Dog Sitting in Weston

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

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Top rated Weston dog sitters

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: 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: William H.
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William H.
from
$15
per visit
6 years of experience
Fairfield, CT, 06824

About: I’ve had dogs my entire life and started walking dogs when I was 12 years old, giving me years of hands-on experience caring for animals. I’ve also done overnight pet sitting for dogs of all ages, from energetic puppies to senior dogs who need extra patience and attention. I’m a true animal lover who genuinely enjoys spending time with pets and making sure they feel safe, comfortable, and cared for. My family and I have a 1 year old puppy who requires constant attention, so I spend most of my time with her. Caring for dogs has been a part of my daily and weekly routine for as long as I can remember. We have a large backyard with invisible fence, so I'm familiar with most safety technology. I also have experience with crates, so I would be happy to crate your dog if needed.

Sitter Profile Image: Eloise F.
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Eloise F.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
9 Bluewater Hill S, Westport, CT, 06880, US, Westport, CT, 06880

About: I’ve been taking care of dogs and horses for as long as I remember. I’ve always helped to feed, take out, and take on walks for our own family pets. I also spent a lot of time volunteering at Wags and Walks in 2024 where I went through a training process and then took care of and walked the dogs there. I’m currently home from school, possibly going to be having another job. Overall my schedule is typically free most of the time. I love animals and right now this is a priority of mine to care for dogs and pet sit. I have a completely fenced in yard at my house. I also have 3 family dogs at home who are extremely loved and quite friendly as well. They love to spend time sleeping, walking and sometimes get excited and like to play. They really enjoy meeting new dogs so if you need an overnight they would be happy to keep you’re dog company.

Sitter Profile Image: Alex Y.
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Alex Y.
from
$15
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
Wilton, CT, 06897

Alex was wonderful! Incredibly communicative, reliable, and she sent tons of great photos. Our cats loved her! We would hire her again in a heartbeat!

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Katharine G.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$25
per visit
5.0 out of 5 stars
23 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.

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Sally S.
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: Jack D.
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Jack D.
from
$14
per visit
10 years of experience
Weston, CT, 06883

About: Hi there! Thanks so much for considering me to be your sitter! I know how much trust and comfort go into leaving your pet in someone else’s care, and I don’t take that lightly. To me, pet sitting is about more than just walks and meals, it’s about making sure your pet feels safe, happy, and well cared for while you’re away. I’ve loved animals for as long as I can remember. I grew up with two yellow labs, Buddy and Sunny, and they were such a big part of my life. More recently, my partner Meghan and I adopted our rescue dog, Josie, who has only deepened my love and appreciation for animals and their unique qualities. I have experience with everyday pet care (feeding, walking, grooming) as well as more hands-on, detailed care like medication administration. I gained a lot of that experience while caring for Josie when she was sick right after her adoption. I truly understand the importance of patience, attentiveness, and sticking to routines — especially for animals that may need a little extra TLC. I also really value clear, consistent communication and attention to detail. I’ll always keep you updated so you can have peace of mind knowing your pet is in good hands. Again, I’d love the opportunity to care for your pet and make sure they get all the love and attention they deserve. Please don’t hesitate to reach out with any questions. Thank you! I’m currently working part-time as I prepare for entry into nursing school. I have fairly open availability and I try to keep my calendar up to date. If you have any questions about my availability please let me know. In my own home, I keep my dog Josie to a steady routine - food in the morning and evening, and three walks per day. In your home, I will follow your instructions to keep your dog on track with their daily routine as well.

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: 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: Katlyn T.
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Katlyn T.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Norwalk, CT, 06855

About: I started dog sitting when I was in 6th grade and have been taking care of pets since then. I grew up with 3 dogs and 2 cats and have tons of experience with walking, training, and other pet care! I work full time and get off around 5 p.m. Monday - Thursday and can assist with early morning walks/care or evening to late evening. I am limited on caring for dogs in my apartment due to apartment policies. However, short stays can be arranged! I live with just myself in a community and no longer have pets in my care.

