House Sitting in Windham

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Top rated Windham house sitters

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Sitter Profile Image: Jeanelle D.
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Jeanelle D.
Star Sitter
from
$70
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
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: Amy Y.
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Amy Y.
Star Sitter
from
$60
per night
5 out of 5.0 stars
120 reviews
30 repeat clients
8 years of experience
Westbrook, ME, 04092

Amy is always an incredible sitter. No matter what happens I know I can trust Amy to take very good care of my pet. Would highly recommend her to anyone seeking house sitting or dog walking services

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Aiden T.
Sitter Profile Image: Sara K.
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Sara K.
Star Sitter
from
$70
per night
5 out of 5.0 stars
14 reviews
5 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: Amanda P.
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Amanda P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
86 reviews
19 repeat clients
5 years of experience
Falmouth, ME, 04105

Amanda was fabulous with old boy Yeti and easy to work with. Yeti really enjoyed having here around and I got a lot of updates and photos on how he is doing. I can highly recommend here and would love here to sit Yeti again when I have to leave town.

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Meiler M.
Sitter Profile Image: Rachael G.
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Rachael G.
Star Sitter
from
$70
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
20 years of experience
Scarborough, ME, 04074

Rachael was loved immediately by my pup! She helped me in a pinch last minute when I needed overnight care. She is kind, punctual, sent me updates & stayed in touch. It’s really nice to not have to reach out about your pet, and to already have updates and photos when you check your phone!!! Delilah and I look forward to working with you again. 😊

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Jennifer A.
Sitter Profile Image: Viva L.
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Viva L.
Star Sitter
from
$93
per night
5 out of 5.0 stars
76 reviews
17 repeat clients
29 years of experience
Parkside, Portland, ME, 04102

Viva was a wonderful choice for our stay in Portland. Our two Goldens loved their time together and she was a great communicator, trustworthy and sweet. Thanks again for a wonderful experience!!

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

Ayreal was thorough, attentive, communicated at every step and kept in touch throughout the whole process. She sent photos and updates and made sure all our fur babies were well taken care of. She was very patient with our female cat who is usually the less social one and also took great care of our house and plants as well! We would definitely work with Ayreal again, a trustworthy sitter all around.

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Lani H.
Sitter Profile Image: Jamie B.
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Jamie B.
from
$70
per night
20 years of experience
Downtown, Portland, ME, 04101

About: Hello fellow animal lovers! I grew up with both cats and dogs - over 20 years with both and I love them all. From a Shetland sheep dog to a Great Dane to lovely shelter mutts, I love getting to know pups' unique personalities. I also have a special talent for winning over standoffish cats - just give me a couple of days. About me - I'm and education and training professional working a hybrid job based out of Portland, Maine. From northern California originally, I love exploring the coast, traveling, reading, and sketching & painting (poorly - but no one says you have to be good at your hobbies!). I travel too much to have a pet of my own right now, so I hope you'll let me play with yours! I work a hybrid job, meaning my schedule allows for full-time with your pets Thursday evenings through Monday evenings (in the office Tuesday through Thursdays). I am happy to discuss specific needs and schedules with each client. I will do everything I can to provide safety and comfort for your pets while you are away. If you'd like any addition house care for your home (e.g., watering plants, picking up mail) please let me know! Outside of caring for your pets, I am open for general house sitting.

Sitter Profile Image: Stephanie J.
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Stephanie J.
from
$70
per night
5 out of 5.0 stars
24 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: Emily J.
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Emily J.
from
$70
per night
20 years of experience
Westbrook, ME, 04092

About: I have been around animals my entire life. I grew up in Alaska raising ducks, chickens, rabbits…even a ferret! I’ve always had dogs and a cats. I currently live with a senior pup and a young cat. We have several backyard chickens too! I worked as a professional dog walker/pet sitter for a number of years in Connecticut. I’m used to being outside rain or shine. I also know the importance of being able to adapt to each pets’ individual needs including special diets or medication. I work from home with a lot of flexibility so with proper planning and coordination I can be there to meet you and your furry friends’ needs. I have a fenced yard and a dog who doesn’t mind the company of other well socialized animals. We do have a cat and small child so please consider that before booking. If staying at your home, I will treat it just as my own with respect and consideration for you and your family and your privacy.

Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
16 years of experience
Oakdale, Portland, ME, 04101

Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.

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Jacqueline D.
Sitter Profile Image: Madeleine L.
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Madeleine L.
Star Sitter
from
$54
per night
5 out of 4.9 stars
32 reviews
9 repeat clients
20 years of experience
Rosemont, Portland, ME, 04103

Madeleine was a wonderful sitter for my little pup! Rusty really liked her right from their first meeting. She stayed at my house which was perfect because Rusty is used to someone being home all the time. When I returned, the house was exactly the way I left it. I would highly recommend Madeleine for per/house sitting!

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Sally W.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$50
per night
15 years of experience
Buxton, ME, 04093

About: I've had animals my whole life. I have house sat my friends and family's pets for years while they go on vacation. In my spare time I work with the animals at the Animal Refuge League both dogs and cats. They have provided different types of training for both cat and canine care. I work from home so I am able to house sit and still continue working. This allows me to be with youe pets as often as possible during your time away. I do not care for pets in my home since I have a cat and a dog myself. (They get watched by my roommate while I'm away)

Sitter Profile Image: grace g.
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grace g.
Star Sitter
from
$75
per night
5 out of 5.0 stars
12 reviews
5 repeat clients
3 years of experience
Westbrook, ME, 04092

Grace is wonderful! She took great care of our needy pets, sent lots of pics which we loved and her communication was perfect! This was our first Rover experience and it could not have been better! She took great care of our home and our pups loved her! Thank you, Grace!

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Ann J.
Sitter Profile Image: Lindsey D.
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Lindsey D.
from
$40
per night
16 years of experience
Westbrook, ME, 04092

About: I’ve been caring for animals most of my life. I grew up with a dog and a rabbit, and I’m now a proud dog mom to two wonderful pups, Mola and Edwin. I understand how much love and attention pets need because I give it every day! I also regularly dog sit and walk for friends and family, so I’m comfortable with different personalities and routines. Whether it’s playtime, feeding, or simply making your pet feel safe and loved, I’m here to help. I work full-time Monday through Friday from 7:30 AM to 3:30 PM, but I’m available for late afternoon, and evening visits during the week. I’m also open and flexible on weekends for walks, drop-ins, and overnight stays. If you’re looking for someone dependable outside of standard work hours, I’m happy to help! Your pet’s safety and comfort are my top priorities. While I don’t offer boarding in my home, I’m committed to providing reliable care in your pet’s familiar environment or through drop-ins and walks. I always follow your instructions carefully and treat every pet with the same love and attention I give my own dogs. You can trust that your furry friend will be safe, respected, and well-cared-for every step of the way.

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

Lily stayed at our home for the weekend and made sure that our furry children got all the love and attention while we were away. This was our first experience with Rover, and we will certainly look for Lily again in the future! Wonderful care and communication all around. Thank you, Lily!

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Violet J.
Sitter Profile Image: Devyn S.
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Devyn S.
from
$60
per night
5 out of 5.0 stars
2 reviews
3 years of experience
Riverton, Portland, ME, 04103

Devyn was very kind and attentive to our dog Merle! Great communication and truly enjoyed being at our home on an island and taking care of him. She walked him and fed him and followed everything that we talked about before we left. I will definitely have her again and would recommend her any time to care of your dog! Definitely made everything stress free! Thank you!! Merci Devyn!! A la prochaine!!

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Lynn W.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$50
per night
5 out of 4.3 stars
7 reviews
20 years of experience
Gorham, ME, 04038

Meghan was a great dog sitter for my two pups! She maintained communication throughout, was always punctual, and showed great flexibility. Most importantly, she was incredibly kind and caring toward my dogs. I recommend her for anyone looking for a reliable and compassionate sitter!

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Marie & Ryan K.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
207 reviews
90 repeat clients
6 years of experience
Gorham, ME, 04038

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: Andrea H.
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Andrea H.
from
$95
per night
40 years of experience
Windham, ME, 04062

About: Hello! I am a full-time remote working professional in the pet wellness industry. If you have a strong internet connection, I am a great choice for your home and pet needs. I have over 40 years of experience with my own dogs, rabbits and frogs (yes, frogs!). I do, unfortunately, have a cat allergy so I would not be able to stay in any homes with felines. I work remotely full-time therefore can be available to be in your home daily, even all day if needed or desired. My home is also open for day-to-day pet care in my home. I have a fenced in yard for your pets. I am currently pet free and look forward to spending time with your fur babies in my home or yours.

