House Sitting in Chatham

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: Pamela K.
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Sitter Profile Image: Pamela K.
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1. Pamela K.

Creating a personalized experience
Hudson, NY, 12534
17.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$60
per night

Pamela is a natural with animals, and Rooster adores her. We feel very good knowing Rooster is being watched over by her and we love the photos she sends of him. He gets plenty of walks with her. At 14 months, Rooster loves to play and Pamela enthusiastically plays with him as only someone who truly knows and loves dogs can.

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Sitter Profile Image: Nicole R.
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Sitter Profile Image: Nicole R.
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2. Nicole R.

Paws down, the best around!
Philmont, NY, 12565
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$70
per night

Fabulous experience with Nicole!⭐️⭐️⭐️⭐️⭐️ Nicole just took care of our senior dog and two cats for six days and was absolutely fabulous. Nicole is not only an extremely smart and gentle person, she is also very detail orientated and a wonderful communicator. Our senior dog requires about seven different pills three times a day and she did an absolutely wonderful job. Also, one of our cat who normally never comes out (even after a week) for new people, was hanging out with her after just a couple of days. Her calming and kind presence was definitely felt by all of them! To top it off we came home to a perfectly clean house! She even washed our towels and sheets. We are Very grateful for her wonderful communication and pictures. Would highly recommend and hope we can go away soon now that we found her. 😊🙏💕

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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
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$50
per night

About: Calm, experienced, loving, empathic and conscientious - I am your dog’s next best friend 🩷 I’ve trained Australian Shepherd’s since I was 13, reaching amateur level junior competitions throughout high school. Today I have two rescue dogs of my own - a border collie mix and a beagle /chihuahua/pit mix (lots of energy). Because of my two dogs, I hike everyday. I love spending time outside in nature with animals, and will be sure to keep your pup happy and healthy! I am an organic vegetable farmer during the growing season (April-November) and work seasonal odd jobs and non profit work when I am in the off season. I have a lot of flexibility in my schedule and love to walk/hike/swim/adventure at all times of day and during any weather. In my house, pets rule. We have done agility, obedience and scent training with both dogs so I have a lot of tools in my toolbox to keep a dog busy and occupied.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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4. Andrea L.

I got you covered!
Great Barrington, MA, 01230
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$65
per night

Andrea was absolutely wonderful. Easy to talk to, willing to accommodate and for my 2 pit mixes the 12 days were bliss. Belly rubs and night time snuggles. Feeding was carried out as requested. I highly recommend Andrea for those in need of a dog sitter.

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Sitter Profile Image: Siri C.
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Sitter Profile Image: Siri C.
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5. Siri C.

Licensed Veterinary Technician
Kinderhook, NY, 12106
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$100
per night

Siri was wonderful with Aiko - he’s a very timid rescue, still getting used to interacting with new people and places. Siri was very gentle, met with us first to meet Aiko and was very communicative before and throughout her stay with him, it was lovely to see him get comfortable and open up too. I highly recommend Siri and look forward to having Aiko spend time with her on our next visit!

Sitter Profile Image: Logan A.
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Sitter Profile Image: Logan A.
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6. Logan A.

Pet Sitter, Walker, and Groomer
Pittsfield, MA, 01201
21.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$60
per night

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: Tetiana M.
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Sitter Profile Image: Tetiana M.
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7. Tetiana M.

I care for the dogs
Lenox, MA, 01240
17.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$60
per night

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

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
18.5 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.

Sitter Profile Image: Amaris M.
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Sitter Profile Image: Amaris M.
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9. Amaris M.

Happy to help you!
Stephentown, NY, 12168
17.0 mi. away
House Sitting
5.0 out of 5 stars
6 reviews
1 repeat client
from
$42
per night

Amaris was so so great!! Scottie loved her and she took such great care of him and my home! Thank you Amaris for caring for my Scottie and for your flexibility with scheduling. We would love to have you back!

