House Sitting West Chesterfield
Find a loving house sitter to watch over your pets and your home.

West Chesterfield, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!”


About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.
About: I have always had at least 2+ dogs in my house since I was born. I currently have 2 of my own who make life so much better! I know it’s not always easy to work and have pets but I hope I can help some people no matter if it’s letting them out or walking them. I am currently a nurse but looking to also do house sitting, dog walking, drop ins, whatever is needed! I am available to help anytime after 4pm on weekdays and anytime on weekends! I am willing to go late as well! Some days I can also go before 7am I have two pets in my home one is a lab mix and one is a heeler mix. Both love all animals and people. They’re both three years old.
About: I have cared and worked with cats and dogs since a young age. I will take my time to get to know your animals and they will trust and look forward to seeing me! I work as an educator, so my summer is open and super flexible. In July, I will be working from 8:30am - 12pm Monday through Thursday. Either way, I am a morning person. I love waking up and relaxing on the couch with the animals drinking some coffee or tea, and then spending the day on the couch or outside running around depending on their mood. I fully communicate with clients to ensure set boundaries and specific pet care needs. I can be hands on and active, or simply a presence in the room to ease anxiety.
“Saige got along great with all our animals and everyone seemed well taken care of when we got back. She also kept our house clean and we could hardly tell we had ever left.”

“Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!”
“6 stars would best describe Alexis!! She is loving, attentive, caring and flexible. She takes her work seriously, she is a PRO! Book her if you can. Our pups didn’t skip a beat while we had her stay 4 overnights at our house with Willie and Daisy. Both pups are beasts (Pitties) and can wreak havoc while playing. Alexis had them sitting, fetching, learning to swim in the pool and more. Rest easy about your beloved animals when you book Alexis!!”


About: I’ve spent the last 5 years working in professional dog kennels in Berlin, MA, and I currently work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I just graduated from college and I’m working hard to save for my first home! This means I’m going to spend my days doing something I genuinely love, which is caring for pups. My schedule is flexible and I’m available almost every day of the week. I offer plenty of walking and drop‑in options throughout the week, and I’m always happy to work with you to find times that fit your dog’s routine. Whether your pup needs a quick potty break, a long walk, or some extra love while you’re away, I’m here to help. Availability: • Most weekdays: mornings, evenings, and some mid‑day slots depending on my kennel shifts • Weekends: flexible around my kennel shifts • Nearly every day available with advance request! Now that school is behind me, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care: I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed: Written instructions, whether on paper or by text, are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication: I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Photos Included: I send pictures and check ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time: I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care: In my personal and professional experience, I am very comfortable with pets (cats or dogs!) who have medical conditions, including administering medications safely and on time (even insulin). Clean & Comfortable Spaces: I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness: With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple to make sure your pet feels safe, happy, and loved until you’re home again.

“I chose Matt because I had read his reviews and he lived up to the reputation! I think dogs are a good judge of character and she warmed up to him immediately upon his first visit to meet her. I had plans to leave the country and needed to feel like my pup was in good hands and well cared for. She has some special needs and Matt made sure she received the care she required. I loved the updates, pictures and videos Matt sent, all which helped me know she was happy and healthy. She even is jumping on people less! He somehow taught her to stop this annoying behavior and I need to find out how he did this!! I definitely would recommend him!”

“My husband and I were leaving for our 10-day honeymoon when, just a week before our trip, our dogs virus acted up and he could no longer attend daycare as we had planned. We were so relieved to find Linda! She was incredibly communicative from the start and made herself available to lock everything in quickly, which gave us so much peace of mind before we left. While we were away, Linda sent us daily updates and photos of our pup, which we looked forward to every day. It was so reassuring knowing he was able to stay in the comfort of his own home and maintain his normal routine while Linda took such great care of both him and our house. Our 2.5-year-old Golden Retriever is full of energy, and Linda did an amazing job building a relationship with him and keeping him happy, active, and comfortable while we were gone. We came home to a happy dog and a well-cared-for home. We couldn't have asked for a better experience and would highly recommend Linda to anyone looking for a trustworthy, caring, and reliable dog sitter!”

“Trista took amazing care of our two girls during our long weekend in Pennsylvania - she sent photos regularly so we could see how they were getting along with her and that they were having fun while we were away. We will definitely be booking with her again!”

“Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.”

About: I’ve taken care of my family and friends dogs and cats. They have relied on me to feed, water, walk and occasionally give oral medication. I’m currently working up to 30 hours (4 days a week) over the summer while getting my masters at Smith College. I cannot afford to have a dog or cat of my own. I would love to be able give love to other peoples pets, it would be the best part of my day! I will make sure to take safety measures that are given/told to me very seriously. My #1 priority would be the safety of your pet!
“Erin did a great job taking care of our dog and house. Our dog was healthy and happy when we returned home and our house was exactly as we had left it. We hope Erin is available the next time we travel.”


