House Sitting Saint Michaels

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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

“Grace is the absolute best!! We have a whole farm here and she handles them all excellently. Even our one dog who doesn't particularly love anyone but Mom and Dad cannot get enough of Grace.”

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Sarah H.
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: Maura M.
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Maura M.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
7 years of experience
Easton, MD, 21620

“Maura and Will treated Ozzie like he was part of the family! He felt right a home at their house, and I believe thoroughly enjoyed having another canine companion to play with. Maura will be my go-to any time I travel in the future.”

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Beth D.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$65
per night
4.9 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Preston, MD, 21655

“This was a last minute arrangement on our part, so we were a bit nervous, as we did not get a chance to meet Kelly before allowing her in our house to care for our dogs. She was great! She let us know as soon as she arrived, sent us pics and videos several times in just two days. The dogs were very happy and so were we. We would certainly invite her back in the future.”

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Stephen W.
Sitter Profile Image: bella f.
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bella f.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
15 years of experience
Easton, MD, 21601

“Bella has done a wonderful job sitting for my pup. She did a great job with updating me on the day and providing photos, helping with MY separation anxiety! I’d definitely recommend booking Bella.”

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Abby S.
Sitter Profile Image: Brigid S.
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Brigid S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
18 years of experience
Queen Anne, MD, 21657

“Brigid was excellent!! She cared for my dog like he was her own. She gave him his meds on time and kept communicating with me while she was caring for him by sendings pics everyday! I would hire her again!! Thanks Brigid for taking care of my boy with love and caring for his needs!!”

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Nancy C.
Sitter Profile Image: Emily W.
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Emily W.
from
$40
per night
5 years of experience
Denton, MD, 21629

About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!

Sitter Profile Image: Rachael B.
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Rachael B.
from
$80
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Queen anne, MD, 21657

About: I have 8 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 3 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.

Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

“Jacqueline was the BEST for my highly needy anxious dog!”

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Meredith C.
Sitter Profile Image: Ellie S.
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Ellie S.
from
$60
per night
30 years of experience
Annapolis, MD, 21403

About: I’m an experienced pet sitter, having been booking sits on another site for over ten years. I run a business based in Kathmandu Nepal and travel there frequently so am kind of nomadic when I’m in the US and cannot have animals. This breaks my heart! Please share yours with me! I've owned and trained many dogs over the years. I have opinions about how to do this but will respect your style. I just want to have one (or a few) around me while I work and walk and relax. I'm good at walking dogs on a lead, though always prefer if they can run. There’s little that can fill my heart so much as dogs running and playing. I have many great reviews on the other site and am happy to screenshot them and send them on to you. I work from (your) home so can spend lots of time loving your animals. Some dogs have spent hours lying on my feet while I work. Some ask to go out, and then in, every half hour, which gives me a chance to move. Of course, a good walk is always in order and snuggles if that's their preference. I can share many photos and reviews with you of my pet sitting over the years. I have earned a great deal of trust from clients both in animal care and in tending their home.

Sitter Profile Image: Laurie H.
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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: Elexis M.
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Elexis M.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
DE, 19934

About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.

Sitter Profile Image: Madison M.
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Madison M.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
8 years of experience
Millington, MD, 21651

“Madison did an excellent job taking care of our 12 year old St.Bernard/Staffy mix, Charm! Madison was very capable, patient, kind and moved at Charm’s pace, making Charm very comfortable with her. Madison provided great communication during her service so we were worry-free during our trip! Will rebook with Madison in the future! 😊”

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Kerrin L.
Sitter Profile Image: Alexis, Tammy & Jamie A.
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Alexis, Tammy & Jamie A.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 596 reviews
203 repeat clients
15 years of experience
Millersville, MD, 21108

About: 👋 Meet Your Caregivers: ❤️ Alexis I’ve had a big heart for dogs all my life—starting with my very first dog, Spencer, a Yorkie who lived to be 18.5 years old despite being medically challenged! Caring for him throughout his long life inspired me to pursue a career in the veterinary field. I am currently a remote student studying to become a Veterinary Technologist. Because I complete my coursework online from home, I have an extremely flexible schedule and spend the vast majority of my time dedicated to caring for pets. Whether going on neighborhood walks, playing fetch, or simply relaxing together, I am committed to keeping your fur-baby safe, happy, and loved. 📋 What We Need to Know Before the Stay To help us provide the absolute best individualized care, please share: Any preexisting medical conditions, medication schedules, or dietary needs. Behavioral quirks, triggers, or leash-pulling tendencies. Your pet's regular daily routine, potty schedule, and comfort preferences. When your pet stays with us, they get the benefit of a dedicated, full-time care team! ❤️ Tammy I’m a lifelong dog owner and shelter volunteer who understands how stressful it can be to leave your fur-baby behind. I provide 24/7 loving, home-style care so your pet never has to deal with the stress of a commercial kennel. I have extensive experience with oral medications, all ages of pets including senior pets, and dogs with separation anxiety. Whether it's playing fetch in the yard, going on walks, or cuddling on the couch, I treat every visiting pet like family! 🏡 Jamie — House Sitting Specialist As a retiree with a lifelong passion for animals, I specialize primarily in in-home house sitting for both dogs and cats. My goal during house sits is to keep your pet's daily routine as normal and stress-free as possible in the comfort and security of their own home. I am attentive, trustworthy, and meticulous about following your exact instructions. When assisting with boarding or outdoor activities, I love taking pets for peaceful walks through nearby Kinder Farm Park or letting them explore our secure, backyard! 24/7 Full-Time Supervision: Someone is always home to monitor, feed, and interact with your pets. 100% Secure & Supervised Outdoor Play: Pups are strictly supervised outdoors and will never be left unattended. Individualized Attention: We match our daily routine to your dog's energy level, from high-energy fetch to peaceful senior relaxation. 🐾 Services Include Boarding: A safe, loving environment for your pet's home away from home. Doggy Daycare: A fun-filled day of play and socialization. Dog Walking: Give your pup the exercise and potty break they need! House Sitting: Keep your pet safe and comfortable in their own home. Drop-in Visits: Quick check-ins for feeding, playtime, or medications. We offer 24/7 support and a FREE In-Person Meet & Greet to ensure the perfect fit for your pet! We're here for YOU (and your best friend)! Advanced & Specialized Care With my professional and personal background, I am uniquely equipped to manage pets with complex health needs, including: Medical Conditions: Diabetes, blindness, neurological conditions, cardiac issues, liver disease, heart and kidney disease, and medically challenged pets. Mobility & Recovery: Specialized care for pets with limited mobility, including those recovering from or living with CCL injuries. Age Groups: Safe, patient, and tailored care for dogs of all ages including young puppies and senior dogs. Treatments: Proficient in administering oral and injectable medications. 🏡 Our Home & Safety Commitments Prime Location: Located right across from Kinder Farm Park great for engaging daily walks! 24/7 Full-Time Supervision: Someone is always home to monitor, feed, and interact with your pets. 100% Secure & Supervised Outdoor Play: Pups are strictly supervised outdoors and will never be left unattended. Individualized Attention: We match our daily routine to your dog's energy level, from high-energy fetch to peaceful senior relaxation.

Sitter Profile Image: Danielle D.
Verified Enhanced Background Check
Danielle D.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
5 years of experience
Salisbury, MD, 21804

About: Im familiar with giving medication, and providing exceptional care for all animals. I've cared for pets most of my life, and I have 5 years of experience in an animal shelter caring for cats and dogs. It's very rewarding, and it's the best part of my day when I see the happy tails, hear the purring and receiving those kisses. I dont live in Denton, I live in Salisbury. I do travel for my clients,[up to 50 miles] only if youre in need of a sitter for more than 3 days. We can discuss even further during a meet n greet. My full time work is as a gig worker. I make my own schedule, so I am able to care for your pets at any time. I love animals! I provide a safe, and caring environment when I care your pets. I love them like they're my own. Care would be in your home, and I usually stay overnight, unless you would like daily care, then I would come a couple times per day to provide meals, scoop litter boxes, take daily walks, etc.

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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

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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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  • 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?

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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.

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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

    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.
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Popular requests for house sitting - Saint Michaels

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Sitters in Saint Michaels average 4
repeat house sitting clients

FAQs for House Sitting - Saint Michaels

Frequently asked questions about Rover

The average cost of House Sitting in Saint Michaels on Rover is $61 per night as of October 2026. Most bookings cost between $49 and $62 per night. 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 October 2026, there are 913 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.

<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 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 , 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 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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