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 took excellent care of our dog who is currently recovering from heartworm. She communicated clearly and left our home clean and tidy. Her calm demeanor and attention to our training goals made it easy for us to be away for the weekend. We will definitely work with Sara again!

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Emma & Patrick G.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 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: Renee R.
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Renee R.
from
$50
per night
4.9 out of 5 stars
17 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: Sergey T.
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Sergey T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
73 reviews
16 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

Sergey was great! We hired him for house/dog sitting while we were away for a long weekend and he made it so easy for us. The dogs liked him, and he clearly gave them a lot of attention. When we came home the house was spotless. You would have had no idea someone had been staying there for 4 days. He was very easy to get ahold of, and followed up a few days before the booking to confirm and schedule a second meet & greet. Would absolutely recommend.

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Josh W.
Sitter Profile Image: Amy M.
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Amy M.
from
$65
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
20 years of experience
Westbrook, ME, 04092

I would recommend Amy for your house and pet sitting needs. Amy house sat for us over a long weekend and took care of our dogs, cats, and fish. She followed our instructions and was very communicative. Everything was in order when we returned and pets were happy. Thanks, Amy!

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Kate D.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$89
per night
5.0 out of 5 stars
58 reviews
9 repeat clients
30 years of experience
Scarborough, ME, 04074

We are so happy with the care, attention and communication we got from Elizabeth! She was comfortable handling our 3, sometimes rowdy, pups and sent frequent pics and updates. We will definitely request her again! Top notch!!

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Gina S.
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: Sydney B.
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Sydney B.
from
$75
per night
5.0 out of 5 stars
7 reviews
5 years of experience
Westbrook, ME, 04092

Sydney is amazing!!! We have two high energy / high anxiety Boston Terriers and two very social cats - she was great with all of them! She sent adorable pictures, checked in often, sent lots of updates. The dogs clearly had a good time, the house is exactly as we left it, she was prompt, professional, and kind... Literally all the things you are looking for when you're leaving your pets home with someone for days. We'll definitely book her again any time we need someone to stay at the house!!

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Kristina S.
Sitter Profile Image: Meghan M.
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Meghan M.
from
$75
per night
4.8 out of 5 stars
21 reviews
3 repeat clients
20 years of experience
Gorham, ME, 04038

Meghan was a great dog sitter for my two pups! She maintained communication throughout, was always punctual, and showed great flexibility. Most importantly, she was incredibly kind and caring toward my dogs. I recommend her for anyone looking for a reliable and compassionate sitter!

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Marie & Ryan K.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
240 reviews
94 repeat clients
6 years of experience
Gorham, ME, 04093

Christina was fantastic. She was responsive, reliable, and so kind with my pets. She handled my high-maintenance cat’s quirky feeding needs with patience, and even my dog absolutely loved her. Highly recommend!

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Abby D.
Sitter Profile Image: KELSEY H.
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KELSEY H.
from
$70
per night
12 years of experience
Westbrook, ME, 04092

About: I have 10+ years of experience working in the pet-care industry. I have worked both full time and part time as a pet sitter/dog walker. I have familiarity with a large number of breeds and personalities. It doesn't matter if you have multiple animals in your home needing care, or just one. I am currently full time for pet sitting and/or dog walking and available days or nights, including weekends. Mornings, midday, evening, and late night. I will meet with you prior to caring for your pets to go over their routine and care so we are able to keep the same schedule while you are away. The goal is limit stress for both you and your pet during the separation.

Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
30 years of experience
Raymond, ME, 04071

Emily took wonderful care of our Fiona, providing plenty of updates to us while out of town and ensuring Fi kept the schedule that makes her most comfortable, including plenty of yard time, play, snuggles and naps. We’re so glad to have connected with Emily and will definitely reach out for future sitting!

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Bridget K.
Sitter Profile Image: Kayla S.
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Kayla S.
from
$50
per night
4.5 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Falmouth, ME, 04105

Kayla is amazing! She did such a great job taking care of my stubborn dog and was very respectful of my home while staying there! She sent lots of pictures and updates and did great with his heath issues! I would recommend Kayla for anyone looking for a trusting companion for their pets. I hope Kayla will be available for Bronx’s needs in the future because I would book her again in a heartbeat!

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Kelsey O.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$80
per night
5.0 out of 5 stars
8 reviews
1 repeat client
17 years of experience
North Deering, Portland, ME, 04103

I highly recommend Hannah! She stayed at my house for a week and took excellent care of my dogs while I was away. It gave me so much peace of mind knowing they were in such caring and responsible hands. She kept me updated, followed all instructions, and treated my dogs like they were her own. When I came home, my dogs were happy, relaxed, and clearly very well cared for. The house was also in great condition. I couldn’t have asked for a better experience, and I will definitely be booking her again in the future. If you’re looking for someone trustworthy, reliable, and genuinely great with animals, I would absolutely recommend her!

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Anna S.
Sitter Profile Image: Melissa W.
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Melissa W.
from
$125
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
26 years of experience
Gray, ME, 04039

Melissa went above and beyond while staying at our home and watching our 2 dogs for a week. We would highly recommend Melissa. She kept us up to date with pictures and a message as to how they were doing each day. You won't be disappointed if you hire Melissa!

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Becca C.
Sitter Profile Image: Celine G.
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Celine G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
30 years of experience
Oakdale, Portland, ME, 04102

Celine was always quick with communication from beginning to end. She stayed with our two crazy pups, one who can be a handful. She shared pictures, followed their routines, and let our puppy sleep under the covers with her in bed!

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Amanda G.
Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$125
per night
5.0 out of 5 stars
162 reviews
71 repeat clients
20 years of experience
Falmouth, ME, 04105

Lily was wonderful in every way. She was responsive, friendly, and took very good care of our dog while we were gone all day in Boston! Our dog felt comfortable and safe with her. Lily is awesome!!!

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Paula B.
Sitter Profile Image: Sarah G.
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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 was amazing! She was available for a last minute booking with Athena and stayed at our house. Her communication was prompt, and we felt at ease on our trip knowing Athena was well taken care of. Will definitely reach out for future trips!

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Ali R.
Sitter Profile Image: Bret L.
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Bret L.
from
$76
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
24 years of experience
Portland, ME, 04102

Bret accepted our short notice booking and stopped by for a meet & greet before we headed out for a weekend trip, which was great. Our pets are currently pretty low maintenance but it was important for us to have someone stay the weekend while we had some R&R. We’d have Bret back on a future vacation.

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Susan C.
Sitter Profile Image: Nishat R.
Verified Enhanced Background Check
Nishat R.
Star Sitter
from
$130
per night
5.0 out of 5 stars
139 reviews
65 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.
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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

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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