House Sitting Fort Sheridan
Find a loving house sitter to watch over your pets and your home.
Fort Sheridan, 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.
“Phenomenal experience while he house sat and dog sat for us. My dog loves him and he was so communicative and easy to work with! We unfortunately had a gas leak issue during our trip and he was not only quick in identifying it, but worked with our maintenance crew and updated us every step of the way. Would hire again easily!”
“Mae was an absolute God send! We went away on vacation and didn’t even have to worry about our little guy home with her. She gave us constant check-in updates morning noon and night. She sent pictures and even left him a doggy report card with a Polaroid!!! She’s the absolute BEST!! If you can book Mae, your pet’s life (and yours) will be better for it. She went above and beyond taking care of all our animals on our small little farm, watered our plants/garden and treated our home (and pup) like it was hers. If I could leave Mae 10 stars I would!!!!”
“Grace was excellent! She checked in regularly, sent lots of pics of Tini and genuinely cared about Tini and her comfort (she's a Senior dog). Grace was respectful of our home and we came home to a clean house, she even washed and folded the sheets she used. We will definitely use Grace again, Tini was very well cared for! Thank you Grace!”
About: With over a decade of personal pet care experience, many of my friends, family, and family friends depend on and put their trust in me to take care of their fur babies! I am in school online, so I am always home! This means I can care for & keep your pups and kitties company 24/7. I am usually available. At my home, pets have free roam of the downstairs area, as well as access to a big fenced in yard. There is plenty of room to wiggle, wag, and play! In a clients home, I follow their instructions & routines specific to their pet. I make sure they are safe, comfortable, and happy! My pet care is attentive, including feeding, many walks, play time, and any other needs the pet may have.
“Hope house sat and watched my dog while I was out of town for 6 nights. She was punctual, quick to respond, and sent daily updates (and also she was very friendly). Hope left my house as clean as when she arrived, and my dog was very happy with all of the attention and exercise she received. I would recommend Hope for house sitting in the future and will be happy to have her watch Kaya again!”
About: I’ve had dogs in my family since I was in elementary school. I’ve been responsible for things like feeding them, walking them, and taking them out at night and in the morning Right now, my only commitments are on Sunday mornings, when I teach religious school in Deerfield. I’m looking for my next full time job currently, and heard about Rover through word of mouth. I’ll take your dog out first thing in the morning and last thing before bed. I’ll feed them right after they go out in the morning, and before I have dinner myself. I’ll also walk them at least once a day, weather dependent
About: Hi my name is Nina! I’ve been surrounded by animals all my life and over the last 2 years I’ve truly fallen in love with pet care. I am trustworthy, flexible and go above and beyond for your furry friend. Just as I would take care of my own! I’ve worked professionally as a pet sitter including drop ins, long walks and over two weeks at my clients home. Taking care of your home as much and I do your pet! I am a lover of all animals but more than that, I am comfortable with elderly dogs, dogs with special needs, medicated pups and those that are a bit anxious. I’ve found that home sitting keeps your animals the most comfortable while they stay on their normal routine and meet a new friend! Clients in the past have said I am patient, adaptable, trustworthy and truly go above and beyond for your pup just as I would my own. I’d love the opportunity to gain a new furry friend and hope to take any anxiety away from leaving your baby. I’m currently working as a freelance digital marketing contractor so my days are mostly spend at home. I am extremely flexible when it comes to overnights and walks, accommodating my customers needs. I am happy to stay overnight as needed as well’ I treat your home as if it were my own and my goal is to leave it cleaner than I arrived. When it comes to your pups night routine, I am happy to cuddle up with them or crate the as needed. It’s truly up to what their normal routine includes and I follow!
“Lisa was very knowledgeable and such a pro with understanding and relating to our dog. She handled every house and dog issue from A to Z with finesse and kindness. Very responsive and dependable!”
“Donna and Stephen knocked it out of the park again. We ran into flight issues for our travel and the team jumped into action. . .went above and beyond to make sure our Gypsie was well cared for in our absence. I will continue to have them care for our dog and highly recommend them for your pet.”
“Monica was great with taking care of my pups and my home while I was on vacation. She was a great communicator and left tons of pics and updates at the end of each day that gave my mind ease, especially because this was my first time having a pet/house sitter. I highly recommend Monica for taking care of any furry friend!”
“Rebeca is an amazing dog walker! She was incredibly attentive and kept us updated throughout the entire time with plenty of pictures and videos, which we really appreciated. It gave us so much peace of mind knowing that Ripp was being so well cared for and was in such great hands. We could tell she genuinely cares about the dogs she works with. We wouldn’t hesitate to book with Rebeca again and highly recommend her to anyone looking for someone trustworthy and caring!”
“Abby is an excellent dog sitter. My dog was given a ton of love and my house was in good order when we returned from our vacation. We received daily pics and I'm pretty sure my dog would have been fine if we never returned! Abby obviously loves animals and is a responsible and reasonably priced sitter. Highly recommend!”
About: Hi, my name is kyle, Im 19 years old. I've cared, played, and walked dogs ever since I was little. We had a yellow lab puppy when i was 6 for around a year but we had to give her away. I've played with and sometimes walked my friends boxer for years when I lived in jacksonville, 5 years ago we got a black lab named lulu, shes adorable and I've walked, played, fed, and cared for her ever since. I love dogs cats and all animals, i also have a chinchilla i take care of. I am very patient with animals too. If you have any questions feel free to message me. Thank you! I work flexible hours throughout the week all around Chicagoland, so I can go babysit overnight or daytime any day any time anywhere near chicago and suburbs I walk my dog morning and night and play ball with her every time too, I feed her morning and night too, sadly she isn't too friendly with other animals but she loves us tons
“Monica was great! She stayed with Billie over the weekend and took wonderful care of her. She provided plenty of messages and photos so we could see how much fun Billie was having. We felt very comfortable having Monica there.”
Pet parents share their Rover experiences - Fort Sheridan
Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Fort Sheridan
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Fort Sheridan
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 Fort Sheridan 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 Fort Sheridan 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 Fort Sheridan 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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