House Sitting Pittsfield
Find a loving house sitter to watch over your pets and your home.
Over 12 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.
“I couldn’t be happier with Erin! From start to finish, communication was clear, prompt, and reassuring. I came home to a spotless house and a very happy pups. What more could you ask for? It’s such a relief to know our furry pack was in such capable, caring hands. Will definitely book again! 100/10!”
“Kim was fantastic- she house sat and took care of our two dogs for one week. great communication before and throughout. Hardy and Mav loved her! And she left our place spotless! 1k% recommend :)”
About: I have taken care of family, friends, and neighborhood, pets since I was young! From meeting all of the new pets I have learned that each has their own unique personality-no two pets are the same! With that comes different approaches to earn their trust and create a bond. I am currently on summer break from teaching so my days are pretty available for the next few weeks. Once school starts my availability will change to the later afternoon. I am a very versatile pet sitter! I have spent time with pets where they just need some company and they get all the love, some want all the love and a nice walk outside. My two fur babies are polar opposite energy wise so I know how important it is to meet the needs and play with one of my cats, and how the other just needs someone to give her a lot of love while she naps!
About: Hello friends! Whether you're looking for someone to spend quality time with your couch potato pooch or a routine-driven energetic fur baby, I’m your gal! I’ve had pets nearly all my life, so I understand how important it is to have someone you trust looking after them. I treat every pet like my own with care, respect, and lots of love. I have experience with dogs and cats of all ages and personalities, from energetic young pets who need playtime and walks to older pets who need a gentler pace and attention. Additionally I have experience with providing oral medications. I can whole-heartedly provide safety, security, and happiness for your beloved four-legged family member. I know from experience how important communication is, and I can assure you that I’ll send plenty of pictures and updates. I’m also never opposed to a FaceTime! More about me: I live in Dexter, Maine and live a fairly active lifestyle. I would love to spend extra free time making new fur baby friends and getting to know more members of our wonderful Mainer community. Just let me know what your pets daily routine is and I will be sure to make it a smooth and easy transition for your pet! I'm also happy to help with little extras like bringing in the mail, watering plants, or keeping an eye on packages. My goal is to give you peace of mind knowing both your pet and home are in caring hands! I work eight days on and six days off and am available earlier mornings and some evenings if needed while working my eight days. Otherwise I can be flexible to fit your needs! Sadly, I do not have the ability to board at my home. Our household consists of three cats with unique personalities and a preference for a calm environment. I am more than happy to spend time at your place, whether it’s overnights or even a routine stop in to make sure their needs are met, like attention, exercise, breakfast/dinner, and medication, I’ll he there!
“Truly, there is no one better. Andreas knew exactly how to treat our dog like family. So communicative, warm, and he goes above and beyond. We were so grateful to have Andreas watching our dog.”
“Maddie watched our dog sugar and turtle Jerome while we were away, she kept us informed by sending daily updates and pictures. We can’t recommend her enough. We will definitely be using her for all future outings. She was great!”
“Kelly watched our two dogs in her home while we went away for a long weekend and she was amazing! I really dreaded leaving them, but her regular updates/pictures put my mind at ease right away. I could see that they were staying busy, getting lots of love and overall, in great hands with Kelly. I'm so glad to have found her!”
“Liseli did an amazing job taking care of my dog and 2 cats when I went away for the weekend. We even had a minor medical emergency with my dog that she immediately called me about and got him the medical care he needed and stayed in close communication with me through the process. All my animals seemed relaxed and content when I got back. I can tell she made them all feel safe and loved, which I so so appreciate. I highly recommend her and definitely hope to hire her again in the future.”
“Jessica is great and the Littles and Henry the cat loved her. I appreciated the photos and checkins while I was away and did not worry. Everyone had fun. Jessica arrived on time, stayed at my home and was there when I returned. Everything went smoothly. Thank you so much! Doreen”
About: I have always worked with dogs. I have a specialty in dog grooming and can add that service if requested. I care for dogs like they are my family because they are. I work full time in my grooming business I am flexible and will do my best to fit anyone in to make sure their animals are well cared for in all capacity I have an outdoor kennel and grooming station in my home I have a big backyard and animals safety and care is always my top priority.
