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.
“Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit again :)”

“Alexander took great care of our dog and home while we were away! We got plenty of updates and came home to a clean house which was greatly appreciated. We highly recommend him and will definitely be booking 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!”

“Lora was absolutely phenomenal with our two high maintenance cats and anxious dog Stout. She followed every single one of our instructions to a T, and sent us numerous updates that made it possible for us to enjoy and relax while we were away. She also left the house in immaculate condition, even better than she found it! Lora far exceeded our expectations and would not hesitate to utilize her services again. Thank you so much!”


“Casey did a great job taking care of our pups! She sent pics and they were very well taken care of and happy. We have her booked again for next month, so I’m sure our girls are looking forward to her staying with them again.”


“Tracie was able to help us at the last minute as we had to go out of town for a funeral. She was very pleasant and provided feedback and photos throughout the trip. We returned to two happy dogs and a lovely boiquet of flowers to bright our day after a solemn couple of days away. Very sweet!”

“Sarah was absolutely wonderful with my difficult puppy for over a week! She kept me updated, sent me pictures, and made me feel comfortable. I cannot recommend her enough for your pet care needs. Thank you so much Sarah!! Alfie and I appreciate you!!!”

“Candace was fantastic with our two crazy dogs! They took to her right away at the meet and greet, which put our minds at ease. She watched them for 12 hours while we were at a family event, and they were happy, safe, and well cared for the whole time. It's clear she genuinely loves dogs and knows how to handle high-energy pups. We'll definitely be booking Candace again — highly recommend her to anyone looking for a trustworthy, caring sitter.”

About: I have grown up with dogs for the majority of my life. Dog breeds like pugs, Dalmatian, Australian Shepard, pitbull, boxer, doodle, blue heeler, and more! I grew up on a farm with horses, sheep cows, cats, dogs! All kinds of animals 🥰 I am very passionate about animals being taken care of the way they deserve! Along with that I have also spent 5+ years caring for snakes and other reptiles Typically I work in Sparks MD Tuesdays and Thursdays, and Shrewsbury PA most other days. My schedule varies at times and my shifts ranges anywhere from 5 hours to 8 hours don't have any pets at the moment, my townhouse doesn't allow them sadly 😔 but I have had many pets in my life ranging from cats, dogs, reptiles, hamsters, horses you name it! Pets are family and I always treat anyone's animals as such!
About: I have over two years of professional kennel experience caring for dogs and cats of all breeds and personalities. I'm skilled with puppies, seniors, medication routines, and building trust with shy or anxious animals. Every pet I meet gets the same love and attention I give my own. I'm available throughout the day for walks, playtime, and companionship. Caring for animals is already part of my everyday life, so it feels completely natural to make time for your pets, too. I keep pets safe, comfortable, and cared for like they're my own. I stick to your routines, keep a close eye on details, and make sure everyone feels at ease.
“Kaye was incredible. She stayed at our place over the Christmas holiday while we were out of the country, and watched over our dog & my mom’s dog as she was also traveling with us. This was an unusual situation because the dogs do not ordinarily live together - Kaye was magnificent at both navigating the little tensions that arose between them, and at keeping us posted about the every-day goings on and how she was handling it. We got updates routinely, and she really went above and beyond in terms of taking care of the house while we were away. Some choice words I would attribute to Kaye: trustworthy, responsive, and thoughtful. Will definitely be hoping Kaye is available the next time we have our-of-town plans!”

“Kelly was FANTASTIC! She checked in regularly, gave our pup so much love, and left our house cleaner than we left it. We will definitely be using her again and I know our dog is happy about that!”

“We cannot say enough good things about Jaime! It was the first time our pets had been cared for by someone other than family, but the second we met Jaime we knew they were in good hands. We loved all the updates and photos that were sent daily and it looked like our pups were on a vacation too and so happy in every picture. Jaime and her daughter took great care of our home and it’s even a bit cleaner than how we left it. We will definitely be using her again in the future and it’s such a relief to have found someone we can trust with not only our home but 4 of our fur babies”

“Our dog made a new friend! T’keyah did a wonderful job taking care of our Sam. He had special needs and she followed instructions to a T. Definitely gonna look her up again if we need a sitter!”

“Hannah was fantastic! I am incredibly particular as are my dogs. I have high needs dogs, particularly seniors that require extra patience and attention to which Hannah provided exceptional care. She came through to care for my dogs on short notice and went above and beyond to care for them. I trust her and really appreciated how thoughtful, compassionate and patient she was I highly recommend Hannah. she was incredibly attentive and communicative. Again I am someone who’s incredibly particular and she exceeded my expectations. Thank you for everything Hannah.”

About: Hi there! I’ve had cats throughout childhood and through most of my adult life, so caring for animals has always been something I've loved. I’ve also helped out friends and neighbors by pet sitting for their cats and dogs. I've given medication and supplements to my own cats. I’m active and love being outdoors — walking, running, or hiking with a dog sounds like the perfect day to me! Several years ago, I actually had a Rover sitter care for my cat Baby when she was sick. She was very reliable — she kept me updated, showed so much compassion, and gave me total peace of mind. That experience really stuck with me and I aspire to be that same trusted, reliable sitter for others. My own fur babies have since crossed the rainbow bridge, so I don’t currently have pets at home — which means my schedule is flexible and I can give your fur babies my full attention. I’d love to meet your furry family members and make sure they feel safe, loved, and cared for while you’re away. ❤️ I ran my own business for 10 years and am taking some time off right now, so my schedule is flexible. I focus on overnight pet sitting, which means I can stay with your fur babies to keep them company, follow their normal routine, and make sure they feel safe and cared for while you’re away. Keeping your fur babies safe is my top priority. I like to have a list of care instructions so I know exactly what they need, and I always ask for your vet’s contact info just in case. I’ll keep you updated and reach out right away if anything comes up. Since I do overnight stays in your home, I make sure to keep things comfortable and familiar for your fur babies so they feel safe and relaxed while you’re away. Overnight Care Guidelines To ensure a comfortable and successful stay for everyone: • Companion animals sleep in their own beds (I don’t share my bed). • Indoor cameras are turned off during my stay. • Homes are reasonably clean & tidy, and free of strong odors. • Clean linens are provided for my use. • A meet-and-greet is required prior to confirming a booking.
The median cost per night for house sitting in Winsome Heights is $50
Pet parents share their Rover experiences - Winsome Heights
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?
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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 - Winsome Heights
Select a filter and find qualifying sitters offering house sitting.Sitters in Winsome Heights average 4 repeat house sitting clients
FAQs for House Sitting - Winsome Heights
Frequently asked questions about Rover
As of October 2026, there are 3,017 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 , 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 Winsome Heights. On Rover:
- 89% of sitters can help with special care needs
- 93% 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.







