Pet Sitting & Drop Ins in Fenway-Kenmore, 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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Search Results

Confirmed availability: Memorial Day Weekend
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
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
40 repeat clients
from
$24
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.

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Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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2. Maddy H.

Rover 101
Star Sitter
Compassionate Pet Caregiver !
Allston-Brighton, Boston, MA, 02134
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$25
per visit

Maddy did a great job at accommodating my last minute need for a cat sitter. My cat (who does not often like people at first) warmed up to her immediately. She was diligent, on time, kind, and I felt good having my cat in her care. Thank you Maddy!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sophie F.
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Sitter Profile Image: Sophie F.
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3. Sophie F.

Star Sitter
Pet lover and reliable caretaker
South End, Boston, MA, 02120
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$22
per visit

Sophie is the best! She always goes above and beyond. This particular time, Winnie’s fountain broke, and she took the time to put together a new one for me! I never have to worry when I leave my cat in her hands.

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Sitter Profile Image: Krysta C.
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Sitter Profile Image: Krysta C.
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4. Krysta C.

Star Sitter
Here fur you, South Boston pets!
Boston, MA, 02125
2.4 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

I’ve never needed a cat sitter before and was nervous about trying out rover. Turns out, I had no need to be! My shy cat LOVED Krysta. Krysta was timely, accommodating to my scheduling needs, and she sent lots of great pictures of them hanging out and cuddling while I was away. I would definitely recommend booking with her and will plan to book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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5. Natalia K.

Rover 101
Star Sitter
Furry friends are my weakness!
Brookline, MA, 02445
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
25 repeat clients
from
$25
per visit

Natalia was amazing! I had a pet sitter fall through very last minute and Natalia stepped in took great care of my cat. She is very responsive, sends lots of pictures, and makes you very comfortable with the whole process. I would happily use her again and I highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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6. Allison S.

Star Sitter
Animal lover looking to lend a hand
Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
10 repeat clients
from
$18
per visit

Allison did a great job! She sent lots of details about her visits and tons of pictures. This was my first time booking with her but I’ll be a repeat customer ☺️

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Sitter Profile Image: Tiffanie J.
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Sitter Profile Image: Tiffanie J.
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7. Tiffanie J.

Rover 101
Big heart for small paws 🐾💛
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$26
per visit

Tiffanie was great with Rhys!! She made sure to keep me updated and sent lots of pictures, which I really appreciate. I would definitely recommend her!

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Sitter Profile Image: Robbie B.
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Sitter Profile Image: Robbie B.
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8. Robbie B.

Star Sitter
Furry Friend Enthusiast
Back Bay-Beacon Hill, Boston, MA, 02115
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$23
per visit

Robbie was great to have as a sitter for our two cats! She’s friendly to talk to and the cats were big fans of her. She is very communicative and accommodating. Her check-ins were timely and she always sent many pictures. Will definitely book her again!

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Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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9. Anna O.

Rover 101
Star Sitter
Responsible pet lover!
Brookline, MA, 02446
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$21
per visit

It was great to have Anna watch my cat. He seemed to get along well with her as shown by her thorough photos and visit summaries. There were no issues with their visits and communication with Anna was smooth. I would happily have her pet sit again.

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Sitter Profile Image: Madison S.
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Sitter Profile Image: Madison S.
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10. Madison S.

The pawsitively perfect pet sitter!
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
10 repeat clients
from
$28
per visit

Madison was great!! Communication was excellent and she took great care of my cat. She sent several pictures each day and left a detailed Rover card. I’d gladly use Madison again.

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Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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11. Rachel M.

Rover 101
I'll love your pets like my own!
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$20
per visit

Rachel was so great with our little guy! It's nice to see the photos of them getting along and playing. And thanks also for watering our plants while we were away!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julie J.
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Sitter Profile Image: Julie J.
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12. Julie J.

