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: Sara K.
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Sara K.
from
$75
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
30 years of experience
Windham, ME, 04062

Sara is a fantastic cat sitter! She is absolutely a "cat whisperer" and we highly recommend her services if you have a finicky or neurotic wee beastie who needs that little bit of extra attention and care.

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ELIZABETH K.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
2 years of experience
Windham, ME, 04062

Emma is fantastic! She was so warm and friendly and great with our two dogs and cat. She made our anxious dog feel safe and comfortable while we were away. Emma is very communicative and sent us photos during our trip. We can’t recommend her enough!

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Kristin T.
Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$125
per night
5.0 out of 5 stars
164 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: Sydney B.
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Sydney B.
from
$75
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Samantha V.
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Samantha V.
Star Sitter
from
$85
per night
5.0 out of 5 stars
86 reviews
24 repeat clients
27 years of experience
Portland, ME, 04103

Samantha is so incredible!!! The most wonderful, thoughtful, kind, respectful sitter you could ever hope for!!! The animals love her, and she takes amazing photos too!!! Above and beyond, she is the best!!

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Adrienne J.
Sitter Profile Image: Renee R.
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Renee R.
from
$50
per night
4.9 out of 5 stars
18 reviews
5 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: Jordyn H.
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Jordyn H.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
South Portland, ME, 04106

Jordyn is the friendliest, most reliable, dog-loving, tidiest, amazing dog sitter! She handled my two large rescue mutts with ease and joy. A truly delightful experience!

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Stacey B.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$70
per night
4.8 out of 5 stars
22 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: Sergey T.
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Sergey T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
73 reviews
17 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: Kayla S.
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Kayla S.
from
$50
per night
4.6 out of 5 stars
10 reviews
3 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: Christina R.
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Christina R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
242 reviews
95 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: Amanda C.
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Amanda C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
3 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: Alyssa B.
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Alyssa B.
from
$75
per night
5.0 out of 5 stars
5 reviews
2 years of experience
Gray, ME, 04039

I can’t say enough great things about Alyssa! She was easy to communicate with, sweet, great with our two dogs (including a new puppy). She gave frequent and thorough updates with cute pictures. I felt completely at ease leaving her with both my house and my dogs! We would 100% have Alyssa back again :)

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Alexandra M.
Sitter Profile Image: Edward M.
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Edward M.
from
$35
per night
10 years of experience
Portland, ME, 04103

About: I excel at making dogs feel calm and like their owners never even left the house. Learning their schedules, quirks, and favorite walking spots helps me make them feel comfortable for extended stays. Energetic puppy? I’ll run around w them and tire them out. Senior dog? We can relax and go at their pace. What sets me apart is my intuition and caring heart. I have a flexible, remote job so I am able to stay with your pet as long as needed through the day and take them on frequent walks in the neighborhood good or to the dog park! I do live-in dogsitting/housesitting at the client’s house. I like to learn about your dog (how they like to play, chill, etc..) so I can make them feel as comfortable as possible.

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

We had such a great experience with Emily! Taking care of three animals is no small task, but she handled everything with so much care, attention, and professionalism. From the start, communication was excellent — we always felt informed and reassured while we were away. It was clear our pets were not only well taken care of, but genuinely cared for. Each of them has their own personality and needs, and Emily took the time to understand and meet all of them. We came home to happy, relaxed pets and a well-kept home, which says everything. It gave us so much peace of mind knowing they were in such good hands. We would absolutely recommend Emily to anyone looking for a reliable, kind, and trustworthy pet sitter!

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Cory D.
Sitter Profile Image: Nishat R.
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Nishat R.
Star Sitter
from
$130
per night
5.0 out of 5 stars
143 reviews
69 repeat clients
3 years of experience
South Portland, ME, 04106

My husband and I one hundred percent recommend Nishat! She was communicative, professional but personable, and very quick to respond when my husband and I were desperately making last minute sitting plans for our big pup Oliver and cat Dexter! At the meet and greet, it was immediately clear that Nishat is an animal lover and during the few days she took care of our fur babies, the pictures and videos she sent made it clear our little ones were in safe and loving hands! Thank you, Nishat! Whatever pets and pet parents you take care of are lucky to have you!

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Eden S.
Sitter Profile Image: Lynne S.
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Lynne S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Deering Center, Portland, ME, 04103

Lynne was amazing! She stayed at our house in July while we were traveling for a week. This was the first time for us to leave our puppy overnight, so needless to say, we were a bit worried about how our 13-month-old pup would do without us. Lynne immediately put both the dog and us at ease. Throughout the week, she sent us pictures and quick updates. We met up with Lynne again a few days after our trip and the dog was super happy to see her. We will definitely reach out to her again when we need somebody to watch our dog.

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Kate K.
Sitter Profile Image: Sarah G.
Verified Enhanced Background Check
Sarah G.
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Libbytown, Portland, ME, 04102

Sarah helped us out at the last minute and was amazing!!! We got updates and our animals were well cared for and happy campers when we got home!!! The house was well taken care of too!! We will definitely have her stay with our fur babies again!!! Highly recommend!!!

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Katie S.
Sitter Profile Image: John M.
Verified Enhanced Background Check
John M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
17 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: Jessica F.
Verified Background Check
Jessica F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
67 reviews
17 repeat clients
22 years of experience
Portland, ME, 04103

Jessica was punctual and easy to communicate with (before and during), sharing pics of our dogs almost immediately to reassure us that all was well. Jessica was also very attentive to our dogs' individual needs, including separation anxiety and caution towards new people. Thank you!

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Christopher C.
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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

Renee was great! She communicated effectively and our dog had a wonderful time with her. We will definitely be asking her to sit for us again!

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Samantha M.
House Sitting
5.0 out of 5 stars

Sara was awesome! She was fabulous with our reactive rescue pup. We got lots of pics and great communication. Our house seemed cleaner than when we left! We will book her again for sure!! Thank you!

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Ann J.
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
5.0 out of 5 stars

Andrea, was great! She was quick with responding to messages. She sent pictures of both our dogs a couple of times while we were away letting us know how they were doing. She stayed at our house and everything was just as it was when we left.

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Emma L.
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 - 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 July 2026, there are 705 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.

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 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 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 Windham. On Rover:

  • 98% 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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