Dog Boarding in Westport

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

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Westport dog boarders

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: Andrea C.
Verified Enhanced Background Check
Andrea C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
295 reviews
181 repeat clients
25 years of experience
Norwalk, CT, 06851

Andrea was so responsive when my usual sitter cancelled last minute on a holiday weekend. She took great care of my dog and if I’m ever in the area again I will definitely use her!

Profile image
Rowan T.
Sitter Profile Image: Irene A.
Verified Enhanced Background Check
Irene A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
18 years of experience
Norwalk, CT, 06855

Irene was awesome, very good vibes, a peaceful home setting & my Shih Tzu loved staying with her, playing in her big enclosed yard & going on walks with her, etc. while we were on our family cruise. My fur baby was in good hands with her & I'll definitely board her with Irene the next time we go away!

Profile image
Vonetta B.
Sitter Profile Image: Anner C.
Verified Enhanced Background Check
Anner C.
from
$50
per night
4.9 out of 5 stars
137 reviews
50 repeat clients
5 years of experience
Norwalk, CT, 06851

Anner was very accommodating. The dogs were very happy with him. We did a trial run for an overnight stay to see how they managed. They were happy dogs. When I dropped them off for their stay they were both excited. Thank you Anner, you have two fans. I will definitely use your services again.

Profile image
Tara S.
Sitter Profile Image: Hazard L.
Verified Enhanced Background Check
Hazard L.
from
$58
per night
5.0 out of 5 stars
43 reviews
17 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!

Profile image
Annie B.
Sitter Profile Image: Anna A.
Verified Enhanced Background Check
Anna A.
from
$95
per night
5.0 out of 5 stars
29 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!!!

Profile image
Steven P.
Sitter Profile Image: Laura & Carolina & Enrique G.
Verified Enhanced Background Check
Laura & Carolina & Enrique G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
76 reviews
31 repeat clients
15 years of experience
Bridgeport, CT, 06604

Laura did a great job of communicating throughout my dog’s stay and was very understanding when circumstances changed. Great experience overall and I could tell my dog was well cared for!

Profile image
Spencer M.
Sitter Profile Image: Kevin & Ana C.
Verified Enhanced Background Check
Kevin & Ana C.
from
$75
per night
5.0 out of 5 stars
113 reviews
24 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana are wonderful! Our dog Buddy loves boarding with them. They communicate frequent updates and are very caring and responsive. Highly recommend.

Profile image
Erin T.
Sitter Profile Image: Charlotte S.
Verified Enhanced Background Check
Charlotte S.
from
$75
per night
4.9 out of 5 stars
43 reviews
12 repeat clients
30 years of experience
Westport, CT, 06880

Charlotte and family are the best ! Accommodating, easy going, and super communicative during the stay with photos! Philo had the best time and wasn't eager to come home haha. Thank you again!

Profile image
Cassandra H.
Sitter Profile Image: Anastasiia C.
Verified Enhanced Background Check
Anastasiia C.
from
$50
per night
5.0 out of 5 stars
4 reviews
8 years of experience
Norwalk, CT, 06855

I was so fortunate to have found Anastasiia to watch our dog Axel when we traveled to Europe. We had booked a sitter who cancelled - leaving us with very little time to find another over the holiday season. We had Anastasiia was reasonably priced compared to some of the other sitters available (watch out for price gouging during the holidays). I had booked someone who was less expensive but when we did the meet and great, I saw that they were using Rover to run a kennel: 10 dogs kept in an 8x6 garage - with no one home! I took a chance on Anastasiia because she is new to Rover. When I met her in her home, I could tell right away that Axel would be in good hands! The home is charming and so was Anastasiia's partner :-). During Axel's stay he got to go to the park and play and even got to go on a hike. Anastasiia asked me if it was ok to take him and how he was in the car. The pictures of their adventure made me smile :-). I was sent lots of pictures during Axel's stay - most either playing or lounging lol Axel was in good spirits when we picked him up. I felt comfortable and confident that my family member was being given good care while we were overseas. I highly recommend.

Profile image
Starlight M.
Sitter Profile Image: Rusudan J.
Verified Enhanced Background Check
Rusudan J.
from
$65
per night
5.0 out of 5 stars
19 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.

Profile image
Laural W.
Sitter Profile Image: Diana & Christopher M.
Verified Enhanced Background Check
Diana & Christopher M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
30 years of experience
Easton, CT, 06612

Diana was amazing with Cobie and so kind! Her and her family took great care of Cobie and I could tell Cobie loved having all the little kiddos looking after her and to hang out with. Diana was really attentive and sent lots of photos and updates which I really appreciated - felt great knowing Cobie was settled in and and being well taken care of. Will definitely be reaching out again next time I go out of town!

Profile image
Victoria T.
Sitter Profile Image: Marilyn C.
Verified Enhanced Background Check
Marilyn C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
62 reviews
11 repeat clients
31 years of experience
Fairfield, CT, 06824

What a fantastic experience! My Buford was super comfortable with Marilyn. She sent me pictures periodically and it really put me at ease. I highly recommend!

