House Sitting Wingdale
Find a loving house sitter to watch over your pets and your home.
Over 20 pet parents in Wingdale have booked house sitting
Wingdale, 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.
“Absolutely wonderful! Very friendly and communicative. Our girls were super relaxed and happy when we got home to a very clean house. 10/10 would book again. Thank you for all of the pics and updates on our girls over the course of your stay.”
“Kevin was amazing!! He took care of our new puppy when we unexpectedly adopted and had an international trip coming up. Couldn’t have asked for someone to take better care of our pup!”
“Gabbi was so very amazing! We were nervous to leave our dogs last minute but she was reassuring and also made them feel super comfortable. I could tell in the pictures she sent and when we got home that our dogs were very happy with her. Thank you Gabbi!”
“Angie did a great job watching our two dogs. She updated us often and sent lots of great photos. She was a great house guest and we look forward to having her watch our pups again.”
“Sofia was wonderful! She was always responsive, and took such wonderful care of the dogs. They loved her and were in great hands. She left the house in great shape and was a super respectful guest. Would highly recommend using Sofia!”
“God/Goddess thank you for Katie & her hubby too. Quilly was so so happy in the pictures and when I came home. Incredibly trustworthy and friendly lady (neighborly too! ) to care for pup.”
“Pauline is excellent - I have used her now multiple times for dog sitting and she is consistent, reliable, clean and goes above and beyond for my dogs. I really appreciate that she washes and dries the sheets and takes the trash out before she leaves. She does especially well managing my two dogs unique personalities and idiosyncrasies. Highly recommend her!”
“Casey is incredible! This is our second time having her watch our pup and she was amazing! Took him on multiple walks and provided updates throughout the day to help us feel at ease. Would highly recommend her to anyone looking for a sitter!”
“Maria is dependable and reliable. Answered all my worried questions! She has a calming presence which is just what my very anxious 90lbs Great Pyr needed! I would definitely recommend her!!!”
“Jason was great with our animals. He sent some photos and kept in touch letting us know how everything was going and how sweet our pets were for him. We hope to be able to book him again in the future.”
“Really grateful to’ve found such a great sitter! Super communicative and of course most importantly, great with our dogs. Felt safe leaving them and our home in her care.”
“Catarah and Patrick were amazing!!!! They came for a "meet and Greet" and were very professional and had a list of things they needed to know in order to take the best care of Brie! While we were away they were putting up pictures of Brie as well as updates as to how things were going. They cleaned the whole house!!!!!! And washed the linens they used. They left a nice note as well as a little treat for me and my husband. We were thrilled with them! And so was Brie! I would highly recommend them!!”
“Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back”
About: We live (husband- no children) in a lovely quiet neighborhood on a lake in a home we own with land. I am recently retired. We love animals and have had cats and dogs most of our lives. I am also a bird lover , having cared for an Umbrella Cockatoo for 23 years. We will love and care for your pet like they were our own. We are warm and loving and come from big Italian and Irish families. We recently lost our German Shepard- Sammy who was 14. We love taking walks around the lake and on the Putnam Trail which is nearby. I am retired and generally wake early. I walk daily and enjoy gardening on my property. Cooking is a passion and I love spending time making new recipes Pets run freely in our home except on beds and couches. We have a very large deck for your pet to enjoy as well .
“5 stars!! Thank you Alina for taking care of our French Bulldog, Cooper. Alina provided lots of updates with photos and videos, was super flexible, and I could tell Cooper was having a great time - I think he has a new best friend. We are normally quite anxious about leaving Coops but we felt totally relaxed knowing he was in great hands. Not only this but Alina left the apartment immaculate which was lovely to return home to after travelling. We will certainly be asking Alina to look after Coopie again. Thank you!”
The median cost per night for house sitting in Wingdale is $70
Pet parents share their Rover experiences - Wingdale
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 for house sitting - Wingdale
Select a filter and find qualifying sitters offering house sitting.Sitters in Wingdale average 3 repeat house sitting clients
FAQs for House Sitting - Wingdale
Frequently asked questions about Rover
The average cost for House Sitting in Wingdale on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,120 sitters on Rover offering House Sitting across Wingdale. 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 Wingdale 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 Wingdale 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 Wingdale 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 Wingdale. On Rover:
- 96% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 99% 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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