House Sitting Madison Crossroads
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Madison Crossroads have booked house sitting
Madison Crossroads, 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.
“We had Ashley house sit for us for the second time and she was great once again. Super responsive and very attentive to our dogs specific needs, and took good care of the house. Would absolutely recommend to anyone!”
“I would recommend Madison to anyone! She is amazing - super communicative, great care for our two dogs, also nice to have in our home. She went above and beyond for our dog that was on medicine and had to wear a cone during her stay.”
“Austin is reliable, caring, and trustworthy. Always dependable, sends daily updates, and is always a pleasure. It gives me such peace of mind to know my pups are so well cared for in my absence.”
“Maria took excellent care of my babies and house. She provided daily updates with pictures. My house was left in perfect condition. I would definitely recommend her and will be using her for future visits.”
“Nyah was absolutely wonderful with our baby. She stayed in our home and left everything in impeccable condition. She was communicative and very accommodating when our travel back home was delayed by the airline. She spent extra time with Zuri so that we didn't have to worry about her as we were trying to figure out how to get home sooner. I would recommend her to anyone in need of someone kind, considerate and great with animals. Will definitely book with Nyah again.”
“Meghan was great! She housesat for us for a few days and did a great job taking care of our three dogs. They can be quite a handful and also require some medication daily. She did a great job communicating and sent plenty of updates. She took great care of our home as well! We will definitely use Meghan again!”
“Cayley was absolutely great my dog can be a bit feisty and very cautious of people not Mr. Friendly but my Oliver liked Cayley and that's saying something. Cayley left the house as I left it neat and tidy, I loved receiving the daily multiple photos always reaures you when you can see your animal when you're away. Highly recommend Cayley and will use her again.”
About: I have been caring for my pets as well as the pets of friends and family for over 30 years. In addition, I have volunteered at an animal shelter for five years. I am very compassionate and experienced with young pets through seniors - both dogs and cats. I am also experienced with differently abled pets (aka disabled) as we had a partially paralyzed dog ourselves. I am comfortable with administering oral and subcutaneous medication as needed. I pride myself on attention to detail. I am currently a stay-at-home wife, and mom of a teenager, as well as one in the military, so my schedule is VERY flexible. I can help you out, morning, day, or night as well as during the week or on the weekends. I will care for your pets with love and compassion just as I do my own while following your directions and expectations. I am comfortable with crating pets as well as free-roam pets.
“Abby was great with my girl! This was just an overnight trip but she took great care of Elsa in the short time she was with her. Great communication! I plan to use her again in a few months for a week long trip I have.”
“Great dog dog sitter. When I returned from my trip I found she left my home tidy and my dog was healthy, happy and clearly card for. I really enjoyed the pics and vids she sent and would hire her again!”
About: I have take care of many different pups of all breeds and personalities. This includes my own, family and friends, volunteering at shelters and even the local dog wash. I'm currently starting school part-time so I'll have plenty of time to walk, take care of, and play with your pets! I'm mostly available with flexibility and depending upon my schedule, some days I'm fully free! I'm very cautious in following instructions and needs of any pet. I'm good at keeping pups at a good walking pace, I love playing with pets to keep them active, and I'll set extra timers and keep set schedules for your pet's eating habits.
“Eva took great care of our two large dogs during our weekend trip! One of our dogs is more skeptical of new people and barks a lot, Eva befriended her anyway! We received a lot of pictures and communication about the pups. If you’d like to come home to a clean house and happy dogs, Eva is your girl!”
About: I’ve been around animals my whole life. Indoor or outdoor, I know each animal has a different personality, and I am very patient and understanding when it comes to pets. I’m definitely an animal lover and would love to take care of your pet and provide a positive and enriching experience. Please consider me! ❤️ My primary job is Airbnb management, which is done from mostly my phone, so I have plenty of room to operate off of your time/schedule. I have a fenced in back yard (great for dogs) and a screened in sunroom (cats love it) and am very respectful when it comes to other peoples property.
“Debbie did a fantastic job taking care of my 4 dogs over the weekend. She was so personable, was excited to meet each dog, and lived on them like they were her own dogs. Debbie also took care of the house, straightened up prior to our return, and even washed the cloths I had left in the washer. I will definitely request Debbie next time I need a sitter.”
“Aunya was fantastic. She made sure all four dogs were well taken care and even cleaned up as she left the house. She was very responsive and provided check-ins. I would definitely let her take care of my wild pack any time!”
“Emily was absolutely amazing with our sweet boys. She was very attentive and caring. They loved having her. One of our boys is a bit stubborn and she was so patient with him, he has a hard time warming up to people but loved having her. I would highly recommend Emily to all of my family and friends and will book with her again in the future.”
“Stephen is awesome! He was able to accommodate us even though it was very short notice. We have 2 dogs, a small Maltese and a big Weimaraner. The big one can be imposing when you walk through the door and she barks at you with her hair standing on its ends, but Stephen immediately sat in the floor and let her get it all out of her system without a flinch. He knows how to put the pups at ease! My wife works from home and the dogs are used to someone always being there, Stephen is the first sitter we’ve had (and we’ve tried out several) that showed up with a suitcase! We knew immediately that this guy was what we have been searching for, someone that would basically live in our home while we were away with the sole purpose of watching over our furbabies. And he did his job impeccably! He sent lots of pics and video without us having to ask and was always prompt with a response if we ever needed him. When we returned home the house was still tidy and in order and I’m pretty sure the dogs looked past us trying to figure out where Stephen was, LOL. If you need a drop in visit or someone to come by and walk your dogs this guy can do it all and I promise your pets will look forward to him returning, and if you need someone that will basically live in your home with your furry loved ones while on vacation then look no further you have found the pinnacle of dog sitting! We will definitely use Stephen for any dog sitting needs we have in the future.”
The median cost per night for house sitting in Madison Crossroads is $45
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.
Meet local sitters who will treat your pets like family
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
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Popular requests near you
Select a filter and find qualifying Madison Crossroads sitters!Sitters in Madison Crossroads average 4 repeat house sitting clients
FAQs for House Sitting - Madison Crossroads
Frequently asked questions about Rover
As of July 2026, there are 366 sitters on Rover offering House Sitting across Madison Crossroads. 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 Madison Crossroads 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 Madison Crossroads 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 Madison Crossroads 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Madison Crossroads. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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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