House Sitting in Pittsfield

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Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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1. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
Profile image

Caitlin was amazing! It was obvious that Ollie and Daisy loved her. She was very accommodating and took care of our pups with love and kindness. I would ask Caitlin to watch Ollie and Daisy again in a heartbeat! Thank you Caitlin!!

Availability updated 2 days ago
Sitter Profile Image: Maggie T.
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Sitter Profile Image: Maggie T.
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2. Maggie T.

You love dogs? Me too!
Lenox, MA, 01240
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients

My puppy Zero is like my child. I trust Maggie with my baby all the time and have always been happy and impressed with the amount of love and care she shows him. Her judgement and decision making when watching Zero is impeccable. I know when he’s with her that he’ll always be closely watched, cared for, and loved. Zero loves his days with Maggie!

Availability updated 3 days ago
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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3. Catherine M.

Big or small, I love pets y'all!
East Schodack, NY, 12063
21.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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Catherine was amazing very caring with the dogs updated me often sent lots of pictures. Was a pleasure meeting her she is a great person and will definitely call her again.

Availability updated yesterday
Sitter Profile Image: Daniella S.
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Sitter Profile Image: Daniella S.
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4. Daniella S.

Passionate animal lover!
Pittsfield, MA, 01201
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
2 reviews
Profile image

Daniella did a terrific job with our two dogs this weekend. We are new to the area and Daniella made us feel confident to leave for 2 days. She handled her responsibilities perfectly and left the house in excellent shape.

Availability updated yesterday
Sitter Profile Image: Rick & Autumn C.
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Sitter Profile Image: Rick & Autumn C.
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5. Rick & Autumn C.

Rover 101
Loving Doggy Care
Pittsfield, MA, 01201
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
Profile image

Rick & Autumn were fantastic. They stayed with our 2 crazy pups in our hotel room during our wedding. They spent over 10 hours with them and went above and beyond transporting them to our reception site for pictures and then bringing them back to the hotel. We would absolutely use Rick & Autumn again when we visit the area.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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6. Amanda S.

Star Sitter
Dogs, Cats and Chicks!
Pittsfield, MA, 01201
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients

Amanda has stayed at the house for a long weekend watching my cat and dog. She sent photos, and the pets were happy and perky upon my return. She is an understanding pet owner herself, with her own dog and cats.

Availability updated 4 days ago
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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7. McKenna P.

Rover 101
Star Sitter
Avid Dog Lover and Sitter
Lenox, MA, 01240
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
318 reviews
124 repeat clients
Profile image

McKenna is absolutely wonderful with my dog. She took great care of her, and I came home to a very relaxed pup. She treats your house respectfully. I got numerous pictures and updates....all appreciated! I would not hesitate to recommend her and will certainly book her again soon.

Availability updated 9 days ago
Sitter Profile Image: Adrienne H.
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Sitter Profile Image: Adrienne H.
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8. Adrienne H.

Star Sitter
Dog lover!
Pittsfield, MA, 01021
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5.0 out of 5 stars
72 reviews
21 repeat clients
Profile image

Once again, Adrienne was phenomenal with our pets! They were clearly very happy with her, and we loved the updates she provided! Thank you again for taking care of our girls!

Availability updated yesterday
Sitter Profile Image: Caroline K.
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Sitter Profile Image: Caroline K.
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9. Caroline K.

Experienced Dog Walker!
Pittsfield, MA, 01201
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
3 years of experience

About: I've been a dog walker volunteer at the Berkshire Humane Society for the past 2 and 1/2 years and I've walked all kinds of dogs in all kinds of weather. I currently have a flexible schedule and am open to working around the Wendell Ave/South St. area in Pittsfield, Ma. Free for walks or sitting. I can come to your home and provide care and companionship for your dog. Happy to provide his or her usual routine of exercise and feeding and any special needs.

Availability updated 5 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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10. Keri H.

Rover 101
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5.0 out of 5 stars
34 reviews
13 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 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Sally M.
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Sitter Profile Image: Sally M.
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11. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5.0 out of 5 stars
38 reviews
10 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 11 days ago
Sitter Profile Image: Alisson N.
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Sitter Profile Image: Alisson N.
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12. Alisson N.

Can’t wait to take care of your pet
Peru, MA, 01235
8.8 mi. away
House Sitting
from
$50
per night
2 years of experience

About: Throughout my life I have had many pets and two years ago I started a pet care service in my home country. I am used to being with pets and taking care of them. I work from Tuesday to Saturday, I have availability on my days off and some afternoons after work. I can move my schedules if I need to. I offer pet care services in the pet owner's home. This way, it is much easier for the pet to be in its own environment and adapt to me.

Availability updated 22 days ago
Sitter Profile Image: Jessie L.
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Sitter Profile Image: Jessie L.
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13. Jessie L.

Will care for your pets like you!
Adams, MA, 01220
14.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
Profile image

Jessie was absolutely amazing! She was quick to reply to us and made the whole process stress free! She was on time for our meet and greet and is the nicest! Our dogs absolutely loved her! She sent us some great photos of our dogs! We never had to worry, our dogs were in great hands! I highly recommend her for anyone who is looking for a great dog sitter!!

Availability updated 11 days ago
Sitter Profile Image: Bella G.
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Sitter Profile Image: Bella G.
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14. Bella G.

Rover 101
Huge animal lover
lanesborough, MA, 01237
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
6 reviews
Profile image

Highly Recommend - Bella first met our dogs and asked great questions so she could understand their temperaments and provide the best care. She was on-time and made it a super easy stay with the dogs!

Availability updated 21 days ago
Sitter Profile Image: William M.
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Sitter Profile Image: William M.
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15. William M.

Typical pet lover
Richmond, MA, 01240
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
1 review

Will is the most responsible and caring pet lover. He has had dogs his whole life and has never met one that didn't love him!

Availability updated 18 days ago
Sitter Profile Image: Aaron H.
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Sitter Profile Image: Aaron H.
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16. Aaron H.

Worldly Petcare Extraordinaire
Lenox, MA, 01240
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
1 review

Aaron is my husband, so I know first hand that he is a natural with dogs, cats, and farm animals! We have animal and farm sat all over the world, taking care of dogs, cats, chickens, ducks, sheep, goats, horses, pigs, and more! He's an active, outdoors guy who enjoys taking dogs on walks, jogs, bike rides and outdoor adventures. He's not afraid to get his hands dirty, nor is he shy when it comes to snuggles and cuddles. He has helped me with pet clients when I'm too busy, so I know he's reliable and trustworthy and takes pride in taking great care of every animal he interacts with :)

Availability updated 10 days ago
Sitter Profile Image: Samantha Marie R.
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Sitter Profile Image: Samantha Marie R.
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17. Samantha Marie R.

Dog nanny here to help :)
Lanesborough, MA, 01237
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5.0 out of 5 stars
13 reviews
2 repeat clients

Samantha is wonderful! She takes our dog from time to time and she's been nothing but good to her. She comes back with trimmed nails and she's the happiest dog ever after hanging out with Samantha. I highly recommend her to anyone with dog sitting needs!! ❤

Availability updated 5 days ago
Sitter Profile Image: Rachel T.
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Sitter Profile Image: Rachel T.
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18. Rachel T.

Canine Volunteer of the month
Pittsfield, MA, 01201
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
1 review
Profile image

Rachel took care of our golden retriever for a week and a half and he had the best time. She also took great care of our apartment

Availability updated 23 days ago
Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
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19. Laura R.

Dog / Pet Sitting Services
Pittsfield, MA, 01201
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$200
per night
5.0 out of 5 stars
4 reviews
Profile image

Just wonderful. Laura kept by pup happy and entertained while we enjoyed an evening out with family.

Availability updated 3 months ago
Sitter Profile Image: Eric I.
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Sitter Profile Image: Eric I.
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20. Eric I.

Passionate & skilled caregiver
Pittsfield, MA, 01201
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
20 years of experience

About: From hyperactive puppies to elderly kitties, I take the time to get to know each animal personally and tailor their care to their specific needs. With over 15 years of experience under my belt, I am well-equipped to handle any challenges that might arise while caring for pets. I am highly adaptable and responsive to changing circumstances, ensuring that my clients can rest easy knowing their pets are in good hands. I have a calm demeanor and gentle touch help to soothe anxious pets, while also having a firm but loving approach to discipline ensuring that all animals are well-behaved and obedient. I do a variety of part-time gig work while I work on my Master’s degree part-time. I study remotely which makes my schedule very flexible. I will consult with clients about the rules of the house prior to conducting services in their own homes. I don’t offer services in my own home.

Availability updated 11 months ago

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