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.
“Amazing dog sitters, they ensured that we had plenty of updates and pictures of the dog while we were out of town! Spent lots of time and did an amazing job ensure the dogs backed comfortable with them! 10/10 will be booking them again!!”
“Ana was great- she took great care of our 2 pups while we were out of town. She was easy to communicate with, sent lots of updates and pictures, which I appreciate, and did will with our dogs who are slightly high maintenance. Will definitely book again and recommend!”
About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. My partner is a chef who shares that affinity and we have a 4 yo little human whose almost as obsessed. Retired vet in school but my schedule is flexible so I can around most things. My partner is also available for pick up and drop offs if im not. I have multiple sized indoor and outdoor kennels and playpens for your pup, along with dog runs, my property is fenced in on most sides. All dogs are put on a run unless specifically trained by me. Also offer way too many pics for your Instagram. I do training on the property as well so there are areas best suited for that.
“Jessie was great with our dogs, we have a senior dog, who wasn't doing great health wise and she took such great care of him. Both our dogs were in great spirit when we got back from trip, which says a lot about how awesome she must have been with them. She is very articulate and detail oriented and respectful of our space, would totally recommend her and plan on using her again. Thanks again Jessie, who have done a great job:)”
“Shannon was fantastic and so caring with our golden retriever. She was easy to communicate with and provided regular updates and pictures while we were away. I wouldn’t hesitate to have Shannon care for our dog again.”
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!”
“Trish was great with our three (kind of high maintenance) cats. They loved her immediately! She took good care of them and our house while we were out of town. We are so grateful that our cats loved her so much!”
“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!”
“Stephen took amazing care of my dogs and my home while I was away. He provided lots pictures and updates of my dogs while I was gone. I would highly recommend Stephen to anyone who needs a reliable pet sitter.”
“Annie took incredible care of my two dogs and my house while I was away on vacation and I could not ask for a better sitter! My dogs are both seniors on daily medication, anxious barkers, and attached to me at the hip on their daily routine… but I think they were a little disappointed when I came home and it wasn’t Annie walking through the door! I received updates and pictures while I was away which helped me relax and know everything was going well while I was gone. I truly cannot recommend her enough and will definitely rebook!”
“I recently hired Kerly to watch my dog, and the experience was outstanding. From the moment I reached out, Kerly was professional and responsive, taking the time to understand my dog's needs and preferences. During the stay, Kerly provided regular updates on how my dog was doing, which really put my mind at ease. It was evident that Kerly has a genuine love for animals and created a comfortable environment for my pet. When I returned home, my dog was relaxed and happy, which reassured me that he had been well cared for. I highly recommend Kerly for anyone in need of a reliable and attentive dog sitter. Thank you, Kerly, for taking such great care of Cue!”
“Eden was so wonderful with our pets and their tricky meds schedule. She was communicative and caring when any issues with the pets came up. Eden even made extra time for us when a family emergency kept us out of town longer than expected. We're lucky to have found her!”
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.
“Carol was INCREDIBLE! She took such wonderful care of my dog Harper, and was great (and creative!) with her updates. She was also an incredible houseguest, leaving my place better than she found it. I would recommend her care to anyone and look forward to her taking care of Harper again soon!”
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.
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?
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 - 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 on Rover is $56 per night as of October 2026. Most bookings cost between $27 and $56 per night. 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 October 2026, there are 1,115 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.
<b>Tip:</b> 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 , 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 South Windham. On Rover:
- 91% 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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