House Sitting in Stockbridge

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Over 7 pet parents in Stockbridge have booked house sitting

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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
11.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
3 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 today
Sitter Profile Image: Daniella S.
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Sitter Profile Image: Daniella S.
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2. Daniella S.

Passionate animal lover!
Pittsfield, MA, 01201
11.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
4 repeat clients
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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 15 days ago
Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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3. Alyssa M.

Your pet’s comfort is my priority
Valatie, NY, 12184
21.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
10 years of experience

About: I’ve had animals throughout my entire life. When I was younger, my parents ran a boarding kennel and my father bred dogs. I grew up on a farm with about five horses, 35 dogs, several cats, a bird, lizards, fish, hermit crabs, etc. My father trained my brother and I to race sled dogs at a young age and we did that for several years along with horseback riding. With that being said, I have extensive experience with different types of animals, and I am confident that you’re fur baby will be in good hands and have the time of their life while under my supervision. Please feel free to reach out with any questions and I hope to hear from you soon! I am currently working at a private residence where I make my own hours , so I have plenty of time to take care of your baby! I can accommodate you and your pet(s)in whichever way you desire! I usually bring my little tuxedo cat with me on trips if it’s an overnight, but if you would rather me not, we can always work something out and discuss our options! (:

Availability updated 5 days ago
Sitter Profile Image: Maggie T.
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Sitter Profile Image: Maggie T.
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4. Maggie T.

You love dogs? Me too!
Lenox, MA, 01240
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
4 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 months ago
Sitter Profile Image: Keri H.
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Sitter Profile Image: Keri H.
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5. Keri H.

Rover 101
Star Sitter
Ready to jog w/dogs & cuddle cats!
Lenox, MA, 01240
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
39 reviews
13 repeat clients
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Keri is THE BEST!! Our dog is a bit shy around humans and it was honestly stunning how quickly they became friends. Not only was Keri extremely responsive when we were setting up this last minute booking, but she kept us updated regularly throughout our entire trip. It was clear that she showed him so much love, taking him on adventures and cuddling with him. We could tell Keri really understood his unique personality and she made our trip completely worry-free. When we got back, our house was even better off than it was before. If I could give 100 stars, I would!!

Availability updated 2 days ago
Sitter Profile Image: Meg C.
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Sitter Profile Image: Meg C.
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6. Meg C.

Loving Pet-Care and Playmate 🐶
Stockbridge, MA, 01262
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
15 reviews
1 repeat client
Profile image

My pups had a wonderful time and were well cared for while we were away. One of our dogs is older and has doggy dementia so I was particularly worried about his care. Meg came to meet & greet twice before our trip to get to know us and the dogs. I left notes for the dogs and the house and Meg followed them and even made a few improvements to our daily routine. My favorite part was that she sent me photos and cute doggy videos every day while we were gone. It really made me feel better knowing our dogs were being loved on just like they would if we were home. The icing on the cake was she even cleaned up before we got back! The floors were vacuumed and mopped, the bedding was all cleaned, and the house was tidy. We will definitely be contacting Meg for our next trip.

Availability updated 2 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
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
319 reviews
124 repeat clients
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This was our first time using Rover and for our wedding weekend at that! McKenna was all-around phenomenal: Coming by early for a meet-and-greet, sending us updates and photos, and most importantly - she was great with our girl Skye ♥ She made both dog and pet parents completely comfortable, and I would one hundred percent recommend her to anyone! S+C

Availability updated 21 days ago
Sitter Profile Image: Collin S.
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Sitter Profile Image: Collin S.
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8. Collin S.

Star Sitter
Experienced Pet Owner, I Love Dogs!
Great Barrington, MA, 01230
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$74
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
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Collin was amazing with my dogs. He gave my big dog a shower and she was smelling delicious. My dogs went on hiking and I am sure they had a blast on their time with Collin. I will definitely recommend him to take care of your beloved pets.

Availability updated 12 days ago
Sitter Profile Image: Scarlett R.
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Sitter Profile Image: Scarlett R.
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9. Scarlett R.