Sitter Profile Image: Brandi D.
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Sitter Profile Image: Brandi D.
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10. Brandi D.

Run and Play While You’re Away!
Hillsdale, NY, 12529
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$100
per night

Brandi was amazing! Our dog Charlie can be shy and a little nervous around new people. Brandi was super thoughtful and took the time to make Charlie feel comfortable and happy. She also sent lots of photos and updates throughout her stay which was helpful and reassuring! We will definitely rebook.

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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
15.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
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: Sophie H.
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Sitter Profile Image: Sophie H.
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12. Sophie H.

I prefer animals to humans :D
Hudson, NY, 12534
12.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$125
per night

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:):)

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Sitter Profile Image: Deanne R.
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Sitter Profile Image: Deanne R.
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13. Deanne R.

I would love to watch your pets!
Kinderhook, NY, 12106
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
6 years of experience
from
$35
per night

About: One thing you should know about me is I have grown up taking care of/living with many different types of animals. I have many years of at-home experience with the ownership & care of: Rabbits, Chickens, Ducks, Fish (no experience with salt-water fish), Cats, Dogs, Smaller Parrots/Birds (Parakeets, Cockatiels, Conures), & Lizards (Leopard Geckos, Bearded Dragons) I currently am looking for a new job because I just left my old one due to advancement opportunities. I am currently available any day & any time I have a large backyard & many dog toys so there won’t be any boredom, there’s a trail behind my house that I can take your dog(s) on for walks, there’s a nearby dog park. I also have a very friendly medium sized dog & 2 cats at home.

Sitter Profile Image: Danielle C.
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Sitter Profile Image: Danielle C.
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14. Danielle C.

Large Property- Loving Family
Hillsdale, NY, 12529
11.9 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

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: Bella B.
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Sitter Profile Image: Bella B.
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15. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
14.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$60
per night

Great pet sitter!!

Sitter Profile Image: Eleana H.
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Sitter Profile Image: Eleana H.
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16. Eleana H.

I love animals and caring for them
Old Chatham, NY, 12136
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night

Eleana is a kind and compassionate person. Eleana is detailed oriented, a good listener and respectful of people and their belongings. Eleana loves all animals and follows through with your wishes. A very pleasant and responsible young lady.

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Sitter Profile Image: Jennifer E.
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Sitter Profile Image: Jennifer E.
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17. Jennifer E.

Dog Lover that’s missing theirs
Chatham, NY, 12037
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$75
per night

About: I have taken care of my own dog for his whole life until he passed early this year. I have dog sat for friends, family, and coworkers a lot and have taken them for walks or stayed the night! I am in grad school currently and will be able to stay over on the weekends and play with the dogs anytime after 4 in the upcoming semester! I am used to crating dogs and taking them for sage walks, especially in the winter and summer months. I love to give a routine and will make sure to follow all guidelines provided!

Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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18. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
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

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Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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19. Stephanie G.

I will love your dog like my own!
East Chatham, NY, 12060
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$100
per night

Stephanie has always been around all types of animals. She loves dogs and her passion for caring for them is endless. She can administer oral medications so quickly without and issues, grooms her own dog, nail clipping, and ear drops regularly. To say the dogs have a liking and respect for her is and understatement.

Sitter Profile Image: April H.
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Sitter Profile Image: April H.
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20. April H.

Animal lover
Niverville, NY, 12130
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience
from
$35
per night

About: I have been around dogs all my life. My dream job is being around animals especially dogs of all breeds and all sizes. I use to board, walk and care for dogs in my neighborhood. My parents breed German Shepards! I helped my dad trained them as well. I love keeping dogs active and showing them all the love. I work full time at the local Hospital and my availability would be Monday to Thursday evening. Friday to Sunday any time I am available. I would take them on walks. I don’t have fenced in yard. I have other animals that would keep them Company. I will show them all the love is what a dog needs.

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