House Sitting in Bailey Island

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Top rated Bailey Island house sitters

1 / 1
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
12 repeat clients
15 years of experience
Freeport, ME, 04032

Kourtney was perfectly wonderful with my four Papillons. Undaunted by numbers, she seamlessly fed, walked, and stayed in contact with me, providing photos as the Paps progressed through their day. Highly recommended. I was able to enjoy my travels and event, without worry. Kourtney is an authentic dog lover and these dogs love her !

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

Maricela is fantastic. She was very skilled at caring for our elderly pup, and gave us terrific updates and photos. When we came home from our trip, Maggie was happy to see us but had clearly had a great time with Maricela - she got plenty of attention, walks, and was relaxed and happy girl. The house was spotless, just as we left it. Highly recommended!

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Lauren W.
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: Joyelle W.
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Joyelle W.
from
$65
per night
5 out of 4.9 stars
13 reviews
5 repeat clients
12 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: Craig & Chelsea B.
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Craig & Chelsea B.
Star Sitter
from
$70
per night
5 out of 5.0 stars
164 reviews
61 repeat clients
17 years of experience
Topsham, ME, 04086

Craig and Chelsea were amazing. They took such great care of our house and our dog. She was so well loved and taken care of. Our dog is a very anxious dog and she had a blast with them. They were so flexible as well when our flight was delayed a day and they made sure our dog was still well taken care of. So glad we had them taking care of our pup!

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Shelby G.
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: 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 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: 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: Nishat R.
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Nishat R.
Star Sitter
from
$130
per night
5 out of 5.0 stars
65 reviews
29 repeat clients
3 years of experience
South Portland, ME, 04106

My husband and I one hundred percent recommend Nishat! She was communicative, professional but personable, and very quick to respond when my husband and I were desperately making last minute sitting plans for our big pup Oliver and cat Dexter! At the meet and greet, it was immediately clear that Nishat is an animal lover and during the few days she took care of our fur babies, the pictures and videos she sent made it clear our little ones were in safe and loving hands! Thank you, Nishat! Whatever pets and pet parents you take care of are lucky to have you!

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Eden S.
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 is super reliable and take extra good care to make my nervous dog feel comfortable. I get regular photo updates and can tell that my pup is in good hands.

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Kelly B.
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! She took excellent care of our three dogs and two cats while we were away and it was clear from the photos that they had a great time!

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Tiana R.
Sitter Profile Image: Alexa S.
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Alexa S.
from
$65
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
11 years of experience
Brunswick, ME, 04011

We immediately felt comfortable with Alexa being in our home and were confident she would take great care of the pets, which she did! Sammy loved her the second she walked through the door. This was the first time in the 7 years of owning pets together have we had anyone but family take care of them, and are so thrilled that we finally found Rover, and Alexa. We now can plan more summer trips knowing the fur babies and the house will be in great hands! 100% recommend!

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Gisele I.
Sitter Profile Image: Leea M.
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Leea M.
from
$55
per night
5 out of 4.8 stars
4 reviews
12 years of experience
Portland, ME, 04050

Leea stayed at our house with our dog and parakeets. She took good care of them and of the house, and she sent us pictures to keep us posted. We hope to work with her again in the future. Thanks, Leea!

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Randy C.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
from
$75
per night
15 years of experience
Cape Elizabeth, ME, 04107

About: I've taken care of dogs and pets since I was a teenager and love spending time with animals! I am attentive and energetic to ensure your pet is well cared for and feeling at home. I have gone through the puppy stage with two family dogs recently and am open to any aged dog. I work remotely Monday through Friday, with a flexible schedule, and am available to give your pet all the love and attention :). I look forward to hearing from you! I work full time from home with a flexible schedule to allow for time spent on pets :). I like to get out of the house for walks myself a few times a day and would welcome any furry friend to join! I ensure your dog feels at home and pay attention to their unique needs offering outside play time as well as inside play time, and walks if desired! I am flexible to adjust to any dog’s routine.

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: Ryan A.
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Ryan A.
from
$50
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
25 years of experience
Portland, ME, 04103

I cannot recommend Ryan enough! She dog sat for my two fur babies and was an absolute pleasure to work with. Responsive, communicative, kind, respectful, and a calming force - the perfect care taker for my two high energy, very spoiled dogs. We look forward to booking her again soon!

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Morgan W.
Sitter Profile Image: Lynn B.
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Lynn B.
from
$60
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
40 years of experience
Freeport, ME, 04032

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: Isabelle G.
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Isabelle G.
from
$50
per night
5 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
Yarmouth, ME, 04096

About: I’ve been talking care of all types of dogs since I was 10. Started small with just family and around the neighborhood but as I got older I’ve had many people ask for me to pet sit or just bring their dog for a walk. Give their animal some love! I’m currently working a part time job and enrolled in college for nursing so college breaks and holidays work best for me. Although, come summer I will be able to have more flexibility due to not being away at college. Always wanting to get exercise and play with animals so if walking your dog or checking in is what you need then I’m the perfect person for that. I have an invisible fence that my puppy Lola uses. She is super friendly but very vocal. I’m in a safe neighborhood where animals are well loved. My backyard is huge with lots of space to run and a great pool that my dog loves to swim in. If we are at your home then I will make sure I am aware of the surroundings before so I can best accommodate for the safety of both myself and the animals.

Sitter Profile Image: Ryan F.
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Ryan F.
from
$65
per night
10 years of experience
Brunswick, ME, 04011

About: I have grown up with animals in my entire family, always having to take care of them and take them on road trips with me so I have plenty of good experience! I’m currently a college student playing basketball in southern maine but don’t worry I still have plenty of time to take care of your pets!! I will respect all of your rules and take care of your fur babies perfectly and safely in your home and treat them as I would with my own!!

Sitter Profile Image: Aphtyn L.
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Aphtyn L.
from
$125
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
15 years of experience
Yarmouth, ME, 04096

Aphtyn is wonderful with our dogs—patient, kind, communicative, reliable, and tidy. We’re lucky to have had her stay with them for a long weekend and will be sure to book her again in the future. She made everything easy and anxiety-free!

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Julie M.
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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
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
49 reviews
12 repeat clients
Profile image

Kourtney was perfectly wonderful with my four Papillons. Undaunted by numbers, she seamlessly fed, walked, and stayed in contact with me, providing photos as the Paps progressed through their day. Highly recommended. I was able to enjoy my travels and event, without worry. Kourtney is an authentic dog lover and these dogs love her !

Availability updated 2 days ago
Sitter Profile Image: Maricela T.
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Sitter Profile Image: Maricela T.
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Maricela T.
Rover 101
Star Sitter

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

Maricela is fantastic. She was very skilled at caring for our elderly pup, and gave us terrific updates and photos. When we came home from our trip, Maggie was happy to see us but had clearly had a great time with Maricela - she got plenty of attention, walks, and was relaxed and happy girl. The house was spotless, just as we left it. Highly recommended!

Availability updated today
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
13.8 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 7 days ago
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
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
13 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 8 days ago
Sitter Profile Image: Craig & Chelsea B.
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Sitter Profile Image: Craig & Chelsea B.
Verified Background Check

Craig & Chelsea B.
Rover 101
Star Sitter

We'll treat your pets like family!
Topsham, ME, 04086
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
164 reviews
61 repeat clients
Profile image

Craig and Chelsea were amazing. They took such great care of our house and our dog. She was so well loved and taken care of. Our dog is a very anxious dog and she had a blast with them. They were so flexible as well when our flight was delayed a day and they made sure our dog was still well taken care of. So glad we had them taking care of our pup!

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
20.1 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: Ayreal Z.
Verified Enhanced Background Check
Sitter Profile Image: Ayreal Z.
Verified Enhanced Background Check

Ayreal Z.
Star Sitter

Fur babies are family 🐾❤️
South Portland, ME, 04106
17.1 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 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 4 days ago
Sitter Profile Image: Felicia H.
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Sitter Profile Image: Felicia H.
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Felicia H.
Star Sitter

Pets are my passion
Harpswell, ME, 04079
1.6 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 84 days ago
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
16.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$130
per night
5 out of 5.0 stars
65 reviews
29 repeat clients
Profile image

My husband and I one hundred percent recommend Nishat! She was communicative, professional but personable, and very quick to respond when my husband and I were desperately making last minute sitting plans for our big pup Oliver and cat Dexter! At the meet and greet, it was immediately clear that Nishat is an animal lover and during the few days she took care of our fur babies, the pictures and videos she sent made it clear our little ones were in safe and loving hands! Thank you, Nishat! Whatever pets and pet parents you take care of are lucky to have you!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
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
13.7 mi. away
House Sitting, Dog Walking
from
$70
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
Profile image

Stephanie is super reliable and take extra good care to make my nervous dog feel comfortable. I get regular photo updates and can tell that my pup is in good hands.

Availability updated 14 days ago
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
16.8 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! She took excellent care of our three dogs and two cats while we were away and it was clear from the photos that they had a great time!

Availability updated 30 days ago
Sitter Profile Image: Alexa S.
Verified Enhanced Background Check
Sitter Profile Image: Alexa S.
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Alexa S.

Your Dog’s Second Best Friend
Brunswick, ME, 04011
13.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

We immediately felt comfortable with Alexa being in our home and were confident she would take great care of the pets, which she did! Sammy loved her the second she walked through the door. This was the first time in the 7 years of owning pets together have we had anyone but family take care of them, and are so thrilled that we finally found Rover, and Alexa. We now can plan more summer trips knowing the fur babies and the house will be in great hands! 100% recommend!

Availability updated today
Sitter Profile Image: Leea M.
Verified Enhanced Background Check
Sitter Profile Image: Leea M.
Verified Enhanced Background Check

Leea M.

Fostering & pet sitting for years
Portland, ME, 04050
13.6 mi. away
House Sitting
from
$55
per night
5 out of 4.8 stars
4 reviews
Profile image

Leea stayed at our house with our dog and parakeets. She took good care of them and of the house, and she sent us pictures to keep us posted. We hope to work with her again in the future. Thanks, Leea!

Availability updated 41 days ago
Sitter Profile Image: Jennifer Z.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer Z.
Verified Enhanced Background Check

Jennifer Z.

Energetic, remote working sitter!
Cape Elizabeth, ME, 04107
15.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
4 reviews

Jen has pet sit for my pup Maple many times and has done a wonderful job! She’s easy to communicate with, reliable, and Maple loves her. Highly recommend!

Availability updated 4 days ago
Sitter Profile Image: Bret L.
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Sitter Profile Image: Bret L.
Verified Enhanced Background Check

Bret L.

Cat Specialist, Pet/Farm Wizard
Portland, ME, 04102
14.7 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 7 days ago
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check

Ryan A.

All animals welcome!
Portland, ME, 04103
15.0 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

I cannot recommend Ryan enough! She dog sat for my two fur babies and was an absolute pleasure to work with. Responsive, communicative, kind, respectful, and a calming force - the perfect care taker for my two high energy, very spoiled dogs. We look forward to booking her again soon!

Availability updated 33 days ago
Sitter Profile Image: Lynn B.
Verified Enhanced Background Check
Sitter Profile Image: Lynn B.
Verified Enhanced Background Check

Lynn B.

I so miss having a pet in my care!!
Freeport, ME, 04032
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
14 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 9 days ago
Sitter Profile Image: Isabelle G.
Verified Enhanced Background Check
Sitter Profile Image: Isabelle G.
Verified Enhanced Background Check

Isabelle G.

Adventures, outgoing, dog lover
Yarmouth, ME, 04096
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews
1 repeat client

About: I’ve been talking care of all types of dogs since I was 10. Started small with just family and around the neighborhood but as I got older I’ve had many people ask for me to pet sit or just bring their dog for a walk. Give their animal some love! I’m currently working a part time job and enrolled in college for nursing so college breaks and holidays work best for me. Although, come summer I will be able to have more flexibility due to not being away at college. Always wanting to get exercise and play with animals so if walking your dog or checking in is what you need then I’m the perfect person for that. I have an invisible fence that my puppy Lola uses. She is super friendly but very vocal. I’m in a safe neighborhood where animals are well loved. My backyard is huge with lots of space to run and a great pool that my dog loves to swim in. If we are at your home then I will make sure I am aware of the surroundings before so I can best accommodate for the safety of both myself and the animals.

Availability updated 12 days ago
Sitter Profile Image: Ryan F.
Verified Enhanced Background Check
Sitter Profile Image: Ryan F.
Verified Enhanced Background Check

Ryan F.

I’l take care of yours like my own!
Brunswick, ME, 04011
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
1 review

Ryan is amazing with animals! I have personally seen him petsit and he has such a deep love for all animals which makes him the perfect fit for Rover!

Availability updated 20 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Aphtyn L.
Verified Background Check
Sitter Profile Image: Aphtyn L.
Verified Background Check

Aphtyn L.

Professional dog lover
Yarmouth, ME, 04096
8.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Aphtyn is wonderful with our dogs—patient, kind, communicative, reliable, and tidy. We’re lucky to have had her stay with them for a long weekend and will be sure to book her again in the future. She made everything easy and anxiety-free!

Availability updated 3 days ago

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!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover