House Sitting Milan

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Over 77
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Milan, 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.

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Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 264 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

“Rose was amazing! She went above and beyond our expectations! Thankfully, she was available (fairly) short notice and worked with us every step of the way! She sent us pictures of Bolo everyday (to reassure my girlfriend) and kept bolo (who can have really bad separation anxiety) from freaking out. She also finished drying/folding our laundry for us! We really appreciate everything she did, and would 100000000% re-hire her/recommend her for whoever is looking for a dogsitter, walker or anything in between.”

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Alexander R.
Sitter Profile Image: Arsen S.
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Arsen S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Bard College, NY, 12504

“Arsen and Sophia did a great job. They communicated well, sent funny pics and we returned to a calm dog who clearly liked them and was sad to see them leave. House was clean. Would hire them again anytime.”

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Marnie T.
Sitter Profile Image: Emily F.
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Emily F.
from
$105
per night
5.0 out of 5 stars
• 69 reviews
14 repeat clients
20 years of experience
Tivoli, NY, 12583

“Emily is AMAZING and did a fabulous job house + pup sitting while we were out of town. Her warm and caring manner instantly won our pups over and they had a wonderful weekend together. Emily’s proactive communications both before and during her stay here were very reassuring and appreciated. Can’t say enough great things and hope to use Emily many times in the future!!”

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Paula P.
Sitter Profile Image: Angelica R.
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Angelica R.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

“We reached out to Angie to house sit our two older pups while we were away for a week on a family trip. The dogs have never stayed with anyone outside of family and friends, so we were a little nervous, especially with one of our dogs having some anxiety. Because of this, we were trying to avoid any kennels. Angie was quick to respond to messages leading up to our departure and even offered to come meet the pups twice before our trip. She did not need to do this, but it meant a lot to us that she did. The dogs warmed up to her immediately. Angie is friendly, responsive, and caring. Our house was just as we had left it. She even cared for our small flock of chickens while we were away. We will be reaching out to Angie again and would recommend her to anyone who’s looking for help with their pets.”

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Patrick O.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

“Absolutely wonderful! Very friendly and communicative. Our girls were super relaxed and happy when we got home to a very clean house. 10/10 would book again. Thank you for all of the pics and updates on our girls over the course of your stay.”

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Rachael H.
Sitter Profile Image: Sofia S.
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Sofia S.
from
$45
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
3 years of experience
Woodstock, NY, 12498

“Dickens obviously had a great time while we were away. He really bonded with Sofia and watched sadly as she drove away. The house was left just as it was when they arrived, all I had to do was wash the sheets and towels, which was a pretty good deal. I will definitely book Sofia again.”

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Gillian R.
Sitter Profile Image: Ariana M.
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Ariana M.
from
$85
per night
5.0 out of 5 stars
• 1 review
16 years of experience
Elizaville, NY, 12523

About: Ariana has taken care of dogs since she was 10 years old. She has experience with many types of dogs such as Australian Sheppards, Labradors, Huskies, mixed breeds, Pitt bulls, Shih Tzus, etc. Ari has some experience with grooming, puppy training, bathing, nail clipping, and even administering oral medication. She has LOTS of experience playing with dogs so she will have ways to keep your pups engaged and happy! Ariana pays close attention to the animals in her care which will allow her to notice any abnormalities or issues, and help her cater to the needs of your pets. She has senior dog care experience as two of her dogs are seniors (over 11 years old). She has helped some of her clients care for their dogs through cancer and neurological issues/bells palsey. In addition to dog care, Ariana also has extensive experience with cats, horses, bunnies, and miniature donkeys; and some experience with pet cows, pet sheep, chickens, ducks, and fish. She offers Myofascial Release for dogs, cats, and horses as well, although it is charged separately and is dependent upon the pets consent. I am currently working three jobs. One is Tuesday and Saturday or Sunday caring for 8 equids, hours vary. The second is Monday, Wednesday, Thursday, usually from 12 to 3 ,although sometimes it is longer, watching 2 Australian Shepherds. I also house/dog sit for them. The third job is taking care of 2 horses in the evenings monday, wednesday and thursday for a few hours. I have availability before, after and inbetween my three day a week jobs, sometimes before or after my tuesday and saturday job, and occasionally on Friday and Sunday. I am able to offer flexible (for example: occasionally house sitting, drop in visits, or walking) for you and your pets! I am willing to accept stays longer than one week depending on the circumstances and other than the midday dog sitting my schedule is flexible especially in the evenings. I do not currently offer services from my home, but I am more than happy to provide on-site services at your home. I have a decent amount of experience providing care for people’s dogs, cats, and other animals within their homes.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$90
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
16 years of experience
Kingston, NY, 12401

“Jennifer was the best! We had a last-minute cancellation and she was a lifesaver for us: she even came by the same day to meet our pup in advance. She took really great care of our girl and was very communicative. Definitely recommend!”

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Kelley L.
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: Steven F.
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Steven F.
from
$70
per night
4.7 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Wallkill, NY, 12589

“Steve, is a lovely person who was the absolute best with our boy Willow. Very attentive to a very playful pup. We are grateful to Steve for the peace of mind he gave us with his regular updates and photos of Willow, he deserves more than 5 stars ⭐️. I highly recommend him. Thanks again Steve.”

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Jannese & Gisele R.
Sitter Profile Image: Edward M.
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Edward M.
from
$125
per night
10 years of experience
Kingston, NY, 12401

About: I excel at making dogs feel calm and like their owners never even left the house. Learning their schedules, quirks, and favorite walking spots helps me make them feel comfortable for extended stays. Energetic puppy? I’ll run around w them and tire them out. Senior dog? We can relax and go at their pace. What sets me apart is my intuition and caring heart. I have a flexible, remote job so I am able to stay with your pet as long as needed through the day and take them on frequent walks in the neighborhood good or to the dog park! I do live-in dogsitting/housesitting at the client’s house. I like to learn about your dog (how they like to play, chill, etc..) so I can make them feel as comfortable as possible.

Sitter Profile Image: Kendra L.
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Kendra L.
from
$35
per night
13 years of experience
Poughkeepsie, NY, 12601

About: Hi there! My name is Kendra. I come with 12+ years of veterinary technician experience. I currently work as a CVT in a veterinary ICU. I am happy to provide care to pets who may need additional TLC, such as senior or special needs pets. Outside of work, I have two cats (Autumn & Creme Brulee) and two dogs. Violet is my mini doodle who I adopted after she was found to have a swallowing disorder, and Emmie Lou is my Australian Shepherd who loves to live her life on the wild side. We love going for walks, long hikes, and various training events like lure courses, agility and dock diving. Both of my girls have earned their CGC (Canine Good Citizens) among other ribbons and sport titles. Loving animals is my whole life and I can't wait to love your fur babies too! 💗 I am available to do drop-in visits (short walks, feeding, play time, medication administration, etc.), or longer walks/hikes for those that may need the extra exercise. I am also available for house sitting upon request. I schedule pet care on my days off from my full-time job. I can also provide house sitting upon request (availability will not routinely be posted for this so feel free to send me a message!). Unfortunately, due to renting I cannot provide pet care in my own home. I can do drop-in visits or longer term house sitting in your home, which I would prefer anyway as I feel pets are usually the most comfortable in their own homes. When walking any dogs outside of a fenced in yard, I will always implement the use of double leashes for added safety.

Sitter Profile Image: Iliana C.
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Iliana C.
from
$63
per night
5.0 out of 5 stars
• 5 reviews
28 years of experience
Rosendale, NY, 12472

“Iliana stayed with my dog at my house for one night. She was very sweet and caring with my pup. I returned to an impeccable house and a happy dog. I will definitely book Iliana again when the occasion arrives.”

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Kerstin v.
Sitter Profile Image: Michele F.
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Michele F.
from
$115
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
11 years of experience
Poughkeepsie, NY, 12603

“Michele was fabulous!! Jasper was in great hands! She sent plenty of photos and I appreciated this! She also drove Jasper to his doggie daycare, Central Bark! This kept Jasper occupied and offered Michele a break! Although I know she would have kept him busy at home too.”

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Melissa G.
Sitter Profile Image: Miranda M.
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Miranda M.
from
$80
per night
5.0 out of 5 stars
• 12 reviews
2 years of experience
Hyde Park, NY, 12538

“Miranda was an awesome and calm dog sitter for our high strung Jack Russell for a weekend. She is a responsible person and excellent communicator. She came to meet us and followed all the instructions for feeding, walks and getting in and out of the house. Our dog was happy and I would highly recommend her!”

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Lynn K.
Sitter Profile Image: Jo S.
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Jo S.
from
$125
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
10 years of experience
kingston, NY, 12401

“Great experience and my dogs immediately loved Jo, and one of them usually takes longer to gain trust but Jo has pawsitive vibes. Sent great photos and put my mind at ease for the night.”

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Michael S.
Sitter Profile Image: Nikole S.
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Nikole S.
from
$29
per night
7 years of experience
Hillsdale, NY, 12529

About: I’ve been around and taking care of dogs of different breeds since I was 16. Most of my experience has been with friends’ and family members’ dogs. I’ve helped with walks, feeding, playtime, and taking care of them when they stay at my house. I’ve also helped keep their areas clean when needed. I really enjoy spending time with dogs and making sure they feel comfortable, safe, and loved while they’re with me 🐶❤️ I’m available 24/7, which means I’ll have plenty of time to take care of your furry friend and give them lots attention and love :) I live in Berlin, NY, in a quiet area with a large yard where dogs have plenty of space to play and enjoy some time outside. I have a medium sized house and a very friendly 14 year old cat who is used to being around others.

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: Ashley M.
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Ashley M.
from
$95
per night
5.0 out of 5 stars
• 1 review
11 years of experience
Woodstock, NY, 12498

About: I’m an artist living in a beautiful quiet space in Woodstock with a large yard and plenty of nearby places to hike and swim in the water holes. I had a rescue Wheaten Terrier for 11 years, who sadly passed in January due to a heart condition she had since she was 7 years old. I’m really great with rescues, and highly sensitive dogs. I know how to give medication and just generally vibe with what the dog needs. I’m highly intuitive and I find this to be my main asset as the dog always communicates its needs and wants, we just need to know how to listen. I love all dogs but unfortunately cannot watch ones that shed a lot due to allergies. I’m an artist, mostly working from my home desk or at a coffee shop. I love taking pets to the cafe, if it's an environment they are used to and comfortable with. Sometimes I will work at a cafe but I can make my schedule flexible given enough notice. I have a quiet spacious yard in Woodstock with lots of nearby nature paths. Each day I like to get out for a long walk in nature, and I also live right near a nature preserve that is walking distance from my home. It’s just me at home so it’s a calm relaxing environment.

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 95 reviews
29 repeat clients
8 years of experience
New Windsor, NY, 12553

“No worries your dog is with a superstar! He was accommodating and loving towards our very senior Maltese and he also took time to reach out and update. Hes great with my lab too!!! He is fantastic! Highly would recommend and rebook. Very caring individual”

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Mel G.
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The median cost per night for house sitting in Milan is $73

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  • 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.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Milan

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Sitters in Milan average 3
repeat house sitting clients

FAQs for House Sitting - Milan

Frequently asked questions about Rover

The average cost of House Sitting in Milan is $43 per night as of November 2026. Most bookings cost between $6 and $183 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 461 sitters on Rover offering House Sitting across Milan. 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 Milan 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 Milan 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 Milan 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Milan. On Rover:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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