Pet Sitting in Windham

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kasch T.
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Sitter Profile Image: Kasch T.
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1. Kasch T.

Can’t wait to meet your pets!
North Yarmouth, ME, 04097
12.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
208 reviews
83 repeat clients
from
$22
per visit
Profile image

We found Kasch through Rover last year and he’s been an amazing pet sitter for our pup. This past weekend there was a snow storm when he was set to do drop in visits with our pup. He was responsive to my messages prior to the storm and provided excellent care while we were away, even with the weather. We are incredibly grateful to have found such a responsible, reliable dog sitter who consistently provides excellent care for our pup when we are away!

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Sitter Profile Image: Ella W.
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Sitter Profile Image: Ella W.
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2. Ella W.

Star Sitter
UNH student home for the summer!
Cumberland, ME, 04021
5.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$16
per visit
Profile image

Being able to have Ella check in on our dog was a major relief on such short notice. Our main concern was that he would be lonely and Ella was kind enough to spend some time on the couch with him while she studied. We will definitely reach out to her again! Thanks Ella.

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Sitter Profile Image: Amy Y.
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Sitter Profile Image: Amy Y.
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3. Amy Y.

I would love to care for your pets.
Westbrook, ME, 04092
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$25
per visit
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Amy was fantastic! She was able to take care of Pepper on short notice and I’m so glad we were able to make it work. Pepper absolutely loved her! We’ll definitely work with Amy again.

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Sitter Profile Image: Rose M.
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Sitter Profile Image: Rose M.
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4. Rose M.

Rover 101
Animal lover
Westbrook, ME, 04092
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
273 reviews
72 repeat clients
from
$17
per visit
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Rose is great! She sends very descriptive updates, lots of pictures and takes really good care of our cat Francesco. I highly recommend Rose!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hanna C.
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Sitter Profile Image: Hanna C.
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5. Hanna C.

Experienced and loving!
Rosemont, Portland, ME, 04103
8.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$16
per visit

About: I have worked at my local humane society, dog sat and walked dogs in the past. I also had my own pup that I cared for until this January, when he passed away of old age. I love dogs with all my heart and have had my fair share of experience with them in terms of handling, socializing and walking them. I love to run so I am open to running/ playing with dogs who need an extra energy release. As I work full time, I am available on the weekends or in the evenings during the work week to walk dogs. I am flexible with certain weekdays however. I always keep pups on a leash and am cautious of interactions with other dogs/pets. I stay in let-safe areas and stop periodically for water and treats.

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Sitter Profile Image: Josie S.
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Sitter Profile Image: Josie S.
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6. Josie S.

Member of a 20 paw family
Nasons Corner, Portland, ME, 04102
7.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
10 repeat clients
from
$15
per visit
Profile image

Josie was super sweet and did a great job with my two cats! She asked questions to better take care of them and was even kind enough to take in the mail for me when I was away for an extended period of time. Will definitely book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa W.
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Sitter Profile Image: Melissa W.
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7. Melissa W.

Rover 101
Your dog will dig me
Falmouth, ME, 04105
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$20
per visit
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Melissa went above and beyond to take care of my dog while I was out of town. She drove to my house during a storm to make sure my dog would be fed and cared for. She was also great with communicating with me, which I really appreciated. I would definitely choose her again to take care of my dog.

Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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8. Christina R.

Worry No More Pet Care
Gorham, ME, 04093
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
154 reviews
66 repeat clients
from
$30
per visit
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Christina did a wonderful job caring for our cat and birds all week. Her updates and photos were much appreciated while we were away. She was easy to communicate with and responded promptly.

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Sitter Profile Image: Lily F.
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Sitter Profile Image: Lily F.
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9. Lily F.

Energetic, Flexible, Compassionate
Falmouth, ME, 04105
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
108 reviews
62 repeat clients
from
$30
per visit
Profile image

Lily continues to be the conscientious, reliable, and caring person we have known her to be since the beginning. She has cared for our cats for several-week periods a few times now - - they love her, watch for her arrival (we see them on Ring), and run excitedly when she comes in. She clearly is bonded with them. Lily has been a joy for us to have as a pet sitter - - she is warm, communicates quickly, we know our cats are happy, and we have peace of mind while we are away. I recommend her highly.

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Sitter Profile Image: Alyssa A.
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Sitter Profile Image: Alyssa A.
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10. Alyssa A.

Here when you need it - Pet Lover!
Westbrook, ME, 04092
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$20
per visit

Alyssa has been an animal lover for her whole life and would adopt all the dogs if it was her choice. She loves all animals and is a natural laid back caregiver, I would not hesitate to leave her with my dogs and my children 😀

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Sitter Profile Image: Brianna O.
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Sitter Profile Image: Brianna O.
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11. Brianna O.

