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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David M.
Verified Enhanced Background Check
Sitter Profile Image: David M.
Verified Enhanced Background Check

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
85 reviews
40 repeat clients
from
$20
per visit

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.

Calendar Recently Updated
Sitter Profile Image: Jana W.
Verified Enhanced Background Check
Sitter Profile Image: Jana W.
Verified Enhanced Background Check

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
163 reviews
50 repeat clients
from
$24
per visit

Jana helped us out very last minute! She was flexible when I asked her to come a little earlier. Will definitely request Jana again. Highly recommend!!

Calendar Recently Updated
Sitter Profile Image: Jose C.
Verified Enhanced Background Check
Sitter Profile Image: Jose C.
Verified Enhanced Background Check

3. Jose C.

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

Jose did such a wonderful job caring for our cats while we were away. Even if they were rather shy and rarely showed their faces, Jose ensured we were kept apprised of any activity to ensure they were alive and well. This is such a huge thing for us. We would absolutely recommend his services to cat families in the area.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

4. Jennifer M.

Star Sitter
Fur brings me joy! :)
Roslindale, Roslindale, MA, 02131
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
19 repeat clients
from
$30
per visit

Jennifer is lovely. She did a pre visit with us on short notice to get the lay of the land. Our first drop in visit went great. She sent lots of pictures and we feel confident that our pups were well taken care of. We will definitely reach out to Jennifer in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alyson B.
Verified Enhanced Background Check
Sitter Profile Image: Alyson B.
Verified Enhanced Background Check

5. 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
61 reviews
15 repeat clients
from
$26
per visit

Alyson went above and beyond to take care of our two cats while we were out of town! She is great with communication, sent daily photo updates, cleaned up after our two guys, and most of all, gave me so much peace of mind while gone. Just returned to two very happy and relaxed cats —we will absolutely be booking Alyson again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carmen R.
Verified Enhanced Background Check
Sitter Profile Image: Carmen R.
Verified Enhanced Background Check

6. Carmen R.

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

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.

Calendar Recently Updated
Sitter Profile Image: Krysta C.
Verified Enhanced Background Check
Sitter Profile Image: Krysta C.
Verified Enhanced Background Check

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
37 reviews
21 repeat clients
from
$25
per visit

Krysta is so kind, easy to communicate with, and above all my dog loves her! We would definitely recommend Krysta - knowing that she can be there to give Ravioli love and attention has given us priceless peace of mind.

Calendar Recently Updated
Sitter Profile Image: Eryn-Ashlei B.
Verified Enhanced Background Check
Sitter Profile Image: Eryn-Ashlei B.
Verified Enhanced Background Check

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
49 reviews
13 repeat clients
from
$20
per visit

As always, Eryn was great with my dog. She has become my go-to sitter when I need one. I feel confident leaving my pet with her and know she will take great care of her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Georges V.
Verified Enhanced Background Check
Sitter Profile Image: Georges V.
Verified Enhanced Background Check

9. Georges V.

Star Sitter
I'll treat your pet like my own!
South Dorchester, Dorchester, MA, 02124
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$19
per visit

I recently had an excellent experience with Georges who took care of my energetic dog and two cats. From the start, his genuine passion for animals was evident, creating an immediate sense of trust between him and the pets. Georges’s ability to handle my high-energy dog with patience and enthusiasm stood out. We went to walk the dog on my usual route and I was impressed by how he paid attention to all the details about our walk routine. He also paid meticulous attention to my cats' needs, ensuring they were well-fed and their litter was cleaned. Communication was seamless, with regular updates and prompt responses to messages. Overall, I highly recommend Georges for his professionalism, genuine care for animals, and meticulous work—I will undoubtedly get back to him for future pet sitting needs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lee R.
Verified Background Check
Sitter Profile Image: Lee R.
Verified Background Check

10. Lee R.

Available Everyday, 7 days per week
Roslindale, Jamaica Plain, MA, 02130
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit

Lee did a wonderful job taking care of my cat. She was very communicative and detail-oriented, made sure to clarify instructions related to medication, and sent helpful updates and several photos after each visit. She clearly cares a lot about taking care of pets. I highly recommend working with Lee!

