Dog Sitting Cummington

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

When are you returning?
Search

Over 7
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%.

1 / 1
Sitter Profile Image: Kelly H.
Verified Background Check
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!

Profile image
Eric L.
Sitter Profile Image: Mariana F.
Verified Enhanced Background Check
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 dogs 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. 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 keeping me company! 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, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! 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: Mickayla S.
Verified Enhanced Background Check
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: Melanie D.
Verified Enhanced Background Check
Melanie D.
$28
total per visit
20 years of experience
Dalton, MA, 01226

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!

Sitter Profile Image: Lilly T.
Verified Enhanced Background Check
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.

Profile image
Karissa V.
Sitter Profile Image: Alexis K.
Verified Background Check
Alexis K.
$43
total per visit
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

Alexis is the absolute best. I went out of the country for a week and a half, and Alexis dropped in to take care of my cat while I was away. She went above and beyond at every visit, sending pictures, videos, and truly detailed updates, which put me at ease every single time. She is incredibly warm, considerate, and thoughtful in every way. I will absolutely book her again to come visit my cat!

Profile image
Kristina H.
Sitter Profile Image: Mical H.
Verified Enhanced Background Check
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: Brianyn M.
Verified Enhanced Background Check
Brianyn M.
$32
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Amherst, MA, 01002

About: Animals have been a part of my life for as long as I can remember. Growing up, my mother ran an animal rescue, and I was fortunate to spend my childhood helping care for, socialize, and train animals of all kinds; primarily dogs and cats. This experience taught me not only how to understand animal behavior, but also the patience, compassion, and consistency that every pet deserves. I am comfortable caring for pets with a wide range of personalities, energy levels, and needs. Whether your pet is playful and energetic, shy and reserved, or requires extra patience and attention, I strive to provide a calm, safe, and loving environment where they feel secure and cared for. As a pet sitter and walker, I treat every animal as an individual and make their comfort, safety, and well-being my top priorities. You can expect reliable communication, attentive care, and someone who genuinely enjoys spending time with animals. I look forward to meeting you and your pets and becoming someone you can trust whenever you need an extra helping hand. Experience Highlights * Raised in a family-run animal rescue environment * Experience caring for and handling dogs and cats of all ages * Familiar with basic training and positive reinforcement techniques * Comfortable with shy, anxious, senior, and high-energy pets * Patient, gentle, and attentive to individual needs * Reliable communication and dependable care As someone who works from home, I have the flexibility to incorporate pet care naturally into my daily routine. This allows me to give pets plenty of attention, companionship, exercise, and supervision throughout the day. Whether your pet enjoys long walks, play sessions, or simply having a calm presence nearby, I can provide care tailored to their individual needs. I take pride in being reliable, responsive, and treating every pet as if they were my own. I provide calm, attentive, and individualized care based on each pet’s routine, personality, and needs. In a client’s home, I make it a priority to follow all instructions closely so pets can stay comfortable in their familiar environment with minimal disruption. This includes feeding schedules, walks, playtime, medication (if needed), and plenty of companionship and affection. I pay close attention to body language and behavior so I can respond appropriately to each pet’s comfort level; whether they are energetic, shy, anxious, or senior. I aim to create a safe, relaxed atmosphere where pets feel secure and cared for. If caring for pets in my own home (when applicable), I ensure a quiet, clean, and supervised environment with consistent routines, regular outdoor breaks, enrichment, and lots of attention. Safety is always the top priority, and I only introduce new animals in a controlled and compatible way. Overall, I treat every pet as if they were my own, with patience, respect, and genuine care.

Sitter Profile Image: aiden m.
Verified Enhanced Background Check
aiden m.
$28
total per visit
5.0 out of 5 stars
88 reviews
16 repeat clients
12 years of experience
Enfield, CT, 06082

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

Profile image
Seta M.
Sitter Profile Image: Brenna B.
Verified Enhanced Background Check
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: Amanda C.
Verified Enhanced Background Check
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: Elizabeth E.
Verified Enhanced Background Check
Elizabeth E.
$23
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
33 years of experience
Gill, MA, 01354

I would recommend Elizabeth for all your dog watching and walking needs. She was very professional and my dogs were friendly with her. She has a lot of experience with dogs. Cheers, Kevin G

Profile image
Kevin G.
Sitter Profile Image: Brandy V.
Verified Enhanced Background Check
Brandy V.
$25
total per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
18 years of experience
Newfane, VT, 05345

