House Sitting in Windham

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Top rated Windham house sitters

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Sitter Profile Image: Amy Y.
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Amy Y.
Star Sitter
from
$60
per night
5 out of 5.0 stars
106 reviews
28 repeat clients
8 years of experience
Westbrook, ME, 04092

Amy was a pleasure to have watching our dog. When we came home our dogs obviously enjoyed hanging out with her. I will be sure to use her again when needed.

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Evelyn F.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$68
per night
5 out of 5.0 stars
15 reviews
4 repeat clients
4 years of experience
South Portland, ME, 04106

Sydney was absolutely wonderful and took great care of my pup. I was so grateful to find her on short notice, and really appreciate she made time to come by for a quick meet and greet before my trip. She kept me updated on how my pup was doing, and I came home to a happy, snoozy dog. I hope I’ll have a chance to work with Sydney again!

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Marie C.
Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter
from
$50
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
16 years of experience
Oakdale, Portland, ME, 04101

Sergey was great! We hired him for house/dog sitting while we were away for a long weekend and he made it so easy for us. The dogs liked him, and he clearly gave them a lot of attention. When we came home the house was spotless. You would have had no idea someone had been staying there for 4 days. He was very easy to get ahold of, and followed up a few days before the booking to confirm and schedule a second meet & greet. Would absolutely recommend.

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Josh W.
Sitter Profile Image: Stephanie J.
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Stephanie J.
from
$70
per night
5 out of 5.0 stars
23 reviews
13 repeat clients
2 years of experience
East Deering, Portland, ME, 04103

Stephanie was very responsive to any questions, and best of all the animals were all very calm when we got home. They usually are overly excited when we return from a trip so this was a relief. We feel she did a great job of looking after our 2 cats and dog.

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Kim C.
Sitter Profile Image: Lynn B.
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Lynn B.
from
$60
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
40 years of experience
Yarmouth, ME, 04096

Lynn took great care to give our pup lots of love during a long housesitting stay and gave regular updates on how she was doing. I also really appreciated that she left the house in great shape!

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Kate S.
Sitter Profile Image: Melissa W.
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Melissa W.
from
$75
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
20 years of experience
Falmouth, ME, 04105

Melissa went above and beyond while staying at our home and watching our 2 dogs for a week. We would highly recommend Melissa. She kept us up to date with pictures and a message as to how they were doing each day. You won't be disappointed if you hire Melissa!

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Becca C.
Sitter Profile Image: Sara K.
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Sara K.
Star Sitter
from
$70
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
30 years of experience
Windham, ME, 04062

What a fantastic experience. Sarah is amazing. She took such care care of our Millie and kept us smiling with so many photos. We absolutely will be hiring her again.

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Bob F.
Sitter Profile Image: Jeanelle D.
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Jeanelle D.
from
$70
per night
5 out of 5.0 stars
10 reviews
1 repeat client
7 years of experience
Downtown, Portland, ME, 04101

Jeanelle took great care of our girl Gretchen while we were out of town for a few days. Very communicative with us and attentive to our pup. Highly recommend!

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Ashley S.
Sitter Profile Image: Ayreal Z.
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Ayreal Z.
Star Sitter
from
$88
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
21 years of experience
South Portland, ME, 04106

Ayreal was amazing! She was super communicative and cared for our younger dog’s changing needs at every turn. She went above and beyond keeping our dog happy and our house in great shape while we were away. I couldn’t recommend her more and we will definitely use her again in the future!

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Matt P.
Sitter Profile Image: Darby G.
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Darby G.
from
$70
per night
5 out of 5.0 stars
44 reviews
13 repeat clients
5 years of experience
Westbrook, ME, 04092

Darby was awesome as usual. She is very communicative and sincerely seems to care for our cat, Gladys, who is always very comfortable with Darby. I always feel secure when she is sitting for Gladys and appreciate her care very much.

