Dog Walkers in South Windham, ME

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Top rated South Windham dog walkers

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Sitter Profile Image: Wendy V.
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Wendy V.
Star Sitter
from
$23
per walk
5 out of 5.0 stars
51 reviews
17 repeat clients
20 years of experience
Gorham, ME, 04038

Wendy was worth every dollar of her fee! Booked her 20 days of afternoon dog walking. She was reliable, efficient pleasant to deal with and our pup loved her. He waited for her each day at the window. Owen VI and I give Wendy a 10!!

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Patricia C.
Sitter Profile Image: Christine B.
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Christine B.
from
$25
per walk
5 out of 5.0 stars
20 reviews
9 repeat clients
50 years of experience
Ocean Avenue, Portland, ME, 04103

Christine was very reliable, great communication through the app and was so lovely with caring for our newly adopted 1 year old dog Annabelle. We will be booking her again soon!

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Wendy G.
Sitter Profile Image: Rose B.
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Rose B.
from
$20
per walk
5 out of 5.0 stars
93 reviews
31 repeat clients
35 years of experience
Ocean Avenue, Portland, ME, 04103

Rose is fantastic with our dog. Kind, prompt, and compassionate. He’s not the most active guy and can be stubborn and Rose has embraced it all. We are so lucky to have found her.

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Jona R.
Sitter Profile Image: Rose M.
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Rose M.
from
$20
per walk
5 out of 5.0 stars
386 reviews
96 repeat clients
30 years of experience
Westbrook, ME, 04092

ROSE IS AMAZING. We love her so much and appreciate all the extra time she spends with our pups. Highly, highly recommend to anyone looking for a wonderful sitter

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Cole D.
Sitter Profile Image: Mae C.
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Mae C.
from
$17
per walk
5 out of 5.0 stars
9 reviews
9 repeat clients
8 years of experience
Falmouth, ME, 04105

Mae is fantastic! She’s amazing with my 80 pound shepherd and little golden doodle. She was open to whatever routine was best for my dogs with ball playing and walks, and is a positive, helpful part of our daily routine. Highly recommend!

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Kathleen E.
Sitter Profile Image: Heather S.
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Heather S.
from
$18
per walk
5 out of 5.0 stars
5 reviews
15 years of experience
Ocean Avenue, Portland, ME, 04103

About: I bring a lifelong love of animals and a wide range of hands-on experience. I grew up caring for animals of all kinds, have walked dogs and supported adoptions in shelter environments, and have provided reliable in-home care through years of house sitting. I’ve also lived with and fostered cats for most of my life—including young, feral, and undersocialized ones—which has given me a strong intuition for reading animal behavior and offering calm, compassionate care. I'm skilled in administering all types of medications and am happy to handle the day-to-day tasks, from walks to litter box deep cleans, with real care and attention. As a self-employed person with a very flexible schedule, I’m able to accommodate pet care throughout the week—including weekdays, evenings, and weekends. This allows me to tailor my availability to meet the specific needs of each pet and household, whether it’s daily visits, drop-ins, or walks at off-peak hours. When boarding cats in my home, I provide a calm, private room just for them—completely separate from my own cats—to ensure they feel safe and stress-free during their stay. In a client’s home, I’m attentive to any specific routines or safety needs, including crating dogs if requested. I always prioritize a pet’s comfort and well-being, keeping their environment clean, secure, and aligned with what they're used to.

Sitter Profile Image: Emily J.
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Emily J.
from
$20
per walk
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: Christina R.
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Christina R.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
209 reviews
90 repeat clients
6 years of experience
Gorham, ME, 04038

Christina came in a pinch, made communication easy, and gave me peace-of-mind that Georgie was in good hands. We got home to a very happy pup!

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Alice R.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$15
per walk
5 out of 5.0 stars
7 reviews
1 repeat client
15 years of experience
Windham, ME, 04062

Great walk, thank you!

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Nicholas B.
Sitter Profile Image: Lisa M.
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Lisa M.
Star Sitter
from
$17
per walk
5 out of 5.0 stars
10 reviews
2 repeat clients
50 years of experience
Gorham, ME, 04038

Was wonderful with my dog! :)

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Marybeth N.
Sitter Profile Image: Ben G.
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Ben G.
from
$10
per walk
5 out of 5.0 stars
4 reviews
4 repeat clients
12 years of experience
Portland, ME, 04103

My dog Cindy Lou loves Ben! He’s kind,respectful and very accommodating. He’s also extremely punctual and Cindy looks forward to hanging out with him. :)

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Pratyancha P.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$20
per walk
5 out of 4.3 stars
7 reviews
20 years of experience
Gorham, ME, 04038

The dogs love her! She is very attentive and sends lots of pictures

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Nadine C.
Sitter Profile Image: Cindy R.
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Cindy R.
from
$25
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
15 years of experience
Gorham, ME, 04038

Cindy was wonderful-reliable, sent great pictures and was able to get both dogs to go on daily walks (I wasn’t sure one would join in). Both dogs looked happy in the photos and I would certainly trust my pups with her again!

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Troi B.
Sitter Profile Image: Goldie I.
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Goldie I.
from
$17
per walk
25 years of experience
Westbrook, ME, 04092

About: I've had dogs my whole life, I've been a cat owner for a decade, also experienced with small pets like hermit crabs, rabbits, and fish I have a very open schedule, so flexibility is not an issue. I prefer scheduling within normal business hours, but can adjust that as needed I approach new animals (and homes) with respect first, boundaries are important! I lead with openness and patience, and take my cues from the animals

Sitter Profile Image: Renee R.
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Renee R.
from
$17
per walk
6 years of experience
Westbrook, ME, 04092

About: I've been caring for my personal cat since 2018, although I grew up with cats and a dog in the house and had close relationships with them. I have a Bachelor's in Animal Behavior from the University of New England (UNE). I worked at a doggy day care for a year and since the beginning of 2025 have been walking dogs and providing other pet care services for clients. Pet care is the focus of my weekly routine. I'm available from 10am-5pm Wednesdays, Thursdays, and Saturdays, and 10am-4pm Fridays, for walks, and can be available for check in visits or housesitting any time of the week. I go above and beyond to try to make sure your pet enjoys their time with me, while also following all rules and instructions you might leave me. I provide a summary of each visit as well as at least one photo, to make sure you know exactly what's going on with your pet.

Sitter Profile Image: Cal G.
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Cal G.
from
$19
per walk
5 out of 5.0 stars
5 reviews
2 repeat clients
8 years of experience
Westbrook, ME, 04092

Callie was absolutely terrific and her help was very appreciated when I got a new puppy and I had to work. She came by beforehand on her own time to meet me and the dogs and get the lay of the land, so when the extended rover "job" began, I felt completely confident. I received daily updates and photos at exactly the agreed-upon time, and when I got home in the afternoons, the puppy and older dog were both calm and comfortable. Communication was easy and fast, and I will absolutely hire Callie again in the future if I need the extra hand.

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Molly F.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
29 reviews
14 repeat clients
20 years of experience
Windham, ME, 04062

Remy loves Nicolette! She has been a lifesaver when I am working long hours -- I come home to a happy boy. She is always prompt and sends great pics every walk!

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Sarah L.
Sitter Profile Image: Ethan G.
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Ethan G.
from
$24
per walk
5 out of 5.0 stars
1 review
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.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$20
per walk
5 out of 5.0 stars
2 reviews
12 years of experience
Gorham, ME, 04038

About: With a lifelong passion for dogs, I have had the pleasure of caring for them from childhood through adulthood. I love showering pups with lots of love, snuggles, treats and walks! I currently work full time, but my schedule allows for drop ins after 330pm on the weekdays, and all day on most Saturdays and Sundays I'm more than willing to keep to your pups routine and ways. I can and will send cute pictures of your happy fur baby if wanted.

Sitter Profile Image: Kristal G.
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Kristal G.
from
$15
per walk
5 out of 5.0 stars
1 review
25 years of experience
Gorham, ME, 04038

About: As a fellow pet owner (1 black lab and 2 cats), I understand the need for our fur friends to be checked in on during the day when we can’t be around! Looking forward to dropping by soon! 🐾 My summers are spent primarily getting my school-aged kids around to different activities and I have the flexibility to help out with your pet-care needs! Let's chat; I'm happy to help out on a regular or short-term basis! Please let me know if there’s any prior knowledge of escapee tendencies and what precautions should be taken to make sure your pet(s) and I remains safe at all times! I have two kids who are very familiar with dogs and cats - please let me know if I should refrain from having my kids with me during a visit with your pet(s).

