House Sitting Crestwood
Find a loving house sitter to watch over your pets and your home.
Crestwood, 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.
“Eileen was absolutely wonderful! She took such great care of Maeva, Maude, and Vito, and I couldn’t have asked for a better pet sitter. She sent so many photos and updates, which gave me so much peace of mind while I was away. It was obvious they were well cared for and loved.❤️ She also left my home spotless, which I really appreciated. I’m so thankful I found her and would absolutely book with her again. Highly recommend!”
“We did a meet and greet prior to leaving our girls. They loved Morgan immediately. When Morgan arrived today, the girls greeted her tails wagging '. We came home to two very happy pups. Thanks Morgan.”
“D house-sat and babysat my menagerie of five rescue pups so I could go out of town for the first time. I had always been nervous to attempt this, but D is the absolute best. A phenomenal person and sitter. The pups were so happy and calm when I returned, and the house was in fantastic shape. Thank you, D!!”
About: Hi! I’m Allie, and I’d love to be your pet’s new favorite sitter! 🐾 I know how hard it can be to leave your pets with someone else, so my goal is to make that experience as easy and stress-free as possible. I’m dependable, attentive, and genuinely love animals. Your pets will get plenty of love, attention, playtime, and care while you’re away. I’ll treat your pets like they’re my own and make sure they feel safe, comfortable, and loved. I’m also happy to follow your pet’s normal routine, including feeding schedules, walks, medications, special instructions, and plenty of cuddles. ❤️ Communication is important to me, so you can expect regular updates and photos while your pet is in my care. I want you to be able to relax knowing they’re being well taken care of. Whether your pet needs a quick walk, a midday check-in, or someone to keep them company while you’re away, I’d be happy to help! I’m self-employed and work primarily from home, which gives me a very flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to work my schedule around walks, potty breaks, feeding times, and playtime, rather than leaving pets alone for long periods. I love having animals around while I work, and I’m happy to provide the companionship and care they need throughout the day! Whether I’m caring for pets in my home or in a client’s home, I focus on making sure they feel safe, comfortable, and loved. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, potty breaks, medications, playtime, and any special instructions. I’m respectful of your home and your pet’s space, and I take the time to get to know each pet’s personality and individual needs. I’ll also provide regular updates and photos so you can have peace of mind knowing your pet is happy and well cared for while you’re away. 🐾❤️
“We are a repeat client with Logan. We always come back to a happy dog and a tidy house. He communicates regularly with pictures and updates. He responds quickly, as well. Thank you again, Logan!”
“Briana did an AMAZING job with our Jesse Girl. She sent us tons of pictures which was awesome. Her communication was great. Our house was perfect when we got home. Most importantly is our puppers was a very happy girl. I think she has a new best friend. We highly recommend Briana. We will definitely be calling on her again.”
About: I’ve been surrounded by different types of dogs my whole life from sports dogs to K-9 units to house dogs. I love all kinds of dogs and I have dog sat many dogs like huskies and yorkies. I currently care for a 15 year old pitbull that needs attentive care and have the ability to adjust to newcomers and elder dogs. I have two dogs that I care for after my full time job. I’m currently looking for a side hustle job that I can do after work. Keeping the dog in its dominant home I think is safer than transporting the dog into a new environment. I’ll be sure to feed the dog its regular based food plan, constant let outs to bathroom use, and extensive cleaning if accident
About: My husband and myself have always been around doggos! Personally, i have had a dog my whole life. I trained my childhood dog myself at age 10. When an adult i cared for my little girl for 17 years before her passing. I have experience with elderly dogs and puppies and have great training abilities! Currently we have a playful friendly dog who's 50 lbs and loves dogs of all sizes! I work monday through friday 830am til 5pm. My husband works mon thru Friday 11am til 8pm. I love walking dogs and my patches loves playing with them. If you work evenings i am the daycare or walker for you! Available fully on weekends! I have a friendly pup to keep your dog company and entertained. We also go for walks twice a day and have a large home for your dog to explore!
“Jen was an outstanding cat sitter. She accepted my last minute request and immediately made me feel comfortable leaving my cat in her care. My cat requires multiple medications throughout the day, and she handled everything flawlessly. She was kind, attentive, and even took the initiative to research my cat’s condition to better understand his needs. Coming home to a clean house and litter box was so nice after a long day of travel. I couldn’t have asked for better care—highly recommended!”
“Shelby was awesome to have stay with our two dogs overnight for the week. She took good care of them, played walked and sent great pictures and kept us up to date. Look forward to having Shelby take care of our girls again.”
About: Hi my name is Michael. I am a current senior at Wilkes who is looking to get involved in the local community. I have spent several years caring for dogs. I have two of my own at home in Stroudsburg (pit mixes), and in high school and over breaks I have pet sat and walked dogs for over a dozen homes in my community. I take pride in being a student leader and a future educator, as well as being responsible, dependable, and knowledgeable. For instance, I am well versed in dog body language, basic obedience, and many different breeds and personalities (small to big, guardian breeds, I love them all!). I am happy to reinforce the rules, expectations, and training that you have with your pet, or teach small new things like leash manners. Whether your dog needs to burn some energy, or just needs someone to check in on them throughout the week, I hope that you will consider me! Being a college student, my schedule is actually pretty flexible. I am generally available for: Morning/Midday walks/check-ins throughout the work week. Afternoon and evening visits on Monday, Tuesday, and Thursday. Weekend stays or longer visits potentially as well. If you have any questions please reach out and I can see if we can work something out! Being a pet parent myself, I understand the varying needs and concerns when it comes to a pet sitter. Because of that, I take time to speak with all owners about expectations, routines, and how they would like me to approach their home and pets. I usually like to meet all pets with the owners before beginning care as well, simply to ensure that they are comfortable with me. Generally, I will also take notice and respond to any body language or comfort concerns, exercise and training expectations, feeding and medication routines, and any other requests that an owner or pet may bring! If you have any questions please also reach out!
“Maurie has been a dream petsitter...she has a sixth in dealing with animals. Ever since we first contracted with Maurie to stay in our home and care for our four pets (two cats and two dogs), we've noticed distinct positive outcomes. Our pets are visibly calmer, happier, more rested, and less agitated and anxious. They all appear healthier and more trim. Maurie promotes long walks and consistent interaction with them, and she doesn't overdue giving them treats. Maurie is the greatest person...we recommend her wholeheartedly as a petsitter! Shawn and Jen McGlynn”
The median cost per night for house sitting in Crestwood is $50
Pet parents share their Rover experiences - Crestwood
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 - Crestwood
Select a filter and find qualifying sitters offering house sitting.Sitters in Crestwood average 3 repeat house sitting clients
FAQs for House Sitting - Crestwood
Frequently asked questions about Rover
As of October 2026, there are 222 sitters on Rover offering House Sitting across Crestwood. 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 Crestwood 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 Crestwood 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 Crestwood 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 Crestwood. On Rover:
- 91% of sitters can help with special care needs
- 96% 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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