House Sitting Winsome Heights
Find a loving house sitter to watch over your pets and your home.
Winsome Heights, 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.
“Cheryl was a great sitter. She stayed at the house and watched our two large dogs. She took good care of them and sent us pictures and updates on them over the weekend. She even took care of a package that was delivered for us. I would use Cheryl again.”
“I have a Rottweiler and anyone with a big dog knows how hard it is to find a sitter. Kerri does an amazing job with him. She is an incredible house guest. I appreciate the love she has for my buddy. Knowing he is with someone that loves him allows me to enjoy my vacations, worry free.”
“Jenny was kind, caring, punctual and a great communicator. She took wonderful care of our sweet puppy while we were away. Jenny also took great care of our home, even getting the mail I forgot to put on hold. Her communication by text both before and during our time away was speedy and she even included photos of our pup having fun. We look forward to Jenny caring for our pup the next time we are away.”
About: I’ve been caring for animals since I was 11 years old, and I’m comfortable with cats and dogs of all sizes, personalities, and energy levels. People have called me a “pet whisperer” because I have a calm, patient way of connecting with animals and earning their trust. I’m also physically strong and confident handling large, powerful, and energetic dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. Safety, patience, and clear communication are always my priorities. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.
About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
“Kaitlin was amazing! Will definitely rebook. My animals were so loved and well taken care of. She did a great job at communicating and sending updates. Left my house very clean and I returned to happy pets!”
“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”
“Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!”
About: With over 25 years of experience raising my own dogs and providing trusted house-and-pet sitting for friends and family, I offer a lifetime of dedicated care. I am a passionate advocate for the human-animal bond; my own dog is a certified therapy dog, and together we volunteer at hospitals, nursing homes, hospice facilities, and schools. I treat every dog I watch with the same compassion and attention I give my own. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. Your pets will receive expert care in a loving, safe environment. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. I will treat your pets and your home with respect and care. Your animals and your home are safe with me! I am considerate and very responsible.
About: Over the years I have taken care of many pets and clean dogs cats reptiles birds fish and over the years I have gained a vast knowledge and inquisitive experience with dogs I am currently a major in environmental biology and ecology and with a minor in animal behavior in psychology I enjoy it all dogs and have no prejudice against any dog or cat and I am willing to take care of any pad and I’m not afraid of any type of animal that is presented in front of me and willing to do almost all tasks Required in service for taking care of the dog or cat and I will also take care of other non-included pets if needed as long as the services aren’t too distracting from the primary role of taking care of the main pet that I was hired to do so I work from home and have a free and open schedule with full availability and no time constraints, I also am flexible and can make arrangements for any occasion, if given notice! I treat all pets, the same in all pets the same way. I treat them inside of them myself. They are given every ounce of love that I have, and every opportunity to do all the fun things that I would do with my own pets.! I have no bias or fear of any specific animals and I’m willing to take any breeder any type of dog or cat!
“Camryn was great with our two golden retrievers! She sent lots of updates and great pictures while we were gone. We really appreciated having her and will definitely be booking with her again!!”
“Rayna is such a gem! She watched our three (large) fur babies with no problem at all. They were all very happy campers. Rayna was a trooper even when our TV went on the fritz. It was just old. I would not hesitate to book Rayna again! 10/10 recommend!”
“Virginia took care of our cat snd home while we were away for a week. She kept us updated about our kitty with daily photos and messages. She left the house tidy. We are very pleased with Virginia and will ask her to care for our cat and home in the future.”
“Delaney watched my dog, Roxie, while we went away for about five days. She did a great job in communicating. Roxie was well taken care of, was happy and had a full bowl of water when we got home. I will definitely ask Delaney to watch my dog again in the future.”
About: I have experience training dogs of all sizes and ages. My family had dogs throughout the entirety of my childhood, giving me a deep appreciation for pets of all kinds growing up. I gained further training and experience through my employment at Petco as an operations specialist. Pet care has been a part of my daily routine for the entirety of my life. Whether it was making a special dinner for a picky-eater dog that needed medication, taking a rambunctious puppy out into the yard to relieve their energy, or taking multiple dogs out for a walk to make sure they get their exercise, pet care isn't just an addition to my routine, it is an integral structure to it. I have experience taking pets outside both in a yard and out on a leash for a walk. I have experience giving medication to animals of all kinds, as well as transferring animals into and out of crates/carriers.
About: We are huge animal lovers in our home! I have been a pet owner myself and taken care of other’s pets for majority of my life. I have also had experience taking care of pets in all stages of life. Whether they’re energetic and need constant play, or they’re older and require more specialized attention. Our pets are part of our family , so I understand the importance of providing them with the attention and care they deserve. During the week I work a second job from home so I do not leave pets unattended for long if at all during weekdays. Time will be made for cuddles, play and walks in our yard or sometimes local trails! Whenever it is nice outside I like to be outside as well so your pup will join me! My schedule is fairly flexible so please reach out and I will do my best to accommodate when I can! I offer personalized care based off the needs of each pet individually. Any pet in my care will be treated with the same care and attention as if they were my own.
About: I’ve taken care of dogs for 13 years and have 2 dogs of my own. I’ve rescued stray dogs off the street before and put them in a safe environment. I was once very active in helping animal shelter. A close friend of mine is a Veterinarian and had asked me to dog sit for her when she traveled, it was a pleasure to handle 5 dogs at a time at her house. I enjoy taking walks in nature with dogs. I can also take care of chickens, horse, rabbits, hamsters, and fish when you are away. I have plenty of time to play with your dog and take them on walks. My schedule is open daily and weekly routine as well once established. I love to give dog treats and play ball with them. Taking them on long walks. I can also give them a lot of petting for attention. I will take pictures for updates on their activity.
“Lora did a wonderful job sitting for our cat. We were gone for a week and Lora was very flexible, staying over for a couple of nights with day visits as well. She sent daily updates and photos, which we very much appreciated:) Lora spent time with our cat brushing her, making sure she had fresh water, and cleaning her kitty box. I highly recommend her!!!”
The median cost per night for house sitting in Winsome Heights is $50
Pet parents share their Rover experiences - Winsome Heights
Jamie & Kasey took great care of our dog. They both sent multiple pictures throughout each day they were there. Giving updates on how she was doing. We had an unexpected snow storm while away and came home to shoveled and salted sidewalk. Our girl was loved and cared for like she was their own pet❤️
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winsome Heights sitters!Sitters in Winsome Heights average 4 repeat house sitting clients
FAQs for House Sitting - Winsome Heights
Frequently asked questions about Rover
As of July 2026, there are 3,166 sitters on Rover offering House Sitting across Winsome Heights. 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 Winsome Heights 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 Winsome Heights 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 Winsome Heights 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 Winsome Heights. On Rover:
- 91% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 93% 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.
Connect anywhere with the Rover app
