Dog Boarding Weston

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

Pick up
Search

Over 63
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.
Verified Enhanced Background Check
Robin S.
from
$59
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
11 years of experience
Fairfield, CT, 06824

Robin is just wonderful, so responsible and always keeping me up to date on everything going on while my dog is in her care. I am grateful for her!

Profile image
Susie L.
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
101 reviews
42 repeat clients
15 years of experience
Bridgeport, CT, 06604

Laura, Carolina & Enrique were great! I needed a sitter last minute and reached out to them. Luckily they were available. They responded fast, took good care of my pups and they had such a great time they were super tired after I picked them up. Will definitely book again. Thank you!!

Profile image
Luz P.
Sitter Profile Image: Andrea C.
Verified Enhanced Background Check
Andrea C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
311 reviews
188 repeat clients
25 years of experience
Norwalk, CT, 06851

Andrea is wonderful. Our dog was happy and healthy when we picked him up. I love her home and yard--perfect for dogs. There were a few other dogs staying with her, which was a plus for us. Dogs can play all day together and sleep together at night. I highly recommend Andrea and we will definitely book our dog to stay with her next time we travel.

Profile image
Lori J.
Sitter Profile Image: Anner C.
Verified Enhanced Background Check
Anner C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
203 reviews
72 repeat clients
5 years of experience
Norwalk, CT, 06851

Anner did an amazing job with my dog Leo. Updates and responses were quick and consistent. The enviroment is loving and nuturing. My dog Leo loved playing in the fenced in backyard. I would definitely use Anner again as well as recommend Anner to other friends and colleagues.

Profile image
Helena R.
Sitter Profile Image: Hazard L.
Verified Enhanced Background Check
Hazard L.
from
$75
per night
5.0 out of 5 stars
48 reviews
18 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!

Profile image
Kyle W. B.
Sitter Profile Image: Lily K.
Verified Enhanced Background Check
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!!

Profile image
Debi A.
Sitter Profile Image: Pam R.
Verified Background Check
Pam R.
from
$55
per night
5.0 out of 5 stars
67 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

I was caught in a bind as I was moving and my current place had to cancel due to the weather. This is my first time using Rover and I needed to find someone to watch my pup. River is a bit reserved and can be very nervous. Pam is a life saver. She sent pictures throughout her visit and I was completely at ease during a very stressful move. I will definitely recommend Pam and will reach out to her again whenever I need a sitter for my girl. Thanks a million. You are the best!!!

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

Jay was so communicative and easy to work with, responding to a request with relatively short notice, and he took loving care of my elderly chihuahua when I was away for a week. Thank you Jay!

Profile image
Jill J.
Sitter Profile Image: Karen Q.
Verified Enhanced Background Check
Karen Q.
from
$65
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 :)

Profile image
Nicholas D.
Sitter Profile Image: Saori A.
Verified Enhanced Background Check
Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
15 years of experience
Newtown, CT, 06470

Our Bernese Mountain dog, Beau, has been exceptionally well cared for and very happy playing with his friends during extended stays at Saori’s farm!

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

Charlotte did a great job taking care of my 10-lb Maltese during our 10-day vacation. She sent picture updates on a regular basis and promptly responded to texts.

Profile image
Mary M.
Sitter Profile Image: Christina O.
Verified Enhanced Background Check
Christina O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
15 repeat clients
25 years of experience
Bridgeport, CT, 06608

Christina always makes my pup feel at home and she shows him so much love and attention. She always sends me updates and makes me feel so at ease when leaving Milo with her. Highly recommend her for all your puppy sitting needs 🐶❤️.

Profile image
Cris A.
Sitter Profile Image: Catherine H.
Verified Enhanced Background Check
Catherine H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
5 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!

Profile image
Gala A.
Sitter Profile Image: Madalys B.
Verified Enhanced Background Check
Madalys B.
from
$40
per night
4.9 out of 5 stars
113 reviews
37 repeat clients
10 years of experience
Bridgeport, CT, 06606

Coming to Madalys is Mango’s favorite vacation! She is the BEST. I get the cutest pictures from her. And he always comes home so happy, he is always so well taken care of!

Profile image
Rebecca O.
Sitter Profile Image: Ivon Melissa C.
Verified Enhanced Background Check
Ivon Melissa C.
from
$49
per night
5.0 out of 5 stars
120 reviews
50 repeat clients
9 years of experience
Ridgeway, Norwalk, CT, 06850

Ivon was absolutely amazing. She sent me so many pictures while Ellie was with her and kept me updated on how she was doing the entire time. Ellie will definitely be coming back!

Profile image
Miranda D.
Sitter Profile Image: Eva V.
Verified Enhanced Background Check
Eva V.
from
$50
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
4 years of experience
Bridgeport, CT, 06606

She was efficient and extremely nice and I can definitely tell Pepper had fun. Will definitely recommend her services again and will definitely be booking again. I’ve already told my friends who are pet owners

Profile image
Nikea P.
Sitter Profile Image: Ryan F.
Verified Enhanced Background Check
Ryan F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
14 reviews
3 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!

Profile image
Katherine A.
Sitter Profile Image: Rusudan J.
Verified Enhanced Background Check
Rusudan J.
from
$65
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
2 years of experience
Weston, CT, 06883

Rusudan treats Stax as if he was her own. He integrated himself as part of their family. I am very thankful to leave him with such a loving family.

Profile image
Genevieve S.
Sitter Profile Image: Dew G.
Verified Enhanced Background Check
Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
56 reviews
25 repeat clients
20 years of experience
North Salem, NY, 10560

Dew dog sat my dog for 3 days and 2 nights. I am very happy with his stay. He was individually cared for, even though there were other dogs there. Dew sent emails and pictures daily. I would definitely use her again to watch my dog. Thank you Dew 🦋

Profile image
Joann W.
Sitter Profile Image: Gwynne A.
Verified Enhanced Background Check
Gwynne A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
115 reviews
42 repeat clients
10 years of experience
Fairfield, CT, 06825

My dog Toby had a great time with Gwynne. She sent lots of pictures from his stay and he looked like a part of the family. Gwynne will be my first call to watch Toby the next time I go out of town!

Profile image
Ann R.
1 / 1
View more

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

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

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Sadie F.
Boarding
1 / 1
Find pet care near you

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

Popular requests for dog boarding - Weston

Select a filter and find qualifying sitters offering dog boarding.

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 August 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 August 2026, there are 1,847 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge