House Sitting Red Oaks Mill

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Over 6
pet parents in Red Oaks Mill have booked house sitting

Red Oaks Mill, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Milton, NY, 12547

Thomas was terrible! JUST KIDDING! I just want to keep him only for when I need him!😁 I couldn’t ask for anything more. He initially responded quickly. Showed up when we planned. He kept in touch with me. Sent pictures of my dogs when he was with them and left my house tidy. TJ, thank you again!

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Lisa M.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊

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Jenny P.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$80
per night
5.0 out of 5 stars
49 reviews
20 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

We couldn’t have asked for a better pet sitter! Donna stayed overnight with our cats and dogs and took absolutely amazing care of all of them. She was reliable, kind, attentive, and connected so easily with each of our pets. We have a lot to manage, and we know caring for all of them is no small task, but she handled everything so wonderfully. It was such a comfort knowing they were in such loving and capable hands while we were away. When we came home, the house looked great, and our pets were happy and well cared for. She is truly thoughtful, responsible, and loving, and we would absolutely trust her with our pets again. We highly recommend her!

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Aspen P.
Sitter Profile Image: Kasey S.
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Kasey S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
27 years of experience
Wappingers Falls, NY, 12590

Kasey was great with our bird and dog. They liked her right away and she took good care of them and our house while we were away. We appreciated her communications and photo updates and also her attention to details around the house. A snow storm was coming and she was kind enough to put our windshield wipers up. Very thoughtful.

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Joelyn W.
Sitter Profile Image: Stefanie A.
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Stefanie A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
31 years of experience
PLEASANT VALLEY, NY, 12569

Stefanie is wonderful. She's a smart, reliable, respectful, and easygoing person. She is trustworthy, gentle and loving with our slightly skittish cats, and made real friends with them. Stefanie was so accommodating, sent us lots of updates and photos and truly set our minds at ease. We will ask her to kitty sit again without hesitation! If you want to relax on your getaway, hire her!!! She's a true gem!!

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Susan N.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$65
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Wappingers Falls, NY, 12590

Lauren took great care of our dog and cat! We have an indoor/ outdoor cat, and a dog with epilepsy, and Lauren handled both with ease and took great care of our home as well. She was communicative and sent photos. Gave us good peace of mind. Will definitely be using her services again!

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Sarah G.
Sitter Profile Image: Claire M.
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Claire M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
17 years of experience
Poughkeepsie, NY, 12601

Claire was amazing! Our dog is a bit shy and nervous but he immediately warmed up to Claire. We were 100% comfortable while we were away. Highly recommend!

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Elizabeth B.
Sitter Profile Image: Hailey D.
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Hailey D.
from
$44
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Wappingers Falls, NY, 12590

Hailey was a great sitter for our new puppy! She was very communicative and sent lots of updates. I would definitely use her again and recommend! Thank you so much!

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Ellery M.
Sitter Profile Image: Timothy D.
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Timothy D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Arlington, NY, 12603

Tim is so great! Kind - big hearted - and took great care of our two Australian Shepherds while we were away. He sent pictures and updates and was so thoughtful.

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Nicole C.
Sitter Profile Image: Manuel J.
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Manuel J.
from
$40
per night
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: Melony C.
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Melony C.
from
$100
per night
5.0 out of 5 stars
53 reviews
9 repeat clients
10 years of experience
Wappingers falls, NY, 12590

About: I’ve provided loving care for both dogs and cats while house sitting in their homes, ensuring they feel safe, comfortable, and happy in their familiar environment. I treat every pet like family—whether it’s daily walks, playtime, feeding, or just extra cuddles, I tailor my care to meet each pet’s unique needs My flexible schedule allows me to provide attentive, personalized care for your pet—whether it’s daily check-ins, overnight stays, or last-minute requests. I’m committed to keeping your pet comfortable, happy, and well cared for in the comfort of their own home, always following your instructions and routines closely. Your pet’s well-being is my top priority. I care for pets in their own home by maintaining their routines and surroundings to keep them relaxed and happy. I follow all feeding, walking, and medication instructions carefully, give them lots of affection and attention, and ensure their space stays clean and safe. I also provide regular updates to pet parents, so they feel confident and connected while away.

Sitter Profile Image: Tracy R.
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Tracy R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Wappingers Falls, NY, 12590

Tracy is hands down the best sitter I have worked with. She went above and beyond sending me pictures while I was away and took amazing care of my guy Ted. While I would like to keep her to myself I truly recommend Tracy to anyone. Thank you again Tracy.