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Loving house sitters in your neighborhood

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Sitter Profile Image: Jeanelle D.
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Sitter Profile Image: Jeanelle D.
Verified Enhanced Background Check

Jeanelle D.
Star Sitter

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
12 reviews
2 repeat clients
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 2 days ago
Sitter Profile Image: Amy Y.
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Sitter Profile Image: Amy Y.
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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
120 reviews
30 repeat clients
Profile image

Amy is always an incredible sitter. No matter what happens I know I can trust Amy to take very good care of my pet. Would highly recommend her to anyone seeking house sitting or dog walking services

Availability updated 2 days ago
Sitter Profile Image: Sara K.
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Sitter Profile Image: Sara K.
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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
14 reviews
5 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 3 days ago
Sitter Profile Image: Amanda P.
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Sitter Profile Image: Amanda P.
Verified Enhanced Background Check

Amanda P.
Star Sitter

Animal lover, wfh flexible schedule
Falmouth, ME, 04105
7.2 mi. away
House Sitting, Dog Walking
from
$60
per night
5 out of 5.0 stars
86 reviews
19 repeat clients
Profile image

Amanda was fabulous with old boy Yeti and easy to work with. Yeti really enjoyed having here around and I got a lot of updates and photos on how he is doing. I can highly recommend here and would love here to sit Yeti again when I have to leave town.

Availability updated today
Sitter Profile Image: Rachael G.
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Sitter Profile Image: Rachael G.
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Rachael G.
Rover 101
Star Sitter

5 star pet r&r in southern Maine
Scarborough, ME, 04074
11.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
Profile image

Rachael was loved immediately by my pup! She helped me in a pinch last minute when I needed overnight care. She is kind, punctual, sent me updates & stayed in touch. It’s really nice to not have to reach out about your pet, and to already have updates and photos when you check your phone!!! Delilah and I look forward to working with you again. 😊

Availability updated today
Sitter Profile Image: Viva L.
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Sitter Profile Image: Viva L.
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Viva L.
Star Sitter

In love with every single dog
Parkside, Portland, ME, 04102
9.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$93
per night
5 out of 5.0 stars
76 reviews
17 repeat clients
Profile image

Viva was a wonderful choice for our stay in Portland. Our two Goldens loved their time together and she was a great communicator, trustworthy and sweet. Thanks again for a wonderful experience!!

Availability updated 6 days ago
Sitter Profile Image: Ayreal Z.
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Sitter Profile Image: Ayreal Z.
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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
17 reviews
6 repeat clients
Profile image

Ayreal was thorough, attentive, communicated at every step and kept in touch throughout the whole process. She sent photos and updates and made sure all our fur babies were well taken care of. She was very patient with our female cat who is usually the less social one and also took great care of our house and plants as well! We would definitely work with Ayreal again, a trustworthy sitter all around.

Availability updated yesterday
Sitter Profile Image: Jamie B.
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Sitter Profile Image: Jamie B.
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Jamie B.

Reliable housesitter - cats & dogs!
Downtown, Portland, ME, 04101
9.9 mi. away
House Sitting, Drop-In Visits
from
$70
per night
4 reviews

Jamie has house-sat my reserved-yet-opinionated cat Basil for multiple weeklong stays. She "gets" cats and has a kind and gentle presence that encourages cats to open up to her. She expertly navigated an accident that required a load of laundry and overall keep our apartment very tidy. I highly recommend her!

Availability updated today
Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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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
24 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 9 days ago
Sitter Profile Image: Emily J.
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Sitter Profile Image: Emily J.
Verified Enhanced Background Check

Emily J.

Organized Reliable Animal Lover!
Westbrook, ME, 04092
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
4 reviews

Emily has been wonderful with my three small dogs—one senior and two energetic puppies. She's reliable, patient, and I really appreciate the pics and updates after each walk!

Availability updated yesterday
Sitter Profile Image: Sergey T.
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Sitter Profile Image: Sergey T.
Verified Enhanced Background Check

Sergey T.
Star Sitter

Scientist at your service
Oakdale, Portland, ME, 04101
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
Profile image

Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.

