Pet Sitting Pittsfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 36 pet parents in Pittsfield have booked pet sitting
Pittsfield, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Meagan is the best! She takes great care of Murphy and, especially, gives him all the loving he craves. She sends great photos and gives me detailed updates. I hate leaving Murphy alone, but knowing Meagan is there to give him snuggles and pats makes me feel better.”
“Cassie was wonderful! Lexi warmed up to her very quickly, and she is usually fairly skittish around people she doesn't know. She sent great pictures of her drop in visit, and the entire interaction was great. I highly recommend her!”
About: Dog lover here! Providing dependable, active, and affectionate care. From puppy energy to easygoing senior strolls, I respect your dog’s specific habits, commands, and feeding schedules. I put safety safety first on every walk, lots of positive attention, and keep you updated with fun pictures and visit summaries while you're away. I have a reliable, consistent routine that gives me plenty of flexibility for pet care on evenings, weekends, and early mornings. Since I keep my service radius close to home, I can easily fit in drop-ins, feedings, walks, and playtime without feeling rushed. I make visiting and caring for your animals a dedicated part of my day! I live in Barnstead, but work in Portsmouth so don't me afraid to message me if you appear outside of my radius. Safety and clear communication are my top priorities. When visiting your home, I strictly follow all feeding, medication, leash and other guidelines to keep your pet safe and comfy. I ensure entryways, doors, and gates remain secure at all times, double-check that food and hazardous items are out of reach, and treat your home with respect. During every visit, I provide thorough updates with photos so you have peace of mind knowing your pet is happy and well-cared for.
About: Hi! I’m Chelsi, a dog‑loving outdoor enthusiast based in Canterbury, NH. I believe every pup deserves safe adventures, enrichment, and lots of love while their family is away. I’m fully insured and certified in Dog First Aid and CPR, so safety is always a top priority. Whether your pup needs a **neighborhood walk, a drop‑in for meals and potty breaks, overnight pet sitting, or a fun hike on the trails**, I’ve got you covered. I’ll also happily send updates and photos so you always feel connected to your furry family member. Active person going to school and working part time. Available for solo walks, pet sitting and drop ins. Ask about doing longer local adventure hikes! I try to cater to you and your pets needs as much as possible. I will be respectful in your home and communicate regularly so you know how your pet is doing.
“Last minute booking, we reached out to Tara ok friday, she came over to meet the pups and then we were able to book a 3 drop by and 2 feedings. Tara updated me every drop in with comments and photos! We will definitely be using her in the future!”
About: I have always been around dogs since I was a kid. Between my own, family members and neighbors, I have cared for dogs of all breeds and sizes for many years and been able to adjust to each dog’s needs with no problem at all. I am great at tiring pups out with play or long walks or hanging with them if they are on the lazier side! I work part time in Concord so I’m looking to take care of dogs for fun and some extra cash! I am available differing days of the week depending on my schedule, but when I am free I will be able to tire out the pups with long walks or extended play sessions if they so desire! I will easily be able to navigate client homes and learn a dogs likes and dislikes quickly to make for a smooth and comfortable experience for the pups.
“Andrea was fantastic! She responded so quickly, communicated very clearly, and my pup was tuckered out after her visit. Andrea sent along lots of photos, too. Will definitely be using Andrea’s services again!”
About: I have a life time of experience. I grew up helping my mom take care of peoples animals. Farm animals, birds, dogs, cats. A special skill of mine is training dogs. I currently work part time Monday-Friday, that gives me the ability to have a bunch of playtime on the weekends. I will also be available weekdays after 5:30 I have a small fenced in yard, and land to explorer weather your dog is off leash or on leash there is a place to play for everyone. I have crates incase your dog needs a break/nap. I also have baby gates to ensure everyone is safe in my care.
About: I've taken care of all ages of cats and dogs, and handled things like medication or appointments. I've pet sat for multiple friends, coworkers and family members throughout the years and many of them have come back multiple times for me to do it again. I own my own business so I make my own hours and can be flexible on when I'm needed. I'm available weekdays but not weekends. I will make sure to follow any and all instructions you leave, and love to play and cuddle with animals. I also have time to bring dogs on longer walks if needed.
About: I was a dog mom for 17 yrs. I had two dogs, Kiya and Elvis, who were the best friends a girl could ever ask for. Sadly, they are both gone now. I have watched dogs for friends and family and I volunteer at my local animal shelter. I find so much joy in it. I'm semi-retired now so I have found I have a lot more time to do both now. I would love to care for your dogs. I never met a dog I don't like. I know it can take time for some dogs to trust and I accept that, especially with the shelter dogs. I always miss the dogs I've watched and the dogs who get adopted. From the time I was a small child, I have been drawn to animals. I'm semi-retired now so I'm frequently available to care for your dogs. It can be a potty break on a long work day, a weekend get away or a vacation. I've watched dogs as small as a 3 lb chihuahua to a 75 lb lab. I easily adapt to whatever routine and care your dogs are used to. I have an agreement with myself that I don't leave your dogs unless I absolutely have to. I've watched dogs in Florida and Colorado where I was encouraged to venture out and enjoy myself but I preferred to do that with their dogs or not at all. I will treat them with the utmost care, after all they are like your children. I'm happy to have them sleep with me if that's what they feel best with. My dogs slept with me every night. I respect if people crate their dogs as well.
