Dog Boarding Weston

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Over 65
pet parents in Weston have booked dog boarding

Weston, Find top rated dog boarding

1 / 1
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
20 repeat clients
10 years of experience
Fairfield, CT, 06825

“Excellent care! Lots of photos and updates, Xeena was very comfortable and happy she had her own play space and room for sleeping . Highly recommend and will call again!”

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Kyle W. B.
Sitter Profile Image: Laura & Carolina & Enrique & Darío G.
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Laura & Carolina & Enrique & Darío G.
from
$60
per night
5.0 out of 5 stars
• 112 reviews
54 repeat clients
15 years of experience
Bridgeport, CT, 06604

“They are absolutely GREAT! They are quick with responses and very patient with last minute bookings and changes. I love that my little guy is getting used to being outside while being with them. They also send pictures. I would definitely recommend them !”

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Smantha V.
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

“We were so lucky to find Lily! Their family was absolutely gracious and Mio had a blast! Lily provided plenty of photos and we felt confident leaving him in good hands. We will 100% book again! Thank you Lily!”

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Julia B.
Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 62 reviews
24 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: Angelimar V.
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Angelimar V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 15 reviews
3 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: 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

“The absolute best!!! Anastasiia went above and beyond with our dog Oliver. She took him on walks, hiking and to the dog park and sent us the most beautiful pictures throughout the day! She is so sweet and I can tell our dog loved his stay! Don’t look any further…Book Anastasiia!! She is the best dog sitter we have ever dealt with!”

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

“We were extremely happy with our experience! Ryan was knowledgeable and attentive to our dog. We received many updates and pictures while we were away which we really appreciated. He was even willing to bathe him after a run in with a mud puddle. 😅 We’ll definitely be repeat customers.”

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Hulme F.
Sitter Profile Image: Pam R.
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Pam R.
from
$55
per night
5.0 out of 5 stars
• 71 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: 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

“Judy was amazing. She was very patient and attentive with Cary. She was extremely communicative with me and was very flexible with any changes I needed ❤️”

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Danielle P.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 104 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: Richard G.
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Richard G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 247 reviews
147 repeat clients
15 years of experience
Cove-East Side, Stamford, CT, 06902

“Richard was great. Our dog Cannoli had such a fun weekend while we were away. We received pictures daily and loved knowing she had other pups to play with as well!”

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Annie R.
Sitter Profile Image: Ashanti P.
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Ashanti P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Fairfield, CT, 06825

“Ashanti powered through being quite sick and still took great care of my Coco.”

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Ryan O.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 146 reviews
36 repeat clients
20 years of experience
Danbury, CT, 06810

“Nicole is absolutely the best! Not only is she warm, welcoming, and very accommodating, her veterinary experience and obvious love of dogs assures us that Bluebelle is in the very best hands. Her daily updates and pictures keep us posted on the great time Blue is having with Nicole and her family in their very dog-friendly home and backyard. The best endorsement of all, though, is Blue's excitement and crazy tail-wagging when we mention Nicole's name! Five stars doesn't begin to say enough!!”

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Kelley O.
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: Karine A.
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Karine A.
Star Sitter
from
$74
per night
5.0 out of 5 stars
• 84 reviews
48 repeat clients
16 years of experience
Port Chester, NY, 10573

“Karine is the best sitter I have used! She was very patient and took really good care of my nervous Aussie shepherd. Asked question to make sure she was always well taken care of and safe. I loved all the updates and pics of ruby playing and getting along with the family. I trust her and highly recommend her to take good care of your fur babies. Thank you Karine!!”

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Irini B.
Sitter Profile Image: Valerie M.
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Valerie M.
Star Sitter
from
$66
per night
4.9 out of 5 stars
• 82 reviews
42 repeat clients
54 years of experience
Sandy Hook, CT, 06482

“Valerie and her daughter Maddie were amazing for Jameson's first stay at their home. We received several updates and many pictures during his one night stay. Her dogs are super sweet and Jameson enjoyed their company. She has a beautiful property for hikes too. Jameson will definitely be back.”

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Brittany C.
Sitter Profile Image: Vanessa M.
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Vanessa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 83 reviews
24 repeat clients
29 years of experience
East Northport, NY, 11731

“Vanessa is incredible. The whole family loved our dogs like they were their own. She was communicative and flexible - truly couldn’t ask for a better experience.”

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Devin B.
Sitter Profile Image: Clinton C.
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Clinton C.
from
$75
per night
4.9 out of 5 stars
• 15 reviews
2 repeat clients
30 years of experience
Darien, CT, 06820

“Clinton and his son Lincoln were fantastic. Lots of pictures and videos along with walks and play sessions. Our pup might have had more fun on vacation than we did. Highly recommend!”

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Kevin L.
Sitter Profile Image: Yushin "Tina" P.
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Yushin "Tina" P.
from
$60
per night
5.0 out of 5 stars
• 23 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: Jessica S.
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Jessica S.
from
$60
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
25 years of experience
Ossining, NY, 10562

“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”

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Michelle T.
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The median cost per night for dog boarding in Weston is $63

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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Why Choose Rover?

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  • 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 - Weston

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Sitters in Weston average 11
repeat dog boarding clients

FAQs for Dog Boarding - Weston

Frequently asked questions about Rover

The average cost of Dog Boarding in Weston is $72 per night as of October 2026. Most bookings cost between $55 and $84 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 1,817 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 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 Weston 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 Weston 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 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 , 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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