Dog Sitting Cummington

Book a Cummington dog sitter to watch your dog in your sitter’s home or yours.

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pet parents in Cummington have booked dog sitting

Cummington, Find top rated dog 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: Ace G.
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Ace G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

Ace was wonderful with our kitty. Attentive, caring, and communicated a lot along the way. Didn’t shy away from having to give him insulin. I would absolutely use them again for cat sitting!

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Johanna W.
Sitter Profile Image: Saige G.
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Saige G.
$28
total per visit
4.9 out of 5 stars
34 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Great to have watched my buddy . Will have here again

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John S.
Sitter Profile Image: Mickayla S.
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Mickayla S.
$45
total per visit
13 years of experience
Worthington, MA, 01098

About: Iv been in the rescue field for 15 years, a veterinary technician for 8 years. I run a hobby farm. I have 4 dogs currently. I am experienced in administering medication for a wide range of animals and hospice care. I have a boarding room specifically for cats for an at home feel where they are safe and comfortable with their own space and lots of trees, boxes, and toys for them to play in! I currently am a stay at home mom. I am home 24/7 and can care for your pet around the clock. If I need to run out your pet will be left alone for no more than two hours. I can acclimate to whatever your needs are for animal care, whether it be taking your pet for a long walk or hanging out with them. I have a special room dedicated for overnight cat guests. (One cat border at a time unless they are from the same household)

Sitter Profile Image: Mariana F.
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Mariana F.
$17
total per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North adams, MA, 01247

About: ive had a couple of dog growing up in my childhood a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo.. id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. our backyard is fenced! i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, drop off would be ideal, if your close enough to walk to i can do that too! weekends are the only time id be able to pick up your pooch my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!

Sitter Profile Image: Laila S.
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Laila S.
$23
total per visit
5.0 out of 5 stars
34 reviews
1 repeat client
3 years of experience
Southampton, MA, 01073

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!

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Lydia D.
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: Julie G.
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Julie G.
$23
total per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Holyoke, MA, 01040

About: The family for my last petsit said this: "[Our dog] had nothing but wonderful things to say about you, she was very happy when we got home, that means she didn't feel upset at all. Yay!!! Thank you again!! " I've cared for households with multiple pets, including cats, dogs, multiple cats, multiple dogs, and a combination of the above. I've often had people reach back out to me to sit for them again. I love to follow your instructions as closely as possible to help out your animals with the stress of owner absence. I find it important to take time to play with and sit with animals. I'm familiar with giving pets medication, whether through pill pockets, food, or other methods. If your kitties are particular about litter cleaning, I am happy to provide that more frequently as well. I work with energy and empathy in my other jobs, so I am able to bring a calm presence for animals and pay attention to their energy when caring for them. I value consent-based interaction, so I allow animals to warm up to me before petting them. I have flexible work, so I can arrange to stay with your pets or drop in at your convenience. One of my jobs works well with being at home, so I can stay put. I tend to lock doors, being familiar with city living. Integrity and trust are paramount to me, so you can trust that I will treat your home well and honor any areas you don't want me to be in. I know it's a lot to trust a stranger in your home while you are away -- I am happy to provide references and other information to make you feel safe. You know your pet best, so I pay attention to how you make sure your pets stay inside to keep it that way. I am always happy to text updates and pictures :)

Sitter Profile Image: Jonathan A.
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Jonathan A.
$17
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
30 years of experience
Northampton, MA, 01062

About: I've had a a dog in my life on and off since I was born. I've had 4 dalmations while living with my family. One at a time and then a golden retriever and then adopted a pit/boxer mix a few years ago and then my mom 'stole' him. :-) I'm a huge fun of dogs and adore large breeds like pits, rotties, boxers, etc...and I'll still love to be with your little one if you have that too. I've sat for my friends female pittie a couple times and it's gone very very well. Apparently she doesn't like men too well however we got along terrifically. I miss playing and hanging out with my dog, "bueller" who my mom now gets to spend time with so that's why I'm here on this site. To get my 'doggie fix'. ;-) I feel I'm very aware of my surroundings while with my dog and also aware of the body language of the dog I'm with as they usually give a heads up if they are worried, anxious, fearful, etc... before something might happen. I have a flexible schedule and love to spend time with your furry loved ones. I'm cool with a super energetic pet or one that is more 'chill' I am presently unable to host/board your pets in my home, however I'm able to take care of them in your home or apartment if requested.

Sitter Profile Image: Elaine F.
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Elaine F.
$45
total per visit
2 repeat clients
50 years of experience
Huntington, MA, 01050

About: I have a passion for providing excellent care while fostering harmonious relationships between humans and their furry companions. With that I bring forth a blend of comprehensive education and hands-on experience in the realm of animal care. I have a lifetime of experience raising and caring for dogs and cats, and I am a certified professional dog trainer as well as trained in pet first aid and CPR. I am here offering my experience and expertise to help you achieve your pet care needs and training goals with confidence. My daily routine revolves around pet care and training. I can be available for visits pretty much any time any day of the week all year long. I believe our pets are more comfortable in their own homes. My visits will be scheduled as closely to the timing needs of your pet as possible to assure the consistency you already provide. I am happy to spend time indoors providing cats some friendly play time, or outside walking or playing ball with the dogs. If you have some basic obedience training needs, I am willing to make special accommodations to meet with you and your dog to help meet those needs as well.