“Jessica was caring and attentive to our kitties! She was able to modify some instructions when my kitten wasn’t eating as well and was very communicative with updates. Thanks, Jessica!”
About: I'm currently a Pre-Veterinary student at University of New Hampshire and currently work at a local veterinary clinic. As a veterinary assistant I have gained experience with animal handling and care. I am also Fear Free Certified and know had to adequately prevent fear, anxiety, and stress in both cats and dogs. I have previously worked at a training facility and am familiar with certain signals and behaviors that animals demonstrate to express themselves. I have owned cats and dogs my entire life and have been exposed to many types of breeds, species, and seen interesting cases regarding animal health. When I'm not at school I take care of my two dogs and cats at home. Furthermore, I work part-time at a veterinary clinic at school and at home so I am constantly surrounded by animals and have exposure to many cases. I previously owned a diabetic cat and learned how to administer insulin shots and monitor her glucose levels multiple times a day. I feed and water my animals in my home at least twice a day, snacks are often provided as well. I walk my dogs as much as necessary (typically twice a day). I always play with my cats and dogs. I have a kitten who loves playing fetch with toy mice and a 5 year old dog who enjoys hiking trips and swimming. The two dogs get groomed when needed but I brush them consistently in between grooms. Finally, I am responsible when it comes to my animals' health and notice any changes in behavior or appearance almost immediately. I find it important to keep them up to date with vaccines and any other medications they need.
About: I grew up with a lot of animals. I’ve also worked on a ranch when I was in my mid teens. I currently have one cat. Her name is Daisy. I’ve had her since 2012. I got her when she was a kitten. I’ve always enjoyed walking dogs! I have a full time time mon-Fri but I’d like to do it part time. I’d like to do part time. I’m available weekends or after 3:30pm on weekdays. My current full time job schedule is Mon-Fri 7am-3:30pm. Around those hours would be best. My cat Daisy is an indoor cat. She doesn’t ever go out because I live on a busy road. She used to be an indoor/outdoor cat until I moved a year ago. We had a little back yard that she could roam around in. She was trained to stay right around the area. I’ve never done professional work before but I’m really good with animals!
About: Hi! I’m Katie, a lifelong animal lover with years of experience caring for dogs and cats of all ages, sizes, and personalities. Whether it’s a long walk, or playtime, I treat every pet like they’re my own. I understand how important it is to find someone you trust, so I make sure to provide updates, photos, and plenty of love while you're away. I’m dependable, communicative, and genuinely passionate about making pets feel happy and safe. I’d love to meet your furry friend and help care for them however I can! I just graduated college a few weeks ago. I currently have full availability this summer, because my job does not start until the fall. Any time will work for me. I make sure my dog is well fed, hydrated, and goes out to exercise. We go on morning walks everyday and make sure they are healthy. I love to go in the yard to throw a frisbee.
“After meeting with Gwen we felt they were a good fit, and we scheduled nightly check ins/ feedings for our cats for the 10 days we would be visiting family. Gwen has such a pleasant demeanor and always talks to our cats just like we would! We made it clear that our priority is the cats getting love and attention and they consistently played with and loved on our cats. They are great at following instructions and not only made sure our cats were loved and fed but also took care of our many plants, and even tackled the weekly deep clean of our giant litter box! Our cats always seem happy to see Gwen and we got detailed updates and excellent communication throughout our trip. When we had to extend our trip for a couple days, they went above and beyond and accommodated to be able to continue the check-ins for those days. Gwen is a friendly, responsible, attentive person and is a fabulous sitter! We highly recommend their services!”
“Quite pleased with Sue. I only have a cat but that said , my cat came out to play with Sue swishing Maggie’s’ fishing pole. I knew this because I got many photos and text which makes me so happy when I am away. Will definitely use again.”
About: I’m a single Nana no current pets I miss the puppy snuggles and kisses . I have had to pill my dog kids in the past so I’m familiar with that as well I work full time 8-4 . Work is in Manchester Nh home is in Hampton Nh My weekends are free. I wake early and stay up late . I’m able to offer potty breaks and mid day local check-ins . I enjoy walking dogs on leash around the block or in your yard . If they enjoy fetch or belly rubs I can handle that too .
The median cost per visit for pet sitting in Pittsfield is $25
Pet parents share their Rover experiences - Pittsfield
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Pittsfield
Select a filter and find qualifying sitters offering pet sitting.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 $23 per visit as of October 2026. Most bookings cost between $20 and $30 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 1,112 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
- 94% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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