House Sitting in Cummington

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

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Sitter Profile Image: Ace G.
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Sitter Profile Image: Ace G.
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1. 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
28 reviews
12 repeat clients
from
$55
per night
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Ace is our go to person for our very anxious yet adorable Beagle. Our pup is so well taken care of by Ace. We have no worries when they are on the job!

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Sitter Profile Image: Matt L.
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Sitter Profile Image: Matt L.
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2. 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
41 reviews
13 repeat clients
from
$50
per night
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Matt was great- took good care of our pup while we were away for the weekend and sent pics each day we were away. He left our home clean, stripped the bed, and even shoveled our driveway when we got snow while we were gone! Recommended! Would definitely use Matt again.

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Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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3. Lindsey C.

Rover 101
Experienced Pet Sitter/ Dog Walker
Northampton, MA, 01063
16.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$45
per night
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Lindsey was absolutely fantastic. We were able to rest easy on vacation thanks to her. So grateful for her flexibility and communication.

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Sitter Profile Image: Meg E.
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Sitter Profile Image: Meg E.
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4. Meg E.

Experienced sitter up for any pet
Pittsfield, MA, 01201
19.6 mi. away
House Sitting
5.0 out of 5 stars
1 review
from
$50
per night
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I am very pleased with Meg’s care. Our dogs seemed to really enjoy having her there to take care of them. Our house was very clean when we came home and I greatly appreciated her cleaning the sheets and towels.

Sitter Profile Image: Meg C.
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Sitter Profile Image: Meg C.
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5. Meg C.

Loving Pet-Care and Playmate 🐶
Easthampton, MA, 01027
18.1 mi. away
House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$75
per night
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My pups had a wonderful time and were well cared for while we were away. One of our dogs is older and has doggy dementia so I was particularly worried about his care. Meg came to meet & greet twice before our trip to get to know us and the dogs. I left notes for the dogs and the house and Meg followed them and even made a few improvements to our daily routine. My favorite part was that she sent me photos and cute doggy videos every day while we were gone. It really made me feel better knowing our dogs were being loved on just like they would if we were home. The icing on the cake was she even cleaned up before we got back! The floors were vacuumed and mopped, the bedding was all cleaned, and the house was tidy. We will definitely be contacting Meg for our next trip.

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Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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6. 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
5 reviews
2 repeat clients
from
$38
per night

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.

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Sitter Profile Image: Brooke F.
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Sitter Profile Image: Brooke F.
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7. Brooke F.

can't wait to meet your pets :)
conway, MA, 01341
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$64
per night

Brooke is an absolute gem when it comes to caring for pets. Her love for animals shines through in everything she does, and it's clear that her passion knows no bounds. She has always had a special connection with pets and treats them with the utmost love and respect. Brooke goes above and beyond to ensure that all animals are well taken care of, putting their needs above everything else. She delights in taking pets on walks, showering them with attention, and ensuring they are happy and healthy. If you're looking for a dedicated and compassionate caregiver for your furry friends, Brooke is the perfect choice. I highly recommend her services to anyone in need of a loving and reliable pet sitter.

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Sitter Profile Image: Lori M.
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Sitter Profile Image: Lori M.
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8. Lori M.

My pup is my best pal!
Hinsdale, MA, 01235
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

We had Lori watch our 2 hundred pound Chesapeake Bay Retrievers as well as my niece’s rescue dog for 2 days while we were in the Berkshires on a family vacation. Lori spoiled them all with cuddles, pets, pool and toy play. When we came home the pups were smiling and wagging there tails. I would highly recommend Lori. She is a punctual, professional and extremely caring person. 5 star review!! Thank you Lori

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Sitter Profile Image: Emma D.
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Sitter Profile Image: Emma D.
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9. Emma D.

Our cause has fur and four paws 🐾
Adams, MA, 01247
15.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$60
per night

Emma has always gone above and beyond with my dog. Not only that but my apartment came back just how I left it! Would highly recommend.

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Sitter Profile Image: Alexis K.
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Sitter Profile Image: Alexis K.
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10. Alexis K.

Does your dog need a pack?
Northampton, MA, 01053
12.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
34 repeat clients
from
$80
per night
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Alexis did an amazing job with Audrey. She house-sat allowing Audrey to remain home where she is most comfortable. Alexis gave Audrey endless attention, playing with her, taking her on walks and just keeping each other company. Audrey, a bit of an anxious dog who shows her discomfort by spinning endlessly and chewing on her blankets, did not have a single episode of the anxiety spins nor chewing. Audrey was fed and loved, all a doggy parent can ask for. Alexis provided us with pictures and videos multiple times a day so we never had any need to be concerned about what Audrey was up to and how she was going. Alexis let us know when she was leaving Audrey alone for a few brief periods (as we had agreed to in advance) and always reported when she was back. Alexis kept the house spotless, cleaning up dog toys and keeping the house neat and clean. Alexis washed all of her bedding and towels, even remaking the bed, so the house required no attention when we returned from our trip. This was a very successful stay, and we and Audrey are looking forward to welcoming Alexis back.

Sitter Profile Image: Shazy T.
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Sitter Profile Image: Shazy T.
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11. Shazy T.

Where tails never stop wagging!
Florence, MA, 01062
14.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$30
per night

Shazy is very responsible and reliable. I went away for a week and he cared for my 3 dogs and 2 cats. Excellent job and my fur babies love him. Will definitely request him again.

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Sitter Profile Image: Daniel C.
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Sitter Profile Image: Daniel C.
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12. 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
43 reviews
25 repeat clients
from
$100
per night

Some people are just born dog people. Daniel C. Is one. He loves dogs and they love him. He’s also a great dog service person. Dependable. Responsible. Reasonable. Everything you would want in someone who will take care of your pet. A 5 on a scale of 1-5. Sue C.

Sitter Profile Image: Nina S.
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Sitter Profile Image: Nina S.
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13. Nina S.

I try my best to befriend all pets!
Williamsburg, MA, 01096
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night
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Nina is a good communicator who confirmed her visit with our dog before coming and arrived promptly to walk her.

Sitter Profile Image: Gary B.
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Sitter Profile Image: Gary B.
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14. 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
$30
per night

Gary is wonderful with dogs. He is a great trainer, hiker, and companion for my pup when I'm away or working long days. He helped me improve my dogs leash manners, and control his over excitement when meeting and greeting. Highly recommend for all your dog needs

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Sitter Profile Image: Shawna B.
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Sitter Profile Image: Shawna B.
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15. Shawna B.

Responsible Reliable Pet Care
Westhampton, MA, 01027
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$68
per night
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Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!

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Sitter Profile Image: Sophie B.
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Sitter Profile Image: Sophie B.
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16. Sophie B.

Your fur babies are safe with me!
Shelburne Falls, MA, 01370
13.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$45
per night

Sophie has house sat with both our dogs on numerous occasions. Anywhere from a weekend to over a week long. She’s always cared for the dogs as her own and left the house immaculate! She’s great!!

Sitter Profile Image: Jonathan B.
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Sitter Profile Image: Jonathan B.
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17. Jonathan B.

Long Distance Hiker For Dogs
Northampton, MA, 12138
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$100
per night

Jonathan and my dog Moose are best friends. He has taken great care of Moose. Jonathan is a good communicator and very dependable. Moose always has the best time with him!

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Sitter Profile Image: Molly M.
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Sitter Profile Image: Molly M.
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18. Molly M.

Lifelong dog owner and lover!
Williamsburg, MA, 01096
4.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$25
per night

Molly is experienced, reliable, quick thinking, and loves dogs. She has grown up with dogs, and has taken care of my dogs flawlessly since she was in middle school. I recommend her completely.

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Sitter Profile Image: Sharene K.
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Sitter Profile Image: Sharene K.
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19. 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
15 reviews
5 repeat clients
from
$62
per night
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Sharene did such a wonderful job caring for our cats and home while we were away! Not only were the cats, quite content, well, fed and happy, with shiny coats, and lots of purrs on our return, but also, she left our house very clean and orderly, a pleasure to come home to. I had never used a pet sitting service before, but Sharene was very knowledgeable and helpful about all the aspects that I had questions about. She was very conscientious in following all of the instructions that I left for the cats and the house. She sent updates every day with adorable photos of the cats, and I could see that they really loved spending time with her. She was also very helpful when an unexpected change happened in our plans so we had to return home early, and she helped modify our booking to reflect this. It was not easy for me to leave our cats, and it was such a pleasure to meet Sharene and work with her. I will definitely request her services again in the future!

Sitter Profile Image: Ella F.
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Sitter Profile Image: Ella F.
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20. Ella F.

I love every animal I meet!
Haydenville, MA, 01039
10.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

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!!

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Rover.com is the simple, savvy way to find and book Cummington house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Cummington on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Cummington house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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