House Sitting in Chatham

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
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Sitter Profile Image: Zack B.
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Sitter Profile Image: Zack B.
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1. Zack B.

Worry-Free and Dependable Pet Care
North Eastham, MA, 02651
12.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
1 repeat client
from
$70
per night
Profile image

Zack house sat for us for six days, caring for our two shepherds. The house was immaculate, and he was polite and responsive to requests for updates. Thank you, Zack!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Paige N.
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Sitter Profile Image: Paige N.
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2. Paige N.

pet lover dedicated to helping
Barnstable, MA, 02601
16.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$65
per night
Profile image

We knew our high energy pups were in the absolute best hands with Paige!! They loved her immediately and our anxious doggo was totally at ease. She sent us a bunch of photos and left the house very clean! We were grateful to find such a genuine and caring person to love on our dogs while out of town— already planning to use Paige as a dog/house sitter in the future.

Sitter Profile Image: Alexa T.
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Sitter Profile Image: Alexa T.
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3. Alexa T.

Friendly Pet Sitters
Brewster, MA, 02631
7.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
52 reviews
9 repeat clients
from
$50
per night
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Alexa was awesome. Alexa stayed at our house with Ducky and 2 cats. Alexa was great with communication and a meet and greet. Alexa sent us plenty of pics and we were so happy with the care she gave our girls. We highly recommend Alexa and will book her in the future as well.

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Sitter Profile Image: Cait V.
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Sitter Profile Image: Cait V.
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4. Cait V.

Young professional who loves pets!
Yarmouth Port, MA, 02675
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
6 reviews
from
$40
per night

Cait was the most loving and kind caregiver to my dog. She provided a safe space for her full of activity, rest, and fun over the course of a weekend. Your pets are in the best hands with Cait!

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Sitter Profile Image: Margaret W.
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Sitter Profile Image: Margaret W.
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5. Margaret W.

Rover 101
Loving care when you’re not there!
Orleans, MA, 02653
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
7 repeat clients
from
$65
per night
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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

Sitter Profile Image: Lena M.
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Sitter Profile Image: Lena M.
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6. Lena M.

I love hiking and running!
Dennis, MA, 02660
10.0 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$55
per night
Profile image

Lena was perfection! She dog and house sat for us when we were away for 11 days. When we returned home our dog was naturally overjoyed to see us but, after the usual running around and thorough face lickings, he quickly settled down again to his normal content self. This told us that during his "staycation" with Lena, he felt comfortable and cared for, and that his normal routines--eating, taking walks, playing, sleeping-- had continued during our time away. We'd asked Lena not to overdo the playing with our fun-loving ball-centric guy because he had an injured leg that had been causing him to limp when he ran. Holding back is not easy to do because our pup is VERY persuasive when it comes to wanting to play fetch. Even so, when we got home, we were very pleased to see Brindle wasn't limping at all. When we returned, our house was in virtually the same condition it was when we left! Everything was where I'd left it, the floors were clean and swept, the kitchen and bathrooms neat and clean too. Lena even washed and dried the sheets and towels she'd used and left them for us in the drier! We did not have much need to ask about Brindle while we were away because all went well. When we texted Lena, she answered immediately. Will we ask her to housesit again? We sure will, and you should think about it too!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Helena W.
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Sitter Profile Image: Helena W.
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7. Helena W.

Local Cape Codder who loves animals
West Yarmouth, MA, 02673
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$70
per night

Helena has taken care of our two bulldogs on numerous occasions. She has stayed both in our home over several days and taken our pups back to her own home for safekeeping. She is loving, responsible, and most of all always in control wouldn’t handling our fur babies. We could not recommend her enough for her amazing dog watching services, even in a pinch, she will step in and look after our babes when we are in a pinch.

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Sitter Profile Image: Jackie D.
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Sitter Profile Image: Jackie D.
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8. Jackie D.

Love is a wet nose and tail wagging
Harwich, MA, 02645
8.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$100
per night

Jackie is the very best. My two pups usually take some time to warm up to people but I could tell they felt comfortable with Jackie right away. They had a great day with her and I would leave them with her again in a second!

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Sitter Profile Image: Grace R.
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Sitter Profile Image: Grace R.
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9. Grace R.

Pet-loving reliable college grad
West Dennis, MA, 02670
10.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$90
per night
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Grace is the best sitter we have found through Rover, hands down. We have two high energy pups with some specific needs and to add to it, one of them was had an upset belly for a few days while we were away. Grace took it all in stride, was very communicative, and made us very comfortable throughout her entire stay. HIGHLY RECOMMEND - we’re already sad she’s not in the area for the long haul!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Caitlin G.
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Sitter Profile Image: Caitlin G.
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10. Caitlin G.

