House Sitting Pittsfield
Find a loving house sitter to watch over your pets and your home.
Pittsfield, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This was our first time requesting house sitting and Erin was punctual, reliable and sent us multiple pics/updates on our pets. She put our minds at ease being gone over the holidays.”
“We had Alex watch our pups during our wedding weekend, and they loved her. Each picture she sent of them they were clearly having a great time, doggy smiles all around. 10/10 would book again.”
“Katie is very responsive. She did an amazing job taking care of my two dogs. She was thoughtful and loving and even provided me with pictures. I would hire her again if I need someone”
“Bridget took amazing care of our dogs while we were on a weeklong trip. One of our dogs (River) got sick while we were away and Bridget took such amazing care of her until we could get home. She treated River like she was her own dog, which we are so incredibly grateful for. She even stayed extra late so River wouldn’t be alone. We were so grateful she was there for both dogs, but especially River! We will most certainly request Bridget again when we travel.”
About: What sets me apart is the genuine love, patience, and responsibility I bring to caring for dogs. I have experience living with and caring for multiple dogs, so I understand that each dog has their own personality, routine, energy level, and individual needs. I take the time to get to know each dog and make sure they feel safe, comfortable, and loved while their owner is away. I’m comfortable caring for dogs of different ages, including energetic puppies, adult dogs, and senior dogs who may need extra patience and attention. With puppies, I can help reinforce routines, provide appropriate play and stimulation, work on basic manners, and maintain consistency with their schedule. With senior dogs, I’m attentive to their comfort, mobility, feeding routines, bathroom needs, medication instructions, and need for a calmer pace. I’m also comfortable with daily walks, playtime, feeding, fresh water, administering medications when instructed, cleaning up after pets, and maintaining a clean and safe environment. I pay close attention to changes in a dog’s behavior, appetite, energy, or bathroom habits so I can communicate any concerns to their owner. Most importantly, I don’t view pet sitting as simply stopping by to provide food and water. I want each dog to receive companionship, attention, exercise, and affection while their family is away. I treat the pets in my care like my own and make their safety and well-being my priority. Pet care is a big part of my daily life. I have several dogs, so caring for them is part of my everyday routine. I help with feeding, fresh water, walks, playtime, cleaning up after them, and making sure they’re safe and comfortable. I genuinely enjoy spending time with my animals, and they’re a big part of my life. I care for pets by making sure they are fed, have fresh water, get plenty of exercise and attention, and are kept in a safe, clean environment. I follow each pet’s individual routine, including walks, playtime, medication if needed, and any special instructions from the owner. I also make sure to give them plenty of love and companionship while their owners are away.
About: I'm high energy and giving. I grew up with big dogs my entire life and this is the first time I have been without one in awhile. My golden retriever passed away last summer and in due time I will be getting another dog. In the meantime it brings me here so I can help others when they need it. I have experience training puppies and my father and I helped out a breeder of goldens for awhile. I enjoy finding new toys or things for dogs to do to enhance their cognitive abilities and regular exercise is important to me. I look forward to getting to know you and your dog! I'm currently working on being a bookkeeper, so I have more free time with my schedule. As of now I'm a full time oral surgery assistant, working 7am-4pm. I had a routine when I had my golden which included waking up, eat our breakfast and then go for a nice walk, followed with our daily trip to the dog park. I moved to a duplex, so boarding dogs is a bit harder for me now. However, I am still open to having them stay with me if they do okay with walks. I make sure the house is clean and safe, especially having a puppy. I keep a plethora of toys available, daily walks, grooming appointments and food. I do everything to make sure any dog is living their best life, because they're the angels that walk this earth.
“Amber was great with my dogs, especially with my senior blind and deaf dog. She was very attending to her special needs. It’s hard to find someone with the skills and patience to care and comfort her when Sundowners kicks in at night. Amber also left the house like you wouldn’t even know she was here. I cannot tell you how much I appreciate her care for my animals.”
About: I have had cats since I was born and my whole life have helped take care of them. My life passion is cats and I currently have two of my own. I have experience in administrating oral, topical and injectable medications and have experience with cats with many personalities. I am working full time, so my availability varies, but send me a message and see if I’m available! I’ll do my best to accommodate :) I am always respectful of other people's spaces and act as I would like others to act while they are in my home. I always treat animals with care and respect and do what I can to make sure that they are comfortable.
