House Sitting in Windsor

Find a loving house sitter to watch over your pets and your home.

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Top rated Windsor house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Liseli M.
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Liseli M.
Star Sitter
from
$82
per night
4.9 out of 5 stars
41 reviews
13 repeat clients
4 years of experience
South China, ME, 04358

Liseli is an absolute delight-our dog Winnie was super comfortable with her from the first meeting. Winnie was in great spirits when we got home. The house was in A+++ condition! Thank you, Liseli! So happy!!

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Sue L.
Sitter Profile Image: Christi C.
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Christi C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Whitefield, ME, 04353

Christi was a terrific house/pet sitter for us. She sent daily updates of activities and pictures of our cat, Lucy, and young golden retriever, Pepper. Pepper is a bit of a handful and Christi spent a lot of time with her on walks, car rides and clicker training. We really appreciated her efforts. The daily communications reassured us that our pets were in good hands. It was nice to see how Lucy snuggled right up to her. We were greeted by happy pets on our return and a tidy house. We highly recommend Christi for a pet sitter.

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Linda & Jim M.
Sitter Profile Image: Esther B.
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Esther B.
from
$45
per night
1 repeat client
4 years of experience
Gardiner, ME, 04345

About: Hello! I am new to Rover but I have been working with animals all my life from a very young age and I have been pet sitting for about 4 years. There were always pets in the home, mostly dogs and cats all my life and I have thorough experience being around animals and knowing how to take care of them. I took a major part in taking care of the puppies that my family bred most of my childhood, I have experience in working with a variety of animals such as dogs, cats, reptiles, roosters/chickens, horses, guinea pigs, etc. Besides working with my own pets I have been pet sitting for around 4 years now and have become very comfortable working with other peoples pets. I pride myself on my attention to detail and focus on making sure your pet/pets are as comfortable as possible. I am currently a student but most of my classes are online so I am very flexible and available pretty much every day of the week currently. I am able to be intuitive and approach every animal with the care and attention that is specific to their needs. I am sensitive to boundaries and always making sure to focus on listening to what they are communicating.

Sitter Profile Image: Carla V.
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Carla V.
Star Sitter
from
$70
per night
4.9 out of 5 stars
44 reviews
8 repeat clients
5 years of experience
Waterville, ME, 04901

We were staying in an Airbnb out of state and were in need of a Pet Sitter for a family wedding and, after reading reviews, we found Carla. Carla came a few weeks before her scheduled time to stay with our golden doodle and we felt immediately at ease with her. She was easy to reach and communicative throughout the whole process. When the time came for her to watch our pup, she arrived in ample time so that we did not feel stressed about leaving on time. She immediately began playing with our dog. Throughout the stay she sent pics and we felt very at ease. Our pup was happy and had a lot of play time. Upon return, the house was clean, bed was stripped and everything was in order. If we were to return to the area, we would absolutely book Carla again in a heartbeat!

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Kristen B.
Sitter Profile Image: Ascher t.
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Ascher t.
from
$30
per night
25 years of experience
Vassalboro, ME, 04989

About: Hi! I’m a lifelong animal lover with experience caring for a wide range of pets, including dogs, cats, and horses. Growing up around animals has given me a deep understanding of their needs, personalities, and behaviors. I’m attentive, patient, and committed to making sure every pet feels safe, comfortable, and loved while you’re away. Whether it’s going for walks, playtime, or just providing companionship, I treat every animal as if they were my own. I’m also experienced in administering medications and can confidently follow any specific care instructions to ensure your pet stays happy and healthy. You can count on me to provide reliable, compassionate care and plenty of updates so you have peace of mind while you’re away! Pet care fits naturally into my routine, especially during evenings and weekends when I’m most available. I make it a priority to be there for pets when their owners are busy, traveling, or just need an extra hand after a long day. I’m consistently available for evening drop-in visits, making sure pets are fed, exercised, and given plenty of attention and companionship before settling in for the night. On weekends, I have even more flexibility and can accommodate multiple visits, extended care, or last-minute bookings. Caring for animals is something I truly enjoy, so I build my schedule around giving them the time, consistency, and care they deserve. I tailor my care based on each pet’s needs and the service requested, whether I’m in my home or yours. My goal is always to keep pets comfortable, safe, and as close to their normal routine as possible. In a client’s home, I focus on maintaining your pet’s usual schedule feeding, walks, playtime, and any special care instructions so they feel secure in their familiar environment. I keep things clean and organized, and I’m respectful of your space while making sure your pet gets plenty of attention, affection, and exercise. I also provide regular updates and photos so you always know how your pet is doing. If caring for pets in my home, I provide a calm, safe, and pet-friendly environment where they’ll receive lots of supervision, love, and attention. I make sure they have a comfortable place to relax, consistent potty breaks, and plenty of playtime. I’m attentive to details and experienced in administering medications if needed, and I’m always mindful of each pet’s personality, energy level, and comfort. My priority is making sure every pet feels happy, safe, and well cared for while you’re away.

Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Winthrop, ME, 04364

Felt very comfortable, leaving my dog with Lauren. She sent pictures of the walks and took very good care of my dog. I will use her again if she’s available

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Pamela P.
Sitter Profile Image: Avery F.
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Avery F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
20 years of experience
Bath, ME, 04530

Avery takes such great care of my dog Bub and is a wonderful communicator and very reliable! Bub gets a bit nervous to be with a sitter, but always seems like he's had a very fun and relaxing time when I come home from a trip. Thanks so much for hanging with Bub, Avery!

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Jessica J.
Sitter Profile Image: Katharine D.
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Katharine D.
from
$75
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Randolph, ME, 04346

About: I’ve never not had a pet in my house hold, owning cats, dogs, and even lizards and hamsters over the years. Growing up I also pet sat for birds, snakes, dogs, cats, and fish as well as worked on a horse farm for two summers. My own personal dog is a senior lad at the age of 14 years and have a kitten at home. Ive worked with puppies, adult dogs, and senior pups, kitten and full grown cats. I love to spend time playing and petting them (if thats what they want) and will do my best to love them a fraction of what you do to keep them happy while you’re away! I work in Portland until 4pm every week day and get back to the area around 5. I would be free to care for your pets from around 5:30pm-6:20am. I can feed, walk, brush, pet, and/or play with any of the animals you may have tailoring to whatever best suits their needs, I am an animal lover and want to best support the critters in any way I can in your absence.

Sitter Profile Image: Erin D.
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Erin D.
from
$55
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Benton, ME, 04901

Highly recommend Erin for your critter care!! 11/10!!! She watched out 2 dogs, cat, chickens, and house for a week and a half and did such an amazing job. She was very communicative, giving us updates every night. She left the house cleaner than when we left and just did such a good job with our animals. We will absolutely be having Erin help us again and you should too!!

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Emily P.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$80
per night
5.0 out of 5 stars
30 reviews
21 repeat clients
10 years of experience
Wiscasset, ME, 04578

Hannah was the BEST! She really is an animal lover. Our cats took to her upon meeting her for the first time because she gave them each individual attention and pets to introduce herself. She was responsive, sent pics, and I did not worry. We came back to an immaculate house, and 3 happy cats. Thank you Hannah!

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Ann R.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$60
per night
5 years of experience
Augusta, ME, 04330

About: I have had dogs and taken care of dogs and cats since childhood. In my more recent years I have dog sat for family members and neighbors. I have enjoyed being able to give peace of mind to them knowing their pets are safe, happy, and cared for. Owning a dog and cat myself I understand the stress and fear of having to leave your pets. Whether it’s work, vacation and other life events it can feel like you’re leaving a piece of your heart behind while you’re away. I strive to bridge that gap and be able to provide peace of mind. My dog is a rescue and came to me with some behavioral challenges: fear, reactivity, resource guarding and separation anxiety. Since being with me he is a thriving boy with manners and is learning new skills and tricks every week! That being said I don’t scare easily and have experience managing a variety of behaviors. I know from experience leaving a pet that has some big feelings at times can be even more challenging and thats where I come in. To offer you peace of mind knowing your dog or cat will be safe and cared for with me. I firmly believe in the saying no bad dogs and would love to get the opportunity to take one worry off your plate while you are away! I have summers off and am able to be around as much or as little as needed for your pet in the summers as that is a busy time for vacations. I do structured schedules with play, train walk and rest times with pets. I can also create scheduled enrichment times throughout our time together. I try to cater what we are doing based on needs of the dog so they are fulfilled.

Sitter Profile Image: Nathan B.
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Nathan B.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Augusta, ME, 04330

Nathan was terrific - asked good questions about the kids ahead of time, was communicative while we were away and left everything in great order/condition for our return home. Offered to stay additional as well if our flights were delayed. Very considerate and great with the dogs and cat - they took to him right away!

