House Sitting in Cummington

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
Thanksgiving
1. Megan Verified Background Check

I’d love to take your dog for a run

Sunderland, MA, 01375

House Sitting, Drop-In Visits, Dog Walking

"Our two pet seemed to be quite comfortable with her. She sent pictures of both of them and was quick to respond when ever I messaged her. The house was also ... (more)"

Confirmed availability
Thanksgiving
2. Raegan Verified Background CheckRover 101

Caring Petsitter

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Thanks Raegan! Paloma loved having you here. (more)"

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3. Emily Verified Background Check

Cat, dog, bird, and farm sitting

South Deerfield, MA, 01373

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Emily is incredibly responsible and amazing with my Chihuahua-Corgi. Her experience working at a vet's office is a plus. What I found so great about Emily is... (more)"

Confirmed availability
This weekend
4. TJ Verified Background Check

We love dogs and cats!

Williamsburg, MA, 01096

House Sitting, Drop-In Visits, Dog Walking

"TJ watched our dogs for two nights. Took great care of them. Excellent communication, wonderful photos. Very clean and respectful of our house. I would gladl... (more)"

5. Carol Verified Background CheckRover 101

Pet Care in the Pioneer Valley

Sunderland, MA, MA, 01375

House Sitting, Drop-In Visits, Dog Walking

"Carol was a great puppy sitter for our 2 labs. She is kind, trustworthy and obviously loves animals. Checked in with us daily and sent lots of pics which my ... (more)"

Confirmed availability
Thanksgiving
6. Julia Verified Background Check

I'll Care for Your Pup or Your Pony

Goshen, MA, 01032

Dog Boarding, House Sitting

"Julia was very responsible and kept us informed of all that was happening while we were away for 10 days. We have a youngish dog and an elderly cat who requi... (more)"

Confirmed availability
Thanksgiving
7. Clarissa Verified Background Check

Cozy Apt Next to Bike Path in Noho!

Northampton, MA, 01060

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Clarissa has a heart of gold when it comes to animals. She has stepped up and taken care of our pet without hesitation. She has no problem walking her, no pr... (more)"

Confirmed availability
This weekend
8. Erin Verified Background CheckRover 101

Let's go for a walk

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Erin for any job having to do with caring for dogs. She is AMAZING, reponsible, loving to dogs, and simply an absolute pleasure to work wi... (more)"

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9. Kathleen Verified Background CheckRover 101

Responsible + friendly pet sitter!

Becket, MA, 01223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I came home to a very happy pup and the house was in perfect order. Kathleen took Nicki out on trails with her dog friend Sam who is also looked after by Ka... (more)"

10. Ayla & Cynthia Verified Background Check

Animal lover !

Northampton, MA, 01063

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ayla, when I met her, was a loving host for I don't know how many cats and was able to give them the care and time of day necessary despite all the highs and... (more)"

11. Tonz Verified Background Check

I run and cuddle!

Shelburne Falls, MA, 01370

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love taking care of animals and I'm able to walk dogs regularly in all types of weather. I am offering a reduced rate for Rover customers for my... (more)

12. Taryn Verified Background Check

Fun & Safe what your pet needs!

Sunderland, MA, 01375

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Taryn took care of my dog Savanna and taught her how to be off leash and potty trained her. She is great I definitely plan on going to her in the future. (more)"

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13. Emily Verified Background Check

Loving Your Pet As Much As You Do

Cummington, MA, 01026

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I love dogs and cats and the unconditional love they give back in return. I want to show your pet that love when you unfortunately can’t be home to... (more)

14. Julia Verified Background Check

A companion for your dog!

Sunderland, MA, 01375

House Sitting, Drop-In Visits, Dog Walking

About: I’ve had animals my whole life and from a young age I cared for my 2-3 dogs and 3 cats. I connect well with people but I have an even stronger conn... (more)

15. Jenna Verified Background Check

Your fur-baby will be in good hands

Adams, MA, 01220

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi, I’m Jenna! I specialize in all forms of fur-baby; kitties and doggos alike. I currently have my own little fur-baby (an orange short-haired fel... (more)

16. Simson Verified Background Check

Friendly dog and cat lover.

Hatifield, MA, 01038

House Sitting, Drop-In Visits, Dog Walking

"Simson is not only one of the most organized and responsible people I know but also one of the most caring. He treats every animal he comes across with the u... (more)"

17. Bree Verified Background Check

Experienced Animal Enthusiast!!!

S Deerfield, MA, 01373

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"We have an elderly and blind jack russel terrior who has a bit of an attitude and can be reluctant to get out and about but needs it. After meeting Bree I f... (more)"

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18. Dave Verified Background Check

Experienced / flexible. Fun 4 dogs

Hatfield, MA, 01088

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I’ve never met a dog who didn’t love Dave. Dave is fluent in dog, and seems instantly able to calm even the most agitated pup. He’s also a clear communicator... (more)"

19. Kristin Verified Background Check

Home full time, 4 acres yard space

Goshen, MA, 01032

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

20. Joshua Verified Background Check

Josh's Country Canine Retreat

PLAINFIELD, MA, 01070

House Sitting, Drop-In Visits, Dog Walking

About: We have a few miles of off-leash trails here where I usually take my own dog. She is a large female who gets along well with large males, typically... (more)


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.