House Sitting in Great Barrington
Find a loving house sitter to watch over your pets and your home.

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Top rated Great Barrington house sitters

“Alexis was great with Nancy Moo and obviously cares deeply about animals. Communication was awesome as were the photos, everything was left tidy, and most important of all I cam home to a happy pup. I would not hesitate to book Alexis again - highly recommend!”


“McKenna was incredible! My picky dog loved her right away, and she navigated his separation anxiety so lovingly and effectively. Her knack and intuition with animals shows. She was extremely communicative, clear and thoughtful at every step. Can't wait to book her again!”


“Wow! We’ve had several sitters over the years and Katie was BY FAR the best sitter ever! We booked the house sitting option and Katie was able to let our kitties out for even longer than expected. She went above and beyond. She let us know when food was running low and even offered to go get it!! Constantly sent us awesome photos and really seemed to bond with our furry babies.”


“Kaleigh did an excellent job taking care of my fur babies! She gave me daily updates and kept in contact with me throughout my entire trip. Highly recommend kaleigh to anyone looking for an in-home dog sitter!”


About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

“Liz met us at our campsite right on time and she immediately got along with our Catahoula, Annie. They were quick friends. Liz did a great job keeping her safe and entertained while me and my family attended a concert, and Annie was safe and relaxed when we got back to our site. Liz did great and I'll recommend her to anyone who needs help watching their fur baby for a few hours.”


“Sally did an amazing job house and pet sitting for my two dogs and two cats. She takes care of your house and your pets like they are her own. She was in frequent contact, sending pictures and messages which I very much appreciated. I already confirmed her to pet sit for me again in September. I highly recommend Sally for house and pet sitting. She did an outstanding job with my two dogs, two cats and house.”


“Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!”


About: I've cared for dogs and cats of all sizes and temperaments, including those with medical issues, for as long as I can remember. Friends and family often rely on me for pet care, including staying overnight with the animals for days at a time. I work part-time from home. My job goes where I go and my hours are very flexible, so I can work most days of the week (not on Tuesdays) and on weekends. While I can't care for your pets in my own home, I am calm and patient, and I'm happy to take as much time as is needed for your pet to be comfortable with me in their environment.

“Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!”



“I felt so comfortable leaving my animal kids w Kimberly! She went above and beyond what I asked of her. Am hiring her fo 3 weeks in September!”

About: I have had two dogs my entire life and am constantly walking, feeding and caring for them. When I was 12 I started pet siting for friends and neighbors, and I have experience with all sorts of animals. I am currently a senior in high school. I love to spend time with pets and to make a little money on the side to save up for college. I have a large fenced yard and a nice neighborhood for walks. I also have dogs that your dog could play with, and all the toys and leashes that come with them.

“Hannah did an amazing job pet/house sitting with my dog while I was gone for almost two weeks. My dog banjo is very nervous around strangers and was hesitant when she first came over. But Hannah was so patient and calm with banjo and after a short time he was in love and totally happy. She gave daily updates and sent lots of pictures. She even offered to take care of my house plants when she noticed they needed water! I will definitely be reaching out to her in the future the next time I am out of town. 10/10 would definitely recommend!”



“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.”


About: Hello there! Since my childhood pets I’ve always wanted a dog of my own. In 2020 I made my dream come true and rescued a loving super-mutt named Mia. My neighbors, family, friends, and roommates frequently ask me to care for their pets when needed. Their continuous reliance is because I’m consistent, prepared, safe, patient, timely, and loving. I’ve also fostered many varieties of dogs for K9LifeSavers, from pregnant mamas to new little puppies. I’m currently working part-time, so I’ll have plenty of time to play with your pups! I’m available for boarding and sitting, so plan your getaway and I’ll take care of your furry baby. I have a large yard, spacious home, and a friendly pup to keep your dog company. I can easily crate your dog if needed. I’m happy to cater to any strict diets or routines you have implemented. I often take Mia on long walks and she loves when other dogs join us.

“Kendra was wonderful! Responsive and reliable. And Pierogi loved her right away (and she is usually quite shy with strangers)! Kendra sent pics and updates which helped us enjoy our time away more! Will definitely book again!”


About: I have care and experience with dog`s for more than 20 years. From puppies to adult and elderly. From Chihuahuas to Great Danes. Training Puppies from indoors to out doors potty training and pee pads is a + ... I recommend my own pee pads for training purposes! I own only 1 dog presently. A Chihuahua, Blue Tic Hound breed. Weighing in at 5.8lbs. She is now 19 years young. Gets along great with cats & other dogs. I am retired, so no worries about time, just scheduling. First come first served, so to speak. I will not turn down a client or pet/animal owner unless the animal is a potential threat to my well being and health. I have experience administering medications to needed pets/animals and care of feeding, washing (shower/bath care) and walks. Play time is essential, especially for young to middle aged pets because of the energy they posses. There is nothing more happier than a tired dog to sleep happy dreams from exertive play time or a cat playing laser tag and cat and mouse games. : )

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

About: I've always carried a deep passion to care for animals since I can remember. I love dogs that are not mine as if they were my own! I have many years experience caring for dogs and other animals. Ive always had jobs in kennels and daycares. I am confident your pet will be very happy in my care. I have taken care of dogs who need extra medical attention, older dogs, puppies, etc. I am more than happy to meet your expectations and accommodate your needs for your furry friend. I am offering day long care for your pet. We can do walks, hikes, swimming, even a play day at the park. Single walks, hikes, swimming, trips to the park. Drop ins to your home for up to 2 hours at a time. Available late night and early morning. I take pride in loving your pet like my own and I hope we can work together :) I have a lot of available time to help your pets in need! My schedule is very flexible. I am currently transitioning from being a stay at home mom. I’m very trustworthy and make sure your pet is safe at all times! Whether off leash walks are allowed or on leash at all times. I will make sure your pet is always treated as if it were my own.
Loving house sitters in your neighborhood
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Alexis B.Star Sitter

“Alexis was great with Nancy Moo and obviously cares deeply about animals. Communication was awesome as were the photos, everything was left tidy, and most important of all I cam home to a happy pup. I would not hesitate to book Alexis again - highly recommend!”


McKenna P.
Star Sitter


“McKenna was incredible! My picky dog loved her right away, and she navigated his separation anxiety so lovingly and effectively. Her knack and intuition with animals shows. She was extremely communicative, clear and thoughtful at every step. Can't wait to book her again!”


Katie O.

“Wow! We’ve had several sitters over the years and Katie was BY FAR the best sitter ever! We booked the house sitting option and Katie was able to let our kitties out for even longer than expected. She went above and beyond. She let us know when food was running low and even offered to go get it!! Constantly sent us awesome photos and really seemed to bond with our furry babies.”


kaleigh f.

“Kaleigh did an excellent job taking care of my fur babies! She gave me daily updates and kept in contact with me throughout my entire trip. Highly recommend kaleigh to anyone looking for an in-home dog sitter!”


Skylar R.
About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!


Elizabeth B.

“Liz met us at our campsite right on time and she immediately got along with our Catahoula, Annie. They were quick friends. Liz did a great job keeping her safe and entertained while me and my family attended a concert, and Annie was safe and relaxed when we got back to our site. Liz did great and I'll recommend her to anyone who needs help watching their fur baby for a few hours.”


Sally A.

“Sally did an amazing job house and pet sitting for my two dogs and two cats. She takes care of your house and your pets like they are her own. She was in frequent contact, sending pictures and messages which I very much appreciated. I already confirmed her to pet sit for me again in September. I highly recommend Sally for house and pet sitting. She did an outstanding job with my two dogs, two cats and house.”


Keri H.
Star Sitter


“Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!”


Taylor W.
“Taylor has been caring for my pets for about a decade now. Though some of the menagerie has changed over the years, it has typically been two dogs, two cats, and a bunny. Often with persnickety eating habits and frequently with health issues to tend to. My wife can be a little exacting where animal care standards are concerned, but Taylor never lets her down. We always come home to a house full of critters that are healthy and seem to have not noticed we were even gone they've been so thoroughly showered in love. If you need someone who will love your furry family as if they are her own, Taylor is the petsitter for you.”


Alyssa M.

“Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!”




Kimberly P.
“I felt so comfortable leaving my animal kids w Kimberly! She went above and beyond what I asked of her. Am hiring her fo 3 weeks in September!”


Eleanor K.
About: I have had two dogs my entire life and am constantly walking, feeding and caring for them. When I was 12 I started pet siting for friends and neighbors, and I have experience with all sorts of animals. I am currently a senior in high school. I love to spend time with pets and to make a little money on the side to save up for college. I have a large fenced yard and a nice neighborhood for walks. I also have dogs that your dog could play with, and all the toys and leashes that come with them.


Hannah S.

“Hannah did an amazing job pet/house sitting with my dog while I was gone for almost two weeks. My dog banjo is very nervous around strangers and was hesitant when she first came over. But Hannah was so patient and calm with banjo and after a short time he was in love and totally happy. She gave daily updates and sent lots of pictures. She even offered to take care of my house plants when she noticed they needed water! I will definitely be reaching out to her in the future the next time I am out of town. 10/10 would definitely recommend!”




Kelly H.

“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.”


Olivia V.
“Liv is an amazing, responsible dog caregiver. Having her own pup, she treats all dogs she cares for like her own. She is a very loving and kind person.”


Kendra H.

“Kendra was wonderful! Responsive and reliable. And Pierogi loved her right away (and she is usually quite shy with strangers)! Kendra sent pics and updates which helped us enjoy our time away more! Will definitely book again!”


Michael T.
About: I have care and experience with dog`s for more than 20 years. From puppies to adult and elderly. From Chihuahuas to Great Danes. Training Puppies from indoors to out doors potty training and pee pads is a + ... I recommend my own pee pads for training purposes! I own only 1 dog presently. A Chihuahua, Blue Tic Hound breed. Weighing in at 5.8lbs. She is now 19 years young. Gets along great with cats & other dogs. I am retired, so no worries about time, just scheduling. First come first served, so to speak. I will not turn down a client or pet/animal owner unless the animal is a potential threat to my well being and health. I have experience administering medications to needed pets/animals and care of feeding, washing (shower/bath care) and walks. Play time is essential, especially for young to middle aged pets because of the energy they posses. There is nothing more happier than a tired dog to sleep happy dreams from exertive play time or a cat playing laser tag and cat and mouse games. : )


Steve F.
About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do


Makayla F.
“I met Makayla when she worked at the kennel that I brought my dog to. I knew right away that she was great with dogs. When my dog was getting too old to go the kennel which he loved so much, I hired Makayla to stay at my house with him while we were away. She was just terrific with him, I knew that he was in the best hands with her taking care of him. He is unfortunately no longer with us but if we ever get another dog, I wouldn’t hesitate to hire Makayla again.”
Over 25 pet parents in Great Barrington have booked house sitting
Great Barrington pet parents share their Rover experiences
Great job, thanks so much for giving us the night off by taking such good care of Draco, Sabrina and our home, look forward to doing it again in the future!

How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Great Barrington is $68
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 house 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.
Sitters in Great Barrington average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Great Barrington on Rover as of Jul 2025 was about $68 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2025, there are 98 house sitters in Great Barrington. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 91% of Great Barrington house sitters respond in under an hour.
House sitters in Great Barrington have an average of 18 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Great Barrington.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Great Barrington house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
