Dog Sitting Wilton

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

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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: Nadine N.
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Nadine N.
from
$32
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Keene, NH, 03431

“Nadine did an amazing job with our cat. Lots of playtime and pets when she stopped by for an evening drop-in. She kindly sent videos and pictures too! We hope to use Nadine again in the future!”

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Tim H.
Sitter Profile Image: Jeanne W.
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Jeanne W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 56 reviews
17 repeat clients
20 years of experience
Haverhill, MA, 01835

“Jeanne was great and very responsive. I had full confidence my cats were being well cared for while I was away. I would definitely recommend Jeanne and hope to reschedule her services for future dates.”

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Zach H.
Sitter Profile Image: Mattison T.
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Mattison T.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
2 years of experience
Dracut, MA, 01826

About: Ive been a dog trainer for about 4 years. I specialize in reactive dog handling and went through intense training myself in Maine for 6 months to be able to do what I do & would love to work with your dog/dogs. I have training in working with all type of breeds & temperaments. I currently work part-time as a dog trainer, so pet care fits naturally into my daily routine. I’m available for walks, drop-ins, and training sessions throughout the week, with the most flexibility in the afternoons and evenings. Your dog’s safety and comfort are my top priorities. I create a structured, low-stress environment by sticking to your dog’s routine as closely as possible while also reinforcing calm behavior and good habits. I have experience handling dogs of all temperaments, including reactive and high-energy dogs, and I’m always mindful of body language and triggers to prevent issues before they start.

Sitter Profile Image: Roxanne D.
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Roxanne D.
from
$30
per visit
5.0 out of 5 stars
• 35 reviews
15 repeat clients
10 years of experience
Littleton, MA, 01460

“Roxanne came and checked in on my cat everyday for 2 weeks. I got pictures and videos and felt so happy knowing my baby was being well taken care of. Usually my cat has separation anxiety but when I came back she seemed so happy and healthy!”

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Alexia I.
Sitter Profile Image: Arrow C.
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Arrow C.
from
$15
per visit
4.5 out of 5 stars
• 3 reviews
1 year of experience
Methuen, MA, 01844

About: I have always had a passion for animals, which I have actively pursued through animal care work and volunteering. These experiences have taught me the importance of having a safe, clean, loving, and happy environment for all animals! I currently have open availability, I am available on demanding hours such as; weekends, weekdays, holidays, and long hours. I have no problem with transportation, and can show up when needed! I have a fenced in yard with two of my own dogs at home. I also have animal daycare experience and can easily prioritize the safety and well being of all animals!

Sitter Profile Image: Robert K.
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Robert K.
from
$38
per visit
27 years of experience
Deering, NH, 03244

About: Pet Care Experience — From Horses to Cats to Dogs My life with animals began long before it became a profession. At 14 years old, I started caring for horses — feeding, grooming, riding, exercising, and treating them as family. Horses taught me early lessons in patience, responsibility, and the importance of daily, consistent care. They also showed me how powerful the bond can be when animals are treated with respect and love. By 16, that passion grew into the dog world when I had the opportunity to be mentored by a close friend who was a Police K9 handler. That mentorship changed my life and set me on a path that would define my career. I began training at a K9 school in my hometown in New Hampshire, where I learned the foundations of K9 behavior, obedience, care, and handling of working dogs. I poured everything I had into learning the craft. After a year of dedicated internship and training, I taught my first class at just 17 years old. From that moment, I knew this was more than a job — it was a calling. Over the years, my experience grew into becoming a Police K9 handler in New Hampshire, followed by serving as a trainer and instructor for the NH Police K9 Academy through the Working Dog Foundation. I worked daily with high-drive working dogs and their handlers, focusing on discipline, safety, trust, and performance in real-world environments. After completing my full-time police career, I continued my K9 journey overseas, spending eight years in the Middle East providing private K9 handling and instruction in support of Army operations and Private Security detachments. Working in demanding and high-stress conditions further refined my skills and reinforced the importance of calm leadership, consistency, and deep respect for the dogs that depend on us. At the same time, I never stopped helping everyday families with their pets. Training and caring for family dogs — from energetic puppies to older companions — has always been just as important to me as working with professional K9 teams. I believe every dog deserves structure, patience, and loving guidance so they can thrive as well-behaved members of the family. Alongside my deep dog experience, my connection to cats comes from being a devoted cat owner. My wife and I shared our home with two amazing cats for about eight years, caring for them daily and loving them as part of our family. Living with cats taught me to appreciate their unique personalities, their need for gentle handling, respect for space, and the importance of calm, consistent routines — especially in a home shared with dogs. While my background with cats is personal rather than professional, it comes from genuine love and hands-on care as a pet parent. Through every chapter — horses, dogs, and cats — one thing has never changed: I treat animals as family. Today, with 27 years of experience centered around K9 training, handling, and care, supported by a lifetime of loving animals of all kinds, I bring a calm, confident, and compassionate approach to every pet I work with. Whether your dog needs structured care, your cat needs gentle attention, or your pet simply needs someone who will treat them like their own, I’m here to provide that level of trust and commitment. When you leave your pet with me, you’re not just choosing a sitter or caretaker — you’re choosing someone who has built his life around animals and who will care for yours with the same respect, patience, and love I’ve given my own. I am currently able to accommodate week days and most weekends to assist our communities. I can be available pretty much any time during the day as I own my own company that is newer to the industry it is supporting. 🛡️🐾 Safety, Trust & Environment For me, caring for animals has always been about more than just meeting basic needs — it’s about earning trust, creating calm, and treating every pet with the same respect and love I give my own. With decades of experience around animals — especially working dogs in high-responsibility and high-stress environments — I’ve learned that pets thrive when they feel safe, understood, and cared for with consistency. Whether it’s a high-drive dog, a shy cat, or a senior companion, I take the time to understand each animal’s personality, routines, and comfort level. In my care, your pet will have: ❤️ Genuine compassion and patience 🏡 A calm, structured, and loving environment 🦴 Proper exercise, enrichment, and rest 🍽️ Attention to feeding routines and health needs 👀 Close supervision and awareness at all times I believe animals should never feel rushed, ignored, or unsafe. I keep their spaces clean, secure, and peaceful, and I handle every interaction with calm confidence so they know they’re in good hands. Because of my background with working dogs and my life with pets like Aries, I understand how much trust it takes to leave your animal with someone else. I don’t take that lightly. When your pet is with me, they’re treated as part of my family — with the highest level of care, respect, and responsibility. Most importantly, I listen to what matters most to you, learning your pet’s daily routines and needs so I can mirror your care and make their time with me feel just like home.

Sitter Profile Image: TJ R.
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TJ R.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
8 repeat clients
3 years of experience
Lawrence, MA, 01843

About: I’ve had furries since I was 4, dogs, cats, fishes! I believe all dogs and cats deserve to be treated with love compassion and attention no matter the size, breed, or species. I will love your pet like it’s mine and make them feel as comfortable as possible so you and your furry can have calm, fun and comfortable getaway! I work a part-time job so I’ll have plenty of time for the weekend all day long and doggy care/drop in visits/house sittings after 2pm I am available to take care of your furry at your home and provide them with the best care as well as attention and exercise!

Sitter Profile Image: Ashley D.
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Ashley D.
from
$40
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Stow, MA, 01775

About: I have taken care of my friend’s pets for many many years and have been pet sitting for over 5 years. I am a responsible business owner with a flexible schedule. I value honesty, respect and communication. I look forward to meeting you and your pet! I run my own business and work part time, which allows me lots of flexibility for pet and house care. I have full control over my schedule and can make your needs a priority. I have a reliable vehicle and can also do some light cleaning if needed. I am a very clean and responsible adult. I respect people’s spaces and follow direction well. I can’t take animals into my own home so I am excited to spend time with your pets. This pasttime brings me lots of joy.

Sitter Profile Image: Emily H.
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Emily H.
from
$49
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Windham, NH, 03087

“Emily did great! Lots of pics and very responsive. Appreciate the help!”

