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

Over 93 pet parents in Wingdale have booked dog boarding
Wingdale, 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.
“I could not be more pleased with the care that my italian greyhound, Zeus, received when in Annette's care for the first time over this weekend. Zeus warmed up to her immediately, which is unusual for him. I received multiple photos during his stay and he appeared very content and happy. What a feeling of comfort knowing he was with someone who provided the same level of care that I do, or very possibly better. A magnificent experience!”

“Saori has been so patient and caring with our Pomsky puppy. Since we work from home, I was concerned he wasn’t socializing enough and of course he has lots of energy. Daycare with Saori will be a big help in our journey together. We got really lucky finding her right from the start.”

“This was our first time leaving my almost 4 year old dog with any type of sitter. This was also her first time, with other dogs for an extended period of time. I was a little nervous at first but once we had the meet and greet with Jeff before confirming the stay I knew this would be the best place for my Betsy! Jeff was great at communicating before, after and during the stay. We got so many photos of how Betsy was doing. We had a bunch of thunder storms the week she was staying, Jeff did a fantastic job keeping her comfortable. He sent many updates and overall I felt confident that betsy was taken care of. When we picked her up she was so calm for the rest of the day. She had a great stay, and made so many few doggie friends! I would recommend Jeff to anyone and everyone! We differently will be having Betsy stay with him again!”

“Once again Nicole took great care of Lulu while we are on vacation. Lulu is also on vacation at Nicole’s place, playing with her dogs as well as with others! We have a peace of mind whenever Nicole boards Lulu. Thanks Nicole!”

“Loretta loves the dogs and they are family members in her home. Lots of pictures and videos sent while away. Welcoming and warm environment. We will be back!!”

“Donna is absolutely great, very nice, accommodating and very punctual. She sent many pictures with our dog, who seemed very happy and well taken care of. We are very pleased to have met her and shall definitely contact her again for future bookings. Thank you, Donna!”

“Great experience from beginning to end. It was our first time leaving Gigi with a sitter. Dew kept us updated and sent photos, which was a great comfort to us. Will definitely use her again.”

“I cannot recommend Stephen enough. He took amazing care of our Buddy while we were away. He communicated and sent us videos and updates every day. He was cautious when introducing Buddy to the other dogs in his care and we had a meet and greet prior to the stay which I appreciate, he goes above and beyond to make sure the dogs in his care are compatible to keep all dogs safe. I look forward to using him in the future and I know Buddy will too. You can see that dogs in Stephens care are treated as his own and that is so comforting when leaving your dog in his care.”

“Mildred and her family were incredibly wonderful to Luna and to me! They lived her like their own, and even fell IN love with her! I had lots of pictures from her even showing her lying on of the beds being pet. Luna is anxious and they either with her to warm up, there are two couples in the house and her son and they all take care of the dogs. What a wonderful place to leave your pup.”

“I recently had Cherissa watch over my mini Goldendoodle, Sofia, and I couldn’t be happier with the experience. From the very first interaction, she was professional, kind, and clearly passionate about animals. Cherissa and her family took the time to get to know Sofia’s routine, preferences, and any special needs, which made me feel totally at ease. While I was away, she provided regular updates—including photos and messages—which really reassured me that my pet was happy and well cared for. I highly recommend Cherissa and her family to anyone looking for reliable and compassionate pet care. I’ll definitely be booking with them again in the future!”

“Sue was great. Really patient and accommodating. My pup was returned to me happy and healthy. Her husband was also very nice and they both seemed very confident and comfortable with my pup who’s a 48lb pittie. Thank you Sue and Franky. We appreciated your care and attention to our fur baby. Sue also sent regular selfies of the pup and was quick to reply to messages.”

“Amazing. So many videos and photos daily which kept our minds at ease while we enjoyed our vacation. One time our dogs apple tag acted up, and immediately was comforted with a message and photo. Only problem is our dog was so sad to leave his friends and Rich. Highly recommend, will use again!”

“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!”

“Little skeptical with the app at first, but after reading all the reviews of the several individuals I contacted , and reading the reviews about Rachel, I decided to give this app a chance . So happy I gave Rachel a chance ! Nothing but positive reviews !!!! I got daily photos of my dog having a better time with her than with me. I actually started feeling a little jealous , almost at the point where I was afraid he would not come home with me. She’s awesome very attentive would highly recommend her.”

“My dog had a great time, we were very nervous for it being our first time leaving our dog, and Maria made us feel comfortable and reassured us that our dog would be fine, he was. Thank you Maria and your mom!”

“I've used Veronica at least a couple times at this point and she has been nothing less thank fantastic. She has been fantastic at communication, great at scheduling room, and took amazing care of my Mika! Definitely bwill contact her again and I would encourage anyone to do the same.”

“Volha and Cristian were great. Our regular sitter was out of town and we were so happy to have found Volha and Cristian to watch our pups for the week. Volha was communicative without being overbearing and we loved all the photos of them enjoying their stay. Would highly recommend them!”

“Highly recommend Erika’s services. From the intro meet-up to the first stay pick-up she was very easy going, super responsive and took great care of our precious babies. 💛✨🐾 ✨💛”

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one
The median cost per night for dog boarding in Wingdale is $60
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
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 near you
Select a filter and find qualifying Wingdale sitters!Sitters in Wingdale average 10 repeat dog boarding clients
FAQs for Dog Boarding - Wingdale
Frequently asked questions about Rover
The average cost for Dog Boarding in Wingdale on Rover is $61.05 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 742 sitters on Rover offering Dog Boarding across Wingdale. 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 Wingdale 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 Wingdale 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 Wingdale 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 Wingdale.
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 Wingdale 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.

