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

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Sydney R.
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Sydney R.
$56
total per night
5.0 out of 5 stars
5 reviews
12 years of experience
Great Barrington, MA, 01230

Sydney was completely wonderful! Our dogs loved their time with her. She took Louie on a hike and on several walks in a nearby woods. She sent us photos of them , both on walks and when hanging out together. It was clear that she had done everything that we had asked- and much more.

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Marie R.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
$76
total per night
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Lee, MA, 01238

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.

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MA
Sitter Profile Image: Hannah L.
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Hannah L.
$45
total per night
7 years of experience
Lenox, MA, 01240

About: I have many years of experience caring for dogs, cats, bunnies and chickens and am comfortable with feeding, walking, playtime and daily care routines. I understand that every pet has unique needs and will make sure they receive plenty of attention and proper care! I work remotely, providing me with a flexible schedule and plenty of time to care for your pets. I currently work remotely as a paralegal so I have plenty of time to tend to your pets. I do serve some nights but aside from that will be fully available for walks, potty breaks, feeding and all other activities. I have a large house with a big lawn. I also have a large crate and smaller carriers as well. I do have a pet bunny who will stay in my room and away from all pets.

Sitter Profile Image: Maggie K.
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Maggie K.
$50
total per night
6 years of experience
Monterey, MA, 01245

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.

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$84
total per night
5.0 out of 5 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna was fantastic with Bubbles and Beverly. Between treats and toys and long walks last night, we were able to enjoy Tanglewood with no worries.

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Francine M.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
$106
total per night
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

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!

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lisa M.
Sitter Profile Image: Megan M.
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Megan M.
$34
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Salisbury, CT, 06068

Megan helped me out last minute and she was great! She spent the afternoon with my doggies — walked them, fed them, hung out with them! I will definitely use Megan again!

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Samantha G.
Sitter Profile Image: Sally A.
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Sally A.
$167
total per night
5.0 out of 5 stars
45 reviews
13 repeat clients
50 years of experience
Richmond, MA, 01254

Sally is extraordinary. Her care for our two senior cats in our home was again top notch, of the highest quality. Sally is kind, communicative, knowledgeable, reliable and thoughtful, thorough and more. Her deep love for animals shines through in every text and photo she sends daily! She cares for our home as if it was her own. Emily and Charlotte cannot wait to have Sally back again soon, and we feel feel the same. We ❤️ Sally!

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Tracy M.
Sitter Profile Image: Clara M.
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Clara M.
$62
total per night
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01238

I cannot say enough about Claire. She took care of everything. In my opinion, tater ( the dog ) would rather live with Claire than me at this point. That’s how good she is with animals. 100% recommend her!!!

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Robert K.
Sitter Profile Image: Makayla F.
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Makayla F.
$134
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

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.

Sitter Profile Image: Valentina M.
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Valentina M.
$36
total per night
6 years of experience
Stockbridge, MA, 01262

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.

Sitter Profile Image: Kelly H.
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Kelly H.
$139
total per night
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

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.

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Joey W.
Sitter Profile Image: Brenna B.
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Brenna B.
$111
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!

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Nadine S.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
$34
total per night
5.0 out of 5 stars
17 reviews
6 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista was wonderful with my two dogs. I appreciated her last minute availability and professionalism. Both dogs warmed up to her very quickly even my shy one.

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Theresa S.
Sitter Profile Image: Amy H.
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Amy H.
$36
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

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 dogs love meeting new friends to play with. They get along well with others (though we always require a meet-and-greet before a sit) and are friendly with cats as well. 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. 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 accommodate short or long-term stays, and am home throughout the day to maintain your pet's schedule, so they feel completely at home. 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. 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.

Sitter Profile Image: Kimberly P.
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Kimberly P.
$92
total per night
5.0 out of 5 stars
13 reviews
3 repeat clients
33 years of experience
Hudson, NY, 12534

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!

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Milly K.
Sitter Profile Image: Katie O.
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Katie O.
Star Sitter
$84
total per night
5.0 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Katie was absolutely lovely, and the pets got on with her really well. She sent through updates and photos, and made sure we felt comfortable (all on a holiday, too!) -- thank you Katie!

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Austen W.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$167
total per night
4.9 out of 5 stars
94 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Thank you again Christine for taking such amazing care of our extended fur family. We are so grateful to you and appreciate your kindness and flexibility.

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Janice A.
Sitter Profile Image: Ashley A.
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Ashley A.
$45
total per night
4.9 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

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.

Sitter Profile Image: Christine O.
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Christine O.
$50
total per night
10 years of experience
Tyringham, MA, 01264

About: I have personal experience owning and caring for a large dog from puppyhood to senior status, as well as various different ages of cats. Many of my friends and family have asked me for pet care, and have trusted me with that responsibility. I am currently a lifeguard, and provide lifeguarding and first aid service to clients at my local community center. I am currently working part-time, and have amount of time available daily to take care of your pet. I am available for overnight care, and can provide day to day interaction while commuting to your pet. I am available after 11 am on Monday and Wednesday, and after 7 pm on Tuesday, Thursday, and Friday depending on your location. On the weekends I am available after 1 pm on Saturday and any time on Sunday. I will work with you to provide the best service for you and your pet. While staying at a home I am willing to provide minor household care such as watering plants in addition to pet care. I am also able to provide off-site travel excursions for your dog of any size, if you would like a longer walk option. I am comfortable handling special care needs such as administering medication and supervising eating time.

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Over 6
pet parents in Great Barrington have booked house sitting

Great Barrington pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lucy is always on time and communicates well before, during and after a sit. Our dog adores her and we do too! I would highly recommend Lucy as a carer for your pet(s)! 🌟🌟🌟🌟🌟

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Teri T.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. 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 away
  3. 3. 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 $65

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 4
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 Jun 2026 was about $65 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.

If you’re searching for a Great Barrington house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 295 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, 87% 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 4 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.