Pet Sitting & Drop Ins in Roslindale, 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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: David M.
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Sitter Profile Image: David M.
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1. David M.

Star Sitter
Dave's Doggy Day Care
North Dorchester, Dorchester, MA, 02125
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
114 reviews
46 repeat clients
from
$24
per visit
Profile image

David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.

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Sitter Profile Image: Jana W.
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Sitter Profile Image: Jana W.
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2. Jana W.

Star Sitter
Dogs need vacation too!
West Roxbury, West Roxbury, MA, 02132
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
171 reviews
53 repeat clients
from
$24
per visit
Profile image

Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.

Confirmed availability: Juneteenth
Sitter Profile Image: Carmen R.
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Sitter Profile Image: Carmen R.
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3. Carmen R.

Star Sitter
Funny sitter and dog lover
Boston, MA, 02136
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
28 repeat clients
from
$32
per visit
Profile image

Carmen is fantastic. I needed a dog walker/drop-in at the last minute and Carmen was available. She is a great communicator and clearly has experience with dogs based on her questions to me about Lando. Based on the pictures and the lack of barking notifications from my Furbo, Lando was very comfortable with Carmen. I will gladly book her again to care for Lando.

Confirmed availability: Juneteenth
Sitter Profile Image: Alyson B.
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Sitter Profile Image: Alyson B.
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4. Alyson B.

Rover 101
Star Sitter
City Sitter Living Near Parks 🐶🐱
Hyde Park, Boston, MA, 02136
2.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
72 reviews
17 repeat clients
from
$26
per visit
Profile image

Aly did a fantastic job with our 2 cats. We have 1 cat with special medical needs and she kept us informed and adjusted things as needed. We feel very comfortable leaving our cats with Aly!

Confirmed availability: Juneteenth
Sitter Profile Image: Jose C.
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Sitter Profile Image: Jose C.
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5. Jose C.

Star Sitter
For a happy healthy pet 🐈 🦮🚶🏻
South Dorchester, Dorchester, MA, 02124
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
151 reviews
71 repeat clients
from
$20
per visit
Profile image

Jose took care of our 2 kitties for a week and we couldn't be happier. He provided pictures and took perfect care of them, playing with them during each visit. we will 100% trust Jose to watch our girls for us again.

Confirmed availability: Juneteenth
Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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6. Jennifer M.

Star Sitter
Fur brings me joy! :)
Roslindale, Roslindale, MA, 02131
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
29 repeat clients
from
$30
per visit
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Jennifer was absolutely lovely! Our boys were so well taken care of. We came back home to two very happy cats. We’d recommend Jennifer any time and hope to have her sit again!

Confirmed availability: Juneteenth
Sitter Profile Image: Krysta C.
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Sitter Profile Image: Krysta C.
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7. Krysta C.

Star Sitter
Here fur you, South Boston pets!
Boston, MA, 02125
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
26 repeat clients
from
$25
per visit
Profile image

Krysta is always so responsive and takes such good care of my dog! She is so adaptable and makes me feel so good when I’m away from my dog. Can’t recommend enough!

Confirmed availability: Juneteenth
Sitter Profile Image: Eryn-Ashlei B.
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Sitter Profile Image: Eryn-Ashlei B.
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8. Eryn-Ashlei B.

House Sitter & Pet Au Pair
Boston, MA, 02130
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
19 repeat clients
from
$25
per visit
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Eryn is amazing. I can tell she genuinely cares about our cat. She’s incredibly responsive and responsible. We will always go to her first when we need a cat sitter.

Confirmed availability: Juneteenth
Sitter Profile Image: Angelina T.
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Sitter Profile Image: Angelina T.
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9. Angelina T.

Rover 101
13 years experience, I know dogs
Dorchester, MA, 02121
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$16
per visit

Angelina has always been amazing with animals. They've worked for years taking care of dogs and cats in doggy day cares, a pet hotel, and volunteered at an animal shelter. There have been dogs that were shy or nervous to most other people that ended up being receptive to Angelina. I assure you that your pet will be in good hands!

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Sitter Profile Image: Giuliana P.
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Sitter Profile Image: Giuliana P.
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10. Giuliana P.

Summer sitter
Boston, MA, 02132
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$20
per visit
Profile image

Thanks for the extra effort by visiting with a meet and greet. Thank you for taking care of Harlie. She was happy when we returned.

Confirmed availability: Juneteenth
Sitter Profile Image: Lizz A.
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Sitter Profile Image: Lizz A.
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11. Lizz A.

Star Sitter
The LOVE of animals finds me here!!
Hyde Park, Boston, MA, 02136
2.0 mi. away
Drop-In Visits
5.0 out of 5 stars
43 reviews
10 repeat clients
from
$18
per visit
Profile image

Lizz is awesome! She takes care of everything. She is very calm and goes with the flow. I appreciate her so much. She is a pro at expressing my manx-syndome's bladder, and takes great care of all 3 of my cats. I am always relaxed and comfortable knowing she will be there for them! Thank you, Lizz! I so appreciate all you do for us!!!

