Dog Boarding Westport

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Over 459
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.

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Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
306 reviews
185 repeat clients
25 years of experience
Norwalk, CT, 06851

Asti had a great stay with Andrea. She even made some new fur friends! Andrea was also extremely accommodating when my flight home was delayed and I had to extend Asti’s stay for an additional night.

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Megan D.
Sitter Profile Image: Anner C.
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Anner C.
from
$50
per night
4.9 out of 5 stars
183 reviews
65 repeat clients
5 years of experience
Norwalk, CT, 06851

So pleased with our experience! This was our first time leaving our new puppy. Anner did a great job caring for her. He was responsive with communication and pics. Will definitely use him again.

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Heather D.
Sitter Profile Image: Robin S.
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Robin S.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Irene A.
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Irene A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
54 reviews
24 repeat clients
18 years of experience
Norwalk, CT, 06855

Irene was so sweet with our Oliver! She was very communicative and accommodating with our 4 month old pup! Thank you again for your help this week and we look forward to booking with you in the future!!

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Nicole M.
Sitter Profile Image: Angelimar V.
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Angelimar V.
from
$55
per night
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Norwalk, CT, 06851

Great communication and easy to book. Roni came back happy, healthy and well cared for. Will book again.

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Jessica 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 amazing and we will absolutely use her again! Our older boy had a bunch of different medicines to take at different points throughout the day and she was so organized and great with communication. She even went out to multiple stores to find the right low fat wet food he ran out of! Thank you Charlotte!

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Jocelyn P.
Sitter Profile Image: Ivon Melissa C.
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Ivon Melissa C.
from
$41
per night
5.0 out of 5 stars
113 reviews
48 repeat clients
9 years of experience
Ridgeway, Norwalk, CT, 06850

Melissa is a thoughtful and caring dog-sitter. She told me she loves dogs and it show in all her actions when she dog sat my labradoodle. She read him very well and met his emotional needs.

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Helen M.
Sitter Profile Image: Laura & Carolina & Enrique G.
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Laura & Carolina & Enrique G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
97 reviews
37 repeat clients
15 years of experience
Bridgeport, CT, 06604

Amazing caregiving to our two babies (Tiger and Georgia) by Laura and her family! We left them with Laura for about 2 weeks. We loved it! We will recommend them to anyone. -Navarun and Michael

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Navarun G.
Sitter Profile Image: Jodie O.
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Jodie O.
from
$65
per night
5.0 out of 5 stars
40 reviews
29 repeat clients
30 years of experience
Southport, CT, 06890

Great place to take your dog. Jodie has a wonderful home and a back yard that is perfect for running around and having fun. My dogs had a ball. We will use Jodie again!

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Susan K.
Sitter Profile Image: Elaine D.
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Elaine D.
from
$75
per night
4.9 out of 5 stars
144 reviews
66 repeat clients
30 years of experience
Norwalk, CT, 06851

This was my first time meeting Elaine and I couldn’t be more impressed. She is truly a five-star sitter. She kept me updated with plenty of photos and messages showing how well our dog Max was doing—playing with the other dogs and clearly enjoying himself. I felt completely confident in her ability to take great care of him. When I picked him up, he was happy, healthy, and clearly well cared for. I wouldn’t hesitate to book with her again!

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Susan S.
Sitter Profile Image: Arly M.
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Arly M.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Norwalk, CT, 06850

Arly was a wonderful sitter for our anxious small dog. She kept us posted throughout her stay which really eased our minds while we were away. It was clear our dog was having a great time with lots of toys. She even clipped our dog’s nails for us. Would definitely recommend Arly as a sitter for your pet!

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Meg C.
Sitter Profile Image: Kathryn M.
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Kathryn M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
28 reviews
14 repeat clients
20 years of experience
Easton, CT, 06612

Kathryn is probably the best Rover sitter we’ve had (and we’ve used some lovely sitters). Our dogs are anxious when they’re left, and Kathryn really helped them feel at ease - her fenced yard was perfect and they just seemed to trust her. I’d highly recommend booking your pet’s stay with her!

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Sophie C.
Sitter Profile Image: John H.
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John H.
from
$70
per night
5.0 out of 5 stars
438 reviews
162 repeat clients
20 years of experience
Norwalk, CT, 06850

John was great with our puppy Logan! He sent photos and updates each day and even offered some training tips. Logan seemed happy and exhausted after spending the weekend at John’s. Will definitely book John again!

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Kristin J.
Sitter Profile Image: Julie M.
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Julie M.
from
$75
per night
4.6 out of 5 stars
74 reviews
51 repeat clients
40 years of experience
southport, CT, 06890

She was very nice with my dog. He had a wonderful time playing with dogs in her house. She took special care in the night as my dog is new to pet sitting. He ate, slept and played well.

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Anu A.
Sitter Profile Image: Hazard L.
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Hazard L.
from
$75
per night
5.0 out of 5 stars
46 reviews
18 repeat clients
10 years of experience
Fairfield, CT, 06825

What a wonderful stay and experience! Hazard is super friendly and very detail oriented. She’s very responsive with communication as well. We had a meet and greet before hand and the first stay for my pups couldn’t have been better! My dogs really enjoyed their time at Hazard’s house. We received lots of photos and videos. And we loved the report card at the end of the day! Thank you! We have another booking set already!

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Annie B.
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

Katie had the best, most nurturing and relaxing experience! When I picked Katie up I could tell she felt secure. Katie can have separation anxiety but she was handled perfectly (walks, pets, a nap). I received lots of pictures and texts so I was comfortable too.

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Laural W.
Sitter Profile Image: Jay L.
Verified Background Check
Jay L.
Star Sitter
from
$49
per night
5.0 out of 5 stars
284 reviews
143 repeat clients
6 years of experience
Downtown, Bridgeport, CT, 06604

Jay was wonderful! he was quick to respond and very professional both through our emails as well as in person! He is a VERY pleasant person and he went above and beyond to ensure that our dog, Bilbo was happy and comfortable. His dog was VERY friendly with ours which put us at ease knowing that they'd have a blast together! Jay sent us one picture each day we were gone, if not more. We won't hesitate to book him in the future! 5 out of 5 paws!! You won't be disappointed with Jay!

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Tara W.
Sitter Profile Image: Christina O.
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Christina O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
55 reviews
12 repeat clients
25 years of experience
Bridgeport, CT, 06608

Christina was extremely attentive to the dogs, their needs and welfare. She took great care of them and was very flexible as our plans changed after booking. We plan to use her again.

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James F.
Sitter Profile Image: Marilyn C.
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Marilyn C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
67 reviews
13 repeat clients
31 years of experience
Fairfield, CT, 06824

Always the best! My dog spends as much time at Marilyn’s as at my home. It’s her home away from home. Thanks Marilyn for being Sicily’s second mom. ❤️

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Jennifer R.
Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
146 reviews
33 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana took wonderful care of our dog over the holidays! This was the longest we have left our pup, and we knew he was in great hands. They sent daily updates and were flexible with our changing plans. Will definitely board with them again!

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Andrea K.
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The median cost per night for dog boarding in Westport is $62

Dog 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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Book with peace of mind

  • 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.

  • 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 dogs like family

  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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Westport average 11
repeat dog boarding clients

FAQs for Dog Boarding - Westport

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 2,013 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

97% of Westport sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Westport landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

Tip: 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 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 .

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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