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: Margaret W.
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Sitter Profile Image: Margaret W.
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1.

Margaret W.

Loving care when you’re not there!
Orleans, MA, 02653
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$50
per night

Maggie was absolutely wonderful!! I had never booked anyone to come in and do overnights so was somewhat nervous since my dog has separation anxiety. Maggie sent pictures of Theo laid out on the floor with his pillow and was completely relaxed… even through the night!! She provided regular updates which was so appreciated! Elizabeth

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Sitter Profile Image: Elizabeth L.
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Sitter Profile Image: Elizabeth L.
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2.

Elizabeth L.

Everything You Need Under One Woof.
Harwich, MA, 02645
House Sitting, Drop-In Visits, Dog Walking
5.0
64 reviews
18 repeat clients
from
$100
per night

We picked Elizabeth to care for our Mom-attached Australian Shepard because of Elizabeth’s wonderful reviews. Elizabeth absolutely lived up to that stellar reputation, and then some! Our Aussie quickly accepted Elizabeth and had a normal life at our house while we traveled for five days. Thank you, Elizabeth, for all you did and for keeping us updated with text and photos each day.

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Sitter Profile Image: Brittany Q.
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Sitter Profile Image: Brittany Q.
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3.

Brittany Q.

Attentive + trustworthy!
West Yarmouth, MA, 02673
House Sitting
5.0
11 reviews
3 repeat clients
from
$50
per night

Brittany took care of our two cats and house sitted for a week. She is GREAT! Great communication and took great care of the cats and house. 100% recommended

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Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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4.

Morgan D.

Pawsitively Perfect Pet Sitting
Eastham, MA, 02642
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$90
per night

Morgan is amazing! She wrote down all the important details and made sure my pups were happy!! Definitely will book again!

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Sitter Profile Image: Paul F.
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Sitter Profile Image: Paul F.
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5.

Paul F.

Provincetown Dog Daddy
Orleans, MA, 02653
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
25 reviews
2 repeat clients
from
$100
per night

Paul is a wonderful “Daddy for a Day”! He took care of our standard poodle for a few days - while we had to go out of town unexpectedly. Paul is very conscientious, patient, understanding, and thorough. We received pictures and videos of our pup playing with his girl - Chaka - while we were away and it made us so happy to see that not only was our baby in a home where he is loved, but also he had a great time playing and romping with Chaka! They even went to the dog park multiple times!!

Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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6.

Mary S.

Walk and Wag
Chatham, MA, 02631
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
2 repeat clients
from
$40
per night

Thank you!

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Sitter Profile Image: Jack J.
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Sitter Profile Image: Jack J.
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7.

Jack J.

Local, Responsible, Animal lover!
BREWSTER, MA, 02631
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$65
per night

Jack took such good care of my dogs, and I will 100% ask again the next time I go out of town. He maintained my dogs activism lifestyle with long walks in new places and playtime at the park. Jack’s warmth and kindness for animals made it really easy for me to leave my dogs with him. They loved him immediately. Thank you Jack!

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Sitter Profile Image: Bradlie M.
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Sitter Profile Image: Bradlie M.
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8.

Bradlie M.

Caring for your pets as if my own!
Dennis, MA, 02670
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$32
per night

Bradlie is truly a wonderful caregiver for dogs. She is very level-headed, caring, and patient. I would trust her with my dog without a doubt.

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Sitter Profile Image: Chris B.
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Sitter Profile Image: Chris B.
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9.

Chris B.

The Cadillac of pet care
Orleans, MA, 02653
House Sitting, Drop-In Visits, Dog Walking
5.0
33 reviews
8 repeat clients
from
$100
per night

Sorry. Chris isn't the "Cadillac" of pet care. He is the Lamborghini! 5+ stars for sure! Chris was great with our senior, gal Indi. He treated Indi and our home with care. We got constant updates, pics, and info about home. After we booked Chris, Indi's vet put her on a diet and daily meds. Chris was fine with new requests after the fact. He was very flexible with instructions and our schedule. Will definitely book again.

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Sitter Profile Image: NoNo N.
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Sitter Profile Image: NoNo N.
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10.

NoNo N.

NoNo the dog lover!!!! 🐶💕
Brewster, MA, 02631
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$80
per night

Without reservation I would recommend NoNo as a dog walker/dog sitter. Her passion for dogs is evident by the way they respond to her. She has cared for my 2 small dogs many times in my home, and has also cared for them overnight when I've needed her. She is dependable, trustworthy and a very caring person. I love that she shared pictures and short videos of my girls so I could relax knowing they were happy and being well cared for. NoNo is the best!

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Sitter Profile Image: Laine K.
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Sitter Profile Image: Laine K.
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11.

Laine K.

Your furry friend & me = ❤️
WEST HARWICH, MA, 02671
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$100
per night

Laine was amazing…gentle, calm, patient, reliable, caring. She stayed with my elderly, timid dog in my home for 5 days. She sent me updates and pictures daily and left the house and kitchen pristine. I would highly recommend.

