House Sitting Saint Michaels

Find a loving house sitter to watch over your pets and your home.

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Over 18
pet parents in Saint Michaels have booked house sitting

Saint Michaels, 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: Grace F.
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Grace F.
from
$65
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
22 years of experience
Easton, MD, 21601

“I had Grace housesit/petsit for 3 days. She was excellent! I'm a helicopter cat mom and it's not easy leaving your home and baby with someone you don't know, Grace made the experience worry-free, my shy cat loved her and she sent frequent pics/updates. My house looked great when I got back, she even watered my plants. I'm definitely booking her again, and you should too, she's trustworthy, reliable and was just a nice, easy person to work with.”

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Marta F.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$75
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Oxford, MD, 21654

“Stephanie took great care of my dog Sammy. I am thankful I found her. She was wonderful.”

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Mary O.
Sitter Profile Image: Allison M.
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Allison M.
from
$50
per night
5 years of experience
Easton, MD, 21601

About: Who I Am: Nice to meet you! I’m a reliable and hardworking student who has a passion for taking care of pets. I can assure you that I’ll treat you’re animals just like they were mine! I’m currently trying to expand my client base and find more families I can help with their animals! I have been doing this for about two years now and am excited to get started here. Service Abilities: I am available in dog walking, pet feeding, training, long term care, and occasional overnight boarding. I’m open to any other needed service, just let me know what exactly you’re looking for. Please get in touch on the app if you think this would be a good fit and thank you for taking the time to consider me. Im available for boarding on weekends, and available on weekdays after 2pm!! So I have plenty of time to entertain and play with pets 😁 I can assure you that I’ll treat you’re animals just like they were mine! I will provide you with the assurance that you need 😄

Sitter Profile Image: Katherine C.
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Katherine C.
from
$27
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
13 years of experience
Easton, MD, 21601

About: I’ve worked with animals since I was 16. I love all breeds and species. I currently work on a thoroughbred horse farm. I love all pets like they are my own. I am comfortable administering medications, injections, and with aggressive/scared pets. I am willing to travel to the pets home. I will take the pet on leashed walks and give them lots of love. I’ll be able to communicate with clients and work with their needs. I’m very accommodating and just want the best for the client and pet. I would care for your pet like it’s my own. I take my own dogs on multiple walks throughout the day. At night I make sure they have plenty of water and I make sure they eat their dinner at the same time everyday because dogs like consistency. When I put the dogs to bed I sleep with them or if they sleep better in their crate I make sure their dogs bed is clean and their blankets are fluffed up. I like to keep a dogs routine the same so I will ask the owner their normal routines and I’ll do the same.

Sitter Profile Image: Chloe T.
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Chloe T.
from
$95
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe is a great sitter. She communicated with me every day and spoiled Lucy rotten. Highly recommend”

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Bobbie W.
Sitter Profile Image: Ella M.
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Ella M.
from
$55
per night
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

“Simply the best!!! Very communicative, my Karma loved their walks!! Thank you for taking care of our baby!!!!”

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Christa G.
Sitter Profile Image: Steven H.
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Steven H.
from
$75
per night
3 years of experience
Stevensville, MD, 21666

About: I have hands-on experience caring for my own dogs, Koda and Eddie. Koda is a Cane Corso puppy, which has helped me learn the importance of patience, consistency, positive reinforcement, and proper exercise. I make sure my pups receive plenty of love, attention, playtime, and daily care while keeping their safety and comfort a priority. I understand that every dog has a unique personality and needs, and I would treat every pet in my care like family! 🐶❤️ Pet care is something I enjoy and make time for in my daily schedule. I strive to be flexible, dependable, and attentive to each pet’s needs, ensuring they receive plenty of exercise, attention, and care. I communicate with pet parents to coordinate schedules and make sure every pup gets the time, love, and attention they deserve! 🐾 I prioritize safety, patience, and trust when caring for every pet. I make sure each animal feels comfortable, loved, and secure while following the owner’s instructions and respecting each pet’s unique needs. I believe in keeping open communication with pet parents, providing regular updates, and creating a safe, welcoming environment where both pets and their owners can feel confident and at ease. My goal is to treat every pet like family! 🐾❤️

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$165
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21409

“Alexxis was wonderful with our dog Maddie. She was very communicative with planning and sharing photos/updates and flexible when our drop off time changed and with dropping of Maddie at our home. Would recommend and use again!”

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Chelsea K.
Sitter Profile Image: maranda c.
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maranda c.
from
$65
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
Centreville, MD, 21617

“Maranda was fantastic. I really can’t say enough positive things about our experience with her. She was quick to learn and work with the idiosyncrasies of our two cats, took care of our house which was immaculate when we returned and communicated with us while away as much/or as little as we requested. She is very personable, respectful and responsive.”

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Stephanie N.
Sitter Profile Image: Brianne S.
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Brianne S.
from
$56
per night
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Laurie H.
Verified Enhanced Background Check
Laurie H.
from
$75
per night
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$100
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
12 years of experience
Frederica, DE, 19946

“Krose had a great day with Chelsea! Chelsea arrived early with a goodie bag with treats and a toy. We appreciated the photos throughout the day. We were happy to see he was relaxed when we arrived home. We would definitely use Chelsea again!”

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Jeanne S.
Sitter Profile Image: Laila F.
Verified Enhanced Background Check
Laila F.
from
$27
per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Columbia, MD, 21044

“Laila is amazing!! I had a very last minute cancellation, but Laila saved the day! After a video call I was confident that my dog would be well cared for while I was away. She was a great communicator and kept me updated throughout the stay. I appreciate her so much for her help!!”

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Brenna M.
Sitter Profile Image: Cody Y.
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Cody Y.
from
$35
per night
15 years of experience
Magnolia, DE, 19962

About: I grew up with dogs and have always considered them part of the family. Until last year, I cared for my own dog, Tank, who passed away at 14. Caring for him through his senior years taught me the value of patience, close observation, and keeping a pet’s routine as comfortable and consistent as possible. Tank occasionally had seizures, which gave me firsthand experience remaining calm, reducing stimulation, helping keep a dog safe from injury, and closely monitoring them while following an owner’s or veterinarian’s instructions. I understand that every pet has their own needs, personality, routines, and comfort level. I’ve also dog sat for family members and truly enjoy making sure their pets receive dependable care, affection, exercise, and companionship while they are away. I’m detail-oriented and will follow your instructions closely. Feeding schedules, walking routines, medications, and house rules to favorite toys, training cues, and any special needs, your pet will feel safe, loved, and cared for in your absence. I work part-time as a caregiver for a person with a disability, a role that has strengthened my patience, reliability, and attention to individual routines and needs. Because my schedule is flexible, I can accommodate a wide range of pet-care routines, visit times, and scheduling needs. Whether I’m caring for your pet in my home or yours, I focus on keeping their routine safe, comfortable, and as familiar as possible. At my home, I have a yard available for regular bathroom breaks and a small park nearby for daily walks, exercise, and fresh air. I do not have any pets living with me full-time. From time to time, I care for my mother’s friendly French Bulldog, Vinny, who enjoys being around other dogs. I will always communicate in advance if another dog may be present and will make sure introductions are handled slowly, safely, and according to your pet’s comfort level. In a client’s home, I will follow your instructions closely regarding feeding, walks, playtime, medications, house rules, and any special routines or needs. My goal is to provide dependable, detail-oriented care that helps your pet feel secure and well cared for while you are away.

Sitter Profile Image: Maria R.
Verified Enhanced Background Check
Maria R.
from
$31
per night
5 years of experience

About: I’ve grown up around dogs and have cared for pets for friends, family, and neighbors for years. I’m comfortable with dogs of different sizes, ages, and personalities, and I love giving them plenty of attention, playtime, walks, and cuddles. I’m responsible, reliable, and happy to follow each pet’s individual routine and needs. I’ll treat your pet like they’re my own and keep you updated while you’re away! I’m currently a full-time student, so my schedule is flexible around my classes. I have class Monday from 2–4 p.m. and Wednesday and Thursday evenings. I’m generally available during the day, on weekends, and outside of those class times. I’m happy to work with your schedule and make sure your pet gets plenty of attention! I’m comfortable caring for pets in both my home and a client’s home. I’m responsible, attentive, and will follow your pet’s routine closely, including feeding, walks, medications, and any specific instructions. I’ll make sure your pet feels safe, comfortable, and well cared for while you’re away.

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The median cost per night for house sitting in Saint Michaels is $50

Pet parents share their Rover experiences - Saint Michaels

1 / 1
5.0 out of 5 stars

Wonderful pet sitter! Stayed at our home and took care of both my dog and cat. He followed all our instructions and our pets were very happy on return! Thank you Nate

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Allison M.
House Sitting
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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.

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 - Saint Michaels

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Sitters in Saint Michaels average 3
repeat house sitting clients

FAQs for House Sitting - Saint Michaels

Frequently asked questions about Rover

The average cost of House Sitting in Saint Michaels is $61 per night as of November 2026. Most bookings cost between $50 and $61 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 917 sitters on Rover offering House Sitting across Saint Michaels. 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 Saint Michaels 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 Saint Michaels 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 Saint Michaels 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 Saint Michaels. 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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