Star Sitter
Wag-tastic pet care
Brookline, MA, 02445
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
99 reviews
31 repeat clients
from
$20
per visit

Whenever we need a cat sitter, we always check to see if Julie is available to watch them first! She shows a lot of care when visiting our cats and we really appreciate the updates and photos she sends our way while we're away.

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Sitter Profile Image: Aidan W.
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Sitter Profile Image: Aidan W.
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13. Aidan W.

Certified dog person
Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Dog Walking
4 reviews
from
$10
per visit

Aidan walked our dog on a regular basis for about two years. Some weeks more than others depending on my schedule and Aidan's. Aidan was always reachable and communicated well with me to arrange timing for the walks. Our dog loved going for walks with Aidan, he couldn't wait to go once he saw her approaching the front door, and its clear that Aidan is great with dogs: calm, loving and also playful. She would often spend time after the walk just playing with our dog before going home. Can't recommend Aidan enough,

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Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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14. Megan P.

Rover 101
Star Sitter
Miss my pets- want to love yours!
Boston, MA, 02116
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$20
per visit

Megan was amazing! When we met I instantly knew I could trust her and she did a great job taking care of my pup. Lots of pics and extra care. 10/10 recommend!

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Sitter Profile Image: Sage T.
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Sitter Profile Image: Sage T.
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15. Sage T.

College student that loves dogs!
Fenway-Kenmore, Boston, MA, 02120
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit

Sage grew up with a Golden Retriever named Tazz who was the sweetest dog. Sage had a special close relationship with Tazz. Now that Tazz has passed, Sage delights in meeting other dogs and is very attentive and sweet herself. She'll be a great dog walker.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mills F.
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Sitter Profile Image: Mills F.
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16. Mills F.

Two sitters for the price of one!
Boston, MA, 02115
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$25
per visit

Mills did such a great job taking care of our 11-month old ragdoll cat Pepper! He was very attentive, gentle and patient with her and Pepper loved him! Mills is excellent with following instructions! I highly recommend him!

Sitter Profile Image: Poon S.
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Sitter Profile Image: Poon S.
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17. Poon S.

Pet lover ready to spoil yours!
Fenway-Kenmore, Boston, MA, 02115
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$18
per visit

Poon truly loves animals and will take great care of your dogs!! He owns multiple cats and dogs at home & knows what it takes to keep them happy and healthy.

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Sitter Profile Image: Sydney H.
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Sitter Profile Image: Sydney H.
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18. Sydney H.

I love all dogs like my own!
Fenway-Kenmore, Boston, MA, 02215
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
from
$19
per visit

Sydney is very responsible as a person in general. She is very kind to people and animals. You can tell how much she loves her own dog, like a child, and she treats all other animals that way as well. We definitely trust her with any of ours and would recommend her to anyone we know!

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Sitter Profile Image: Caroline M.
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Sitter Profile Image: Caroline M.
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19. Caroline M.

Young professional who loves pets!
Boston, MA, 02115
0.3 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Caroline is a fantastic dog-watcher, she has frequently cared for my Mini Aussie, Astro, and he absolutely loves her! She is attentive, confident with her care, and trustworthy, and I look forward to her watching Astro every time. She takes him on long walks, gives him company at home, and entertains his energy. Would absolutely recommend and refer Caroline to any of my dog-owning friends!

Sitter Profile Image: Snghyun B.
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Sitter Profile Image: Snghyun B.
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20. Snghyun B.

Star Sitter
Remote worker that loves walks!
Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$25
per visit

I had Snghyun house sit for my dogs while I was out of state. She took instruction well and did exactly as asked and then some by checking if she could take my Rottweiler on runs. I wouldn’t always be comfortable with this seeing how strong the rotti is but Snghyun had no problem running her. My dogs love her, would have her stay again.

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

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Dog owners in Fenway-Kenmore, Boston, MA turn to pet sitters on Rover.com for their pet sitting needs. Over 1747 pet owners have reviewed pet sitters in Boston, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Boston with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Fenway-Kenmore, 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 Fenway-Kenmore, Boston who can provide the care your pet needs, when they need it.

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