House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 87 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.
“Sara is a bona fide Cat Whisperer. Our cat enjoyed the time she spent with Sara (we have the pictures to prove it!) and was loving and comfortable when we returned from our trip. My husband and I highly recommend Sara is you ever need a cat/house sitter.”
“Sergey is a wonderful, kind man and took excellent care of our home and pets while we were out of town. Our cat needs a pill and a inhaler and he was completely unbothered. Will absolutely book with him again.”
“Emma was lovely, and Lucca warmed right up to her. She was responsive and I appreciated all the pictures she sent. She left my house spotless, too, which was very nice to come home to.”
“Christina was absolutely phenomenal and provided simply superior in-home dog care when we went away on a week vacation out of town. She is attentive, responsible, amazing with our dogs, and provided daily updates on our pups that we so appreciated! I cannot recommend her enough!”
“Amanda is amazing! She took great care of our pups and sent the cutest pics. She left our house spotless and I just can’t thank her enough for the affection and extra attention she gave our 2 boys. We would definitely use her again and again. Thank you so much, Amanda!!”
“Our dog Maggie was so relaxed when we came home, she obviously felt very safe with Stephanie as her sitter, and that’s saying something for this rescue dog 😍 Thank you!”
“Meghan was a great dog sitter for my two pups! She maintained communication throughout, was always punctual, and showed great flexibility. Most importantly, she was incredibly kind and caring toward my dogs. I recommend her for anyone looking for a reliable and compassionate sitter!”
“Sydney is amazing!!! We have two high energy / high anxiety Boston Terriers and two very social cats - she was great with all of them! She sent adorable pictures, checked in often, sent lots of updates. The dogs clearly had a good time, the house is exactly as we left it, she was prompt, professional, and kind... Literally all the things you are looking for when you're leaving your pets home with someone for days. We'll definitely book her again any time we need someone to stay at the house!!”
“Kayla is amazing! She did such a great job taking care of my stubborn dog and was very respectful of my home while staying there! She sent lots of pictures and updates and did great with his heath issues! I would recommend Kayla for anyone looking for a trusting companion for their pets. I hope Kayla will be available for Bronx’s needs in the future because I would book her again in a heartbeat!”
“Jade was awesome with our dog Honey Bee! She met up with us beforehand so everyone could get acquainted, which made leaving for the weekend way less stressful. She took Honeybee on two long walks a day and sent us a ton of pictures. We always knew exactly how she was doing. We’d absolutely book her again.”
“Amy is wonderful! She is friendly, trustworthy, communicative and genuinely loves animals. From our first interaction to our return, she exceeded expectations. We’re grateful she was available to take care of our boys while we were out of town and look forward to hiring her again.”
“Celine was always quick with communication from beginning to end. She stayed with our two crazy pups, one who can be a handful. She shared pictures, followed their routines, and let our puppy sleep under the covers with her in bed!”
“Marissa was fantastic! I will definitely use her again! My girls fell in love with her, and one likes to test people to see if she can gain control and run the house. Marissa was firm in who was in control, but loving to jot hurt feelings. She provided regular updates and together we got through some tummy issues to make it where I got back home. The house kitties, who were not part of her duties other than to accept snuggles, adored her as well. At one point she was surrounded by 2 dogs and 2 kitties touching her at once! When we got back, as excited as my dogs were to see me, they also looked around me to see if Marissa was there. My animals tell me all I need to know about a person, abd they adore her. Your pets will too!”
About: I’ve taken care of pets of all kinds since I was little and worked at a doggy daycare for 3 years! I have a lot of experience with: • Understanding canine behavior • Dog walking • Off-Leash Trail Adventures • In-Home Pet Sitting • Drop In’s • Med Management and Administration • Grooming (Baths, nail trims, ear cleaning.) I’m free and flexible to dog walk Monday-Friday and willing to pick up some walking on the weekends when available! Animal care is a passion of mine and I’d love to do it full time! I’m confident managing different temperaments, energy levels, and feeding routines. I’m very detail oriented and will follow all care instructions closely to make sure your best friend is happy and healthy. I’m also always providing regular updates and pictures so you can feel completely at ease while you’re away! :)
“It was great to have John stay in our house and watch our dear Dora for a week while we were out of town. He kept us in the loop throughout the stay and was a great guest and dog sitter.”
“Samantha was an amazing sitter. She watched our Goldendoodle for a weekend, and he loved it. She took him on a hike, and from his smiles in all of the pictures, it looked like he was having the time of his life! We appreciated her warm spirit towards our dog, her picture check ins, and how respectful she was towards our house and our requests. Thank you, Sam! 100% would recommend :)”
“I can’t say enough great things about Alyssa! She was easy to communicate with, sweet, great with our two dogs (including a new puppy). She gave frequent and thorough updates with cute pictures. I felt completely at ease leaving her with both my house and my dogs! We would 100% have Alyssa back again :)”
“Miranda was so patient and understanding with our senior chihuahua and won him over. She sent regular updates with pictures. She was very respectful, and took great care, of our home when she stayed the night. We felt so comfortable leaving our dog, and our home, in her care. She is great!”
The median cost per night for house sitting in South Windham is $70
Pet parents share their Rover experiences - South Windham
Christina stayed in our home with our nervous and anxious dog for about 5 days and made us feel comfortable with check-ins and pictures. Christina is kind and you can tell she really loves your pet as though they were hers. We were flying home and Christina stayed with our dog a hour longer than we asked, so she didn’t have to be alone for too long. So kind! Christina left our house in great condition, you wouldn’t even know she had been there. I would have Christina pet sit again and highly recommend her!
Jocelyn provided excellent care for our goldendoodle, Ziggy, while staying at our house for several nights. She provided him with daily walks and adventures, kept up with his medicine, and left our house very clean and tidy. She also provided regular updates and photos. I highly recommend her for your pet sitting needs!
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 $54.16 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 705 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:
- 100% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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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