Dog Boarding Westport

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Over 438
pet parents in Westport have booked dog boarding

Westport, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Robin S.
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Robin S.
from
$59
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Fairfield, CT, 06824

“Robin is a lovely person who took excellent care of our dog. She kept us updated on everything and I could tell our dog was comfortable and relaxed when we returned. We will definitely be booking with Robin again!”

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Susie L.
Sitter Profile Image: Hazard L.
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Hazard L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 51 reviews
18 repeat clients
10 years of experience
Fairfield, CT, 06825

“I really appreciated the care my precious dog received. I was a last minute holiday booking. Nina was shown warmth, flexibility and compassion. This was visible through the pictures I received daily, videos and the puppy report cards. I will absolutely book again!”

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Roisín I.
Sitter Profile Image: Anastasiia C.
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Anastasiia C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
8 years of experience
Norwalk, CT, 06855

“Anastasiia was the best! Took great care of Mars and even got him out on some hikes. She is very communicative and thoughtful with our guy. Would highly recommend and will definitely book again.”

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Greg G.
Sitter Profile Image: Julie M.
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Julie M.
from
$75
per night
4.6 out of 5 stars
• 76 reviews
52 repeat clients
40 years of experience
southport, CT, 06890

“Julie was a fantastic sitter for our cat for an extended vacation. She sent pics and kept our cat happy and healthy during the stay. Professional, responsive, and recommended!”

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Timothy M.
Sitter Profile Image: Rachel C.
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Rachel C.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
7 years of experience
Fairfield, CT, 06824

“Rachel was very accommodating and took great care of our dog. She sent us picture updates and took her on multiple walks during her stay. Thank you, Rachel!”

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

“Anna is so kind and took the best care of our dog! He was very calm when I picked him up, I can tell he really enjoyed staying with her. She sent photos and updates regularly and it was great to know he was doing well while we traveled. I truly appreciate the level of care Anna provided and welcomed our dog into her household. I’m grateful to connect, and I couldn’t imagine a better person to look after our pup! Thank you!!!”

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Steven P.
Sitter Profile Image: Taylor G.
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Taylor G.
from
$65
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
7 years of experience
Westport, CT, 06880

“Taylor is phenomenal. I felt like i was there every step with my puppy. I know Chanel fell in love with her and felt safe. I appreciate Taylor for keeping me updated and keeping my little babe happy and comfortable.”

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Centcha C.
Sitter Profile Image: Rusudan J.
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Rusudan J.
from
$65
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
2 years of experience
Weston, CT, 06883

“Rusa and her family were so wonderful to our doggy. Our dog has had anxiety with previous boarders but she became so comfortable with Rusa and her family very quickly. Rusa also gave daily updates with photos, even cleaned our doggy’s eyes, and put booties on her paws when it snowed to protect her from the salt in streets. She was very communicative and trustworthy. Highly recommend.”

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

“My dog, Ziggy, had a great stay with Gwynne! She is awesome with communication and sent pictures every day. She gave Ziggy his daily meds, no problem. Highly recommend!”

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Jennifer P.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$40
per night
4.9 out of 5 stars
• 122 reviews
38 repeat clients
10 years of experience
Bridgeport, CT, 06606

“The best with my girl Persephone. She was able to take her in very last minute and was very very flexible. I really appreciate all of her help and the way she was with Persephone during this tough transitional period. Loved all the pictures and videos she sent and I noticed that Persephone became less stressed overtime which I love. Highly recommend Madalys to everyone!”

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Elijah G.
Sitter Profile Image: Lily K.
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Lily K.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
20 years of experience
South Salem, NY, 10590

“Another great visit with Lily and her family! She continues to take great care of our senior pup, making him feel like part of the family and meeting him at his level. So communicative and helpful!”

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Erin H.
Sitter Profile Image: Alena N.
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Alena N.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
20 years of experience
darien, CT, 06820

“I had a good experience with Alena and would recommend her to anyone looking for someone reliable to care for their dog. She stayed in touch with me throughout Dewey’s stay and sent me photos and updates, which I really appreciated. I felt comfortable and confident leaving Dewey in her care and knowing he was being well looked after. I would be happy to have her take care of Dewey again in the future. Thank you, Alena! 🐾❤️”

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

“Exceptional caretaker of our dog Bailey. Judy was very conscientious and kept us updated all week with photos; home was exceptionally clean and very well organized so we did not have to worry about Bailey chewing unsafe items and trash. When we picked her up, she seemed very relaxed and content.”

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Carole L.
Sitter Profile Image: Catherine H.
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Catherine H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
25 years of experience
Trumbull, CT, 06611

“Loved Catherine! She took great care of Bear and it gave me peace of mind to know her house was safe, spotless, and dog friendly. I also liked that she only takes one client at a time to ensure full attention to my dog. 🫶🏽”

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Meral V.
Sitter Profile Image: Ashanti P.
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Ashanti P.
from
$50
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Fairfield, CT, 06825

“Ashanti was fantastic! Very responsive and provided updates on my dog’s care. Highly recommend.”

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

“Lena is wonderful in every respect. She is deeply caring, knowledgeable about dogs, very well organized, and has a wonderful dog of her own in a space that is clean and very comfortable for doggies. My dog Miley had the time of her life and may also have learned a thing or two along the way. Lena also sent lots of sweet pictures and videos which meant a lot as I was away for several days. It’s clear she takes great care and pride in her work with dogs. I highly recommend Lena and will use her again!”

