Dog Boarding Westport

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 461
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: Anner C.
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Anner C.
from
$60
per night
4.9 out of 5 stars
• 241 reviews
82 repeat clients
5 years of experience
Norwalk, CT, 06851

“Anner is amazing!!! He is literally the dog whisperer. Lola is happy and with her doggy friends when with him. I love my baby dog and I really appreciate how clean, kind and attentive Anner is. You cannot go wrong choosing him as your sitter!”

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Carine M.
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
21 repeat clients
10 years of experience
Fairfield, CT, 06825

“Hazard took great care of my dog. She sent consistent photos and videos, and even sent 2 pet reports! Willa was happy and in great shape when I picked her up. I would definitely use Hazard again!”

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Taylor B.
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
3 repeat clients
8 years of experience
Norwalk, CT, 06855

“Ana took great care of our dog Willow and went above and beyond like she always does, it’s no nice knowing that our dog is safe and well cared for while we are away!”

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Christopher L.
Sitter Profile Image: Karen Q.
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Karen Q.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
15 years of experience
Norwalk, CT, 06851

“Amazing experience! Pretty sure my dog wants to live with them full time :)”

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

“Elaine was amazing to work with! We had to book last minute and she was so accommodating. Aubrey loved staying there and playing with her poodles. She also sent pictures everyday and was very communicative. I would highly recommend her!”

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

“My little ones had their very first overnight stay with Rachel and Luna, and it was a wonderful experience! They enjoyed daily walks, plenty of snuggle time, and lots of playtime with their favorite toys. They came home happy, relaxed, and well-rested. Thank you, Rachel and Luna, for taking such great care of them!”

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Nicole Y.
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: Diana & Christopher M.
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Diana & Christopher M.
from
$70
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
30 years of experience
Easton, CT, 06612

“Our golden retriever stayed for 8 days with Diana and was so happy that he did not want to leave to come home. He was cuddled and loved by the whole family all the time. He became a part of their family. Diana kept me up to date with daily photos which we loved. Highly recommend.”

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Sadhana B.
Sitter Profile Image: Erin C.
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Erin C.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Westport, CT, 06880

“Erin was great! I had a very positive experience with Erin and I knew mg dog was in good hands. My dog had a wonderful time with her and she sent many cute photo updates!”

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Caroline K.
Sitter Profile Image: Skylar R.
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Skylar R.
from
$75
per night
6 years of experience
Norwalk, CT, 06850

About: I’m a lifelong animal lover with experience caring for dogs of all sizes and breeds, from pugs to English Mastiffs! My most recent companion was a German Shepherd, so I’m comfortable with larger breeds. I grew up riding horses and have always had a special place in my heart for animals. I work from home, which means your pup will have plenty of company, attention, and opportunities for potty breaks and playtime throughout the day. My home has a fully fenced yard and no other pets, so your dog can enjoy a comfortable, relaxed environment with lots of one-on-one attention. I’d love to welcome your dog into my home and treat them like family! 🐶 I work full-time from home, so I’m around most of the day to give your pup plenty of attention, company, and potty breaks. I’m generally only out for a few hours at a time for the gym or errands. During ski season, I’m typically away most weekends, so weekend boarding availability may be limited. My home has a fully fenced yard and no other pets, allowing for a calm environment and plenty of one-on-one attention. I’ll prioritize your dog’s safety, comfort, and routine, and I’m happy to follow your instructions for feeding, walks, medications, and any special needs.

Sitter Profile Image: Alena N.
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Alena N.
from
$39
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: Elvia C.
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Elvia C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 84 reviews
30 repeat clients
7 years of experience
Cove-East Side, Stamford, CT, 06902

“Elvia is the best! Our dachshund loves her and so do we. Super reliable and takes such good care of our pup. We’ve used Elvia for both daytime and overnights and would highly recommend!”

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Stephanie R.
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: Mena H.
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Mena H.
from
$55
per night
5.0 out of 5 stars
• 107 reviews
46 repeat clients
6 years of experience
Fairfield, CT, 06825

“Mena is a super attentive and caring sitter. She provided a warm and super dog friendly environment for my pup while we were away on vacation. I loved receiving the daily updates. Would highly recommend her to anyone. Will be continuing to have her sit in the future.”

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Lina D.
Sitter Profile Image: Osvaldo D.
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Osvaldo D.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
25 years of experience
Norwalk, CT, 06850

About: I believe every dog is unique and deserves personalized care. I take the time to understand your dog’s individual needs, whether it’s playtime, cuddles, or just a peaceful walk. With me, your pup will enjoy fun, engaging activities that keep them happy and healthy. I pride myself on being attentive, reliable, and treating every dog as if they were my own. You can trust me to create a safe, loving, and joyful experience for your furry friend! As someone who works part-time from home, I have the flexibility to provide attentive, consistent care for your dog throughout the day. My routine allows me to schedule plenty of walks, playtime, and check-ins to ensure your pup feels loved and comfortable. Whether it’s a weekday or weekend, I can easily adapt my schedule to accommodate your dog’s needs, making sure they get the care and attention they deserve without interruptions. My home is pet-friendly, safe, and designed to ensure your dog feels comfortable and relaxed. Located just two blocks from a beautiful dog park, I’m able to provide fun outings and plenty of exercise in a safe, dog-friendly neighborhood with great walking paths. Inside my apartment, your pup will enjoy a cozy, secure space where they can rest and play. If I’m caring for your pet at your home, I’ll make sure they feel at ease and maintain their usual routines to ensure a stress-free experience.

Sitter Profile Image: Zoe H.
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Zoe H.
from
$31
per night
4 years of experience
Norwalk, CT, 06850

About: I treat all animals as my own. How I’d want my pet treated is how I operate. My pet is treated with respect, integrity, love, and care. I currently work full-time but I am available for an early morning 4am-6am and after work 5pm-11pm. I am available every Saturday and Sunday as well. Any time frame. In my clients home, I respect their house and their rules. I ensure food is prepared to the owners expectations. In my home I keep things very organized and objects out of reach.

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

“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: Michelle S.
Verified Background Check
Michelle S.
from
$80
per night
5.0 out of 5 stars
• 30 reviews
11 repeat clients
17 years of experience
Norwalk, CT, 06855

“Michelle was the ideal dog sitter Enthusiastic and loving. The yard and house were big enough for our dog to enjoy. Michelle also took her to the nearby dog park each day for a fun run”

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Doug S.
Sitter Profile Image: Hunter H.
Verified Background Check
Hunter H.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
wilton, CT, 06897

“My dog's stay was very much how Hunter described the care he provides on his bio on Rover. Active and engaging is what I was looking for and that is what my dog received. So much so that I have rebooked with Hunter Christmas. You can't go wrong with Hunter.”

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Luis U.
Sitter Profile Image: Kevin J.
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Kevin J.
from
$40
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
2 years of experience
West Side, Stamford, CT, 06902

“Kevin did such a great job taking care of our Ruby girl, sending daily pics and updates that made us feel at ease. He was super attentive in listening to us about Ruby’s quirks and (craziness) and made her feel comfortable under his care. Ruby was so happy and looked like she had a great time with Kevin! Highly recommend! ⭐️⭐️⭐️⭐️⭐️”

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Connie S.
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The median cost per night for dog boarding in Westport is $65

Dog parents share their Rover experiences - Westport

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5.0 out of 5 stars

Charlotte took amazing care of my little baby Herbie. I’m so grateful!! My 13 year old puppy came home super energetic! I’m thinking I might ask Charlotte to take Herbie for a couple days once every couple weeks!!!

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Isabel B.
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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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.

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

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

Popular requests for dog boarding - Westport

Select a filter and find qualifying sitters offering dog boarding.

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 November 2026. Most bookings cost between $43 and $90 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 November 2026, there are 1,983 sitters on Rover offering Dog Boarding across Westport. Enter your ZIP code to see which available sitters are closest to your home.

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.

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, 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.

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
  • 94% can help with giving oral medications or injections
  • 96% 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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