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. 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

"Tori did a great job and Sadie loved her! (more)"

2. Billy

Flexible, Newton-based dog lover!

Newton, MA, 02459

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

3. Dani

20+ Years of Loving Dog Care Exp.

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Dani B goes above & beyond expectations every time she cares for our pack of 4 dogs. When responsible for our pack, Dani stays tuned-in & anticipates our pac... (more)"

4. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"For many years, my biggest deterrent to getting a dog was worrying about what to do with it when I go away (which is often). Fast forward a few years, my boy... (more)"

5. Rachel

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

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

50 repeat clients

"Rachel did a great job! She kept us in the loop with texts and photos while we were out of town, and our dog seemed totally happy and well-cared-for upon our... (more)"

6. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

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

7. Claudia

Fetch is my favorite

Cambridgeport, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

"Firstly, all of my animals (past, sadly now deceased, and present) adore Claudia, which is very important to us in a pet caregiver. She is an animal lover, a... (more)"

8. Katie

I will love your dog as my own

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

9. Ryan D. & Tasha

Weekend Getaway for Your Loved One!

Roslindale, Jamaica Plain, MA, 02130

Dog Boarding, House Sitting

2 repeat clients

"I’ve know Ryan & Tasha for a few years and would absolutely recommend them to care for your dog. They are kind, responsible, active and a lot of fun to work ... (more)"

10. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jill took care of my precious toy poodle, Dolfy, at my residence for five days and did an excellent job. Dolfy is a very tiny, older dog with 3 legs who I de... (more)"

11. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

27 repeat clients

"Lace was wonderful with our shy, anxious dog. She was reliable, communicative and professional. We had Ty meet up with our dog too so he could stay our place... (more)"

12. Logan

I'll run&play with your dog all day

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Logan has walked our dog, Chloe, for nearly 4 years. He is very responsible, making sure her harness is always secure, avoiding certain blocks where particu... (more)"

13. Meghan

Bright-eyed dog enthusiast!!!

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"WOW! Meghan is natural with canines! She has cared for my dog, Ollie (pictured), for more than a year, and he ADORES her. She has taught him tricks, and give... (more)"

14. Geri

enjoy runs+ cuddles with your dog!

Jamaica Plain, Boston, MA, 02130

Dog Boarding, House Sitting

4 repeat clients

"Geri was great!!! My dog, Milton, is old and cranky, so sometimes new people don't go over so well. Geri and Milton obviously loved each other at first sig... (more)"

15. Troy

Eat, Play, Love

Back Bay-Beacon Hill, Boston, MA, 02115

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

19 repeat clients

"Troy was so wonderful with our Saint Bernard!!! She was always so attentive to his needs and she made sure to text us and send pics while we were away. She l... (more)"

16. Ashley

Ready to Brighten Your Dog's Day

Jamaica Plain, JAMAICA PLAIN, MA, 02130

House Sitting, Dog Walking

"I've never met anyone who has such a personal connection with animals. Ashley has always displayed towards animals a kindness that most of us can't even prov... (more)"

17. Jonah

Your Dog Will Feel Loved

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jonah did a great job - he loves dogs, my champ had a grey time with him. He communicated all day with pictures. I felt very comfortable having him in my hom... (more)"

18. Wynndee

I'm Here For Your Pet

Roxbury, Boston, MA, 02121

House Sitting, Dog Walking

1 repeat client

"Wynndee is the ideal dog sitter/walker! She is a sweet and caring person with a big heart for dogs. She provided daily updates with photos/videos, and our do... (more)"

19. Meredith

Lover of both walks & dogs

Roxbury, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"As Meredith's roommate and friend, I can attest to the fact that she is wonderful with animals. Not only does her own pet bunny receive exceptional love, at... (more)"

20. Christina

Musician/ Nature Lover/ Dog Crazy!!

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Christina is kind to all creatures. She has cared for my dog, Benny. I knew he would be in good hands and didn't worry at all while I was away. Benny took to... (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.