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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check

1. 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. 😊🙏💕

Sitter Profile Image: Logan A.
Verified Enhanced Background Check
Sitter Profile Image: Logan A.
Verified Enhanced Background Check

2. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
19.0 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 did a great job caring for our shih tzu while we were away. He was gentle and caring with her and sent regular updates and pictures! He stayed at our home with our dog and when we returned we found our home was spotless. We could tell how much our dog loved him by her run back and forth when he came over after we got home! I would highly recommend Logan.

Sitter Profile Image: Siri C.
Verified Enhanced Background Check
Sitter Profile Image: Siri C.
Verified Enhanced Background Check

3. 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: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check

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
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.

Sitter Profile Image: Maeve D.
Verified Enhanced Background Check
Sitter Profile Image: Maeve D.
Verified Enhanced Background Check

5. 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.

Sitter Profile Image: Abigail J.
Verified Enhanced Background Check
Sitter Profile Image: Abigail J.
Verified Enhanced Background Check

6. Abigail J.

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

Abby is an animal lover through and through! She took great care of my furry baby! She was professional, easy to communicate with, and her sunny disposition put me at easy!

Sitter Profile Image: Colleen W.
Verified Enhanced Background Check
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check

7. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
15.8 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!

Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Sitter Profile Image: Bella B.
Verified Enhanced Background Check

8. 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
1 repeat client
from
$60
per night

Great pet sitter!!

Sitter Profile Image: Brandi D.
Verified Enhanced Background Check
Sitter Profile Image: Brandi D.
Verified Enhanced Background Check

9. 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

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: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

10. 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
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: Ellen J.
Verified Enhanced Background Check
Sitter Profile Image: Ellen J.
Verified Enhanced Background Check

11. Ellen J.

Experienced, Reliable, Caring
Nassau, NY, 12123
15.2 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: Sophie H.
Verified Background Check
Sitter Profile Image: Sophie H.
Verified Background Check

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
12 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:):)

Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check

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
$45
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: Patrick G.
Verified Background Check
Sitter Profile Image: Patrick G.
Verified Background Check

14. Patrick G.

I love dogs more than people :)
Hudson, NY, 12534
12.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$100
per night

Patrick was great with our little pup who suffers from separation anxiety. He kept us updated on how things were going and was easy to communicate with throughout his stay. Will definitely book again!

Sitter Profile Image: Danielle C.
Verified Background Check
Sitter Profile Image: Danielle C.
Verified Background Check

15. 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: Amy B.
Verified Enhanced Background Check
Sitter Profile Image: Amy B.
Verified Enhanced Background Check

16. Amy B.

Love dogs more than humans!
Red Rock, NY, 12060
4.4 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.
Verified Enhanced Background Check
Sitter Profile Image: Eleana H.
Verified Enhanced Background Check

17. 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
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: Stephanie G.
Verified Background Check
Sitter Profile Image: Stephanie G.
Verified Background Check

18. 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.
Verified Background Check
Sitter Profile Image: April H.
Verified Background Check

19. 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.

Sitter Profile Image: Jennifer E.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer E.
Verified Enhanced Background Check

20. 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!

Search Map

Rover also offers House Sitting in:

Rover also offers other services in Chatham:


Rover.com is the simple, savvy way to find and book Chatham house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chatham on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chatham house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting