House Sitting Pittsfield
Find a loving house sitter to watch over your pets and your home.
Over 11 pet parents in Pittsfield have booked house sitting
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.
“Bonnie was an incredible pet sitter. She communicated with us throughout our vacation and took exceptional care of our dog, cats and home. We will definitely be booking her again. It can be a challenge to find a person who cares for your animals the way you do, Bonnie is a gift!”
“Autumn responded quickly after my initial request and all subsequent communications. The meet and greet went well. She kept me up to date with text and pictures during the housesit, and left the house and yard in great shape. I would not hesitate to have her help with my 3 pets again.”
“Charles is the best! He took great care of my two dogs over a 9 day housesitting stay and came out best friends with both of them, including the shy one that takes time to warm up to new people. He left such thoughtful notes on how they did, made some really great judgement calls on the fly, and is just a great person to have around. I would absolutely book with him again.”
About: I've been caring for dogs, mine and other people's, since I was about 12. I have owned 2 wonderful Labs and have cared for everything from Chihuahuas to Dobermans. I have experience dealing with behavioral issues and teaching puppies their manners, and everything in between. I have a calm, assertive training style, but I know the importance of a nice fetch and cuddle too! I am happy to adapt to any special needs or medical issues your dog might have, and can administer whatever medication they need. I'd love to meet your pup and go for a nice walk! My schedule is very flexible! I'm new to NH so I'm looking to add some new dog friends to my life. With a couple days notice I can accommodate most requests! Safety is the #1 priority for both me and your pets. Caring for pets on their home turf helps to keep them comfortable and secure. On walks in the neighborhood I focus on leash manners and getting your dog's brain to work so they're ready for a nap when we're done.
“Heidi watched our 5 dogs while we were out of the country and I can’t rave enough! I was super anxious, but Heidi put my mind at ease and was always very communicative. Heidi is a true animal person and it shows. 5 stars from both my pups and I! We will definitely be using Heidi again for all future trips.”
About: Our family has been taking care of our own dogs as well as others for over 20 years. We are a loving family with a large private yard. And...Petey and Moxie love to play with other dogs! About this sitter: I have been working with dogs in various aspects of the pet care industry since I was a teenager. My primary focus is on Obedience Training and I specialize in providing personal professional care for your beloved pets. We treat them like family because after all they are family. Why I love dog sitting I grew up surrounded by the love of pets, we had dogs, cats, horses and a variety of other small pets. I started working with dogs 20 years ago and I have worked in many aspects of the pet care industry. From grooming to boarding to training and more I've done it all. My love for dogs is a core part of what makes me who I am. Meet my pets Petey, Moxie & Lola About my yard I have a large grassy yard and for now I have a 16 x 16 foot dog yard for fresh air and potty breaks but that will be added on to as soon as the yard is dry enough to add more fencing. My dog yard and the future space will have 6ft fences which are necessary to provide the best security for all dogs. My experience administering medication Yes. I can administer any medications your dog may need including injections.
“Lani was great taking care of our two senior dogs that have special needs. One is blind, requires medications, and wound care; the other one can’t hear. Lani handled it all with ease and professionalism, communicated well, and the dogs seem very comfortable. Highly recommend!”
“Grace was amazing! She communicated with us and sent pictures during our time away. Our dogs were very well cared for and were exhausted when we arrived home. Would 100% use Grace again! First Rover user and I couldn’t have been more impressed with everything!”
“We had a wonderful experience with Nikera! She stayed in our home while we were away and took great care of our pets and home. She kept us updated throughout the trip with messages and photos, which gave us so much peace of mind. Our home was well cared for, and it was clear everyone received lots of attention and love. She also went above and beyond by staying late to accommodate our travel schedule, which we truly appreciated. Her flexibility and kindness made a stressful travel day much easier. She was communicative, reliable, and easy to work with from start to finish. We really appreciated knowing our pets and home were such good hands while we were away and would absolutely recommend her to anyone looking for a trustworthy and caring pet sitter.”
“Jessica really helped me out of a bind. She offered to com to my home to meet Zoey at 9 pm the night before a trip when another sitter flaked out on me. She stayed at my home and everything was in place when I arrived home. Would definitely use her again!”
