Dog Sitting Weston

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

When are you returning?
Search

Over 26
pet parents in Weston have booked dog sitting

Weston, 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.

1 / 1
Sitter Profile Image: Hillary B.
Verified Enhanced Background Check
Hillary B.
from
$20
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
6 years of experience
Westport, CT, 06880

Hillary was great at handling all my questions since the day I was leaving my cat started having issues with his eye. She followed my snack and medicine request perfectly and made sure everything in the house was secure before she left. Both cats were happy and well taken care of.

Profile image
Vanessa B.
Sitter Profile Image: Lydia B.
Verified Enhanced Background Check
Lydia B.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Norwalk, CT, 06850

Lydia is exactly what I was looking for in a cat sitter-- reliable, communicative, flexible, and kind and patient with my shy cat. I felt I could rest easy while I was away knowing my cat was in good hands. Thank you so much, Lydia!

Profile image
Siobhan P.
Sitter Profile Image: Dani H.
Verified Enhanced Background Check
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!

Profile image
Sarah B.
Sitter Profile Image: Caitlin N.
Verified Enhanced Background Check
Caitlin N.
Star Sitter
from
$39
per visit
5.0 out of 5 stars
101 reviews
35 repeat clients
16 years of experience
Norwalk, CT, 06851

Caitlin was a fantastic caretaker for our cats. I highly recommend her to anyone seeking a skilled and caring cat caretaker. We have one cat who tends to be shy, timid, and anxious around people who are not myself and my wife. She warmed up to Caitlin within one day and it was clear, from the pictures and videos Caitlin sent, that our sweet girl felt very safe with Caitlin. Caitlin truly cares about and is a natural with animals, and we are so grateful to have hired her to take care of our precious babies! 🐱 🐈‍⬛

Profile image
Heather W.
Sitter Profile Image: Erin C.
Verified Enhanced Background Check
Erin C.
from
$38
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Westport, CT, 06880

About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match them.

Sitter Profile Image: Myvizhi E.
Verified Background Check
Myvizhi E.
from
$20
per visit
5.0 out of 5 stars
1 review
5 years of experience
Wilton, CT, 06897

About: I have spent most of my life around dogs and cats. They have been part of my family since I was a kid, so caring for pets comes naturally to me. I know how important routine is, so I stick to regular feeding times, walks, and playtime. Every pet has their own personality, and I take the time to get to know them and make them feel at ease. I make sure every pet feels safe, comfortable, and right at home. I work from home, so pet care fits right into my day. I have two dogs of my own, which means walks, feeding, playtime, and attention are already part of my routine. I keep a consistent schedule and make sure pets get everything they need throughout the day. I have a fully fenced yard, so dogs can safely run and play outdoors. Inside, I keep a clean, comfortable, and pet-friendly space. I always make sure pets are supervised and cared for in a safe environment, with close attention to their behavior and needs throughout the day.

Sitter Profile Image: Isabelle G.
Verified Background Check
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.

Profile image
Catherine M.
Sitter Profile Image: Raquel Z.
Verified Enhanced Background Check
Raquel Z.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 year of experience
Wilton, CT, 06897

Raquel was great with my dog ! She kept me posted on everything during her visit and took excellent care of my pup! She has a very calm demeanor and my dog loves her .

Profile image
Dana Y.
Sitter Profile Image: Alexis S.
Verified Enhanced Background Check
Alexis S.
from
$15
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
Bridgeport, CT, 06606

About: Over the past 5 years I have walked and babysat dogs of my family and friends. Additionally, I have two pups of my own who have grown my passion for pet care. I have worked with a variety of breeds and temperaments. I am patient and open to learning and providing specific needs to your fur baby! I am a recent college graduate who is working part-time and I would love to spend my free time caring for pets! I am available for any service throughout the week! Just reach out with availability questions! I live in a dog-friendly apartment and I am super close to hiking spots and beaches! I have a friendly pup to keep your pet company. I am able to easily crate your dog if needed and have tons of toys and treats that my dogs would love to share!

Sitter Profile Image: Brittinay J.
Verified Enhanced Background Check
Brittinay J.
from
$20
per visit
16 years of experience
Fairfield, CT, 06825

About: I have been surrounded by animals for most of my life and truly believe they are some of the most loyal and loving companions. I currently have a 16-year-old Papillon, and I was blessed to have my Pit Bull for 13 wonderful years before she passed away last year. Caring for senior dogs has taught me patience, attentiveness, and the importance of providing gentle, loving care. I also have experience caring for my sister’s two Bengal cats, whom I lived with and helped care for over the course of two years. This has given me experience with both dogs and cats and an understanding that every pet has a unique personality and needs. In addition, I worked at Dogtopia, where I cared for dogs of all breeds, sizes, and temperaments. That experience strengthened my ability to multitask, remain calm in busy environments, and ensure every dog received the attention, affection, and care they deserved. During the school year, I work as a substitute teacher, which gives me a flexible schedule. I adapt quickly to new routines and understand how important it is for pet owners to know their furry family members are in safe, caring hands. When caring for your pets, I will treat them as if they were my own—with patience, kindness, respect, and lots of love. Whether it’s going for walks, playing, cuddling on the couch, or simply keeping them company, my goal is to make them feel comfortable, happy, and loved while you’re away. I’ll also treat your home with the same care and respect that I would expect for my own. I’m a substitute teacher during the school year, which gives me a flexible schedule and allows me to make time for walks, playtime, cuddles, and making sure pets feel comfortable and cared for. My day usually starts at 5:30am or 6:00am and ends by 4pm, with my weekends being free and many holidays off. When caring for pets in a client’s home, I follow all instructions exactly as provided to ensure their routine stays consistent and stress-free. I’m very neat, organized, and respectful of the home, and I always treat it as if it were my own. I make sure doors and gates are securely closed at all times, keep a close eye on pets when they’re outside, and stay alert for any wildlife or other potential hazards. My goal is to keep pets safe, comfortable, and happy while maintaining a clean and well-cared-for home environment.

Sitter Profile Image: Ginger R.
Verified Enhanced Background Check
Ginger R.
from
$30
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
13 years of experience
Norwalk, CT, 06850

Ginger was great! She bonded quickly with both dogs. The visit went smoothly and I really appreciated the pictures. Will definitely book again!

Profile image
Kc H.
Sitter Profile Image: avery b.
Verified Enhanced Background Check
avery b.
from
$18
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Fairfield, CT, 06824

Avery was fantastic! Great communication, kept me updated each time she checked in. As my dog has gotten older, she can be a little difficult to deal with but Avery handled her great. Highly recommend her to anyone needing a dog sitter!

Profile image
Taylor B.
Sitter Profile Image: Patrícia C.
Verified Background Check
Patrícia C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
90 reviews
34 repeat clients
4 years of experience
Norwalk, CT, 06854

Patrícia was great! It was our first time having a rover sitter in our new house so our cat was a little scared but Patrícia handled it well. We absolutely trust her with our pet and property! Thanks!

Profile image
Kristin S.
Sitter Profile Image: Catherine O.
Verified Enhanced Background Check
Catherine O.
from
$25
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Norwalk, CT, 06850

About: Fair warning: Pets are a little spoiled in my house! 😊 I've cared for animals my entire life and have experience with pets of all ages, sizes, and personalities. I've cared for my own senior dog throughout her final years, large and small breed dogs, rescue kittens, and adult cats, including raising my own two cats since they were kittens. I've trained all of my own pets and understand the importance of consistency. If your pet has specific routines, commands, or training practices you'd like maintained, I'm happy to follow them closely so their progress and structure continue seamlessly while they're in my care. I have a genuine soft spot for animals, and every pet in my care receives the highest quality treatment. Whether your furry friend enjoys treats, walks, playtime, or cuddles, they'll receive plenty of love, attention, and personalized care and are sure to have a great time while you're away. The day is dedicated to taking care of the fur babies. I'm available 7 days for check-ins, walks, home visits, and boarding. Let's connect and set up a time! My home is a relaxed space for cats or dogs to roam freely. My community offers a fenced in dog park and in my unit I have plenty of vertical space for your cat to rule over, including 2 cat towers and plenty of enrichment toys. I also have a catio on my balcony for some fresh air. If needed, I will separate my cats from more reactive animals while in my care.