ABA Trained Pet Lover
North Deering, Portland, ME, 04103
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$20
per visit

Brianna is simply amazing! My pup, Ralph, adores her (as do we) and her services have made such a difference in both his life and ours. My partner works from home, so Ralph is used to always having someone around. This made it very challenging when one or both of us had to be away, and was very anxiety-inducing for all three of us. He would always be “off” for quite a while after we’d have to be gone or even when my partner would have to go into the office for one day to work. Since finding Brianna, she is our go-to for our Ralph’s needs whenever we can’t be there for him! We always had familiar friends or family care for him when we couldn’t be there, but he would still be “off” for a bit… Ralph is very social but can be timid around new people, so I was nervous about using an unfamiliar face for the first time. To our surprise, Ralph was no different when we got home! Since regularly using Brianna, she and Ralph have formed a great relationship, and his separation anxiety and attention seeking behaviors have both reduced IMMENSELY. We’re no longer spending our time away worried about Ralph and how he will react to us being gone. We all love Brianna!

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Sitter Profile Image: Janet T.
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Sitter Profile Image: Janet T.
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12. Janet T.

Reliable and Trustworthy Petsitter
Westbrook, ME, 04092
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

As a former pet care company owner, loving and trustworthy pet care providers are the most important asset you could have. Janet loves pets and is extremely trustworthy with them and their owners’ homes. She is attentive and caring so you can rest easy that your pets is in good hands!

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Sitter Profile Image: Natalia A.
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Sitter Profile Image: Natalia A.
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13. Natalia A.

Doggos give me life!❤️
Westbrook, ME, 04092
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$12
per visit

About: Hi, my name is Natalia! Full time security supervisor and full time animal lover. I have two cats and two dogs, both of which live at my parents and I miss very much! I’ve had pet care experience for about two years, pet sitting and dog walking as well as staying overnight from time to time. I give the animals all the attention they need. I will put them first always. Not only is dog walking fun, but it’s great exercise. Or just relaxing on the couch with a kitty after a long day of playing. Whatever needs to be done for your fur baby, I will be more than happy to accommodate. Our pets are the things we should always hold close and I will treat them like my own. I hope to hear from you! I can also take tons of professional looking photos of your fur baby so you live through them while you’re away!

Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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14. Leah C.

Excited to meet your pet.
Westbrook, ME, 04092
5.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$14
per visit
Profile image

Leah was great! We had a super last minute trip come up and needed someone to come feed our cat her meds and am/pm food. Leah was very responsive and quickly set up a meet and greet. Chara was in great hands!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Abigail G.
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Sitter Profile Image: Abigail G.
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15. Abigail G.

Experienced animal lover
Falmouth, ME, 04105
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$30
per visit
Profile image

Abby was awesome, super professional and Kenny loved her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chrissie F.
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Sitter Profile Image: Chrissie F.
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16. Chrissie F.

Pet Lover ❤️
Westbrook, ME, 04092
4.0 mi. away
Drop-In Visits
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$25
per visit
Profile image

Chrissie watched our cats over the holidays, and I realized recently that I hadn’t left her a review! That’s unacceptable, as she was such an awesome cat sitter. She provided great updates, spent quality time with them, and made us feel very comfortable with spending time away. Chrissie was our first sitter through Rover, and she really gave us confidence in the app as a whole. I’d definitely recommend her.

Sitter Profile Image: Nicolette H.
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Sitter Profile Image: Nicolette H.
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17. Nicolette H.

Experienced and knowledgeable
Windham, ME, 04062
3.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$25
per visit
Profile image

Nicolette was very attentive to Rita's needs and made sure to find her when she was feeling shy. Rita was relaxed when we returned!

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Sitter Profile Image: Taylor M.
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Sitter Profile Image: Taylor M.
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18. Taylor M.

Pet owner and lover
Windham, ME, 04062
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$15
per visit

About: I have had pets my whole life; currently a dog, cat, three birds, and fish. I'm comfortable caring for all types of animals, including reptiles! I am looking to make pet sitting my full time job, as it is something I have enjoyed doing on the side for many years now. Every pet is more comfortable at their own home, and I have always been a big believer in that. I play with every animal that I take care of, and tend to them in whatever ways are needed!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabrielle C.
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Sitter Profile Image: Gabrielle C.
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19. Gabrielle C.

Your fur baby’s vacation!
Windham, ME, 04062
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
17 repeat clients
from
$25
per visit
Profile image

Gabrielle has been wonderful with my pup and has been taking care of her for several weeks now! She always updates me with pictures throughout the visit and dotes on my pup, always leaving her happy and full of snacks. She’s experienced with puppies and training and always gives me feedback and advice!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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20. Jessica S.

No dog to big or small 😁
Windham, ME, 04062
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per visit

Jessica has a real passion for taking care of animals. She knows they depend on her to take care of them.she takes her responsibilities seriously

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Windham Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Windham are rated on average 5 out of 5 stars based on 28 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Windham:


Rover.com is the simple, savvy way to find and book Windham drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Windham. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits