House Sitting in Stephentown

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Sitter Profile Image: Meredith J.
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Sitter Profile Image: Meredith J.
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1. Meredith J.

Sitter, dog walker, animal lover!
Albany, NY, 12211
22.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$43
per night
6 reviews

Ozzy took great care of my cat Peanut for years! Anytime I went out of town, even for longer periods of time, Ozzy was always willing to take care of Peanut and give her all the love she deserves. Ozzy also has a knack for getting all the good angles for funny pictures of pets!

Availability updated today
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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2. Amanda S.

Dogs, Cats and Chicks!
Pittsfield, MA, 01201
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client

I wholeheartedly recommend Amanda S. for anyone seeking safe, loving care and exceptional customer service. Amanda has looked after my pets, and I was always impressed by her genuine love for animals and attention to detail. She treats every pet as if they were her own, ensuring they feel comfortable and loved. Her warmth, reliability and professionalism make her an absolute joy to work with. Amanda S. is not just a great caretaker, but also a truly wonderful person who goes above and beyond to provide the best experience possible.

Availability updated today
Confirmed availability for Thanksgiving
Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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3. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
8.7 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 10 days ago
Sitter Profile Image: Ellen J.
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Sitter Profile Image: Ellen J.
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4. Ellen J.

Star Sitter
Experienced, Reliable, Caring
Nassau, NY, 12123
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Ellen did a fantastic job taking care of my two elderly cats that are on a very strict, and kind of confusing, medicine schedule. They get very lonely so I opted to have her house-sit while I was away for a week. She was inquisitive, responsive and sent pictures whenever needed! She kept the place very clean, and helped out with other house-sitting responsibilities. I would definitely recommend her!

Availability updated 11 days ago
Sitter Profile Image: Chelsea N.
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Sitter Profile Image: Chelsea N.
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5. Chelsea N.

Expert pet-sitter in the Berkshires
Pittsfield, MA, 01201
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
4 reviews

Chelsea is truly amazing! She has watched my 2 cats on multiple occasions and I always know they are in good hands. While the cats just needed food and water, Chelsea went above and beyond to spend time playing with them and making sure their litter box was clean. I really appreciate the updates she sent me as well-it always brings me ease as an anxious person knowing my cats are with a trustworthy and responsible person. Highly recommend her to care for your pets!

Availability updated yesterday
Sitter Profile Image: Brian L.
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Sitter Profile Image: Brian L.
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6. Brian L.

Experienced Dog/House Sitter!
Troy, NY, 12180
17.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$69
per night
5.0 out of 5 stars
132 reviews
76 repeat clients
Profile image

Brian stayed with Hoss at our house over the holiday weekend. He was very responsive and we can home to a happy dog! Will definitely use Brian again.

Availability updated yesterday
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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7. Catherine M.

Big or small, I love pets y'all!
East Schodack, NY, 12063
13.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
2 reviews

I can’t recommend Catherine highly enough as a dog caregiver! She recently watched my German Shorthaired Pointer, Atlas, and I was blown away by how phenomenal she was with him. From the moment he arrived at her home, it was clear that he felt completely at ease and excited to be there. Catherine’s home is like a second haven for him, and he absolutely lights up whenever he visits her and her wonderful husband, Oliver, along with their three dogs. Catherine is a highly skilled dog handler with a wealth of experience caring for various breeds. She has an incredible ability to connect with dogs, and it shows in how happy and relaxed Atlas is in her care. I wouldn’t trust anyone else with him. It’s comforting to know that Atlas is not only well taken care of but also genuinely enjoys his time with Catherine and her family. She is simply the best!

Availability updated yesterday
Sitter Profile Image: Charlotte S.
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Sitter Profile Image: Charlotte S.
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8. Charlotte S.

I am a huge animal lover!
Bishop's Gate, Albany, NY, 12204
21.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Charlotte was great with our dog, Mara, who can be timid around new people. She was willing to come out and meet her the week before sitting at our place and was very easy to communicate with. We will definitely look to rebook in the future!

Availability updated 20 days ago
Sitter Profile Image: McKenna P.
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Sitter Profile Image: McKenna P.
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9. McKenna P.

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

McKenna was incredible! My picky dog loved her right away, and she navigated his separation anxiety so lovingly and effectively. Her knack and intuition with animals shows. She was extremely communicative, clear and thoughtful at every step. Can't wait to book her again!

Availability updated 69 days ago
Sitter Profile Image: Glenmary A.
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Sitter Profile Image: Glenmary A.
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10. Glenmary A.

⭐️2 sitters for your lovely pet🥰
West Hill, Albany, NY, 12206
21.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$43
per night
5.0 out of 5 stars
3 reviews
1 repeat client

About: I would be taking care of your fur baby with my partner who loves pets as much as I do Also have a treadmill for dogs for people that are interested, I am well experienced with dogs ,have 3 dogs of my own and I love and cherish them equally …I’ve grown up with dogs throughout my life and I’ve loved every moment of it.Plus 2 great sitters for your lovely pet what’s better than that🥰 I will be availabe any day of the week if needed mornings and afternoon will work with me we can chat and agree on a day & time I have a backyard where I take my 3 dogs out to play but also take them out on walks and parks , would be able to keep your dog on crates if needed

Availability updated yesterday
Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
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11. Nicole S.