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Sarah P.
Sitter Profile Image: Samantha G.
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Samantha G.
from
$40
per night
12 years of experience
Farmingdale, ME, 04344

About: I've been dog/cat/petsitting for the past 12 years. I started when I was 16 with my neighbor's cat, and grew from there. Over the years, I have also worked at a doggy daycare as a mischief manager, a vet's office as a tech, and a shelter as a med tech. I do have experience (4 years) of injections and administering medicine. Above all, I also just have a huge heart for animals. Plain and simple, they all deserve love and care. I work remotely as a freelancer, and so I am able to still provide full attention to your animals during the day. Working my own schedule means I mold it to your pet's schedule! I will treat your home with the most respect. I will work hard to make sure all pet safety procedures you have are followed to a T.

Sitter Profile Image: Jedan S.
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Jedan S.
from
$86
per night
5.0 out of 5 stars
5 reviews
13 years of experience
Winslow, ME, 04901

Jedan is amazing!!! She stayed at our house for about a week and cared for (and spoiled!) Kimmie as if she were her own, buying her toys/treats and even cooking for her. She kept us constantly updated with messages and photos and was extremely respectful. Looking forward to booking her again!

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Laurie G.
Sitter Profile Image: Paige C.
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Paige C.
from
$40
per night
5.0 out of 5 stars
27 reviews
3 repeat clients
7 years of experience
Manchester, ME, 04351

Paige is a life saver!!! I’m able to go away w no stress while she takes excellent care of my fuzzy ones! So thankful for Rover, and for Paige’s four years of helping me head out for work and vacation!!!

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Rachel B.
Sitter Profile Image: Chloe S.
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Chloe S.
from
$30
per night
6 years of experience
Augusta, ME, 04330

About: I have experience with animals from Great Danes to Fancy rats. I have training experience as well with things such as potty training, walking etiquette, and a few show tricks. I have college classes in the afternoons but my mornings and nights are wide open on weekdays. As for weekends its just dependent on the day so I'll need advanced notice. I have a small yard, and within a quarter mile from the nearest park. I can give potty breaks ever hour if need be, and I'm great at matching an animals energy level.

Sitter Profile Image: Clara W.
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Clara W.
from
$75
per night
4 years of experience
Belgrade, ME, 04917

About: I have worked with all kinds of animals in professional and non professional settings for years and have found that it is my passion. I am excited to work with your furry friends! I am an online college student so I have an abundance of flexibility and availability to work with animals during the work week and possible weekends. I am reliable and a fast learner and a great communicator! I will care for your pet however you need and keep you updated when you would like!

Sitter Profile Image: Natalie P.
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Natalie P.
from
$100
per night
4.9 out of 5 stars
40 reviews
10 repeat clients
8 years of experience
Nobleboro, ME, 04555

My husband and I are so grateful for Natalie. One of our dogs has cancer and requires more focused care and we have not been able to travel together for over a year. When we met Natalie we knew she was the right person to take care of our dogs. Natalie asked all the right questions and wanted to understand the details of our feeding and medicine instructions. She sent us a daily photo of our very happy dogs snuggling with her on the couch. We are looking forward to our next opportunity to travel now that we have a great pet sitter!

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Jeannette D.
Sitter Profile Image: JAMES VINCENT H.
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JAMES VINCENT H.
from
$44
per night
10 years of experience
Augusta, ME, 04330

About: I have a history of pet grooming but I currently do not groom. I’ve worked in kennels, dog salons, and around dogs in general for many years. I treat all animals as if they were my own Right now I have a full time job so I can walk dogs after work and on the weekends ! I can also come to your home to dog sit / drop in/ etc. I like to stick to a dogs schedule as it stands already, plays anything else the client would like me to do. I am fine with having playtime, outside time, rest periods, walkies, etc.

Sitter Profile Image: Josephine C.
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Josephine C.
from
$120
per night
6 years of experience
Belgrade, ME, 04917

About: I’ve had pet dogs and cats since I was 5 years old. I’ve always loved taking care of them, and being someone that they can rely on. Caring for animals is a big part of my life and something I hope to be forever passionate about! I am working full-time for the summer. I am a college student who will be going back to part time in the fall to finish my last year. I’m mostly free in the evenings and on odd days during the week since I work a rotating schedule. The fall will look different as I’ll be working part-time while also going to school! I’ve been handling large dogs since I was a young teenager, so I’m very comfortable with all types of breeds. I’d consider myself very gentle when it comes to animal care.

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The median cost per night for house sitting in Windsor is $60

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Windsor average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windsor on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windsor house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 95 house sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of Windsor house sitters respond in under an hour.

House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windsor.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.