Pet Boarding Wingdale

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

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Over 93
pet parents in Wingdale have booked pet boarding

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.

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Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Danbury, CT, 06810

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.

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Rachel C.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
133 reviews
30 repeat clients
20 years of experience
Danbury, CT, 06810

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!

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Angelica H.
Sitter Profile Image: Jessica & Ian K.
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Jessica & Ian K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
72 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

Our dogs had a wonderful stay with Jessica and Ian. They were well cared for and we will definitely use them in the future when we have to board our dogs.

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Charissa P.
Sitter Profile Image: Celina I.
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Celina I.
from
$55
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

Thank you so much! I’m glad Toque was able to make some new fury friends. He will definitely be back for a play date or overnight sleepover 🐶

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Myrna T.
Sitter Profile Image: Ryan F.
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Ryan F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Redding, CT, 06896

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.

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Hulme F.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
36 reviews
13 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.

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Michael C.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$50
per night
5.0 out of 5 stars
1 review
5 years of experience
Wingdale, NY, 12594

About: Ever since I was young, I have had a strong love for animals, especially dogs. I grew up surrounded by dogs and currently have two of my own. Over the years, I have pet-sat for neighbors and friends, and I always enjoy caring for and spending time with their pets. At college I am part of a club where we work with and volunteer at the local animal shelters. There are photos on my profile that highlight some of the events on campus I have volunteered at to raise money for the puppies at the local animal shelter. I do also have experience with horses. My experience has strengthened my passion for working with animals and reinforced my commitment to providing them with attentive, compassionate care. I currently have a lot of availability to be able to take care of your pets. I can board and attend to your pets any day of the week. I have a fenced-in backyard and two dogs of my own as well. I have a 10-month-old male English Bulldog and a 3-year-old female French Bulldog. They are both very friendly and love playing with other dogs. At your residence, I will respect any boundaries you may have and provide the best service I can.

Sitter Profile Image: Samantha M.
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Samantha M.
from
$80
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
15 years of experience
Dover Plains, NY, 12522

5/5 stars! Best Rover experience by far. I am so happy my pups were happy, safe, and treated with love by Samantha and Michael! They made the whole experience easy and stress-free.

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Katherine K.
Sitter Profile Image: Marie F.
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Marie F.
from
$70
per night
5.0 out of 5 stars
13 reviews
2 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.

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Jasmyn J.
Sitter Profile Image: Don H.
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Don H.
from
$60
per night
5.0 out of 5 stars
6 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.

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John T.
Sitter Profile Image: Kyle K.
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Kyle K.
Star Sitter
from
$62
per night
5.0 out of 5 stars
137 reviews
38 repeat clients
21 years of experience
Danbury, CT, 06810

Kyle was great! He kept his word regarding caring for our 2 dogs on a holiday weekend. He evaluated for a good fit prior to committing just as we did for a sitter. He was not only comfortable with my very large dog but, understood their behaviors. He provided updates and was extremely easy to communicate with. Would definitely recommend.

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Holly L.
Sitter Profile Image: Jillian P.
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Jillian P.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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!

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Brian S.
Sitter Profile Image: Cory M.
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Cory M.
from
$45
per night
5.0 out of 5 stars
60 reviews
25 repeat clients
22 years of experience
Wappingers falls, NY, 12590

Cory was a great host for Henny. Her dogs were friendly and she was super communicative! She sent lots of photos and videos which helped soothe my pet parent anxiety. Would definitely book with her again

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Jeffrey G.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
3 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.

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Jessica V.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
14 years of experience
Cornwall, CT, 06753

I was so glad to have found Mary Ann on Rover to watch our dog Piper for 2 weeks while we were on vacation. On our initial visit with Mary Ann, I knew this was a great fit for Piper. She is such a sweet, caring, knowledgeable woman that I knew would take wonderful care of my dog. This was the first time using Rover as I was not comfortable leaving her in a kennel again for this long as my dog gets very anxious and sad when we are away and my usual in house dog sitter was with us on vacation. Mary Ann lives just 10 minutes from my house with a lovely fenced in side yard for her to go to the bathroom outside and just run around not being on a leash, which is just like home. Also being able to jump on the furniture and the beds was a plus too, again just like home. And she did not have any issues getting too anxious which is what I was hoping for. It was a perfect fit and a great find. I would not hesitate to book with Mary Ann again.

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Nancy R.
Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Kingston, NY, 12401

My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.

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Adrianne R.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
65 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!

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Allison P.
Sitter Profile Image: Camryn W.
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Camryn W.
from
$42
per night
10 years of experience
Poughquag, NY, 12570

About: 🐾 Why Pet Parents Choose Me • Lifelong dog lover with years of experience caring for pets for family, friends, and neighbors. • Experienced with senior dogs after caring for my own dog through kidney failure, including administering medication, monitoring health, and providing extra patience and comfort. • You'll receive regular updates and photos, so you can have peace of mind while you're away. 📸 • Reliable, attentive, and committed to treating every pet like they're part of my own family. 📅 Availability • Monday–Friday: Available before 8:00 AM, after 5:30 PM, and for evening visits. • Saturdays & Sundays: Flexible availability. • Perfect for morning visits, evening drop-ins, overnight stays, weekends, and vacation care I'm a recent college graduate currently searching for a full-time position, which gives me a flexible schedule and plenty of time to provide your pets with the attention, exercise, and companionship they deserve. I'm available on both weekdays and weekends and am committed to making sure every pup feels safe, happy, and well cared for while you're away. My home is dog-friendly and designed to help your pup feel comfortable and at ease. Dogs are welcome on the couches and beds, just like they're part of the family! I also live near several walking paths and scenic trails, so your dog will enjoy plenty of exercise, enrichment, and outdoor adventures during their stay.

Sitter Profile Image: Lily K.
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Lily K.
Star Sitter
from
$78
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
20 years of experience
South Salem, NY, 10590

We are truly grateful to Lily for the loving care she gave to our little dog, Kodi. During Kodi's stay with Lily, she sent us daily pictures & videos of our pet. Clearly, he had a fantastic time with Lily & her lovely family. We really appreciated the thoughtfulness of her daily communications with us & all the care she gave to our little pet. Lily's an outstanding care taker.

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Regina O.
Sitter Profile Image: Judy & Steven C.
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Judy & Steven C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
40 years of experience
Poughkeepsie, NY, 12603

Absolute peace of mind through the entire experience. This was only the third time with a sitter and second boarding my Whiskey dog overnight; but never have I felt as content as when he was with Judy, her wonderful family & beautiful home. Was able to completely enjoy my vacation knowing he was cared for as one of her own. I really can’t thank her enough for what that contentment was worth to me. To top it off she’s so nice!! Had pushed the date forward a day at the last minute, she was totally understanding and went with the flow. Just thank you!!!! I know Whiskey dog misses his new friends already =^_^=

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George M.
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The median cost per night for pet 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 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
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Popular requests for pet boarding - Wingdale

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Sitters in Wingdale average 10
repeat pet boarding clients

FAQs for Boarding - Wingdale

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .

There are 757 sitters on Rover for Pet Boarding in Wingdale. About 91% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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.

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