House Sitting in Chesterfield

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

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Top rated Chesterfield house sitters

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

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Sitter Profile Image: Amadie C.
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Amadie C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
Swanzey, NH, 03446

I'm so lucky to have found Ami. She was caring, my puppy loves her from the start. I felt very comfortable leaving my dog in her care. She was also very punctual and sent constant updates and great pictures.

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Dan W.
Sitter Profile Image: Stephanie T.
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Stephanie T.
from
$80
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
45 years of experience
Keene, NH, 03431

Stephanie took great care of my pup and my house, communicated well and really loves dogs! She takes her responsibilities seriously, is willing to ask questions and exceeds expectations.

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Mary C.
Sitter Profile Image: Louisa M.
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Louisa M.
from
$63
per night
4.9 out of 5 stars
64 reviews
31 repeat clients
15 years of experience
Brattleboro, VT, 05301

Louisa was a wonderful dog sitter, taking fantastic care of Callie and keeping us updated frequently while very responsive to any question. We’d definitely recommend her!

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Nick J.
Sitter Profile Image: Mackenzie G.
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Mackenzie G.
from
$40
per night
20 years of experience
Putney, VT, 05346

About: I’ve been caring for animals since grade school and truly can’t remember a time without pets in my life. I grew up with two dogs, Bailey and Shakespeare, a cat named Tooka, and a rotating cast of birds, fish, hermit crabs, and other small chaos-makers. I’m very comfortable with all kinds of pets, personalities, and quirks. 😊 For over a decade, I’ve been my sister’s go-to pet sitter, and more recently I spent three years in Southern Vermont house and pet sitting, caring for homes and animals of all shapes, sizes, and energy levels. As a seasoned thru hiker and outdoor enthusiast, I love taking pups for long walks and soaking up the sun. I’m quick to respond, reliable, and responsible. I also genuinely love hanging out with animals and making sure they feel safe, relaxed, and a bit spoiled while you’re away. I recently returned home from New Zealand, where I spent four months thru-hiking the length of the country. I’m now back in the suburbs of Philadelphia working as a substitute teacher. I’m an early riser and usually wrap up with work around 2:30pm. That schedule gives me plenty of flexibility for pet care. I’m available for morning feedings and walks, afternoon check-ins after school, and evening visits as needed. I’m happy to work around your pet’s normal routine to keep things consistent, calm, and comfortable while you’re away. Please share your pet’s routine, preferences, and any specific care instructions. I’m happy to follow them closely. I’m flexible and committed to caring for your pets in a way that matches how you would care for them, so they feel safe, comfortable, and at ease while you’re away.

Sitter Profile Image: Elias V.
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Elias V.
Star Sitter
from
$80
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
19 years of experience
Putney, VT, 05346

Elias did a wonderful job with Birdy. We are so happy to have found Elias. The house was neat as a pin. Birdy was well cared for. She had an immediate connection with Elias.

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Marybeth P.
Sitter Profile Image: Haley C.
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Haley C.
from
$100
per night
5.0 out of 5 stars
92 reviews
35 repeat clients
17 years of experience
Hinsdale, NH, 03451

Haley did a wonderful job taking care of our dog. She was respectful, on time, and caring. We would highly recommend Haley to anyone seeking care for their pet.

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Steven L.
Sitter Profile Image: Amelia L.
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Amelia L.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
13 years of experience
Walpole, NH, 03608

super responsive and wonderful with our pup!

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Gad N.
Sitter Profile Image: Benjamin J.
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Benjamin J.
from
$27
per night
10 years of experience
Dummerston, VT, 05301

About: I've grown up with & taken care of cats and small-to-medium sized dogs, even adopting & caring for one while living abroad, and would love to get to know yours! I'm a teacher who lifeguards over the summer, so any schedule is fine. Morning , midday, and evening attention / care is what I'm here for. Whatever instructions you give will be followed to the letter. Outside of that, I've always been a big animal person so if your pet is with me, I treat them as my own.

Sitter Profile Image: Kendra K.
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Kendra K.
from
$70
per night
5.0 out of 5 stars
65 reviews
15 repeat clients
20 years of experience
Warwick, MA, 01378

We’ve had quite a few sitters over the years, and Kendra is the best! So professional and easy to work with. I booked our travel (flights, rental car, everything!) for the wrong week, and she was still able to work with us even though I realized it last minute and had to make changes. So grateful to have found her!!

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Drew H.
Sitter Profile Image: Scarlett F.
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Scarlett F.
from
$20
per night
3 years of experience
Keene, NH, 03431

About: I used to babysit for my friends, family membersand & neighbors. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. I'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.

Sitter Profile Image: Nadine N.
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Nadine N.
from
$150
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Keene, NH, 03431

What a dear person. Nadine is a natural with knowledge and a love of animals. She showed great judgement, and was kind enough to let me know when our cat was in for the night. She was thoughtful, and clearly is great with animals. Our cat was thoroughly in love.

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Victoria F.
Sitter Profile Image: Grace Z.
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Grace Z.
from
$90
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Keene, NH, 03431

Grace was fantastic! She was warm, bubbly, and instantly connected with our dogs—they were snuggling with her before we even left the garage. She was incredibly flexible and kept us updated with pictures throughout the stay. She gave us so much peace of mind, especially with our 14-year-old senior dog. We’d love to have her back anytime!

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Caroline K.
Sitter Profile Image: Kaliyah T.
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Kaliyah T.
from
$50
per night
9 years of experience
Westminster, VT, 05346

About: Hey! I'm Kaliyah, though I'd prefer to be called Lynx. I've always been an animal lover at heart. I had a lot of pets growing up. Since I was five years old, I've cared for cats, dogs, even geckos! I'm comfortable with all sizes and personalities, whether it's sassy or affectionate cats, playful or stubborn dogs, or anything in between! I know both cat and dog body language like the back of my hand. I have experience with seniors as well and am happy to learn whatever I need to keep your furry friend happy! I'm taking a break from school and work right now so I can focus on my IOP, which takes place 12-3 on Tuesdays, Wednesdays, and Thursdays. Aside from that, I'm free any time of day, as well as flexible! I also plan on returning to school when possible to become an auto mechanic. I can't wait to meet your pets! I'm currently taking a break from work and school for my mental health so I'll have plenty of time to look after your furry friend! I currently co-own a great pyrenees with my dad, meaning I have experience with stubborn, large, long haired dogs. I live with several pets, meaning I know how to safely break up fights when necessary.

Sitter Profile Image: Carter M.
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Carter M.
from
$55
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Winchester, NH, 03470

Absolutely great sitter! Would definitely work with Carter again.

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Ted S.
Sitter Profile Image: Lori L.
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Lori L.
Star Sitter
from
$120
per night
5.0 out of 5 stars
100 reviews
39 repeat clients
15 years of experience
Greenfield, MA, 01301

Lori is awesome. She watched our senior dog and our 2-year-old dog in our home for a week-long trip. She communicated very well and sent tons of pictures. She gave medications to our senior dog (who requires a lot of patience) and kept our younger dog well exercised. When our flight home got delayed, Lori was super understanding and flexible during the uncertainty. Our house was spotless when we got home. Lori is a true professional and we'd recommend her without hesitation. Thank you, Lori, for giving us peace of mind while we were away.

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Susan H.
Sitter Profile Image: Karen K.
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Karen K.
from
$75
per night
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Vernon, VT, 05354

Yes, yes, Karen took great care of our pet, Cinder, and our home while she was here. Easy communicator, responsible, and kind. I am so glad to have found Karen and look forward to calling on her again!

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Sara S.
Sitter Profile Image: Hannah T.
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Hannah T.
from
$85
per night
5.0 out of 5 stars
1 review
8 years of experience
Swanzey, NH, 03446

About: I’ve taken care of a tons of breeds of pups. I have taken care of dogs from puppies to older dogs as old as 17 years old. I have been taking care of dogs ever since I was little. I am able to walk, feed, play fetch, provide overnight care, and make sure your home is safe and sound while you need assistance. I look forward to meeting your pups! I’m able to provide care for your pups as I have a flexible schedule and am able to work around when you need assistance with your pups! I will care for your pets and give them attention constantly. I wake up early and feed them, and make sure they are all set for the day. I will snuggle with them and make sure they are safe :)

Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Newfane, VT, 05345

About: I grew up with animals my whole life and I’ve helped taken care of friends and families animals. I also used to work at a farm and help with those animals many times. I have two babies at home that I take care of 24/7. I’m a stay at home mom who would have plenty of time on my hands every day. I have a big backyard where pups can go out and walk and have fun. I have a dog crate if needed and I have a dog of my own and cats of my own for your fur babies to love.

Sitter Profile Image: Nicole F.
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Nicole F.
from
$60
per night
5.0 out of 5 stars
1 review
4 repeat clients
2 years of experience
Hinsdale, NH, 05301

About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!

Sitter Profile Image: Leslie M.
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Leslie M.
from
$32
per night
1 year of experience
Brattleboro, VT, 05301

About: hi! I am new to pet care, I have taken care of children my whole life! I am Looking forward to gaining experience and knowledge! I am a college student first so I tend to only sit during the weekends, or after class on weekdays if necessary. I’m slightly flexible though! Feel free to reach out :) In your home, I do my best to keep everything just the way your pet (and you!) like it. I follow your routines, stick to their feeding and potty schedules, and give lots of love and attention so they feel totally at ease while you’re away. I’m tidy, respectful, and treat your space like it’s my own. In my home, your pet will be treated like royalty—with a comfy place to nap, toys to play with, and plenty of one-on-one attention. I only take in pets I know I can fully care for, so your furry friend always gets the time and love they deserve. Whether I’m visiting them or hosting them, I make sure every pet feels safe, special, and very, very loved.

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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 Chesterfield 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 Chesterfield 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 Chesterfield 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 Chesterfield 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 258 house sitters in Chesterfield. 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, 88% of Chesterfield house sitters respond in under an hour.

House sitters in Chesterfield have an average of 15 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 Chesterfield.

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. Chesterfield 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.