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Megan W.
Sitter Profile Image: Silvia C.
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Silvia C.
from
$75
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
24 years of experience
Deering Center, Portland, ME, 04103

The second Silvia stepped out of her car for the meeting, my dog loved her...and that's saying a lot, because he doesn't get along with every human. Silvia has a great personality, and my dog sensed it right away. She was great at getting to know Oliver's schedule and preferences. And she sent me lots of pictures and communicated when she had questions. Oliver had a great time, and I'd definitely ask Silvia back.

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Ignacio L.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$79
per night
5 out of 5.0 stars
34 reviews
4 repeat clients
30 years of experience
Standish, ME, 04084

Elizabeth did an incredible job taking care of my large (very special) dog, Bonito. He has some reactivity and can be a bit of a tough but to crack and he immediately felt at home with her. I cannot recommend her services highly enough!

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Aiden T.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$55
per night
5 out of 5.0 stars
5 reviews
20 years of experience
Gorham, ME, 04038

Meghan is the absolute BEST! She’s so attentive, makes sure she’s got ALL of your pets needs addressed, and sends LOTS of update pics! She’s been in constant communication with me which puts me at ease! She’s awesome and cannot recommend her enough!! She WILL be asked to watch our fur baby (and ducks!) in the future ❤️

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Sarah R.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$70
per night
5 out of 5.0 stars
198 reviews
84 repeat clients
6 years of experience
Gorham, ME, 04093

Christina was amazing with my moxie girl she updated me everyday and sent pictures…. I was so secure and happy with Christina ….. I’ll be booking with her again when I go away…. I give her 5 stars ❣️❣️❣️❣️

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Christine C.
Sitter Profile Image: Maegan V.
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Maegan V.
Star Sitter
from
$80
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
15 years of experience
Gorham, ME, 04038

Mae was timely, pleasant, accommodating and incredibly loving with our pets! We are so happy that we found her and will definitely be using her in the near future!

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Lynn C.
Sitter Profile Image: Kathryn M.
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Kathryn M.
from
$75
per night
5 out of 5.0 stars
81 reviews
28 repeat clients
15 years of experience
Riverton, portlans, ME, 04103

We absolutely love Kathryn, and our golden doodle can't get enough of her! Kathryn is an excellent and trustworthy housesitter who goes above and beyond to keep our house neat and our pup happy. Highly recommended!!

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Eliza S.
Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$120
per night
5 out of 5.0 stars
143 reviews
68 repeat clients
20 years of experience
Falmouth, ME, 04105

Lily took on the task of housesitting and taking care of our two dogs, two cats, and a lizard for almost a full week. It was such a relief to not have to worry about our little circus while we were on vacation. She did a fantastic job and seems like a really good human on top of it. We would definitely recommend her and would not hesitate to rebook her in the future.

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Maria P.
Sitter Profile Image: Alena M.
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Alena M.
from
$80
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
5 years of experience
Windham, ME, 04062

Alena was wonderful! She stayed at my home for 2 nights to care for my dog and cat. I came home to a spotless home and 2 happy pets. I highly recommend her and will certainly use her for future needs.

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Karen J.
Sitter Profile Image: Lori L.
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Lori L.
from
$55
per night
25 years of experience
Cumberland, ME, 04021

About: My name is Lori and I love fur babies! I have one of my own, and I know how important it is to have that calming feeling of knowing your four legged family members are taken care of while your away. Past work experience I worked for a boarding kennel out in Gorham for a year. I also trained for a brief time in dog grooming at the same business. I've also stayed in friend's homes for extended periods of time while they're away on vacation. I've also done volunteer work at the Animal Welfare Society. If you do decide to hire me my only request is that if I'm providing overnight care, that I'm able to bring my Shih Tzu along. We would do a meet and greet and if everybody feels comfortable only then will I take the job. Please feel free to reach out to me if your in need of dog/cat sitting. Whether it be a one time thing or extended. I look forward to meeting you and your fur babies! Im self employed and try to take on jobs that work around my schedule and area. Taking care of the animal is my first priority. "In my home client's home, I prioritize the pet's well-being by creating a safe, clean, and comfortable environment. I follow their daily routine, including feeding, exercise, and playtime, based on their needs. I also ensure they have access to fresh water, cozy sleeping areas, and proper supervision at all times. I respect their space, follow any specific instructions they provide, and maintain clear communication to ensure their pet feels secure and loved in their absence."