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Matthew D.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
7 years of experience
Marlborough, MA, 01752

About: I have been taking care of our bull dogs for seven years now. We adopt and had three before our oldest recently passed away. Bull dogs provide quite a bit of high maintenance care such as cleaning all folds multiple times a day, tail pockets, monitoring skin for yeast or allergies and of course… wiping butts after potty time. At least two walks or forms of exercise a day to keep them in shape for their health and breathing issues; if you see my babies photos, they are in super shape! So caring for three I feel shows my love, responsibility, managing skills and understanding of how to properly and lovingly care for pets. For many years now, I have also cared for a variety of my family members dogs and cats, whether that involves feeding, walking/ exercise, over nights, and loving attention. I am Corporate Life Coach & Counselor so I have a flexible schedule that I make myself, in a variety of towns in Massachusetts ( which is why my radius is so big) I also have a rental house in Dennisport MA, so providing pet care in the Cape is an option too! I love my fur-babies and providing love, exercise and quality time is what your pet deserves too! I will be providing services at your household, so any and all safety protocol will be provided that suits you and your pet to the fullest!

Sitter Profile Image: Arevig S.
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Arevig S.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
1 year of experience
Watertown, MA, 02472

“Arevig really has a way with our cats, even our little fraidy cat Pugsley. She handles extra medical care very capably too. Very highly recommend!!”

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Isabella M J.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Durham, NH, 03824

“All went without a hitch. Thanks, Jessica!”

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Scott H.
Sitter Profile Image: Karen L.
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Karen L.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Hampton, NH, 03842

About: I’m a single Nana no current pets I miss the puppy snuggles and kisses . I have had to pill my dog kids in the past so I’m familiar with that as well I work full time 8-4 . Work is in Manchester Nh home is in Hampton Nh My weekends are free. I wake early and stay up late . I’m able to offer potty breaks and mid day local check-ins . I enjoy walking dogs on leash around the block or in your yard . If they enjoy fetch or belly rubs I can handle that too .

Sitter Profile Image: Adison H.
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Adison H.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
8 years of experience
Back Bay-Beacon Hill, Boston, MA, 02215

“Adison was amazing! She went above and beyond, followed every instruction perfectly, and sent lots of photos. My cats (even a super shy one) absolutely loved her. She was super communicative the whole time, and I wouldn’t trust anyone else with my cats. Truly can’t recommend her enough!”

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Serena M.
Sitter Profile Image: Karin V.
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Karin V.
from
$50
per visit
5.0 out of 5 stars
• 7 reviews
10 years of experience
Boston, MA, 02199

About: I’ve been caring for pets for over 6 years, and what sets me apart is my hands-on experience and personal dedication. I successfully trained my own dog from 4 months old to ring a bell when he needed to go potty, bark to communicate when he needed to go outside, and follow basic commands like sit and wait. I’ve also cared for senior pets and have experience adding medication to food for both dogs and cats. I genuinely love connecting with animals and take pride in providing calm, consistent, and attentive care tailored to each pet’s needs. Pet care fits naturally into my routine because I truly enjoy spending time with animals. I have a flexible schedule, which allows me to give pets my full attention throughout the day—whether that’s for walks, feeding, playtime, or simply keeping them company. I’m reliable, punctual, and happy to follow your pet’s usual routine to keep them comfortable and cared for. In my home, pets enjoy a safe, clean environment with a spacious, secure yard where they can play and relax. When caring for pets in apartments or condos in Boston, I’ve had great experiences following each pet’s routine closely, ensuring they feel comfortable and safe. I always prioritize cleanliness, clear communication with pet parents, and a calm, respectful approach in any space I enter.

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

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.

How to book dog sitting

  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.

Popular requests for dog sitting - Wilton

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Sitters in Wilton average 6
repeat dog sitting clients

FAQs for Dog Sitting - Wilton

Frequently asked questions about Rover

As of October 2026, there are 1,911 sitters on Rover offering Dog Sitting across Wilton. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 88% of sitters can help with special care needs
  • 93% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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