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Samantha S.
Sitter Profile Image: Hilary M.
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Hilary M.
from
$70
per night
20 years of experience
Trumbull, CT, 06611

About: I’ve been welcoming other people’s dogs into my home for more than 20 years. It started because I knew firsthand how hard it was to leave my own dog when I traveled. I wanted there to be another option for people like me—people who couldn’t imagine leaving their dog in a kennel but also weren’t comfortable having someone stay in their home. What began as something I offered to friends became something I genuinely love doing. There’s something very special about watching a dog arrive in an unfamiliar place, helping them settle in and trust me, and eventually seeing them stretched out on the couch or curled up beside me as though they’ve always lived here. I still miss them when they go home. I board dogs from only one family at a time because I want their stay to feel less like boarding and more like their own vacation. While they’re here, they live with me as part of my household. I work from home and structure my days around them, so they have plenty of companionship and frequent access to my fully fenced yard. I’ve cared for dogs of all sizes, from very small dogs to dogs over 100 lbs, as well as puppies and seniors. They’re welcome on my furniture and, if they sleep with their people at home, they’re welcome to sleep with me. I don’t routinely crate dogs, but I’ll maintain a dog’s crate routine if that’s what they’re accustomed to at home. I require a Meet & Greet before accepting a new dog because I want your dog to be comfortable with me, my home and my dog—and I want you to feel completely comfortable leaving them with me. After more than 20 years, the reason I do this hasn’t changed. I want you to be able to enjoy your time away knowing your dog is enjoying theirs, too—living in a home, getting affection and companionship, and being cared for by someone who understands just how much they mean to you. While your dog is in my care, I structure my days around them. I work from home, have my groceries delivered and generally don’t schedule activities that require me to leave them alone. There’s no rigid boarding schedule here—their normal routine becomes part of mine. Whether they want to follow me around the house, nap beside me while I work, play, cuddle or head into the fenced yard, they have companionship throughout the day. While your dog is with me, I treat them as one of my own, with the same love, attention and care I give my own dog. Before a dog stays with me for the first time, I require a Meet & Greet with my dog so we can make sure they’re comfortable together before you leave your dog in my care. I board dogs from only one family at a time, so there aren’t unfamiliar boarding dogs constantly coming and going. My yard is fully fenced, and while your dog is here, I follow your instructions for feeding, medications and normal routines. I don’t crate dogs unless their family specifically requires it as part of their normal routine.

Sitter Profile Image: Farva S.
Verified Background Check
Farva S.
from
$100
per night
4.9 out of 5 stars
• 122 reviews
80 repeat clients
17 years of experience
Pound Ridge, NY, 10576

“Our dog had a great time with Farva! She has a wonderful fenced backyard so our dog could play with other dogs. She sent us updates throughout the stay, and was very kind and responsive.”

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Ellen C.
Sitter Profile Image: Yushin "Tina" P.
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Yushin "Tina" P.
from
$60
per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
22 years of experience
Cove-East Side, Stamford, CT, 06902

“Tina and her husband took wonderful care of my Lucy. They were quick to respond/schedule a meet and greet and were very receptive of all of Lucy’s personality quirks. They were flexible with drop off/pick up, provided great updates, and were very communicative. Lucy will definitely be back!”

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Emily R.
Sitter Profile Image: Myvizhi E.
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Myvizhi E.
from
$30
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Wilton, CT, 06897

“So, as a nervous dog dad, I was so relieved by how thoughtful and patient she was with Boo. She kept me updated the whole time, sent photos, and really put my mind at ease. I’d recommend her to anyone”

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Joseph L.
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The median cost per night for dog boarding in Westport is $65

Dog parents share their Rover experiences - Westport

1 / 1
5.0 out of 5 stars

Charlotte has watched my Moxie twice now and both times have been an excellent experience. She’s flexible, sweet and Moxie comes back happy! I recommend her to anyone!

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Caitlin H.
Boarding
5.0 out of 5 stars

Erin was terrific. Very responsible and communicative and took excellent care of our Duncan. She clearly loves animals, which is most important.

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James B.
Boarding
5.0 out of 5 stars

Irene is fantastic! She took such great care of my elderly pup. She clearly cares deeply for the animals in her care and has a fantastic setup for the dogs to get exercise in the yard. Thank you Irene!

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Jordan H.
Boarding
5.0 out of 5 stars

Theo's 9-day vacation with Lindsay was wonderful. Great communication in advance and during the stay.

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Deirdre V.
Boarding
5.0 out of 5 stars

Andrea was an amazing caregiver! My dog came home happy and well cared for. Andrea's home is extremely nice with a wonderful backyard. She clearly loves dogs and treated my pup like family.

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Lauren P.
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
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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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog boarding - Westport

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Sitters in Westport average 11
repeat dog boarding clients

FAQs for Dog Boarding - Westport

Frequently asked questions about Rover

The average cost of Dog Boarding in Westport is $72 per night as of October 2026. Most bookings cost between $43 and $89 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,957 sitters on Rover offering Dog Boarding across Westport. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Westport can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westport home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Westport.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Westport sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 , 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 .

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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