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

Over 1 pet parents in Cummington have booked house sitting
Cummington, 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 was wonderful to work with for house sitting with our giant dog. Great communication and great consideration for house and beasts. We would definitely ask for Janet again.”

“Charlie had another great stay with Jessica. She was attentive to him, letting us know his chronic cough was increasing. She managed it well, professionally and patiently, with permission from us to give an extra dose of one of his medications. She communicated with us throughout the stay-”

“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!”


“Michael was great watching Bonnie while we were out of town! He took great care of her and provided updates each day. The house was perfect when we got back and Bonnie was so chill. Will definitely be reaching out for his help again!”

About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!
“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: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.
About: I have been taking care of pets of family and neighbors since I was 18. Love to walk and play with them. I have a lot of experience. I am currently just doing afternoons 4-11 during the week but weekends I am able any time of the day if needed it. I am very flexible I will be able to take care of you dog of the comfort of your home, for your dog's greater safety, if you prefer.

About: I'm a lover of play, exploration, rest, and relationship building -- with human and non-human creatures alike! I have 15+ years of experience tending to dogs of all sizes and temperaments, enjoy long walks as much as they do, and particularly enjoy sending photo updates to the families I sit for. I've been told I "play with dogs like they're [my] siblings" and that I'm both "a black cat and a golden retriever in spirit" -- all this to say, I get animals, and they get me. :) I'm currently working in a university counseling center, supporting students of all ages through the transitions of their lives. This is a typical 9-5 job (with one remote day/week coming Spring 2027) -- so I'd pair well with animals that can do okay on their own during work hours. I like to learn an animal's routines and do my best to replicate them during a sit, so as not to cause any anxious critter more stress. I have a good track record for reading an animal's body language and know when to give cuddles, when to give space, and when to know something's "off" that needs more serious attention.
“Cam was nothing short of amazing! We have an old fuddy duddy cat who has never liked anyone except for us. However, the first night Cam spent at our house he was actively seeking pats from Cam! We even have photographic proof, thanks to Cam managing to snap a photo whilst actively petting him. We have another lovely petsitter who has literally been trying to make friends with Buster for 4 years and he still won't let her near him. Cam clearly has a magical touch.”

About: I’ve been an animal lover and pet owner since I was 5 years old! Over the years, I’ve cared for a wide variety of animals and friends and family have always trusted me with their pets because they know how much I genuinely love animals. My experience has a wide range. I grew up training my puppy and nurturing my kittens until they were cats, so I’m comfortable with animals of all sizes, personalities, and needs. I’ve also cared for my pregnant cat and her four kittens, giving me experience with both everyday pet care and more hands-on responsibilities. Whether your pet needs walks, playtime, feeding, companionship, or simply some extra love while you’re away, I’m happy to provide the same patience, attention, and care I’ve always given my own animals! I’m a full-time college student, but I am extremely flexible! With short days of classes my afternoons and evenings are wide open! I’m open to overnight and early morning care as well! When caring for pets in a client’s home, I make it a priority to keep their routine as consistent and comfortable as possible. I’ll follow all feeding, medication, walking, playtime, and bathroom instructions carefully and make sure they always have fresh water and a clean environment. I love giving pets plenty of attention and companionship, while also respecting their individual personalities and boundaries. I’m comfortable caring for both energetic and more independent pets, and I’ll take the time to make sure they feel safe and comfortable while their owner is away. I also believe communication is important! I’m happy to send regular updates and photos so you can have peace of mind knowing your pet is happy, safe, and well cared for. My goal is to treat every pet like one of my own and leave your home just as I found it.

About: I’ve spent the last 5 years working in professional dog kennels. My first kennel was in Berlin, MA, and now I 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’m available 7 days a week, almost 24 hours a day, outside of my kennel shifts. I work five 8‑hour shifts per week, and everything outside those hours is open for walks, drop‑ins, and overnight care. Availability: • Open 7 days/week • Early mornings, afternoons, evenings, and late nights available • Flexible scheduling around my kennel shifts • Advance requests welcome — I can accommodate most times! Now that I’ve graduated, 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 (paper or 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. Optional Update Photos — I can 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 — I’m very comfortable with pets who have medical conditions (cats or dogs!), 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.
About: I have been taking care of animals for as long as I can remember. Walking, feeding, and bathing both dogs and cats. I consider my pets family members! All of my babies are rescues. I have trained my dog through the GoodPup app and he knows the commands sit, stay, lay down, up, paw, leave it, heal, touch, and find it. All my pets are given enrichment activities throughout the day. They’re also stimulated with play/exercise. I know dog and cat body language. I have worked with dogs that have seizure disorders and know how to administer medication to both cats and dogs. I’m work Monday to Friday with my weekends free and open. My work schedule is Monday-Friday 8:30am to 4:30pm. I can take dogs for long walks, stimulate them through play, or with enrichment activities. I can administer medication if needed. For cats I can clean the litter box and stimulate them through play or enrichment activities. I can administer medication if needed. Pet safety is my first priority. I believe knowing pet body language is so important because that’s how they communicate their needs. I will care for your love ones as if they were my own! I will follow your schedule and instructions exactly as is because, you know your pet best! I can bath, walk, feed, administer medication, and give my full attention to your babies ☺️
“Ryan did a nice job with my cat and dog and house sitting. He played ball with Louie and took him for walks each day. He kept to all their schedules and left our home just as we had left it. Thank you Ryan! We will book with you again in the future!”

“Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.”
The median cost per night for house sitting in Cummington is $60
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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Cummington
Select a filter and find qualifying sitters offering house sitting.Sitters in Cummington average 4 repeat house sitting clients
FAQs for House Sitting - Cummington
Frequently asked questions about Rover
The average cost of House Sitting in Cummington on Rover is $30 per night as of October 2026. Most bookings cost between $30 and $30 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 463 sitters on Rover offering House Sitting across Cummington. 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 Cummington 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 Cummington 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.
<b>Tip:</b> 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 Cummington 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 Cummington. On Rover:
- 95% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 95% 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.



