Doggy Day Care in Westport

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Top rated Westport doggy day care sitters

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

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Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
304 reviews
183 repeat clients
25 years of experience
Norwalk, CT, 06851

Can’t recommend Andrea enough. My dogs aren’t away from me very much and can be scared and anxious with new sitters. I had to drop them off without a meet and greet because I was only in town for one day. The first day they stay with someone new, they usually don’t eat. The best indication that they were comfortable and at home with her is that they ate all the food I left. I would gladly leave them with her regularly if I lived nearby.

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Reshma A.
Sitter Profile Image: Anner C.
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Anner C.
from
$35
per day
4.9 out of 5 stars
174 reviews
61 repeat clients
5 years of experience
Norwalk, CT, 06851

We needed someone to take care of our buddy while we were in town for an engagement party. Anner was quick to respond and we felt very comfortable leaving Jackson with him! Highly recommend him and would use his service again.

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Ellen A.
Sitter Profile Image: Lesly C.
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Lesly C.
from
$27
per day
20 years of experience
Norwalk, CT, 06855

About: I am currently in the process of adopting a dog and have 3 back in my home in Colombia. I have family dogs here as well and enjoy spending time with all of them! I currently work per diem and am in an online masters program, so I have ample time to dog sit, walk, play, and overall spend as much time needed with dogs. I am responsible, empathetic, caring, and truly enjoy spending time with dogs. Although I have a big yard, it’s not fenced but I will always be with the dog (whether trained or on a leash), taking appropriate care and walking around!

Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$55
per day
5.0 out of 5 stars
138 reviews
32 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin is an incredible dog sitter!!! He has the perfect set up and my high-energy pitty got plenty of exercise. She was totally wiped out when I picked her up. He has a few pups of his own who are very well socialized and made my dog’s stay even better. He’s also very experienced with slow intros and the specific needs of your pup. I will 100% be using him as my local dog sitter when I’m in town!

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Sarah B.
Sitter Profile Image: Laura & Carolina & Enrique G.
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Laura & Carolina & Enrique G.
Star Sitter
from
$45
per day
5.0 out of 5 stars
93 reviews
37 repeat clients
15 years of experience
Bridgeport, CT, 06604

Bruno had an amazing time! He got to sunbathe, go on a walk, and clearly enjoyed himself all day. I was really nervous at first, but they sent me pictures throughout the day, which completely eased my fears. It meant so much to see how happy and comfortable he was. Thank you so much for taking such great care of him—highly recommended!!

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Yarima R.
Sitter Profile Image: Phoebe M.
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Phoebe M.
from
$30
per day
4 years of experience
Fairfield, CT, 06824

About: I've taken care and spent time with many breeds dogs, and have experience with drop-in visits, pet sitting, pet boarding, and dog walking. I have also trained my dog to follow simple commands such as "sit", "lay down", "shake", and "turn around" and have taught my dog and both my cats to come when they are called. I am back from college for the summer and have a very open schedule, so I have lots of time to spend with your pets! I have a big yard and live in a very walkable area. I have two cats and a little dog that all get along well with other animals.

Sitter Profile Image: Gwynne A.
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Gwynne A.
Star Sitter
from
$55
per day
5.0 out of 5 stars
111 reviews
41 repeat clients
10 years of experience
Fairfield, CT, 06825

This was Ollie’s first ever Rover experience and thanks to Gwynne’s expertise and sensitivity and her daughter’s indulgence, it looks like it won’t be his last!

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Paul M.
Sitter Profile Image: Jodie O.
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Jodie O.
from
$40
per day
5.0 out of 5 stars
40 reviews
29 repeat clients
30 years of experience
Southport, CT, 06890

Jodie O. was an exceptional caregiver. She went above and beyond my expectations.

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Perry W.
Sitter Profile Image: Anna A.
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Anna A.
from
$75
per day
5.0 out of 5 stars
30 reviews
12 repeat clients
4 years of experience
Westport, CT, 06880

Anna was amazing. Sebbie stayed two straight days. He jumped out of the car in the second day to get into the house. Anna sends pics throughout the day and is super responsive. Really great setup for dogs too.

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Darren N.
Sitter Profile Image: Elaine D.
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Elaine D.
from
$45
per day
4.9 out of 5 stars
144 reviews
65 repeat clients
30 years of experience
Norwalk, CT, 06851

My puppy was really happy at this place and i was able to tell! They take great care and have great communication! Love how free dogs can be here thanks to the fence and also like that they are always being watched!

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Luisa G.
Sitter Profile Image: Julie M.
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Julie M.
from
$65
per day
4.6 out of 5 stars
74 reviews
50 repeat clients
40 years of experience
southport, CT, 06890

Scheduled when we were in a pinch so appreciated the flexibility and responsiveness. I didn't get a lot of feedback on how his day went, but he came back happy and tired. I would send him back again if we lived in the area.

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Kevin B.
Sitter Profile Image: Eloise F.
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Eloise F.
from
$50
per day
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: Lena B.
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Lena B.
from
$70
per day
5.0 out of 5 stars
59 reviews
3 repeat clients
10 years of experience
Norwalk, CT, 06851

Lena is a true professional dog carer..she took the time my dogs needed to feel comfortable with them. Very accomodating to their individual quirks, truly feel they are safe and happy in her care. Grateful to have found her! Also, bonus, her son is wonderful and my Midge is in LOVE with him.

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Marissa S.
Sitter Profile Image: John H.
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John H.
from
$55
per day
5.0 out of 5 stars
437 reviews
162 repeat clients
20 years of experience
Norwalk, CT, 06850

This was my first time ever leaving my sweet pup with a stranger since I adopted him, and I couldn't be more grateful for John. He has a nice yard that's perfect for zoomies and other outdoor activities; it seems my pup had a great time and was well taken care of during his visit. I will definitely book again! 😊🐶

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Tanya H.
Sitter Profile Image: Hazard L.
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Hazard L.
from
$50
per day
5.0 out of 5 stars
46 reviews
18 repeat clients
10 years of experience
Fairfield, CT, 06825

I am so glad that I found Hazard. She will update you every hour with pictures and videos. You will have peace of mind knowing that she is taking care of your dog. She is a highly recommended dog sitter and very trustworthy! I will definitely book her again.

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Min W.
Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$75
per day
4.9 out of 5 stars
47 reviews
13 repeat clients
30 years of experience
Westport, CT, 06880

Charlotte is excellent and we highly recommend! She is fantastic and our dog had so much fun.

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Ryan G.
Sitter Profile Image: Chantal E.
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Chantal E.
from
$75
per day
5.0 out of 5 stars
2 reviews
20 years of experience
Westport, CT, 06880

About: Hey I’m a 25 year old who works full-time in retail, while doing Rover and Wag apps on the side. I love helping other pet owners in my community. 😊 Get to know me: 👩🏻‍🎓i graduated from a university in Nashville, TN in May 2022 📜 Got a degree in music business 👨‍👩‍👧‍👧 I’m a quadruplet 🐕‍🦺 I’ve had a dog named Candy for 17 years till she passed in 2021. Currently I have a 4 year old yellow Labrador service dog named Daisy. Above all thank you for taking the time to consider me as a sitter for your pet. It’s not something I take lightly. I look forward to hear from you soon. When I don’t work my 9-5 job during holidays I am free all day to priorizoe your dog and meeting their needs. I always work to organize my schedule to fit your dogs daily routine. 🐕 If you havw more questions please don’t hesitate to reach out. I am hear to help you and your dog the best I possible can.

Sitter Profile Image: Lynn M.
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Lynn M.
from
$80
per day
4.9 out of 5 stars
19 reviews
16 repeat clients
28 years of experience
Southport, CT, 06890

Holly had a great time at Lynn's. She played in the backyard and had fun with her friends Hank and Doris. Thanks, Lynn!

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laura t.
Sitter Profile Image: Val B.
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Val B.
from
$70
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
2 years of experience
Wilton, CT, 06897

Val ( and family ) were absolutely amazing! We needed a last-minute booking for our dog, and she went above and beyond to accommodate us. Throughout the week, she sent lots of photos and videos, keeping us updated and reassured that our pup was happy and well cared for. It was clear she treated our dog like family, and we could tell how much love and attention she gave. We came home to a healthy, happy dog, and we’re so grateful for her exceptional care. Highly recommended, and we will absolutely use her again in the future!

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Jennifer W.
Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$100
per day
5.0 out of 5 stars
33 reviews
10 repeat clients
17 years of experience
Westport, CT, 06880

About: Hi, I’m Tatiana! Animals have always been part of my life, but in the last years I realized that I have a natural talent for training and working with dogs. What started as a passion has now become my full-time profession. I have hands-on experience with pets of all ages and temperaments — from playful puppies to senior dogs, from shy or anxious pets to those with more challenging behaviors. I focus on creating calm, safe, and structured environments so every dog feels secure and understood. Along with pet sitting and walks, I also integrate basic training and positive reinforcement into my care, helping pets build good habits and confidence. My goal is to give you peace of mind, knowing your furry family member is in reliable and loving hands. 💕 Pet care is a natural part of my daily routine. Since I work independently and have a flexible schedule, I can easily dedicate my time to walks, play, feeding, and any special needs your pet may have. I make sure to structure my day so that pets receive consistent attention, exercise, and companionship. Your pet’s safety and comfort are my top priorities. Whether I’m caring for them in your home or mine, I always create a calm and secure environment. I pay close attention to their routines, behaviors, and any specific instructions you provide. I’m experienced in working with both dogs and cats of different ages and temperaments, including pets that may be shy, anxious, or require medication. My goal is to ensure they feel safe, understood, and loved while you’re away.

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Over 38
pet parents in Westport have booked doggy day care

Westport dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jax has been enjoying his time spent with Andrea since the beginning of this month. He looks forward to visiting her and playing with his other fur friends. She’s responsive and overly communicates. I highly recommend.

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Shawniee G.
Doggy Day Care
5.0 out of 5 stars

Anna was so kind and patient with our huge, shy, 9.5 month old Great Dane. We had never left her with anyone and I was very nervous! But, Anna sent photos and assured me Pepper was having fun... when we went to pick her up she was sad to leave Anna! We are so thankful to have found Anna and will definitely plan for another stay for Pepper. Highly recommended!!

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Jennifer P.
Doggy Day Care
1 / 1
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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per day for doggy day care in Westport is $50

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 Westport average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Westport on Rover as of Jun 2026 was about $50 per day, after factoring in Rover’s service fees. A 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 Westport doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

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

As of Jun 2026, 952 sitters provided doggy day care in Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Westport sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Westport have an average of 18 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Westport.

Westport doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Westport sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 952 sitters offering doggy day care in Westport on Rover, so you’re sure to find the perfect match for your dog! In Westport, 96% of sitters offer daily exercise, 95% offer medication administration, and 91% 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 doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check 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 doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

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