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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Great Barrington house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!”


“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”


“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!”


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 took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶”


“Ashley and Bob were great with my 10 year old, nervous & quirky pup! They stayed at the house with her for 3 days and 3 nights and during that time, sent frequent updates and pictures. I was so grateful for their communication and care of my dog.”

“Daniel is so lovely and took amazing care of our pets while we were away! Our high energy pups seemed so comfortable with him right away. From the first message he was so quick to respond and a great communicator — which is so important to me. Will absolutely book with him again!”



“Christine jumped in for a last minute request to sit with our very old baby dog for a long day. She had never met us or him before and her relaxed confident demeanor overcame his (and my) nervousness. I am grateful we found her and will ask her again to sit for us.”


“Keri was great! She was able to jump in at the last minute and stay at our house with our 2 dogs. She communicated regularly and sent lots of pictures of our pups. I think they liked her so much they didn't even realize we were gone!”


“Sally is amazing! She took great care of our dog and two cats - she clearly loves animals. Additionally, she did a wonderful job looking after our home. She left everything looking tidy, and went the extra mile by washing sheets and towels before she left. She also left good notes about how it all went. She made the weekend easy and stress free! And she sent wonderful photos, too. This was our first time having her in our home and I would have her back in a second. A+ petsitter!”



“We are so grateful to have found Kelly and Nabil! They are incredibly attentive, caring, and down to earth. We are already planning another trip knowing our dog will have such amazing care.”


About: Hi y'all! I am an all around animal lover. My girls and I take any dogs that we are watching on walks with us every night, we have lots of fun. Pets are allowed on the furniture, unless you state explicitly state you don't want them to be. I prefer not to kennel overnight, but there are always exceptions to the rule! I am able to help with puppies and older pups alike; age is not an issue. Please ask any questions you may have for me, thank you so much we can’t wait to meet you! I am currently working part time but I am always available for nightly drop ins or for any early morning stops on my way in. I am always respectful of your safety protocols, gates are always double and triple checked, doors are always checked to be shut correctly. Food and water levels are consistently monitored. Instructions are always followed to the letter.

About: I've trained two dogs that I got when they were puppies. I currently have 1 dog and many chickens. I've watched dogs and cats in the past. I've also had cats, hamsters, fish, a rabbit, birds, guinea hens and chickens. I currently work from home most days. When I don't, I'm not gone for long. I prefer to be home if I'm pet sitting and that changes from time to time. My yard is fenced and blocked off on two sides. There is a field behind the house that's usually grass that's usually too tall for domestic animals to go into.

About: I’ve been caring for both dogs and cats almost my entire life! It started with asking my neighbor if I could walk her dog when I was 8 years old, and I’ve never looked back! Since, I’ve watched countless animals (sheep and cows too!) and also have spent a lot of time volunteering at local animal shelters in Los Angeles and while studying at college in Maine. I’m comfortable with all sizes and temperaments of dogs, and can provide any service (think all the way from couch potato to a long hike!) I’m committed to keeping all animals safe, healthy, and happy no matter what, and am excited to help in any way! I am able to walk dogs on my days off from my service, and can sometimes even manage to walk dogs around my schedule, usually later in the day. I have a fenced yard, gates up inside of the house, and another dog (a 4 year old Golden Retriever) as well as two adults living in the house, offering great safety and security in the environment. My dog is not currently with me, but because I have experience of living with animals, it’s quite easy for me to adapt to someone else’s space with animals! I prefer a clean, organized space where animals feel calm.

“Lucy was perfect for our high energy but attention loving dog. She was respectful of our home and had great communication. We will continue to use her when she is available.”


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. : )
Loving house sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


McKenna P.
Star Sitter


“McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!”


Katie O.

“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”


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!”


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.

“Elizabeth took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶”


Taylor W.

“Taylor was responsive and attentive. Will use her again.”


Ashley & Robert D.
“Ashley and Bob were great with my 10 year old, nervous & quirky pup! They stayed at the house with her for 3 days and 3 nights and during that time, sent frequent updates and pictures. I was so grateful for their communication and care of my dog.”


Daniel C.

“Daniel is so lovely and took amazing care of our pets while we were away! Our high energy pups seemed so comfortable with him right away. From the first message he was so quick to respond and a great communicator — which is so important to me. Will absolutely book with him again!”




Christine A.
Star Sitter


“Christine jumped in for a last minute request to sit with our very old baby dog for a long day. She had never met us or him before and her relaxed confident demeanor overcame his (and my) nervousness. I am grateful we found her and will ask her again to sit for us.”


Keri H.
Star Sitter


“Keri was great! She was able to jump in at the last minute and stay at our house with our 2 dogs. She communicated regularly and sent lots of pictures of our pups. I think they liked her so much they didn't even realize we were gone!”


Sally A.

“Sally is amazing! She took great care of our dog and two cats - she clearly loves animals. Additionally, she did a wonderful job looking after our home. She left everything looking tidy, and went the extra mile by washing sheets and towels before she left. She also left good notes about how it all went. She made the weekend easy and stress free! And she sent wonderful photos, too. This was our first time having her in our home and I would have her back in a second. A+ petsitter!”




Kelly H.

“We are so grateful to have found Kelly and Nabil! They are incredibly attentive, caring, and down to earth. We are already planning another trip knowing our dog will have such amazing care.”


Ashley A.
“Ashley had my two babies for a couple weeks. She treated them like they were her own! She would send me daily updates of pictures and sometimes videos as well. She was very accommodating with my schedule and didn’t even hesitate to extend their stay by a few nights. My family is grateful to have her as a pet sitter!!!”


James S.
“James is an all around amazing person and great with animals in general. He’s watched my dog for me and did a fantastic job to include meds food and walks.”


Maggie K.
“Maggie absolutely loves dogs. She always makes sure they are safe and happy and always gives them love and support. She would be a great dog caregiver as she is an animal lover, but especially loves dogs. She has a golden retriever who she trained herself. She has watched many of her neighbors dogs and is well liked bu all of them. She is very responsible as she is 18 and is very independent and takes care of her 4 year old golden retriever. Maggie is kind, responsible and hard working and loves dogs more than anything. She would be an amazing fit for this position!”


Lindsay L.

“Lindsay was great with Waldo. Would definitely have her again.”


Eleanor K.

“Eleanor is very responsible and took great care of Remi!! She communicates well and left the house in perfect condition. I would definitely recommend her!”


Lucy C.

“Lucy was perfect for our high energy but attention loving dog. She was respectful of our home and had great communication. We will continue to use her when she is available.”


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. : )
Over 25 pet parents in Great Barrington have booked house sitting
Great Barrington pet parents share their Rover experiences
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 $67
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 Aug 2025 was about $67 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 Aug 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 17 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.
