House Sitting in Chelsea

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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Melissa T.
Dog-lover eager to help pet owners!Somerville, MA, 02143
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Melissa was excellent! She was extremely thorough and made sure that my little guy got exactly what he needed. He came back very calm and happy. Highly recommen… (more)

from
$50
per night
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Joyce C.
2.
former shelter volunteer & photogEast Cambridge, Cambridge, MA, 02141
House Sitting, Drop-In Visits, Dog Walking

Joyce was AMAZING! Absolutely spoiled my gal, kept the place clean, and took so many pictures. Joyce was also accommodating with the potential to extend due to … (more)

from
$45
per night
Confirmed availability: Memorial day
Ja'Dana E.
College grad-gap yearNeighborhood 9, Cambridge, MA, 02140
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ja’dana stayed with our dog four nights and kept her company and took care of her amazingly. She followed all of our instructions and double checked when she wa… (more)

from
$75
per night
Meredith F.
Unconditional Love, Care, & Photos!South Boston, Boston, MA, 02127
House Sitting, Drop-In Visits, Dog Walking

Meredith was absolutely lovely and took great care of our pooches. She kept us updated regularly and left our home spotless. Will definitely have her stay over … (more)

from
$70
per night
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Dana T.
5.
Active young professional-flexibleSomerville, MA, 02143
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

She was great! Communicated well and did a great job with my dog! (more)

from
$60
per night
Confirmed availability: Memorial day
6.
Loving Care When You’re Not ThereEverett, MA, 02149
House Sitting, Drop-In Visits, Dog Walking

Doreen is one of the best dog sitters I've had! She has saved me quite a few times and came to the rescue right at the last minute. She's affordable, kind lovin… (more)

from
$55
per night
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Applying to be your dog's new BFCharlestown, Charlestown, MA, 02129
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Michael was able to watch my dog at the last second and on a holiday, saving my thanksgiving! Very quick to respond and updated with photo and details of visit,… (more)

from
$50
per night
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8.
Your Local Pet Lover Art StudentChelsea, MA, 02150
House Sitting, Drop-In Visits, Dog Walking

This is the second time we contact Maddie to take care of our Lilica (lhasa-apso) while we were traveling Maddie is responsible, always on time and totally reli… (more)

from
$30
per night
Confirmed availability: Memorial day
9.
Fun-loving young professionalBack Bay-Beacon Hill, Boston, MA, 02114
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sally has over 15 years experience owning and caring for multiple dogs! She is passionate about dogs and is a seasoned dog walker and caretaker. She has loved d… (more)

from
$70
per night
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Your pup will be my hardest goodbyeRevere, MA, 02151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Dorrianne was amazing! My dog has some weird tendencies when I leave town and she was communicative, helpful, and easy to work with. Highly recommend! (more)

from
$35
per night
Confirmed availability: Memorial day
11.
Loving Care When You’re Not There!Everett, MA, 02149
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello my name is Doreen, I am married with two adult children and one adorable grandson. After 30 years, I grew tired of my full time office job so … (more)

from
$50
per night
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12.
Calm, experienced with senior dogsEast Boston, Boston, MA, 02128
House Sitting, Drop-In Visits, Dog Walking

The most caring and kind petsitter and dog walker. Tess takes such great care of my Josh! She is extremely kind and responsible. My nervous pup took an immediat… (more)

from
$100
per night
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13.
Love & Care For Your Pets!Central, Boston, MA, 02115
House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with multiple dogs and cats, that have become a part of my family. I will treat your pet as if they were my own (lots of love and tre… (more)

from
$50
per night
Calendar Recently Updated
Let’s Train and Play!Chelsea, MA, 02150
Dog Boarding, House Sitting

Rachel took care of my two pups when i went away for a week vacation and I don’t think I’ve met anyone that is so passionate about dogs the way she is, she trul… (more)

from
$75
per night
Reliable and Willing to TravelEast Boston, Boston, MA, 02128
House Sitting, Drop-In Visits, Dog Walking

Stephanie took great care of my pets! She was very patient with my cranky old dog and gave him lots of walks and attention. She gave me great updates and I was … (more)

from
$50
per night
Confirmed availability: Memorial day
Your fur baby is safe with me : )East Boston, Boston, MA, 02128
Dog Boarding, House Sitting

Will be using Kristina again! She has great communication during the stay, sends photos, and has great knowledge/understanding of different types of dogs and ho… (more)

from
$60
per night
Confirmed availability: Memorial day
17.
Honest & Reliable Pet SitterRevere, MA, 02151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Dennise is a thoughtful and conscientious pet sitter. She sees each pet as an individual who needs specific individualized care (she invented a pet-chasing game… (more)

from
$65
per night
Confirmed availability: Memorial day
18.
Meg 
Verified Background Check
Quick Airport Drop Off and Pick UpEast Boston, Boston, MA, 02128
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My chihuahua stayed with Meg and Zakim for 2 nights and absolutely loved it. My dog is very shy but felt comfortable right away. I highly recommend Meg. She’s a… (more)

from
$40
per night
Confirmed availability: Memorial day
Dog loving musicianEast Boston, Boston, MA, 02128
House Sitting

Francesca was fantastic! She was very responsible, responsive, and sent me lots of pictures of my animals. I’m definitely going to contact her again for my next… (more)

from
$40
per night
Confirmed availability: Memorial day
20.
Fun + knowledgeable vet tech!Chelsea, MA, 02150
House Sitting, Drop-In Visits, Dog Walking

Rebecca was very responsive to a last-minute booking and very easy to communicate with. She took great care of my little pup Finny and sent lots of photos! (more)

from
$85
per night

Rover also offers House Sitting in:

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.