Sitter Profile Image: Samantha D.
Verified Enhanced Background Check
Samantha D.
from
$30
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
30 years of experience
New Canaan, CT, 06840

Samantha provided drop in visits for our 3 cats while we were away on vacation. She was super friendly, reliable and an excellent communicator. She was also accommodating to our specific requests and we were able to relax knowing that our cats and house were in amazing hands while we were away. We will not hesitate to book Samantha again in the future.

Profile image
Elena T.
Sitter Profile Image: Kathy G.
Verified Background Check
Kathy G.
from
$30
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Norwalk, CT, 06854

I felt very comfortable going out of town and leaving my new cat in Kathy's care. He's very shy but she managed to see him. There was good communication and I found her to be very caring.

Profile image
Sally S.
Sitter Profile Image: Shannia C.
Verified Enhanced Background Check
Shannia C.
from
$20
per visit
4.6 out of 5 stars
10 reviews
3 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

Profile image
Linda L.
Sitter Profile Image: Regi M.
Verified Enhanced Background Check
Regi M.
from
$25
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
New Canaan, CT, 06840

About: I grew up with two dogs and two cats my whole life! I’ve been a pet sitter to my family members and friends for the past decade and love animals. My job and travel schedule does not allow me to have my own dog full time but I would love to have the opportunity to take care of yours :) I’m very responsible and caring to pets and humans!! I work full time but work from home Thursday/Friday and of course am free on weekends! I can re-arrange my WFH schedule to best suit your dogs needs. When I work from home I typically have very few if any meetings, instead I go on walks or runs and enjoy the outdoors (weather permitting ☺️) I have a fenced in terrace that is 25 x 20 ft for any dogs to enjoy at their leisure when I pet sit! I am very responsible and vigilant as a sitter. My primary concern are the pets I’m sitting and will be very consistent with that mindset for the duration of their stay.

Sitter Profile Image: Alyssa P.
Verified Enhanced Background Check
Alyssa P.
from
$30
per visit
5.0 out of 5 stars
2 reviews
8 years of experience
Weston, CT, 06883

About: Hi! I’m Alyssa and I have grown up with 2 cats and 2 dogs and as a bonus 2 guinea pigs and a hamster lol. I love caring for animals and will happily walk or pet sitting for you! I have a very flexible schedule, I currently am in-between jobs so I am able to spend more time being available to pet sit or walk. When I do have a job I will edit my hours to match so that it is clear when I can care for your furry friend! I walk, feed, play with and can brush your pets! If they have accidents in the house I will clean it up after them and make sure they are ok. When I am watching your dog or cat, they will receive my upmost attention and care.

Sitter Profile Image: Nicole D.
Verified Background Check
Nicole D.
from
$15
per visit
5.0 out of 5 stars
1 review
10 years of experience
Wilton, CT, 06897

About: I have loved dogs my entire life and I have had my own dogs for the past 12 years. I have been walking dogs for the past 8 years and been dog sitting overnight for the past 4 years. It brings me so much joy knowing that I get to make a dogs day a little better by taking them for a nice walk or just dropping by to check on them. I’m young so I can easily dogsit for you and stay the night if needed! My work schedule is pretty flexible and I would love to meet your dog! I know how important a dog is to owners because they become part of your family and I will treat your dog like they are my family!

1 / 1
View more

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

Dog parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Dana is amazing! Super responsive and was able to help me out in a pinch when a cancelled flight caused travel plans to be delayed.

Profile image
Jeff H.
Drop-In Visits
1 / 1
Find pet care near you

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

Popular requests for dog sitting - Weston

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Weston average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Weston

Frequently asked questions about Rover

The average cost for Dog Sitting in Weston on Rover is $27.75 per visit (as of September 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 September 2026, there are 4,357 sitters on Rover offering Dog Sitting across Weston. 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 Weston 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 Weston 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 Weston 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 Weston. On Rover:

  • 92% of sitters can help with special care needs
  • 96% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge