Dog Boarding Canaan
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1 pet parents in Canaan have booked dog boarding
Canaan, Find top rated dog boarding
“Brooke did a great job watching out 3 year old doodle. She was responsive during booking, and even helped deal with our dog's small medical issue (including keeping a cone on Ruby all weekend). Thank you Brooke!”
“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”
“Deanne and Garrett did a great job and we’d happily use them again anytime. Our dog isn’t the easiest but I could quickly tell that they appreciated the individual she is and would do a wonderful job keeping her happy and safe.”
“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”
“Garrett & Deanne were really great! Ruby seemed to have a great time with them. They kept me updated on how she was doing (especially with the fireworks over July 4th). I'll definitely be having them watch my girl in the future!”
“Nicole took excellant care of Baxter and Oliver during our vacation. Daily updates and photos showed my pups happy and loved in my absence. Thank you so much for taking the worry away.”
“Mary and Todd did an excellent job watching my Tobi. He has separation anxiety and they took good care of him, sending pictures and updates. I will definitely use there services again.”
“I felt great leaving our dog with Jennifer. She is so kind and clearly loves animals. She already had a number of pet supplies and toys which made things even easier since I was traveling at the time I had booked for boarding. She sent updates and was flexible with drop off and pick up times. I would definitely book with her again.”
“Jess took great care of Diesel. We received regular updates with pics of walks and plenty of belly rubs. He’s a happy boy. We would recommend Jess for anyone needing overnight care.”
About: I have years of experience with many different types of dogs. I watch dogs on a regular basis. For younger dogs I can offer a mountain hikes and for older dogs I can walk them on boardwalk trails that are easy on the joints, yet give the dog the sense of walking in the woods. I don't mind larger dogs at all. I also am willing to cook food for dogs. I very much enjoy the company of dogs and find that when they are well fed and exercised they are really pleasant to be around. Please give me honest description of your dog so I can plan His/Her visit accordingly. My house is set back (1000 feet) from a country road . I can pick up dogs in NYC , Great Barrington , Hudson, or Albany for a fee. I have watched many dogs over the years. Usually I try to walk them as much as possible. I feed them well , but make them follow the sit command before being fed and multiple times a day. All dogs have to be on a slip proof leash when outside or dropped off. Dogs often don't behave as they do at home . Once off a leash it can be very difficult to recapture a dog. In the house I don't crate dogs . We can only watch a few dogs at once. If your dog is very difficult let me know in advanced. Also Corgies get 10% off.
“10/10 recommend Vera! She went above and beyond making sure us and our pup were well cared for. She sent us regular updates, videos, and pictures. She gave Pierce a lavender calming collar to put him at ease on the first night. She even noticed that the mat underneath our dog bowls was frayed and coming undone and sewed it up for us. I was blown away by her kindness and palpable love of animals. Don’t hesitate to book Vera. You won’t regret it.”
“Franny and her husband were absolutely wonderful!! They took extra great care of our pup! I highly recommend. It was soo convenient being right down the road from camp Pontiac, where we attended a wedding.”
“It is always so comforting to know that Bailey is in good hands when we go visit our family. She keeps us informed and sends pictures. This is the fourth time we have used Brigid and Bailey seems to feel just as comfortable there as he does at home. Thank you Bridgit!”
About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.
“Kaitlyn was great with Hadley! She sent photo updates and booked very last minute which we are incredibly appreciative of. Her kids also adored Hadley so she felt right at home. Highly recommend!”
“Sheronda was a great sitter for my elderly poodle! She provided updates and photos and was very conscientious about a couple of special instructions I left. Sheronda is highly reliable and very personable. I highly recommend her!”
The median cost per night for dog boarding in Canaan is $50
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. Search
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Popular requests near you
Select a filter and find qualifying Canaan sitters!Sitters in Canaan average 12 repeat dog boarding clients
FAQs for Boarding - Canaan
Frequently asked questions about Rover
The average cost for Dog Boarding in Canaan on Rover is $72.15 per night (as of July 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 July 2026, there are 268 sitters on Rover offering Dog Boarding across Canaan. 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.
100% of Canaan 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 Canaan 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 Canaan 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 Canaan.
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 Canaan 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 NY 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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