Pet Sitting & Drop Ins in Charlestown, Boston

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Miliana N.
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Sitter Profile Image: Miliana N.
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1. Miliana N.

Ready to meet your furry babies
Charlestown, Charlestown, MA, 02129
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
220 reviews
62 repeat clients
from
$33
per visit

My cats really enjoyed Miliana’s visits while I was away! They got plenty of play and pets. Miliana is ultra responsible, experienced with animals, and very responsive with messages. I had a great peace of mind during my trip, knowing that the kitties were well cared for!

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Sitter Profile Image: Nadya C.
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Sitter Profile Image: Nadya C.
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2. Nadya C.

Caring, attentive, tender (cat)
Cambridge, MA, 02139
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$17
per visit

Nadya was extremely responsive and communicative. She pays a lot of attention to the details and would always make sure that every cat in the household have received enough care. Would definitely seek her help again!

Sitter Profile Image: Elizabeth B.
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Sitter Profile Image: Elizabeth B.
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3. Elizabeth B.

Rover 101
Dogless DogLover
Boston, MA, 02128
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
111 reviews
37 repeat clients
from
$35
per visit

Elizabeth was AMAZING. She was super flexible in arranging my coverage and provided exceptional care. My cat was delighted every time she visited and I know that based on the ample amounts of photos she sent each day. I highly recommended and will be using her again!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Acadia E.
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Sitter Profile Image: Acadia E.
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4. Acadia E.

Rover 101
Fully insured pet sitter & trainer
Somerville, MA, 02143
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
102 reviews
45 repeat clients
from
$35
per visit

Acadia is incredibly professional and communicative. Smidge can be a little nervous around new faces but she was quick to warm to Acadia. I got plenty of picture updates which made me happy too!

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Sitter Profile Image: Jazmin S.
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Sitter Profile Image: Jazmin S.
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5. Jazmin S.

pets are the highlight of existence
East Cambridge, Cambridge, MA, 02141
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
20 repeat clients
from
$21
per visit

Excellent care, always on time, great photos! Went above and beyond! One of our cats can be very skittish but he warmed up to Jazmin immediately. Will book her again in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Joshua L.
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Sitter Profile Image: Joshua L.
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6. Joshua L.

Cat Dad & Emotional Support Human
Back Bay-Beacon Hill, Boston, MA, 02114
1.4 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
from
$21
per visit

Josh, you are wonderful at making anxious Tygr comfortable . 😘thank you

Confirmed availability: Easter Weekend
Sitter Profile Image: Tom S.
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Sitter Profile Image: Tom S.
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7. Tom S.

Love to play, feed & walk all dogs
Somerville, MA, 02145
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
27 repeat clients
from
$16
per visit

Tom was great! He was very receptive and kept us in the loop with how our dog was doing during his visit. Because she is very timid with new people, he was willing to do a meet and greet with her beforehand. Tom was also very flexible with some last minute schedule changes. Thank you so much Tom!

Confirmed availability: Easter Weekend
Sitter Profile Image: Tyler H.
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Sitter Profile Image: Tyler H.
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8. Tyler H.

Experienced puppy dad
Chelsea, MA, 02150
1.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$18
per visit

If I could leave a million star review I would. Tyler and his fiancée literally saved my dog’s life!! While I was out of town my dog got extremely sick. They took him to the emergency vet two separate times. He stayed there with him all night one of those nights. He made sure that he was getting great care before leaving him. He also communicated very well with me this whole time. He helped so much while I was trying to get home from another country. They are the ONLY reason my dog survived. If it weren’t for them being so caring and attentive I would not have my dog home with me right now. If you’re looking for someone kind, caring, and attentive, DEFINITELY book with Tyler!

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Sitter Profile Image: Sabrina S.
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Sitter Profile Image: Sabrina S.
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9. Sabrina S.

Rover 101
Passionate Pet Pro
Charlestown, Somerville, MA, 02143
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$18
per visit

Sabrina is wonderful with dogs and has plenty of experience. She provides the best care to our dog, Bentley, and always puts her full effort into taking care of him. She also works for a pet company and is just a wealth of knowledge when it comes to pets and animals. Your dog would be in very good hands with Sabrina!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kyle M.
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Sitter Profile Image: Kyle M.
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10. Kyle M.

pet owner and lover! ❤️
Wellington-Harrington, Cambridge, MA, 02141
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
from
$35
per visit

Kyle is an exceptional pet sitter! His attentiveness, reliability, and genuine love for animals made our time away worry-free. Our pets adore him, and we highly recommend his services for anyone seeking a trustworthy and caring pet sitter. Thank you, Kyle, for the wonderful work!

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Sitter Profile Image: angelica b.
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Sitter Profile Image: angelica b.
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11. angelica b.

Pawsitively the best!
Boston, MA, 02129
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit

Angelica is very patient with dogs and animals particularly those who need more assistance. She has grown up with animals and has always been able to take care of them. She is respectful and caring towards her own pet and I highly recommend booking with her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Dakota H.
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Sitter Profile Image: Dakota H.
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12. Dakota H.

Primatologist and Cat Mom!
Boston, MA, 02129
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit

Dakota took such great care of my cat while I was away! Loved the pictures and updates.

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Sitter Profile Image: Daria P.
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Sitter Profile Image: Daria P.
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13. Daria P.

Dog lover - caring & enthusiastic
Charlestown, Charlestown, MA, 02129
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$17
per visit

Daria has been the best person we could have ever asked to look after our pup for us. She is very loving and truly loves doing it too. She’s always willing to accommodate our very nervous and quirky dog and work around her little nervous characteristics in order to provide her with the best care and we’re so thankful for that.

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Sitter Profile Image: Kelsie P.
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Sitter Profile Image: Kelsie P.
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14. Kelsie P.

Kelsie’s walking/sitting service!
Charlestown, Charlestown, MA, 02129
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$15
per visit

About: Hi! My name is Kelsie I am a 25 year old who works from home in Charlestown MA! I currently walk a puppy golden doodle each week and I am looking to add more pups to my schedule! I have worked with all types of animals young and old with varying ailments. I am very attentive with my pets and make sure they get the most out of their walks, being aware of other dogs, bringing them to the park for some extra exercise and working on basic walking skills. I have house sat for multiple families of 2-3 dogs where each dog had their different triggers and medications to tend to. I am an animal lover at heart and being with your pet makes my day! I work from home, so a 30 minute - 1 hour walk is very doable for me to stop by and bring your furry friend outside to get some energy out! I live in a 2 bed condo in Charlestown MA with a fenced in dog area in the back as well as a dog park right across the street. I am very attentive to the on/off lease protocol as I know every dog is different with reactions and new places.

Confirmed availability: Easter Weekend
Sitter Profile Image: Daphne M.
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Sitter Profile Image: Daphne M.
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15. Daphne M.

Life is better with Dogs
East Cambridge, Cambridge, MA, 02141
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit

Daphne is the best with dogs. Very caring, patient and she can really understand their needs by just looking at them. Also, I can assure the any dog will instantly connect with her.

Confirmed availability: Easter Weekend
Sitter Profile Image: Rebecca M.
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Sitter Profile Image: Rebecca M.
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16. Rebecca M.

pet person with heart of gold
Boston, MA, 02129
0.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit

Rebecca is awesome! Wonderful with our pup, very responsible and responsive, and genuinely a great person. I'd trust her with any pet and am thrilled that she's willing to take care of our dog. Will definitely be asking her to watch our pup in the future, and I highly recommend her.

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Sitter Profile Image: Lauren G.
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Sitter Profile Image: Lauren G.
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17. Lauren G.

Your local dog enthusiast
Charlestown, Charlestown, MA, 02129
0.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$24
per visit

Lauren’s checked in on Blake before and this time was the same great experience as always! Lauren is always on time, sends me updates, and makes sure Blake is all set and happy by the time she leaves!

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Sitter Profile Image: Emily C.
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Sitter Profile Image: Emily C.
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18. Emily C.

Responsible, caring pet sitter!
Charlestown, Charlestown, MA, 02129
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per visit

Emily has been a fabulous pet and house sitter for our family. She is responsible, conscientious, and so friendly. I highly recommend her! Liz H.

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Sitter Profile Image: Michelle A.
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Sitter Profile Image: Michelle A.
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19. Michelle A.

Patient, loving cat mom
Boston, MA, 02129
0.3 mi. away
Drop-In Visits
5.0 out of 5 stars
53 reviews
21 repeat clients
from
$20
per visit

Michelle was amazing! She was so patient with my two shy kitties and provided excellent care. She left detailed notes and took great pics. I knew my boys were in great hands with her :) I will absolutely be using her moving forward!

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Sitter Profile Image: Hannah L.
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Sitter Profile Image: Hannah L.
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20. Hannah L.

Caring & attentive cat mom!
Boston, MA, 02129
0.1 mi. away
Drop-In Visits
5.0 out of 5 stars
9 reviews
from
$20
per visit

Hannah did an absolutely wonderful job watching our 2 cats and providing us with updates that kept our mind at ease during our trip. We would be excited to have her watch our cats again.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Charlestown:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1747 owners have reviewed sitters in Charlestown, Boston, MA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Charlestown, Boston pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Charlestown, Boston who can provide the care your pet needs, when they need it.

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