House Sitting in Cliff Island

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Top rated Cliff Island house sitters

1 / 1
Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$60
per night
5 out of 5.0 stars
76 reviews
13 repeat clients
20 years of experience
Brunswick, ME, 04011

Maricela is so wonderful with our dogs! She is such a thoughtful house guest as well and was an excellent communicator about what she and the dogs were doing. We’ll definitely work with her again!

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Sarah L.
Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter
from
$70
per night
5 out of 5.0 stars
49 reviews
13 repeat clients
15 years of experience
Freeport, ME, 04032

Jonas was very accommodating to our dogs needs. She was well cared for and we were kept well informed with lots of pictures of daily activities. They kept the house in great condition as well- even watered our many flower boxes and plants. Would definitely use Jonas again

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Caroline H.
Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
29 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: Amy Y.
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Amy Y.
Star Sitter
from
$60
per night
5 out of 5.0 stars
122 reviews
31 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: Jeanelle D.
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Jeanelle D.
Star Sitter
from
$70
per night
5 out of 5.0 stars
13 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: Craig & Chelsea B.
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Craig & Chelsea B.
Star Sitter
from
$70
per night
5 out of 5.0 stars
166 reviews
61 repeat clients
17 years of experience
Topsham, ME, 04086

Craig and Chelsea did an amazing job house sitting and caring for our 3 energetic Vizslas! The communication and pictures were wonderful, it made it much easier being away from our pups. I highly recommend them!!!

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Kathleen W.
Sitter Profile Image: Joyelle W.
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Joyelle W.
from
$65
per night
5 out of 4.9 stars
14 reviews
5 repeat clients
13 years of experience
Harpswell, ME, 04079

Joyelle was great! My dog Tucker is very shy and wary of strangers, but Joyelle was patient and respectful and it paid off. Tucker now has a new friend!

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Jeremy J.
Sitter Profile Image: Ayreal Z.
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Ayreal Z.
Star Sitter
from
$75
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
21 years of experience
South Portland, ME, 04106

Ayreal is a fantastic house sitter. Not only does she take great care of our young lab puppy, she also takes great care of our home for us. Cannot recommend her enough and will continue to use her in the future!

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Matt P.
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
18 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: Rachael G.
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Rachael G.
Star Sitter
from
$70
per night
5 out of 5.0 stars
19 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: Felicia H.
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Felicia H.
Star Sitter
from
$70
per night
5 out of 5.0 stars
31 reviews
8 repeat clients
15 years of experience
Harpswell, ME, 04079

So thankful for Felicia! She truly is top notch and takes such good care of our sassy pup!! Our doggie is very selective to whom she likes and she loves Felicia ! That speaks for itself!!! 10000% recommend!

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

Madeleine was great! She communicated with me while I was gone about my dog and daily activities. She also left the house spotless and washed the sheets and towels. I will definitely use her again to watch my dog and house sit:)

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Pearl N.
Sitter Profile Image: Bret L.
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Bret L.
from
$80
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
24 years of experience
Portland, ME, 04102

Bret accepted our short notice booking and stopped by for a meet & greet before we headed out for a weekend trip, which was great. Our pets are currently pretty low maintenance but it was important for us to have someone stay the weekend while we had some R&R. We’d have Bret back on a future vacation.

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Susan C.
Sitter Profile Image: Nishat R.
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Nishat R.
Star Sitter
from
$130
per night
5 out of 5.0 stars
66 reviews
29 repeat clients
3 years of experience
South Portland, ME, 04106

My dog loves Nishat! She has such a calming energy and puts my nervous dog instantly at ease. Nishat came to the rescue when family emergencies left little time for making arrangements, and made sure Beesly was safe and happy while I was away. She sends lots of photo updates during her stay and really dotes on my dog. Beesly and I are so happy to have found Nishat!

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Katie H.
Sitter Profile Image: Jamie B.
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Jamie B.
from
$70
per night
5 out of 5.0 stars
6 reviews
1 repeat client
20 years of experience
Downtown, Portland, ME, 04101

Jamie was a fantastic sitter for my dog Oscar. She will be my go to from this point forward. She was communicative from the point of inquiry through until the end of the booking. She sent regular updates with photos and was happy to respond to any inquiries in between updates. She was respectful of our home and I came back to a well exercised and relaxed pup! It is difficult to trust someone with your animal but Jamie definitely has both mine and Oscars! We can't wait to use her services again!

Profile image
Emma A.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$68
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
4 years of experience
South Portland, ME, 04106

Sydney was great! This was the second time she sat for our fur babies and did a terrific job, especially given their medical needs. We highly recommend her!!

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Adrian W.
Sitter Profile Image: Lindsay R.
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Lindsay R.
from
$65
per night
5 out of 5.0 stars
40 reviews
10 repeat clients
12 years of experience
Cape Elizabeth, ME, 04107

Thank you, Lindsay! We could tell the dogs were in good hands from the first meet and greet, and that was confirmed with the daily updates and pictures where our fur babies looked so happy and relaxed. We really appreciate it. We have two dogs and a cat, all of whom would probably not do well in a boarding kennel situation while we are out of town. Lindsay seemed to tune into their energy and reservations right away and clearly has experience with dogs other than the perfectly behaved kind. She stayed at our house with them and communicated with us frequently so we knew how things were going. Lindsay left our place tidy and clean and we are so grateful to have found her! Thanks again, Lindsay!

Profile image
Erin P.
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: Saule B.
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Saule B.
from
$59
per night
5 out of 5.0 stars
10 reviews
15 years of experience
East End, Portland, ME, 04101

Saule was amazing with Arlo. She was sweet and caring. She sent me several photos which made me feel confident Arlo was in great hands. She made sure to ask questions before staying with little Arlo. I am looking forward to working with her again!

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Valeria P.
Sitter Profile Image: Hope T.
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Hope T.
from
$27
per night
15 years of experience
Falmouth, ME, 04105

About: I’ve had both cats and dogs my entire life, and caring for them has always been second nature. I adopted my two cats at 18, and they’ve been with me through every chapter, college, a couple summers in Hawaii, and beyond. I grew up with a Boston Terrier and had a Great Pyrenees during college, both of whom I loved deeply and cared for daily. From energetic puppies to older dogs who need extra patience and gentleness, I’ve worked with pets of all ages and temperaments. I started pet sitting at 11, and my first real job at 13 was walking my neighbor’s Border Collies. Throughout high school, pet sitting and dog walking were how I earned money. I’ve continued to care for cats and dogs into adulthood, offering everything from walks and feedings to medication and companionship. I treat every pet like family and always show up with care, reliability, and genuine love. I’m a Pilates instructor here in Maine, so my schedule is super flexible. I’m available for pet sitting, drop-ins, and walks on most weekdays (especially afternoons and evenings) as well as weekends. I’m happy to work around your pet’s routine! I care for pets in their own homes, where they feel most comfortable. I’m experienced with crating, feeding routines, medications, and giving pets the attention and structure they need. I’m respectful of your space and always prioritize your pet’s safety and well-being.

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Sitter Profile Image: Maricela T.
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Sitter Profile Image: Maricela T.
Verified Enhanced Background Check

Maricela T.
Rover 101
Star Sitter

Dedicated to your pets care
Brunswick, ME, 04011
15.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
76 reviews
13 repeat clients
Profile image

Maricela is so wonderful with our dogs! She is such a thoughtful house guest as well and was an excellent communicator about what she and the dogs were doing. We’ll definitely work with her again!

Availability updated today
Sitter Profile Image: Kourtney J.
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Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter

Who let the dogs out?!?! I will!!
Freeport, ME, 04032
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
49 reviews
13 repeat clients
Profile image

Jonas was very accommodating to our dogs needs. She was well cared for and we were kept well informed with lots of pictures of daily activities. They kept the house in great condition as well- even watered our many flower boxes and plants. Would definitely use Jonas again

Availability updated today
Sitter Profile Image: Sergey T.
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Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter

Scientist at your service
Oakdale, Portland, ME, 04101
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
29 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 5 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
14.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
122 reviews
31 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 4 days ago
Sitter Profile Image: Jeanelle D.
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Sitter Profile Image: Jeanelle D.
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Jeanelle D.
Star Sitter

Loving and active dog auntie!
Downtown, Portland, ME, 04101
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
13 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 3 days ago
Sitter Profile Image: Craig & Chelsea B.
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Sitter Profile Image: Craig & Chelsea B.
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Craig & Chelsea B.
Rover 101
Star Sitter

Pet care taken to the next level!
Topsham, ME, 04086
17.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
166 reviews
61 repeat clients
Profile image

Craig and Chelsea did an amazing job house sitting and caring for our 3 energetic Vizslas! The communication and pictures were wonderful, it made it much easier being away from our pups. I highly recommend them!!!

Availability updated yesterday
Sitter Profile Image: Joyelle W.
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Sitter Profile Image: Joyelle W.
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Joyelle W.

Experienced Dog Lover 🐶🐾
Harpswell, ME, 04079
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
14 reviews
5 repeat clients
Profile image

Joyelle was great! My dog Tucker is very shy and wary of strangers, but Joyelle was patient and respectful and it paid off. Tucker now has a new friend!

Availability updated 15 days ago
Sitter Profile Image: Ayreal Z.
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Sitter Profile Image: Ayreal Z.
Verified Enhanced Background Check

Ayreal Z.
Star Sitter

Fur babies are family 🐾❤️
South Portland, ME, 04106
11.0 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

Ayreal is a fantastic house sitter. Not only does she take great care of our young lab puppy, she also takes great care of our home for us. Cannot recommend her enough and will continue to use her in the future!

Availability updated 6 days ago
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
8.7 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
18 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 2 days ago
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
14.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
19 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: Felicia H.
Verified Background Check
Sitter Profile Image: Felicia H.
Verified Background Check

Felicia H.
Star Sitter

Pets are my passion
Harpswell, ME, 04079
6.2 mi. away
House Sitting
from
$70
per night
5 out of 5.0 stars
31 reviews
8 repeat clients
Profile image

So thankful for Felicia! She truly is top notch and takes such good care of our sassy pup!! Our doggie is very selective to whom she likes and she loves Felicia ! That speaks for itself!!! 10000% recommend!

Availability updated 3 months ago
Sitter Profile Image: Madeleine L.
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Sitter Profile Image: Madeleine L.
Verified Enhanced Background Check

Madeleine L.
Star Sitter

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

Madeleine was great! She communicated with me while I was gone about my dog and daily activities. She also left the house spotless and washed the sheets and towels. I will definitely use her again to watch my dog and house sit:)

Availability updated 5 days ago
Sitter Profile Image: Bret L.
Verified Enhanced Background Check
Sitter Profile Image: Bret L.
Verified Enhanced Background Check

Bret L.

Cat Specialist, Pet/Farm Wizard
Portland, ME, 04102
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Bret accepted our short notice booking and stopped by for a meet & greet before we headed out for a weekend trip, which was great. Our pets are currently pretty low maintenance but it was important for us to have someone stay the weekend while we had some R&R. We’d have Bret back on a future vacation.

Availability updated today
Sitter Profile Image: Nishat R.
Verified Enhanced Background Check
Sitter Profile Image: Nishat R.
Verified Enhanced Background Check

Nishat R.
Star Sitter

Tell your dogs and cats I love them
South Portland, ME, 04106
10.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$130
per night
5 out of 5.0 stars
66 reviews
29 repeat clients
Profile image

My dog loves Nishat! She has such a calming energy and puts my nervous dog instantly at ease. Nishat came to the rescue when family emergencies left little time for making arrangements, and made sure Beesly was safe and happy while I was away. She sends lots of photo updates during her stay and really dotes on my dog. Beesly and I are so happy to have found Nishat!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jamie B.
Verified Enhanced Background Check
Sitter Profile Image: Jamie B.
Verified Enhanced Background Check

Jamie B.

Reliable housesitter - cats & dogs!
Downtown, Portland, ME, 04101
7.9 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Jamie was a fantastic sitter for my dog Oscar. She will be my go to from this point forward. She was communicative from the point of inquiry through until the end of the booking. She sent regular updates with photos and was happy to respond to any inquiries in between updates. She was respectful of our home and I came back to a well exercised and relaxed pup! It is difficult to trust someone with your animal but Jamie definitely has both mine and Oscars! We can't wait to use her services again!

Availability updated today
Sitter Profile Image: Sydney B.
Verified Enhanced Background Check
Sitter Profile Image: Sydney B.
Verified Enhanced Background Check

Sydney B.
Star Sitter

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

Sydney was great! This was the second time she sat for our fur babies and did a terrific job, especially given their medical needs. We highly recommend her!!

Availability updated 37 days ago
Sitter Profile Image: Lindsay R.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay R.
Verified Enhanced Background Check

Lindsay R.

Pets need a staycation too
Cape Elizabeth, ME, 04107
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
40 reviews
10 repeat clients
Profile image

Thank you, Lindsay! We could tell the dogs were in good hands from the first meet and greet, and that was confirmed with the daily updates and pictures where our fur babies looked so happy and relaxed. We really appreciate it. We have two dogs and a cat, all of whom would probably not do well in a boarding kennel situation while we are out of town. Lindsay seemed to tune into their energy and reservations right away and clearly has experience with dogs other than the perfectly behaved kind. She stayed at our house with them and communicated with us frequently so we knew how things were going. Lindsay left our place tidy and clean and we are so grateful to have found her! Thanks again, Lindsay!

Availability updated 13 days ago
Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie J.
Verified Enhanced Background Check

Stephanie J.

Reliable and Friendly Dog Lover
East Deering, Portland, ME, 04103
7.8 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 21 days ago
Sitter Profile Image: Saule B.
Verified Background Check
Sitter Profile Image: Saule B.
Verified Background Check

Saule B.

Calm and joyful presence with pets!
East End, Portland, ME, 04101
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5 out of 5.0 stars
10 reviews
Profile image

Saule was amazing with Arlo. She was sweet and caring. She sent me several photos which made me feel confident Arlo was in great hands. She made sure to ask questions before staying with little Arlo. I am looking forward to working with her again!

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

Hope T.

Lifelong animal lover with 15+ year
Falmouth, ME, 04105
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
2 reviews

I can't recommend Hope enough as a pet caregiver! She’s looked after both my dog and cat during multiple trips, and every time, they’ve been in the best hands. Hope is incredibly reliable, she always shows up on time and follows instructions exactly. But what really stands out is how much she genuinely cares about the pets. She spends quality time with them, making sure they feel loved and comfortable. It’s clear that she has a true passion for animals, and that gives me peace of mind whenever I’m away. Hope is the kind of caregiver you can trust wholeheartedly.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend

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