House Sitting in Wingdale

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Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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1. Theresa C.

Star Sitter
Authentic loving care of your pets!
Torrington, CT, 06790
26.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$102
per night
5.0 out of 5 stars
58 reviews
19 repeat clients
Profile image

We were so lucky to meet Theresa! This was our first time away from our pup, and she put us at ease. She sent photos and kept us updated all weekend, and Milo was so happy and well cared for! We can’t recommend her enough!!

Availability updated yesterday
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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2. Katie N.

Part time caregiver that loves dogs
New Milford, CT, 06776
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
Profile image

Katie was reliable and accommodating. Came to meet Reo ahead of time which was greatly appreciated Will hire her again

Availability updated today
Sitter Profile Image: Jeffrey V.
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Sitter Profile Image: Jeffrey V.
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3. Jeffrey V.

Four legged friends make life easy
New Fairfield, CT, 06812
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
Profile image

Jeffrey came early to meet Kashmir and was absolutely wonderful with her. He was very sweet and attentive. Clearly understands dogs. Jeffrey even cleaned up in the kitchen. Thank you for taking such good care of her!

Availability updated 4 months ago
Sitter Profile Image: Abbey L.
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Sitter Profile Image: Abbey L.
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4. Abbey L.

Friendly, Reliable Dog & Cat Sitter
Beacon, NY, 12508
23.2 mi. away
Boarding, House Sitting, Drop-In Visits
from
$65
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
Profile image

Abbey eased my mind while I was away with her updates, photos, and videos of my cat Edward. She gave him great companionship (they seemed to get along fabulously!) as well as giving him daily medication and administering his inhaler. She was very attentive with his care and communicative and took my many instructions and things to watch for in stride!

Availability updated today
Sitter Profile Image: Kira S.
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Sitter Profile Image: Kira S.
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5. Kira S.

I can be your pals' pal!
New Milford, CT, 06776
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$82
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
Profile image

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!

Availability updated 21 days ago
Sitter Profile Image: Elsie M.
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Sitter Profile Image: Elsie M.
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6. Elsie M.

Your pets new best friend
New Milford, CT, 06776
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
Profile image

Elsie is truly amazing! My dogs and family love her. One of my dog’s had her 1st Birthday while we were away. Elsie got her a cake and celebrated her birthday 🥰🎉🥳She went above and beyond with taking care of our dogs and home. Will definitely be using her again in the future

Availability updated 5 days ago
Sitter Profile Image: Danae C.
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Sitter Profile Image: Danae C.
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7. Danae C.

Rover 101
Passionate, enthusiastic, big heart
Danbury, CT, 06811
17.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
66 reviews
26 repeat clients
Profile image

Danae is a wonderful pet sitter! I was nervous to leave my 5 cats for two weeks but Danae put me as such ease upon first meeting . She was so thoughtful and sent me daily updates of our kitties looking so happy and relaxed.. When we returned our cats looked super content and didn’t seem stressed in the least bit. She truly is an animal lover and it shows on the love she showers upon the cats

Availability updated yesterday
Sitter Profile Image: Jessica M.
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Sitter Profile Image: Jessica M.
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8. Jessica M.

A lover of all animals!
Gaylordsville, CT, 06755
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
Profile image

We just came back from our first vacation in years and Jessica was a huge reason our trip was great. We have two dogs we care deeply for and boarding them for just a weekend was stressful… and expensive! Our older dog has incredible anxiety every time we leave. So we decided to give Rover a try and we’re very happy we did. We met with a couple of sitters before our trip and Jessica impressed us with her flexibility and professionalism so we asked her to dogsit for the three nights we were away. She was great with our dogs and cared for them the way we wanted. In addition, she sent us pictures and texts with updates on the dogs. She made a great impression and completely sold us on Rover. I now feel confident that we can take more relaxing vacations knowing how well she took care of our dogs! I couldn’t have asked for more.

Availability updated 10 days ago
Sitter Profile Image: Christine A.
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Sitter Profile Image: Christine A.
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9. Christine A.

Rover 101
Star Sitter
Home Full time...
Stanfordville, NY, 12581
17.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$160
per night
5.0 out of 5 stars
76 reviews
26 repeat clients
Profile image

Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.

Availability updated 6 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Sabrina W.
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Sitter Profile Image: Sabrina W.
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10. Sabrina W.

Love them like they are mine.......
New Milford, CT, 06776
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Sabrina was caring and attentive to our senior dog. She sent updates and made us feel comfortable leaving her with someone new. I would book her again.

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Karla B.
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Sitter Profile Image: Karla B.
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11. Karla B.

