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.
“Erin was amazing!! She sent me pics during the day of the adventures her and my pup did. I will definitely reach out to her when we need somone to watch Sylvee again!”
“Fawn was wonderful with our furbabies Louie and Muffin. It was especially nice to receive photos and updates while we were gone. I would definitely recommend her and will use her again!”
About: I’ve been having dogs my whole life had a one for 10 years and had another one she just little over a year old now my Frenchi Zara love to help others who need a sitter or a play date with my little munchkin I work a 2-2-3 schedule I work full time at 2-2-3 schedule message me to set up date and times , I have days where I’m completely open and love to help hope you will let me thank you I have a Frenchi and she is super well cared for very spoiled and loves a play dates if that or more then welcome to go to your home and give the time for your pet !
“Eleanor always goes above and beyond with handling my 3 rowdy young pups!! i’m a helicopter parent and have zero worries when i travel. my dogs love her and she’s been a huge blessing. 10/10 recommend!!!”
About: I worked at Petco in Virginia for three Summers me and my wife have had animals since we've been together which is 20 years just looking to take care of other people's animals and get some exercise at the same time. We'll be doing it part time I will not be working at any other job this will be my job that I will be doing have to take it easy I've been working hard for the last 30 years I have a routine we take our dogs out at least four times a day to go potty we do walk them around and our big yard they get fed on a regular basis I do have cats outside which are dogs get along with and all of our animals are potty trained so we work with them on making sure they're potty trained they don't misbehave when people around so I'm pretty much good with animals.
About: I have lived with dogs my entire life and have always been drawn to them. My Dad jokes that he would love to be one of my dogs because they are treated like royalty! There are always 2 to 3 dogs in my pack at all times along with 1 to 3 fosters. I have been fostering for Happily Ever After Animal Sanctuary for about 15 years now and have been walking dogs at their Sanctuary facility for almost 13. I love to be around any dog of any size, but always have a soft spot for the shy guys or trouble makers:) I feel it's my job to do what I can to restore the animals faith in humanity after it was let down by the person who was trusted to take care of them. If you have a dog or dogs who need someone to come take care of them while you are away, I would love to do so! Or if you have a long day at work and would like them to get a walk, I can do that too:) Looking forward to meeting you and your dog soon! Missy I will do my best to work your needs into my daily routine. In home care is also an option for any day of the week... I have 5 acres with a fenced in yard and 5 dogs currently living with me. There is a heated garage and greenhouse for separation if needed and I also have kennels in all various sizes.
“Sasha was great with communication and photos of our pups while we were away. She left the house very clean and even grabbed the mail and a few packages for us. Our dogs were very happy to see us when we got home, and it’s obvious they were well taken care of. I would highly recommend Sasha as a pet/house sitter.”
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.
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: Cats/Dogs welcome! 1st shitzu/poodle mix baby for 8 years, baby passed to new realms 🪽 Then, new addition to the family has been our rescue coming in & spicing life up. Going on 4 years❣️ Available on the weekDAYS & weekends. Feel free to let me know what works for you too! Communication is one of the biggest tools for our success. : ) I have a fenced back yard and plenty of water to provide! At yours, talking about the routines/schedules for the furry friend is how I roll to then provide the best possible experience in the caring.
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’m a former pet parent with over 20 years of experience raising rescues. I am missing the energy of dogs and cats and am here to give back to the community as an experienced caregiver. Experience with dogs of all ages and breeds and also cats. I currently work a part time schedule that allows for a lot of time for your pet. Also available for overnights in your home depending on the distance and availability. I keep a very clean home and a tidy yard for your pet. Crates are always welcome. I do not have a fenced in yard, but it sits up against a nice ravine. Happy to let roam in the yard on a rooted line or walk on the path to Peabody park.
“Sarina did a fantastic job watching our dogs. This was our first experience with rover and she made it a good one. She was very caring. I will definitely will be using her to book any future trips.”
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?
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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 November 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 Rover Guarantee, 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 Rover's Trust & Safety page.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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
- 97% 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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