Pet Boarding Westport

Find a loving Westport pet sitter to watch your cat or dog overnight at your sitter’s home.

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Sitter Profile Image: Gwynne A.
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Gwynne A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
111 reviews
42 repeat clients
10 years of experience
Fairfield, CT, 06825

It was our first time boarding Cleo, our 4 year old labrador, with Gwynne, and it was an excellent experience! Gwynne was very quick to respond to inquiries, took time to ask about Cleo, offered to arrange a “meet and greet” to make sure that Cleo gets along with her own dog, Flash. During her stay, we received daily updates with cute pictures and videos. Cleo got ton of exercises with Gwynne and her family, they even took her to lake Mohegan which is Cleo’s favorite destination! Overall I highly recommend Gwynne! Cleo will be back!

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Jian S.
Sitter Profile Image: Yulia Y.
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Yulia Y.
from
$70
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06850

Yulia was wonderful to our dog, and we had a great experience. Her dog is extremely friendly, and her backyard is perfect for dogs to explore safely. Thank you!

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

About: Have no fear Val is here! In addition to providing gentle care, I can also keep my clients informed, have an open yard with closed gates, and take regular walks for more fresh air. I can provide Full time care. This consists of 7 days a week from Monday through Sunday! This includes holidays as well. Do you have inquiries? Contact me anytime! My home is smoke free and clean. I have a room dedicated to dogs. In the summer it is cold, and in the winter it is warm. Camera surveillance is installed in the room so that it may be checked over at night.

Sitter Profile Image: Anna A.
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Anna A.
from
$95
per night
5.0 out of 5 stars
30 reviews
12 repeat clients
4 years of experience
Westport, CT, 06880

Anna took great care of our dog while we were away for a week. We loved the daily photo updates and it was clear he had a great time playing with the other dogs and spending time with her and her family.

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David L.
Sitter Profile Image: Jackie B.
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Jackie B.
from
$80
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
10 years of experience
Norwalk, CT, 06854

Jackie was wonderful with my pup and so accommodating to my travel schedule (even when we were running late due to car issues!). I highly recommend her!

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Tanya C.
Sitter Profile Image: Caitlin O.
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Caitlin O.
from
$50
per night
15 years of experience
Wilton, CT, 06897

About: I've taken care of, owned, and loved dogs and cats my entire life. My friends and family often rely on me to care for their pets. I have volunteered at a local pet shelter, cleaning, playing with, and feeding dogs of a wide range of ages and with various medical needs. I can provide excellent care for all kinds of pets, including senior animals. I'm active, organized, and ready to adapt to any pet need! I currently work part-time, so I have flexibility and time to care for pets! I'm available weekdays or weekends from 9am-8pm. I can adjust my schedule either ahead of time or on a touch-and-go basis to fit what works best for you. I can tailor my approach based on your pet's specific needs and your personal preferences. I have a large, grassy yard for pets to play in; I keep an extremely close watch on them when they are outside; I play with them too and make sure they have fun! I usually let them out multiple times a day for however long I can be out there with them. Indoors, I have cozy couches, bean bags, and dog beds for all pets. I have a variety of food and healthy/dental treats. I know of plenty of walking trails and dog parks near me.

Sitter Profile Image: Catherine H.
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Catherine H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
25 years of experience
Trumbull, CT, 06611

Catherine was wonderful with Josie, she attended to every one of her needs and treated her like the true diva that she is! She gave her her drops, her eye drops three times a day on schedule, sent me pictures and videos. I was hoping Josie would a still wanna come home with me and not stay with Catherine.!!!Sue w.

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Sue W.
Sitter Profile Image: Claire V.
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Claire V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
South End, Fairfield, CT, 06824

Claire was wonderful hosting my little Yorkie for two full days while I was away. He was in great hands!! She was caring, loving and super patient with him. I received very detailed updates about his stay and he was super relaxed when getting back home. Thank you so much Claire! 🐾

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Stephanie P.
Sitter Profile Image: Diana & Christopher M.
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Diana & Christopher M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
30 years of experience
Easton, CT, 06612

We are very happy with the care Penny received while staying at Diana & Chris’s home for the day. We were updated with pictures and comments on how Penny was doing throughout the day. Penny seemed very much at home. All of her routines were followed.

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karen c.
Sitter Profile Image: Nandita K.
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Nandita K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
45 reviews
10 repeat clients
7 years of experience
Turn Of River, Stamford, CT, 06905

We’re so thank to have found Nandita! She’s very professional, her home and backyard are a perfect set up for dogs, and she’s a very sweet person!! We appreciated the pictures and videos she sent while we were away and she truly pampered our pup during his stay. Highly recommend!!

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Charlotte S.
Sitter Profile Image: Alba A.
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Alba A.
from
$70
per night
20 years of experience
Norwalk, CT, 06851

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: Lynn M.
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Lynn M.
from
$95
per night
4.9 out of 5 stars
19 reviews
16 repeat clients
28 years of experience
Southport, CT, 06890

I had my dog, Dodger stay at Lynn's house for one night recently, and I couldn't have been happier. I recently adopted a very friendly and sweet, but very nervous, scared mutt and was worried about leaving him with someone he didn't know. I had a meet and greet with Lynn prior to my night away, and her sweet dog, Doris, and immediately I knew Dodger would be fine. Doris is a great doggie host and Dodger immediately started playing with her. The night of his stay, I got a text from Lynn updating me that Dodger ate dinner and relieved himself - neither of which he does if he's even slightly nervous so I knew he was doing just fine. It was so nice not to worry about him. When I picked him up after his overnight, he was frolicking with Doris in Lynn's fenced in backyard and having a great time. I highly recommend Lynn. She's super friendly, flexible and laid back. Her pup, Doris is full of energy and nothing but fun for doggie guests. Lynn's son lives with her and is excellent with dogs as well. I will definitely book again!