Confirmed availability: Juneteenth
Sitter Profile Image: Kay O.
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Sitter Profile Image: Kay O.
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12. Kay O.

Caring for your pet with Joy
Jamaica Plain, Jamaica Plain, MA, 02130
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$25
per visit
Profile image

I couldn’t be more pleased with my first-time Rover experience. Kay is a superb professional to work with and I can’t wait to work with her again. I felt completely at ease the first time we met and everything worked out superbly. I definitely recommend Kay if you’re looking for someone with excellent communication skills and attention to detail.

Confirmed availability: Juneteenth
Sitter Profile Image: Meredith O.
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Sitter Profile Image: Meredith O.
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13. Meredith O.

Ready for some doggy and kitty love
Roslindale, Jamaica Plain, MA, 02130
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit
Profile image

Meredith took great care of our kitty and sent regular updates which I really appreciated :)

Confirmed availability: Juneteenth
Sitter Profile Image: Caitlin R.
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Sitter Profile Image: Caitlin R.
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14. Caitlin R.

Star Sitter
You’re barking up the right tree.
Chestnut Hill, MA, 02467
2.6 mi. away
Drop-In Visits
5.0 out of 5 stars
34 reviews
17 repeat clients
from
$25
per visit
Profile image

After years of only having family cat sit, we finally decided to try someone from Rover. The glowing reviews we read about Caitlin are spot on! She is truly the best! Caitlin's detailed communication gave us the peace of mind we needed to enjoy our trip knowing our cats were left in good hands and our house was safe (she even let us know the door was locked behind her on the way out). We will definitely hire Caitlin again in the future!

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Sitter Profile Image: Lauren C.
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Sitter Profile Image: Lauren C.
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15. Lauren C.

honored to care for your pup 🐾
Roslindale, West Roxbury, MA, 02132
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
7 repeat clients
from
$20
per visit
Profile image

Great communication and appreciated Lauren’s flexibility to accommodate our last minute needs. I could tell our pup enjoyed her visits, highly recommend!

Sitter Profile Image: Lia G.
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Sitter Profile Image: Lia G.
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16. Lia G.

Star Sitter
Very Experienced Dog & Cat Lover :)
Boston, MA, 02130
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
131 reviews
37 repeat clients
from
$25
per visit
Profile image

Lia was incredible responsive and accommodating. She was great with our cat and spend extra time with him. He loves her right away! Highly recommend Lia and will be reaching out to her again.

Confirmed availability: Juneteenth
Sitter Profile Image: Hazel P.
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Sitter Profile Image: Hazel P.
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17. Hazel P.

Experienced and fun pup lover!
Roslindale, Boston, MA, 02131
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$18
per visit

Hazel has a lot of experience with dogs and has a genuine love for animals. I know that in her spare time, Hazel enjoys going to Cat Cafes. She is good-natured and responsible.

Confirmed availability: Juneteenth
Sitter Profile Image: Paige H.
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Sitter Profile Image: Paige H.
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18. Paige H.

Star Sitter
Loves long walks with dogs!
Roslindale, Boston, MA, 02131
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
9 repeat clients
from
$28
per visit
Profile image

Paige was wonderful and so good with our dog Bella! She was available for all of the days we needed over Thanksgiving and the weekend and provided a lengthy walk and play time for her as well as sent pictures and updates. Will definitely use her again for future needs, I know Bella loves her! :)

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Sitter Profile Image: Theresa K.
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Sitter Profile Image: Theresa K.
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19. Theresa K.

Pawsome Walker: Your Dog's BFF!
Jamaica Plain, MA, 02130
2.1 mi. away
Drop-In Visits, Dog Walking
4 reviews
from
$20
per visit

Theresa is an amazing pet caregiver, she truly goes above and beyond to take great care of both dogs and cats. My pets are always happy to spend time with her when I am away and I know they will be in good hands in my absence. I highly recommend Theresa for all of your pet needs!

Confirmed availability: Juneteenth
Sitter Profile Image: Stella B.
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Sitter Profile Image: Stella B.
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20. Stella B.

No dog too big or small! Love all!
Roslindale, Boston, MA, 02131
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$25
per visit
Profile image

Stella was very responsive and prompt to the appointment. Goose seemed to love her and was so tired for the rest of the day! Will be using her services again

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

Rover also offers other services in Roslindale:

In Roslindale, Boston, MA, dog lovers trust Rover.com for their pet sitting needs. Over 23 pet owners have reviewed pet sitters in Roslindale, Boston, giving them an average rating of 5.0/5 stars. Booking pet sitting in Roslindale can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Boston on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Roslindale pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Roslindale, Boston who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits