House Sitting Bailey Island

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Over 23
pet parents in Bailey Island have booked house sitting

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1 / 1
Sitter Profile Image: Felicia H.
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Felicia H.
from
$70
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
15 years of experience
Harpswell, ME, 04079

Felicia took care of our home and 4 small dogs for a week. The dogs can be quite a handful and she did very well with them. Everyone was happy and bouncy upon our return home. Will book with her again without any reservations.

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michael l.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$68
per night
4.9 out of 5 stars
37 reviews
8 repeat clients
7 years of experience
Phippsburg, ME, 04562

Stephanie did a great job with Luca, and they bonded after a day or two. She sent me pictures of him while I was gone, and even washed all the linens she used. Will definitely be using her again!

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Robert I.
Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
98 reviews
19 repeat clients
20 years of experience
Brunswick, ME, 04011

Marciela was amazing. She took very great care of our precious babies and sent many pictures and messages. We trust her and Will absolutely be hiring her again.

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Amy K.
Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter
from
$70
per night
5.0 out of 5 stars
113 reviews
25 repeat clients
15 years of experience
Freeport, ME, 04032

Excellent communicator for us and trustworthy friend for our pets. Our dog recognized her loving kindness right away. All pets were relaxed and happy upon our return.

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Peggy S.
Sitter Profile Image: Rebecca M.
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Rebecca M.
from
$65
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Brunswick, ME, 04011

From the moment I met Rebecca, I knew she was the right person to watch my pup. Her warm spirit and dog loving heart was exactly what I was hoping to find a person to watch my service dog. She was attentive, sent pictures, and assured me the visit was going well at my house. I would highly recommend Rebecca to anyone needing a someone to love and care for their dog.

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Matthew L.
Sitter Profile Image: John M.
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John M.
from
$100
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
25 years of experience
West End, Portland, ME, 04101

It was great to have John stay in our house and watch our dear Dora for a week while we were out of town. He kept us in the loop throughout the stay and was a great guest and dog sitter.

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Steve & Sean B.
Sitter Profile Image: Brittany D.
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Brittany D.
from
$67
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
East End, Portland, ME, 04101

Brittany did a wonderful job house and pet sitting for our senior dog, Sally, at a time that she needed a LOT of special attention after a medical incident- multiple pills throughout the day, careful with physical activity, etc. Brittany was flexible and had great communication prior to her stay. She left the house perfectly clean and we were so grateful to know Sally was well taken care of while we were out of town. I would highly recommend Brittany for anyone needing pet or house sitting services!

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Abigail S.
Sitter Profile Image: Avery F.
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Avery F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
18 years of experience
Bath, ME, 04530

Avery was so wonderful. He handled my reactive dogs, my senior dog, and ours kitties so kindly and patiently. Two of my dogs decided it was the perfect time to tussle, Avery was able to quickly clean them up and back to being buddies again. I was given the perfect amount of updates. Avery is super easy to work with and was willing to help out with watering plants as a last minute request. He left my home tidy making it easy on my family to return to. 100% will hire again.

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Ellie N.
Sitter Profile Image: Heather E.
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Heather E.
from
$85
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
22 years of experience
Portland, ME, 04101

Heather was wonderful, my Husky pup seemed to feel very at ease with her and she understood him and his quirks very well. I also really appreciated all of the photos and updates she sent!

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Kimberly L.
Sitter Profile Image: Daniel W.
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Daniel W.
from
$130
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
17 years of experience
Brunswick, ME, 04011

Daniel was very communicative and reliable. He stayed at the house with our dogs and took very good care of the dogs and the house. Will definitely be using him again!

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Rebecca T.
Sitter Profile Image: Rachael G.
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Rachael G.
Star Sitter
from
$160
per night
5.0 out of 5 stars
60 reviews
20 repeat clients
20 years of experience
Scarborough, ME, 04074

We are so happy to have found Rachel! We have an older dog and were worried about leaving her with someone new but Rachel was great with her. Would absolutely recommend!

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Ashley B.
Sitter Profile Image: Jovi H.
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Jovi H.
from
$31
per night
10 years of experience
Harpswell, ME, 04079

About: I've been taking care of animals since I was 15, I absolutely adore any animal of any type! I have much experience with Dogs, Cats and Rabbits and I would love to take care of your best friend whenever you need! Je suis aussi bilingue français/anglais! I am currently off for the summer! I am a double degree student so I spend the summers saving for University! I am typically available monday-friday! I have been house sitting and caring for all types of critters for about 10 years, I am deeply committed to your pets safety, happiness and enrichment during our time together!

Sitter Profile Image: Elana V.
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Elana V.
from
$90
per night
15 years of experience
South Portland, ME, 04106

About: I have worked in a high end Inn doing dog massage and dog sitting. I have worked privately dog and cat sitting over the years. I enjoy the various individual personalities of peoples pets. I also know what a great relief it is to know a pet is in good hands as my own pets are my family members. Speaking of good hands I also do reiki and can help calm your pet. I am a lover of all animals. I have an intuition of what animals need and want. I am knowledgeable in feeding your pet a healthy diet as I have read a lot of information on feeding your pet holistically. I am a compassionate, gentle kind pet owner. I believe in treating all animals with that kindness and dignity. I’m currently working part time so there’s plenty of time in my day to care for your four legged family member. I sincerely enjoy having time for fresh air walks and pet sitting aka getting to know your pet and having some fun together. attention. I’ll also keep you updated with photos and messages so you can enjoy your time away knowing your pet is happy and well cared for. I usually care for pets in their own homes as I have my own cat at my home. I am a hands on person who believes animals deserve the utmost best treatment as they provide so much to us as humans.

Sitter Profile Image: Kelly F.
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Kelly F.
from
$120
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
40 years of experience
Falmouth, ME, 04105

Kelly took great care of my dogs while I was away. Getting photos and frequent check ins helped me know that they were being loved :) Thanks Kelly!

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Terra D.
Sitter Profile Image: Ryan O.
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Ryan O.
from
$65
per night
15 years of experience
East End, Portland, ME, 04101

About: I’ve grown up in the outdoors and with a love of taking care of animals. I have always been relied on as someone who can be called on to help take care of a furry friend. While I can’t get a dog of my own right now, I love having animals around to spend time with and join me on my day to day experiences and outdoor adventures. Currently working hybrid remote from home that allows me lots of freedom in my schedule. Depending on the animal, I would move my work around their needs. I can offer frequent walks and check-ins. When working remotely, they will be with me at all times. When in office, there may be times that they will be alone for up to 4 hours. Depending on the animals/owners needs I can be flexible to training schedules if that is something they would like support with.

Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
15 years of experience
Lisbon, ME, 04250

Lauren is professional and reliable! She is sensitive to all of our pets needs and took great care of them for 5 days while we were out of town!! I loved getting pictures from her showing our pets. We will definitely be scheduling pet sitting and house sitting with Lauren again!

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Nanette C.
Sitter Profile Image: Beth S.
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Beth S.
from
$50
per night
4.5 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Portland, ME, 04103

Cleo appreciated all the love and attention and I appreciated how dedicated Beth was (making sure Cleo had her meds on time as well as lots of love while I was away). She was super flexible when my plans changed and went above and beyond to look out for Cleo.

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J. Allie H.
Sitter Profile Image: Vukasin V.
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Vukasin V.
from
$150
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Oakdale, Portland, ME, 04103

About: I’ve cared for dogs while their families are away, providing lots of attention, regular walks, and dependable care. Your dog’s comfort, safety, and well-being are always my top priority. I’m available most days and prefer to schedule in advance when possible. However, I can often accommodate same-day requests and strive to provide prompt, reliable service. Pets are cared for with close attention to detail and provided comfortable spaces to relax. After each stay, everything is thoroughly cleaned to ensure a fresh, safe environment for every dog.

Sitter Profile Image: linda c.
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linda c.
from
$75
per night
40 years of experience
Lisbon, ME, 04250

About: Every animal has a story. Mine began long before I ever thought of pet care as a service — it began with connection. From the shy pup curled in the corner to the elderly dog whose slow steps spoke of trust earned, I’ve learned that every animal communicates in its own language of wagging tails, soft purrs, and trusting eyes. Over decades, I’ve walked alongside puppies discovering grass for the first time and supported senior dogs whose gentle steps reflect a lifetime of loyalty. With every house sit, I’m not just caring for pets — I’m honoring the bond you share with them, giving reassurance through consistent routines, heartfelt playtimes, and quiet moments of comfort. What sets me apart is not only my experience but my ability to read body language, anticipate needs, and bring peace of mind to both pets and their humans. Pets are the rhythm of my day — they shape my mornings with excitement and my evenings with calm connection. My schedule is flexible, allowing me to be present for walks when the air is crisp, for quiet cuddle time when hearts need soothing, and for check-ins that give owners peace of mind. I simply ask for a day’s notice so I can plan the best moments with your beloved companion. Your pet’s safety is my promise. In my one-story home filled with warmth and gentle energy, two rescue cats have taught me the art of patience, play, and respect for personal space. Our quiet neighborhood offers leash-friendly strolls and ample paths to explore at a comfortable pace. I ensure a calm, structured, and loving environment that supports routine, comfort, and trust.

Sitter Profile Image: Lauren T.
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Lauren T.
from
$100
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
10 years of experience
Gray, ME, 04039

Lauren took amazing care of my Winnie and catered to my last min request. Not only did she make me feel super comfortable before but during she made sure I had constant updates and pictures and that made me feel such comfort! She gave me a play by play and updated throughout sending pics to back it up and I am so very grateful!! She took amazing care of my house aw well and made sure Winnie was as comfortable and having fun! Can’t wait to book again!’ Thank you so much Lauren!!

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Megan S.
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The median cost per night for house sitting in Bailey Island is €70

Pet parents share their Rover experiences - Bailey Island

1 / 1
5.0 out of 5 stars

Sarah did a wonderful job taking care of our boys. She sent lots of pictures and updates. It was great to be able to relax and enjoy our trip and not worry about the boys. They connected with Sarah when they first met her and we new it was the perfect fit. Thank you!!!!

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Shari O.
House Sitting
5.0 out of 5 stars

Sarah (and Tony) took absolutely wonderful care of Florence while we were gone for a night! I got lots of updates and photos while we were away, and when we came home Florence was so calm and acted as if we never left-I could tell that she felt comfortable and got lots of attention and walks with Sarah. I will definitely ask them to care for Florence again!

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Beth S.
House Sitting
5.0 out of 5 stars

Tony and Sarah were great ! They spent time before the booking began, to know what to expect from our pets and learn about their environment and needs (food, schedules, etc.). We got excellent updates during the care time, including some photos of the pets demonstrating their wild and crazy personalities. We felt extremely confident in the care of our rover team ! They did an excellent job !!!

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Paula C.
House Sitting
5.0 out of 5 stars

We couldn’t have asked for a better dog sitter. She went far beyond basic care and truly treated our dogs like her own. When we returned, they were calm, relaxed, and clearly well loved—something that speaks volumes. Not only were our dogs exceptionally cared for, but our home was left absolutely meticulous. The level of attention, thoughtfulness, and genuine care she provided is something we’ve never experienced before. It’s clear that she truly loves what she does, and that caring for animals is more than just a job to her. Words honestly don’t do justice to the difference she made. We are so grateful and would trust her again without hesitation.

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Kristina B.
House Sitting
5.0 out of 5 stars

Felicia watched my dogs for 2 nights and 2 days. I came home to very happy pups! Kathleen Orrs Island

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Kathleen C.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Popular requests for house sitting - Bailey Island

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Sitters in Bailey Island average 4
repeat house sitting clients

FAQs for House Sitting - Bailey Island

Frequently asked questions about Rover

The average cost for House Sitting in Bailey Island on Rover is $77.7 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 612 sitters on Rover offering House Sitting across Bailey Island. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Bailey Island walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Bailey Island maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Bailey Island choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Bailey Island. On Rover:

  • 100% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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