Pet Sitting in Windsor

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Gillian L.
Verified Enhanced Background Check
Sitter Profile Image: Gillian L.
Verified Enhanced Background Check

1. Gillian L.

Star Sitter
Reliable and Friendly, Cat mom!
Winslow, ME, 04901
15.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
44 reviews
6 repeat clients
Profile image

Gillian was an amazing sitter for our two little kitties- she played with them and made sure they were happy while we were gone! I so appreciate Gillian’s communication, kitty updates, and photos! She is an exceptional sitter!

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Skylar B.
Verified Background Check
Sitter Profile Image: Skylar B.
Verified Background Check

2. Skylar B.

Experienced personal pet owner
Farmingdale, ME, 04344
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Skylar was readily available for drop ins on very short notice. She stopped over to meet our dogs and our family the evening before our booking. Skylar checked in and sent us photos after every stop in. She was super respectful of our home and even won over our standoffish chihuahua! Can’t say enough good things!

Availability updated 5 months ago
Sitter Profile Image: Colleen R.
Verified Enhanced Background Check
Sitter Profile Image: Colleen R.
Verified Enhanced Background Check

3. Colleen R.

Just a girl that loves animals!
Waldoboro, ME, 04572
18.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
71 reviews
22 repeat clients
Profile image

Colleen is very flexible and was willing to extend her number of visits on short notice, which meant so much to us. We always feel reassured knowing Colleen is able to care for our kitties!

Availability updated 12 days ago
Sitter Profile Image: Kelly C.
Verified Background Check
Sitter Profile Image: Kelly C.
Verified Background Check

4. Kelly C.

Peaceful Country Home
Sidney, ME, 04330
13.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
Profile image

Kelly is the best!! The care she provided for our pets while we were away for an extended amount of time was top notch. We couldn't ask for a better pet caretaker! She was on task 100% of the time, She truly loves our pets and treated them as if they were her own. We can't thank her enough and hope to use her many more times in the future.

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check

5. Melissa H.

Passionate Animal Whisperer
Winslow, ME, 04901
16.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
Profile image

Great first visit with Melissa today. My dog immediately liked her. We look forward to many future drop in visits.

Availability updated 8 days ago
Sitter Profile Image: Erin L.
Verified Enhanced Background Check
Sitter Profile Image: Erin L.
Verified Enhanced Background Check

6. Erin L.

Loving pet owner
Winslow, ME, 04901
16.2 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
Profile image

The kitties have a great time when Erin comes. They get to play and she goes the extra mile to clean up and give me an update on their food intake and mood for the day. Thanks Erin!

Availability updated 11 days ago
Sitter Profile Image: Victoria B.
Verified Enhanced Background Check
Sitter Profile Image: Victoria B.
Verified Enhanced Background Check

7. Victoria B.

Must love dogs
Augusta, ME, 04330
9.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
1 review

Tori has had dogs as pets for her entire life and has always had a special connection and love for animals in general. She seems happiest when in the company of, playing with, or caring for animals and they likewise seem comfortable and happy to be with her. Tori has an uncanny ability to relate to and comfort even the most shy or skittish animals. I used to call her a "horse whisperer" because even as a little girl, she was fearless and could calm and ride horses with the most challenging personalities. I cannot imagine a more compassionate, committed, responsible, or effective caregiver than Tori to entrust with the well-being of a dog, or any animal for that matter.

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Andrea W.
Verified Enhanced Background Check
Sitter Profile Image: Andrea W.
Verified Enhanced Background Check

8. Andrea W.

All dogs are good dogs 🫶✨♥️
Windsor, ME, 04330
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
4.9 out of 5 stars
31 reviews
7 repeat clients
Profile image

Ryder our dog was excited to see her from the start which isn’t normal but we were happy to see. She provided us with pictures and updates throughout our night our without us asking. Very affordable and seemed to be affected towards Ryder. She stayed later then was scheduled and cleaned up messes. We will be having her watch him again.

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Michaela C.
Verified Background Check
Sitter Profile Image: Michaela C.
Verified Background Check

9. Michaela C.

Reliable and excited about dogs
Waterville, ME, 04901
16.8 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
Profile image

We loved having Michaela look after our puppy, and or puppy loved her! We’ll definitely be rebooking her next time we go on vacation.

Availability updated 71 days ago
Sitter Profile Image: Madeleine E.
Verified Enhanced Background Check
Sitter Profile Image: Madeleine E.
Verified Enhanced Background Check

10. Madeleine E.

Friendly sitter in Vassalboro
Vassalboro, ME, 04989
8.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
23 years of experience

About: I am a huge animal lover! My husband and I chose fur babies over human babies and have a golden doodle, senior kitty, and two rescue buns! I have experience working with both senior and special needs pets. In addition to cats and dogs, I am also skilled with bunnies, birds, sheep, goats, and chicken. Please don’t hesitate to reach out if you have any questions! I am currently working a full time remote job 9-5 Monday-Friday. I have ample weekend availability and can also assist with evening care on weekdays if needed. Please reach out for any scheduling questions! I love taking long walks and will take your dog as far as they need to go. I do also have experience with leash pulling and am happy to accommodate different harnesses that your pet prefers. I will not work with choke/shock collars as I do believe they do much more harm than good. If a drop in visit is needed, I will come to your home and spend as much time with your furry friends as needed! I can also assist with medication management and prescription diets.

Availability updated 80 days ago
Sitter Profile Image: Joslin S.
Verified Background Check
Sitter Profile Image: Joslin S.
Verified Background Check

11. Joslin S.

Avid animal lover!
Chelsea, ME, 04330
7.0 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client

About: I have grown up with animals my whole life and am an avid animal lover. I am also a dog groomer in my spare time. I currently have 4 dogs and 3 cats of my own. I have experience in dogs of all ages, farm animals, and cats. I promise top notch care for your pet and all of its needs. I am available to walk pets Monday 9-3 Tuesdays 7-3 wednesdays 7-3 thursdays 7-3 fridays 7-3 and saturdays 7-3. I can also pet sit for up to 5 days at a time. I am able to spend large amounts of time with the pets in your home and provide them lots of attention and top notch care.

Availability updated 20 days ago
Sitter Profile Image: Naomi W.
Verified Enhanced Background Check
Sitter Profile Image: Naomi W.
Verified Enhanced Background Check

12. Naomi W.

I'll love your pets like my own
Hallowell, ME, 04347
10.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Naomi has taken care of my pets on many occasions and done an amazing job. One of my dogs is reactive to other dogs and in addition is a “tripawd”, having lost a rear leg due to injury. She can be a bit of a handful to manage, due to her reactivity and also due to her physical limitations. Naomi is an expert managing her behavior and is keenly observant of her physical state; which allows her to plan walks that give my dog the right amount of exercise without overtaxing her. Naomi has also cared for my cats on many occasions and has an instinctive connection with animals, even very shy cats. She is extremely conscientious about feeding and medications, including special dietary requirements for my senior dog. I always feel complete peace of mine leaving my pets in her care.

Availability updated 21 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

13. Jennifer M.

Star Sitter
We treat your dog like family.
Augusta, ME, 04330
10.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients

Jenn is amazing with all animal but she has a special way with dogs and horses. She had my dog for training for several months and when we got her back she was sad to leave but happy to be home. Jen loves animals and it shows with how she handles her own animals and how my dogs love seeing her when she is around they are in her care.

Availability updated 24 days ago
Sitter Profile Image: Nicole W.
Verified Enhanced Background Check
Sitter Profile Image: Nicole W.
Verified Enhanced Background Check

14. Nicole W.

Will treat your babies as my own
China, ME, 04358
6.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
4 reviews
Profile image

Nicole did an excellent job caring for our two cats while we were on a work trip. She was communicative, kind, and sent plenty of pictures. We absolutely recommend her if you're looking for someone to take good care of your pet(s)! Thank you, Nicole!