Loving and caring person
North adams, MA, 01247
17.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Nicole and Terrenze took great care of my cats and pup. I will certainly hire them again next time I go out of town!

Availability updated 3 months ago
Sitter Profile Image: Meg E.
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Sitter Profile Image: Meg E.
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12. Meg E.

Experienced sitter up for any pet
Pittsfield, MA, 01201
7.9 mi. away
House Sitting
from
$75
per night
5.0 out of 5 stars
5 reviews
Profile image

Meghan took great care of my dog while I was on vacation. Very responsive and flexible when it came to scheduling and making sure he was cared for. Meghan also dog sat in my home and cared for it like it was her own. Would let her take care of Moose any time and highly recommend her for others searching for a dog sitter.

Availability updated 8 days ago
Sitter Profile Image: Lindsay L.
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Sitter Profile Image: Lindsay L.
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13. Lindsay L.

Young professional who loves dogs!
Canaan, NY, 12029
10.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
20 years of experience

About: I’ve been taking care of dogs since I was ten years old. I’d love to take your dog out for a long walk and get him/her some exercise! I work remotely full-time, but my hours are very flexible. I can always take your pup for a midday walk, as long as it’s planned ahead of time. I will care for your dogs as if they were my own pet. I will adhere to a feeding/walking schedule that is customized to your pets needs.

Availability updated 2 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
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
6 reviews
Profile image

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 15 days ago
Sitter Profile Image: Gillian G.
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Sitter Profile Image: Gillian G.
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15. Gillian G.

Reliable, Compassionate Pet Lover
Williamstown, MA, 01267
16.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
Profile image

I contacted Gillian excited that there was a Rover resource close by to our new home. Gillian is great at communication, and we set up a meet and greet. It was clear that Gillian loves animals and commits to providing them extra love and attention while their owners are away! Gillian sent great updates and Princesa my dog so enjoyed Gillian. Gillian left our home immaculate and washed the sheets and made the bed before she ended her stay. I already booked Gillian for a future date, and I look forward to using her as a resource when I travel. I am so grateful to have Gillian caring for my home and Princesa while I am away so that I don’t need to worry about Princesa getting extra love and cuddles in my absence! Dr. Brian J. Rachmaciej

Availability updated 42 days ago
Sitter Profile Image: Sally M.
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Sitter Profile Image: Sally M.
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16. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Richmond, MA, 01254
12.2 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 yesterday
Sitter Profile Image: Sadie K.
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Sitter Profile Image: Sadie K.
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17. Sadie K.

Fun energetic gal who loves dogs!
Valatie, NY, 12184
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
4.5 out of 5 stars
10 reviews
3 repeat clients
Profile image

Sadie stayed with my dog for 3 days while I was away. Everything went well. She’s a great communicator and very responsible, and my dog loves her. I had absolutely no issues. I’ll definitely contact Sadie when I need a dog sitter again.

Availability updated 7 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Dana G.
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Sitter Profile Image: Dana G.
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18. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
8.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
Profile image

So glad to have found Dana. It’s clear she took good care of my gang while I was away, and even managed to keep her sense of humor after the power went out. I already have her booked for two more trips.

Availability updated 4 days ago
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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19. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
16.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

I am so pleased to have found Bella on this site. I have an older dog who needs some extra attention and Bella was absolutely amazing. I left Chilli (13.5 yr old Golden) with Bella for a couple of nights and everything went perfectly. She is caring, attentive, responsive and communicative. She understands the specific needs of my dog and I've already booked another (this time longer) stay.

Availability updated 2 days ago
Sitter Profile Image: Isabel B.
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Sitter Profile Image: Isabel B.
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20. Isabel B.

Trusted dog walking & watching 🐾💗
Lanesborough, MA, 01237
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
6 years of experience

About: As a college student who grew up with five dogs, I’ve always had a deep love for animals. I understand the importance of making sure your furry (or hairless) family member feels safe and happy while you’re away. With my background in dog behavior and safety, including handling aggression and territorial issues, you can trust that your pup will be in caring and capable hands. I’ve also worked in a doggy daycare, managing groups of 50-60 dogs, so I know how to keep things calm and fun! Whether it’s a peaceful walk along the best local trails or lots of cozy care, I’ll treat your dog like my own, always. Your pup’s safety and comfort are my top priorities and I look forward to meeting them!! 💅🐾💗 My flexible schedule allows me to offer plenty of availability for walks and sitting. On Mondays and Wednesdays, and Fridays I’m available early mornings, afternoons, and evenings. On Tuesdays and Thursdays, I’m available before 10:30 a.m. and after 2:15 p.m. On the weekends, I’m fully available for walks, sitting, or even adventure hikes, whenever!! No matter the time, your pup will have my full attention and care. Safety, trust, and a comfortable environment are my top priorities when caring for your dog(s) while at your home. I create a calm, secure space tailored to your dog’s unique needs. I’m highly attuned to their behavior, recognizing signs of stress or discomfort, and always respond with care. At your home, I follow your routine to keep things familiar for your pup, providing consistent care and attention. With my background in dog safety and behavior, including experience from small elderly dogs to large groups, you can trust that they will be okay in a variety of situations :)

Availability updated 35 days ago

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