House Sitting in Wingdale

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Christmas and New Year's
Sitter Profile Image: Christine J.
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Sitter Profile Image: Christine J.
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1.

Christine J.

A happy place for your pet!
Morris, CT, 06763
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
6 repeat clients
from
$60
per night

Christine is wonderful!! First time booking her was for a week of house sitting with our 85 pound Sadie, and she was so reliable and trustworthy! Would absolutely recommend her and plan to request her again. Everything was as promised and carried out. An amazing find for us!!!

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Sitter Profile Image: Erik T.
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Sitter Profile Image: Erik T.
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2.

Erik T.

I fetch amazing results
Stormville, NY, 12582
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
5 repeat clients
from
$80
per night

Erik was very responsive and professional. He did a great job dog sitting our 15 week old puppy who has endless energy and requires constant supervision. Erik gave him lots of love and attention. We plan to hire Erik again in the future.

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Sitter Profile Image: Kira S.
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Sitter Profile Image: Kira S.
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3.

Kira S.

I can be your pals' pal!
New Milford, CT, 06776
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
4 repeat clients
from
$82
per night

Kira was absolutely amazing! She took the best care of my pup Jameson and left the house exactly how we left it! She even brought him some treats and sent us updates it was our first time leaving him without family & we couldn’t have had a better experience. She kept us updated on him the entire time & cared for him just as much as we do! We will definitely be booking again for our future trips!

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Sitter Profile Image: Samantha G.
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Sitter Profile Image: Samantha G.
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4.

Samantha G.

Cat owner, dog lover!
Stormville, NY, 12582
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
4 repeat clients
from
$70
per night

Samantha watched my 10 year old Pitt, Milo, at my house for 5 days. She did an excellent job with communicating multi times daily and providing photos. Milo was well taken care of and my home was left in great condition. I am so glad that I found her and will definitely use her in the future.

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Sitter Profile Image: Kyra Z.
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Sitter Profile Image: Kyra Z.
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5.

Kyra Z.

Quality care at an affordable price
Poughkeepsie, NY, 12603
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$55
per night

I have known Kyra for eight years now and she has always been a dedicated and hard worker. She is always volunteering at the dog shelter or zoo to spend time and care for the animals. I have always adored the passion and love she has for them. She also has years of experience to prove she is a responsible caregiver.

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Sitter Profile Image: Camryn J.
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Sitter Profile Image: Camryn J.
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6.

Camryn J.

I LOVE ALL ANIMALS!
New Milford, CT, 06776
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$80
per night

Camryn was great - on time, communicative, and sweet to the dogs!

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Sitter Profile Image: Andrea C.
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Sitter Profile Image: Andrea C.
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7.

Andrea C.

The Dog Walkin' Therapist
Peach Lake, NY, 06801
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
16 repeat clients
from
$100
per night

Drea was an excellent Dog Sitter. Pepper loved her right away, she was responsive to any needs of pepper or ours, we had consistent communication and logistically helpful. We will definitely be hiring andrea again.

Sitter Profile Image: Jeffrey V.
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Sitter Profile Image: Jeffrey V.
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8.

Jeffrey V.

Four legged friends make life easy
New Fairfield, CT, 06812
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
3 repeat clients
from
$70
per night

About: I’ve always had dogs growing up , currently I have four Siberian huskies super duper crazy but I love them. I work at an animal hospital where I am learning so much more about our four legged friends and the different sizes to breeds and behaviors also! I am also familiar and experienced in our feline friends too! I love dogs and cats they are family and family is treated with love and care<3 I also provide baths in owners home if they would like especially for our shedders! My purpose to care for dogs is to give them a great workout where they are left happy and satisfied on there walk! If you want your dog to a get an amazing workout I am the man to do it ! Thank you for your time and if you scroll more you’ll see pictures of different four legged friends I’ve worked with here on rover and at the animal hospital!!! My daily life is consisted of pet care , I wake up early to go take care of mine feed them , walk them and then I go to work where I care for the dogs staying with us at the animal hospital! I feed them and take them out and spend time with them in the yard in the cold, rain, sunshine, cloudy you name it! I have a great connection to animals where I treat every animal as if they were my own! I give them baths every month . Water and food daily. I walk them at least 3 times a day and play with them and cuddles

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Sitter Profile Image: Lora T.
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Sitter Profile Image: Lora T.
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9.

