House Sitting in Great Barrington

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Janice A.
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Sitter Profile Image: Janice A.
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1. Janice A.

Star Sitter
Safe, Loving and Happy farm
RHINEBECK, NY, 12572
29.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
126 reviews
44 repeat clients
from
$155
per night
Profile image

Thank you Janice...! You are the best. We appreciate you being available with such short notice. We left you with 2 crazy dogs only to return with both sleeping on each side of you..So glad we found you..! Thank you! Jeanne and Craig

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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2. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
19.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$100
per night
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Logan was absolutely wonderful: great personality and communication skills, and fantastic with our two girls! Very reliable, shared pics and updates every day, and left our place probably cleaner than they found it! We will definitely keep Logan in mind when we need someone to stay with our pups again.

Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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3. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
5 repeat clients
from
$50
per night
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Our Parker had a wonderful time with Maeve. We felt totally comfortable being a way knowing she was in such capable hands!

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Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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4. Kate D.

Dog lover, here to help!
Germantown, NY, 12526
27.5 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$130
per night
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We are so happy we found Kate to house sit and care for our elder pets for a week. We returned home to relaxed pets and a tidy house. She was flexible with our changing schedule, communicated often and was overall extremely competent and caring. She is an excellent sitter.

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Sitter Profile Image: Kai C.
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Sitter Profile Image: Kai C.
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5. Kai C.

Rover 101
I'll run with + love your dog
Lee, MA, 01238
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$70
per night
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Kai was outstanding to work with and took great care of our bullmastiff. Kai was a great communicator, sent lots of photos and videos and the house was in perfect shape. Great job!

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Sitter Profile Image: Andrew C. S.
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Sitter Profile Image: Andrew C. S.
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6. Andrew C. S.

Rover 101
Dog lover who enjoys the outdoors
Great Barrington, MA, 01230
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$85
per night
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Andrew was very good with our nearly three-year-old Imhotep. "Imo" is a Basenji (a breed known for being challenging at times) who suffers from separation anxiety. Andrew stayed in contact with us from the beginning to the end of our time away and actively worked with us to resolve any minor issues that came up. He also sent much-appreciated photographs every day. We are grateful that he was able to make adjustments to accommodate Imo's special needs and we were pleased (and relieved) to return home to a happy and contented dog - a very, very different experience from our prior kennel boarding experiences. Thank you, Andrew!

Confirmed availability: Juneteenth
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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7. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
19.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
9 repeat clients
from
$65
per night

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

Confirmed availability: Juneteenth
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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8. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
18.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$35
per night

Tiffany is an excellent dog walker/boarder. She is professional, friendly, reliable, and organized. Your fur babies will be in great hands with her, I know mine love her! Working with Tiffany has always been a pleasant experience and I highly recommend booking her.

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Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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9. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night
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Shelby is a very caring and responsible pet sitter.

Confirmed availability: Juneteenth
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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10. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
13.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
62 reviews
30 repeat clients
from
$125
per night
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Kelly & Nabil are exceptional sitters. They left our home spotless, sent photos of our pets and took great care of them. Our pup was sad to see them go, we feel so fortunate to have found such loving and caring pet sitters!

Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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11. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
17.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$85
per night

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

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Sitter Profile Image: Brandi D.
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Sitter Profile Image: Brandi D.
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12. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
14.3 mi. away
House Sitting
5.0 out of 5 stars
13 reviews
1 repeat client
from
$100
per night
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I highly recommend Brandi. For a week+ she dog/house sat for my dog Moxie. She took great care of her. She was happy and healthy when I got home. And, the house was tidy.

Sitter Profile Image: Lindsey M.
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Sitter Profile Image: Lindsey M.
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13. Lindsey M.

Cats, dogs, and smalls in your home
Sheffield, MA, 01222
9.8 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
1 repeat client
from
$55
per night
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Lindsey was wonderful with our dog. Not only does she take good care of Spuds, but she understands her. Spuds can be a bit over-excited when we come home after a trip, but after being with Lindsey she was calmer -- she had clearly received kind, gentle care. It's great for us to know that Lindsey is in charge!

Sitter Profile Image: Steph F.
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Sitter Profile Image: Steph F.
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14. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
22.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$75
per night
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Steph was available to house and pet sit for us at the last minute. She was friendly and professional and sent photos of our pups during her stay. We would definitely book with her again. Thanks Steph!

Confirmed availability: Juneteenth
Sitter Profile Image: Sophie H.
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Sitter Profile Image: Sophie H.
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15. Sophie H.

I prefer animals to humans :D
Hudson, NY, 12534
21.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$125
per night
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Sophie was perfect in every way! She took excellent care of our Peekapoo, Gia for two consecutive nights while we were attending a wedding. Gia, who has separation anxiety warmed up to Sophie relatively quickly thanks to her experience with and love of dogs combined with her mild-mannered, gentle style. We had some delays due to weather and late starts, she was very accommodating, which eased the pressure. Would definitely book her again! Highly recommended:):)

Sitter Profile Image: Kimberly P.
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Sitter Profile Image: Kimberly P.
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16. Kimberly P.

Long hikes & runs are my favorite!
Hudson, NY, 12534
19.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$75
per night
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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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Sitter Profile Image: Kerin P.
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Sitter Profile Image: Kerin P.
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17. Kerin P.

Amazing local pet approved sitter
Ancramdale, NY, 12503
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$80
per night
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Kerin provided professional, fantastic care for our two dogs and our home on a short trip. She communicated quickly and sent photos and videos. Our pets had a great time, and were very well taken care of. You can tell she loves animals and has lots of experience and confidence to provide the best care. Kerin is fantastic. Five stars!

Sitter Profile Image: Danielle C.
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Sitter Profile Image: Danielle C.
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18. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$65
per night
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Danielle was very flexible with timing and availability. Our dog enjoyed his stay with her overnight. He came home very relaxed and happy. I will definitely use Danielle again.

Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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19. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$95
per night

I found Amy to be a very responsible person who truly enjoys caring for animals. She is very caring and loves playing with your pet. I would highly recommend her for pet sitting. She does a great job and your pets will love her too

Sitter Profile Image: Joshua L.
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Sitter Profile Image: Joshua L.
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20. Joshua L.

Love dogs and pets!
Lenox, MA, 17842
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$100
per night

I have known Josh L. for a very long time. His love and dedication to pets is easily seen and felt. I have trusted him to care for many pets in the past, and never disappointed.

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Great Barrington House Sitting ratings

Overall Rating:
4.8 out of 5 stars

House sitters in Great Barrington are rated on average 4.8 out of 5 stars based on 19 reviews.

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Rover.com is the simple, savvy way to find and book Great Barrington house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Great Barrington on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Great Barrington house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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