Dog Boarding Checkerberry Village
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 25 pet parents in Checkerberry Village have booked dog boarding
Checkerberry Village, 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.
“John has been amazing. I was very nervous to leave my active, high-energy, anxious dog for a week but ended up feeling like she had the time of her life. She was SO happy with John. He provided frequent updates and photographs and gave her endless exercise and care. From the photos and her behavior afterwards, I can tell that she was so happy and well-cared for by John and his family. I would recommend him to anyone!”

“My experience with Sonya was wonderful. We were getting ready to leave on a trip and one of our cats was feeling less than great (after consuming an very unappetizing mouse) Rather than having them stay at home (they are outdoor cats), I made a Rover booking with Sonya the day before we were scheduled to fly out. She was amazing and gave us updates all along the way. So, instead of being away and worried, I knew both cats had Sonya to provide some love and TLC. I will absolutely be using her services again when we travel.”

“Michael was super responsive when setting up our reservation and sent pictures multiple times a day. We appreciated his kind and caring nature with of 6 yr old lab.”

“Faith was great! Even though I was off the grid on a silent retreat Faith still sent me photos and videos so that when I was back online I could see that Nangi had been well cared for. I will absolutely be rebooking! Faith was also very understanding with my flexible pick up plans and was responsive. 10/10 recommend!”

“Hanna and her family took wonderful care of my pup, Scout, for a few days and overnights. I received daily updates along with pictures, which gave me such peace of mind. When I picked Scout up, she was excited to see me but clearly very comfortable in their home. I’ll definitely be using Hanna and her family again in the future. Thank you so much, Hanna — Scout says hello! 🐾”

About: I have taken care of all sorts of animals from farm animals to house pets. I have owned many dogs and cats in the past and now. I currently have 2 huskies and 2 cats of which I completely take care of. I also have work experience when I had a job in Texas working at a doggy daycare, I learned basic training methods along with gaining the proper experience to understand dog behavior. I have a relatively open schedule, I do work two other part time jobs one being mostly night time shift and the other is whenever I choose to work. Please know I try my best to help anyone even last minute requests, but sometimes I may not be available if asked to late! I always am happy to try to be available for everyone. This makes me pretty much 24/7 available, but it’s usually best if you schedule at least a few days to a week in advance. Prices for all of my services are not negotiable, depending on the service/details. To ease your comfort I offer a free meet-and-greet visit before any paid service is handled. This isn’t required before services, and I’m usually confident enough to go without one, but it can help answer any questions you have and ensure your pet is comfortable with me. If issues were to arise while I take care of your pets their safety is the first priority to me. I will be gentle and patient with any pet cared for.
“Aiden was great with Lana. He sent photos of her, got out for walks and was very responsive to questions. She came back happy and healthy. Will for sure be reaching out again for Lana in the future.”

About: As a lifelong animal lover with years of experience, I have had the pleasure of caring for a wide range of pets, including dogs, cats, and small animals. My experience spans from handling playful puppies to providing tender care for senior pets from friends and family for over five years. I am free this July until August and otherwise I will be going to UVM this fall so my availability will vary based on my schedule. I’m not planning on taking any pets to my house since it is not pet safe. I will gladly though pet sit in your house.
“We couldn’t ask for a better experience with Chad. Our family stayed in Smugglers’ Notch/Stowe area and our resort (if you do timeshare, you understand) doesn’t allow pets. We still wanted our dog close and finding Chad is awesome. He took the time to discuss ahead of boarding all necessary details about Pakun. He even asked for written notes and sent daily pictures and videos. We are kept updated especially with important details about our dog’s behavior. We could tell our Pakun was treated so well. Our English Springer’s hair was not tangled and he was clean when we picked him up. It is hard to believe since our dog has videos of walks, playing in the park and playdates with other dogs,he even did enrichment activities. Our dog is used to group boarding when we go on vacation, he usually comes back smelly and all tangled up. We are so pleased with our experience this time and we are so glad we brought him to have his own vacation with Chad.”

“Brooke was an amazing sitter for our dog, Huck. She was quick to respond, sent updates while we were away, and provided a comforting environment for our anxious pup. Huck seemed to get along really well with her dog, and we could tell he was tired and happy when we went to pick him up. Would highly recommend Brooke and we would love to work with her again in the future!”


“Our small, active dog had a wonderful stay at Christina’s! (2 nights) She is very caring and watchful of the dogs in her care. Sweet grass yard, and dogs can go in and out as they please. She took the time to send photos every day, which gave us wonderful peace of mind that our little guy was doing well. We’ll book with Christina again!!”

“This was my first time ever boarding my dog. Deb offered for us to come and just visit first which put my mind at ease and it also was so good for my Chloe. I was gone for 2 days and during this time I was given updates and was sent pictures of my puppy which was so helpful. When I came to pick her up she seemed so at home and almost like she didn’t want to leave. I was so extremely impressed with her professionalism and her caring demeanor. She understood my concerns and she actually gave me some tips on how to handle my border collie, my energizer bunny!!!! I would recommend her highly and I will be using her service again. Thank you Deb.”

About: I've been pet sitting for years, and throughout that time, I've developed a deep understanding of each pets’ unique personality and needs. What sets me apart from other sitters is my commitment to creating a comfortable, familiar environment for your fur baby, whether it's sticking to their regular routine, offering extra playtime, or ensuring they get plenty of cuddles and attention Currently unemployed, I am free most weekdays and weekends. I do want to also add that I have had 3 back surgeries within the last year so I am more able to take care of lower energy pets at the moment. I can walk dogs but it may be better if they aren’t heavy leash pullers! When caring for pets in clients’ homes, I am always respectful of house customs, rules and more. I make sure to follow all directions/instructions provided as I want to make your pets feel like you never left by keeping a routine they are used to!
“Eric was great! He sent me pictures and videos and kept me updated. My dog has epilepsy which Eric handled like a pro. Will definitely be using Eric in the future to watch my pup 😁😁”

About: We recently lost our beloved golden retriever to cancer, and our house feels far too empty without him. While we're not quite ready for another dog of our own, I'd love to share some of that love and affection with yours! We live on a beautiful property with lots of land, trails, and a pond. Some of my favorite parts of having a dog were long walks in the woods, swims in the pond, and taking breaks from my computer for a game of frisbee. I work remotely and am home throughout the day, so your dog would have plenty of companionship, exercise, and attention. I know firsthand how hard it can be to find someone you trust with your pet, and I'd care for yours like a member of our family. We have two children under five who absolutely adore dogs. They're at daycare during the day, but we'd want to make sure your dog is comfortable around young children. Our golden slept in our bedroom every night, but I'm happy to accommodate your dog's usual routines and sleeping preferences. I'm also comfortable administering medications and caring for dogs with additional needs. Most of all, I'd love to give your dog a happy, loving place to stay with plenty of fresh air, activity, and affection! I currently work from home so have plenty of time for pet care. I was used to the routine of caring for our energetic golden and am feeling the void of the companionship and the responsibility. I do not have a fenced yard but have three acres that bumps up to a 50 acre field. There are miles of private trails that I can walk on (leash or no leash).
The median cost per night for dog boarding in Checkerberry Village is $60
Dog parents share their Rover experiences - Checkerberry Village
Jackie took great care of Louie and we would definitely book with him again! He was attentive to Louie’s individual needs and is very reliable. Louie seemed like he got a lot of activity during his stay, balanced with rest time, and he got to play with other dogs too.

I couldn’t be happier with the care Gabby provided. I 100% recommend her to anyone looking for someone trustworthy, responsible, and loving to take care of their furry family member. Gabby is incredibly kind, friendly, and easy to communicate with. She sent me daily photos and updates, which gave me peace of mind knowing my puppy was happy and well cared for. I would absolutely trust Gabby with my dog again in the future. Thank you so much for taking such great care of my little one!☺️

Can you trust a stranger on this app with your precious fur baby? The answer is YES to Chris and his family! Our older dog had an incident early on in his stay. We were 6,000 miles away and 5 hours behind in time zones. Chris and his family instantly notified us with what happened after they stabilized our pup, was in contact with emergency vet, dropped all obligations including work to bring our dog to the regular vet first thing the next morning, after the emergency vet determined it wasn't necessary to bring him in, and Chris had a PLAN. Of course he ran it by us but it was exactly what we would have done. It was tough being so far away, but Chris and his family were PROS in this situation and could not have done anything more to make us feel as good as we could while being away, and he sent us pictures and or videos every day of the entire stay. I unfortunately cannot give more than 5 stars, but I can give my highest recommendation, and absolute TRUST that my fur baby is in the best of hands with a stranger. Thank you Chris and your family for being awesome! Best regards - Henry
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 - Checkerberry Village
Select a filter and find qualifying sitters offering dog boarding.Sitters in Checkerberry Village average 6 repeat dog boarding clients
FAQs for Dog Boarding - Checkerberry Village
Frequently asked questions about Rover
The average cost of Dog Boarding in Checkerberry Village is $43 per night as of November 2026. Most bookings cost between $36 and $54 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 166 sitters on Rover offering Dog Boarding across Checkerberry Village. 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.
94% of sitters in Checkerberry Village 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 Checkerberry Village 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 Checkerberry Village.
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 Checkerberry Village 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 VT 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.