“Melissa took excellent care of our pups while we were away for the weekend! She kept in touch and sent pics and videos of them frequently. Our house was immaculate when we got home and the dogs were well loved and cared for. Melissa is great with animals and made us feel good about leaving the dogs with her. She is friendly, communicative, and upbeat- a great sitter!”
About: I have experience with dogs of all ages, sizes, and temperaments—from energetic puppies to senior dogs needing extra care. ⭐ Puppy training (basic obedience, focus work, and tricks) ⭐ Senior and palliative care experience ⭐ Fostered rescue dogs through local humane societies ⭐ Experience helping to run a boarding facility ⭐ Farm-raised with lifelong horse and animal experience ⭐ Comfortable with medications and special routines ⭐ Loving, family-oriented environment with plenty of attention and cuddles My love for animals started on the farm and through 4-H, where I learned responsible animal care from an early age. My parents operated a quality Dachshund breeding program, giving me experience with puppy development and socialization. I've spent years pet sitting for friends, family, and neighbors, and I've had horses my entire life. One of my greatest privileges was caring for our beloved Labrador through her golden years, providing palliative care until she peacefully passed at 13. I understand that every pet has unique needs and deserve patience, love, and individualized care. When your pet stays with us, they won't just be watched—they'll be loved, spoiled, and welcomed as part of the family. I am a stay at home mom who loves being active. As a family we spend lots of time outside playing and enjoying what our 40 acre home has to offer. We go on two walks a day- weather permiting. Inside pets are family members who live in the house WITH us. Couch time is always available with additional beds on all different rooms if the pup prefers their own space. We have all verious types of toys including puzzle games, snuffle mats and for the heavu chewers, kongs, antlers, and bully sticks. We live away from the hectic lifestyle that most have and love it that way. I do occasionally take on a couple of families pets at the same time but do keep the pets seperated for safety purposes. If you feel youre dogs would be happier being the only visitors, let me know and we can almost always figure something out. I have a large area for dogs to run and play by themselves if they prefer or can spend time with our two friendly dogs who love to play even more.I offer crates if needed. But typically allow them run of the house and let them sleep where they are comfortable. Pets are more than welcome make themselves comfortable on the furniture or bed. Medications or speciality diets are no issue. Im always willing to discuss accommodations. Message me and we will see what will work to best make your pets the most comfortable.
About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
About: I am always the first to be called when a friend needs doggy daycare or house sitting with dogs, cats, and often other animals. I’ve fostered and found homes for rescues internationally and domestically. I’ve worked for a doggy daycare where I was responsible for 50-70 dogs with a crew of 2-4 people. I also spent a few months off and on taking care of 10-22 huskies while part of the herd were sled racing. I’m comfortable with dogs of all sizes and enjoy seeing all of their unique personalities. I’ve loved animals since I was small. We always had cats when I was little, as well as ducks, chickens, guinea pigs, rabbits, my turtle boy China B, parakeets, and a Senegal parrot foster. I was surprised with a rescue dog when I was 10, Hemingway. It was an amazing experience and I helped train Hemmy to be a service dog for my grandmother who was visually impaired. Winter rates are now $250/day for basic overnights, includes 3 pets. Will adjust include extra rates accordingly to animals and household needs. I’m self employed and have the flexibility to set my daily schedule around your animals needs and regular routine. Lots of scritches, play time and love are part of my commitment to your pets. I am available for short and long walks (depending on your animals needs and ability), playtime, companionship, love and affection, meals and snacks as well as monitoring medication if needed.
“Ann was wonderful with our 13.5 year old English setter. She took extra care making sure Buddy was safe and comfortable. She was very communicative about his health to make sure she was doing everything she could for him. We couldn’t have left him in better hands I highly recommend Ann!!!”
“Kirsten is an amazing dog sitter! We had her take care of three young dogs for a long weekend. I immediately knew they were in good hands — she kept us updated the entire time we were gone and went the extra mile when one of my pooches got an upset stomach. I will definitely use Kirsten again and can’t say enough good things about her.”
The median cost per night for house sitting in Pittsfield is $55
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
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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 $53.96 per night (as of August 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 August 2026, there are 87 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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