House Sitting in Jamaica Plain, Boston

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.
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1. Billy

Genuine, caring dog sitter for you!

Newton, MA, 02459

House Sitting, Dog Walking

"I cannot say enough about how amazing Billy is, he completely saved us at the last minute as our dogsitter fell through 24 hours before a 2 week trip. But th... (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 great!! Super responsible and responsive. Got fantastic picture updates throughout - highly recommend !! (more)"

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3. Lyndsay

Love to play fetch and long walks

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Lyndsay is a great sitter! She takes really great care of Charlie and keeps our home nice and tidy when she house sits. She is flexible and easy to communica... (more)"

4. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Amanda took great care of our pets while I was away. I will definitely be using her again in the future! (more)"

5. Bailey

Dog-Lover Seeking Furry Friends

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"Bailey did a great job with Ziggy! He is 14+ years old, very spunky, but has diabetes, which requires 2 injections/day. Bailey handled that perfectly and ... (more)"

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6. Bridget

Dog Lover Helping Local Dog Owners

South End, Boston, MA, 02118

Dog Boarding, House Sitting, Drop-In Visits

"I would absolutely recommend Bridget as a sitter. My dog, Nigel, has anxiety and I was nervous to leave him with someone else. She made him feel at home thro... (more)"

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7. Becca

The best care for your best friend

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Great dog sitter! (more)"

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8. Ashleigh

Fun-loving & caring pet sitter

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

"Ashleigh was great! She took wonderful care of Kipper and kept me updated throughout the whole process. She was very flexible and accommodating as my travel ... (more)"

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9. Lauren

Personalized walking and training!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Lauren was amazing with our pup! She is friendly, responsive, and gave us frequent updates while she house-sat over the weekend. She even went above and beyo... (more)"

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10. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

"Lace and Ty are always a pleasure to have stay at our place! We have hired Lace 5+ times! Our dog, who is a bit nervous and shy, just loves playing with Ty a... (more)"

Confirmed availability
4th of July
11. Jessica

Pawesome dog ruffer to the rescue!

Allston-Brighton, Allston, MA, 02134

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

"Jessica was fantastic with puc. He hates being alone and is currently on crate rest due to back surgery, so she sat on the couch with him and snuggled the e... (more)"

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12. Rachel

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Rachel was a wonderful sitter for our two dogs. She communicated seamlessly with us (including a few photos) and we came back to happy, healthy dogs. What mo... (more)"

Confirmed availability
4th of July
13. 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 was professional, friendly and took fantastic care of our dog. She was thoughtful with updates and check-ins. Highly recommended! (more)"

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14. Christina

Musician/ Nature Lover/ Dog Crazy!!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Christina was absolutely wonderful! She house/dog sat my energetic terrier for a night. She was kind, responsive, took wonderful care of my home, and sent ... (more)"

Confirmed availability
4th of July
15. Michael

Your dog will never sleep better

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"We are so grateful that Michael was able to house sit for our 12 week old puppy. He was extremely attentive to her needs, caring, and had an excellent unders... (more)"

Confirmed availability
4th of July
16. Evalin

Active and playful with all dogs!

Cambridgeport, Cambridge, MA, 02139

House Sitting, Drop-In Visits

"Evalin did a great job with our dogs. George is an older gentleman with special needs. Evelyn came by for orientation twice. She adhered to his special ne... (more)"

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17. Molly

Looking to pamper your pup!

Fenway-Kenmore, Boston, MA, 02215

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

"Molly is an animal lover, and it shows! Her face lights up when she sees a cute dog on the street, or when she talks about her own cute balls of fluff. As an... (more)"

18. Meredith

Recent grad who loves all dogs!

Brookline, MA, 02446

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

"Meredith was great with our two dogs and cat while we were away for a week. One of our dogs is particularly high needs, and she handled him nicely. We arrive... (more)"

Confirmed availability
This weekend
19. Katie

I will draw you a pet portrait!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Katie was great - our senior pooch and all his needs were seen to, and our kitties were well cared for and happy. We needed someone last minute and she came... (more)"

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20. Kaelin

Ready to take care of any dog

Jamaica Plain, Roxbury Crossing, MA, 02120

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

"Kaelin is very fit to be a dog walker. Not only does she enjoy being around dogs, but they seem to enjoy being around her as well. She used to have a dog and... (more)"


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.