House Sitting Bailey Island

Find a loving house sitter to watch over your pets and your home.

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Over 23
pet parents in Bailey Island have booked house sitting

Bailey Island, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

Felicia is a wonderful dog and house sitter! This is the second time she has taken care of the dogs for us. She is warm and loving with the pups and very professional with her obligations. The dogs adore her and we are so glad we came across Felicia on Rover. Communication is strong and we lovingly refer to Felicia as our dog whisperer.

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Michael V.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$65
per night
4.9 out of 5 stars
36 reviews
8 repeat clients
7 years of experience
Freeport, ME, 04032

Stephanie was great! She was a huge help when another sitter cancelled last minute. She took great care of our dog and home and communicated well through the experience. We would definitely re-book with her if ever needed! Thank you, Stephanie!

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Whitney A.
Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter
from
$70
per night
5.0 out of 5 stars
104 reviews
24 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
5.0 out of 5 stars
97 reviews
19 repeat clients
20 years of experience
Brunswick, ME, 04011

Maricela is a very kind and gentle person who is fabulous with our older dogs. We are grateful to have found her to spend time with them while we’re away.

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Jessica G.
Sitter Profile Image: Heather E.
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Heather E.
from
$85
per night
5.0 out of 5 stars
5 reviews
1 repeat client
22 years of experience
Portland, ME, 04101

I can’t recommend Heather highly enough. She was so sweet with our dogs and very thorough during our initial meeting. While we were out of town, she stayed at our house and went above and beyond caring for babies and our space- she vacuumed at the end of her stay and even shoveled our deck, both without being asked. Each day we were gone, Heather sent us multiple photos and updates. We would book with her again in a heartbeat!

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Jen W.
Sitter Profile Image: John M.
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John M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
16 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: 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: Ryan F.
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Ryan F.
from
$70
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Brunswick, ME, 04011

Ryan did a great job with our 2 dogs! He’s kind, was punctual, and had great communication! We have a puppy and adult dog and he managed both wonderfully! We’ll happily have him stay with our dogs the next time we need someone! Absolutely recommend Ryan!

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Lauren S.
Sitter Profile Image: Rachael G.
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Rachael G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
52 reviews
18 repeat clients
20 years of experience
Scarborough, ME, 04074

Rachael stayed with our 2 girls for a week at our house. They loved her & we loved that they were in such great hands! While we were gone, we received numerous updates and pictures each day. We returned to an immaculate house! Very professional, Highly recommended!

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Charlie W.
Sitter Profile Image: Addie W.
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Addie W.
from
$35
per night
2 years of experience
Brunswick, ME, 04011

About: As a pet owner myself, I understand how important it is to find someone you can trust with your furry family members. I have both a dog and a cat, which has given me hands-on experience caring for pets with different personalities and needs. I take my dog on daily walks, so I’m comfortable handling dogs and making sure they get the exercise, attention, and care they need. I am responsible, dependable, and genuinely enjoy spending time with animals. Whether your pet needs a walk, playtime, feeding, companionship, or overnight care, I will treat them with the same love and attention that I give my own pets. I currently work part-time during the summer and am a full-time college student during the academic year, which gives me a flexible schedule and plenty of availability to care for your pets. This summer, I have ample time for walks, drop-in visits, playtime, feeding, and companionship. Whether your pet needs a quick check-in, a long walk, or extra attention while you're away, I am committed to providing reliable, caring, and attentive service for your furry family members. I follow each pet’s routine, including feeding, walks, playtime, and litter box care. I provide plenty of attention, affection, and companionship to help pets feel comfortable and secure. My goal is to maintain their normal routine while creating a safe, loving, and stress-free environment.

Sitter Profile Image: Emily M.
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Emily M.
from
$60
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
11 years of experience
Fenway-Kenmore, Brunswick, ME, 04011

We could not ask for a better person to take care of our pups! Emily is so attentive to our dogs needs and takes amazing care of them and our home! We are extremely grateful for her!

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Cris A.
Sitter Profile Image: Cameron C.
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Cameron C.
from
$45
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Yarmouth, ME, 04096

Cam was so great with our dog and two cats while we were away for the holiday weekend. He came to meet all the pets a couple of days before staying with us and our dog especially loved hanging out with him on the couch and going for walks while we were away. One of our cats is a finicky eater, and Cam was super mindful to make sure he was eating in a place that he was comfortable. 10/10 on Cam and would definitely rebook again! Thanks so much.

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Brittany F.
Sitter Profile Image: Avery F.
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Avery F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
20 years of experience
Bath, ME, 04530

Avery was so kind and loving with our two setters. He was very quick to reply in communications in setting up the dog sitting. We were staying at a vacation rental property and felt secure that the pups were in caring hands for a few hours while we went out. Thanks Avery for helping make our vacation a great one!

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Hilary F.
Sitter Profile Image: katherine w.
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katherine w.
from
$80
per night
5.0 out of 5 stars
4 reviews
1 repeat client
36 years of experience
Portland, ME, 04103

Did a great job with everyone and the house! Was very responsive in taking my sick dog in to the vet for care when there was a concern.

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Andrine B.
Sitter Profile Image: Maggie F.
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Maggie F.
from
$125
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
21 years of experience
Falmouth, ME, 04105

Maggie is the best dog sitter! We were out of town for 2 weeks and she stayed with our pup the entire time. She sent frequent updates and photos. When we returned, the house was spotless and our pup was happy! So glad we have a dependable house/dog sitter on the island!

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Michelle A.
Sitter Profile Image: Toni R.
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Toni R.
from
$62
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Brunswick, ME, 04011

Toni was so great with our two large dogs. We went away for a couple nights and couldn’t have felt more at ease. She followed the directions we left, kept us updated, and provided lots of snuggles to our big mushes. We would (and will) use her again anytime and highly recommend.

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

Lauren treated our baby and our home as if they were her own! I didn’t worry while I was away- she sent pictures and updates regularly and let me know that Comet was in good hands. I feel so happy to know that we have a truly caring and trustworthy sitter who we can trust to watch our girl again in future!

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Suzie H.
Sitter Profile Image: Maggie F.
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Maggie F.
from
$120
per night
5.0 out of 5 stars
7 reviews
9 years of experience
Cumberland, ME, 04021

Maggie was SO great with Noodle! She was communicative, responsible, warm, caring, and I felt really safe leaving Noodle in her capable hands over the weekend. I would definitely have Maggie dog sit again!

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Hallie H.
Sitter Profile Image: Daniel W.
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Daniel W.
from
$125
per night
5.0 out of 5 stars
12 reviews
5 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: Brittany D.
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Brittany D.
from
$61
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
East End, Portland, ME, 04101

Britt was great. Good communication, took great care of Mr. Wilson and left the apartment spotless. Highly recommend!

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Ali O.
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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

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
5.0 out of 5 stars

Thank you Sarah for staying in our place and keeping our elderly dog company for a few days while we were away. It looks like he relaxed quickly and enjoyed all the care and attention you gave him. I'm impressed you managed to hide his pills in his ham to help them down! Thank you also for the regular updates and photos, I can see he had a good time with you!

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Mike R.
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
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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

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

  • 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 June 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 June 2026, there are 616 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
  • 96% can help with giving oral medications or injections
  • 98% 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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