Dog Boarding Wingdale

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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.

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Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
338 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

Annette is wonderful with my old girl Kota , and I have also seen how well she treats all her furry guests , Kota gets a toy and treats when she comes home , i do not have the anxiety I use to when we went on a trip ,,, highly recommended ,, Jane

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Jane K.
Sitter Profile Image: Pam R.
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Pam R.
from
$55
per night
5.0 out of 5 stars
67 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

I was caught in a bind as I was moving and my current place had to cancel due to the weather. This is my first time using Rover and I needed to find someone to watch my pup. River is a bit reserved and can be very nervous. Pam is a life saver. She sent pictures throughout her visit and I was completely at ease during a very stressful move. I will definitely recommend Pam and will reach out to her again whenever I need a sitter for my girl. Thanks a million. You are the best!!!

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Eneida D.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
76 reviews
25 repeat clients
15 years of experience
Newtown, CT, 06470

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.

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Ambar P.
Sitter Profile Image: Cherissa P.
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Cherissa P.
from
$60
per night
5.0 out of 5 stars
23 reviews
15 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

We are so grateful for the amazing care you gave Cloud while we were away! You went above and beyond—keeping us updated the whole time and sending the sweetest pictures that truly put our mind at ease. It was clear he was in great hands. Til next time!

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Donna T.
Sitter Profile Image: Csaba & Nicole K.
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Csaba & Nicole K.
Star Sitter
from
$69
per night
5.0 out of 5 stars
135 reviews
64 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

Csaba and Nicole were absolutely amazing! So So friendly and welcoming and took care of my pup like she was their own. Super responsive and always sent updates with pictures of Nala. When we came to pick her up she looked so happy and comfortable like she didn’t even want to leave lol. She has a home away from home and I will 100% book with them in the future :)

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Natalia O.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

Stephen is a super care taker, for sure. Great and timely communications, friendly and very accommodating for a last minute request. Made the whole experience of looking after my Gracie seamless and easy.

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Paul F.
Sitter Profile Image: Valerie M.
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Valerie M.
Star Sitter
from
$66
per night
4.9 out of 5 stars
72 reviews
39 repeat clients
54 years of experience
Sandy Hook, CT, 06482

Valerie was great as always. She treats Oliver like her own. He came back happy and tired. She was able to accommodate us when we needed to pick up Oliver a day later due to car trouble. All around, a great experience.

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Austin M.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
61 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

Ezzy spent almost 10 days with Clementina and was very well-cared for. Clementina always takes her out for walks, sends me pictures, and I trust her completely.

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Ellen B.
Sitter Profile Image: Jeff H.
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Jeff H.
from
$70
per night
5.0 out of 5 stars
228 reviews
77 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Jeff was a wonderful caretaker to Romeo for a 9 day stay. This was Romeo’s first time staying with Jeff, and the meet and greet and frequent communication during Romeo’s stay put me totally at ease. When I dropped Romeo off for his stay, he ran right off to play with friends, and when I picked him up he didn’t want to leave! I live in NYC and happily made the trip up to give my boy fresh air, a yard, pup friends and lots of love from Jeff (and Bruce!).

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Molly S.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

Donna was great. She treated my dog like he was her own. I felt extremely confident that Guinness was being very well taken care of. Guinness came home very happy but tired from all the fun he had playing with Donna's dogs. I will definitely use Donna and her services again. I'm very happy. I found her thank you so much.

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Briana H.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
381 reviews
97 repeat clients
20 years of experience
Danbury, CT, 06811

Rich took great care of our dog Luke for 10 days. He communicated with us daily and sent lots of pictures of him and his friends. Luke returned home very happy although I think he misses his new friends ?

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Jennifer C.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
23 repeat clients
20 years of experience
North Salem, NY, 10560

Dew was fantastic! Her communication was great, she made sure my dog was comfortable and settled in. She sent status updates throughout his stay. He came home unstressed and in a great mood all happy and healthy. I would highly recomend her to anyone looking for dog care!

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John B.
Sitter Profile Image: ATHENA M.
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ATHENA M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
4 reviews
5 repeat clients
18 years of experience
Carmel Hamlet, NY, 10512

Athena, watched my two pups for 5 days! She was great, she came to pick up and drop the pups. She sent me daily photos and updates of them! Very friendly and my pups spent a great time with her! I highly recommend!

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Jessica P.
Sitter Profile Image: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
217 reviews
85 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

Volha was GREAT!! She provided daily updates and pictures while my dog was with her. She made sure my dog stayed on the same schedule while I was away, which is much appreciated! My dog had a great time with her and really loved her stay. Volha and her family are a pleasure and I definitely will leave my Missy girl with her anytime I’m away! Thanks again Volha!

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Breana B.
Sitter Profile Image: Erika N.
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Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
20 years of experience
Carmel, NY, 10512

Erika was wonderful! Highly recommend (and will to my friends as well). She was extremely responsive in preparation for our trip, and understanding of some special needs for our yellow lab. She sent pictures throughout, and was flexible when a winter storm messed with our plans (she stayed up late so that we could pick up our pooch). Thanks for taking such great care of our dog, and for being such a pleasure throughout this process, Erika!

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Mike T.
Sitter Profile Image: Jessica O.
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Jessica O.
from
$45
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
10 years of experience
Danbury, CT, 06811

Jessica was great at watching Gwen! She was able to accommodate our last-minute request after another sitter cancelled. She was very communicative about Gwen’s stay and sent plenty of photos and updates. She took great care of our little pup!

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Faye B.
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 is a sweetheart. Highly recommended her watching your pets. She sent photos, is reliable, trustworthy and kind. Will definitely be using her in the future. :)

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Emily K.
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.

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sam b.
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

Celina was great. She sent photos and updates and Mango seemed to have a great time. She was flexible and responsive about timing, and everything was so easy and pleasant. Thanks Celina!

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Katharine T.
Sitter Profile Image: Mildred P.
Verified Background Check
Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
77 reviews
23 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Mildred and her family provided excellent care for my dog Mochi. She was also very friendly and professional in the way she related to me. I would certainly recommend her as a pet care provider.

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Tom H.
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The median cost per night for dog boarding in Wingdale is $60

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  • 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?

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    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

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Popular requests for dog boarding - Wingdale

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Sitters in Wingdale average 10
repeat dog boarding clients

FAQs for 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.

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