Lora T.

Your pets new best friend!!
Bridgewater, CT, 06752
Boarding, House Sitting
5.0
12 reviews
1 repeat client
from
$90
per night

We had a great experience with Lora! In the past, we have always boarded our dog, but she has some issues with anxiety and during our meet and greet with Lora, she suggested that house sitting might help ease some of Bella's stress around being left with a sitter. She was totally right! Bella had a wonderful time and was so much more comfortable being in her own space. Lora was respectful of our home, sent regular updates/pictures, and we would love to have her watch Bella again the next time we go out of town.

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Sitter Profile Image: Emma H.
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Sitter Profile Image: Emma H.
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10.

Emma H.

Reliable BFF for your furbaby😍🐶
Patterson, NY, 12563
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
2 repeat clients
from
$75
per night

Emma responded to my request quickly and was very reliable and arrived right on time! She was great with Berm and responsive to his needs as an anxious little pup. I would definitely recommend Emma and I hope to have her watch Berm again :)

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Sitter Profile Image: Rosemary & Michael W.
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Sitter Profile Image: Rosemary & Michael W.
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11.

Rosemary & Michael W.

Our home is their home.
New Milford, CT, 06776
Boarding, House Sitting, Doggy Day Care
5.0
63 reviews
19 repeat clients
from
$55
per night

Rosary has been a life saver. My husband is sick and she has been very flexible and helping with whatever is needed. Today she spent the entire day with our toy poodle Georgy while we made our bi-monthly pilgrimage to my husbands doctor. He is 1.5 hours away so it’s a long day. Georgy was completely happy and tired when we got home. She is 8 months so tiring her out takes a lot of play time. I would highly recommend Rosemary.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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12.

Jennifer N.

Loving care for your pets!
New Milford, CT, 06776
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$55
per night

Jen has always loved animals. Over the 40 years I've known her she has owned dogs, cats, birds & fish. She has a playful personality and has always treated animals, her dogs especially, more like children than pets. She petsits regulary for friends and if she and I still lived near each other, I wouldn't hesitate to leave any of my furry babies in her care.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brian D.
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Sitter Profile Image: Brian D.
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13.

Brian D.

I'm a calm and assertive presence
Brookfield, CT, 06804
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$32
per night

Brian looked after my senior cat, Charles for 10 days. Charles is a nervous guy and Brian's calm and caring nature allowed him to quickly gain Charles' trust. I was able to be away from Charles knowing that he was well taken care of and happy. Brian kept me updated with photos and messages regarding Charles and when I came home it was clear that he and my home had been perfectly taken care of. I highly recommend Brian to take care of your pets - he is trustworthy and a real animal lover.

Sitter Profile Image: lauren f.
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Sitter Profile Image: lauren f.
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14.

lauren f.

Experienced dog mom here to help!
Kent, CT
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$60
per night

Lauren was wonderful with my three dogs while I was on a work trip. The timing was not ideal because I had moved only days prior. I was worried the dogs would be nervous and anxious in a new place without me home. Thanks to Lauren they settled in nicely. She made them feel loved and comfortable until I returned. Additionally, she made me feel ok with it by sending photos and updates each day to reduce my concerns. I highly recommend using Lauren as a petsitter! She will go above and beyond to make sure your animals are well cared for, safe, and happy while you are away.

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Sitter Profile Image: Lola L.
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Sitter Profile Image: Lola L.
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15.

Lola L.

No time to walk? I can help!
New Milford, CT, 06776
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$65
per night

Lola was responsive and responsible for an overnight visit with our two Labs. We would certainly ask - and already have asked - Lola to take care of them again.

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Sitter Profile Image: Jon G.
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Sitter Profile Image: Jon G.
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16.

Jon G.

Canine, Feline, Equine love all!
New Milford, CT, 06776
House Sitting
4 reviews
from
$85
per night

Hi Jon G is a friend and neighbour of ours for several years. We wanted to go on a vacation and Jon G offered to take care of our aggressive dog and his passive brother. Jon G volunteered for over two weeks coming to visit Rocky so that they could be used to each other. It worked. Jon G is the only person outside of our immediate family To take care our dogs. He is responsible and trustworthy and when he visits us, he comes armed with dog treats. :) Sincerely, Celeste S.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Stephen N.
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Sitter Profile Image: Stephen N.
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17.

Stephen N.

Experienced Dog Daycare owner 🐶🐩
Beekman, NY, 12533
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
2 repeat clients
from
$125
per night

I am absolutely thrilled to share my positive experience with Stephen's dog day care facility, where my beloved canine companion Rufus has received the most exceptional personal care and professional services. From the moment we walked through the doors, I knew this was a special place. Stephen and his team demonstrated an unwavering dedication to the well-being and happiness of every dog under their care. They treated Rufus as if he were one of their own, showering him with affection and attention that made him feel right at home. I can confidently say that Stephen's facility is more than just a daycare; it's a second family for our furry friends. The facility itself is a haven for dogs, with spacious play areas and meticulously maintained surroundings that provide a safe and stimulating environment for the pups. The attention to detail is exceptional, ensuring that all the dogs have a tail-wagging good time while maintaining a hygienic and organized space. Stephen's team also impressed me with their professionalism and expertise. They took the time to understand Rufus's individual needs and personality, ensuring he was placed in compatible playgroups and receiving personalized care throughout the day. Their knowledge of dog behavior and training techniques was evident in how they managed the interactions and socialization between the dogs. Since bringing Rufus to Stephen's dog day care, I have seen an incredible improvement in his social skills and overall demeanor. He comes home happy, tired, and content after a day of play with his furry pals. I can leave him there with complete peace of mind, knowing he is in the best hands possible. In conclusion, I cannot speak highly enough of Stephen's dog day care facility. Their unparalleled personal care, professional services, and genuine love for dogs make it the ultimate haven for any canine companion. If you want your furry friend to experience the best in daycare, look no further than Stephen's place – it's a true gem that shines in the world of pet care.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Natasha S.
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Sitter Profile Image: Natasha S.
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18.

Natasha S.

Multiple walks daily & fenced yard
Hopewell Junction, NY, 12533
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
from
$60
per night

I have known Natasha for almost 20 years. She has always shown herself as someone who is responsible, conscientious and respectful. It doesn’t matter if the dog is a puppy or a mature dog, you will immediately see how much Natasha enjoys being around them. She has such patience and will often respond to a disobedient dog with a chuckle or a smile before correcting the behavior. She is always calm and confident when training. Natasha is extremely loving towards animals and I would absolutely trust her with any dog.

Sitter Profile Image: Jessie G.
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Sitter Profile Image: Jessie G.
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19.

Jessie G.

Catering to Your Pet Care Needs
Patterson, NY, 12563
House Sitting, Drop-In Visits, Dog Walking
5.0
109 reviews
55 repeat clients
from
$35
per night

Jessie was great! This was the first time we have had someone stay with our pets and she put us at ease right away. Communication was excellent and we were able to enjoy our time away knowing our pets and home were in good hands. Would hire her again for sure!

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Sitter Profile Image: Melissa J.
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Sitter Profile Image: Melissa J.
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20.

Melissa J.

Experienced animal lover 🕊🐾🩵🦚
Poughquag, NY, 12570
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
8 repeat clients
from
$75
per night

Melissa did a wonderful job of watching our dogs and diabetic cat at our home for two nights. This is the second time she sat for us. Our house and pets were all great when we got home. She also gave us updates while we were gone. Thanks again, Melissa!

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Wingdale House Sitting ratings

Overall Rating:

House sitters in Wingdale are rated on average 5 out of 5 stars based on 10 reviews.


Rover.com is the simple, savvy way to find and book Wingdale house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Wingdale on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Wingdale house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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