House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 20 pet parents in South Windham have booked house sitting
South Windham, 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.
“Alyssa was fantastic! I have a house full of different pets, and she did a fantastic job managing all of their unique scheduling and dietary needs. She kept us informed of how things were going, and the house looks like she wasn't even here ( with the exception that she cleaned the litter boxes and took out the trash even though we didn't ask her to do so). Will definitely be booking with her again!”
“Palma is a stellar sitter! She was extremely attentive to our Boomer, and she meticulously followed all of our notes on his care. Thanks to her photos and updates, we could enjoy our trip knowing Boomer was in safe, caring hands.”
About: I am an animal lover through and through! I’ve been taking care of many different types of dogs and cats since as long as I can remember. I am comfortable around all dogs and cats, and I am more than willing to adapt and learn how to best care for your animal in particular. When I come to care for, play with, and walk your pet, I will dedicate my time to truly loving them. I have experience staying at owners houses to take exceptional full-time care of their pets, and I also have experience keeping pets in my home! I have practiced basic animal training such as teaching dogs and cats to sit, stay, and shake. I truly adore animals and I will enjoy every minute of caring for your fur-babies! I am currently an Elementary Education student at the University of Connecticut, but I have tons of free time to take care of pets, whether that be for drop-ins or for more personal care in my home! Currently I am available full-time and I can accept last minute bookings. While dropping in to care for your pets, I will of course be incredibly respectful of your space, going only in the rooms I am allowed and touching only the items needed to care for your animals :) To care for animals in my own apartment, I have made sure that potentially hazardous items (small items, food, plants, etc.) are all put away/placed at a height that dogs and cats cannot reach. While I do not have a fenced yard, there are several parks around my apartment where I can consistently take your dog out on long walks. In my home, animals are also allowed on beds and couches! Please let me know if your pet requires any specific accommodations or changes to the environment :)
“Meg is amazing! It was difficult to get my husband to take the leap to hire a stranger but I wish we had done it years ago. Meg followed every instruction, didn't miss a beat, took great care of our animals and house and over delivered. Can't wait to leave again so we know our babies are in great hands again!”
“Phoebe is an absolute pro! She is kind, considerate, and detail oriented. She clearly has a gift with animals. She stayed at my house with my two needy dogs while my husband and I were in Philly getting married. Weddings are stressful, but I TRULY didn’t stress about my pups at all, and that is the greatest wedding gift anyone could have given us! She left our house in better condition than we left it, and my dogs went outside to look for her when we came home! I really can’t thank you enough, Phoebe! :) I will absolutely book again!!”
About: I've cared for cats, dogs, mini ponies, horses, chickens, cows, mini pigs, pot-bellied pigs, and tortoises after living on a working ranch with a wide range of animals. There isn’t a fur baby too small or too big that I can’t handle. I have an open schedule and can work with any routines. I can be up early or out late. And I can keep to any personal schedule your fur babies have. I have indoor kennels and outdoor kennels, multiple leashes and harnesses, and a large property to run around on. My house is extremely pet-friendly; snuggles on the couch are encouraged!
“Hailey was great with Banner! He was a little wary at first, but she was patient with him and eventually won him over. She took good care of him and left my house clean and tidy. Thanks Hailey!”
“We really appreciate the good care from Faith for our pup Theo. She was prompt in responding, always conscientious, and everything went very smoothly while we were out of town.”
“Morgan is a fantastic pet sitter! I was able to relax and enjoy my vacation knowing my dog and cat were in the best hands. Her communication was perfect, from coordinating a meet and greet through the end of sitting. She followed my pet's routines and gave them tons of love and attention, I highly recommend her! She also sent me pictures and video updates which were super appreciated.”
About: I love animals and will treat your home and pets as my own. I am available most all day to cater to their special needs. Daily reports and photos at your request! Red Cross pet first aid & CPR certified. Excellent references available. I am retired and your pets will be my primary focus. I have plenty of time to tend to any special needs and to spoil them as you see fit. My daily rates include two pets. I have reliable transportation and will stay in your home allowing maximum comfort for your pets and following their regular routine. I will walk, brush, give meds and play with them. I am happy to water plants, collect mail/packages and give access to prearranged maintenance providers.
“We couldn't have asked for a better experience! Leaving our dog for six days was a little nerve-wracking, especially since medication needed to be given as needed, but I felt completely at ease the entire time. Carol took wonderful care of our dog, made sure all of his needs were met, administered his medication when necessary, and kept us updated regularly with messages and photos. It was so reassuring to know he was in such caring and capable hands. I am so grateful for the love and attention she gave Toby and would absolutely recommend her to anyone looking for a trustworthy, compassionate pet sitter. I would happily book with her again!”
About: I have taken care of multiple types of animals including domesticated animals, agriculture/farm animals, and aquatic animals. I Have also housesit for friends and clients. I am currently working a full-time time job, I work in the medical industry making health and care #1 priority. I am available after 2:30 PM to 5:30 AM. I have a fenced in yard, no other animals or pets in the environment. Parks nearby for walking and play. Animal Emergency services right down the road.
About: I’ve always taken care of dogs since i was little and i always loved playing and walking them . it’s such a fun and outgoing way and the puppies or dogs always give the best hugs ! I am always available for drop ins and more , I look forward to help you as needed , whenever you need it i will always make sure your pets are safe and took care of!! Thank you for considering me. i do not have a fenced backyard and i also have a nice dog walking park in my neighborhood and is easy access and very good for dogs.
About: I’ve taken care of many different breeds and sizes of dogs ever since I was little! I love being around them and taking care of them!! :) Looking to take care of fur babies and give them the love they deserve. I have a pretty flexible schedule! I look forward to hearing from you :) I have a lot of experience with pets and will always make sure they have everything they need & lots of love! I’ll always do my best at keeping them safe and happy.
About: I’ve had dogs my whole life. As I got older I was able to help out more and more, and my love for animals grew with me. We had labs forever, and most recently our two senior black labs that I would carry up our stairs when they couldn’t do it on their own anymore. I want to extend the love and care I have for animals into more lives I have a full-time job, but my schedule is hybrid and extremely flexible. I miss being around animals, so I’m looking for some more fulfillment by extending my care to those around me I’ll happily walk, watch, and play with any animal I have to — even lizards! I’m extremely patient with animals, and I love getting to know them. I spent years carrying our dogs up the stairs, and even building a ramp so they could get down easier. While I prefer they don’t jump or tackle, I’m strong enough to hold my own, and I don’t mind some extra dog kisses. I have our old dog harness that I don’t mind using if a dog isn’t good on a leash
About: My love affair with animals started at 8 years old. Fast forward many years later and my passion for animals has only grown. I have 3 fur babies of my own and plan on adding more someday! I am available on weekends but also willing to make arrangements if needed for longer periods. Simply reach out and advise me of your needs. I will try my best to accommodate. Pups are a part of our family so their happiness and safety are mist important to me. Finding the best and safest way to accommodate our fur babies is paramount and varies from owner to owner.
The median cost per night for house sitting in South Windham is $60
Pet parents share their Rover experiences - South Windham
Tiffany is an AMAZING pet sitter! She goes above in beyond in every category, treats your pets as her own, and is great about checking in with photos and texts to make you feel at ease while away. 100% will be using her services again and would recommend her for ANY pet care services you could possibly need! Tiffany, if you’re reading this, you are a true gem of a human being💕
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 - South Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in South Windham average 3 repeat house sitting clients
FAQs for House Sitting - South Windham
Frequently asked questions about Rover
The average cost of House Sitting in South Windham is $56 per night as of November 2026. Most bookings cost between $27 and $56 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 1,111 sitters on Rover offering House Sitting across South Windham. 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 South Windham 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 South Windham 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 South Windham 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 South Windham. On Rover:
- 90% of sitters can help with special care needs
- 94% 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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