House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
Over 12 pet parents in Windham have booked house sitting
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.
“Skylar was extremely helpful and accommodating to all of our many needs. She took great care of our pups and we hope to use her services as much as possible. Thank you ?”
“We highly recommend Jenna. She was the perfect sitter for our dog and cat. Phenomenal communication and what’s more, we came home to an immaculate home! We couldn’t have asked for more.”
“Thank you Mikayla for taking care of our little guy! Tucker is a special little Yorkie with health concerns requiring constant monitoring. Mikayla stepped up and delivered reliable excellent care. Oral medication and special dietary needs were taken care of. She communicated with us and sent pics of our guy which was a relief. We could relax and have peace of mind. Bonus, she left the house clean and tidy! We already have our next trip booked! Thank you again!”
“Sarah was great! She took the time to meet with me ahead of time to review Lucy's special needs. She even did research ahead of time so she would be familiar with her disorder. She arrived on time and communicated quickly every time I reached out. Lucy seemed very happy upon my return. She helped keep the house in order and even watered my plants. She is extremely kind and caring. I have fully confidence in leaving Lucy in her care. I will definitely continue to request Sarah as I need assistance.”
“Lilian was fantastic with Dexter and Nova during our booking. Dexter, our energetic little pup, and Nova, our sweet cat, were both calm, happy, and clearly well cared for when we got home. Lilian kept everything smooth and stress‑free, giving them plenty of attention and making sure their routines stayed on track. It’s such a relief knowing they were in kind, capable hands. We’d definitely book with her again!”
About: I have two Australian Shepherds of my own, so I know firsthand how much love, attention, exercise, and care dogs need! I have years of hands on experience caring for dogs, including walks, feeding, playtime, and daily attention. I’m comfortable with dogs of all sizes and personalities and always make sure they feel safe, happy, and well cared for. Since I work remotely, I have a flexible schedule and would love the opportunity to spend more time with your furry friends! I work remotely, which gives me a flexible schedule and allows me to be available for pet care throughout the week. I’m reliable, communicative, and happy to work with your schedule to make sure your pets get the care and attention they need. I’m also available for walks, drop ins, and other pet care needs! Your pet’s safety and comfort are very important to me. I follow all care instructions closely and make sure your dog feels safe and well cared for. I’m attentive, reliable, and happy to send updates while you’re away.
“Korryn is fantastic! Our dogs love her and she was so good to them! Korryn is very punctual and responds very quickly to messages. She even cleaned the dogs treat dishes which we found so sweet. Sometimes it’s the little touches that mean so much. Very respectful of our home and we felt so relaxed while away. We will definitely be contacting her again for future sitting of our dogs.”
“Isabella took amazing care of our 3 cats! When their auto feeder stopped working suddenly she was able to swing by in the morning to fix it. We loved the check ins and photos we received giving us piece of mind that are fur babies were well cared for. 10/10 would book again!”
“April is beyond amazing! She is the best pet sitter hands down! She not only took great care of my pets but also my house. She is a great communicator and very trustworthy! Our family was blessed to have her!”
About: Walking your dog will probably be the highlight of my day!I’ve spent my whole life helping raise dogs small to large, as well as helping friends and family out often. Even though in college I was a Health Science major, i took elective animal psych and behavioral classes that i feel really helped my understanding and knowledge about dogs and cats! I make my schedule to fit my pets needs, so in the morning I let my 2 dogs out for potty and little exercise before breakfast.My mom works from home so she will come let them out around noon and at 5 one of them goes on a walk with me while the other stays back in the yard (he doesn't like the outside world)! I will make sure your dogs needs are met depending on breed, size, age, etc. I have worked and owned dogs from 12lbs to 105lbs so I feel well equipped. If your dog is a breed I am not familiar with I will look into the breed beforehand to better understand the dog. Im used to reactive dogs, and am careful to read their body language at all times.
“So happy to have found Hannah! We have a very large irish wolfhound mix rescue dog who is very anxious. Hannah did a meet and great before our initial booking and she was terrific with him. Was very patient and calm and just let him drive the meeting. While we were away, she was very communicative and provided lots of pictures which made us feel very comfortable that he was being well cared for. She did all that was asked and even had to handle meds for our pup. With her experience and comfort level I won’t hesitate calling on Hannah again to take care of our Charlie.”
“Alana showed a calm demeanor that my 80 lb German shepherd puppy responded to very well. the meet and greet was a good idea. Alana and Freya enjoyed playing ball together and Freya was happy hanging out with her. I would definitely ask for Alana again.”
“Christine did her usual wonderful job taking care of our Bobby. She has such patience with our almost 15 year old Cavalier King Charles Spaniel. She is very responsible and reliable! We so appreciate her and highly recommend her as a petsitter/housesitter.”
“Indigo was able to sit on short notice when another sitter left a weeks long stay early. They were prompt and communicative and helped me in a touch situation. I had peace of mind knowing that my pets were well cared for.”
About: I'm happy to work with dogs of all walks and understand some dogs may need more time than others to get to know me. I'm experienced with training tools (crates/prong/ecollar) through working with a professional trainer with my own dog (a 3yo 80lb GSD mix), though respect owners' choices who prefer not to use them. My preferred relationship building style is through play and trust, putting dogs' safety and needs first. I currently work a full time 9-5 on weekdays. I'm available on weekends for drop ins and walks. 1-2 mile trail walks offered in the morning hours of summer and from dusk-dawn in other seasons. I often put the dogs safety and needs first and respect any boundaries you/your dog have. Aside from drop ins and a walk around the neighborhood, im very open (and love the great outdoors) to taking your pup on a short 1-2mi hike at nearby public dog friendly trails. My dog would love a hiking buddy if his vibes are right with yours!
“I felt very at ease leaving my dog with Christopher. He sent all kinds of great updates, snuggling, and playing. My dog is high energy and reactive, and they got along great. My dog also had a Minor injury and Chris went above and beyond to stay with him and keep an eye on things making sure he couldn’t make it worse.”
“Kirsten was wonderful. She was prompt and took great care of my dog Shotz. I appreciated the pictures and updates. Shotz seemed to like her as well. I would definitely have her dog sit again!”
The median cost per night for house sitting in Windham is $65
Pet parents share their Rover experiences - Windham
Juliet was a wonderful sitter for our dog Bessie. When we initially met her Bessie went running right over to her and was completely comfortable with her from the start and vice versa. Juliet was in communication with us while we were away when necessary and provided us with daily pictures. She followed Bessie’s schedule for meals medication and potty breaks just as we requested. Our dog was very relaxed when we got back and everything looked great in our home just as we left it. We would definitely use Juliet again and recommend her to others as a pet sitter.
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 - Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in Windham average 4 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
The average cost for House Sitting in Windham on Rover is $48.84 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 4,241 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:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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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