Pet Sitting Pittsfield

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 112
pet parents in Pittsfield have booked pet sitting

Pittsfield, 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: Michelle & David L.
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Michelle & David L.
$34
total per visit
5.0 out of 5 stars
• 97 reviews
22 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Very responsive and took good care of roux. Made sure they gave a treat before leaving and knowing all details necessary to take care of her. :)”

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Destinie S.
Sitter Profile Image: Sarah & Noah P.
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Sarah & Noah P.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Pittsfield, MA, 01201

About: I have years of experience caring for dogs and cats, including feeding, walking, administering basic medications, maintaining routines, and providing lots of love, attention, and companionship. I mostly work from home but when I’m not home, my fiancé (who will love your pets just as much as me) is! I am always available! A Home Away From Home 🐾❤️ Hi! Welcome to our home! We’re a dog-loving family offering a comfortable, loving, home-away-from-home experience for your fur babies. My partner and I both share a genuine love for animals, and we want every dog in our care to feel safe, happy, and right at home. We have a spacious 2,500-square-foot home with a finished basement that provides extra room and flexibility for our furry guests. We also have a half-acre yard for outdoor time (currently unfenced, so all outdoor potty breaks are supervised and on leash). Our two resident dogs are Sophia, our 50-pound mixed breed, and Chowder, our 20-pound French bulldog. We understand that every dog has their own personality, preferences, and comfort level, so we take introductions at the dogs’ pace and make sure everyone has space to relax when needed. In our home, your dog is welcome to be part of the family! 🛋️🐶 We’re not a strict, no-furniture household. If your pup loves curling up on the couch, they’re welcome to join us. And if they’re used to sleeping in bed with their humans, they’re welcome to snuggle up with me, too! We want them to enjoy the familiar comforts they love at home. We aim to keep your dog’s routine as consistent as possible, including meals, potty breaks, playtime, rest, and plenty of affection. We’ll follow your instructions and do our best to make their stay as stress-free as possible. We’re also happy to send photo updates so you can see how your best friend is doing while you’re away. ❤️ We know leaving your pet with someone new takes trust. Our goal is for you to feel confident that your dog is being cared for like one of our own, with patience, attention, and lots of love. We can’t wait to meet you and your furry family member! 🐾

Sitter Profile Image: Sandy M.
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Sandy M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 118 reviews
37 repeat clients
40 years of experience
Pittsfield, MA, 01201

“Wow! I cannot rave enough about our experience with Sandy. She took care of our cat with twice-a-day visits over a 6 day period. So professional, so responsible, great communicator. She send us the most detailed updates and lovely pictures. Would 100% recommend her to anyone looking for a sitter! Thanks, Sandy!”

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Daniel D.
Sitter Profile Image: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Took good care of our fog”

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Scott B.
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: Kelsey R.
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Kelsey R.
$34
total per visit
5.0 out of 5 stars
• 72 reviews
31 repeat clients
12 years of experience
Pittsfield, MA, 01201

“Kelsey is great. I had to add another 2 days to the booking due to travel delays, and she was most gracious in helping out. She is there when I need her to take care of my kitties.”

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Betsy K.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 24 reviews
8 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene took care of my two kitties very well. They are very shy and didn’t come out to see her, but she made sure they had food and cleaned up after them.”

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Betsy K.
Sitter Profile Image: Christina D.
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Christina D.
$39
total per visit
5.0 out of 5 stars
• 6 reviews
20 years of experience
Pittsfield, MA, 01201

“Christina took wonderful care of my kitties - Lucy, Fox and Billie. From the initial contact and through the duration of my trip, her communication was excellent, visits were prompt, photos were very nice to see and she kindly did everything the way I like it to be done. She is professional, reliable and caring. I highly recommend Christina as a sitter.”

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Betsy G.
Sitter Profile Image: Josselin M.
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Josselin M.
$73
total per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Pittsfield, MA, 01201

About: Hi! My name is Joss, and I’m a passionate animal lover with years of experience caring for pets. I’ve had dogs and other pets throughout my life, so I understand how important they are as members of the family. I’m responsible, patient, trustworthy, and caring, and I always make sure every pet feels safe, comfortable, and loved while they’re in my care. Whether it’s walks, playtime, feeding, administering basic care, or simply keeping them company, I’ll treat your furry friend as if they were my own. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while providing your pet with the attention, affection, and care they deserve. If you have any questions or would like to schedule pet care, please don’t hesitate to call or text me . I’d love the opportunity to meet you and your furry friend! I provide loving, attentive, and reliable care for every dog as if they were my own. I take dogs out for potty breaks at least three times a day and make sure they get plenty of exercise, playtime, and attention. I love taking dogs on long walks, visiting dog parks, going on hikes, and enjoying outdoor adventures whenever possible. Since I work part-time, I have a flexible schedule that allows me to spend quality time with your pet instead of rushing through visits. My goal is to make sure your dog stays happy, active, safe, and well cared for while you’re away. I can also keep you updated with messages and photos, so you always know how your furry friend is doing! Your dog’s safety and comfort are my top priorities. I live in a safe, clean, and pet-friendly home where dogs can relax and feel comfortable. I always keep a close eye on the pets in my care and make sure they’re supervised, happy, and well cared for at all times. I understand that every dog has different needs and routines, and I’m happy to follow your instructions to help them feel right at home. My goal is to provide a loving, stress-free environment where your furry friend feels safe, comfortable, and treated like family.