“Kristin is absolutely amazing! From start to finish, she provided outstanding care for our dog, Bruce, and truly went above and beyond to make sure he was happy, safe, and comfortable while we were away. She was extremely professional and reliable—always on time, communicative, and proactive. Kristin sent regular updates and photos, which gave me complete peace of mind. It was clear that Bruce wasn’t just being looked after; he was being loved. When we returned home, Bruce was relaxed, happy, and clearly well cared for. Kristin’s dedication, attention to detail, and genuine love for animals truly set her apart. We can’t recommend her highly enough—she’s our go-to from now on!”
“Abigail watched my two pups for the first time and was able to win over my skiddish dog who typically takes a while to warm up to people. She was prompt with replies and even walked the dogs!”
“Amy was the best! She kept me updated throughout my trip. Sent lots of photos and videos. Gave my cat his medication on time and kept me well informed. I came back to a clean home and happy cats. Will rebook definitely”
About: I have had dogs my entire life. I have taken care of my own dogs as well as friends and neighbors. I have experience with labs, golden retrievers, German shepherds, Rottweilers, and pit bulls mostly but love all dogs. I currently work full time Monday-Friday (this is important to note when booking me for house sitting) and would love to help people with walking their pets/letting them out after work or on the weekends. I can’t have pets in my apartment and greatly miss interacting with dogs! I am very respectful of other people’s homes. I am clean and appreciate instructions/rules on where food, collars/leashes, treats, etc are. I will keep your furry companions company, provide long walks, and scratches of course!
About: My family has had pets my entire life, and I've grown up with dogs and cats, so the question of how many years of experience I have is difficult to answer. I have a lot of experience being around animals, but I obviously was not the primary caregiver for our pets during my childhood. I am very fond of animals (of course), and would love to get to know your furry friends and help them get out and about! I'm a student in college at UVM, so I am around to hang out with your pets in between and after my classes! Because of the way they are spaced out, I'm usually free midday or in the afternoon/evening. I put a lot of care into making sure your furry friends are happy and healthy while in my care. I keep a close eye on them, and stick mainly to quieter roads that I'm familiar with on walks.
About: My experience of caring for pets has started since I was a child taking care of family pets and later getting my own animals. In a professional setting I have been a Vet Tech for 9 years and done house sitting and dog walking for 5 years. During this time I have worked with everything from puppies, to diabetic cats. I also have limited experience working with large animals and farm animals. Needless to say working with animals is a passion of mine. At the moment I work full time as a vet tech which can cause me some weird hours. Despite this I would love to spend my free time caring for your pet. Feel free to message me and see if we can work out a time! Caring for pets in your house is completely up to you. I will follow your instructions for how to properly care for your furry family member and do everything in my power to keep them safe. Even though I work full time I would love to take the time before and after work to drop in and check on your kitties. They tend to get my morning attention and evening attention with just work getting in the way during the day. I care for the clients home by making sure that all of your requirements are met. So whatever you need from me to make everything as comfortable as possible I will do my best to accommodate you.
About: I have spent lots of time with elderly dogs and cats, and I love ensuring they have the consistent care they need while their humans are away. I have also worked with young pets who are house or litter box training. I also love fish, rodents, and reptiles! If you have a zoo at home, I may be the sitter for you. -Gwen (they/them) I currently nanny a small human part time, so I have plenty of flexibility in my schedule. Week days I am available before 10:30am and after 3:00pm. Weekends I am free all day. Overnights are always available. I deeply value the trust it takes to have someone in your home taking care of your beloved furry friends. I strive to provide care that keeps pets happy, safe, and satisfied while maintaining a calm and clean environment in the home I am visiting.
“Here’s a polished version: Harley and Izzy loved her from the moment they met her. She made my time away completely worry free, knowing they were in the best hands. They were both so well cared for, loved. I couldn’t have asked for a better experience, and I’m so grateful for everything she did for them.”
The median cost per night for house sitting in Pittsfield is $60
Pet parents share their Rover experiences - Pittsfield
Kim was wonderful! I could tell from the first picture she sent that my dog was relaxed and happy with her staying with him. She was great at communicating and was flexible when we thought we might be late getting home because of a storm. I would 100% recommend Kim and I will be rebooking with her in the future.
This was my first time using Rover and I was pretty nervous to have someone watching my boy Oliver and staying in my house, but Meagan made it so easy and really put me at ease! She gave me updates on what they did each day and sent me lots of pictures and videos of him. Thank you Meagan!!
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.
Meet local sitters who will treat your pets like family
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
The average cost for House Sitting in Pittsfield on Rover is $99.14 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 640 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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Pittsfield. On Rover:
- 98% of sitters can help with special care needs
- 100% 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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