Pet Boarding Wingdale

Find a loving Wingdale pet sitter to watch your cat or dog overnight at your sitter’s home.

Pick-Up
Search

Wingdale, Find top rated pet 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: Ryan F.
Verified Enhanced Background Check
Ryan F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 18 reviews
4 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: Mary Ann P.
Verified Enhanced Background Check
Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
14 years of experience
Cornwall, CT, 06753

“This was our fourth time booking Mary Ann to care for our elderly pup and once again, she delivered in spades! Over the years, our dog has boarded at various kennels and veterinary offices, but none those experiences with trained professionals could hold a candle to the services Mary Ann provides. I fear we have become too spoiled and now we will never be satisfied with anyone else ever again! Mary Ann is kind, professional, clean, and extremely skilled with pet care. She is the very best and we look forward to using her services again!”

Profile image
Becky R.
Sitter Profile Image: Kathleen D.
Verified Enhanced Background Check
Kathleen D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
30 years of experience
Watertown, CT, 06795

“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”

Profile image
Jessica V.
Sitter Profile Image: Marie F.
Verified Background Check
Marie F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
15 years of experience
Carmel, NY, 10512

“Marie was so wonderful to Madison (!!!!). Although I was far away, they kept me updated with pictures and texts along the way. I appreciate all that Marie does and couldn't ask for a better sitter.”

Profile image
Jasmyn J.
Sitter Profile Image: Lucienne T.
Verified Enhanced Background Check
Lucienne T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
12 repeat clients
30 years of experience
Carmel, NY, 10512

“Simba was well cared for when he was with Lucienne. She was flexible and easy to communicate with. I would recommend her to others looking for someone to board their furry friend(s).”

Profile image
Tara C.
Sitter Profile Image: Jomini M.
Verified Enhanced Background Check
Jomini M.
from
$62
per night
5.0 out of 5 stars
• 8 reviews
15 years of experience
Mahopac, NY, 10541

“We couldn’t have asked for a better dog sitter! Even with all the rain that week, Jomini and her family took wonderful care of our Bella, and made sure she was happy and well cared for. She also sent us pictures throughout the week, which meant so much because we missed Bella so much. We had complete peace of mind knowing Bella was in such caring hands. Thank you for taking such great care of our girl!”

Profile image
Kim J.
Sitter Profile Image: Don H.
Verified Background Check
Don H.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Pawling, NY, 12564

“Don was kind and accommodating to our Finn & Fiona. Thanks for keeping our pups safe while we were away.”

Profile image
John T.
Sitter Profile Image: Veronica C.
Verified Background Check
Veronica C.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
10 years of experience
New Fairfield, CT, 06812

“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.”

Profile image
sam b.
Sitter Profile Image: Thalya V.
Verified Enhanced Background Check
Thalya V.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

“Thayla took care of our dog Foxy, while we were away on a 2 week trip. My family and I felt so comfortable leaving her with Thayla, because she is an extremely nice dog loving person who treated our dog like her own. She took our dog on 3 walks everyday, sent us pictures and updates everyday about the fun things they were doing. Will definitely leave Foxy with Thayla and her dogs next time we are going away again. Thank you ❤️ Camilla and Foxy”

Profile image
Anne Camilla M.
Sitter Profile Image: Jillian P.
Verified Enhanced Background Check
Jillian P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
New Milford, CT, 06776

“Jillian was the best, so patient and great with Bella. I ended up running late to pick her up and got caught in a thunderstorm. Bella is terrified by thunder, but Jillian was chill and stuck with her. Wouldn’t hesitate to ask Jillian to watch Bella again!”

Profile image
Brian S.
Sitter Profile Image: Tara D.
Verified Enhanced Background Check
Tara D.
from
$70
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Wappingers Falls, NY, 12590

“Tara was great! She kept us posted with all day activities. She sent our dog home happily with a cute little toy. We’ll definitely book her again!”

