House Sitting Windham

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

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Over 1
pet parents in Windham have booked house sitting

Windham, 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: Renee R.
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Renee R.
from
$50
per night
4.9 out of 5 stars
• 21 reviews
7 repeat clients
6 years of experience
Westbrook, ME, 04092

“Renee was great, checking in with questions when needed. One of my dogs is more needy and she let me know so I could offer suggestions. I've invited her to come back and she said yes, so that's a good sign!”

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Betsy R.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 38 reviews
14 repeat clients
2 years of experience
Windham, ME, 04062

“Emma was wonderful, receptive, and sent plenty of updates!! She played with our pups, loved on them, and even let them sleep with her while we were away. She’s completely trust-worthy, responsible, and left our home spotless. We will definitely be using Emma again 😊”

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John R.
Sitter Profile Image: Sergey T.
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Sergey T.
from
$65
per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

“Sergey is a wonderful, kind man and took excellent care of our home and pets while we were out of town. Our cat needs a pill and a inhaler and he was completely unbothered. Will absolutely book with him again.”

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Sam F.
Sitter Profile Image: Cade D.
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Cade D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
3 years of experience
Westbrook, ME, 04092

About: Hii!! I’m a patient, caring sitter with 3 years of experience of caring for dogs and cats of all sizes and ages. I’m skilled at giving medications, calming anxious pets, and provided the attention your furry baby needs. I’m happy to send frequent updates to keep you at ease, treating your pet with all the love and care they deserve. I am currently looking for some time to spend with pets when I am not working. I have a passion to be with animals and it brightens my day to help someone and spend time with a cute furry pet. I love to be active and create an environment that the pets can thrive and be loved. I have free time throughout the week to tend to their needs and get them out of the house or play with them to get their jitters out. For dogs, I love to play with them and go for walks or runs so they can go explore. For cats, I make sure their environment is clean and give them constant snuggles and comfort.

Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 250 reviews
96 repeat clients
6 years of experience
Gorham, ME, 04093

“Christina is absolutely amazing! Both of my dogs stayed with her for 2 weeks while we were traveling in Australia. They adjusted to her very quickly & were so content when she returned them to our door. She paid attention to everyone of my individual requests making sure they were medicated & fed as instructed. It’s extremely obvious Christina loves animals & wants nothing more than to love on our pets. She has a huge heart & lots of love to give. One of my dogs has a history of trauma yet she felt comfortable with Christina very quickly. Christina is very responsible & you can 100% trust her with your fur babies. 100% recommend you book her & book early since she is extremely popular!”

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Nancy B.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Westbrook, ME, 04092

“Sydney is both very personable and professional. She bonded quickly with our dog and understood all of her care needs. We received daily photos at various times as well as text updates. We will be repeat clients and can't recommend her enough!”

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Wanda R.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
2 years of experience
Gray, ME, 04039

“Alyssa was AMAZING! She sent me so many photos, numerous updates, and everything was so detailed. I felt great having my dogs alone with her and can’t wait for her to come back and take care of them. Highly HIGHLY recommend!”

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Michaela G.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
15 years of experience
Buxton, ME, 04093

“Once again I was relieved and felt confident that my dog Walter was in good hands while I was away on vacation. Walter can be anxious with different people, but Amanda knows how to handle him. I definitely plan to use Amanda's services again in the future.”

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Mary M.
Sitter Profile Image: Kayla S.
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Kayla S.
from
$50
per night
4.7 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Falmouth, ME, 04105

“We would absolutely book Kayla again! She was incredibly communicative throughout, and from the photos she sent, it was clear our dog was happy and comfortable with her—his wagging tail said it all. Since he's not typically used to being around others, we were thrilled with how well he settled in. Kayla was also very accommodating to all of our requests. Thank you, Kayla!”

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Anna D.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$70
per night
4.7 out of 5 stars
• 24 reviews
3 repeat clients
20 years of experience
Gorham, ME, 04038

“Meghan did a great job house sitting and taking care of our pups! She left our house spotless! I would definitely recommend her and will book her again!”

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Lisa D.
Sitter Profile Image: Amy M.
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Amy M.
from
$80
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
20 years of experience
Westbrook, ME, 04092

“Amy was absolutely wonderful with our dogs! From the moment we left, we felt completely comfortable knowing they were in her care. She sent great daily updates and photos, which gave us so much peace of mind and let us see how happy and relaxed they were. One of our dogs is a bit skittish and can take time to warm up to new people, but Amy truly worked her magic — by the end, our pup loved her! It was clear she was patient, attentive, and genuinely caring with both of them. We are so grateful and will definitely be using Amy again. Highly recommend! 🐾”

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Molly H.
Sitter Profile Image: Ashley M.
Ashley M.
from
$80
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
8 years of experience
Westbrook, ME, 04092

“Ashley was great with Gus and Chloe, she was very communicative throughout the week and was flexible on a time adjust. I even heard from our neighbor she was very attentive to Gus and did a lot of outdoor playing. Would request Ashley again when needed.”

