House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
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 took great care of our two old dogs while we were away. He was able to manage their demanding food and medicine schedule with easy. The dogs seemed rested and happy and I know they were glad to be able to stay in their own house. We will definitely book Orion again for future trips!”
“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: 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. I currently foster so the more dogs the merrier. Im in school but my schedule is flexible so I can work around most things as long as I'm informed at least 6 hours in advance. I have multiple sized indoor and outdoor kennels and playpens for your pup. My property is safe and enclosed. I am former military so I tend to stick to strict schedules and have no problem keeping your pup on one if that is what's needed. OR we can hang out on my couch and watch dog training videos...im good with either one. I do training, temperament tests and socialization mostly to make both our time together interesting. Also offer daily pics for your Instagram!
“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!!”
“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.”
“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.”
“We don’t like to leave our boy home alone if we’re going to be gone longer than a couple hours. Palma graciously came and hung out with him at our house, and everything worked out great! Thank you!!”
About: I'm a dog whisperer with a heart! I specialize in personalized playtime and cozy cuddles, making sure your pup feels loved and happy. Whether it's adventure walks or snuggle sessions, I cater to their unique needs! I’m currently unemployed by choice, but I run a few side businesses and have plenty of hobbies. I have my own baking business, along with a custom crafting business. I’m a huge reader and enjoy cooking and cleaning while my partner is working. I make sure to set aside time for walks, playtime, and training sessions. I also keep a flexible schedule to accommodate any special needs, like feeding times or medications. It’s all about keeping the pups happy and healthy while fitting it into my day! I make sure to stick to their routine, keep things safe and clean, and give them lots of love and attention! Plus, I send updates to the owners so they know their pets are happy. 🐾
“Keshia was great! My dogs loved playing with her and told us that we should go away more often. On time and our dogs were extremely happy and slept all night with out needing to go out. We were very pleased to have Keshia as oidog sitter.”
“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”
“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.”
“Rebekah took great care of my dog. She took him on daily hikes or walks , sent picture updates while I was away , and gave him lots of tlc. I felt really safe leaving my dog in her care and will definitely use her in the future.”
“Savannah was wonderful, I would highly recommend her to watch your pet. She always quickly responded to me and sent pictures of my pet to let me know they were comfortable and happy staying at home. I will definitely use her services again without hesitation.”
About: My experience includes working with horses, donkeys, sheep, chickens, fish, reptiles, birds and more. I have my own dog Paul, and I've owned dogs and cats in the past as well. My most recent certification is in wildife rehabilitation, and I work part-time as an educator at an aquarium. I surround myself with animals and I hope to do so for the rest of my life. I work on Sundays and Mondays, volunteer on Thursdays, and may be called in on other days. I am responsible for my own animals at home as well. As long as I have time to plan for animal care for others, I will make that care a priority. Clearly written instructions on specific care for your animals is appreciated, but I can use my knowledge and experience to make the right calls if anything comes up.
The median cost per night for house sitting in Windham is $55
Pet parents share their Rover experiences - Windham
Bekka was a terrific companion for my two pugs. She indulged their insatiable appetite for play, and made sure that they got plenty of walks and kept to their feeding schedule. She also did a great job looking after the house and taking care of a few vital upkeep items. Bekka is excellent!
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 near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 3 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
As of July 2026, there are 1,191 sitters on Rover offering House Sitting across 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 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 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 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 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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