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
“Casey was amazing!! We needed someone last minute to watch our pup while we were away and she responded right away and kept in constant contact the whole time she was watching him with updates and pictures. We never had to worry and will definitely use her again in the future!!”
“We had a wonderful experience with our pet sitter Margaret! She took excellent care of my dog, Otto, and made sure he was happy, comfortable, and well-loved while I was traveling. I really appreciated the regular updates with pictures and great communication—it gave me so much peace of mind. Highly recommend to anyone looking for a reliable, responsible, kind and caring pet sitter!”
About: I’ve been walking dogs since I was a kid, and have cared for several senior dogs while their families were away in recent years. I’ve also house-sat for kitty families and multi-pet homes. Whether your pet has special requests or just needs some company, I’m excited to meet them! I’m a Park Ranger who works seasonally and I am currently in the off-season until March. Thus, I have a very open, flexible schedule for all your pet care needs. My approach is very thoughtful and considerate of your space and what you prefer your pet be allowed to do. Before entering anyone’s home, I like to check in with the home owner to ensure I’m aware of all rules and preferences so I can provide the excellent service you’re looking for while respecting your boundaries as well.
“Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.”
About: I have had my wonderful dog for a little over three years. I will do anything for her and the same goes for your pets. I love all animals and enjoy caring for them. Outside of my day to day job, I volunteer at my local fire department. My experience and training will ensure your pet(s) will stay safe, happy and healthy. I have lived in the New Milford area for about 4 years now. I am available for extended overnight stays and walking/feeding around mid day. I ensure all necessary needs are met. I make sure they are fed on time and have plenty of time to play and get belly rubs.
“We reached out to Angie to house sit our two older pups while we were away for a week on a family trip. The dogs have never stayed with anyone outside of family and friends, so we were a little nervous, especially with one of our dogs having some anxiety. Because of this, we were trying to avoid any kennels. Angie was quick to respond to messages leading up to our departure and even offered to come meet the pups twice before our trip. She did not need to do this, but it meant a lot to us that she did. The dogs warmed up to her immediately. Angie is friendly, responsive, and caring. Our house was just as we had left it. She even cared for our small flock of chickens while we were away. We will be reaching out to Angie again and would recommend her to anyone who’s looking for help with their pets.”
About: I’ve grown up around dogs and have always had a deep love for animals. From a young age, I enjoyed caring for, training, and spending time with my dogs and others dogs, which taught me patience, responsibility, and compassion. Dog walking is something I truly enjoy because I love being outdoors, staying active, and giving dogs the attention, exercise, and care they deserve. I am currently working part time allowing me to focus heavily on the care of your animals. I can be flexible and willing to work around your and your pets schedule. Below are my work hours. Tuesday, Wednesday, and Friday 9:00am - 5:30pm Thursday 9:00am to 7:pm I care for pets as if they were my own, providing plenty of love, attention, exercise, and playtime. I follow each pet’s routine and the owner’s instructions to make sure they feel safe, happy, and comfortable.
About: I’ve been taking care of dogs almost my entire life. I’ve taking care of family and neighbors dogs and it’s the best part of my day! Im currently working part time and I have plenty of extra time to take care of someone dog(s) for them. I want to help others out and this is something I would really enjoy doing! I have a dog and I walk him on nice days in my neighborhood after work and I play with him out in my back yard with a few of his favorite toys so he gets exercise.
About: I take care of animals feeding them,cleaning after them cleaning litter boxes,socializing with them making sure they taking care of with extra love like they deserve I am working part time at shop rite two days a week so I am available anytime on my days off or after work I have open available I get my work scheduled every thursday two days advance before I planned anything for next week I would ask their owners how much food they should eat or if they are on restricted diet same for medications I would always ask them that before I do anything make sure I get the important details in first so I know what to do and what to expect ,I feed my cats Iam’s,play with them,hold them in my arms give them their morning pets and give their bedtime treats at 9:00 they already it and they are all lined up before I get in the kitchen .
“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!”
About: I specialize in reliable night and weekends dog walks and house sitting in the Hudson Valley. I don’t just check boxes—I take time to understand each dog’s unique personality, preferences, and needs. Whether it’s a playful pup who needs extra exercise or a shy senior who just wants gentle companionship, I adjust my care to suit them. I also prioritize clear, friendly communication with pet parents, sending updates and photos so you always feel connected. My goal is simple: to make every dog feel safe, loved, and at home—even when you’re away. I currently work full time but I would like to take on some dog walking and sittings on nights and weekends as I currently cannot have pets in my house. In my home or yours, I create a calm, safe, and loving environment tailored to your pet’s routine and personality. I stick closely to feeding schedules, exercise needs, and any special instructions you provide. In your home, I respect your space and your pet’s comfort, keeping things clean and consistent so your dog feels secure. In my home, I offer a pet-friendly, supervised space with plenty of attention, playtime, and rest. I always communicate openly and send photo updates so you know your pet is happy and well-cared for every step of the way.
“Courtney is great. She took great care of all of my pups and was incredibly communicative throughout the day. I would definitely recommend Courtney to anyone who wants to leave their dogs in good hands.”
“Allie was great! She kept me updated throughout the day with photos and videos of all my dogs. She truly went above and beyond in every sense to make sure my dogs were well cared for and was attentive to every little detail. I would absolutely recommend Allie to anyone. I really felt good that my dogs were in good hands all day.”
About: I have been around dogs all my life. I have a 7 year old aussie/husky named Foster. He is extremely person and dog friendly. I look forward to taking care of your pet. I am available for weekend adventures with your pet(s). My own dog is high energy and enjoys long adventures in the Hudson valley so we are familiar with the area. I have a dog that is very friendly and who likes to play with other dogs but also respects boundaries. We do a lot of obedience training during the day to earn our treats.
About: Hi, I’m Rachel! I’ll care for your loved one as if they were my own—whether that means long walks, playtime, or just extra cuddles. You can count on me to provide a safe, loving, and reliable environment where your dog feels like part of the family. I have a fully fenced 1-acre yard where dogs can play safely and freely, and as an athletic caretaker I’m happy to take them on long walks or runs to burn off extra energy. Whether it’s playtime in the yard or outdoor adventures, I’ll make sure your dog gets the exercise and attention they need. Please let me know of any special considerations during the visit. I will ensure and guarantee that your loved one is comfortable and has unlimited pets and snuggles while you are away.
About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.
About: I’ve taken care of dogs since I was in high school. I am known as the dog-sitter in my neighborhood. When my neighbors go on vacation or away, I am always the first one called to watch their animals. While they are away, I feed and walk the dogs. I also have experience staying over night at various houses to dog sit. I’m currently working as a teacher, but we are off during the Summer. I have a lot of free time to take care of all of your pets needs. I am available Monday through Sunday. I will follow all of the instructions of the pet’s owner. I am available to walk, feed, play, and dog sit overnight. I will spend quality time with the pets.
About: I’ve taken care of dogs and cats all my life. I am very sure in my experience to handle others beloved pets! I am hands on, energetic and reliable. I’ll make sure to respect, love and to take care of any and all animals that come into my care! I am flexible. I do need at least a day in advance to be asked to dog sit but that does not mean I am able to accept all requests. I am only comfortable with pets who are well trained and comfortable with others. I have a small fenced yard and an orange cat that loves dogs! Your pet won’t be left alone and will always have company and friends!
The median cost per night for house sitting in Wingdale is €70
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 - 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 of House Sitting in Wingdale is $56 per night as of November 2026. Most bookings cost between $44 and $78 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,127 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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 Wingdale. On Rover:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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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