Would love to take care of your pet
Danbury, CT, 06811
16.8 mi. away
House Sitting
from
$90
per night
2 years of experience

About: My name is Natalie and I’ve been a dedicated pet sitter for over two years, providing loving care to pets of all kinds. Whether you’re heading out of town or just need someone to check in on your furry friends, I’ve got you covered! In our home we have two dogs akitas and two cats . What I Offer: • Over two years of hands-on experience caring for pets, including dogs, cats, small animals, and more. • Excellent references from happy pet parents who trust me with their beloved companions. • Flexible scheduling to meet your needs, including daily visits, overnight stays, and extended care. • Services like feeding, walking, playtime, a • Experience with pets of all sizes Why Choose Me? I’m passionate about animals and treat every pet as if they’re my own. Your pet’s happiness, health, and safety are my top priorities. I’ll provide regular updates and photos so you can relax, knowing your pet is in great hands. I’d love the chance to meet you and your pet(s) to discuss their needs and create a personalized care plan. Contact me today to learn more or to schedule a meet-and-greet! Let’s make sure your pet feels loved, happy, and well-cared-for while you’re away! I go to Ridgefield High school as a senior so I am Available before, after school overnights and weekends. References can be provided if needed. I do not have an interest in watching any pets in my home all of my services are in my clients home. Looking forward to meeting you .

Availability updated yesterday
Sitter Profile Image: Sheyna T.
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Sitter Profile Image: Sheyna T.
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12. Sheyna T.

The pet care life chose me
Poughkeepsie, NY, 12603
14.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
1 review

Sheyna took great care of my high energy golden doodle! I could tell from the moment she met him, she was going to be great and take care of him like her own. I would 100% recommend her if anyone is looking for someone to care for their fur baby!

Availability updated 3 days ago
Sitter Profile Image: Caroline M.
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Sitter Profile Image: Caroline M.
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13. Caroline M.

Your pets next best friend!
Millbrook, NY, 12545
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
7 years of experience

About: I’ve been walking and dog sitting since I was 16, so I’ve had plenty of time to build a strong understanding of pet care, behavior, and what it takes to ensure pets feel safe and comfortable when their owners are away. I’m passionate about animals and love spending time with them, whether it’s playing, walking, or simply offering them companionship. I go to school part time, so I have a lot of free time! On Tuesday and Wednesday I have class from nine to five. I live in a pet-free townhouse, providing a quiet and peaceful environment where your dog will feel comfortable and at home. I focus on creating a safe, relaxing space with plenty of attention and care, whether your dog is staying with me or I’m looking after them in your home.

Availability updated 2 days ago
Sitter Profile Image: Leah M.
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Sitter Profile Image: Leah M.
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14. Leah M.

Dogs are my favorite! ❤️
New Milford, CT, 06776
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Leah was wonderful! She was very responsive and we felt very comfortable leaving our girl with her. Millie had a great time. We highly recommend Leah!

Availability updated today
Sitter Profile Image: Owen B.
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Sitter Profile Image: Owen B.
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15. Owen B.

Raised by dogs in the forests of NY
Millbrook, NY, 12545
11.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
Profile image

Owen is an excellent pet sitter. My dog and cats fell in love with him right away! He kept in great communication with me throughout the time he was pet sitting which helped me relax and be at ease during my vacation knowing my pets were in good hands. I would highly recommend him.

Availability updated 22 days ago
Sitter Profile Image: Rosemary & Michael W.
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Sitter Profile Image: Rosemary & Michael W.
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16. Rosemary & Michael W.

Our home is their home.
New Milford, CT, 06776
7.2 mi. away
Boarding, House Sitting, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
77 reviews
21 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Melissa N.
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Sitter Profile Image: Melissa N.
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17. Melissa N.

Lover of all animals
Dover Plains, NY, 12522
8.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
4 reviews
Profile image

Melissa was incredible. Amazing communication and took on more than she probably needed to. I highly recommend.

Availability updated 7 days ago
Sitter Profile Image: lauren f.
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Sitter Profile Image: lauren f.
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18. lauren f.

Experienced dog mom here to help!
Kent, CT
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

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.

Availability updated 7 months ago
Sitter Profile Image: Živilė H.
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Sitter Profile Image: Živilė H.
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19. Živilė H.

Star Sitter
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
from
$120
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
Profile image

Zivile is so kind and loving to our dogs. They had the best time with her and I will definitely use her again in the future.

Availability updated 16 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Samantha & Michael M.
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Sitter Profile Image: Samantha & Michael M.
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20. 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
from
$150
per night
5.0 out of 5 stars
21 reviews
3 repeat clients

I could not thank Michael and Samantha enough for taking such good care of our dog. She was so happy and relaxed with them. They are definitely number one on my list for the next time we need our dog taken care of again!

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's

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