Sitter Profile Image: Hillary B.
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Hillary B.
from
$20
per visit
5.0 out of 5 stars
21 reviews
6 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: Briana S.
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Briana S.
from
$19
per visit
5.0 out of 5 stars
8 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: Valentina M.
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Valentina M.
from
$25
per visit
1 repeat client
2 years of experience
Westport, CT, 06880

About: For two years, I have been taking care of pets of different sizes and needs. I love walking dogs, playing with them and making sure they are comfortable and happy. I have experience taking care of both puppies and older pets that need more attention. Your pet will be in the best hands. I currently work part-time, so I have time to take care of your pet. I am available for visits or care during weekends and during the week between 9am and 12pm I take care of pets in their own homes! I understand that cats need a quiet and safe environment, so nothing better than their own home

Sitter Profile Image: Pam C.
Verified Enhanced Background Check
Pam C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
3 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: Stanley N.
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Stanley N.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Norwalk, CT, 06850

About: I’ve grown up taking care of animals my whole life, assisting my family with our array of pets. I’m great with bigger dogs who may require more strength to walk. I also have experience with cats, right now my family has a giant Maine Coon. I am a college student on summer break and my schedule is pretty flexible. I can work around you and your pets’ needs. I also am very active and can take your dogs for long walks/runs/hikes if requested! I currently have no pets in my apartment besides my fish tank. I am able to accommodate crate or no crate in my home. I live in an apartment building with multiple grassy areas surrounding and a walking trail. I am able to spend ample time with your pets.

Sitter Profile Image: Samantha D.
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Samantha D.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
New Canaan, CT, 06840

I am a new Rover user and was nervous about entrusting my 8-month-old puppy to someone I didn't know. But Samantha exceeded expectations in many ways! She clearly loves dogs and was excited to meet my Yogi. She gave him a wonderful walk, made sure he had plenty of water, and even adjusted her schedule to meet our preferred timeline. Yogi was happy as a clam when we got home, and we are thrilled that we now have a reliable sitter to call for future needs.

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Christine F.
Sitter Profile Image: Ginger R.
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Ginger R.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 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!

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Kc H.
Sitter Profile Image: Madison H.
Verified Enhanced Background Check
Madison H.
from
$20
per visit
5 years of experience
New Canaan, CT, 06840

About: Hello! My name is Madison "Lexie" Hirai and I am incoming senior at the University of Denver. Pets have always been apart of my life, and as a college student I want to continue that! I grew up with a Labrador Retriever and currently have a Mini Labradoodle. I have years of pet-sitting/walking experience, and stay active through running and and weightlifting. I am happy to take of your furry friends whether that is pet-sitting for vacations or taking them on long walks in and around the neighborhood. No pet is too big and no energy too great for me to handle. Please reach out with any other questions! I am quite flexible with scheduling. I will be in Denver all summer and am taking part in an internship that requires me in office 2-3 a week until the end of July. Beyond that I am able see your pets at any time , preferably weekdays but weekends work as well! I make sure to provide the upmost care and attention to each dog or cat, and will be happy to match the energy level of any animal! I always make sure to gain the animals trust first through small gestures and words, and allow themselves to warm up to me, so we can create a bond that makes them feel safe, secure, and loved. I am very organized, and can follow schedules that you may have made for your pets so it's like you never left!

Sitter Profile Image: Jodie O.
Verified Background Check
Jodie O.
from
$30
per visit
5.0 out of 5 stars
40 reviews
29 repeat clients
30 years of experience
Southport, CT, 06890

It is the first time that Jodie did drop-in-visit for Oskar, my 10-year-old Cairn Terrier. She seems dependable and caring. I will use her services again when needed.

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Asish G.
Sitter Profile Image: Laura P.
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Laura P.
from
$30
per visit
5.0 out of 5 stars
6 reviews
25 years of experience
Redding, CT, 06896

Laura was absolutely fantastic! Caring, hardworking and really kind. My cats were very well cared for and we appreciated her dedication!

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Jennifer W.
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Weston dog parents share their Rover experiences

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
5.0 out of 5 stars

Dana was awesome! She came by took care of my pup and cleaned up a potty mistake by my pup. I’m thankful for her and I highly recommend her!

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Norville Y.
Drop-In Visits
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitting in Weston is $25

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Weston average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Weston on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Weston dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 4,437 dog sitters in Weston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Weston dog sitters respond in under an hour.

Dog sitters in Weston have an average of 15 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Weston.

Rover makes it easy to find Weston dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 4,437 dog sitters in Weston on Rover, so you’re sure to find the perfect match for your dog! In Weston, 95% of dog sitters offer daily exercise, 96% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.