Sitter Profile Image: Zachary M.
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Sitter Profile Image: Zachary M.
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12.

Zachary M.

Your dog is my best friend!
Chatham, MA, 02642
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
25 reviews
6 repeat clients
from
$50
per night

Zachary was an amazing dog sitter! It is clear that he is a dog lover-- he truly went above and beyond. He took my dog on adventures to the park and the beach and sent me lots of cute pictures. He had a tracker so I could see her activities and even embroidered her bandana with her name! She came home very tired and happy. I would highly recommend Zachary, and Gizmo is looking forward to the next time she stays with him.

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Sitter Profile Image: Rylee N.
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Sitter Profile Image: Rylee N.
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13.

Rylee N.

excited to meet your pup🐾
Harwich, MA, 02645
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$75
per night

Rylee is a dedicated, honest, kind, lover of animals. She has amazing skills of connection with dogs. She will exceed your expectations if you give her the opportunity.

Sitter Profile Image: Anna J.
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Sitter Profile Image: Anna J.
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14.

Anna J.

Local who loves animals!
Orleans, MA, 02653
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$100
per night

Anna was wonderful with our sweet labradoodle. She stayed at our home and took great care of our pup, going for long walks and sending us photos to keep us up to date. Anna is a warm and caring person and we will definitely will call her again! Thanks Anna!

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Sitter Profile Image: Courtney D.
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Sitter Profile Image: Courtney D.
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15.

Courtney D.

Active, loving, and reliable!
Chatham, MA, 02659
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
from
$65
per night

About: Hi! I’m Courtney and an ultimate dog lover. I’ve had my own pup Taco for 7 years, and several family dogs since before I can remember. Taco and I are always at the beach or taking long walks in the woods and we love having our friends dogs over for sleepovers when their parents go away! I work at a local elementary school, so I’d be able to walk your pup before school and again when I’m home at 2 ish. I’m available for boarding on weekends, and weekdays after 2! I have a fenced in back yard and as mentioned, Taco, to keep your dog company while I’m working. Otherwise, they’ll always be with me! I have experience with dogs of all ages- I’ve fostered puppies while they wait for their forever homes and I’ve loved elder dogs as well! I’m happy to follow any routine your pup is used to and can set up a crate if need be. Otherwise your dog can have free range of the house, couches and beds included!

Sitter Profile Image: Marie V.
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Sitter Profile Image: Marie V.
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16.

Marie V.

Dogs are the best!
Orleans, MA, 02653
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
8 repeat clients
from
$70
per night

Marie was wonderful! She provided activity and companionship to my pup. He was exhausted and content when I returned! Would highly recommend!

Sitter Profile Image: Lauren P.
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Sitter Profile Image: Lauren P.
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17.

Lauren P.

I welcome all pets!
Harwich, MA, 02645
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$60
per night

Lauren is a very reliable and kind person with a real love for her 4 legged friends. Lauren will take care of you dog's walking needs with compassion, a love of the outdoors and common sense to keep your dog healthy and happy. I would highly recommend her.

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Sitter Profile Image: Sadie R.
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Sitter Profile Image: Sadie R.
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18.

Sadie R.

Suns out tongues out
Harwich, MA, 02645
House Sitting, Drop-In Visits, Dog Walking
5.0
58 reviews
from
$75
per night

Sadie did a wonderful job of looking after Otis this past weekend - lots of great walks with new friends and hanging out at home with Sadie and Tut! Would highly recommend!

Sitter Profile Image: Julia K.
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Sitter Profile Image: Julia K.
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19.

Julia K.

Happy Tails!
Chatham, MA, 02633
House Sitting
1 review
from
$125
per night

Julia expertly managed our household of four pets while we were away for a week. She stepped in to seamlessly administer medications and follow feeding schedules. We received regular photos and updates about our dogs and cats. And we returned home to a clean and orderly house. We are so thankful to have Julia take care of our pets!

Sitter Profile Image: Gwen J.
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Sitter Profile Image: Gwen J.
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20.

Gwen J.

Fun, caring, kind
Chatham, MA, 02650
House Sitting, Drop-In Visits, Dog Walking
13 years of experience
from
$40
per night

About: I have grown up with dogs all my life of different breeds and sizes. I live in a family home in the summer with upwards of 7 dogs at a time. I have dog sat and loved to get to know other dogs. I know dog CPR but luckily never had to use it! I love to walk and sometimes run but am smart about overheating and hot pavement, especially on hot summer days. I have a flexible schedule where I am looking to fill in gaps on Mondays, Wednesdays, Fridays and weekends! I am mostly free in the morning and afternoons. I care about the happiness and care of my animals at home. I like to keep them buys and meting their daily energy needs. I love my animals and hope to meet child friendly and people friendly dogs!

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Chatham House Sitting ratings

Overall Rating:

House sitters in Chatham are rated on average 4.9 out of 5 stars based on 30 reviews.


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