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Angela D.
Sitter Profile Image: Katie P.
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Katie P.
from
$60
per night
4.9 out of 5 stars
• 78 reviews
28 repeat clients
5 years of experience
Ocean Avenue, Portland, ME, 04103

“Katie was amazing! She stayed at our place and not only took amazing care of our Basset hound, Gulliver, but kept an eye over the house as well. We will absolutely have her back! She did a phenomenal job taking care of our spoiled little dog! Thank you so much Katie!”

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Zachary B.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 12 reviews
7 repeat clients
30 years of experience
Raymond, ME, 04071

“Emily did an exceptional job doing an in house stay with our fur pack. They each have their own unique personalities and can be a bit of a handful, but she treated each one with love and attention to meet their needs. They warmed up to her quickly and we could tell when we came home that while they missed us, they had not been stressed with a new person taking care of them. This is a huge win. Emily left the house spotless and we couldn't have asked for a better person to watch our home and fur family while we were away. We recommend Emily to anyone who wants their animals to be loved on and taken care of and to have their home respected and well watched.”

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Tyler D.
Sitter Profile Image: Colby M.
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Colby M.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Riverton, Portland, ME, 04103

“Colby provided excellent care for our two dogs! He was easy to chat with ahead of our trip and communicative while we were away - we appreciated getting updates. Colby was tasked with administering medication to our younger dog and he did so reliably. Pups were happy when we returned and had clearly received good care. We will certainly hire Colby again!”

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Anna R.
Sitter Profile Image: Emily W.
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Emily W.
from
$85
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
North Deering, Portland, ME, 04103

“Emily was great with our 3 dogs, fish, and bearded dragon while we were away for two weeks! I felt at ease the entirety of our trip with her watching our animals. She kept us updated with pictures and was available if we needed to contact her. I wouldn't hesitate to book with her again”

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Micayla S.
Sitter Profile Image: Jordyn H.
Verified Enhanced Background Check
Jordyn H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
4 years of experience
South Portland, ME, 04106

“Jordyn was attentive and responsive when caring for our cat. She was happy to help around the house with small things when asked, as we were gone on a longer trip, and we really appreciated knowing our home and pet were taken care of!”

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Emma S.
Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 169 reviews
72 repeat clients
20 years of experience
Falmouth, ME, 04105

“Lily was great! Prompt communication — with pics! She followed the instructions we left for her. And most importantly — Lucy loved her immediately. Thanks for taking such good care of our GSD.”

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Ula P.
Sitter Profile Image: Nishat R.
Verified Enhanced Background Check
Nishat R.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 162 reviews
75 repeat clients
3 years of experience
South Portland, ME, 04106

“My dog loves Nishat! She has such a calming energy and puts my nervous dog instantly at ease. Nishat came to the rescue when family emergencies left little time for making arrangements, and made sure Beesly was safe and happy while I was away. She sends lots of photo updates during her stay and really dotes on my dog. Beesly and I are so happy to have found Nishat!”

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Katie H.
Sitter Profile Image: Kari B.
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Kari B.
from
$100
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
South Portland, ME, 04106

“Kari did a wonderful job caring for our dog, Butters! She took care of his medical needs and was very good at communication, providing us routine updates and photos. She also left the house clean, which was greatly appreciated. We would be happy to have Kari back to help us out in the future and highly recommend her!”

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Adrian W.
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The median cost per night for house sitting in Windham is $70

Pet parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

At our house, Sara is the Cat-Whisperer-in-Chief! Our cat absolutely loves her, and we enjoy great peace of mind when Sara is there to look after our slightly neurotic little puss when we are gone.

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ELIZABETH K.
House Sitting
5.0 out of 5 stars

Top notch care by Renee for the furry ones! Even a late pivot to help support administering meds to the boy for a severe hot spot. Thanks immensely!

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Sarah M.
House Sitting
5.0 out of 5 stars

Nicole was great with my dog and my house! She communicated daily with photos and updates and my house was spotless when I returned, linens in the dryer and everything in it's place.

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Jennifer B.
House Sitting
5.0 out of 5 stars

Jocelyn provided excellent care for our goldendoodle, Ziggy, while staying at our house for several nights. She provided him with daily walks and adventures, kept up with his medicine, and left our house very clean and tidy. She also provided regular updates and photos. I highly recommend her for your pet sitting needs!

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Mary Anne A.
House Sitting
5.0 out of 5 stars

Gabrielle was an amazing sitter for our dog and 2 cats. She stayed in our home for a week while we were away. Tons of pictures and updates, and our pets were loved and well cared for.

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Matthew P.
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.

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 - Windham

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windham average 4
repeat house sitting clients

FAQs for House Sitting - Windham

Frequently asked questions about Rover

As of October 2026, there are 673 sitters on Rover offering House Sitting across Windham. 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 Windham 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 Windham 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 Windham 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 Windham. 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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