House Sitting Bailey Island

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

End
Search

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.

1 / 1
Sitter Profile Image: Felicia H.
Verified Background Check
Felicia H.
from
$80
per night
5.0 out of 5 stars
39 reviews
9 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!

Profile image
Danielle M.
Sitter Profile Image: Kourtney J.
Verified Enhanced Background Check
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

This was our second sit with Jonas and for a longer stint. We received so many awesome pictures and updates that kept our minds completely at rest allowing us to enjoy our trip.

Profile image
Katie H.
Sitter Profile Image: Maricela T.
Verified Enhanced Background Check
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

Super reliable and had lots of amazing pictures of our animals. House was just as we left it. Updated us one how the animals were doing. Would recommend to anyone and will hire again.

Profile image
Sarah H.
Sitter Profile Image: Brittany D.
Verified Enhanced Background Check
Brittany D.
Star Sitter
from
$68
per night
4.9 out of 5 stars
14 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!

Profile image
Abigail S.
Sitter Profile Image: Avery F.
Verified Enhanced Background Check
Avery F.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 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.

Profile image
Ellie N.
Sitter Profile Image: John M.
Verified Enhanced Background Check
John M.
from
$100
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
25 years of experience
West End, Portland, ME, 04101

I highly recommend John! He asked questions to clarify my dogs needs, sent regular updates and even shared photos. His attentiveness allowed me to enjoy my few days out of town without worrying about my 2 senior dogs.

Profile image
Karen B.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
10 years of experience
Brunswick, ME, 04011

Rebecca did a great job for us. Our 7 year old dog had never had a dog sitter before and Rebecca was great with him. She shared pictures of our dog and he was happy in every picture. Very reliable and responsive to all communication. We will definitely call on her again.

Profile image
Renee B.
Sitter Profile Image: Lauren H.
Verified Enhanced Background Check
Lauren H.
Star Sitter
from
$95
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
15 years of experience
Lisbon, ME, 04250

Amazing! She was able to handle a Great Dane AND puppy Great Dane. Enough said. Great communication, fast response, and gave the dogs all the love they needed and more.

Profile image
Cameron K.
Sitter Profile Image: Rachael G.
Verified Enhanced Background Check
Rachael G.
Star Sitter
from
$160
per night
5.0 out of 5 stars
61 reviews
22 repeat clients
20 years of experience
Scarborough, ME, 04074

Rachael was absolutely wonderful caring for our dogs! We have a senior dog with extra needs as well as a younger, very energetic dog, and Rachael provided dependable, loving care to both. We received updates and photos while we were away, and Rachael kept us well informed with how our pups were doing. She also was very responsible in our home, and left things in even better shape than before she arrived. We would highly recommend Rachael to others, and will certainly be reaching out to her again as future dog sitting needs arise.

Profile image
Kristin G.
Sitter Profile Image: Katie C.
Verified Background Check
Katie C.
from
$75
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Brunswick, ME, 04011

This was the first time I used Katie to care for Ginger but it won’t be the last! Katie did a wonderful job taking really good care of Ginger for an overnight at my house and the day before and after. She attended to Ginger’s every need and sent me updates and pictures, too! She even left my house better than before. Don’t look any further—call Katie! But not when I need her! 😉

Profile image
Jennifer M.
Sitter Profile Image: Jovi H.
Verified Enhanced Background Check
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: Daniel W.
Verified Background Check
Daniel W.
from
$130
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
17 years of experience
Brunswick, ME, 04011

Daniel stayed at our home for 4 days and took excellent care of our girl Chloe and the house itself. His relaxed nature is perfect for our dog and he was extremely conscientious, checking in with us now and then to let us know that things were going well and leaving our dog happy and our home in excellent condition. His communication was prompt and clear. Definitely a 5 star experience.

Profile image
Dory S.
Sitter Profile Image: Ryan O.
Verified Enhanced Background Check
Ryan O.
from
$65
per night
5.0 out of 5 stars
1 review
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: Kelly F.
Verified Enhanced Background Check
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!

Profile image
Terra D.
Sitter Profile Image: Heather E.
Verified Enhanced Background Check
Heather E.
from
$85
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
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!

Profile image
Jen W.
Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Stephanie B.
Star Sitter
from
$80
per night
4.9 out of 5 stars
40 reviews
10 repeat clients
7 years of experience
South Bristol, ME, 04573

Our dog Maggie was so relaxed when we came home, she obviously felt very safe with Stephanie as her sitter, and that’s saying something for this rescue dog 😍 Thank you!

Profile image
Carrie H.
Sitter Profile Image: Avital Z.
Verified Enhanced Background Check
Avital Z.
from
$100
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Oakdale, Portland, ME, 04102

Avital was AMAZING! We needed someone to house sit our baby pretty last minute and Avital answered our prayers. She came and did a meet and greet before we left and we felt so comfortable right away. She checked in with us regularly and sent us lots of pictures. She left our apartment in great condition and she even drew us a picture of our girl! We definitely plan on reaching out next time we need help and we would recommend her to anyone!

Profile image
Juliana L.
Sitter Profile Image: Victoria M.
Verified Background Check
Victoria M.
from
$70
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Yarmouth, ME, 04096

Vickie sent us lots of photos of our fur babies and asked clarifying questions about one of their meds which I greatly appreciated! (It's not your typical sit). We will hire her again when we need someone we trust to care for our cats, administer meds, and give insulin to one of them!

Profile image
Chelsea A.
Sitter Profile Image: Angela C.
Verified Enhanced Background Check
Angela C.
from
$85
per night
1 repeat client
10 years of experience
Westbrook, ME, 04092

About: I have 10 years of animal care experience! (Dogs, cats, and bunnies). I have 5 years of dog handling experience, pups that are big or small! I am beginning my journey to be a Veterinarian this fall at UMA 😊 I currently work part-time as I am attending school! But my passion is to spend most of my days with my puppy and cat at home. I am a reliable caretaker and have reliable transportation! I will be offering dog walks and pet sitting. I’m here to offer an extra hand and exceptional care for your four-legged friend

Sitter Profile Image: Vukasin V.
Verified Enhanced Background Check
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.

1 / 1
View more

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!!!!

Profile image
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!

Profile image
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 !!!

Profile image
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.

Profile image
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

Profile image
Kathleen C.
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.

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

    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

Popular requests for house sitting - Bailey Island

Select a filter and find qualifying sitters offering house sitting.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge