Dog Sitting Wilton

Book a Wilton dog sitter to watch your dog in your sitter’s home or yours.

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Over 43
pet parents in Wilton have booked dog sitting

Wilton, Find top rated dog sitting

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

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Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$30
per visit
5.0 out of 5 stars
34 reviews
11 repeat clients
17 years of experience
Westport, CT, 06880

I have used Tatiana for kitty sitting twice now. She in efficient, attends to detail and is very loving toward Bella. I will call in her again and again!

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Sändra A.
Sitter Profile Image: Ian S.
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Ian S.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Wilton, CT, 06897

About: I’ve had animals since I was a little kid. Chickens, dogs, cats, bunnies, chinchillas…you name it! I love animals and can’t wait to care of some of yours! I just graduated from Hamilton College and home for the summer before I start work. I have all the time in the world and would love to spend it with some furry friends! I love taking dogs for walks and inviting them over to my house to play with my animals. Creating the best staycation for your dog is my number 1 priority.

Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$30
per visit
4.9 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Fairfield, CT, 06824

Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.

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Bianca M.
Sitter Profile Image: Maria & Jake S.
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Maria & Jake S.
from
$25
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Wilton, CT, 06897

Thanks for being awesome and responsive! Jake is a calm experienced dog handler that was able to handle Phoenix and Sundae’s energy!

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Josh S.
Sitter Profile Image: Dominique P.
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Dominique P.
from
$15
per visit
6 years of experience
Norwalk, CT, 06850

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$35
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
10 years of experience
Norwalk, CT, 06851

Katherine was amazing with Sam. She was super patience in learning his schedule and was on time. I was super impressed he felt comfortable being around her, he usually hides. That means she have a good energy haha i will def be booking with her again.

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Pam C.
Sitter Profile Image: Isabelle G.
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Isabelle G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Wilton, CT, 06897

Isabelle has taken great care of my cats. She is very responsible and has a great personality.

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Catherine M.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
30 years of experience
Weston, CT, 06883

The pets were well taken care of and loved. Christina did a wonderful job.

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Jo Ann M.
Sitter Profile Image: Theresa K.
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Theresa K.
from
$18
per visit
20 years of experience
Norwalk, CT, 06851

About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of

Sitter Profile Image: Maria F.
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Maria F.
from
$30
per visit
4 years of experience
Wilton, CT, 06897

About: I’m patient, reliable, and truly care about every dog I walk. I pay attention to their behavior, energy, and comfort so they feel safe and happy. I follow instructions closely and treat every dog like my own. I’m available for pet care in the afternoons after 3pm on weekdays, as well as all day on weekends. I offer walks, drop-ins, and boarding when you’re away on vacation. I always prioritize safety, trust, and comfort. In my care, pets are supervised, kept on their routine, and treated gently and patiently. In a client’s home, I respect their space and follow all instructions carefully to make sure the pet feels secure and comfortable.

Sitter Profile Image: Dani H.
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Dani H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
17 reviews
13 repeat clients
8 years of experience
Fairfield, CT, 06824

Dani is great -- my dog loves her! She's communicative, trustworthy, knowledgeable, and clearly loves dogs. She takes great care and even sent me a photo of something she noticed on my dog, which I truly appreciated. I can relax knowing my dog is in great hands with Dani!

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Sarah B.
Sitter Profile Image: Erin & Caitlin M.
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Erin & Caitlin M.
from
$20
per visit
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
Ridgefield, CT, 06877

I cannot thank Erin enough for a last-minute request fulfilled! She was/is very professional, communicates like a champ, and took care of Shootz like he was her own! Full comfortability leaving not only my pup in her hands but also my home. She even cleaned the doggy bowl and another dish! WOW-FIVE STARS!

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MATTHEW C.
Sitter Profile Image: Piper M.
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Piper M.
from
$20
per visit
10 years of experience
New Canaan, CT, 06840

About: I've been a proud dog owner for more than a decade and have happily cared for two cats for the past four years. My experience has given me a deep bond and understanding of pets, making me your go-to teen for fun and reliable pet care! I’m currently working part-time and have flexible hours during the summer, giving me plenty of time to dedicate hanging out with pets, ensuring they receive all the love, attention, and exercise they need! When caring for pets at my client's home or during walks, I prioritize comfort and safety. I can create customized care routines and ensure they have clean, comfortable areas with access to food and water. During walks, I tailor activities/duration to their energy levels. Plus, I try to have regular communication with pet owners in order to keep them informed and reassured about their pet's well-being.

Sitter Profile Image: Amy C.
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Amy C.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
40 years of experience
Westport, CT, 06880

Can’t wait to have her back again! She sent me photos, filled me in on my nervous dog and was so concerned for his safety. Grateful to find someone near me. Thank you!

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Christina M.
Sitter Profile Image: Briana S.
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Briana S.
from
$19
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Norwalk, CT, 06851

Briana was super attentive with watching my cat Davie while I was away for a week. She was super communicative with sending regular updates and managed to get Davie to come out of her shell a bit & play (she’s generally very shy)!

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Sofia L.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$30
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
12 years of experience
Wilton, CT, 06897

About: I have taken care of dogs and cats of every kind since I was 16. I have fed, walked, bathed, and played with neighbors, friends, and family’s pets. I have experience with many dogs: poodles, goldens, labs, terriers, bull dogs, Siamese cats… etc. I am currently working full time during the week: I am working: hours are 8-3:30 for work Monday-Friday. I Can walk dogs or do drop in visits after 3:50 on Monday-Thursday. I can house sit any days of the week. I ensure that client’s houses are kept clean and that the animals are fed, clean, and happy. I also have experience brushing long haired dogs, and also Spoil the animals I care for with toys and treats! Playing with the pups is a must in my book! Squeaky toys, frisbees, tennis balls, and bones are huge winners for the playful pups, and snuggling with the dogs are always fun.

Sitter Profile Image: Lydia B.
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Lydia B.
from
$15
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Norwalk, CT, 06850

Lydia was great caring for my cat, Elsie, while we were away for a long weekend. She is very responsive and we would definitely book her in the future!

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Hannah A.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$20
per visit
4.3 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Norwalk, CT, 06855

I was a bit hesitant leaving her with anyone, BUT SHANNIA is fantastic with my English Bulldog! She has a right shoulder injury and Shannia picks my dog up (weighing 54 lbs) up and downstairs! She wipes her 🐾 really good! She is amazing

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Linda L.
Sitter Profile Image: Juston P.
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Juston P.
from
$15
per visit
27 years of experience
Weston, CT, 06883

About: I have been around dogs and cats my whole life. I currently have a puggle named Riggs who is almost 2. He is very friendly and loves other dogs. I also have a senior yellow lab named Bailey who is friendly as well. I work in the maritime industry as an engineer and have a lot of free time! I work in the maritime industry so I essentially work 6 months out of the year. I have a lot of free time so most days I’m available to care for a pet. I live in a cottage with a yard. I typically sit outside with my dog and watch him. I typically never let him outside alone and always have him in sight.

Sitter Profile Image: Sarah N.
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Sarah N.
from
$18
per visit
40 years of experience
Norwalk, CT, 06850

About: I have had dogs and cats since I was three years old. I currently own and operate a horse farm and also have three dogs and a cat. I have previous dog walking and house/pet sitting experience. I am a small business owner with a flexible schedule, ready to tend to your pet’s needs. Available throughout the day and for overnights. I am willing to travel to your home to keep your pet it its already established routine so that you can enjoy your time away knowing your pet is with a loving caregiver in your own home.

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The median cost per visit for dog sitting in Wilton is $25

Dog parents share their Rover experiences - Wilton

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5.0 out of 5 stars

Nicky was great with our two large dogs. The older one, 10, has always been very suspicious of new people, but Nicky cracked the code! Definitely a true dog lover. We will definitely use her services again when needed.

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Jennifer B.
Drop-In Visits
5.0 out of 5 stars

You can really tell that Campbell loves pets. He was very communicative and also cleaned up some accidents which I appreciated! Will def use him again.

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Vicki M.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Wilton average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Wilton

Frequently asked questions about Rover

The average cost for Dog Sitting in Wilton on Rover is $24.42 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 4,622 sitters on Rover offering Dog Sitting across Wilton. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wilton stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wilton choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Wilton with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Wilton. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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