Sitter Profile Image: Ethan G.
Verified Enhanced Background Check
Ethan G.
from
$60
per night
15 years of experience
Windham, ME, 04062

About: My dog is 17 years old and he only eats meat that we cook like hamburger and steak as well as he needs to go on walks more often. My dog is blind and deaf so he barks to communicate. He is about to turn 18 in 2 months. I am good with both puppies and older dogs For now I do not have a full time job so I am looking to fill my time and make money by walking and taking care of dogs I have worked for multiple family friends as dog sitters and walkers. I love all the types of dogs and always make sure that I give as much care to them as if they were my dog.

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Sitter Profile Image: Amy Y.
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Sitter Profile Image: Amy Y.
Verified Background Check

1. Amy Y.

Star Sitter
I would love to care for your pets.
Westbrook, ME, 04092
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
106 reviews
28 repeat clients
Profile image

Amy was a pleasure to have watching our dog. When we came home our dogs obviously enjoyed hanging out with her. I will be sure to use her again when needed.

Availability updated 4 days ago
Sitter Profile Image: Sydney B.
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Sitter Profile Image: Sydney B.
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2. Sydney B.

Star Sitter
So excited to meet your pup!!
South Portland, ME, 04106
12.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5 out of 5.0 stars
15 reviews
4 repeat clients
Profile image

Sydney was absolutely wonderful and took great care of my pup. I was so grateful to find her on short notice, and really appreciate she made time to come by for a quick meet and greet before my trip. She kept me updated on how my pup was doing, and I came home to a happy, snoozy dog. I hope I’ll have a chance to work with Sydney again!

Availability updated 9 days ago
Sitter Profile Image: Sergey T.
Verified Enhanced Background Check
Sitter Profile Image: Sergey T.
Verified Enhanced Background Check

3. Sergey T.

Star Sitter
Scientist at your service
Oakdale, Portland, ME, 04101
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Sergey was great! We hired him for house/dog sitting while we were away for a long weekend and he made it so easy for us. The dogs liked him, and he clearly gave them a lot of attention. When we came home the house was spotless. You would have had no idea someone had been staying there for 4 days. He was very easy to get ahold of, and followed up a few days before the booking to confirm and schedule a second meet & greet. Would absolutely recommend.

Availability updated 4 days ago
Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check

4. Stephanie J.

Reliable and Friendly Dog Lover
East Deering, Portland, ME, 04103
8.2 mi. away
House Sitting, Dog Walking
from
$70
per night
5 out of 5.0 stars
23 reviews
13 repeat clients
Profile image

Stephanie was very responsive to any questions, and best of all the animals were all very calm when we got home. They usually are overly excited when we return from a trip so this was a relief. We feel she did a great job of looking after our 2 cats and dog.

Availability updated 6 days ago
Sitter Profile Image: Lynn B.
Verified Enhanced Background Check
Sitter Profile Image: Lynn B.
Verified Enhanced Background Check

5. Lynn B.

I so miss having a pet in my care!!
Yarmouth, ME, 04096
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Lynn took great care to give our pup lots of love during a long housesitting stay and gave regular updates on how she was doing. I also really appreciated that she left the house in great shape!

Availability updated 7 days ago
Sitter Profile Image: Melissa W.
Verified Enhanced Background Check
Sitter Profile Image: Melissa W.
Verified Enhanced Background Check

6. Melissa W.

Rover 101
Your dog will dig me
Falmouth, ME, 04105
2.7 mi. away
House Sitting
from
$75
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

Melissa went above and beyond while staying at our home and watching our 2 dogs for a week. We would highly recommend Melissa. She kept us up to date with pictures and a message as to how they were doing each day. You won't be disappointed if you hire Melissa!

Availability updated 7 days ago
Sitter Profile Image: Sara K.
Verified Enhanced Background Check
Sitter Profile Image: Sara K.
Verified Enhanced Background Check

7. Sara K.

Star Sitter
Enthusiastic snuggler!
Windham, ME, 04062
2.3 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

What a fantastic experience. Sarah is amazing. She took such care care of our Millie and kept us smiling with so many photos. We absolutely will be hiring her again.

Availability updated 2 days ago
Sitter Profile Image: Jeanelle D.
Verified Enhanced Background Check
Sitter Profile Image: Jeanelle D.
Verified Enhanced Background Check

8. Jeanelle D.

Loving and active dog auntie!
Downtown, Portland, ME, 04101
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Jeanelle took great care of our girl Gretchen while we were out of town for a few days. Very communicative with us and attentive to our pup. Highly recommend!

Availability updated 10 days ago
Sitter Profile Image: Ayreal Z.
Verified Enhanced Background Check
Sitter Profile Image: Ayreal Z.
Verified Enhanced Background Check

9. Ayreal Z.

Star Sitter
Fur babies are family 🐾❤️
South Portland, ME, 04106
9.2 mi. away
House Sitting, Drop-In Visits
from
$88
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Ayreal was amazing! She was super communicative and cared for our younger dog’s changing needs at every turn. She went above and beyond keeping our dog happy and our house in great shape while we were away. I couldn’t recommend her more and we will definitely use her again in the future!

Availability updated 3 days ago
Sitter Profile Image: Darby G.
Verified Enhanced Background Check
Sitter Profile Image: Darby G.
Verified Enhanced Background Check

10. Darby G.

Always happy to board, sit, or walk
Westbrook, ME, 04092
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
44 reviews
13 repeat clients
Profile image

Darby was awesome as usual. She is very communicative and sincerely seems to care for our cat, Gladys, who is always very comfortable with Darby. I always feel secure when she is sitting for Gladys and appreciate her care very much.

Availability updated 7 days ago
Sitter Profile Image: Silvia C.
Verified Enhanced Background Check
Sitter Profile Image: Silvia C.
Verified Enhanced Background Check

11. Silvia C.

Seeking More Dog Friends active or
Deering Center, Portland, ME, 04103
8.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

The second Silvia stepped out of her car for the meeting, my dog loved her...and that's saying a lot, because he doesn't get along with every human. Silvia has a great personality, and my dog sensed it right away. She was great at getting to know Oliver's schedule and preferences. And she sent me lots of pictures and communicated when she had questions. Oliver had a great time, and I'd definitely ask Silvia back.

Availability updated yesterday
Sitter Profile Image: Elizabeth M.
Verified Background Check
Sitter Profile Image: Elizabeth M.
Verified Background Check

12. Elizabeth M.

Rover 101
We love your Pets like part of our!
Standish, ME, 04084
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$79
per night
5 out of 5.0 stars
34 reviews
4 repeat clients
Profile image

Elizabeth did an incredible job taking care of my large (very special) dog, Bonito. He has some reactivity and can be a bit of a tough but to crack and he immediately felt at home with her. I cannot recommend her services highly enough!

