Dog Sitting Weston

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Over 15
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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: Michelle A.
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Michelle A.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
17 years of experience
New Canaan, CT, 06840

About: I've had three dogs in my life. One turned 17 this year. She's a happy old lady but does require some medications that I have learned to administer and I make sure they are given on time and properly. I enjoy taking my pups on long walks on nice days. Aside from my personal dogs I have spent time house and dog sitting for two other people with various different dog types with different personalities. For one of these people, she is also a dog sitter and I assisted her in one emergency situation where she needed needed me to stay the weekend and care for the five dogs in her care plus her two minor children. I work full time with set hours Monday - Friday. I'm free weekends. Early morning walks are easily done but afternoon walks are after 4. Depending on location, how close a location is to my job, I do have a 30min lunch where I can run out and give a quick walk. For my personal dog I tend to do a good long walk in the morning and another good long walk after 4 to make up for the long day. I've never worried about bathroom accidents with her. I love dogs. That's just a fact. I protect them anyway I can. I have gone out to look for neighborhood lost dogs, I have seen paw prints, but no shoe prints, in the snow during a snow storm and I went out searching for what I was sure was a lost escaped dog. Before leaving my house, I do a scan to make sure there's nothing dangerous out that my dog could access, hanging cords, small items, loose treats, etc... to make sure she's always safe.

Sitter Profile Image: Lydia B.
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Lydia B.
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
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: Isabella M.
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Isabella M.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Norwalk, CT, 06854

About: I have over 10 years of experience caring for animals, starting at an age 12, I looked after small, medium, and large dogs, as well as parrots and fish. Family and neighbors have always trusted me with their pets because of my dedication and patience. Also, I provide a calm, one-on-one environment. My building has green areas downstairs for frequent potty breaks, ensuring your pet gets plenty of fresh air and personalized attention. As a student, I have a very organized routine. On Tuesdays and weekends, I am available all day for daycare. I’m Fridays, my pet care schedule starts at 3:00 PM, which is perfect for evening daycare or overnight stays. During these times, I am mostly at home studying, so your pet will have my full attention and frequent potty breaks in my building’s green areas! Safety is my top priority. In my apartment, I ensure all areas are dog-proofed and free of small objects. Since I live in a building, I always use a leash when taking pets downstairs to our private green areas to ensure they are safe and secure. I never leave pets unattended and I follow any feeding or medical instructions provided by the owners. I also love sending frequent photo updates so you can see your pet is happy and safe with me!

Sitter Profile Image: Carli C.
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Carli C.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Ridgefield, CT, 06877

About: Hi all! I just recently graduated from Bates college and am looking to pet sit! I’ve been taking care of family dogs and cats my whole life, but have been pet sitting for others for about 10 years now. I am looking to go back to school in the future to get my doctorate in physical therapy, but in the meantime I’ll be home throughout this school year! I currently am working part time as a physical therapy aide. I am free on both weekdays and weekends, I just ask that you contact me in advance! On Mondays I work 2-7, and on Tuesday, Thursday, and Friday, I work 7am-12pm. I can stay in your home to pet sit, or I can make frequent stops to feed them, play with them, and take them out to use the bathroom! I am available for one day gigs or for long term!

Sitter Profile Image: Hillary B.
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Hillary B.
from
$20
per visit
5.0 out of 5 stars
• 25 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.”

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Vanessa B.
Sitter Profile Image: Matthew D.
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Matthew D.
from
$31
per visit
5.0 out of 5 stars
• 9 reviews
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

Sitter Profile Image: William G.
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William G.
from
$17
per visit
10 years of experience
Southport, CT, 06890

About: I have loved and taken care of my 3 dogs during the past 10 years since they were puppies. In addition, I have also taken care of my friends' pets while they were traveling. I enjoy spoiling and caring for pets and will make sure they are happy. I'm currently working part-time time and I am available during a variety of times throughout the week to help care for your fur baby. Every day, I feed and walk my dogs in the morning and in the afternoon and spend time playing with them throughout the day. I regularly check if they need anything and make sure they get their medications on time. I will make sure to take care of my client pets in a caring manner similar to my own fur babies and follow all of my client's care instructions

Sitter Profile Image: Ginger R.
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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 an excellent sitter for my cat while I was away for an extended trip! She provided helpful updates following each drop-8! visit and I so appreciated the level of attention & care she provided for my pet.”

