House Sitting in Westport

Find a loving house sitter to watch over your pets and your home.

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Top rated Westport house sitters

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

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Sitter Profile Image: Kim A.
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Kim A.
from
$95
per night
5.0 out of 5 stars
86 reviews
13 repeat clients
50 years of experience
Westport, CT, 06880

Kim was a pleasure to work with. She is professionaL, organized, on time and most of all so sweet with the dogs. They loved playing with her and looked sad when she left when we returned. We will definitely use Kim again!

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Susan A.
Sitter Profile Image: Destiny R.
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Destiny R.
from
$100
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Westport, CT, 06880

Destiny is so sweet. Jackie the cat liked her. The husky snow snuggled with her. She sent pics and kept me up to date. She was on time, dependable, responsive. Will use again

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Dina M.
Sitter Profile Image: Oscar O.
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Oscar O.
Star Sitter
from
$18
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
10 years of experience
Westport, CT, 06880

Oscar is so responsible and is a hard worker. He shows up on time and will text and communicate and follow thru on your instructions. I highly recommend him. My grand dog Koda was very comfortable with him in the house.

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Ellen L.
Sitter Profile Image: Valeria S.
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Valeria S.
Star Sitter
from
$120
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
3 years of experience
Westport, CT, 06880

We are so thankful we found Valeria to stay with our precious Chancey shortly after we moved to our house. She was clear, organized, stuck to our usual schedule and sent frequent detailed updates with photos 😍. It is clear that she is very experienced with dogs and training. Thank you so much Valeria!

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Jenna K.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$35
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$150
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
17 years of experience
Westport, CT, 06880

Tatiana looked after our dog Delilah whilst we were in England for a week. She did a truly wonderful job- taking great care of Delilah and of our house and kept in touch with the loveliest photos and videos. I cannot recommend her highly enough.

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Julia B.
Sitter Profile Image: Hillary B.
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Hillary B.
from
$40
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
6 years of experience
Westport, CT, 06880

Hillary was awesome! I’ll definitely be booking her again. She was very communicative and sweet to my dog Misu. During our meet and greet, she also really took the time to get to know my dog and ask about his needs.

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Amanda T.
Sitter Profile Image: Donald L.
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Donald L.
Star Sitter
from
$80
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
6 years of experience
Darien, CT, 06820

We had Donald watch our Irish setter for a week while we were away. He was absolutely amazing! Checked in very frequently, sent lots of photos, and went out on long walks. Would definitely recommend using Donald and will do so again!

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Todd & Maggie J.
Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$75
per night
4.9 out of 5 stars
47 reviews
13 repeat clients
30 years of experience
Westport, CT, 06880

Charlotte was absolutely wonderful with my dog Lily. She really helped me when I was in a pinch and was super responsive and kind. Would definitely leave Lily with her again!

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Gigi P.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$85
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Norwalk, CT, 06851

Katherine is amazing! She is a loving caregiver who immediately bonded with my cat and my dog. My cat is often wary, but could immediately sense her loving presence. Katherine is also incredibly responsible, mature and responsive - from responding to texts, understanding my needs, and leaving my house in better shape than she found it. It is a gift to find someone who allows me to relax and not worry about a thing while I’m away - that is my experience with Katherine!

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Eileen T.
Sitter Profile Image: Sofia a.
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Sofia a.
from
$85
per night
5.0 out of 5 stars
46 reviews
19 repeat clients
7 years of experience
norwalk, CT, 06854

Sofia took wonderful care of our dogs, guinea pigs, and fish. She sent lots of photos during our trip. She responded to my messages promptly and professionally and made me feel at ease while we were away.

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Anna-Liisa N.
Sitter Profile Image: Kenisha M.
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Kenisha M.
from
$110
per night
5.0 out of 5 stars
46 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06854

This is the 3rd time we have used Kenisha for pet sitting for our dog and cat. This trip was 2.5 weeks away and as always Kenisha was amazing. She takes great care of our girls and coming home to a sparkling clean house is an added bonus. Book her now!

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Kristen K.
Sitter Profile Image: Lana B.
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Lana B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
88 reviews
49 repeat clients
8 years of experience
South Salem, NY, 10590

Lana is amazing!! She watched our 2 dogs and 1 cat while we were away for a week. She gave them tons of attention, was thoughtful with her care and pet stimulation, and very responsive. She also left our house clean and went above and beyond in caring for our space. We can’t wait to book Lana again

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Holly C.
Sitter Profile Image: Jocelyn W.
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Jocelyn W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Norwalk, CT, 06855

We hired Jocelyn to housesit our dog Arthur and she was fantastic! She was a great communicator from start to finish, sent us lots of photos, and went the extra mile to ensure he was well taken care of during our trip. She also left our house exactly as it was when we left and was a gracious guest. We would absolutely book her again!

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Cody S.
Sitter Profile Image: Eloise F.
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Eloise F.
from
$36
per night
5.0 out of 5 stars
3 reviews
10 years of experience
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: Colin W.
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Colin W.
from
$80
per night
10 years of experience
Fairfield, CT, 06824

About: I’ve dealt with pets of all kinds. Big, small, medium, and ones that aren’t potty trained. However, I love all animals! You’re pet will be my top priority, and they will be in good hands for the duration of time that I am needed! As a college freshman on summer break, I have plenty of time on my hands to tend to your pet. Even after finding a job, your pet will be my priority! I own a mini-dachshund who you will find either bubbling with energy, or basking in the sunshine in the back yard. His activity level is completely dependent on our behavior! Thanks to his loving personality, he is always by our side and being loved. He has free access to water whenever he needs it and is fed twice per day. Rocky would never run away, as his he too emotionally attached and can’t stand to be alone for even five minutes!

Sitter Profile Image: Kiersten M.
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Kiersten M.
from
$60
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Fairfield, CT, 06824

About: With personal experience raising my own 5-year-old dog and caring for neighborhood pets, I understand the importance of dependable, attentive pet care. I’m comfortable with daily walks, playtime, feeding routines, and providing updates so you feel at ease. I aim to create a calm, positive experience for every dog in my care! I am currently a physical therapy student home for summer break. I usually have full availability on weekdays and weekends. Once my clinical starts in mid July my availability will shift to only weekends. Whenever I am watching dogs, I make sure they have a collar on when going outside, make sure all gates and fences are closed, and that they have used the bathroom before I leave the house.

Sitter Profile Image: Devora L.
Verified Enhanced Background Check
Devora L.
from
$67
per night
4.6 out of 5 stars
20 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

About: I am currently a pet care specialist! I grew up taking care of dogs,cats,Guineapigs, hamsters, birds and more I always helped take care of my neighbors cats and dogs I honestly loved it ! I am honestly working full time but i usually always have time after work , take care of my babies first and then come and help I have a huge yard, 2 dogs , 4 cats , 1 Guinea pig, and 2 birds, but if needed they will be in separate rooms

Sitter Profile Image: Kris & Angelica S.
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Kris & Angelica S.
from
$89
per night
5.0 out of 5 stars
67 reviews
19 repeat clients
15 years of experience
Fairfield, CT, 06890

Kris and Angelica are wonderful! They came to stay with our dog George for the first time last weekend and were great. They were very responsive and communicative and kept in touch throughout their stay with photos and messages. In addition to taking great care of George, they left our house in great shape. They clearly care about providing excellent service and care, and we will certainly use them again!

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Martha L.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$85
per night
5 years of experience
Westport, CT, 06880

About: I've grown up with dogs my whole life, I've had a dog for 11 years, so I understand firsthand what it means to care for a pet like family. I have hands-on experience with dog sitting and walking, and I'm comfortable with daily routines, exercise needs, and making sure dogs feel safe and comfortable in any environment. Your dog will always be in caring, attentive hands! I work part-time, which means I have plenty of flexibility throughout the week to give dogs the time and attention they deserve. Whether it's weekday walks or weekend sitting, I'm available, your pet always comes first. When caring for pets in your home, my top priority is keeping things consistent and stress-free for your dog. I follow your established routines: feeding schedules, walk times, and any house rules, so your pet feels comfortable and secure in their own space. I treat every client's home with respect, ensure doors and gates are always secure, and provide updates and photos so you always know your pup is happy and safe.

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Over 64
pet parents in Westport have booked house sitting

Westport pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kim does an outstanding job. She truly loves animals. She looked after our two pups and is always a joy to have in our home. The pups were happy when we returned. She is a gem!

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veronica k.
House Sitting
5.0 out of 5 stars

After communicating with a few different housesitters on this platform, Katlyn seemed to be the most responsible and reliable one. She was very friendly, easy to talk to and Jäger took to her immediately. We felt comfortable leaving her in our home to take care of our 8 year golden retriever for a little over a week. Katlyn texted and sent pics every day- they hung out at the house, played in the yard and went out for walks/hikes. Pics were great- brought a smile to our face every single time:) Katlyn was also very accommodating with a few little changes in the schedule. We felt very fortunate to have her care for our home and our dog. Will definitely like to hire her again in the future! Val Schuermann

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Klaus S.
House Sitting
5.0 out of 5 stars

Charlotte was outstanding - responsive, responsible and took great care of our three animals. It was a relief to know they were so well taken care of.

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Andrew G.
House Sitting
5.0 out of 5 stars

Tatiana is an incredible dog sitter. She sent lots of pics and videos of my pup and he clearly had a blast. She took great care of our house, too. She is kind and conscientious.

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Nadine B.
House Sitting
5.0 out of 5 stars

I am incredibly grateful to Stephanie for taking such wonderful care of my dog (Marco) during e two and a half week that she stayed at my house. She was attentive, responsible and compassionate, especially in managing his medical concerns with great care and diligence. Stephanie not only took well care of Marco but also my home was well looked after. I highly recommend her for anyone seeking a trustworthy and loving pet sitter.

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Karen G.
House Sitting
5.0 out of 5 stars

Erika was a wonderful to work with, took great care of our fur babes and we look forward to continuing to work with her! Thanks Erika!

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Sorba B.
House Sitting
5.0 out of 5 stars

Maria was absolutely wonderful with my cat! She took the time to understand kitties personality and routines, sent regular updates with photos, and made sure she felt comfortable and cared for while I was away. It gave me so much peace of mind knowing she was in such good hands. I came home to a happy, relaxed kitty and a spotless space. I highly recommend Maria to anyone looking for a trustworthy, attentive, and kind sitter!

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Carlos F.
House Sitting
5.0 out of 5 stars

Lauren was great with mocha. She understood Mocha's temperament and very quickly gained the trust of our anxious little one. She sent us updates through the day, which was reassuring.

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VIJAYKRISHNA L.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets 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 house sitting in Westport is $65

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 house 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.

Sitters in Westport average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Westport on Rover as of Jun 2026 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 3,047 house sitters in Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Westport house sitters respond in under an hour.

House sitters in Westport have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Westport.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Westport house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.