Pet Sitting in Cummington

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or 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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Daniel C.
Verified Enhanced Background Check
Sitter Profile Image: Daniel C.
Verified Enhanced Background Check

1. Daniel C.

It’s my passion to walk your dog!
Deerfield, MA, 01342
15.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
14 repeat clients
from
$20
per visit

Is great with our shy dog and handles both our pups like they’re his own!

Sitter Profile Image: Ace G.
Verified Enhanced Background Check
Sitter Profile Image: Ace G.
Verified Enhanced Background Check

2. Ace G.

I love animals they are healers
Chicopee, MA, 01020
25.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$18
per visit

Ace was super gentle and patient with my anxious shy guy! He took a liking to Ace quickly— not the norm for my dog. Ace was communicative and took great pics of my boy. Thank you Ace!! Will 100% book again soon ☺️

Sitter Profile Image: Matt L.
Verified Enhanced Background Check
Sitter Profile Image: Matt L.
Verified Enhanced Background Check

3. Matt L.

Loving Pet Sitter, Works from Home.
Hadley, MA, 01035
16.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$20
per visit

Matt is great with our cats! He is very thorough in his communication which is so reassuring when we travel and miss our boys. He has also been very accommodating when our plans change last minute. The cats really like him — they’re always posing for him and we get the most beautiful photo updates!

Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

4. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
17.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
6 repeat clients
from
$29
per visit

Very timely and took good care of Luna

Sitter Profile Image: Danielle P.
Verified Enhanced Background Check
Sitter Profile Image: Danielle P.
Verified Enhanced Background Check

5. Danielle P.

Rover 101
DOES ROVER NEED EXERCISE?
Adams, MA, 01220
16.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$12
per visit

Danielle is a caring responsible animal lover. I am very comfortable with her coming into my home to care for my pets. Even when Danielle faces a challanging situation, she comes up with creative solutions to make sure the pets receive their care.

Sitter Profile Image: Laila S.
Verified Enhanced Background Check
Sitter Profile Image: Laila S.
Verified Enhanced Background Check

6. Laila S.

Taking care of your furry friends!
Southampton, MA, 01073
18.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$20
per visit

Laila is a wonderful sitter, Clover is always so excited to spend time with her and has so much fun! She makes sure Clover always gets a walk and plenty of play time!

Sitter Profile Image: Iris F.
Verified Background Check
Sitter Profile Image: Iris F.
Verified Background Check

7. Iris F.

A vet student who loves Animals
North Adams, MA, 01247
19.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
7 repeat clients
from
$25
per visit

I booked Iris to walk my Sukie while I was on vacation in Western Massachusetts and attending a music festival. Iris took great care of Sukie while I was away and was a great communicator. I would highly recommend Iris!

Sitter Profile Image: Logan A.
Verified Enhanced Background Check
Sitter Profile Image: Logan A.
Verified Enhanced Background Check

8. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
18.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$20
per visit

Logan was great with our two pups. Very attentive and professional. They loved him.

Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check

9. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
18.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

Sitter Profile Image: Gary B.
Verified Enhanced Background Check
Sitter Profile Image: Gary B.
Verified Enhanced Background Check

10. Gary B.

Dogs are my happy place :)
Florence, MA, 01062
14.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
from
$12
per visit

Gary seems great and my dog certainly liked him!! Gary is definitely a super big dog person and takes the job of caring for pets very seriously. You and your dog will be in safe hands with Gary!

Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

11. Jennifer M.

I have a warm heart for cold noses.
Pittsfield, MA, 01201
18.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$30
per visit

Jennifer was great! She was easily accessible and pleasant and willing to do what was needed for my kitties. She was willing to other duties such as take out trash,

Sitter Profile Image: Annika D.
Verified Enhanced Background Check
Sitter Profile Image: Annika D.
Verified Enhanced Background Check

12. Annika D.

Seasonal pet Services!
Northampton, MA, 01062
15.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
15 repeat clients
from
$25
per visit

Our dog and cat Cooper and Lucky both adore Annika and we always feel like they are left in fantastic animal loving hands when we are away. They couldn't be cared for any better. She is fabulous!

Sitter Profile Image: Shawna B.
Verified Enhanced Background Check
Sitter Profile Image: Shawna B.
Verified Enhanced Background Check

13. Shawna B.

Responsible Reliable Pet Care
Westhampton, MA, 01027
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 reviews
from
$25
per visit

Shawna was awesome! I was gone for 5.5 weeks and she took excellent care of my two dogs- mini poodle and King Charles spaniel. She is loving, attentive, followed my instructions perfectly, and sent photos. I trust her implicitly with my pets!!

Sitter Profile Image: Kathleen M.
Verified Background Check
Sitter Profile Image: Kathleen M.
Verified Background Check

14. Kathleen M.

Rover 101
Berkshires #1 Trusted Pet Sitter ❤️
Becket, MA, 01223
14.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
118 reviews
34 repeat clients
from
$25
per visit

Kathleen is hands down the best dog sitter! We felt so at ease leaving him with her for the day. Sampson had the BEST day and was the happiest pup when we came home. Thank you for taking such good care of him. :)

Sitter Profile Image: Emily L.
Verified Background Check
Sitter Profile Image: Emily L.
Verified Background Check

15. Emily L.

Loving Your Pet As Much As You Do
Cummington, MA, 01026
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$20
per visit

Emily is amazing! She made friends with our standoffish scaredy-cat right away and has proved to be incredibly competent and responsive when we need her. We don't know what we would do without her!

Sitter Profile Image: Sharene K.
Verified Enhanced Background Check
Sitter Profile Image: Sharene K.
Verified Enhanced Background Check

16. Sharene K.

I love your pets already!
Florence, MA, 01062
14.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$22
per visit

Our cats loved Sharene right away, even our most nervous kitty actually sat close to her right away, and seemed to really enjoy her presence. She has a beautiful and gentle way of being with with animals that puts them at ease. Our cats were particularly stressed during this period of time because we had lot of disruption in our routines due to major house repairs. I was concerned they might be nervous to meet someone new, but they benefited from meeting Sharene and relaxed more after being with her. We arranged these drop in visits to prepare our cats for a longer housesitting assignment. Sharene asked good questions about their care and sent us a photo and helpful summaries at the end of our time together.

Sitter Profile Image: Emily W.
Verified Background Check
Sitter Profile Image: Emily W.
Verified Background Check

17. Emily W.

Cat, dog, bird, and farm sitting
Whately, MA, 01373
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$25
per visit

Emily did a great job dropping in on our high needs dog. She was flexible, communicative and very kind with our traumatized baby. We'd definitely work with her again!

Sitter Profile Image: Steph F.
Verified Enhanced Background Check
Sitter Profile Image: Steph F.
Verified Enhanced Background Check

18. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
13.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$35
per visit

About: I've taken care of pets since I was 13 years old, back then it was mostly drop ins but now I do overnights and walks for dogs or any animal that cant be alone at night! Many friends and family have relied on me to take care of their pets and I can't wait to meet yours! I'm currently available pretty much whenever is needed. I have a lot of free time so spending time with your pets won't be a problem! If I am doing drop-ins or an overnight stay I will do everything I can to keep your pet's routine the same as when you are home! Of course, I'd love to take your fur baby on a walk as well!

Sitter Profile Image: Nina S.
Verified Enhanced Background Check
Sitter Profile Image: Nina S.
Verified Enhanced Background Check

19. Nina S.

I try my best to befriend all pets!
Williamsburg, MA, 01096
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$17
per visit

About: I've been around pets for my entire life. At most my household has had 6 pets: 2 dogs, 4 cats. For pet-sitting, I've looked after mostly cats and a few dogs. My experience extends from house-sitting to frequent stop-bys for feeding and walks. Right now I'm a student at a community college. This means most obstacles I will face will be class timing, however, at most I have 3 classes in a single day. I should be able to work around them. I've had animals that spent most of their lives inside and also pets that freely roam outside. I understand every animal has their needs and routines. I make sure to inquire specific details from owners to make sure their pet feels safe.

Sitter Profile Image: Ella F.
Verified Enhanced Background Check
Sitter Profile Image: Ella F.
Verified Enhanced Background Check

20. Ella F.

I love every animal I meet!
Haydenville, MA, 01039
10.3 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Ella is amazing with my dog! He’s big and an escape artist but Ella has a fantastic handle on him. She’s very trustworthy, reliable, and comfortable with a variety dogs. My dog is about 90lbs and can be very anxious and jumpy but Ella did amazing!!

Search Map

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Cummington:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Cummington 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 pet sitters in Cummington, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 Cummington pet sitters and avoid the kennel.

Drop-In Visits