About: Pet Care and Housesitting Experience (18 Years): With over a decade of dedicated pet care and housesitting experience, I travel all over the world to housesit, and I have developed a deep understanding and genuine love for both animals and providing a comfortable, secure environment for homeowners. Throughout the years, I have had the privilege of caring for a wide variety of pets, including dogs, cats, birds, fish, and small mammals. My approach to pet care is centered around building strong relationships with the animals I look after. I take the time to understand their unique personalities, preferences, and routines, ensuring that they feel safe, loved, and well-taken care of in their owner's absence. From feeding and grooming to exercise and playtime, I am committed to maintaining a consistent and nurturing environment that meets each pet's individual needs. In addition to pet care, I am also well-versed in housesitting responsibilities. I understand the importance of home security and take great care in maintaining a clean, organized, and secure living space. I am diligent in following any specific instructions provided by homeowners, such as handling mail, watering plants, and ensuring the overall well-being of the property. Reliability, trustworthiness, and clear communication are the cornerstones of my services. I strive to provide homeowners with peace of mind, knowing that their beloved pets are in capable hands and their homes are being well-cared for during their absence. I am happy to provide references from previous clients who have appreciated my professionalism, attention to detail, and genuine love for animals. In summary, my 18 years of pet care and housesitting experience have equipped me with the skills, knowledge, and compassion necessary to provide exceptional care for your beloved pets and maintain the security of your home. I've been assisting my friends/clients with their pets for either a few days or several months. I have traveled across the country to assist in need. I am able to provide assistance on short notices. I am dedicated to ensuring an stress-free experience for both you and your furry family members, allowing you to enjoy your time away with confidence and peace of mind. Flexibility and Adaptability: While I maintain a structured routine, I understand that flexibility is crucial in accommodating unexpected circumstances or special needs. I am adaptable and ready to make adjustments to the routine when necessary, ensuring that my pet's well-being remains the top priority. By seamlessly integrating pet care into my weekly routine, I am able to provide consistent care, attention, and love to my furry companion. This ensures they lead a happy, healthy, and fulfilling life, while also strengthening the bond we share. When it comes to the well-being of pets, my approach is rooted in three core principles: safety, trust, and a nurturing environment. I believe that by prioritizing these aspects, I can provide the best possible care for our furry companions. Safety is paramount in my pet care practices. I am meticulous in ensuring that the environment is free from hazards and potential risks. From securing gates and doors to removing toxic substances from their reach, I take proactive measures to create a safe space where pets can thrive. Building trust is essential for a positive pet-caretaker relationship. I take the time to establish a bond with each animal, understanding their unique needs, preferences, and behavioral cues. By being patient, gentle, and respectful, Tho I do realize some pets can have a human personality, so I do tend to treat them as children. I earn their trust and create an environment where they feel safe and secure. I also maintain consistency in their routines, ensuring that they feel comfortable and at ease in their daily activities. Creating a nurturing environment is crucial for the overall well-being of pets. I provide ample love, attention, Reiki, and affection, recognizing that each animal has their own individual personality and emotional needs. Regular exercise and mental stimulation are incorporated into their daily routines to promote physical health and mental stimulation. In addition to direct pet care, I am also mindful of the larger environment in which they reside. I strive to minimize their ecological footprint by utilizing eco-friendly products and practices. I am committed to creating a sustainable environment that promotes the well-being of both pets and the planet. By embodying the values of safety, trust, and a nurturing environment, I provide a holistic approach to pet care. I am dedicated to ensuring that pets under my care receive the highest level of attention, compassion, and respect. Their safety, well-being, and happiness are my top priorities, allowing pet owners to have peace of mind knowing that their beloved companions are in capable hands.

Sitter Profile Image: Tanairy R.
Verified Enhanced Background Check
Tanairy R.
$25
total per visit
10 years of experience
West Springfield, MA, 01089

About: I’ve loved dogs my entire life and understand that every pet deserves patience, kindness, and reliable care. I’m new to Rover but I’m committed to providing a safe, loving, and stress free experience for every pet. I’m comfortable with walks, feeding, playtime, potty breaks, and following your pet’s routine exactly as instructed. I know how important it is to trust the person caring for your furry family member, and I’ll treat your dog with the same love, respect, and attention I’d give my own. I’m currently a part-time barista, which gives me a flexible schedule and plenty of availability for pet care. I carefully plan my work around my Rover bookings so I can provide reliable, attentive care. Whether it’s walks, drop-in visits, or house sitting, I’ll make sure your pet gets the time, attention, and consistency they deserve I will care for your pet as if they were my own. I understand that every dog has different needs, so I’ll follow your feeding, walking, medication, and potty routines exactly as instructed. I’ll provide plenty of love, attention, playtime, and exercise while making sure your pet feels safe and comfortable. I’ll also send regular photo and text updates so you can have peace of mind while you’re away. My goal is to create a calm, reliable, and trustworthy experience for both you and your pet.

Sitter Profile Image: Sydney D.
Verified Enhanced Background Check
Sydney D.
$32
total per visit
20 years of experience
Southwick, MA, 01077

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

Sitter Profile Image: Brittany F.
Verified Background Check
Brittany F.
$20
total per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

About: I have been walking and caring for my own personal animals - 2 dogs, cat, bird, hamsters since I was 5 years old. I also have been dog sitting and walking for numerous neighbors and friends in the area. I work during the day a full-time job. I am available early in the morning and after 4:00pm during the week. I am available on the weekends anytime of the day. I have a fenced in backyard that my 4 year old Brittany Spaniel, Maggie loves to run around and play ball. It is completely fenced in so she can't get out. I love to be outside playing with my dog and bring her on 3+ walks a day around town and at the local park.

Sitter Profile Image: Anna C.
Verified Enhanced Background Check
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 !

Profile image
Gianna H.
Sitter Profile Image: Lydia H.
Verified Enhanced Background Check
Lydia H.
$40
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
7 years of experience
Easthampton, MA, 01027

Lydia is the best!! She goes above and beyond to make my kitties and I are happy! Excellent communication, warmth, dedication, and professionalism! I truly wish she wasn't moving away, but I understand that she is going to make a huge difference in many human and nonhuman lives as she pursues higher education! I cannot recommend Lydia enough!

Profile image
Steven D.
Sitter Profile Image: Sheila C.
Verified Enhanced Background Check
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: Evan A.
Verified Enhanced Background Check
Evan A.
$84
total per visit
5.0 out of 5 stars
7 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.

1 / 1
View more

The median cost per visit for dog sitting in Cummington is $25

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Cummington

Select a filter and find qualifying sitters offering dog sitting.

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 September 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 September 2026, there are 686 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:

  • 93% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge