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.”
“Shannon watched our two huskies and stayed in our home while we were away for a weekend. She took excellent care of our home, collected our mail, and took the best care of our Doggos. She sent several picture updates of our dogs which helped immensely. We will definitely use her in the future and highly recommend her to others!”
“She was awesome! She was kind, sweet and loves your pet for you when you're away. We have an 18 year old dachshund with Alzheimers , he needs special care and she provided it. Sending pictures and updates all day!”
“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: 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!!
“Steve was absolutely amazing! He sent so many pictures, was quick to respond and overall just a very kind individual who clearly loves dogs. I cannot recommend him enough!!”
“Annie was great with our two little pups and our senior cat. She was very tentative to their schedules and routines. Follows directions and requests as well. She was the first (of a few) that our older dog actually warmed up to, immediately. Communication was great, with updates constantly. We'll definitely have her house/pet sit again!”
“Cierra was extremely awesome to our dogs and cat. The communication and meet and greet went seamless, and she spoiled them during her watch. She even stayed composed when my dogs acted up beyond what a dog sitter should have to deal with. I would 100% recommend her to watch your companions as well, and would reach out again if I needed a sitter.”
“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!”
“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.”
“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!”
“Kaitlynn has been so wonderful to work with! My dog has anxiety with strangers and she has been so patient with her while working to gain her trust. She is very easy to talk to and to work with and I am excited to continue working together in the future! She followed all routines accordingly including walking, feeding and giving medication. I can’t say enough great things about her!”
“Aiden did an amazing job with watching our dog and house while we were away for 5 nights. Dog was well cared for, happy and comfortable while we were away. Aiden was very communicative and we returned home to our house as clean as we left it. Thank you, Aiden!”
About: I’ve cared for dogs and cats of all ages, from energetic puppies to gentle seniors and I treat every pet like my own. I’m reliable, patient, and always focused on keeping pets comfortable. With experience in walks, feeding routines, medication support, and giving plenty of affection, I make sure every pet feels at home while you’re away. I am currently home from college so I’m pretty much free all week days! But I will do my best to always be there for your pet! I have four dogs at home and very confident that I will be able to take care of yours. My animals are very loved and social because of our loving atmosphere.
“Morgan has been absolutely wonderful. She stayed with our Chihuahua for eight days while we were away on a family vacation. Our Chihuahua doesn’t easily warm up to people, and she took to Morgan very well! Morgan took care of our baby, played with her, cuddled with her, and sent pictures and videos throughout the whole week. She was also house sitting! Our pup will miss her; hopefully we will be able to book Morgan again sometime. Highly recommended!”
“Michelle was so great to work with- communicative, friendly, and our pets loved having her stay for the weekend! She provided detailed daily info about how everything was going, as well as pictures throughout her stay. Michelle handled our senior dog's medications perfectly and ensured he was healthy and well-taken care of the whole time. Our cat also warmed up to her quickly, which isn't always the case. Things couldn't have gone any better and we already rebooked for another stay!”
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
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 for House Sitting in South Windham on Rover is $29.43 per night (as of September 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 September 2026, there are 1,148 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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