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Eduardo O.
Sitter Profile Image: Tess T.
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Tess T.
from
$80
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I’ve taken care of dogs for most of my life, regularly volunteering at local shelters, and caring for two dogs and three cats of my own. I love to be active, and I am ready, willing, and able to bring your dogs on long, fun, and enriching walks. I also adore spending down time with pets, showing them all the love and affection you do! I’ve taken care of up to three dogs at once, and I am up for any challenge! I am flexible to your pets needs (medications, special diets, etc.) and will treat your pet as if they were my own. I am currently a part-time employee and student. My schedule is relatively stable but subject to change. I am unavailable at the following times due to my class/work schedule: Monday and Thursday (11:00-12:15, 3:30-4:45), Tuesday and Friday (7:30-1:30). However, I am ready to work with you to establish a schedule that work for both of us! I only do care at client’s homes because of my two cats at home who generally do not like other animals. I am ready to utilize client’s backyards, nearby trails, and anything else owners implement into their pet’s daily routine!

Sitter Profile Image: Michelle P.
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Michelle P.
from
$75
per night
8 years of experience
Hyde Park, NY, 12538

About: I've house sat, walked and cared for dogs ever since I was 14. My coworkers, neighbors and their friends are returning customers due to high detailed and enthusiastic care. I always tell people I will take care of your pets faster than your kids lol. Hi im currently working a part time job so depending on my schedule I can spend time with your furry friend before or after my shift. I follow clients pet plans with feedings, walkings and medications if needed. I will work with you on any adjustments you need for your fur baby.

Sitter Profile Image: Phoebe A.
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Phoebe A.
from
$40
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Poughkeepsie, NY, 12603

Phoebe was amazing! She did house sitting with Zora and even though Zora was afraid of her at first, she got her to warm up fast. She texts us almost every day with pictures and took Zora on local walks on trails. Happy to have her sit again!!

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Khristina B.
Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$100
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Really grateful to’ve found such a great sitter! Super communicative and of course most importantly, great with our dogs. Felt safe leaving them and our home in her care.

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Kathryn F.
Sitter Profile Image: Amruta Y.
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Amruta Y.
Star Sitter
from
$77
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
14 years of experience
Poughkeepsie, NY, 12601

We couldn’t be more thrilled with the care our dog Tazo received from Amruta. From the moment she arrived, it was clear that she had an amazing connection with Tazo. She was so attentive, playful, and loving towards him, making sure he feeling loved. We loved getting regular updates and pictures of Tazo, which gave us peace of mind throughout the day alleviating our own anxiety. One of the best moments was when we saw Tazo follow her out to her car, clearly wanting to go with her! It’s not every day that your dog forms such a strong bond with their sitter, and we’re so grateful for the time and care she gave him. Highly recommend her to anyone looking for someone trustworthy and loving for their pets!

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Trish B.
Sitter Profile Image: Macy H.
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Macy H.
from
$100
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Poughkeepsie, NY, 12603

Macy is very responsible, kind, and sweet. Our pup Peach absolutely loves her. Macy kept us in the loop with adorable pictures and clear updates. She’s a wonderful communicator and very trustworthy. She even left our home better than she found it. Would highly recommend her to anyone.

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Andrew M.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$100
per night
5.0 out of 5 stars
117 reviews
45 repeat clients
20 years of experience
Milton, NY, 12547

Dawn was amazing!!! Im so glad I found her. This was my first time using the service and couldn't be happier. Oreo was well taken care of, socialized and even had a spa day. I couldn't have asked for a better experience and Oreo absolutely loves Dawn. I definitely trust Dawn in my home and with my dogaughter Oreo.

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Toya S.
Sitter Profile Image: melanie t.
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melanie t.
from
$80
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

For being last minute and handling my senior pup and mischievous cat she did an amazing job!! Very patient and kind to my two fur babies !! My cat did not want her to leave !!! Very good !!

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Valeria B.
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The median cost per night for house sitting in Red Oaks Mill is $75

Pet parents share their Rover experiences - Red Oaks Mill

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5.0 out of 5 stars

Mateo was absolutely amazing!! Super communicative, he sent lots of pictures and updates. He went above and beyond what was asked of him. He watched my 80lb pit bull and my friend’s 60lb beagle together. We suggested that he walk my dog and just let the other roam in the backyard for a while, per their routines, cause they may be a lot to walk together. Well he walked them both together all 3 days anyway and got them to behave! And that’s huge, my pit can be very reactive toward certain dogs and big trucks, and the beagle likes to do whatever he wants and ignore toh lol. We would definitely book with him again.

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Mareyah W.
House Sitting
1 / 1
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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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Red Oaks Mill

Select a filter and find qualifying sitters offering house sitting.

Sitters in Red Oaks Mill average 4
repeat house sitting clients

FAQs for House Sitting - Red Oaks Mill

Frequently asked questions about Rover

The average cost for House Sitting in Red Oaks Mill on Rover is $64.2 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 944 sitters on Rover offering House Sitting across Red Oaks Mill. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Red Oaks Mill walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Red Oaks Mill maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Red Oaks Mill choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Red Oaks Mill. On Rover:

  • 97% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 99% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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