Dog Sitting Cummington

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

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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%.

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Sitter Profile Image: Camron Q.
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Camron Q.
$18
total per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Northampton, MA, 01062

About: I've worked in multiple areas of animal care including breeding and puppy development, dog daycare, and veterinary care. I have experience caring for all different breeds and ages of dogs! I don't have much professional experience with cats, but I have lived with many cats throughout my life and am a huge cat lover! I do not have any pets myself as I recently lost my dog. So i am in serious need of some dog time! I am available any time after 2:00pm sunday-thursday and all day friday and saturday(: some days i am available earlier than that, typically sundays and mondays im available around 12:30-1:00pm. I am happy to accommodate any of your pet's needs! I can walk, play, just give love, whatever makes your baby feel the most enriched and happy. I know every dog and cat has their own specific needs and I'm very dedicated to that! I live in a small studio apartment. There is plenty of great space to take walks near my house (i live right on the bike trail) but i do not have a fenced in yard. If this sounds like it could be suitable for your pet, i'm more than happy to board them(:

Sitter Profile Image: Paige B.
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Paige B.
$34
total per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
18 years of experience
Avon, CT, 06001

Paige has watched Izzie overnight several times and done a drop-in visit too. Izzie is always happy to see her, and we can tell she doesn’t miss us when Paige is around!

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Lindsey C.
Sitter Profile Image: Ryan C.
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Ryan C.
$34
total per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Williamsburg, MA, 01096

About: I’ve Taken care of my personal pets (4 dogs 1 cat) since they came to us. Providing Meals, Daily exercise, and a Loving Environment for them to live in. In more recent years i have house and dog sat for a majority of my family and friends, Providing Exceptional care to their Homes and Four legged Friends, I’m currently working part time so House and Pet sitting is no problem at all, Walks are also easily convenient to fit into my day Providing a loving and safe presence whilst being with your pets is my number 1 priority, also making sure they are well cared for during the duration of the stay

Sitter Profile Image: aiden m.
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aiden m.
$28
total per visit
5.0 out of 5 stars
88 reviews
15 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: Zoey L.
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Zoey L.
$23
total per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Brandy V.
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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: Evan A.
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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.

Sitter Profile Image: Brianyn M.
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Brianyn M.
$32
total per visit
5.0 out of 5 stars
4 reviews
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: 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: 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 is on time and does a great time caring for our dog!

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Scott B.
Sitter Profile Image: Melanie D.
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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: 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: Brittany F.
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Brittany F.
$28
total per visit
5.0 out of 5 stars
6 reviews
3 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: 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 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: Jeanicia S.
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Jeanicia S.
$18
total per visit
10 years of experience
Pittsfield, MA, 01201

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

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: Elizabeth G.
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Elizabeth G.
$14
total per visit
4.8 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Bellows Falls, VT, 05101

Loved the communication and pic!

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Amy M.
Sitter Profile Image: Sophie H.
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Sophie H.
$56
total per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
15 years of experience
Hudson, NY, 12534

About: I adore animals. I have grown up with cats and dogs my entire life. When I did not have a pet of my own I always have asked friends and family to take care of their pets when in need. People have always relied on me with their animals as they know I show love and I am very attentive. I have mostly trained my young puppy who has a lot of energy, with the help of a few wonderful sitters. I understand behavioral training, being kind but firm. Teaching with kindness and showing the animals the way rather than teaching in fear. I give a lot of attention and am able to read their body language well. I work freelance so I am available intermittently. But when I am available for sitting I am present to give the animal full time care, so if you have an animal who has separation anxiety and doesn't I take the dogs out first thing in the morning for an hour sometimes even 2 hour run in the park. a few small walks in the day and another longer walk or run in the afternoon. I also love to take the dogs on hikes. I do not have a crate as I did not do crate training with my dog but if you want to provide one I am happy to. My apartment is puppy/dog proof. I have a big yard although it is not fenced on one side so I always watch the dogs when I am out there. I have a nice big dog park near my place. I am currently working freelance, as previously mentioned. Reach out to me and I will tell you when/if I am available. I really enjoy animals company and I work in the city so this is something I like to do when I am home in Hudson and not working. I do allow my dog on the bed and couch in my own home, but I do encourage him to sit on his own bed. I can follow any rules that you wish that aligns with you and your pets needs.

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: Zarina W.
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Zarina W.
$62
total per visit
5.0 out of 5 stars
6 reviews
3 years of experience
Troy, NY, 12180

About: I’ve always took a liking to animals and always had postive bonds with them. Over the years of growing up my grandfather owned several big dogs and cats. While others would shy away, not me I always helped out and didn’t mind watching them. I currently run an online business which has allowed me to have so much time for my daily clients. Due to my freedom I’m able to provide walks as often as every two hours or less for my puppies. I also get to spend my days cuddled up with my temporary babies. Caring for any pet at my home or others will be very similar I will need to know any notes and any restrictions for me and the dog. As I would give them my complete attention so that it’s a little vacation for them as well as subtracting feeling neglected.

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

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Sitters in Cummington average 5
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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 August 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 August 2026, there are 691 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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