Happy Tails, Happy Trails!
Lee, MA, 01238
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
9 years of experience

About: I’ve taken care of dogs since I was about 11. We have rescued dogs since I was little. I have two senior dogs and a puppy! I am currently a senior in high school, graduating in a few weeks and in the summer I will have lots of free time! I love walking and hiking so this is perfect! I know how much our babies mean to us and I have a knack for dogs! I have a fenced in yard and aswell am very good at acclimating to new places!

Availability updated 8 days ago
Sitter Profile Image: Bella G.
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Sitter Profile Image: Bella G.
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10. Bella G.

Rover 101
Star Sitter
Huge animal lover
lanesborough, MA, 01237
16.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
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Bella is highly recommended. With a last minute change in my plans, Bella was right there to help out. There was never a doubt that Mac & Cheez weren’t being loved as she sent frequent updates and photos of my babies. I’m so grateful and will definitely reach out to her again.

Availability updated 2 days ago
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
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$138
per night
5 out of 5.0 stars
38 reviews
10 repeat clients
Profile image

Dreams do come true !! Many thanks Sally for your care of both Bruno and our home. She is a lovely person and just amazing with our very stubborn cat. We recommend her without reservation and are always happy when we return from our vacation. Till soon Sally…

Availability updated 40 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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12. Amanda S.

Star Sitter
Dogs, Cats and Chicks!
Pittsfield, MA, 01201
11.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
24 reviews
8 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 today
Sitter Profile Image: Michael T.
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Sitter Profile Image: Michael T.
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13. Michael T.

Dog owner & care - 20 yrs.
Lee, MA, 01238
4.8 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 35 days ago
Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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14. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
13.1 mi. away
House Sitting, Drop-In Visits
from
$125
per night
5 out of 5.0 stars
63 reviews
30 repeat clients
Profile image

Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.

Availability updated 61 days ago
Sitter Profile Image: Bailey Y.
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Sitter Profile Image: Bailey Y.
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15. Bailey Y.

Lover of all animals, big and small
Pittsfield, MA, 01201
11.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
1 review

I couldn’t ask for a better dog walker and caregiver! Bailey is incredibly kind, knowledgeable, and responsible, always showing up on time and treating my dog with the utmost care. Their love for animals is evident in the way they handle every walk, ensuring my pup gets the exercise, attention, and affection they need. I trust them completely and highly recommend their services to anyone looking for a reliable and caring pet caregiver!

Availability updated 12 days ago
Sitter Profile Image: Kendra H.
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Sitter Profile Image: Kendra H.
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16. Kendra H.

In need of puppy/kitty love
Monterey, MA, 01245
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
3 reviews
Profile image

Kendra was wonderful! Responsive and reliable. And Pierogi loved her right away (and she is usually quite shy with strangers)! Kendra sent pics and updates which helped us enjoy our time away more! Will definitely book again!

Availability updated 17 days ago
Sitter Profile Image: Teresa M.
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Sitter Profile Image: Teresa M.
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17. Teresa M.

Caring, loving, compassion .
Great Barrington, MA, 01230
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
4 reviews

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Availability updated 11 days ago
Sitter Profile Image: Caroline W.
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Sitter Profile Image: Caroline W.
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18. Caroline W.

Remote Grad Student Loves to Dogsit
Lenox, MA, 01240
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
3 reviews

Caroline took great care of my large pit mix, June! June stayed with Caroline during a storm, and she is scared of thunder. Caroline was very communicative with me throughout the time I was gone and even sent great pictures showing that they were getting through the storm okay. I'm so grateful for Caroline taking such good care of my dog- helping both June's anxiety and my own! High recommendations all around.

Availability updated 40 days ago
Sitter Profile Image: Lucy C.
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Sitter Profile Image: Lucy C.
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19. Lucy C.

Flexible Schedule, Cats and Dogs
Great Barrington, MA, 01230
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
3 reviews
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 28 days ago
Sitter Profile Image: Shelby L.
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Sitter Profile Image: Shelby L.
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20. Shelby L.

Pet sitter with lots of love!
Lee, MA, 01238
3.7 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 8 months ago

The median cost per night for house sitting in Stockbridge is $65

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Sitters in Stockbridge average 3 repeat house sitting clients

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