House Sitting in Great Barrington

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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.

1 / 1
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
from
$75
per night
5 out of 5.0 stars
349 reviews
138 repeat clients
8 years of experience
Lenox, MA, 01240

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!!

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Teri T.
Sitter Profile Image: Katie O.
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Katie O.
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Torrington, CT, 06790

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.

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Jacki A.
Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter
from
$90
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
5 years of experience
Craryville, NY, 12521

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!

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Marc B.
Sitter Profile Image: Skylar R.
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Skylar R.
from
$50
per night
1 repeat client
15 years of experience
Dalton, MA, 01226

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!

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
1 year of experience
Lee, MA, 01238

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 🐶🐶

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Joel G.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$68
per night
5 out of 5.0 stars
4 reviews
20 years of experience
Lee, MA, 01238

Taylor was responsive and attentive. Will use her again.

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Kim P.
Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.
from
$80
per night
5 out of 5.0 stars
2 reviews
25 years of experience
Austerlitz, NY, 12017

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.

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Tara J.
Sitter Profile Image: Daniel C.
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Daniel C.
from
$85
per night
5 out of 5.0 stars
4 reviews
30 years of experience
Colebrook, CT, 06021

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!

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Ashley M.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$150
per night
5 out of 4.9 stars
89 reviews
28 repeat clients
33 years of experience
Stanfordville, NY, 12581

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.

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Erin R.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
from
$95
per night
5 out of 5.0 stars
45 reviews
16 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: Sally A.
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Sally A.
from
$138
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
50 years of experience
Richmond, MA, 01254

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!

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kim p.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$125
per night
5 out of 5.0 stars
65 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: Ashley A.
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Ashley A.
from
$40
per night
5 out of 4.9 stars
32 reviews
7 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: James S.
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James S.
from
$70
per night
30 years of experience
West Stockbridge, MA, 01266

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.

Sitter Profile Image: Maggie K.
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Maggie K.
from
$30
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: Lindsay L.
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Lindsay L.
from
$90
per night
5 out of 5.0 stars
1 review
20 years of experience
Canaan, NY, 12029

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

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Dianne F.
Sitter Profile Image: Eleanor K.
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Eleanor K.
from
$45
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
6 years of experience
Lenox, MA, 01240

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!

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Samantha G.
Sitter Profile Image: Lucy C.
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Lucy C.
from
$100
per night
5 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Great Barrington, MA, 01230

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.

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Annabelle S.
Sitter Profile Image: Michael T.
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Michael T.
from
$50
per night
40 years of experience
Lee, MA, 01238

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. : )

Sitter Profile Image: Shelby L.
Verified Enhanced Background Check
Shelby L.
from
$80
per night
5 out of 5.0 stars
9 reviews
1 repeat client
13 years of experience
Lee, MA, 01238

Shelby is a very caring and responsible pet sitter.

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mark m.
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: McKenna P.
Verified Background Check
Sitter Profile Image: McKenna P.
Verified Background Check

McKenna P.
Rover 101
Star Sitter

Avid Dog Lover and Sitter
Lenox, MA, 01240
14.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
349 reviews
138 repeat clients
Profile image

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!!

Availability updated 17 days ago
Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Sitter Profile Image: Katie O.
Verified Enhanced Background Check

Katie O.

Animal loving Katie
Torrington, CT, 06790
28.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

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.

Availability updated 22 days ago
Sitter Profile Image: Alexis B.
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Sitter Profile Image: Alexis B.
Verified Enhanced Background Check

Alexis B.
Star Sitter

Certified animal lover & caregiver!
Craryville, NY, 12521
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
Profile image

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!

Availability updated 12 days ago
Sitter Profile Image: Skylar R.
Verified Enhanced Background Check
Sitter Profile Image: Skylar R.
Verified Enhanced Background Check

Skylar R.

All around animal lover right here!
Dalton, MA, 01226
19.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 repeat client

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!

Availability updated 18 days ago
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth B.
Verified Enhanced Background Check

Elizabeth B.

Loving your pets while you’re away!
Lee, MA, 01238
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$36
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

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 🐶🐶

Availability updated today
Sitter Profile Image: Taylor W.
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Sitter Profile Image: Taylor W.
Verified Enhanced Background Check

Taylor W.

