House Sitting in East 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: Nicole R.
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Sitter Profile Image: Nicole R.
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1. Nicole R.

Paws down, the best around!
Philmont, NY, 12565
12.9 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. 😊🙏💕

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
14.6 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 took good care of Lucy and Chippy! He communicated with us throughout the week long stay and also took good care of the house. When we had a heating issue during a big storm he coordinated with the heating company and was very helpful and professional. Highly recommend! Plus doggies got a good brushing ?

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Siri C.
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Sitter Profile Image: Siri C.
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3. Siri C.

Licensed Veterinary Technician
Kinderhook, NY, 12106
9.8 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 did an overnight dog sitting for my two miniature poodles -- one is a lap dog, the other has a nasty streak. Siri handled them both with ease, including the lap dog's stomach upset. She was very communicative with appreciated updates and photos. I would happily have her return and I feel confident the dogs would be thrilled to see her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Caitlin H.
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Sitter Profile Image: Caitlin H.
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4. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$50
per night

Caitlin was a wonderful sitter! Our animals were very comfortable with her and well taken care of.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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5. Andrea L.

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

Andrea is a sweetheart! So easy to talk with, caring, professional, and competent. We felt totally good about her house- and dog-sitting; we knew our girls were in good hands.

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Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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6. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
12.8 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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7. Bella B.

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

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.

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Sitter Profile Image: Abigail J.
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Sitter Profile Image: Abigail J.
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8. Abigail J.

Responsive, kind, diligent
Ravena, NY, 12143
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$35
per night

Abigail is a true animal lover! She has taken excellent care of my cats over the years. She has two dogs of her own that are well behaved and friendly to people of all ages. I highly recommend Abigail to watch your pets.

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Sitter Profile Image: Colleen W.
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Sitter Profile Image: Colleen W.
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9. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
11.4 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: Sally M.
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Sitter Profile Image: Sally M.
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10. Sally M.

Whisperer, Gentle Pet&Home Care 🥰
Sand Lake, NY, 12153
14.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$100
per night

I was very nervous about leaving my older dog for a quick trip but Sally was an absolute dream. Right off the bat she eased my concerns and my dog was very comfortable with her. It was clear she was highly knowledgeable about animals and definitely an animal lover! I'm very happy with Sally's communication and I can honestly say she went above and beyond for my fella. I was able to relax and enjoy my trip knowing my precious pup was being spoiled at home. Rest easy with booking Sally, she's a dream to have as a sitter!

Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
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11. Laura R.

Passion for Pet Sitting
Pittsfield, MA, 01201
11.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$119
per night

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jess L.
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Sitter Profile Image: Jess L.
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12. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
14.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
6 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: Memorial Day Weekend
Sitter Profile Image: Tiffany A.
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Sitter Profile Image: Tiffany A.
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13. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
14.2 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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14. Tetiana M.

I care for the dogs
Lenox, MA, 01240
13.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 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: Brandi D.
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Sitter Profile Image: Brandi D.
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15. Brandi D.

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

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: Ellen J.
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Sitter Profile Image: Ellen J.
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16. Ellen J.

Experienced, Reliable, Caring
Nassau, NY, 12123
12.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$60
per night

About: My name is Ellen and currently work at a local animal hospital. I have had a love of animals all of my life and I’ve been dog sitting since the age of 5 (with parental supervision of course). I currently sit for two lovely dogs on an as needed basis. I have also worked at several animal shelters. I love all breeds of dogs and I will not discriminate! I have experience giving oral medication and also with blind and deaf dogs. I’m available for walks, check ins, and overnight care. I also have references available if they are needed. Thank you for taking a look at my profile! If you have any questions feel free to ask! I’m currently working full time but making sure your pets are comfortable while you’re gone is my number one priority when I’m in trusted to care for them. I have a dog who lives with me part time but he is the only thing that would keep me from being able to stay overnight with your pet.

Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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17. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
3.0 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: Eleana H.
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Sitter Profile Image: Eleana H.
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18. Eleana H.

I love animals and caring for them
Old Chatham, NY, 12136
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
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.

Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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19. Lauren B.

Certified Animal Lover🥰
Canaan, NY, 12029
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per night

Lauren took such great care of our 2 puppies and our house. She was responsive, sent a bunch of pics, and the puppies just loved her! Highly recommend Lauren!

Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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20. Stephanie G.

I will love your dog like my own!
East Chatham, NY, 12060
1.8 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.

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Rover also offers House Sitting in:

Rover also offers other services in East Chatham:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your East Chatham house sitting needs. On Rover, it's easy to find a loving dog sitter in East Chatham who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted East Chatham house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in East Chatham for your dog — people who'll treat him like family.

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