Availability updated 5 months ago
Sitter Profile Image: Vanessa H.
Verified Enhanced Background Check
Sitter Profile Image: Vanessa H.
Verified Enhanced Background Check

15. Vanessa H.

Dog-lover, guarantees happy dogs!
South China, ME, 04358
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients

About: As a child, my family & I were home socialization volunteers with puppies from guiding eyes for the blind. We boarded 2 puppies almost monthly for years, introducing them to new sights and sounds in a home environment. It's one of my favorite memories from childhood, and what started my love for dogs! 3 years ago I found and adopted a pregnant street pup, Patchouli, while living in Israel. Working with multiple trainers, and because she had a lot of behavioral and trust issues, I trained her myself & after she gave birth, I made sure all the puppies went to good homes! Patchouli made me a hardcore dog-person and I fell in love with dogs because of all that she taught me about them. Let me fall in love with your dog as well :) I just returned back to the US after 6 years abroad and am very flexible on weekends, and can potentially be available on weekdays as well. I will be happy to help look after your fur-baby! I live in a second floor apartment. There are no dogs at home with me, but there is plenty of green space to run around in!

Availability updated 18 days ago
Sitter Profile Image: Lindsay S.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay S.
Verified Enhanced Background Check

16. Lindsay S.

Star Sitter
Join the Paw Palace Party! 🐾 💕
Whitefield, ME, 04353
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per visit
5.0 out of 5 stars
141 reviews
57 repeat clients
Profile image

Lindsay was great! My dogs love her and she was absolutely amazing with them. She really cares about her clients. She took photos and kept me informed the whole time.

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Rachel Y.
Verified Enhanced Background Check
Sitter Profile Image: Rachel Y.
Verified Enhanced Background Check

17. Rachel Y.

Xxxx
Sidney, ME, 04330
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
Profile image

Rachel provided wonderful care for our three dogs and 2 cats while we were away. She stopped by for drop-in visits and stayed for two overnights. She was very professional and continued to provide photo and written updates through the Rover app. She was attentive to the needs and individual personalities of our pets. Our pets appeared relaxed and happy under her care. We definitely recommend Rachel's services and would love to have her sit for us again!

Availability updated over 1 year ago
Sitter Profile Image: Atlas B.
Verified Enhanced Background Check
Sitter Profile Image: Atlas B.
Verified Enhanced Background Check

18. Atlas B.

tell your dog i said hi
Augusta, ME, 04330
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
Profile image

Atlas was so great with yoshi! Very reliable, friendly, and thoughtful and would definitely request again!

Availability updated 27 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Catherine K.
Verified Enhanced Background Check
Sitter Profile Image: Catherine K.
Verified Enhanced Background Check

19. Catherine K.

Must Love Dogs
Augusta, ME, 04330
9.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
1 review

I am so grateful I found her! My new work schedule was so hectic and I was exhausted when I returned home. Long walks with my Yorkie (9) and Yorkie-Palm (1) turned to us just standing in the front yard. I knew it wasn't enough. I knew I needed help, my dogs deserved more. That's when I reached out for help and came across Sky in her eye profile. I was nervous at first because I am really protective of my Yorkies. She arrived on time and communicated with me the whole time she is with my pets, which was very important to me. They absolutely adore her! She is loving and patient with my older Yorkie, but also fun and energetic with my pup. I'm also grateful that I can trust her to watch my pets when I have to go out of town. My dogs are not neutered so they don't have many options when it comes to pet hotels. You can tell she has a lot of knowledge about caring for dogs, but what I love is her friendly attitude and the passion she has for what she does. Thanks to her my dogs are well taken care of when I am away and also get the right amount of exercise on the days I don't have the energy to give them the walk they deserve. Again I am so grateful for such a reliable doggy caregiver, I think she is the best and I'm sure your dogs will think so too!

Availability updated 59 days ago
Sitter Profile Image: Anastasia A.
Verified Enhanced Background Check
Sitter Profile Image: Anastasia A.
Verified Enhanced Background Check

20. Anastasia A.

Anastasia at your service
Chelsea, ME, 04330
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
4.8 out of 5 stars
6 reviews
2 repeat clients

About: I have been working with animals as long as I can remember, I'm pet CPR/First Aid trained and have worked with animals with many medical issues and dog trainers. I am part time collage student and pet sitting is my job. I have plenty of time to spend with your pets. I volunteer some days, but that can be easily worked around. When I care for pets I make sure I have clear information and contact information for vets and the pet's parents. I also know First Aid should anything happen. We will talk over your pets daily routine, anything I need to know, and I will take notes and contact you should I have questions.

Availability updated 62 days ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app