Pet Sitting Cummington

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 15
pet parents in Cummington have booked pet sitting

Cummington, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Emily L.
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Emily L.
$23
total per visit
4.9 out of 5 stars
• 24 reviews
5 repeat clients
7 years of experience
Cummington, MA, 01026

“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!”

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Teri B.
Sitter Profile Image: Hillaree H.
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Hillaree H.
$34
total per visit
5.0 out of 5 stars
• 31 reviews
10 repeat clients
40 years of experience
Conway, MA, 01341

“Hillaree is the absolute BEST! Our pups love her so so much. She is incredibly reliable and professional, and she takes amazing care of the critters. We could not ask for a better sitter!”

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Sara J.
Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊”

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Alana L.
Sitter Profile Image: Charlotte M.
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Charlotte M.
$17
total per visit
12 years of experience
Pittsfield, MA, 01201

About: Animals have been the touchstone of my life. I grew up taking care of animals and I prioritize each pet’s needs. I understand that each pet is different and will provide excellent care to your pets as if they were my own. I have experience caring for dogs at all life stages, and can administer medications confidently. Whether your dog loves to snuggle, play with toys, run around outside, or keep their distance, I can meet them where they’re at with patience and respect. I will provide photo and text updates for you, follow care instructions precisely, and be available for any questions you may have. The times listed are when I’m not working and fully available to take care of your pets! For drop in visits, I make sure I can spend at least an hour at your home and won’t be rushed. At my home, your pet will be with my two dogs and two cats, all of whom are friendly. There are plenty of dog beds, toys, and places to get cozy. We have a large, unfenced backyard, where your pup can play, supervised by me. We often let the dogs out at night leashed to ensure they stay close. I love to take the dogs for walks at the lake nearby or rail trail. I will be home with them all day.

Sitter Profile Image: Leona O.
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Leona O.
$20
total per visit
4.8 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
North Adams, MA, 01247

“Leona was great!! She took the time to sit with my dog and she was very patient with her. She gave great updates and you could tell she truly cared about my dog. Will be booking her again in the future.”

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Elizabeth B.
Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$25
total per visit
4.9 out of 5 stars
• 17 reviews
2 repeat clients
4 years of experience
Holyoke, MA, 01040

“Great communication!”

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Meagan D.
Sitter Profile Image: Amad E.
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Amad E.
$32
total per visit
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .”

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Fabiola C.
Sitter Profile Image: Mical H.
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Mical H.
$28
total per visit
10 years of experience
Hadley, MA, 01035

About: I've had many different pets including dogs and cats! Experienced with different ages and needs including medications, behavioral, and sizes. Available for boarding, drop in, and walks I currently work mostly from home so I'm flexible for boarding and daytime visits. Love taking long walks and spending time at home with animals. Happy to take dogs on long walks and nature adventures with permission. I have cats and rabbits at home as well. I also have separate space for boarding or day care. Looking for consistent clients to build lasting relationships between me and your pet(s), as well as any last minute needs from new clients.

Sitter Profile Image: Amanda C.
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Amanda C.
$34
total per visit
60 years of experience
Florence, MA, 01062

About: I have taken care of animals since I was little. Home pets mostly. But also my neighbors dog. I love any kind of animal Cats, dogs, bunnies, birds all!! I am currently retired and am free most days and nights. I have 2 grandchildren and big helpers! But if not comfortable with that please let me know I have an un fenced yard and 2 very friendly dogs, I would be willing to stay at your home or bring them my way

Sitter Profile Image: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“As always, our dogs were SUPER excited to see Kelly!”

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Eric L.
Sitter Profile Image: Lilly T.
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Lilly T.
$23
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
19 years of experience
Belchertown, MA, 01007

“Lilly did great with our cat, Cranberry. She administered meds, fed her, and sent us photos. We’ll definitely book her again.”

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Karissa V.
Sitter Profile Image: Makenna C.
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Makenna C.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
22 years of experience
Bennington, VT, 05201

About: I have had dogs all my life and have taken care of my own since I am old enough now. I like spending time outdoors with my dogs and walking them and throwing the ball. I have plenty of experience as I have been on Rover for a few years now. I have about 4 pet families I sit for and I enjoy what I do! I work as a toddler teacher so my time varies throughout the week. I go into work at 8 and get out at 4. I have some week long breaks here and there. I am available most weekends. My dog takes meds right now for seizures so I am experienced at giving dogs medicine. Very responsible animal lover I have always had animals in my life. I am good about having the house clean when there’s a fluffy shedding dog in it. I have experience in cleaning up dirty crates, accidents on the floor and making sure the animal is being safe.

Sitter Profile Image: aiden m.
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aiden m.
$28
total per visit
5.0 out of 5 stars
• 90 reviews
17 repeat clients
13 years of experience
Enfield, CT, 06082

“Loved getting the pictures and Archie had a great time! Thank you!”

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Seta M.
Sitter Profile Image: Nora E.
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Nora E.
$45
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Granby, CT, 06035

About: Hello! My name is Nora. I have been petsitting for over 15 years! I first started caring for dogs when a friend found out my love for dogs and how much fun I had running with them and making them happy splashing in the water or just playing fetch! My arm can hold up to all the tug-a-wars any dog throws at me as well as throwing a good tennis ball. I love being outdoors and can go for miles walking any size dog. My experience includes any overnights or day-vacations that require your dog to stay home or while your at work. My availability is pretty open so feel free to contact me and let's set up some walks or sitting for an occasion. Looking forward to hearing from you and your dog/animals. I currently work full-time in insurance, but with a flexible work schedule I am able to petsit almost anytime. I currently have 4 dogs in my household, so any amount of dogs, cats, horses, and farm animals, I am available! When taking care of any pet, whether that be of my own or a petsitting job, every animal is taken care of like my own. My 4 dogs are trained to an electric fence, but have trained to kenneled fence, crate, fenced in yard, and on the leash. I love providing care for each pet with love and no matter the occasion, your pet is in good hands.

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The median cost per visit for pet sitting in Cummington is $24

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Cummington

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Cummington average 5
repeat pet sitting clients

FAQs for Pet Sitting - Cummington

Frequently asked questions about Rover

The average cost of Pet Sitting in Cummington on Rover is $16 per visit as of October 2026. Most bookings cost between $14 and $20 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 707 sitters on Rover offering Pet Sitting across Cummington. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Cummington. On Rover:

  • 91% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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