House Sitting Winslow
Find a loving house sitter to watch over your pets and your home.
Over 6 pet parents in Winslow have booked house sitting
Winslow, 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.
“SirJahad was a fantastic housesitter for my 5 month old puppy and cat. He sent plenty of pictures and detailed messages over the three days we were away. He followed our instructions and took our rambunctious dog on several walks daily.”
About: Ever since I was old enough to stay home alone, I've always enjoyed taking care of pets. Overtime I've gotten used to walking, feeding, and entertaining dogs for my friends and relatives. I’ve cared for dogs from months old to their last years. I currently work 2 jobs, with Sunday as my consistent day off. Despite having multiple jobs, most of my shifts don't exceed 5-6 hours. Both jobs and home are not far from each other. I am all about adopting the dog’s routine whether it be playing in the yard and going for long walks, or spending quality time indoors. I’m always observing behavior, ensuring that I can take care of them to my utmost ability.
“Devon is a true professional. She made sure to meet us and our puppies to make sure all was comfortable. Met me in advance a second time for the key. Each day she was patient with sparkles and scarlet as sparkles is shy. She followed all instructions and kept us informed. The dogs were very well taken for and super excited when we got home. Thank you Devon well done. We will absolutely use her again!”
“Kimberly was amazing! I am so beyond happy that we found her!! My dogs are my babies and she treated them as her own! She sent pictures daily and even FaceTimed us when we were missing them so much! I was extremely comfortable with Kimberly being in my home for the week. Stop scrolling and book Kimberly now!”
“Zahira was a great dog and housesitter! She was punctual, very communicative and sent plenty of photos and videos of our dog each day. Our pup was happy and healthy when we got home. We’ve already booked her to watch our dog again! Highly recommend, thanks so much!!”
“Skye was wonderful. We felt very relaxed knowing our two dogs were in great hands while we were at the beach for vacation. House was pristine when we came home and dogs were well loved. Thanks Skye!”
About: I’ve been caring for dogs for 10 years. I’m really in it for the love of the game. I unfortunately can’t have a dog my self, which in turn makes me love and care for others dogs even more. I’ve cared for all kinds of dogs and can handle just about anything when it comes to caring for them. I know how much you care about your dog, which is why I will go to the ends of the earth to take care of them Lucas Domazet I’m part time at the family business, so I’m free most days. Just text me when ever and I’ll let you know. Call at midnight for all I care. I know life is crazy and sometimes you can’t take your pets with you. That’s why I’m here What ever special requirements your pet may need, I will do. I know everyone loves their dog(s) more than most other people in their life. So obviously they deserve as much love and care as we can give them.
About: Starting from the age of 10 my family has had many animals. Not only am I used to taking care of my own pets but I have farm sat as well. Being on a farm I became used to dogs of all breeds and sizes, ranging from english mastiffs over 200 pounds to small terriers no more than 20 pounds. Dogs with a wide variety of needs from primarily living outside to dogs that have their own couches in the house! Having my own dogs I am used to taking multiple dogs on walks at once and extremely used to dogs that have a certain way of doing things and want to respect how everyones dogs are because I want people to respect my dogs quirkiness as well. I am currently working full time but I do not work on weekends and have off in the summers. If I am booked I would ensure to fit pet care in as a priority in my routine. As someone who has had dogs almost my whole life I understand the importance of having a reliable person watching after my pet. In your home I would abide by your homes guidelines for the pet. If you would like them to spend time outside I would ensure that they are spending their time outside depending on the weather if that is their preference. My dogs are personally couch potatoes and only go outside if I make them or they have an emergency. I have also watched dogs that I let them outside in the morning and do not let them back in until the evening when it is time to feed them.
About: I have had a wide range of experience caring for a variety of pets ever since I was a young child. I have taken care of dogs and cats for over a decade. Your pet will have all the attention and care they need during their time with me or in my home. I work Monday to Friday with weekends off. I am able to care for them before and right after work, with family home during the day as well. I care for pets by feeding them their proper diet, playing with them/making them feel welcome, making sure their bathroom needs are met, and updating the owners.
“Madilyn was wonderful. This was her first time sitting for us. She was very attentive to our dogs’ needs, and even sent me one of the best photos ever of my collie, Ollie! I’m pretty sure she left the house cleaner than when we left for vacation :-). I would highly recommend her and I’d use her again in a heartbeat!”
“Julia stayed with our pup for 9 days while we were away. He was so happy with her. We received pictures and updates unsolicited but also quickly if we asked how everything was going. Our dog was so relaxed (although very excited to see us) when we got home. Previously when he had come home from a kennel he'd be off for a good 48 hours. I'd happily book again.”
“Jess was amazing! She sent us photo and video updates throughout the whole weekend keeping us at ease. She was so sweet and attentive, and even came over a few days before to meet the pups. We will definitely be booking with Jess again in the future!”
“Maddy was an amazing house sitter for our boy Oliver. We cannnot recommend her enough. She was clean and kept us updated on Oliver while we were away. She will be our go too from now on!”
“We’re so grateful for the amazing care you gave Otis this week while we were away. It gave us such peace of mind knowing he was in such good hands. Thank you for all the updates, attention, and love you showed him it was clear he was happy, comfortable, and well cared for the entire time. You went above and beyond, and we truly appreciate your reliability, kindness, and care for Otis like he was your own. We would absolutely recommend you to anyone looking for a trustworthy and caring dog sitter. Thank you again for everything!”
“Thanks to Greg we were finally able to go away without our needy pets. We were able to relax because Greg did a great job of connecting with our pets and communicating with us. He followed all of our detailed instructions and cleaned up like he was never here. We hope to hire Greg again for more housesitting. His care is much appreciated.”
About: Throughout my teen years, I’ve taken care of many pets; from training my puppies to caring for relatives’ pets. No matter the circumstances, I always have a fun time caring for these pets. I’m on the hunt for a part time job so I’m available all the time to care for pets! What better to do than doing something I love? I have three dogs at home and big yard but as we warm my dogs up to playing with others as part of their puppy training, we’ll keep your pets in your home.
The median cost per night for house sitting in Winslow is $55
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- 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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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for house sitting - Winslow
Select a filter and find qualifying sitters offering house sitting.Sitters in Winslow average 3 repeat house sitting clients
FAQs for House Sitting - Winslow
Frequently asked questions about Rover
The average cost for House Sitting in Winslow on Rover is $49.95 per night (as of July 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 July 2026, there are 3,835 sitters on Rover offering House Sitting across Winslow. 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 Winslow 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 Winslow 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 Winslow 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 Winslow. On Rover:
- 89% of sitters can help with special care needs
- 95% 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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