Sitter Profile Image: Meredith O.
Verified Enhanced Background Check
Sitter Profile Image: Meredith O.
Verified Enhanced Background Check

11. 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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wanda R.
Verified Background Check
Sitter Profile Image: Wanda R.
Verified Background Check

12. Wanda R.

Loving, Caring, and a Grandma of 3
West Roxbury, WEST ROXBURY, MA, 02132
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
11 repeat clients
from
$25
per visit

About: I have boarded a few dogs so far and is been a great experience, makes me feel good to help others when they need to go on vacation. I had a dog name Bella she was following me around the house so cute that was a great experience. Your pet will be in good hands i live in a great invirement ,loving family we all help each other. And they are free to run around the house and my back yard deck. Is a safe neighborhood everyone looks out for each other , we have a police officer as our neighbor, and my husband is a fire fighter and good friendly neighbors. And plenty of pets in the neighborhood. So please feel free to contact me . If you have any question pls ask

Sitter Profile Image: Lia G.
Verified Background Check
Sitter Profile Image: Lia G.
Verified Background Check

13. 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

Lia did a great job with my pets. They even came out of their hiding places to see her. One of my cats never comes out to meet new people so awesome to Lia for accomplishing that! The photos she took were great. Overall, I was stressed generally leaving them for the weekend because I rarely leave them for even a day, and Lia reduced my stress to zero! Thank- you Lia!!!

Calendar Recently Updated
Sitter Profile Image: Paige H.
Verified Enhanced Background Check
Sitter Profile Image: Paige H.
Verified Enhanced Background Check

14. 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

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! :)

Calendar Recently Updated
Sitter Profile Image: Kay O.
Verified Enhanced Background Check
Sitter Profile Image: Kay O.
Verified Enhanced Background Check

15. 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
8 reviews
1 repeat client
from
$25
per visit

I consider Kay a dog whisperer!!!! She is kind, smart and has fun with every dog she cares for. She enthusiastically plays with them and knows when they are tired and hungry. Kay has taken care of our beloved dog and our pup was always thrilled when Kay came to visit or to walk her. Even seeing Kay on the street was a joy for our dog. Kay always gave us thorough information and had suggestions for us to support our dog especially as she aged. I wholeheartedly recommend Kay as a loving pet caregiver. You and any family will be happy with the loving care she gives to pets and their families.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

16. Emily R.

Taking care for dogs, cats
West Roxbury, Boston, MA, 02132
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$25
per visit

Thanks for taking care of our two kitties over the holidays!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Oliver H.
Verified Background Check
Sitter Profile Image: Oliver H.
Verified Background Check

17. Oliver H.

Star Sitter
Veterinary Assistant and Pet Lover!
Roslindale, Boston, MA, 02131
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
13 repeat clients
from
$20
per visit

Oliver took great care of our sweet cat Waffles, dropping in twice a day while we were away for 9 days. The photos and messages were very reassuring and helped me feel less separation anxiety. I would definitely book with Oliver again!

Calendar Recently Updated
Sitter Profile Image: Anika M.
Verified Enhanced Background Check
Sitter Profile Image: Anika M.
Verified Enhanced Background Check

18. Anika M.

Simply a huge dog lover.
Boston, MA, 02131
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$22
per visit

Anika was amazing! She came by beforehand to meet the pups and see the layout. There was no issues, and the pups took to her! I would highly recommend her for any of your sitting needs!

Calendar Recently Updated
Sitter Profile Image: Justine F.
Verified Enhanced Background Check
Sitter Profile Image: Justine F.
Verified Enhanced Background Check

19. Justine F.

Experienced Stay-at-home Pet Mom
Roslindale, Roslindale, MA, 02131
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$20
per visit

About: I work from home with a very flexible schedule. I grew up with a house full of pets as a child (dogs, cats, rats, ferrets). As an adult, I spent 16 wonderful years with a mini-schnauzer who taught me all about life and caring for a dog with a lot of personality! I was lucky enough to be with him from when he was young and had lots of energy all the way through his senior years when he needed extra care and love. My partner and I are used to having a dog in our house and would love the opportunity to share our home with yours! I work from home with a very flexible schedule from Mon- Fri. I can change my schedule to suit the needs of your pet! While I sometimes travel on the weekends, if I am home I can be completely available for your pet. Currently my home has no pets so yours would get undivided attention from my partner and I. We have a backyard that has a patio section and a grass-ey section. It is ~90% fenced in. We lived with a senior dog in this apartment for a number of years which encouraged us to create a comfy and safe space.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Sitter Profile Image: Madison B.
Verified Enhanced Background Check

20. Madison B.

Rover 101
Star Sitter
Experienced full time sitter 🐾
Roslindale, Roslindale, MA, 02131
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
103 reviews
39 repeat clients
from
$35
per visit

What a great sitter! Very flexible and understanding even though I accidentally sent her to the wrong address the first day. My cat loved her and we felt a lot better on vacation knowing that she was well taken care of. She was very communicative, sent great pictures and even did a bit of vacuuming. To top it off she also left a Christmas stocking with some treats and a little toy which Ada is currently playing with. Top notch ?

Search Map

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