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Sitter Profile Image: Wendy V.
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Sitter Profile Image: Wendy V.
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Wendy V.
Star Sitter

Animal Lover with 4 Grandpups!
Gorham, ME, 04038
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per walk
5 out of 5.0 stars
51 reviews
17 repeat clients
Profile image

Wendy was worth every dollar of her fee! Booked her 20 days of afternoon dog walking. She was reliable, efficient pleasant to deal with and our pup loved her. He waited for her each day at the window. Owen VI and I give Wendy a 10!!

Availability updated 2 days ago
Sitter Profile Image: Christine B.
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Sitter Profile Image: Christine B.
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Christine B.

All You Need is Love. And treats.
Ocean Avenue, Portland, ME, 04103
8.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
20 reviews
9 repeat clients
Profile image

Christine was very reliable, great communication through the app and was so lovely with caring for our newly adopted 1 year old dog Annabelle. We will be booking her again soon!

Availability updated 3 days ago
Sitter Profile Image: Rose B.
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Sitter Profile Image: Rose B.
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Rose B.

Loving Care Provided By Experienced
Ocean Avenue, Portland, ME, 04103
8.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
93 reviews
31 repeat clients
Profile image

Rose is fantastic with our dog. Kind, prompt, and compassionate. He’s not the most active guy and can be stubborn and Rose has embraced it all. We are so lucky to have found her.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rose M.
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Sitter Profile Image: Rose M.
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Rose M.
Rover 101

Animal lover
Westbrook, ME, 04092
5.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
386 reviews
96 repeat clients
Profile image

ROSE IS AMAZING. We love her so much and appreciate all the extra time she spends with our pups. Highly, highly recommend to anyone looking for a wonderful sitter

Availability updated 42 days ago
Sitter Profile Image: Mae C.
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Sitter Profile Image: Mae C.
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Mae C.

Excited to make new furry friends!
Falmouth, ME, 04105
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 5.0 stars
9 reviews
9 repeat clients
Profile image

Mae is fantastic! She’s amazing with my 80 pound shepherd and little golden doodle. She was open to whatever routine was best for my dogs with ball playing and walks, and is a positive, helpful part of our daily routine. Highly recommend!

Availability updated 3 days ago
Sitter Profile Image: Heather S.
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Sitter Profile Image: Heather S.
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Heather S.

Here for animals of all kinds!
Ocean Avenue, Portland, ME, 04103
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
5 reviews

I’m not sure if anyone loves cats, or any animal really, as much as Heather. My dog was very fond of her, to say nothing of all of her own cats, friends pets, and street tabbies besides. I would leave any four legged member of my family with her, and I’m not quick to that trust.

Availability updated 25 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily J.
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Sitter Profile Image: Emily J.
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Emily J.

Organized Reliable Animal Lover!
Westbrook, ME, 04092
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
4 reviews

Emily has been one of my dearest friends for over 20 years! One of the bonds of our friendship is our shared love of animals, and she is always my first choice to watch my own pets when we go out of town. She is dependable, detail oriented, and goes above and beyond when pet sitting. Whenever we return from trips, our cat is relaxed and unbothered, because she takes the time to spend time with him as well as making sure he has all the necessities. She's a perfect candidate for Rover, and would absolutely be a kind and trustworthy pet sitter!

Availability updated 7 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
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
209 reviews
90 repeat clients
Profile image

Christina came in a pinch, made communication easy, and gave me peace-of-mind that Georgie was in good hands. We got home to a very happy pup!

Availability updated today
Sitter Profile Image: Nicole S.
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Sitter Profile Image: Nicole S.
Verified Enhanced Background Check

Nicole S.

Safe and reliable care for your dog
Windham, ME, 04062
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Great walk, thank you!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lisa M.
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Sitter Profile Image: Lisa M.
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Lisa M.
Star Sitter

Cats & dogs, puppies to seniors.
Gorham, ME, 04038
3.5 mi. away
Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Was wonderful with my dog! :)

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ben G.
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Sitter Profile Image: Ben G.
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Ben G.

Benny and the Pets
Portland, ME, 04103
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per walk
5 out of 5.0 stars
4 reviews
4 repeat clients
Profile image

My dog Cindy Lou loves Ben! He’s kind,respectful and very accommodating. He’s also extremely punctual and Cindy looks forward to hanging out with him. :)

Availability updated 3 days ago
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
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.3 stars
7 reviews
Profile image

The dogs love her! She is very attentive and sends lots of pictures

Availability updated 2 days ago
Sitter Profile Image: Cindy R.
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Sitter Profile Image: Cindy R.
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Cindy R.

Loving, experienced sitter!
Gorham, ME, 04038
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Cindy was wonderful-reliable, sent great pictures and was able to get both dogs to go on daily walks (I wasn’t sure one would join in). Both dogs looked happy in the photos and I would certainly trust my pups with her again!

Availability updated 14 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Goldie I.
Verified Enhanced Background Check
Sitter Profile Image: Goldie I.
Verified Enhanced Background Check

Goldie I.

Experienced dog and cat owner
Westbrook, ME, 04092
4.6 mi. away
Drop-In Visits, Dog Walking
from
$17
per walk
1 review

Goldie is more than an animal lover, but also a dedicated individual with a remarkable work ethic. Together, these qualities make her a fantastic animal caretaker. She is thorough, attentive, and takes seriously the well being of my pets. I have had no concerns having her house sit for my cat and dog, and both were happy to have her as company.

Availability updated 3 days ago
Sitter Profile Image: Renee R.
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Sitter Profile Image: Renee R.
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Renee R.

Your pet will have a great time!
Westbrook, ME, 04092
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
3 reviews

Renee comes 2-3 times a week to walk and spend time with my dog Blaze. She is very conscientious and always pays attention to his needs. Some days he feels like a long walk and other days he prefers to play in the yard. She makes sure he stays hydrated and lets him rest as needed. At the end of her visit she sends me information about how the visit went along with pictures. He looks forward to her visits and I am happy that he is getting some exercise. She is wonderful.

Availability updated 15 days ago
Sitter Profile Image: Cal G.
Verified Background Check
Sitter Profile Image: Cal G.
Verified Background Check

Cal G.

7+ yrs in Pet Industry, I <3 Recues
Westbrook, ME, 04092
5.2 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Callie was absolutely terrific and her help was very appreciated when I got a new puppy and I had to work. She came by beforehand on her own time to meet me and the dogs and get the lay of the land, so when the extended rover "job" began, I felt completely confident. I received daily updates and photos at exactly the agreed-upon time, and when I got home in the afternoons, the puppy and older dog were both calm and comfortable. Communication was easy and fast, and I will absolutely hire Callie again in the future if I need the extra hand.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicolette H.
Verified Enhanced Background Check
Sitter Profile Image: Nicolette H.
Verified Enhanced Background Check

Nicolette H.
Star Sitter

Experienced and knowledgeable
Windham, ME, 04062
4.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
29 reviews
14 repeat clients
Profile image

Remy loves Nicolette! She has been a lifesaver when I am working long hours -- I come home to a happy boy. She is always prompt and sends great pics every walk!

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

Ethan G.

Lover of all types of dogs
Windham, ME, 04062
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per walk
5 out of 5.0 stars
1 review

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 28 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check

Jennifer S.

Pups bestie!
Gorham, ME, 04038
4.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
2 reviews

Jennifer would be a fantastic caregiver to any pet. She has been the best dog mom to our dog Kaija for 4 years now. She is the most thoughtful person I know and would do anything to ensure people or pets under her care are well taken care of. Anyone would be lucky to have her watch over their pet and will have the piece of mind that they are in good hands.

Availability updated today
Sitter Profile Image: Kristal G.
Verified Enhanced Background Check
Sitter Profile Image: Kristal G.
Verified Enhanced Background Check

Kristal G.

Dependable Pet Enthusiast!
Gorham, ME, 04038
1.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
1 review

About: As a fellow pet owner (1 black lab and 2 cats), I understand the need for our fur friends to be checked in on during the day when we can’t be around! Looking forward to dropping by soon! 🐾 My summers are spent primarily getting my school-aged kids around to different activities and I have the flexibility to help out with your pet-care needs! Let's chat; I'm happy to help out on a regular or short-term basis! Please let me know if there’s any prior knowledge of escapee tendencies and what precautions should be taken to make sure your pet(s) and I remains safe at all times! I have two kids who are very familiar with dogs and cats - please let me know if I should refrain from having my kids with me during a visit with your pet(s).

Availability updated 34 days ago

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