Sitter Profile Image: Lilly T.
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Lilly T.
$23
total per visit
5.0 out of 5 stars
8 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: Evan A.
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Evan A.
$84
total per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Florence, MA, 01062

About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.

Sitter Profile Image: Brenna B.
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Brenna B.
$50
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

About: I’ve been caring for pets informally for my entire life and professionally starting 12 years ago. I care for each pet like they are my own. I am sensitive to their energy and needs. I am able to work with animals who have unique social/emotional and medical needs. I mainly work with dogs and cats but am also experienced in caring for small animals like rabbits, birds, reptiles and fish. I’m currently working part-time, and my schedule varies a bit week to week. I am free mornings and evenings, most Thursdays, as well as Mondays after 2 pm. I usually work shifts under 8 hours, so with good communication I would be thrilled to come up with a plan that will suit you and your pet(s). For now, I am able to care for and board cats and small animals in my home. In the summer, I can board dogs in my fenced in yard. For dogs and larger animals, I can take them for walks and pet sit by traveling to your home. I look forward to meeting you and your pet(s)! I have managed to ensure my pet rabbit feels safe while also living with a rambunctious one-year-old labrador retriever. I am always cautious about my pets and my clients’ pet’s whereabouts. I’ve helped return missing neighborhood cats and dogs to their owners as well as assist with unexpected visits to the vet.

Sitter Profile Image: Melanie D.
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Melanie D.
$23
total per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
14 years of experience
Southwick, MA, 01077

This is the second time we had Melanie take care of our four cats - she gets a 16 (out of 16) paws up from the 4 cats! We came home to very clean food bowls and litter boxes. Food was also left organized! She had great communication. She even accommodated a special diet and feeding cats in two locations. Will use again! Top ratings for Melanie!

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Simone B.
Sitter Profile Image: Tammie M.
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Tammie M.
$28
total per visit
5.0 out of 5 stars
1 review
24 years of experience
Westfield, MA, 01085

About: Hello! I always helped care for animals for as long as I can remember. Growing up, I was able to help care for litters of puppies. Most who went to the state of MA for agencies to train to help find missing people. I also grew up with cats and many reptiles. Currently I have two cats and three tortoises. I have professional experience as well from working for a local veterinarian clinic. Currently I travel for home health/health care worker within the area. I am always a drive away from my apartment to give potty breaks and walks for my new furry friends. I also have experience with dog obedience as I have a friend who owns/runs a local business. I have many resources for all animals. Currently I travel to my clients. Most of them are 5 to 20 minutes away from my apartment. I am able to make my own hours to take your fur baby out and spend time with them. I will take your dog out on leash for potty breaks and walks. I am able to take your dog to areas that are safe to take your dog off leash to run energy such as dog parks if you approve. If I am coming to you, I would want to learn everything you do to make your pet comfortable. I have many years of experience with all sorts of pets and farm animals if that’s growing up with pets and learning. Or if it’s in the vet med field or on the farm. First off everyone if different and that’s important to know how to make your pet most comfortable while they are being cared for. Going by your schedule and routine is very important for your pet so they are happy and comfortable while their family is away. I am able to help in anyway you request.

Sitter Profile Image: Anna C.
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Anna C.
$28
total per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
East Longmeadow, MA, 01028

Anna is absolutely amazing! I was so nervous to hire a “stranger” last minute for my trip but Anna made everything soooo stress free!!! She took perfect care of my pup, sent daily updates & was easily accessible via message! Anna is the best of the best!! ♥️♥️ so happy she is no longer a stranger !

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Gianna H.
Sitter Profile Image: Nicole M.
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Nicole M.
$56
total per visit
5.0 out of 5 stars
3 reviews
3 years of experience
South Hadley, MA, 01075

About: I’ve been working with dogs for 3 years. I have had a passion for all animals since I was a kid. I’m willing to work with your pets needs in anyway needed. I have taken online courses and am pet first aid cpr certified. I can be pretty flexible but I do have a job at a doggy daycare. I have experience in giving medication (no shots) I have experience in taking care of dogs who are more anxious around people. I work at a doggy daycare as my main job I usually work 1 in the afternoon. I usually try to plan ahead if you need an in home sitter I give endless amount of love and walks. We have a leash when dogs go outside since we don’t have a fence. My own dog is friendly and loves to play. I own a crate just in case you request it.

Sitter Profile Image: aiden m.
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aiden m.
$28
total per visit
5.0 out of 5 stars
85 reviews
13 repeat clients
12 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: Sheila C.
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Sheila C.
$28
total per visit
15 years of experience
Palmer, MA, 01069

About: I have had 2 pit bulls over the years, the best trained, off leash, friendliest dogs ever, on command from pup, you would have to meet them to know their awesomeness! You can spoil them but they need to learn that you are their alpha and consistency is key I am a server at dinners so my day is free and love dogs and am very passionate about their care and dedicated as you are to them! Your pet is like a child to me, meaning with great care, showing them love as you do and I will follow your lead during my visits

Sitter Profile Image: Samantha B.
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Samantha B.
$28
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Schodack Landing, NY, 12156

Samantha was on time and took great care of our dog!

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Scott B.
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The median cost per visit for dog sitting in Cummington is $24

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Sitters in Cummington average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Cummington

Frequently asked questions about Rover

The average cost for Dog Sitting in Cummington on Rover is $16.05 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 706 sitters on Rover offering Dog Sitting across Cummington. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cummington stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cummington choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 Rover's Trust & Safety page .

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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cummington with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 98% can help with giving oral medications or injections
  • 96% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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