House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 7 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.
“Orion & Alex did a wonderful job taking care of our two corgis. They sent photos with regular updates every day. They thoughtfully brought up any issues quickly. Our dogs seemed very relaxed around them both.”
“Lauren is a very sweet young lady. She was very good with our nine week old German Shepherd puppy Nala. I would definitely recommend her and I will be booking her again as long as she wants to deal with my crazy puppy. 🤣”
About: Hello! I’ve been caring for animals for many years and have experience with both cats and dogs. I currently have two cats, and I also had a wonderful dog named Morgan, so I understand that every pet has their own personality, routine, and needs. I’m patient, reliable, and happy to adapt to whatever makes you and your pet feel most comfortable. If you’d like me to meet your pet before the booking, I’m more than happy to do so. If your pet prefers a calm environment, extra playtime, a specific routine, or simply someone to keep them company, I’ll gladly follow your instructions. I understand how important it is to maintain their normal routine while you’re away. Your pet’s safety, comfort, and happiness are my top priorities. I’ll treat them like they’re part of my own family and keep you updated with photos and messages so you can have peace of mind while you’re away. I’m available for morning, afternoon, and evening visits, including weekends. Feel free to reach out, and I’ll do my best to accommodate your preferred schedule. Your pet’s safety, comfort, and well-being are my top priorities! During every visit, I’ll carefully follow your care instructions, including feeding, providing fresh water, cleaning the litter box (for cats) or picking up after walks (for dogs), playtime, administering medications (if needed and with clear instructions), and maintaining any special routines. I’ll always respect your home, keep doors and windows secure, and make sure your pet is safe and comfortable before I leave. I’m also happy to schedule a meet-and-greet beforehand so your pet can get to know me and we can go over their routine in detail. I’ll send regular photo and message updates so you can have peace of mind while you’re away.
About: My veterinary assistant experience with small and large animals sets me apart as I keep a close eye on your animal’s health and well-being. I am not easily spooked, but I want your pet to receive the best care I can give. I am not a trainer, but I am comfortable dealing with some pets with behavioral issues. I want to create the safest and most comfortable environment for your pet, your sanity and myself! I currently work four days a week and have a three day weekend. I am looking to pet sit for people who are going on a short trip or need routine weekend care. I can be flexible with week nights, but it will need to be established well in advance. I am looking to house sit in the owners residence. My cats would not be happy to have any new comers to our family. I am very punctual with breakfast and dinner time, and I am typically one to spend time wherever the pet would like to whether that be indoors or outdoors!
“Kelsey did great with our energetic puppy. She was very diligent about listening to all the things we told her about our dog, environment and needs. I would highly recommend.”
“Kaleigh was absolutely amazing with watching my dog and three cats! She provided great updates every day, which helped me with our week away from them all. All of them were well fed and watered and the boxes were cleaned in a timely manner. The house was exactly as we left it and it was a great relief to have someone so reliable watch them while we were away.”
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.
“Shannon took exceptional care of our dog and cat and home for a week while we were away. She was communicative and sent pictures during the week. Our pets were very happy and healthy upon our return. We will be happy to book her in the future!!”
“Palma was on time, gave all necessary medications, sent photos, and left the house cleaner than she found it! She communicated well. Our babies were in great hands. Thank you Palma!!”
“Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.”
“If I could give 10 stars I would! Elizabeth is absolutely amazing with pets and I highly recommend having her care for your pets. She was so engaging with all of my animals and sent pictures and updates, she’s incredibly kind and genuinely cares for your animals. She even came another time for me when I asked last minute and she was more than helpful to us. I am very grateful I found her and her services and will be using her again. Thank you so much Elizabeth!!!! ~Alyssa, Ben, Lili, Max and Lana <3”
About: My name is Shannon and I love dogs! 🐾 I have a wide variety of experience with big dogs, small dogs, special needs dogs, and senior dogs! I am here to work with your schedule and accommodate you! Low cost and no commitment necessary—every booking is on your terms! Same day cancellation is available with no stress! Every visit includes lots of photo updates to ensure peace of mind 😊 I’m so excited to meet your puppers 🐶🦮 I am extremely flexible and I can work to accommodate to your schedule! Where you have school, work, or are going away, I can make it work 😁I have very open availability, just message me to book! 📆🐾 I have a large, open yard with a fenced in area. I have two smaller fur babies of my own—a beagle and a chihuahua! I also have plenty of toys, treats, and snacks to share with your buddy 🐶 Your dog will never be bored at my house!!
“Emma has been great with Augie. We’ve had her for walks and housesitting. She keeps him very entertained and very happy and we get lots of fun pictures! She treats him like he’s her own 😊”
“Emily was AWESOME. Very communicative upfront and during her stay watching Koby. I came back from vacation to a happy dog and a perfect house. Will 100% rebook the next time I vacation.”
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 :)
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.
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
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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 for House Sitting in South Windham on Rover is $29.43 per night (as of August 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 August 2026, there are 1,127 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 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 South Windham. On Rover:
- 96% of sitters can help with special care needs
- 98% 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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