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
340 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

EXCELLENT IN ALL WAYS - TOP NOTCH !!!!!!! SHE HAS DOGS, FERRETS AND A BIRD - SHE SIMPLY LOVES ANIMALS AND IT SHOWS !!!!!!!!! We traveled over an hour to drop our 13 month old puppy off - sure there were closer providers BUT NONE LIKE HER !!!!!!!!! WILL USE HER EVERY TIME - NOONE ELSE !!!!!!! Had daily communication along with a lot of pictures !!!!!!!

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

Saori took fantastic care of our large doodle Toby for two weeks while we were traveling. We received daily updates with pictures and videos, which was really great. Toby had so much fun and will be going back next time we travel. I highly recommend Saori to anyone who needs a skilled and kind person to care of their pet.

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Sandy S.
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

Pam was absolutely amazing! She kept me updated with how my pup was doing and when he got home he was so exhausted (it is hard to tire out a Boxer) Thank you, Pam!

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Ida B.
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
141 reviews
65 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

I couldn’t have left my dog in better hands. She got to be active and play with other dogs and the owners were so nice and friendly! Would definitely recommend and go back to again ?

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Raina C.
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

Cherissa was an amazing host. I had a cancellation last minute with a sitter due to an emergency and she was available and so easy to work with. She shared pictures and updates of our puppy multiple times throughout the day of what my fur baby was doing. I will definitely be booking with Cherissa again.

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Jun C.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
35 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: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
238 reviews
85 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

I was so impressed with Jeff as a sitter. He’s a natural with dogs and his property is well-suited to host them. He kept in communication with frequent texts and photos. In each one, it was very clear to see that my Tate was having an amazing time with Jeff and his dog Sara. In fact, Tate was clearly depressed for a few days after coming home! I look forward to using him again on my next trip.

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Christian H.
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
10 repeat clients
20 years of experience
Carmel, NY, 10512

We had a wonderful experience with Erika while Frankie was in her care! She sent daily pictures and kept in touch consistently, which gave us so much peace of mind. It was clear Frankie was happy and well cared for the entire time. We highly recommend Erika!

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

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!

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Mrs Lidia F.
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: Dew G.
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Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
56 reviews
25 repeat clients
20 years of experience
North Salem, NY, 10560

Dew is the most kind, und loves my dog like he belongs to her. I am so relieved he is with her as I am in bed with a broken ankle. I know he is so well loved and taken care of.

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Charlene O.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
386 reviews
99 repeat clients
20 years of experience
Danbury, CT, 06811

Rich was a joy to meet and to care for our 2 pups! We loved his daily puppy pics & videos. Our Lucy loved Rich & our big shy guy, Percy, who soon settled in, too. Great experience at the house of Rich and his two fur babies.

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Hillary S.
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

This is my second time having my fur baby with Sue. It was a much longer visit this time (a week) amd Sue remained her kind communicative self. Would recommend in a heartbeat. She goes above and beyond. Thank you! 💕

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Rachel C.
Sitter Profile Image: Mildred P.
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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

This was the first time Mildred and her family looked after Suzzy, and I had nothing to worry about-she kept me posted regularly and took good care of Suzzy!

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Monique T.
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
31 repeat clients
20 years of experience
Danbury, CT, 06810

Our energetic pup had another wonderful, week-long stay with Nicole! She has him running, playing and feeling comfortable in her care. Monty comes home good and tired but never stressed after away from his regular routine. Nicole has become our peace of mind when traveling without our pet. We trust, value and appreciate her, every time!

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Nicole P.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
64 reviews
26 repeat clients
20 years of experience
Milton, NY, 12547

Maria (and family) were lifesavers and saved our trip by having availability last minute when another sitter canceled on us. Our dogs looked so happy and loved while we were gone. Definetly recommend and look forward to using her again!

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Candice G.
Sitter Profile Image: Don H.
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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.

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John T.
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

Jess and Ian were wonderful with my two boys. They communicated with me while on vacation and it eased my mind to know they were ok. Wonderful and honest couple

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Eileen F.
Sitter Profile Image: Veronica C.
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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: Jomini M.
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Jomini M.
from
$62
per night
5.0 out of 5 stars
7 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!

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Kim J.
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The median cost per night for dog 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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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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 August 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 August 2026, there are 712 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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