Loves all dogs!
Chatham, MA, 02633
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$50
per night

Caitlin is an amazing, caring person. She has taken care of my elderly, blind, deaf dog over the past few years. My dog loves her, and is so comfortable and happy around her. My dog could not be in any better care than with her. There could not be a better dog caregiver than Caitlin. <3

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Sitter Profile Image: Greta W.
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Sitter Profile Image: Greta W.
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11. Greta W.

Let me care for your pet!
Brewster, MA, 02631
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$35
per night
Profile image

Greta was great. She accepted my last minute request and still made time to come meet my pups before I left that next morning. She took care of my house as well as my babies! Would definitely recommend if you’re looking for someone kind and reliable.

Sitter Profile Image: Brynn V.
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Sitter Profile Image: Brynn V.
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12. Brynn V.

Animal care is my passion!
Brewster, MA, 02631
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$65
per night

Brynn took excellent care of my dogs while we were away on vacation. We have 3 dog babies and a cat. She was attentive to all their medical needs ( 2 of them had medical issues going on). She made them feel so comfortable that when we returned they were sad to see her go! She updated us with pictures and texts throughout our vacation. She is clearly an animal lover I just can’t say enough positive things.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Laine K.
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Sitter Profile Image: Laine K.
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13. Laine K.

Your furry friend & me = ❤️
WEST HARWICH, MA, 02671
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$80
per night
Profile image

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.

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Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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14. Jessi C.

Active Aussie Mom
Harwich, MA, 02646
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Jessi is a an animal lover at her core. She shows the same care for your pet and she does her own. Her dog Luana has accompanied Jessi to work, hiking trails, weekend getaways and moved across the country with her. You can trust that Jessi will ensure your dog is fed on time, exercised as needed and snuggled with!

Sitter Profile Image: Jan G.
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Sitter Profile Image: Jan G.
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15. Jan G.

Loving, reliable & trusted by pets.
Chatham, MA, 02633
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
25 years of experience
from
$100
per night

About: I've been a pet owner ever since I was small child. From puppies & kittens, to rescues & even the occasional rabbit. My daughter now has a hamster and watching her care for a small pet brings back memories for me. While I am just starting out as having a pet sitting business, I can assure you, this new opportunity means the world to me by caring for our furry friends. Pet care is seamlessly integrated into my daily routine as I work from home, allowing me to provide constant attention, love, and professional care to my furry clients while your away. In both my home and clients' homes, I prioritize safety by creating pet-friendly environments, build trust through consistent care, and maintain a nurturing atmosphere for happy, healthy pets.

Sitter Profile Image: Diana B.
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Sitter Profile Image: Diana B.
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16. Diana B.

Dependable Dog walker & Pet Sitter
Orleans, MA, 02653
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$90
per night
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Diana took very good care of our boxer while we were away! I especially appreciate that she was experienced in handling reactive dogs and knew how to keep our girl out of trouble. We will be booking her again!

Sitter Profile Image: Sadie R.
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Sitter Profile Image: Sadie R.
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17. Sadie R.

Come join the pack!
Harwich, MA, 02645
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
1 repeat client
from
$75
per night
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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!

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Sitter Profile Image: Katie H.
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Sitter Profile Image: Katie H.
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18. Katie H.

Loving of all Animals
Harwich, MA, 02645
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$85
per night
Profile image

Katie was incredible. She transformed an anxious experience, leaving our animals behind being a first for our family, in a really beautiful and normal situation. She took care of our giant newfie and our cat for a few days and she was great doing it. She messaged us every day and send us pictures. The app as well was very easy to use, all the process without any errors. Thank you so much Katie, again and again. If you are me, don’t hesitate and choose her.

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Sitter Profile Image: Colleen F.
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Sitter Profile Image: Colleen F.
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19. Colleen F.

Leaving is ruff… Here to help!
Orleans, MA, 02653
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$150
per night

Colleen took care of our Amazon parrot and Maine Coon cat while we were out of the country. Our original sitters had a last minute emergency. Colleen graciously accepted the position. She was a wonderful communicator and took the utmost responsibility and care of our pets. She took care of them like they were her own with personal attention and consideration. She was sensitive to our concerns for their well being....so much so that she picked us up at the airport so we could not waste a moment getting back to them. Colleen will take great care of your furry friends.

Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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20. Mary S.

Walk and Wag
Chatham, MA, 02631
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$40
per night
Profile image

Mary was wonderful with our senior Aussie/Doodle. She was easy to coordinate and communicate with during Bogart’s 3 week stay. We will definitely use Mary again. And again. Thank you so much!

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Chatham House Sitting ratings

Overall Rating:
4.9 out of 5 stars

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

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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.

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