House Sitting in Chappaqua

Find a loving house sitter to watch over your pets and your home.

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Top rated Chappaqua house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
30 years of experience
Bedford Hills, NY, 10507

My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.

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Robert A.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
75 reviews
19 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer took great care of our cat Remy, who requires medicine multiple times a day. She provided us with several photos/ updates and was super nice and reliable to work with! Would definitely book again.

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Samantha M.
Sitter Profile Image: Alyssa & Michael s.
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Alyssa & Michael s.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
11 repeat clients
10 years of experience
White Plains, NY, 10605

I’m not kidding, I’m tempted to gatekeep but won’t because Alyssa deserves all the love and dog jobs in the world. Seriously, best dog sitter ever. Thoughtful, sent daily summaries and photos, my reactive dog was so HAPPY!!! I feel truly lucky to have found her. 10/10. She is the best. Will rebook again and again and again as long as she wants to keep watching pups.

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Sarah B.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
23 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

Margaret was wonderful with Archie. She was easy to communicate with and reliable. Will definitely be working with her again!

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Nancy P.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$85
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.

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Dina M.
Sitter Profile Image: Lana B.
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Lana B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
88 reviews
49 repeat clients
8 years of experience
South Salem, NY, 10590

Lana is amazing!! She watched our 2 dogs and 1 cat while we were away for a week. She gave them tons of attention, was thoughtful with her care and pet stimulation, and very responsive. She also left our house clean and went above and beyond in caring for our space. We can’t wait to book Lana again

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Holly C.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
7 years of experience
Ossining, NY, 10562

Brandon F. was FANTASTIC! He gave regular updates and sent photos of our Lucy to us. It was so great to be able to relax and know that our beloved pet was in good hands with Brandon. Would absolutely book him again!

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John G.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$25
per night
4.7 out of 5 stars
11 reviews
2 repeat clients
3 years of experience
Croton-on-Hudson, NY, 10520

Alexandra did an amazing job! My GSD was clearly loved and had a great time!

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Adam O.
Sitter Profile Image: Corinne C.
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Corinne C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
5 years of experience
Peekskill, NY, 10566

Corinne did a fantastic job watching our 8 month old Bernedoodle for the first time while my husband and I were out of town! She was communicative, sent us pictures, gave her lots of activity, and snuggles. Would definitely book Corinne again for dog sitting!!

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Kelsey E.
Sitter Profile Image: Marissa D.
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Marissa D.
from
$80
per night
5.0 out of 5 stars
114 reviews
20 repeat clients
4 years of experience
Mt Kisco, NY, 10549

This was my first time using Rover and Marissa made it a great experience! She was very proactive in her communication, sent lots of pictures and took great care of my dogs. I will definitely book her again and strongly recommend her!

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Tom C.
Sitter Profile Image: Julia L.
Verified Background Check
Julia L.
Star Sitter
from
$155
per night
5.0 out of 5 stars
69 reviews
40 repeat clients
30 years of experience
Nyack, NY, 10960

Julia was great! She sent lots of photos and our dog and cat were well taken care of, not easy with a big 75lb puppy. She also left the house cleaner than I think we left it. She's great

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Michael K.
Sitter Profile Image: Zuleyka H.
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Zuleyka H.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Morris Heights, New York, NY, 10453

Great communication, on time, sweet and responsible with my fur baby, and overall would highly recommend!

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Emma B.
Sitter Profile Image: Grace F.
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Grace F.
from
$55
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Yorktown Heights, NY, 10598

Grace was amazing! She took great care of all of our pets. We will happily hire her again in the future!

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Emile B.
Sitter Profile Image: Dana S.
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Dana S.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
New Rochelle, NY, 10804

Dana is reliable and conscientious housesitter/dogsitter. My dogs and home seemed well cared for on my return home! I look forward to using her services again.

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Cheryl B.
Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$135
per night
5.0 out of 5 stars
63 reviews
24 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky was amazing as a live-in cat sitter for my elderly cat!! She was able to give him pills and inhalers easily. She sent me frequent updates and left my home spotless. Can’t recommend enough!!

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Eleni D.
Sitter Profile Image: Andrea G.
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Andrea G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
48 reviews
9 repeat clients
19 years of experience
White Plains, NY, 10605

Andrea was great with Ruby! She was super communicative, on time, respectful and sweet with my puppy. She also sent a bunch of pictures which I love! Ruby is nervous meeting people at first and Andrea didn’t force anything and made Ruby feel so comfortable she was sleeping for most of their time together - a great sign she was relaxed and comfortable! Thank you again

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Katie G.
Sitter Profile Image: Bri M.
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Bri M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
5 repeat clients
5 years of experience
Port Chester, NY, 10573

Bri house sat my two dogs. She was wonderful, flexible and very responsive and responsible. Very good communication. My dogs were happy. I recommend Bri!

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Debra B.
Sitter Profile Image: Danny D.
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Danny D.
from
$50
per night
5.0 out of 5 stars
81 reviews
33 repeat clients
20 years of experience
Pleasantville, NY, 10570

Danny was so fantastic with our two dogs, Hudson and Bella. Hudson tends to jump up and bark at other pups, while Bella is a nervous dog and gets startled easily. Danny was great with both of them and their unique personalities. Danny was also super communicative, sending pics/videos, which was helpful and reassuring while we were away. I'd highly recommend him and will use him again in future when we go away.

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Robin M.
Sitter Profile Image: Cameron G.
Verified Background Check
Cameron G.
from
$80
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
4 years of experience
Mount Kisco, NY, 10549

Cameron was very responsive, communicated well and often, and took great care of my dog. She was very respectful around the house and was always on time. She did a great job and I'll be using her again.

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Helen S.
Sitter Profile Image: Jacqueline P.
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Jacqueline P.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
8 years of experience
White Plains, NY, 10606

Jacqueline did an excellent job house sitting for us for our dog and cat. She was responsible and communicative throughout the 5-day trip and we felt very relieved that our home and pets were in good hands. We look forward to booking with her again soon!

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Lisa M.
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Over 4
pet parents in Chappaqua have booked house sitting

Chappaqua pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Becky was simply amazing. Big storm, power went out, and she took care of our Bear and could not have been more pleasant and upbeat while we were away. I would give her 10 stars if I could.

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Timothy D.
House Sitting
5.0 out of 5 stars

Kyla was great with Dak. She took him on tons of walks and was very respectful of my home and space.

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Nolan R.
House Sitting
5.0 out of 5 stars

Jennifer took great care of our cat Remy, who requires medicine multiple times a day. She provided us with several photos/ updates and was super nice and reliable to work with! Would definitely book again.

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Samantha M.
House Sitting
5.0 out of 5 stars

Naomi was so wonderful with my dogs. When we got home, they were so happy and excited. I could tell that they were well cared for. They took to her right away, and they responded to her gentle nature. On a side note, the house was tidy, the weeks mail had been brought in as we requested, and she was a perfect house guest.

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Olimpia G.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chappaqua is $60

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chappaqua average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chappaqua on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Chappaqua house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 13,904 house sitters in Chappaqua. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 82% of Chappaqua house sitters respond in under an hour.

House sitters in Chappaqua have an average of 13 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chappaqua.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chappaqua house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.