Availability updated 17 days ago
Sitter Profile Image: Madeleine L.
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Sitter Profile Image: Madeleine L.
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Madeleine L.
Star Sitter

I’ll treat them like my own! 💛
Rosemont, Portland, ME, 04103
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$54
per night
5 out of 4.9 stars
32 reviews
9 repeat clients
Profile image

Madeleine was a wonderful sitter for my little pup! Rusty really liked her right from their first meeting. She stayed at my house which was perfect because Rusty is used to someone being home all the time. When I returned, the house was exactly the way I left it. I would highly recommend Madeleine for per/house sitting!

Availability updated 6 days ago
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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Amanda C.

I'll care for em as much as you do.
Buxton, ME, 04093
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
4 reviews

Amanda is such a safe caring person. She has taken care of my dog many times before and my dog always comes back super happy. Amanda volunteers at one of our local pet shelters to help out the cats and dogs so they can be taken care of. Amanda is very detail oriented and will always report if she notices any difference in the behavior of dog too. She wants what is best for any animal.

Availability updated 2 days ago
Sitter Profile Image: grace g.
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Sitter Profile Image: grace g.
Verified Enhanced Background Check

grace g.
Star Sitter

Love all pets big and small!
Westbrook, ME, 04092
2.5 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
12 reviews
5 repeat clients
Profile image

Grace is wonderful! She took great care of our needy pets, sent lots of pics which we loved and her communication was perfect! This was our first Rover experience and it could not have been better! She took great care of our home and our pups loved her! Thank you, Grace!

Availability updated yesterday
Sitter Profile Image: Lindsey D.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey D.
Verified Enhanced Background Check

Lindsey D.

Passionate Pet Lover and Sitter
Westbrook, ME, 04092
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
2 reviews

I’ve seen how caring and responsible Lindsey is with animals. She loves her dogs and always takes great care of them. I would definitely trust her to watch any pet.

Availability updated today
Sitter Profile Image: Lily F.
Verified Background Check
Sitter Profile Image: Lily F.
Verified Background Check

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
148 reviews
68 repeat clients
Profile image

Lily stayed at our home for the weekend and made sure that our furry children got all the love and attention while we were away. This was our first experience with Rover, and we will certainly look for Lily again in the future! Wonderful care and communication all around. Thank you, Lily!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Devyn S.
Verified Enhanced Background Check
Sitter Profile Image: Devyn S.
Verified Enhanced Background Check

Devyn S.

Animal-Lover at Your Service!
Riverton, Portland, ME, 04103
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
2 reviews
Profile image

Devyn was very kind and attentive to our dog Merle! Great communication and truly enjoyed being at our home on an island and taking care of him. She walked him and fed him and followed everything that we talked about before we left. I will definitely have her again and would recommend her any time to care of your dog! Definitely made everything stress free! Thank you!! Merci Devyn!! A la prochaine!!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan M.
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Sitter Profile Image: Meghan M.
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Meghan M.

Reliable. Calm. Law grad + pet pro
Gorham, ME, 04038
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.3 stars
7 reviews
Profile image

Meghan was a great dog sitter for my two pups! She maintained communication throughout, was always punctual, and showed great flexibility. Most importantly, she was incredibly kind and caring toward my dogs. I recommend her for anyone looking for a reliable and compassionate sitter!

Availability updated 2 days ago
Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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Christina R.
Star Sitter

1 ON 1 PETCARE
Gorham, ME, 04038
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
207 reviews
90 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 5 days ago
Sitter Profile Image: Andrea H.
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Sitter Profile Image: Andrea H.
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Andrea H.

Remote Working Professional
Windham, ME, 04062
1.2 mi. away
House Sitting, Drop-In Visits
from
$95
per night
1 review

Andrea has watched my dogs and walked them several times over the last 10 years! She is reliable, responsible and loves and dotes on every dog she meets. I am particular about my dogs and I trust her with them wholeheartedly. I would highly recommend Andrea!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend

Over 134 pet parents in Windham have booked house sitting

Windham pet parents share their Rover experiences

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5 out of 5.0 stars

Sara did a wonderful job caring for our fur kids. Our dogs are elderly and she was able to administer all of their required medications and feeding needs. She kept the house spotless. She is a top notch communicator and provided several photos and updates on our dogs’ activities. We are truly thankful for her help and flexibility, especially given our request was last minute. We highly recommend her! Thanks Sara!!

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Adrian W.
House Sitting
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  1. 1. Search

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  2. 2. Meet & Greet

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  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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