Availability updated 3 days ago
Sitter Profile Image: Meghan M.
Verified Enhanced Background Check
Sitter Profile Image: Meghan M.
Verified Enhanced Background Check

13. Meghan M.

Reliable. Calm. Law grad + pet pro
Gorham, ME, 04038
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
5 reviews
Profile image

Meghan is the absolute BEST! She’s so attentive, makes sure she’s got ALL of your pets needs addressed, and sends LOTS of update pics! She’s been in constant communication with me which puts me at ease! She’s awesome and cannot recommend her enough!! She WILL be asked to watch our fur baby (and ducks!) in the future ❤️

Availability updated 5 days ago
Sitter Profile Image: Christina R.
Verified Background Check
Sitter Profile Image: Christina R.
Verified Background Check

14. Christina R.

Star Sitter
1 ON 1 PETCARE
Gorham, ME, 04093
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
198 reviews
84 repeat clients
Profile image

Christina was amazing with my moxie girl she updated me everyday and sent pictures…. I was so secure and happy with Christina ….. I’ll be booking with her again when I go away…. I give her 5 stars ❣️❣️❣️❣️

Availability updated today
Sitter Profile Image: Maegan V.
Verified Enhanced Background Check
Sitter Profile Image: Maegan V.
Verified Enhanced Background Check

15. Maegan V.

Star Sitter
all pets welcome! 🐾💕
Gorham, ME, 04038
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Mae was timely, pleasant, accommodating and incredibly loving with our pets! We are so happy that we found her and will definitely be using her in the near future!

Availability updated 3 days ago
Sitter Profile Image: Kathryn M.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn M.
Verified Enhanced Background Check

16. Kathryn M.

Animal lover and avid walker!
Riverton, portlans, ME, 04103
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
81 reviews
28 repeat clients
Profile image

We absolutely love Kathryn, and our golden doodle can't get enough of her! Kathryn is an excellent and trustworthy housesitter who goes above and beyond to keep our house neat and our pup happy. Highly recommended!!

Availability updated 4 days ago
Sitter Profile Image: Lily F.
Verified Background Check
Sitter Profile Image: Lily F.
Verified Background Check

17. Lily F.

Star Sitter
Energetic, Flexible, Compassionate
Falmouth, ME, 04105
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
143 reviews
68 repeat clients
Profile image

Lily took on the task of housesitting and taking care of our two dogs, two cats, and a lizard for almost a full week. It was such a relief to not have to worry about our little circus while we were on vacation. She did a fantastic job and seems like a really good human on top of it. We would definitely recommend her and would not hesitate to rebook her in the future.

Availability updated 5 days ago
Sitter Profile Image: Alena M.
Verified Enhanced Background Check
Sitter Profile Image: Alena M.
Verified Enhanced Background Check

18. Alena M.

Pet sitter
Windham, ME, 04062
1.6 mi. away
House Sitting, Dog Walking
from
$80
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Alena was wonderful! She stayed at my home for 2 nights to care for my dog and cat. I came home to a spotless home and 2 happy pets. I highly recommend her and will certainly use her for future needs.

Availability updated 26 days ago
Sitter Profile Image: Lori L.
Verified Background Check
Sitter Profile Image: Lori L.
Verified Background Check

19. Lori L.

The best care for your best friend
Cumberland, ME, 04021
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
4 reviews

I would definitely recommend Lori for house and/or pet sitting needs! She was great with our cat and taking care of our house while we were on vacation. We will definitely have Lori house/pet sit again, she is great!

Availability updated 8 days ago
Sitter Profile Image: Ethan G.
Verified Enhanced Background Check
Sitter Profile Image: Ethan G.
Verified Enhanced Background Check

20. Ethan G.

Lover of all types of dogs
Windham, ME, 04062
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
15 years of experience

About: My dog is 17 years old and he only eats meat that we cook like hamburger and steak as well as he needs to go on walks more often. My dog is blind and deaf so he barks to communicate. He is about to turn 18 in 2 months. I am good with both puppies and older dogs For now I do not have a full time job so I am looking to fill my time and make money by walking and taking care of dogs I have worked for multiple family friends as dog sitters and walkers. I love all the types of dogs and always make sure that I give as much care to them as if they were my dog.

Availability updated today
Confirmed availability for Juneteenth Weekend

Over 125 pet parents in Windham have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house 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 house and 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!

The median cost per night for house sitting in Windham is $65

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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 Windham average 3 repeat house sitting clients

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