House Sitting Westport

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Over 66
pet parents in Westport have booked house sitting

Westport, Find top rated house sitting

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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
87 reviews
14 repeat clients
50 years of experience
Westport, CT, 06880

Kim is the best! She treats Buster with so much care. She goes above and beyond to make sure your pup is happy! I’m a repeat customer 🌟🌟🌟🌟🌟

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

Destiny was terrific! I had a last minute work trip and needed extended care for my cat. She was extremely accommodating and took wonderful care of him. He took to her immediately which is rare for him. Destiny was extremely flexible as plans changed due to a blizzard that impacted the area. She followed all instructions for the cat and treated my place like it was her own — it was spotless when I got back. Thank you, Destiny!

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Cyrus K.
Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$75
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Westport, CT, 06880

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

Oscar stayed at our home for five nights while we were away. He was respectful of our house, reliable, and took good care of our dog. Our dog enjoyed spending time with him, and we returned home to a relaxed and happy pet.

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Katie Z.
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: Tatiana M.
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Tatiana M.
from
$150
per night
5.0 out of 5 stars
34 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: 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: Valeria S.
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Valeria S.
Star Sitter
from
$120
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
3 years of experience
Westport, CT, 06880

Valeria stayed with our Chancey for a full week. She sent frequent updates of their walks and play together. Apart from taking such great care of Chance, she communicated very well when there was an issue with our ACs. She also went above and beyond to ensure we returned to a tidy house. Thank you Valeria, we are lucky that we can count on you with our fur baby 🐕.

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Jenna K.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$85
per night
5.0 out of 5 stars
13 reviews
6 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: 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: Dominique P.
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Dominique P.
from
$50
per night
6 years of experience
Norwalk, CT, 06850

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.

Sitter Profile Image: Zachary K.
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Zachary K.
from
$75
per night
5 years of experience
Westport, CT, 06880

About: Dogs have been part of my life since I was a teenager, and over the years I've built up real hands-on experience through dog sitting and walking for my family, neighbors, and friends. That's ranged from quick drop-in visits and walks to week-long stays in their homes. I genuinely love spending time with dogs and take pride in keeping them comfortable, active, and cared for. I'm currently between jobs and actively job searching, which means my days are genuinely flexible. I can build my schedule around your dog's routine rather than the other way around, so feeding times, walks, and bedtime stay as close to normal as possible. The safety and comfort of every pet in my care is my top priority. I follow your routines and instructions closely to keep things consistent for your dog. I send regular photo and text updates so you always know your dog is happy and in good hands.

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.

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

Donald took excellent care of our dog Josie! He was very detail oriented and provided us with regular updates. We will definitely be booking with Donald in the future and would recommend him to anyone looking for a reliable sitter.

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Jack D.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$100
per night
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Bridgeport, CT, 06605

Samantha is amazing! She's very responsive, attentive, and took great care of our puppy, Gracie. She asks questions and makes sure she understands how best to take care your pet. We knew we were leaving Gracie in very capable hands. It was also clear how much Gracie loved her time with Sam!

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Amy W.
Sitter Profile Image: Devora L.
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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: Alba A.
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Alba A.
from
$70
per night
20 years of experience
Westport, CT, 06880

About: My name is Lilly (Middle name). *Background checked* I'm a very active and nature loving pet care professional. I am experienced with all types of dogs. I am very focused on what is best for your pet in terms of health, behavior correction and safety. I work with a trainer mindset. I have volunteered for several dog shelters in Utah and Connecticut. I'm an animal activist. I love dogs and my dream is to one day have a sanctuary so that there are less dogs in shelters. I am kind, compassionate, nurturing and reward good behavior. I spent lots of time outdoors, my life is spent accommodating to clients busy schedules. I am reliable to pick up and drop off on a timely manner always remaining flexible to changes along the way. Safety is my #1 priority, play and exercise is my second. Feel free to message me with any questions. If I can help you, I will. My services are affordable, dependable and honest. I'm available 24/7. I will always be around to care for your dog and tend to its needs. Morning, noon and afternoon walks are provided. Trips to the park are typical with plenty of time for rest. I have a yard, me and your pet are out in nature as much as possible with proper resting periods. I can create train your pup but I am also experienced with pets not comfortable with crating. I will always be sensitive to each pet's needs and well being.

Sitter Profile Image: Kris & Angelica S.
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Kris & Angelica S.
from
$98
per night
5.0 out of 5 stars
68 reviews
20 repeat clients
15 years of experience
Fairfield, CT, 06890

Kris and Angelica were absolutely perfect. We were leaving our 15 year old dog at home to attend our daughters destination wedding and really needed peace of mind that he was in good hands while we were away. They gave us that and we came home to a happy pup and clean home. Thankyou!

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Linda B.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$75
per night
4.9 out of 5 stars
106 reviews
36 repeat clients
10 years of experience
Bridgeport, CT, 06605

She stayed at my house and took care of my dog she did a fantastic job! I am so pleased with her! She made sure she didn’t leave a mess in my house and took pictures of the dog all the time it was great I am so pleased I would definitely use her again

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Toni Ann R.
Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$80
per night
4.9 out of 5 stars
19 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.
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The median cost per night for house sitting in Westport is $65

Pet parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Charlotte was great! Our dog Roman is extremely nervous and picky about meeting new people, and she was more than willing to meet beforehand to ensure things went smoothly. She gave regular updates with photos and followed all of our instructions exactly. Would 100% book her again!

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Samantha S.
House Sitting
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

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
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  • 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

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  • 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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Sitters in Westport average 3
repeat house sitting clients

FAQs for House Sitting - Westport

Frequently asked questions about Rover

The average cost for House Sitting in Westport on Rover is $90.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of July 2026, there are 3,079 sitters on Rover offering House Sitting across Westport. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Westport walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Westport maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Westport 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Westport. On Rover:

  • 91% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% 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.

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