House Sitting Winthrop

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

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Over 55
pet parents in Winthrop have booked house sitting

Winthrop, 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: Marissa G.
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Marissa G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 48 reviews
10 repeat clients
15 years of experience
North Monmouth, ME, 04265

“Marissa took great care of our senior dog for the weekend! She was super communicative even before the stay began, and sent us great pics of our guy to keep us updated. She also checked on our chickens and made sure they were all ok, super helpful since they are in different areas and life stages at the moment. Overall Marissa was responsible, kind, and friendly- a great combination for pet sitting! We would welcome Marissa to care for our pets again in the future!”

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Ali H.
Sitter Profile Image: Katie K.
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Katie K.
from
$50
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
10 years of experience
Augusta, ME, 04330

“Katie was fantastic! We felt extremely comfortable leaving our dogs in her care. She is thorough, kind, affectionate with the pups, and sent us great photos and videos. It was obvious that our dogs enjoyed their time with her. We would definitely hire Katie again in the future!”

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Kate B.
Sitter Profile Image: Paige C.
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Paige C.
from
$45
per night
5.0 out of 5 stars
• 28 reviews
4 repeat clients
7 years of experience
Manchester, ME, 04351

“Paige is a life saver!!! I’m able to go away w no stress while she takes excellent care of my fuzzy ones! So thankful for Rover, and for Paige’s four years of helping me head out for work and vacation!!!”

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Rachel B.
Sitter Profile Image: Esther B.
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Esther B.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Gardiner, ME, 04345

“Esther loved on my pets and kept my home in good order. We loved her!”

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Amy S.
Sitter Profile Image: Ievet P.
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Ievet P.
from
$90
per night
4.7 out of 5 stars
• 19 reviews
6 repeat clients
25 years of experience
Lewiston, ME, 04240

“Ievet was fantastic with our two pugs and kept us well informed about how they were doing throughout the weekend. We received lots of pictures and had tremendous piece of mind that our dogs were safe and well while we were attending an out of state funeral. Our planned dog sitter cancelled on us at the last minute and Ievet was quick to respond to our request.”

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Heather B.
Sitter Profile Image: Savannah H.
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Savannah H.
from
$95
per night
2 years of experience
Bowdoin, ME, 04287

About: If you want your pets/children/homes well taken care of give me a call! I will make sure all of your needs are met if you hire me! I plan on freeing up my schedule to do more jobs through the day instead of one full time job. Help me get started by hiring me! If I was in the position to hire someone to babysit, house sit, or pet sit, I would want someone to take all of my requests seriously and do a good job so that’s what I do!

Sitter Profile Image: Christi C.
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Christi C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Whitefield, ME, 04353

“Christi was a terrific house/pet sitter for us. She sent daily updates of activities and pictures of our cat, Lucy, and young golden retriever, Pepper. Pepper is a bit of a handful and Christi spent a lot of time with her on walks, car rides and clicker training. We really appreciated her efforts. The daily communications reassured us that our pets were in good hands. It was nice to see how Lucy snuggled right up to her. We were greeted by happy pets on our return and a tidy house. We highly recommend Christi for a pet sitter.”

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Linda & Jim M.
Sitter Profile Image: Carla V.
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Carla V.
from
$70
per night
4.9 out of 5 stars
• 45 reviews
9 repeat clients
5 years of experience
Waterville, ME, 04901

“Carla was wonderful with our dog and cat. Our elderly cat, Ellie, was in her final stages of life, but we felt comfortable leaving her with Carla, who updated us daily, or more, on her declining health. Unfortunately, we said goodbye to Ellie the day we got home. But, we're glad she was with such a caring person her final week of life. We would enthusiastically recommend Carla as your pet sitter.”

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Christine M.
Sitter Profile Image: Chloe S.
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Chloe S.
from
$75
per night
5.0 out of 5 stars
• 1 review
6 years of experience
Richmond, ME, 04357

“Chloe did an amazing job caring for our two dogs. They require lots of attention and patience and Chloe was able to support them and make sure they were comfortable. She left the house spotless, .”

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Elizabeth H.
Sitter Profile Image: Emily G.
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Emily G.
from
$50
per night
8 years of experience
Chelsea, ME, 04330

About: I've been taking care of dogs for over 8 years, both in my home and out of owners' homes. Neighbors, colleagues, friends and family have relied on me to give their dogs a safe and happy experience while they are away. I live next to many trails and enjoy taking dogs on walks and adventures, and cuddling with them in my cozy apartment. I can bathe and brush and give any medicine. I can also go to other people's homes and take care of their cats. I am available for boarding after 4:00pm on weekdays and all weekends and holidays. My summer schedule is part-time. My schedule is flexible to accommodate your dog’s needs. I live in a quiet apartment next to many trails and a river. I can crate your dog if needed and they are welcome on the furniture. I have a quiet cat who loves dogs.

Sitter Profile Image: Candi W.
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Candi W.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 15 reviews
2 repeat clients
15 years of experience
Bristol, ME, 04539

“Candi is the best dog sitter we have ever had, and that is truly the highest compliment! We have adopted many dogs over the years, many of whom were seniors with health issues. For that reason, it can be difficult to find a dog sitter who can give them the level of care they need. When we returned from our recent trip out of town, our normally anxious Chloe was completely calm and happy. Working with Candi feels like you're leaving your furbaby with your closest family. She is incredibly compassionate, caring, and a consummate professional. If you have pet care needs, do yourself a favor and book her today!”

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Meg L.
Sitter Profile Image: Shae D.
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Shae D.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Union, ME, 04862

“Shae was a wonderful dog sitter for our senior pup. It was clear that our dog Chloe loved her and that Shae is a natural animal lover which makes it so much nicer when we go away! She wasn’t intimidated by her lengthy medication schedule and took great care of our pup and our home so we’d absolutely book her again!”

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Meg L.
Sitter Profile Image: Lauren T.
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Lauren T.
from
$120
per night
5.0 out of 5 stars
• 31 reviews
7 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.
Sitter Profile Image: Andreas W.
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Andreas W.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
1 repeat client
20 years of experience
Norridgewock, ME, 04957

“Andreas is a fantastic sitter and lovely person. He took truly excellent care of our dog while away for two weeks. At all times we felt totally confident in his thoughtfulness, loving care, and enthusiasm for watching our beloved pet. Recommended without hesitation!”

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Daniel H.
Sitter Profile Image: Eliot J.
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Eliot J.
from
$100
per night
5.0 out of 5 stars
• 438 reviews
179 repeat clients
25 years of experience
Otisfield, ME, 04270

“Eliot was great! Our furry friends were well taken care of and were in great spirits when we arrived home. It was wonderful to have a trusted sitter watch over our pets and house while we were away.”

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Jenny R.
Sitter Profile Image: Cameron S.
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Cameron S.
from
$28
per night
10 years of experience
Portland, ME, 04101

About: Growing up I helped care for my family’s array of animals: cats, chickens, ducks, parakeets, Koi, frogs etc. I have also taken care of friends and family’s dogs, walking, feeding, providing company, play and comfort. I believe I go out if my way to make sure that animals feel comfortable and happy when they’re missing their people. I’m currently looking for more sustaining work so my schedule is pretty open and flexible besides little trips and activities, and yard work around town. I have a flexible schedule for feeding and potty breaks and overnights. I am very respectful and patient with meeting new animals’ and their boundaries of how they want to interact with petting and play. I’m able and willing to spend a decent amount of time together so they don’t feel lonely.

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The median cost per night for house sitting in Winthrop is $60

Pet parents share their Rover experiences - Winthrop

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5.0 out of 5 stars

Tarsha and Dexter are the absolute best. We have a big, silly dog in a little house and they’ve really taken the time to get to know both. The pictures of snuggles and walks are always comforting too, but we have no worries with them anyway. Thanks guys!

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Jesica W.
House Sitting
5.0 out of 5 stars

Thanks again! Tilly is always happy when you are here and I don’t have to stress at all about how things are going.

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Crystal V.
House Sitting
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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 to book house sitting

  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 - Winthrop

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winthrop average 5
repeat house sitting clients

FAQs for House Sitting - Winthrop

Frequently asked questions about Rover

The average cost of House Sitting in Winthrop is $56 per night as of November 2026. Most bookings cost between $37 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 190 sitters on Rover offering House Sitting across Winthrop. 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 Winthrop 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 Winthrop 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 Winthrop 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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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