“Delaney pulled through for us at the last minute when our previous sitter fell through. She was kind, thoughtful and attentive when it came to our yellow lab’s needs (high energy, very playful). Upon hearing that we would be returning from vacation one day late, she also worked with us and ultimately stayed at our home one more night with Tucker. Very professional and prompt, we would hire her again.”

About: When I was growing up, I was always caring for at least two dogs and cats at my family’s house. Neighbors and friends also made me their go-to dog sitter when they went away. I have loved caring for two greyhounds, four loveable slobbering hunting hounds, a giant golden who always thought he was a puppy, and one super sweet bullmastiff. Since my landlords do not allow pets, I am looking to give my attention to someone else's canine. I am comfortable with all sizes of dogs. I especially appreciate dogs that behave well on leashes and like big walks. I would like to help care for dogs in the Pioneer Valley, ideally around Amherst, Deerfield, and Northampton. If you are looking for a trustworthy, reliable, and experienced dog sitter/walker then let's talk! I look forward to meeting you and your dog(s)! Cats are cool too 👍 This winter and spring I have flexible working hours. I would love to break up the working day by visiting your pet and going for a walk. I will always provide gentle and loving care to your pets whether that’s playing outside or inside. Wherever care is given, I will always be mindful about respecting your living space
About: Hello! I am a lifelong pet owner and animal lover with experience with everything from chickens and horses to cats and dogs. I have two canine family members myself: a medium-sized mix named Bonnie and a 10-pound Italian Greyhound/chihuahua named Rio. I know how hard it can be to find loving, reliable, and safe pet setters, which prompted me to open up my own home. My work-from-home career and spacious property allows me the flexibility to fully care for your pet without any interruptions such as commutes or 9-5 work hours. PLEASE NOTE: At this time, I am not taking any new clients for boarding, but I AM available to dog or cat sit in YOUR home for both new and existing clients. Please see my profile and rates for in-your-home sitting. Thank you! I am fortunate to enjoy a fully remote, flexible career, which means I am always present for your canine or feline family members. I can work easily from your home (WiFi is my only requirement) so I can ben present for your pups or cats. I think it's important to a pet's sense of wellbeing to be able to keep to their usual schedule as best as possible while in my care. For my clients who come to me: I live on five acres in a log home in a beautiful hilltown in Western Massachusetts, and have a fully fenced yard. I love taking my own pup on daily walks on our property or on nearby dirt roads, so if you have an active dog who needs exercise, I'm your person! If a less active lifestyle is better for your dog, I can fully accommodate that as well. Pets are allowed on my furniture and can make themselves cozy by my wood stove in winter or on my sunny deck in summer. I am familiar with using crates (if desired, but not required) and have a large finished basement perfect for playtime in the winter months.
About: I have experience in veterinary clinics as an assistant, technician, and at the front desk for a combined 3+ years. I have done petsitting for 16 years. I am well-versed in animal body language and I have experience handling pets of many temperaments, including anxious, reactive, senior, and medically complex animals. I’m comfortable administering medications, monitoring for signs of illness or stress, and helping pets feel safe. My background in veterinary medicine has taught me the importance of patience, reliability, and attentive care, and I treat every animal as if they were my own. My schedule is very pet-care friendly, and I’m used to building my daily routine around animals’ needs. I’m experienced with feeding schedules, walks, medications, playtime, enrichment, and monitoring animal behavior and health. I’m reliable, communicative, and make sure pets receive consistent attention and care throughout the time we spend together. I always try to keep pets comfortable by maintaining their normal routine as closely as possible. In a client’s home, I make sure pets are fed on schedule, exercised, given fresh water, and provided with plenty of attention, play, and affection. I also monitor their behavior closely for any signs of stress or illness and keep owners updated with photos and messages. With my veterinary background, I’m comfortable handling medications, senior pets, anxious animals, and pets with special needs. I prioritize safety, cleanliness, and creating a calm environment where pets feel secure and cared for.
The median cost per night for house sitting in West Chesterfield is $60
Pet parents share their Rover experiences - West Chesterfield
Janet was absolutely wonderful. This was the first time I have had a stranger in my home caring for my dogs. (I usually have friends/family care for them). She was very loving towards my two dogs and sent me pictures daily. She took great care of my home and was tidy and overall a lovely person. I will be using her anytime I need dog care.
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying West Chesterfield sitters!Sitters in West Chesterfield average 4 repeat house sitting clients
FAQs for House Sitting - West Chesterfield
Frequently asked questions about Rover
As of July 2026, there are 561 sitters on Rover offering House Sitting across West Chesterfield. 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 West Chesterfield 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 West Chesterfield 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 West Chesterfield 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 West Chesterfield. On Rover:
- 94% of sitters can help with special care needs
- 100% 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.