Profile image
Dennis A.
Sitter Profile Image: Arly M.
Verified Enhanced Background Check
Arly M.
from
$50
per night
5.0 out of 5 stars
6 reviews
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!

Profile image
Meg C.
Sitter Profile Image: Julie M.
Verified Background Check
Julie M.
from
$70
per night
4.6 out of 5 stars
71 reviews
49 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.

Profile image
Anu A.
Sitter Profile Image: Madalys B.
Verified Enhanced Background Check
Madalys B.
from
$40
per night
4.9 out of 5 stars
89 reviews
33 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!

Profile image
Elijah G.
Sitter Profile Image: John H.
Verified Background Check
John H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
434 reviews
161 repeat clients
20 years of experience
Norwalk, CT, 06850

John took good care of my dog during his four-day stay and managed his medication schedule without any issues. He had other dogs of good temperament staying during the day and took them all out multiple times per day. He even took some professional shots of my dog which was thoughtful and fun!

Profile image
Ellie J.
Sitter Profile Image: Ariel E.
Verified Enhanced Background Check
Ariel E.
from
$60
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Fairfield, CT, 06824

I can’t say enough wonderful things about our experience! Ariel and her lovely family welcomed my dog Manolo as one of their own. For the first time ever, I could actually tell Manolo was sad the next day—it was like he missed Ariel and her family. They even gave him a teddy bear, and he hasn’t stopped cuddling with it since! They are truly heaven-sent. I received daily updates and adorable pictures that gave me peace of mind and made me feel confident that Manolo was safe, loved, and well cared for. I’m so grateful we found them—we will definitely be back!

Profile image
Joanna L.
Sitter Profile Image: Christina O.
Verified Enhanced Background Check
Christina O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
10 repeat clients
21 years of experience
Bridgeport, CT, 06608

If you're looking for someone to care for your pet with the utmost love, attention, and dedication, look no further than Christina. She truly went above and beyond during the 6 days she watched my 2-month-old puppy. From the moment I dropped him off, I knew he was in safe hands. Christina made him feel like part of her family, showering him with affection, keeping him engaged, and ensuring he felt comfortable and secure. What truly stood out was her exceptional communication throughout the entire experience. She sent me a steady stream of photos and videos, keeping me updated on his adventures, which gave me peace of mind and let me enjoy my time away without worry. It was so clear that Christina was genuinely invested in his well-being and happiness. I can’t thank Christina and her family enough for her incredible care. My puppy came back happy, healthy, and even more social, thanks to the amazing experience he had with her. If you're considering someone to look after your fur baby, Christina is hands down the best. You’ll never have to worry again – your pup will be loved like part of the family.

Profile image
Nida F.
Sitter Profile Image: Jodie O.
Verified Background Check
Jodie O.
from
$65
per night
4.9 out of 5 stars
38 reviews
27 repeat clients
30 years of experience
Southport, CT, 06890

Jodie did a fabulous job keeping us up to date on what our dog was doing. She has a wonderful property that provided plenty of smells and space for our dog to enjoy when she was outside. I would absolutely recommend Jodie for dog boarding.

Profile image
Chris T.
Sitter Profile Image: Gwynne A.
Verified Background Check
Gwynne A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
110 reviews
40 repeat clients
10 years of experience
Fairfield, CT, 06825

Thank you Gwynne for taking such good care of our Golden. This was our first experience with Rover and it was perfect! We would definitely recommend Gwynne and return!!! A+++++ 🦮🐾

Profile image
Jeff C.
1 / 1
View more sitters

Over 183
pet parents in Westport have booked dog boarding

Westport dog parents share their Rover experiences

1 / 1
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!

Profile image
Tristan D.
Boarding
5.0 out of 5 stars

Andrea was incredible! She helped care for Hugo when I had a last minute cancellation with the family I usually leave Hugo with. She was very responsive and took great care of Hugo. I could tell he was well taken care of because he was clean when I got him back and he seemed very comfortable around Andrea. Thanks again!!

Profile image
Magda M.
Boarding
5.0 out of 5 stars

My family and I were going out of the country for the holidays and were very nervous about leaving our Coal with someone new. Thankfully we found Irene who was able to do a practice evening prior to our trip. She took great care of Coal and even administered eye ointment during his stay as he developed an infection just before we had to leave. I highly recommend using Irene!

Profile image
Marie W.
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.

Profile image
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!

Profile image
Emily R.
Boarding
5.0 out of 5 stars

Leo helped us last minute with our dog Ellie. He was extremely communicative and sent us several pictures daily. We would absolutely use Leo again in the future! Ellie came back very sleepy, so she was well exercised and taken care of : )

Profile image
Amanda M.
Boarding
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Westport average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Westport is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Westport dog boarding rates can be found as low as $30 to as high as $97 per night.

If you’re searching for a Westport dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 1,269 sitters provided dog boarding in Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Westport dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Westport have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Westport.

Rover makes it easy to find Westport dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 1,269 dog boarding sitters in Westport on Rover, so you’re sure to find the perfect match for your dog! In Westport, 96% of sitters offer daily exercise, 97% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.