About: I’ve had dogs in my life ever since I can remember. All shapes and sizes, all ages. Whatever is needed will be provided and then some. I hope I can be of service and can’t wait to help! My schedule is very flexible. I’m able to be wherever is needed. Whatever is best for your prt and your family is what will be given. Individualized and personalized care is my top priority. I’m very eager to learn how I can be of service to your pet and families needs.
About: I have my puppy with Hydrocepilitis. People always ask me to sit with their dogs as they know dogs will be safe and happy with me I do Uber so my time is mine. I want to spend as much time with pets as possible as that's my passion and will make me and the pets happy I just moved to Seymour and would love to spend all my time with fur babies. I would love to lower my Uber and Doordash trips and replace that time with fur babies Being in Seymour, I can do from Appleton to Green Bay and everything in between I have my puppy and cat. I always have my dog and cat on either side of me. I talk to them and pet them constantly. They know they are loved
“Maddie watched four dogs (our regular three plus one rambunctious sassy puppy that we are fostering) in our home overnight. Communication was good throughout the stay and pictures and updates were provided. Maddie walked all four each day and fed and watered them as well as providing play time in the yard with the Chuck-It toys. She even worked in helping our foster puppy learn a couple commands!”
About: I’ve been around dogs my whole life and have cared for all kinds, from little dachshunds to big Belgian Malinois (including retired police dogs). I’m confident handling different personalities and energy levels, and I always treat pets like they’re my own. Pet care fits naturally into my weekly routine! I work full‑time, Monday through Friday, from 9–5, and I occasionally work overtime on the weekends. Because of that schedule, most dogs may be alone for up to 8 hours during a workday. I don’t host pets in my own home, but I’ll happily come to yours so your pets stay comfortable in their own space. I follow your instructions closely and make sure your pets feel safe, cared for, and loved while you’re away.
About: I’ve taken care of dogs and other pets for a couple of years. I have dog sat for many different kinds of dogs and have also taken care of cats before. I enjoy dog walking as well. I have two dogs at home and love playing with them and getting their energy out. I currently am in school full time and have a part time job, but am looking to be able to care for pets or provide other services in my free time. I will be out of the green bay area mondays and tuesdays for school, but am around most of the week otherwise! I will make sure that the animals are comfortable and get the best care that they can. I will crate them when needed or can help in whatever ways needed!
About: I am still fairly new to sitting but have had good reviews when I have sat. I have a 6 year old black lab pit-bull mix and 1 year old puppy at home. I also have experience with older dogs. I am in college so I have classes most weekdays. I am free all day Thursday and Sunday. As well as Saturday mornings or afternoons and some weeknights depending on my schedule that week. I am flexible too! I will keep a close eye on your dog(s) and am always down to play with them or take them to the park. Whether just walking or sitting I will put my entire effort into your pup.
About: I've grown up with pets all my life. I had a dog and a cat as a kid and teen along with fish and reptiles. I currently have a beautiful cat now. I love being around animals and taking care of them. Brightens my whole day when I can just cuddle with my fur babies. Every morning I clean my cats bowls and refill them with water and dry food and I also give my cat wet food in the morning. I clean the litter pan twice a day as well. When I had a dog same thing except I would walk him twice a day and take him out to potty every 2-4 hours. Have a large back yard with posts to keep pets leashed but enough to roam the yard. I have a dog park within minutes from my home too! If you want your fur baby in a crate I have room to put crates up.
“I am very thankful for Kylee! She came through on helping dog/house sit while I was gone for a trip for work and she was able to make time for a meet and greet prior to my departure. Kylee is great with communication and made sure to ask any quesrii she felt was missing information for her with the notes I provided to her about my place and dog. While I was gone, she also provided me with updates and pictures of my dog as well, which was really nice. She cleaned up after herself while I was gone too and I will definitely be seeking her help again in the future!”
The median cost per night for house sitting in Pittsfield is $50
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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Pittsfield
Select a filter and find qualifying sitters offering house sitting.Sitters in Pittsfield average 4 repeat house sitting clients
FAQs for House Sitting - Pittsfield
Frequently asked questions about Rover
As of October 2026, there are 303 sitters on Rover offering House Sitting across Pittsfield. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pittsfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Pittsfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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 Pittsfield 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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Pittsfield. On Rover:
- 88% of sitters can help with special care needs
- 94% 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.
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