House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
Over 15 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.
“Mikayla stayed with our active Jack Russell for 2 weeks while we were away. I never worried about our pup, knowing that she was being taken care of and played with. Mikayla shared updates and pictures, and answered promptly when I checked in with her. I recommend her without hesitation, we have never been so at ease while away.”
“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.”
“Again, Sarah was wonderful in taking care of Lucy. She was available for my last minute request and managed everything well. She even watered my plants! Sarah always goes above and beyond. Lucy always seems very happy and content upon my return. I would highly recommend her.”
“I really can't say enough about April!! She sent me daily photos and updates. I hate having to leave our puppy, but never worried once that he was in good hands!! I will check her availability first before even planning time away! Thank you so much again April!!”
“Andrea was able to watch our dogs very last minute before Labor Day. Very seamless. Great communication and dogs enjoyed her around. Will definitely use again in the future.”
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.
“Indigo stayed for a few nights to watch my dog and cat giving them lots of cuddles walks and keeping me apprised of how everyone was doing with frequent updates and photos. Indigo left the house spotless and would be welcome back anytime.”
“Jennifer is wonderful! We used her for house sitting with short notice after our other sitter fell through and we are so glad we found her! We will definitely use her again. She happily came by before the sitting to meet our dog and go over instructions. She was very attentive. Jennifer did a great job keeping our anxious, energetic, sweet guy company and took excellent care of him too. Her check ins were very thoughtful and we appreciated the updates and photos. Jennifer is kind, personable and professional. We highly recommend her.”
“Christine was absolutely wonderful! I have a senior dog and a quirky dog and she took care of them exactly how they needed! I was able to enjoy myself knowing they were in great hands. It was like having a trusted family member watching them.”
“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.”
About: Hi! I’m Alanna, a lifelong dog lover with both personal and professional experience caring for pets. I’ve been taking care of dogs since I was a kid and I’ve worked as a shift lead at a pet store for over 2 years, where I also handle dogs in the grooming department. This means I’m very comfortable working with different breeds, sizes, and temperaments including anxious or high-energy dogs. I have experience with handling, basic grooming support, and reading dog behavior, so your pet’s safety and comfort are always my top priorities. Whether it’s walks, playtime, or just keeping them company, I’ll make sure your pet feels happy, safe, and loved while you’re away! Pet care is a natural part of my daily routine. I work part-time and take most of my college classes online, which allows me to have a very flexible schedule. I’m able to be available throughout the day for walks, feeding, playtime, and making sure pets get plenty of attention and care. I always adjust my care based on each pet’s individual needs and routine. In a client’s home, I stick closely to their normal schedule to minimize stress, including feeding, walks, playtime, and any medications or special instructions. I make sure pets feel comfortable in their familiar environment and provide regular updates. If caring for pets in my home, I provide a safe, clean, and structured environment with constant supervision, regular potty breaks, exercise, and plenty of attention. My experience working in a pet store and handling dogs in grooming has made me confident with a wide range of temperaments, so safety and comfort are always my top priorities.
“Carina was amazing! She watched Oliver for the day on super short notice and was so great with him. She sent pictures and updates throughout the day, which I really appreciated. Oliver seemed so happy and well taken care of. I would definitely have Carina watch Oliver again and highly recommend her!”
“From the start, Hannah was professional, responsive, and easy to coordinate with. She was so sweet to our puppy and he really seemed to enjoy her company! She sent updates and pictures which gave us a peace of mind. Our puppy was well cared for and happy when we returned. We will absolutely be booking with Hannah again!”
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.
“Wren is fantastic! He clearly loves animals and connects well with them. He's very friendly and personable with humans, too. :-) Wren is punctual and an excellent communicator who responds very quickly to all forms of contact, plus he follows instructions well and doesn't need a lot of hand-holding to get the job done. What more can you ask for in a pet sitter? We are very happy with his services and look forward to working with him for our future pet care needs.”
“Jessica. I’m grateful we’ve reconnected. Thank you for taking care of our crazy girl. Boarding just doesn’t work for her so this is the perfect solution and the added bonus of some cleaning which you didn’t need to do but….we are grateful for. Thank you thank you!!!”
“We hired Sarah to come and stay with our girl Sunny while we were on vacation. I had Sarah come to walk her once a week, leading up to her stay so that they could get to know each other. Poor Sarah lol! One obstacle after another and she handled it like a trooper. She even went above and beyond and picked up medication from our vet and started Sunny on it. She sent me pictures all the time and she was great at communicating on how Sunny was doing. I really didn’t worry about Sunny being in her care. Sunny really liked Sarah! We got home and the house was in great shape. She had gotten all the mail and everything was waiting on the table. Having a great sitter come to your home is the way to go. Thanks so much Sarah❤️”
“We couldn’t be more grateful for the amazing care Trie provided for our 13-year-old Maltipoo. He has a tough time with separation anxiety and often struggles with eating when we're away, but Trie was absolutely incredible with him. She stayed by his side, took him on several walks a day, and knew exactly how to encourage him to eat. Trie sent us frequent updates and lots of photos, which gave us so much peace of mind. For the first time, we were able to truly relax on vacation knowing our fur baby was in such loving hands. She is incredibly sweet, gentle, kind, and attentive — exactly the kind of person you’d hope to find to care for your pet. We’ll definitely be booking with her again for any future travel!”
The median cost per night for house sitting in Windham is $60
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.
Sarah did a wonderful job taking care of Kali & Zoe. Sarah sent plenty of updates and pictures so we were confident all was well while we were gone. She was super patient with Kali when she was afraid of fireworks and needed extra love, and we came back to 2 happy pets. We’d be happy to have Sarah back again. Thank you!
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 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 4,272 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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