House Sitting Great Barrington
Find a loving house sitter to watch over your pets and your home.
Over 6 pet parents in Great Barrington have booked house sitting
Great Barrington, 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%.
“Ashley is so helpful and so kind. My senior dog is downright high maintenance, and she took special care of him and the others, too. Highest recommendation!”
“Taylor took wonderful care of our sweet senior girl (15yo!) who has particular needs and takes meds. Sasha was happy and content when we got home, and our house looked great, too. We’re very grateful for the thoughtful care and would absolutely recommend Taylor.”
About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.
About: I am the son of a former vet tech and zookeeper. For as long as I can remember caring for animals of all kinds has been an ingrained mindset and part of my life. I have many years of sitting, fostering, and adopting animals of various species, age, temperament, and medical needs. I pride myself of showing up for my clients and their pets needs and understand the anxieties inherent in watching your home and invaluable pets wellbeing. I work part time with a relatively flexible schedule. If booked, I understand the importance of enrichment and varying levels of time and attentiveness needed. Pets are all unique and I prioritize meeting my client's needs for their pets. Understanding the importance of trust in any pet sitting work is not something I take lightly. Your home and pets wellbeing are my top priority. I am happy to meet client's request for updates with photos and and info to ease any worries.
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 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.
“Julie was once again wonderful with my crazy pups. She takes the extra time to ensure their comfort and safety. Bubba was much more comfortable with her for this visit and I truly appreciate her slow and steady approach with him. And Nala was thrilled to have a willing snuggle buddy!”
“Katie was fantastic! She kept me updated on the excitement and was extremely respectful and trustworthy in my home. The animals are loved her. She was on time and followed all my directions and I would absolutely trust her with my animals in the future.”
“Janice has great rapport with our dog, Tala, and it was clear she was in good hands during the stay (as was our cat!). As a house sitter as well, we were very confident that Janice had everything covered, and she was very quick to effectively troubleshoot a few technical issues that came up during her stay, giving us less to worry about and be able to enjoy our trip. We've already booked her to watch the pets and house for another upcoming trip!”
About: Hello fellow animal lovers, I have experience with pet sitting many animals (even up to 4+ in one household). I am capable of playing with, feeding, watering, and caring for your pets. I have lots of patience and love being around animals. I love meeting many lovable pups and kitties as I don’t have any of my own yet. I would take care for your lovely pets as you would yourself. I’m usually flexible with time, though I have another full time job as well. I am looking for forward to caring for your pets to interact and learn more about different breeds and well as help me make a little extra money for my education! Thank you so much for considering me! My work has me off one week at a time and most every Friday night to Sunday early morning. I can be home with them majority of the day as needed or take them on long walks and hikes as I love to do that in my own free time. I maintain a clean living space and provide enjoyable interactions with pets both inside and outside the home. When leaving the house I make sure to go through a checklist of things needed to be done to make sure the house is exactly as I found it. Harnesses and leashes always put on to go outside, doors locked and pets in protected spaces they need to be when I have to say goodbye.
“Michelle is amazing, recommend her services to everyone and anyone. She takes such good care of our Mayonnaise and she is so accommodating. Thank you Michelle, you’ll probably see a request come through for February/March! 100/10 recommend her!”
About: I have been the proud dog dad of Franklin, a rescue 15 year old terrier mix who suffers from separation anxiety, for over 10 years. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I am a recovering lawyer who wants to devote 100% of my time to your dog! Please check my schedule or reach out. Thanks, and tell your dog I said hi! First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger. I am 100% focused on your dog when they're in my care, so I don't give them an opportunity to do anything unsafe!
About: I've had pets in the past and love caring for them and playing with them. Grew up with a cat, had a dog and coserved a cat with my wife. Because we may move some time internationally, we haven't wanted to make a long term commitment, be we would love to be grandpetparents where we help out by babysitting while people need to travel pet free for a short time. I work full time but from home several days a week. My son, who loves animals will be around on days I am not at home. We would welcome any pets as part of the family. They can cuddle with us on the couch and play out in the yard or chill on our screened in porch. Unfortunately, we cant care forndigs for more than 5 or 6 days as we arent physically able to care for them.
About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.
The median cost per night for house sitting in Great Barrington is $70
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 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 - Great Barrington
Select a filter and find qualifying sitters offering house sitting.Sitters in Great Barrington average 4 repeat house sitting clients
FAQs for House Sitting - Great Barrington
Frequently asked questions about Rover
The average cost of House Sitting in Great Barrington is $35 per night as of October 2026. Most bookings cost between $32 and $80 per night. On Rover, 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 287 sitters on Rover offering House Sitting across Great Barrington. 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 Great Barrington 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 Great Barrington 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 Great Barrington 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 , 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 .
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 .
sitters on Rover set their own , 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 Great Barrington. On Rover:
- 94% of sitters can help with special care needs
- 97% 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.
Connect anywhere with the Rover app
