House Sitting Winthrop

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

End
Search

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.

1 / 1
Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
Lauren M.
from
$55
per night
4.7 out of 5 stars
• 14 reviews
3 repeat clients
20 years of experience
Winthrop, ME, 04364

“Felt very comfortable, leaving my dog with Lauren. She sent pictures of the walks and took very good care of my dog. I will use her again if she’s available”

Profile image
Pamela P.
Sitter Profile Image: Marissa G.
Verified Enhanced Background Check
Marissa G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 46 reviews
9 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!”

Profile image
Ali H.
Sitter Profile Image: Paige C.
Verified Background Check
Paige C.
from
$45
per night
5.0 out of 5 stars
• 28 reviews
3 repeat clients
7 years of experience
Manchester, ME, 04351

“I will definitely book Paige again as a pet and house sitter. My dog loved Paige as was evident from the photos showing my little Bear smiling from ear to ear that she sent to me while I was away. I could relax on my vacation knowing my pet and home were in good hands with Paige.”

Profile image
Kristine H.
Sitter Profile Image: Kyle C.
Verified Enhanced Background Check
Kyle C.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
8 years of experience
Manchester, ME, 04351

“Kyle was an awesome pet sitter! He notified us prior to leaving to arrive our house. Arrive punctually on time. He checked in hourly with us and ask questions about our little puppy. We were so pleased with his services. He genuinely cares about animals and it is evident that he knows how to keep a pets happy and safe. We look forward to having him back!!! Thank you Kyle!”

Profile image
Patricia S.
Sitter Profile Image: April M.
Verified Enhanced Background Check
April M.
from
$55
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
20 years of experience
Belgrade, ME, 04917

“This was our first time using April to sit with Aspen…will absolutely be using her in the future. Aspen was happy and content when we got home, house was just as we left it, and April sent us pix while we were gone - great communication as well ??”

Profile image
Jennifer S.
Sitter Profile Image: Esther B.
Verified Enhanced Background Check
Esther B.
from
$50
per night
5.0 out of 5 stars
• 3 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!”

Profile image
Amy S.
Sitter Profile Image: Kimberly M.
Verified Enhanced Background Check
Kimberly M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
6 years of experience
Oakland, ME, 04963

“Kim was fantastic- she house sat and took care of our two dogs for one week. great communication before and throughout. Hardy and Mav loved her! And she left our place spotless! 1k% recommend :)”

Profile image
Andrea Z.
Sitter Profile Image: Meredith D.
Verified Enhanced Background Check
Meredith D.
from
$50
per night
4.8 out of 5 stars
• 5 reviews
3 repeat clients
15 years of experience
Farmingdale, ME, 04344

About: I have always had dogs and love walking and playing with them. I always share a special bond with dogs, they are so friendly and comforting. My mom used to have her own doggy day care business and train dogs. I would love to meet new friendly faces and get to know your dogs. I believe that once I get to know your little pup, we will have a lovely time together. I have mostly had collies and shelties and currently I also have a pitbull/boxer mix. If your dog need meds, I have given plenty to other dogs in the past. I am very good at keeping dogs occupied and busy while having a good time too. I believe that if you give me a chance, your dog and I will have great times together going for walks and playing. I’m a teacher so this summer of ‘22 I am looking to have this as my full time job! I think that would be so much fun and the perfect fit for me and my schedule as I am very flexible! I love having toys around that my dogs love to use. I usually put my dogs closed in separate rooms during the day when we are gone. I would make sure all the dogs/pets would be as open or as separated as you’d like. Every dog is unique in their needs.

Sitter Profile Image: Crystal D.
Verified Enhanced Background Check
Crystal D.
from
$35
per night
5.0 out of 5 stars
• 1 review
3 years of experience
Augusta, ME, 04330

About: I've taken care of animals since I was 10. I care for all animals even the fur babies that have anxiety away from home. They will be loved and you will have tons of photos I can pet sit during the early mornings or late at nights. Staying at the animals comfort home so they won't have too much anxiety while you're away. I can care for any animals at the comfort of your animals home. Animals prefer their home more than someone else's. Lesser anxiety for them.

Sitter Profile Image: Larissa M.
Verified Background Check
Larissa M.
from
$65
per night
4.8 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
winthrop, ME, 04364

“Very attentive and caring dog/house sitter. Left the house in good shape and a happy dog. ????”

Profile image
Charles J.
Sitter Profile Image: Avery F.
Verified Enhanced Background Check
Avery F.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
18 years of experience
Bath, ME, 04530

“Avery took wonderful care of our dog for a full week while we were on vacation. This was our first time using Rover, and he truly exceeded all of our expectations. He was incredibly communicative, providing updates that helped put our minds at ease while we were away. It made such a difference knowing our dog was in great hands. We’re so grateful for the care he provided and would absolutely recommend Avery to anyone looking for a trustworthy and attentive sitter.”

Profile image
Molly S.
Sitter Profile Image: Catherine K.
Verified Enhanced Background Check
Catherine K.
from
$120
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Augusta, ME, 04330

“Catherine house sat our brown lab for 14 days. Our dog has separation anxiety and Catherine made tremendous efforts to comfort our dog and make her feel at ease. It was obvious that Catherine loves animals and our dog connected with her at our first meeting. Catherine kept us informed and asked questions before activities like car rides and walks, both of which our dog loves. We never experienced any issues and look forward to having her house sit for us again in the future.”

Profile image
Lee S.
Sitter Profile Image: Ievet P.
Verified Enhanced Background Check
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.”

Profile image
Heather B.
Sitter Profile Image: Jordyn P.
Verified Enhanced Background Check
Jordyn P.
from
$50
per night
3 years of experience
West Gardiner, ME, 04345

About: I’ve taken care of dogs, cats, birds, and small animals for three years now. I also have experience with housesitting and babysitting. I work two 12 hour day shifts a week. I am currently working part time two 12 hour days. Dogs go out before I go to work and after. On my days off I am able to spend more time with them. I cannot offer pet sitting in my home at this time. I have three years of house/dog sitting experience as well as cats. I am able to stay at the clients place as needed for pet care.

Sitter Profile Image: Erin D.
Verified Enhanced Background Check
Erin D.
from
$55
per night
4.9 out of 5 stars
• 24 reviews
5 repeat clients
30 years of experience
Benton, ME, 04901

“Erin was amazing! She answered promptly and took me on very last minute. My two dogs loved her and she made me feel very comfortable: as someone who has never used a sitter before! Will be booking again !!”

Profile image
Josie C.
Sitter Profile Image: Sarah D.
Verified Enhanced Background Check
Sarah D.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
5 years of experience
Lewiston, ME, 04240

“Sarah was super with Cally. I came home to a happy pup! I loved the photos and good communication while I was away.”

Profile image
Katharine W.
Sitter Profile Image: Jason F.
Verified Background Check
Jason F.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
20 years of experience
Sidney, ME, 04330

“My dogs absolutely LOVED Jason! He definitely gets and understands how to connect with animals, and also knows the needs of a fur-mom when away; needing to know that they’re safe and content. He was communicative and always let me know how they were doing and what was going on. I’ll be calling on him again for sure!”

Profile image
Paige T.
Sitter Profile Image: Kassiani K.
Verified Enhanced Background Check
Kassiani K.
from
$60
per night
7 years of experience
Dixfield, ME, 04224

About: I have hands-on veterinary medicine experience, including working in an overnight animal emergency hospital, so I'm comfortable caring for pets with medical needs and recognizing when something may require veterinary attention. I'm experienced with medications, senior pets, anxious pets, and animals who need extra patience and individualized care. I also understand how important it is to maintain each pet's normal routine while their family is away. Caring for animals is a big part of my everyday life, so I’m very comfortable building my schedule around their needs. I prioritize keeping pets on their normal routines with regular meals, potty breaks, exercise, playtime, companionship, and medication when needed. My goal is to make their time away from their family feel as comfortable and stress-free as possible. When house sitting, I keep pets in the comfort of their own home and maintain their normal routines as closely as possible. I provide regular potty breaks, walks, meals, playtime, companionship, and medications when needed. I take the time to learn each pet's personality, preferences, and boundaries so they receive individualized care rather than a one-size-fits-all routine. I also treat my clients' homes with the same care and respect I would my own, keeping things clean, secure, and comfortable while their family is away.

Sitter Profile Image: linda c.
Verified Enhanced Background Check
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: Emily G.
Verified Enhanced Background Check
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.

1 / 1
View more

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

Pet parents share their Rover experiences - Winthrop

1 / 1
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!

Profile image
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.

Profile image
Crystal V.
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 - Winthrop

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winthrop average 4
repeat house sitting clients

FAQs for House Sitting - Winthrop

Frequently asked questions about Rover

The average cost of House Sitting in Winthrop on Rover is $56 per night as of October 2026. Most bookings cost between $37 and $67 per night. 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 October 2026, there are 209 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.

<b>Tip:</b> 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:

  • 100% of sitters can help with special care needs
  • 100% 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