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Jamie B.
Sitter Profile Image: Richard G.
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Richard G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
239 reviews
144 repeat clients
15 years of experience
Cove-East Side, Stamford, CT, 06902

Richard was so wonderful! This was the first time we ever used Rover. We did a meet and greet and then dropped both our pups off a few days later for a weekend stay. I was so nervous about them but we got daily photos and videos and they looked like they were having a blast. When we went to pick them up, they told us how much they loved both our dogs!! Overall such a great find and now we have a great sitter who lives so close!

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Caitlin L.
Sitter Profile Image: Judy L.
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Judy L.
Star Sitter
from
$57
per night
5.0 out of 5 stars
89 reviews
33 repeat clients
3 years of experience
Cove-East Side, STAMFORD, CT, 06902

Judy was an absolute joy to work with. She gave us very detailed updates every day about our cat and we would definitely book with her again.

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Scott M.
Sitter Profile Image: Clinton C.
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Clinton C.
from
$75
per night
4.9 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Darien, CT, 06820

Clinton & his son were terrific. Our dog, Ripley, came home very happy. She got along very well with their dog and they kept each other company. We also received photos while we were away which was great.

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Holly M.
Sitter Profile Image: Claudia H.
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Claudia H.
from
$58
per night
5.0 out of 5 stars
139 reviews
78 repeat clients
20 years of experience
Monroe, CT, 06468

Bosco came home happy & tired !!i knew Claudia took good care of him. She was telling me things about him that only a Mom would know .. I now consider Claudia a trusted guardian :) Thank you !!!

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Betty C.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$40
per night
4.9 out of 5 stars
106 reviews
36 repeat clients
10 years of experience
Bridgeport, CT, 06606

Coming to Madalys is Mango’s favorite vacation! She is the BEST. I get the cutest pictures from her. And he always comes home so happy, he is always so well taken care of!

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Rebecca O.
Sitter Profile Image: Nikki W.
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Nikki W.
from
$75
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

I look forward to using Nikki again in the future. You can rest assured that she will take good care of your best friend! Thanks Nikki.

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Jere B.
Sitter Profile Image: Lena B.
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Lena B.
from
$90
per night
5.0 out of 5 stars
59 reviews
3 repeat clients
10 years of experience
Norwalk, CT, 06851

I’m not entirely sure where to start but Lena is incredible! If you have any trips planned or honestly just want to send your dog to someone that is very kind, caring, attentive and can train your dog while you’re away, Lena is your person. She kept us updated every day as we are maybe more neurotic than some but we knew our Ruby was in great hands as she had plenty of outdoor exercise, exploring, cuddle time and puzzles! Lena was super organized, communicative and made sure we had peace of mind while we were away that our dog was in the best care. I’m not sure she wanted to come home when we came to pick her up! Needless to say, we’re huge fans of Lena and give her the highest rating. She’s the best!

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Rebecca S.
Sitter Profile Image: Catherine O.
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Catherine O.
from
$35
per night
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.

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The median cost per night for pet boarding in Westport is $60

Pet parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Eloise was an Angel sent from above. Dogsitter cancelled a day before my trip and Eloise was more than happy to help me, she sent me Daily updates, kept me informed, and treated my Dog like royalty. So much so my dog was kinda sad to come home which broke my heart but I am so happy she had a great time. I will 100% be booking for next trip Thanks a million guys 🌸

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SABRINA A.
Boarding
5.0 out of 5 stars

Olivia was extremely professional and took great care of my dog. Since it was my first time booking with her, I really appreciated the daily updates and photos she sent while I was away on vacation. She made me feel comfortable and reassured knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring pet sitter! 🐾💕

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Christal T.
Boarding
5.0 out of 5 stars

Charlotte took care of our dog Bruno so well!!. He loves her. 100% recommended. Thank you Charlotte!!

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Maria Elena B.
Boarding
5.0 out of 5 stars

Andrea took such wonderful care of our dog. Hazel is very small and Andrea made her feel at home and ready to play with other dogs. This is our first time with Andrea and we will definitely use her again. Hazel loved it and so did we!

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Hillary M.
Boarding
5.0 out of 5 stars

Irene is the best and our pup loves to hang with her. He enjoys her sunny fenced-in front yard. She also sends pictures and updates during his stay. We look forward to working with Irene again in the future!

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Erin O.
Boarding
5.0 out of 5 stars

Amazing experience from start to finish. You can tell right away that they are clearly experienced dog handlers who genuinely understand and care about the dogs in their care. We felt completely comfortable leaving our pup with them. They even gave her a bath before dropping her off — such an unexpected and appreciated touch. Truly full service. She came home happy, clean, and well cared for. We will absolutely be using them again!

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Tristan D.
Boarding
5.0 out of 5 stars

Michelle and her family are absolute gems! We have complete comfort in leaving our dog with them every time we travel. Our lab is typically a little nervous with others and now happily bounds into the house. She loves their walks and the fenced backyard. We wholeheartedly recommend Michelle for boarding.

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Weatherly H.
Boarding
5.0 out of 5 stars

Anna’s care is unparalleled! Jam had the absolute best time with her, her family and the other pups. We’re so happy we found someone we can fully trust with our dog!

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Emily R.
Boarding
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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

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Sitters in Westport average 11
repeat pet boarding clients

FAQs for Dog Boarding - Westport

Frequently asked questions about Rover

The average cost for Pet Boarding in Westport on Rover is $72.15 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 Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 2,061 sitters on Rover for Pet Boarding in Westport. About 92% of Westport sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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