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Morgan A.
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: Catherine O.
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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: Alexis H.
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Alexis H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
FAIRFIELD, CT, 06824

“We are so thankful to have found Alexis! When we first met her, she instantly put our minds at ease. She is punctual, communicative, and responsible. She stayed at our house with our dog for a week and took wonderful care of both our dog and our home. We got updates and pictures daily and quick responses to our texts. With Alexis watching our dog, we were able to have a worry-free vacation!”

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Chris S.
Sitter Profile Image: Gabriella W.
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Gabriella W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
Ridgefield, CT, 06877

“Gabriella was awesome for our furbabies! She was super communicative and sent a lot of pictures during each of her visits. We felt very comfortable leaving 3 cats and 2 dogs to her care and would highly recommend her 😊”

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Matt C.
Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
25 years of experience
Norwalk, CT, 06851

“Sam had a great time with Kim as evidenced by the photos she sent. It was evident that he felt really comfortable with her. We'll be seeing her again.”

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Robert C.
Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
• 18 reviews
8 repeat clients
20 years of experience
Norwalk, CT, 06854

“Pam was so great with our two kitties while we were away. She was on time every day and we truly appreciated the extra steps she took like vacuuming and offering to take out the trash. Would definitely book again. Thanks!”

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Rabecca P.
Sitter Profile Image: Erin C.
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Erin C.
from
$38
per visit
5.0 out of 5 stars
• 6 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: Christine G.
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Christine G.
from
$25
per visit
15 years of experience
New Canaan, CT, 06840

About: I have been taking care of dogs since we brought one into our home 3 years ago. It's important to me that a pet feels safe and cared for while their owner is away. I'm currently a stay at home mom with school aged children so I have plenty of time to make visits to see your cat or dog. It's important to me that I follow all instructions and guidelines for feeding, play time, potty etc. I make sure to clean up after myself and leave your home the way it was when I entered.

Sitter Profile Image: Samantha D.
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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.”

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Elena T.
Sitter Profile Image: Hunter H.
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Hunter H.
from
$60
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
wilton, CT, 06897

About: We will take care of your pet like it's our own. The house here has a large fenced yard with grass and woods to explore. Have raised Labs and German Shepards all my life - now have a friendly chihuahua mix who would love some company. I will take excellent care of your dog just as if s/he were mine. My dog is on a special diet so I am used to special feeding and pill requirements. I'm home working during the day so it wouldn't force me to change my schedule. I'm new on the site but have pampered dogs my whole life so another dog would be welcome company. There are several parks close that I can take your dog for a walk (Cranbury, Cherry Lane and Devils Den to name a few). Tell me about your dog and needs and let's discuss if it makes sense for you. I work online part-time and spend a lot of time with my dogs or any animals that stay with us. Our dog loves other dogs and we often go on walks (either trail or gravel). I spend most of the day hanging out with the dogs - very light work schedule. I have a fenced yard, there are lots of toys for your dogs. We only take care 1 or two dogs at a time so your dog will get extra special care. We have taken care of dogs for weeks as the owners went on vacation. My girlfriend is currently home with a broken foot so we are not traveling at this time.

Sitter Profile Image: Raquel Z.
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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 .”

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Dana Y.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
from
$25
per visit
5.0 out of 5 stars
• 80 reviews
7 repeat clients
6 years of experience
Norwalk, CT, 06851

“Emily does a great job! We always come home to happy kitties!”

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Pam H.
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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.

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Jeff H.
Drop-In Visits
1 / 1
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Popular requests for dog sitting - Weston

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Sitters in Weston average 5
repeat dog sitting clients

FAQs for Dog Sitting - Weston

Frequently asked questions about Rover

The average cost of Dog Sitting in Weston on Rover is $28 per visit as of October 2026. Most bookings cost between $28 and $50 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 4,356 sitters on Rover offering Dog Sitting across Weston. 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 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 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 Meet & Greet .

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 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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