House Sitting Dover Plains

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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: Emily M.
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Emily M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
20 years of experience
New Milford, CT, 06776

“Emily was professional, punctual, and a pleasure to work with amid several changes in my schedule. Also, Frank loved her. We will be working with her again!”

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John B.
Sitter Profile Image: Meghan H.
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Meghan H.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Millbrook, NY, 12545

“Meghan was phenomenal throughout the entire dog sitting process! She was quick and thorough in her responses setting up the meet and greet, was very attentive as I walked her through my dog’s routine, and during the sitting she was thoughtful and attentive to my dog’s needs. My dog was having a skin allergy flare up and Meghan was great with taking care of her and keeping me informed every single day with a friendly update on her skin status and photos of my dog looking relaxed, happy, and playful. Meghan was also respectful of my space while staying here and left the everything very clean and looked after, just as she left my dog in excellent shape! I would definitely book with Meghan again in the future.”

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Elina T.
Sitter Profile Image: Camryn W.
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Camryn W.
from
$35
per night
10 years of experience
Hopewell Junction, NY, 12533

About: 🐾 Why Pet Parents Choose Me • Lifelong dog lover with years of experience caring for pets for family, friends, and neighbors. • Experienced with senior dogs after caring for my own dog through kidney failure, including administering medication, monitoring health, and providing extra patience and comfort. • You'll receive regular updates and photos, so you can have peace of mind while you're away. 📸 • Reliable, attentive, and committed to treating every pet like they're part of my own family. 📅 Availability • Monday–Friday: Available before 8:00 AM, after 5:30 PM, and for evening visits. • Saturdays & Sundays: Flexible availability. • Perfect for morning visits, evening drop-ins, overnight stays, weekends, and vacation care I'm a recent college graduate currently searching for a full-time position, which gives me a flexible schedule and plenty of time to provide your pets with the attention, exercise, and companionship they deserve. I'm available on both weekdays and weekends and am committed to making sure every pup feels safe, happy, and well cared for while you're away. My home is dog-friendly and designed to help your pup feel comfortable and at ease. Dogs are welcome on the couches and beds, just like they're part of the family! I also live near several walking paths and scenic trails, so your dog will enjoy plenty of exercise, enrichment, and outdoor adventures during their stay.

Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$160
per night
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Sharon, CT, 06069

“Thank you again Christine for taking such amazing care of our extended fur family. We are so grateful to you and appreciate your kindness and flexibility.”

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Janice A.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$135
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

“Stephen is a phenomenal communicator, with humans and pups. He’s very friendly and professional, and is terrific at what he does! Look forward to having him sit for our brood again soon.”

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Nicole N.
Sitter Profile Image: Naya G.
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Naya G.
from
$120
per night
10 years of experience
New Milford, CT, 06776

About: I’ve grown up around dogs and have always had a deep love for animals. From a young age, I enjoyed caring for, training, and spending time with my dogs and others dogs, which taught me patience, responsibility, and compassion. Dog walking is something I truly enjoy because I love being outdoors, staying active, and giving dogs the attention, exercise, and care they deserve. I am currently working part time allowing me to focus heavily on the care of your animals. I can be flexible and willing to work around your and your pets schedule. Below are my work hours. Tuesday, Wednesday, and Friday 9:00am - 5:30pm Thursday 9:00am to 7:pm I care for pets as if they were my own, providing plenty of love, attention, exercise, and playtime. I follow each pet’s routine and the owner’s instructions to make sure they feel safe, happy, and comfortable.

Sitter Profile Image: Katie O.
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Katie O.
from
$75
per night
5.0 out of 5 stars
• 23 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

“Wow! We’ve had several sitters over the years and Katie was BY FAR the best sitter ever! We booked the house sitting option and Katie was able to let our kitties out for even longer than expected. She went above and beyond. She let us know when food was running low and even offered to go get it!! Constantly sent us awesome photos and really seemed to bond with our furry babies.”

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Angela M.
Sitter Profile Image: Don H.
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Don H.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Mary B.
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Mary B.
from
$125
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Poughkeepsie, NY, 12603

About: I am a freelance content writer and artist picking up odd jobs in mid-life while working on writing my book, caring for my partner, and trying to give back to the world. I’ve grown up with cats and dogs my whole life and am the first person that friends, colleagues and acquaintances call when they need pet-sitter. I have my own 5-year-old Great Pyr / Catahoula mix who has endless amounts of energy, a quirky sense of humor and is my very best friend. I also call Sgt. Pepper (a 16 lb, 16-year-old Mini Pin / Poodle mix) my dog because he is such a beloved member of our family, but technically he belongs to my mom and lives with her in Nevada so I make special trips to see them both as often as I can! I’ve helped house train puppies, trained my own dogs, walked both chihuahua-sized dogs and Great Danes, babysat for pit bulls and other rescues with high anxiety who need special care and attention around other people and animals, and have also cared for sick cats and dogs, including cooking special meals for them, giving saline injections to a cat with kidney disease, and administering meds and therapeutic treatments for sick and/or senior cats and dogs. I’ve also had to wash a few dogs down with Tecnu after getting sprayed by skunks (!) and tended to lots of belly aches, bug bites and other mild issues that can befall any kind of pup. I genuinely love spending time with dogs of all kinds and think they are the greatest blessing on earth. I would love to offer care, attention, love, exercise and snuggles for your dog when you need extra help :) I am a freelancer so I work completely on my own schedule. I can make time for walks, check-ins, feedings and more anytime throughout the day and into early evening (preferably before 9pm). I come to your home to care for your pet. I understand that different pets will have different needs so we can talk beforehand and agree on what is best for your pet! I am open to making multiple visits per day for feeding and attention, staying at the house for a certain amount of hours as needed, walking your pet (willing and able to do both long, strenuous walks/hikes or short jaunts around the neighborhood), playing games with them, training exercises and even taking them to a local dog park to run if they enjoy that. I have my own dog at home and she absolutely loves other dogs and getting to play when she has visitors.

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5.0 out of 5 stars
• 283 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice- you’re so lovely and kind. We haven’t worked with you yet but already know that our boy Buster will be in great hands under your care.”

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Sharon L.
Sitter Profile Image: Denise S.
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Denise S.
from
$125
per night
40 years of experience
Brewster, NY, 10509

About: I’ve been dog and cat sitting all my life. I also fostered a mid-size mixed terrier. I have two cats of my own. I love how all animals have amazing personalities! I can do dog walking, cat check ins with waste clean-up or over nights which ever you may need. I know how to administer meds to both cats and dogs. It is so important to have your furry loved ones pampered while you are away! I am retired so my availability is flexible. I also enjoy sending photos of your four legged loved one while you are away! I have also watched chickens, turtles, guinea pigs, snakes and iguanas. Looking forward to hearing from you! I am retired so I have a flexible schedule! I can go during the day or stay overnight at your home. Whichever you feel most comfortable with would work! When I come to your house, besides walking/feeding, I do waste cleanup as well. Of course, playing is a must! I will definitely send photos and videos so you know how your furry family member is feeling!

Sitter Profile Image: Alexa C.
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Alexa C.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Sherman, CT, 06784

About: I have taken care of cats and dogs as well as other animals for many years both in my own home as well as at other families homes! I can be relied on to care for the animal as if they are my own and provide lots of love to them! I work as a nanny but am also home each night and my parents are often home during the day when I am not home (they are also animal lovers!). Also happy to help on weekends as well! We have an unfenced backyard but we have a dog play area with its own ramp from the house down into a fenced in area with grass and water and some shade! Inside the house we would either crate the animal at night or if they are not used to being in a crate, keep them in a room separate from our animals with plenty of air conditioning, food, water, playtime, and lots of fun time outside!

Sitter Profile Image: Thomas P.
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Thomas P.
from
$75
per night
12 years of experience
Wappingers Falls, NY, 12590

About: I just got out of the Army after 8 years and had my best friend with me the whole way, a German Shepard named Mac. Sadly he passed about a year ago and I would love to have a new companion but I'm going back to school in the fall and need to focus on that. However, in the mean time I have the whole summer free to care for other's dogs. I live in a house with a large, fenced in yard and all the free time in the world. I'd love to have a dog to play with a d go on walks with. I currently have no obligations until January so I can devote 100% of my time and energy to your pup. Their care will be my full-time job. I have a large, fenced in yard and no other pets or children. I live on a large street perfect for walks and near the rail trail too.

Sitter Profile Image: Steven F.
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Steven F.
from
$70
per night
7 years of experience
Wallkill, NY, 12589

About: Im a veterinary technician that is fear free and cpr certified. I can administer medications, and have expirience with senior pets. Pocket pets are also in my realm of experience. I am able to sit any time as I can commute from your location to work. The only hinderance would be if you are further from my job mid day visuts may not be possible Currently I care for my 16 year old cat that has hyperthyroidism. In my past I have owned and cared for dogs, guinea pigs, rabbits, leopard geckos, bearded dragons, and fish

Sitter Profile Image: Julia M.
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Julia M.
from
$40
per night
7 years of experience
Brookfield, CT, 06804

About: I've been taking care of my own dog since we first got her 7 years ago, and I also used to volunteer at the New Milford Animal Shelter. My family fosters animals (both cats and dogs) from Because 4 Paws in New Milford, so I have some basic experience with administering medicines and helping others administer medicines. I've also been a dog sitter for 3 different families. I recently moved back to the east coast and am looking for some side work while I hunt for a full time job. I'm not sure when that will be, so I'm trying not to set my availability too far out, but am still flexible for now! Depending on what the owners are comfortable with, I would love to take the dogs out for a walk at a nearby park or walking trail. We have four cats at our house that are wary of new animals, so I am unable to pet sit at my residence. However, I am willing to spend time with your fur babies at your house or preferred location, and will follow whatever instructions necessary to ensure the comfortability of you and your pets.

Sitter Profile Image: Elisha T.
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Elisha T.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Wallkill, NY, 12589

“Grateful to Elisha for a long stretch watching our very sensitive Cavalier. When we arrived home, Millie seemed calm, healthy and well cared for. While we were away, Elisha shared picks of Millie and stayed on top of her daily routine. It takes the stress away when you have someone who is reliable and conscientious. Will definitely book Elisha again.”

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Carole S.
Sitter Profile Image: Tiana R.
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Tiana R.
from
$65
per night
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Katharina D.
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Katharina D.
from
$50
per night
5.0 out of 5 stars
• 1 review
10 years of experience
South Salem, NY, 10590

“Katharina is amazing! She took care of our 2 dogs (Golden retriever and Shitzu) for the past 4 days. She sent dozens of pics and gave us daily updates several times a day. My dogs loved her. She played with them several times a day and they were so happy when we came home. She left our house spotless and exactly the way we left it! I would highly recommend Kat for all Rover services. I cannot wait to hire her again! Thanks so much Kat!”

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Trish D.
Sitter Profile Image: Mair H.
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Mair H.
from
$125
per night
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

“Mair kept me updated and informed while I was away, wirh updates, pictures and videos, which I appreciated, especially since this was my first time away from my dog.”

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Stefan E.
Sitter Profile Image: Elena K.
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Elena K.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

“Elena was an absolute godsend for our pets!!! She came over a few days before she housesit - and the dogs were nervous at first, but she sat on the floor with them and waited until they were comfortable - and basically, she's the dog whisperer. When she came for the housesit, the dogs recognized her and were excited to see her. She sent pictures and let us know how they were doing the perfect amount, and the pictures she sent were some of my favorites that I have of them now! I didn't worry at all while we were away, and that is 100% thanks to Elena. Her kindness, patience, and flexibility, among a million other amazing qualities, make Elena the only person I would ever want to housesit for us in the future!”

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Ashley P.
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The median cost per night for house sitting in Dover Plains is $70

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

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  • 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.

How to book house sitting

  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 - Dover Plains

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Sitters in Dover Plains average 3
repeat house sitting clients

FAQs for House Sitting - Dover Plains

Frequently asked questions about Rover

As of October 2026, there are 842 sitters on Rover offering House Sitting across Dover Plains. 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 Dover Plains 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 Dover Plains 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.

<b>Tip:</b> 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 Dover Plains 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

Yes, you can find sitters who have experience with handling special pet needs in Dover Plains. On Rover:

  • 97% of sitters can help with special care needs
  • 94% 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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