Dog Boarding Weston
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 38 pet parents in Weston have booked dog boarding
Weston, Find top rated dog boarding
“Hazard took wonderful care of our boy Vinny! She was incredibly responsive, sent updates with photos regularly and most importantly Vinny was very comfortable staying with her and her family. We were so happy with the care and attention he received. We would highly recommend her pet sitting services to anyone looking for a responsible person- we were not worried at all while we were away. Hopefully we will be able to get away again for a few days-if so, Hazard will be hearing from us again. She was just wonderful- thank you Hazard!! ❤️”
“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!!”
“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.”
“My Penny was happy going and even happier coming home. Penny was not anxious for the first time meeting Jay, she was so comfortable. Penny had a great time. Thank you so much Jay! I highly recommend.”
“Madalys did a great job with Opie for the second time in a row. Even though it was an extended stay Opie look like he was with family. She kept us up yo date on the progress of Opie stay and delivered the dog back to us safe and sound. Thank you so much it was a pleasure.”
“Sumire was excellent with Mika! Mika is a rescue and is very timid/shy/nervous (especially outside). But Sumire was so patient and sweet with her. Her dog is absolutely adorable and very sweet and gentle. I will definitely be a return client!! She was very communicative (multiple pictures) and spoilt Mika very much! Thank you SO much Sumire and Mochi ???”
“Nandita took care of my Billie for four days this past week. She’s conscientious, caring, and she connected with Billie right away. I got twice daily videos, and Billie had a great time. I would definitely recommend Nandita to anyone, who has a sweet and energetic pup, like my Billie.”
“This was our first time leaving our dog with someone after recently adopting him, and we could not have asked for a better experience. Dew is amazing, patient and so kind. She took wonderful care of Sunny and he was exhausted after we picked him up. He also didn't want to leave! We will definitely use Drew again and we highly recommend her!”
“First time using Rover for boarding overnight our two doggies. I honestly feel like we hit the lottery not the billion but certainly enough to keep us feeling secure and comfortable and relaxed when we went away over the weekend because when we got back our dogs were thrilled to see us but no rush to leave Rich’s house. Most definitely will be using rich going forward whenever we need to take care or boarding and he’s available”
“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.”
About: 5+ Years of experience Dog Sitting, Boarding, and Walking dogs of all sizes/ages across NYC, CT, and NJ. Large house in Westport with 2 acres of completely fenced in yard for your pet to play! Nearby nature trails/parks to explore. Happy to board your pet overnight, and treat them like our own! Previously operated under the business name WilliamsburgDogWatchers with over 50 repeat clients. I work from home with a very flexible schedule, and will ensure that your pets get lots of attention, play time outside, and maintain their schedule. I have a large house and 2 acres of completely fenced in yard for your pet to play with, as well as a car to bring them to parks/nearby nature trails. Happy to board your pet overnight, and treat them like our own!
“Kyle was awesome. My two dogs had a great time with Kyle. One of them is usually nervous, but warmed up to Kyle immediately. Highly recommend and will definitely have them stay again.”
About: Cary - 33, Conor 36. available to dog sit in Darien CT. Currently own a mini Australian shepherd named Rhett. Have both had dogs for the past 10 years. We have experience with puppies, high energy dogs, senior dogs, and dogs with special needs (medical issues, food aggressive, ect.) we’ve seen it all and love each and every one of them. I work from home full time and Conor works from home part time so we never have to leave dogs at home for an extended period of time. We have a yard that backs up to over an acre of open space which is great for dogs. But we always make sure to walk our dog at least twice a day on top of letting him out in the yard since he is very active
“Always a pleasure with Bruce and Carolyn , great help with a new dog we had to leave suddenly. Many updates and good communication. We will see you again soon. Thanks”
The median cost per night for dog boarding in Weston is $63
Dog parents share their Rover experiences - Weston
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!
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. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
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 Dog Boarding - Weston
Frequently asked questions about Rover
The average cost of Dog Boarding in Weston is $72 per night as of November 2026. Most bookings cost between $52 and $83 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 1,823 sitters on Rover offering Dog Boarding across Weston. 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 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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Weston. On Rover:
- 90% 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 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.
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.
Connect anywhere with the Rover app
