Pet Sitting in Wingdale

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Jeanette H.
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Sitter Profile Image: Jeanette H.
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1. Jeanette H.

Star Sitter
Doggy care for your furry bears 🐻
Hopewell Junction, NY, 12533
13.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
44 reviews
17 repeat clients
from
$65
per visit
Profile image

Jeanette looked after my 2 cats for 6 days. She was always on time and communicative. I received pictures and comments everyday. My cats were well taken care of. I will definitely use Jeanette again!

Sitter Profile Image: Casey S.
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Sitter Profile Image: Casey S.
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2. Casey S.

Rover 101
Star Sitter
A best friend for your best friend!
Wingdale, NY, 12594
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
12 repeat clients
from
$25
per visit
Profile image

We asked Casey last minute to pop in and let Birdie out/feed him dinner. She went above and beyond, staying the whole 30+ minutes, playing with him, taking him for a walk, and leaving a treat. She was also very professional, ensuring she had all of the info before arrival. We will definitely use Casey as a sitter again!

Sitter Profile Image: Heidi M.
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Sitter Profile Image: Heidi M.
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3. Heidi M.

Rover 101
Dogs are Life's joy
Danbury, CT, 06811
14.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$20
per visit
Profile image

Heidi has been amazing with my elderly dog. He has trouble seeing and requires somewhat specific care and Heidi has been nothing but patient, sweet and accommodating to us both. My mind is certainly at ease knowing my dog is in good care when Heidi’s scheduled to visit.

Sitter Profile Image: Meegan B.
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Sitter Profile Image: Meegan B.
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4. Meegan B.

Animal lover and previous vet tech.
Gaylordsville, CT, 06755
4.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
26 repeat clients
from
$30
per visit
Profile image

Meegan was very easy to work with regarding a home visit. She returned all texts very quickly and was on time for her “meet and greet” visit. Meegan confirmed her visit to walk/feed my two dogs on the day of the appointment and also texted me after the visit to ensure me Buddy and Charlie were ok. And lastly, my dogs were relaxed and happy to see us when we returned home later in the day. She was a pleasure to work with and I highly recommend Meegan for anyone out there looking for someone to help out with their pets. I certainly am going to use her for all my future appointments!

Sitter Profile Image: Tori L.
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Sitter Profile Image: Tori L.
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5. Tori L.

Hi I’m Tori!
New Milford, CT, 06776
11.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$25
per visit
Profile image

I'm very pleased with Tori. She cared for my two dogs for a couple of days. I found her to be very responsible, communicative on-time and loving towards my fir babies. My doggies were in good hands and I highly recommend her services.

Sitter Profile Image: Kira S.
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Sitter Profile Image: Kira S.
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6. Kira S.

I can be your pals' pal!
New Milford, CT, 06776
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$25
per visit
Profile image

Kira was a pleasure. She was enthusiastic and kind and patient with my overwhelmingly friendly young Labrador! I would definitely book her again.

Sitter Profile Image: Lauren J.
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Sitter Profile Image: Lauren J.
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7. Lauren J.

Kind, caring, and active pet-lover!
Poughquag, NY, 12570
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$18
per visit

Max came home from his week with Lauren exhausted- but super happy and lots of tail wags. It was really nice to know that he was still getting lots of love and activity while we were gone, it put my mind at ease. It was like sending him to summer camp while I’m vacationing!

Sitter Profile Image: Živilė H.
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Sitter Profile Image: Živilė H.
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8. Živilė H.

We love pets&love to share it.
New Milford, CT, 06776
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit
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Zivile did a great job with Skylar! We will definitely use her again when we need dog care!

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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9. Jennifer F.

I’m here when you need me!
New Milford, CT, 06776
7.7 mi. away
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Jenn has been wonderful with all of our pets! We have known her for years she has helped us out with our cat, new puppy as well as older dog during her last few days with us. She has always been compassionate and very attentive to all of their needs—whether it was simply feeding and cleaning out a litter box to administering medicines. Is definitely our go to when we go away!

Sitter Profile Image: Brian Q.
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Sitter Profile Image: Brian Q.
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10. Brian Q.

Dogs are my joy and I love them
Wingdale, NY, 12594
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Brian is excellent with dogs! He has a three year old German Shephard named Azula who is friendly and full of energy. Brian frequently takes her on walks and knows how to handle approaching other dogs very well. Additionally Brian has toys, so your dog will have plenty of entertainment! Brian is not only great with dogs but is also good with cats! He does a good job listening to animals and being patient with them.

Sitter Profile Image: Jessica M.
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Sitter Profile Image: Jessica M.
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11. Jessica M.

A lover of all animals!
Gaylordsville, CT, 06755
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$20
per visit
Profile image

Great availability and very nice to my dog!

Sitter Profile Image: Jessie G.
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Sitter Profile Image: Jessie G.
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12. Jessie G.

Star Sitter
Catering to Your Pet Care Needs
Patterson, NY, 12563
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
63 repeat clients
from
$20
per visit
Profile image

Jessie is very reliable and goes above and beyond. So caring and I feel very safe knowing she will check on Teejay. I will definitely book with Jessie in the future...

Sitter Profile Image: Stephen N.
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Sitter Profile Image: Stephen N.
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13. Stephen N.

Star Sitter
Experienced Dog Daycare owner 🐶🐩
Beekman, NY, 12533
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$40
per visit
Profile image

Stephen did a great job watching Sam. He was very professional and responsible. He loves what he does and it shows. I will definitely use him again.

Sitter Profile Image: Rhonda J.
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Sitter Profile Image: Rhonda J.
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14. Rhonda J.

Reliable, loving, and flexible!
Sherman, CT, 06784
5.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
5 repeat clients
from
$30
per visit
Profile image

Rhonda is a true gem...upon meeting her we knew she was "the one".Great personality and her love of animals shows thru...She took very good care of Jackson while we were away for 2 weeks . I would recommend her to anyone and I'll use her again in the future...

Sitter Profile Image: Kristopher M.
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Sitter Profile Image: Kristopher M.
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15. Kristopher M.

Fetch!
New Milford, CT, 06776
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$14
per visit

Kristopher is very caring to animals. He gives them treats and pets and is always bringing them new toys. He also makes sure they go out when needed.

Sitter Profile Image: Joel P.
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Sitter Profile Image: Joel P.
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16. Joel P.

No such thing as a bad dog!
Gaylordsville, CT, 06755
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$30
per visit
Profile image

Joel is clearly knowledgeable about dogs and was great with mine. He was great about communicating with me and arrived promptly at the times discussed. I would recommend him to others will be using him again.

Sitter Profile Image: Rebecca D.
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Sitter Profile Image: Rebecca D.
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17. Rebecca D.

Kids and pets are my favorite!
South Kent, CT, 06785
5.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per visit
Profile image

I recently had the pleasure of using Rebecca's service, and I must say, she was absolutely amazing. As someone who worries about their fur babies while at work, finding someone reliable and trustworthy is paramount. Rebecca exceeded all my expectations. From the get-go, her responsiveness stood out. She quickly replied to my inquiries and meticulously followed the instructions I provided for the care of my babies. It's clear she has a passion for animals and their care, and her help was invaluable. I will definitely be using her services again and I highly recommend her to anyone looking for peace of mind when it comes to the care of their babies.

Sitter Profile Image: Samantha & Michael M.
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Sitter Profile Image: Samantha & Michael M.
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18. Samantha & Michael M.

Your pet's home, away from home.
Dover Plains, NY, 12522
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$70
per visit
Profile image

Wonderful experience - we had to rush out of town twice because of an elderly parent’s health. Samantha was there for us both times even though it was short notice. She saw to our cats needs and even helped out with an issue with unplugging a machine that was left running. Wonderful lady!!!

Sitter Profile Image: Don H.
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Sitter Profile Image: Don H.
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19. Don H.

Rover 101
professional service 24/7 Since1997
Pawling, NY, 12564
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$20
per visit

Don has taken care of our dog Koko, a mini dachshund who requires a great deal of attention and special care. Don is reliable, professional and has won koko's heart...we highly recommend Don.

Sitter Profile Image: Autumn W.
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Sitter Profile Image: Autumn W.
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20. Autumn W.

Animal lover, flexible, and fun!
Sherman, CT, 06784
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$20
per visit
Profile image

**Awesome** Is a word I can use to describe the drop in visits, walks, feeding & care our pet "Sweetie" experienced with Autumn. She was on time, attentive, trustworthy and went above what she was asked of. We loved the check-in pictures, and updates. We highly recommend Autumn; you will not be disappointed in Autumn's performance, work ethic and genuine love for your pet. We can't thank her enough. This was our first time leaving Sweetie with a care provider and were at ease the entire time we were away. Two thumbs up!! Sincerely, Dennis & Gina

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Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Wingdale:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Wingdale pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Wingdale, NY, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Wingdale pet sitters and avoid the kennel.

Drop-In Visits