Life-long dog and cat lover
Lee, MA, 01238
11.1 mi. away
House Sitting, Drop-In Visits
from
$68
per night
5 out of 5.0 stars
4 reviews
Profile image

Taylor was responsive and attentive. Will use her again.

Availability updated 3 days ago
Sitter Profile Image: Ashley & Robert D.
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Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.

Patient and attentive animal lover
Austerlitz, NY, 12017
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
2 reviews
Profile image

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.

Availability updated today
Sitter Profile Image: Daniel C.
Verified Enhanced Background Check
Sitter Profile Image: Daniel C.
Verified Enhanced Background Check

Daniel C.

Adventure-Ready Pet Companion
Colebrook, CT, 06021
17.8 mi. away
House Sitting
from
$85
per night
5 out of 5.0 stars
4 reviews
Profile image

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!

Availability updated 19 days ago
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
Verified Background Check

Christine A.
Rover 101
Star Sitter

Home Full time...
Stanfordville, NY, 12581
25.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 4.9 stars
89 reviews
28 repeat clients
Profile image

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.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Keri H.
Verified Background Check
Sitter Profile Image: Keri H.
Verified Background Check

Keri H.
Rover 101
Star Sitter

Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
11.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
45 reviews
16 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Sally A.
Verified Enhanced Background Check
Sitter Profile Image: Sally A.
Verified Enhanced Background Check

Sally A.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
12.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$138
per night
5 out of 5.0 stars
40 reviews
11 repeat clients
Profile image

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!

Availability updated 14 days ago
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5 out of 5.0 stars
65 reviews
31 repeat clients
Profile image

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.

Availability updated 17 days ago
Sitter Profile Image: Ashley A.
Verified Background Check
Sitter Profile Image: Ashley A.
Verified Background Check

Ashley A.

Genuine Animal Lover
Salisbury, CT, 06039
16.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
32 reviews
7 repeat clients

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!!!

Availability updated today
Sitter Profile Image: James S.
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Sitter Profile Image: James S.
Verified Enhanced Background Check

James S.

Dogs, Cats, Birds and more!
West Stockbridge, MA, 01266
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
2 reviews

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.

Availability updated 16 days ago
Sitter Profile Image: Maggie K.
Verified Background Check
Sitter Profile Image: Maggie K.
Verified Background Check

Maggie K.

All-around, all-loving animal lover
Monterey, MA, 01245
6.4 mi. away
Boarding, House Sitting, Dog Walking
from
$30
per night
3 reviews

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!

Availability updated 82 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lindsay L.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay L.
Verified Enhanced Background Check

Lindsay L.

Young professional who loves dogs!
Canaan, NY, 12029
14.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
1 review
Profile image

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

Availability updated 15 days ago
Sitter Profile Image: Eleanor K.
Verified Enhanced Background Check
Sitter Profile Image: Eleanor K.
Verified Enhanced Background Check

Eleanor K.

I’ll care for your pets
Lenox, MA, 01240
12.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

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!

Availability updated 14 days ago
Sitter Profile Image: Lucy C.
Verified Enhanced Background Check
Sitter Profile Image: Lucy C.
Verified Enhanced Background Check

Lucy C.

Dogs and Cats
Great Barrington, MA, 01230
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

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.

Availability updated 7 days ago
Sitter Profile Image: Michael T.
Verified Enhanced Background Check
Sitter Profile Image: Michael T.
Verified Enhanced Background Check

Michael T.

Dog owner & care - 20 yrs.
Lee, MA, 01238
10.4 mi. away
House Sitting
from
$50
per night
40 years of experience

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. : )

Availability updated 5 months ago
Sitter Profile Image: Shelby L.
Verified Enhanced Background Check
Sitter Profile Image: Shelby L.
Verified Enhanced Background Check

Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Shelby is a very caring and responsible pet sitter.

Availability updated over 1 year ago

Over 25 pet parents in Great Barrington have booked house sitting

Great Barrington pet parents share their Rover experiences

1 / 1
5 out of 5.0 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
5 out of 5.0 stars

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!

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Broc K.
House Sitting
5 out of 5.0 stars

We recently connected with Collin, who is experienced, compassionate, resourceful and super responsible. And our dogs love him! We look forward to working with him more.

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Louise W.
House Sitting
1 / 1
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for house sitting in Great Barrington is $67

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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