Dog Boarding Weston

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Over 62
pet parents in Weston have booked dog boarding

Weston, 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 took great care of our dog. She sent updates throughout the day and when we picked him up, I could tell he was very relaxed and happy and enjoyed his time with her and her family. We will definitely use her again for our dog!

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Alison T.
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
102 reviews
48 repeat clients
15 years of experience
Bridgeport, CT, 06604

Excellent care of my puppy again. My little Bailey can sometimes be shy or anxious. When I dropped her off, she was so excited to be there, ran off to play immediately and never looked back! Lol That let me know that she likes it there and this family takes care of her.

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Denise M.
Sitter Profile Image: Hazard L.
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Hazard L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
48 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: Andrea C.
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Andrea C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
314 reviews
189 repeat clients
25 years of experience
Norwalk, CT, 06851

Andrea was great! She was quick to respond, patient with our changing schedule and made our labradoodle feel welcome in her home. Winnie had a great day!

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

Christina was great with our Trixie. She was very attentive to her special needs and very understanding about our concerns leaving our dog for several days for the first time. She kept us informed how things were going and was great administering meds as needed. We have already requested to rebook. Christina has a lovely home and family. Your dog will be safe and well cared for with her.

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Linda I.
Sitter Profile Image: Pam R.
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Pam R.
from
$55
per night
5.0 out of 5 stars
69 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

Pam was great. She posted a lot of pictures to let us know Luna was having fun and communicated daily. You could tell she had a lot of experience with dogs and with petting sitting/boarding. We would definitely use Pam again for the next time we go out of town.

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Trevor G.
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: Charlotte S.
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Charlotte S.
Star Sitter
from
$75
per night
4.9 out of 5 stars
55 reviews
19 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!

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Cassandra H.
Sitter Profile Image: Catherine H.
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Catherine H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
25 years of experience
Trumbull, CT, 06611

Amazing experience! ⭐️⭐️⭐️⭐️⭐️ They took such great care of Zagu and made me feel completely at ease. Super caring, reliable, and attentive. I would absolutely book with them again!

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Gala A.
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: Diana & Christopher M.
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Diana & Christopher M.
from
$70
per night
5.0 out of 5 stars
37 reviews
14 repeat clients
30 years of experience
Easton, CT, 06612

Second time leaving Cobie with Diana and her family and Cobie couldn’t have been more excited when we pulled back up to the house! So grateful to find someone to look after her like she was their own, that sends tons of updates and enjoys her quirky lovable Golden vibes. Thanks again and 100% will reach out next time I travel to see you all can watch Cobie again!

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Victoria T.
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

I am so happy to have found Lily to watch my dog, Harper, who has separation anxiety. Lily was warm and friendly. She kept in contact by sharing photos and videos. Harper had a great time and I wouldn't hesitate to have Lily as a sitter again. Thanks Lily!!

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

Marilyn was so friendly and her home was such a sweet and happy place for Birdie ! Marilyn communicated with me throughout and sent photos and videos! I will definitely be booking with Marilyn again !

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Marybeth A.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
95 reviews
30 repeat clients
15 years of experience
Newtown, CT, 06470

Saori took fantastic care of our large doodle Toby for two weeks while we were traveling. We received daily updates with pictures and videos, which was really great. Toby had so much fun and will be going back next time we travel. I highly recommend Saori to anyone who needs a skilled and kind person to care of their pet.

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Sandy S.
Sitter Profile Image: Angelimar V.
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Angelimar V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Norwalk, CT, 06851

Angelimar is amazing! She watched our senior dog for over a week and was fantastic with her health needs, effortlessly managing a last-minute addition to her medication schedule. Our pup absolutely loved her stay and had the best time tagging along to work with Angelimar for extra companionship. Highly recommend!

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

She was a great dog sitter, reliable, caring, and my dog loved her. I felt completely at ease knowing my pup was in good hands. she kept an open line of communication and sent pictures each day to keep me up dated

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Shaquanda W.
Sitter Profile Image: Ivon Melissa C.
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Ivon Melissa C.
from
$42
per night
5.0 out of 5 stars
123 reviews
51 repeat clients
9 years of experience
Ridgeway, Norwalk, CT, 06850

My dogs were treated like family and I got tons of beautiful photos of them every day! We will definitely be staying with Ivon Melissa again.

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Lauren F.
Sitter Profile Image: Ryan F.
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Ryan F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
18 years of experience
Redding, CT, 06896

Ryan EXCEEDED my expectations! He has an intuitive way with dogs. He is very knowledgable about dogs & dog behavior. Ryan is the real deal-- a true animal lover & kind, decent human being. He communicated well with pics and updates during my dog's visit. During our initial meeting I felt an instant rapport he had with my dog that put me at ease. His home is VERY dog-centric! The visiting dogs are not confined and are free to mingle and find their own place to relax. There are ample dog beds, couches, human beds and floor space for lounging and sleeping. I especially appreciate that Ryan limits the number of dogs he boards at one time to a very small group, & makes sure they vibe well together beforehand. The living space Ryan and his boarders occupy is all on one level, which is great for my dog with arthritis. There is a wooded trail for walks adjoining the yard, and a guest bedroom if a dog needs some quiet alone time. I would HIGHLY recommend Ryan and I plan to use him again!

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Katherine A.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$49
per night
5.0 out of 5 stars
7 reviews
12 years of experience
Fairfield, CT, 06825

Samuel and his family were amazing. Looked after my puppy and sent pictures while providing great communication! highly recommend!! 👍

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Frank J.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
59 reviews
26 repeat clients
20 years of experience
North Salem, NY, 10560

Great experience from beginning to end. It was our first time leaving Gigi with a sitter. Dew kept us updated and sent photos, which was a great comfort to us. Will definitely use her again.

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Mindy H.
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The median cost per night for dog boarding in Weston is $62

Dog parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

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.
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

Rusudan and her entire family were great with our dog Sammy. They took amazing care of him and gave him lots of love and attention. Rusudan was also great with sending photos and very responsive to my texts so I did not need to worry about Sammy while we were away. I highly recommend Rusudan and will be happy to have them take care of Sammy the next time we are away!

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Tamar M.
Boarding
5.0 out of 5 stars

Toby’s second year with Stephanie and David was a huge success! They are such a lovely family who take the most amazing care of him. Upon picking him up he didn’t even want to leave! We will definitely use them again when in the area, couldn’t recommend more!

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Sadie F.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Popular requests for dog boarding - Weston

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Sitters in Weston average 11
repeat dog boarding clients

FAQs for Boarding - Weston

Frequently asked questions about Rover

The average cost for Dog Boarding in Weston on Rover is $72.15 per night (as of September 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 September 2026, there are 1,822 sitters on Rover offering Dog Boarding across Weston. 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.

96% of Weston 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 Weston 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 Weston 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 Weston.

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 Weston 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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