Profile image
Han P.
Sitter Profile Image: Valerie M.
Verified Background Check
Valerie M.
Star Sitter
from
$66
per night
4.9 out of 5 stars
• 80 reviews
42 repeat clients
54 years of experience
Sandy Hook, CT, 06482

“Valeria is the sweetest! She cares for our dog as if she’s her own, probably even better than we do!! She takes her on walks and spoils her and we wouldn’t want our dog in anyone else’s care! We never have a worry when we leave Scout with her!”

Profile image
Lauren M.
Sitter Profile Image: Judy & Steven C.
Verified Enhanced Background Check
Judy & Steven C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
40 years of experience
Poughkeepsie, NY, 12603

“Our little guy, Wrigley, had an absolutely wonderful stay with Judy and Steven! I wholeheartedly recommend them to anyone looking for a warm, welcoming environment for their pup. As a beagle, Wrigley usually hates being left behind—but I felt completely at ease knowing he was in such caring hands. He got the royal treatment with pup cups, plenty of love and attention, and he even made a new friend in their sweet dog, Ginger. Thank you, Judy and Steven, for making Wrigley feel so at home and for giving me such peace of mind!”

Profile image
Susan & Dave J.
Sitter Profile Image: Volha P.
Verified Background Check
Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 223 reviews
88 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

“Olga was wonderful!! She took such great care of Brutus and sent lots of updates with pictures, which I loved. An especially great sitter if your fur baby needs all-day supervision for any reason!”

Profile image
Rebecca B.
Sitter Profile Image: Isabel S.
Verified Background Check
Isabel S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 66 reviews
18 repeat clients
18 years of experience
Brookfield, CT, 06804

“Our young dog had a great time with Isabel and her family and will be visiting again in a couple weeks. I love that our dog gets to play with children and other dogs when she is there, and is treated as one of the family.”

Profile image
Elizabeth K.
Sitter Profile Image: Gabriel A.
Verified Enhanced Background Check
Gabriel A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 178 reviews
62 repeat clients
20 years of experience
Tillson, NY, 12486

“I had a pleasant experience with Gabriel and I believe my dog did too! She seemed to be content and relaxed, so much that she found a bed of her liking. It also makes it more fun when there are friends to play with, who were friendly and chill once all the excitement wore off. I would definitely have my dog stay at Gabriel’s home again! I felt comfortable and reassured as he sent me updates on any mischief she was getting into and influencing his dogs to do. He was also accommodating, as I picked her up very late. Would recommend to doggies that enjoys others’ company!”

Profile image
Sharon L.
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

“We were so lucky to find Lily! Their family was absolutely gracious and Mio had a blast! Lily provided plenty of photos and we felt confident leaving him in good hands. We will 100% book again! Thank you Lily!”

Profile image
Julia B.
Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
Brittany L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 44 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

“I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.”

Profile image
Michael C.
Sitter Profile Image: Lyanne S.
Verified Enhanced Background Check
Lyanne S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 98 reviews
30 repeat clients
12 years of experience
Newburgh, NY, 12550

“Andi's week long stay with Lyanne was wonderful! I got daily updates with pictures and videos, showing her being her happy, goofy self. I could tell she was relaxed and enjoyed the puppy play dates on the occasions Lyanne had other dogs over for doggy daycare. When we got home, I worried Andi might exhibit some behavior change bc this was our first multi-day trip w/out her- ever! But she was her same old sweet, happy self. This was the biggest confirmation to me that Lyanne knows how to ensure dogs are safe, comfortable, and happy in her care. Thank you again for a great experience- we will be booking with you for future trips! :)”

Profile image
Sabrina D.
Sitter Profile Image: Katlyn & Stephen B.
Verified Enhanced Background Check
Katlyn & Stephen B.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Pleasant Valley, NY, 12569

“Katlyn took great care of my dog over a weekend i was away. I would have her pet sit again in the future”

Profile image
William N.
1 / 1
View more

The median cost per night for pet boarding in Wingdale is $63

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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet boarding - Wingdale

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Wingdale average 11
repeat pet boarding clients

FAQs for Pet Boarding - Wingdale

Frequently asked questions about Rover

There are 718 sitters on Rover for Pet Boarding in Wingdale. About 90% of Wingdale sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge