We are so grateful for her responsible, loving care. We highly recommend her and will defi... (more)"


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chestnut Hill house sitting needs. On Rover, it's easy to find a loving dog sitter in Chestnut Hill who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chestnut Hill house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chestnut Hill for your dog — people who'll treat him like family.