Sitter Profile Image: Lauren S.
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Lauren S.
$32
total per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Lenox, MA, 01240

“Lauren is the very best ⭐️”

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Anna W.
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: Valentina M.
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Valentina M.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Scarlett R.
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Scarlett R.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Lee, MA, 01238

“Scarlette was super helpful with stopping in while I was out of the house for a few days. She came in, made sure my pups were fed, played with them, and updated me whenever needed. She was great!”

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Angela J.
Sitter Profile Image: Steve F.
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Steve F.
$45
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Sitter Profile Image: Mariana F.
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Mariana F.
$17
total per visit
5.0 out of 5 stars
• 3 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: 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.
Sitter Profile Image: Logan S.
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Logan S.
$39
total per visit
5.0 out of 5 stars
• 31 reviews
11 repeat clients
25 years of experience
Rensselaer, NY, 12144

About: I've been taking care of a wide variety of animals for a long time. I have experience in all around basic boarding care for dogs, cats, and various reptiles and small animals; dog training basic obedience, fear or frustration aggression/reactivity, high drive dogs, and anxiety behaviors. Pet Care is not only an important part of my life, but it's a passion of mine. Caring for your animal like I do my own is what makes life rewarding for me. When your pet is with me it becomes a part of my family and is treated as such. I look forward to training or caring for your animals! I can train your dog in a multitude of ways. I work a lot of animals with anxiety and behavioral issues. I can easily crate your dog, cat or any other animal if needed. I have access to multiple fenced in yards for your pet to run around in and play. I have a fully trained purebred smooth collie who is extremely gentle and can make friends with anything. I have multiple rooms and spaces in order to accommodate your fur baby's needs. I pay attention to detail and carry out all care with the highest level of standards I can.

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: Jeffrey S.
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Jeffrey S.
$62
total per visit
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

Sitter Profile Image: Brian L.
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Brian L.
$34
total per visit
4.9 out of 5 stars
• 159 reviews
84 repeat clients
20 years of experience
Schenectady, NY, 12306

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Calen S.
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The median cost per visit for pet sitting in Pittsfield is $25

Pet parents share their Rover experiences - Pittsfield

1 / 1
5.0 out of 5 stars

Gabrielle is pleasant, punctual, my dog clearly likes her...lol, and she helped this newbie along using this site. I hope to hire her often.

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Ed H.
Drop-In Visits
5.0 out of 5 stars

Romeo really enjoys playtime with Amanda. I appreciate that she is reliable, a great communicator and takes fantastic pictures of Romeo!

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Elizabeth V.
Drop-In Visits
5.0 out of 5 stars

Ahliya was great! She gave me updates throughout and took great care of Murphy. Felt very comfortable leaving him with her over the weekend. Thank you so much!

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Katie W.
Drop-In Visits
5.0 out of 5 stars

Tara went above and beyond for my old man cat with health issues. I really felt like she understood cat special needs and did a great job caring for him.

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Vincent R.
Drop-In Visits
5.0 out of 5 stars

Kelsey takes great care of my cats. It’s such a blessing knowing she is keeping an eye on them so I can enjoy my vacation.

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Betsy K.
Drop-In Visits
5.0 out of 5 stars

Adrienne was great with our pets! Hope loved all the walks and cuddles! And we loved the detailed reports! Would definitely rebook again in the future!

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Katie W.
Drop-In Visits
5.0 out of 5 stars

Irene is a life saver. Shermie was having a tough time and she hopped over to see him. They have a great friendship. He loves seeing her. And she’s so good to him!!

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Courtney A.
Drop-In Visits
5.0 out of 5 stars

Sandy always takes great care of my cat, Henry, and of my home. I very much appreciate that she was able to accommodate a last minute booking. Thank you Sandy!

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Jen T.
Drop-In Visits
5.0 out of 5 stars

Trista has been great with all our pets and very communicative. We are so appreciative of how reliable she is, even on such short notice! Thank you again 😊

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Alana L.
Drop-In Visits
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  • 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?

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    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

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Popular requests for pet sitting - Pittsfield

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Sitters in Pittsfield average 6
repeat pet sitting clients

FAQs for Pet Sitting - Pittsfield

Frequently asked questions about Rover

The average cost of Pet Sitting in Pittsfield is $22 per visit as of October 2026. Most bookings cost between $16 and $33 per visit. On Rover, 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 675 sitters on Rover offering Pet Sitting across Pittsfield. 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 Pittsfield. On Rover:

  • 90% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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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