House Sitting in South Windham

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

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Top rated South Windham house sitters

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: Sergey T.
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Sergey T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
67 reviews
16 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.

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Jacqueline D.
Sitter Profile Image: Renee R.
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Renee R.
from
$50
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Westbrook, ME, 04092

Renee was great with Olivia and was prompt about checking in and sending photos. She gave her antibiotics along with regular care. Will definitely ask for her back!

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Shanley D.
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 is amazing! She is so good with our pups and treats them like her own. She shares pictures and communicates regularly. She is our go-to sitter.

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

Elizabeth took excellent care of our dog while we were away for a weekend. Our dog is a rescue and sometimes takes a while to warm up to new people, but before the end of the first night of her stay Elizabeth had won her over. Elizabeth was respectful of our home and left things very tidy, and she also kept in communication throughout the weekend with lots of pictures and videos. Would highly recommend to anyone

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Ali W.
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 did an amazing job with my pup! She kept me updated on how everything was going during the week, and took great care of Coda. I’ll absolutely be reaching out to Meghan for future trips!

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Marie C.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$70
per night
5.0 out of 5 stars
60 reviews
14 repeat clients
15 years of experience
Windham, ME, 04062

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.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 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: Amy Y.
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Amy Y.
from
$65
per night
5.0 out of 5 stars
156 reviews
41 repeat clients
8 years of experience
Westbrook, ME, 04092

Amy did an excellent job watching our dog Buddy and our home. She was very thoughtful with her questions during the meet and greet and very responsive throughout. Our house looked great when we got home. I would highly recommend

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Brendan K.
Sitter Profile Image: Simon Y.
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Simon Y.
from
$55
per night
35 years of experience
North Deering, Portland, ME, 04103

About: Longtime dog lover and owner, current parent of a 9-year-old Siberian Husky service dog whom I trained to myself. I love dogs of all sizes and shapes and personalities and I can't wait to meet all the wonderful furkids that I'll be looking after in the future. I'm always telling people "I may have trouble remembering your name, but I will always remember your pet's name." Though I am small in stature I'm actually quite strong and can handle large/muscular dogs (and the occasional feral cat when necessary), because I just know how to move with them/guide them. I'm also not intimidated by aggressive behavior in animals, nor do I meet it with aggression in return. I always try to calm the animal and figure out the issue, putting myself between them and anyone/anything that might upset them further. I have a personality/presence that dogs seem to love, from the timid to the social, the calm to the active. I'm a fast walker, so your dog will certainly get a workout they'll love as they keep pace with me, but I can also meander when needed for the older dogs and fumbling puppies. I have experience doing basic grooming for dogs: bathing, brushing, shaving away mats, clipping nails, trimming the fur between pawpads, brushing teeth, and cleaning ears. I do not have experience doing "style" cuts for dogs. I know snake pet care as well, so feel free to inquire if you need someone to look after your danger noodle! Pet care is my primary work focus right now as I work through completing my online schooling towards getting my degree and Vet Tech licence. I have a backyard for your dog to play in alongside my very friendly Husky. It's not fenced in, but I keep a spare long-lead on-hand, same kind as I use for my girl, for guest dogs. If your dog is an especially strong one please let me know and I'll make sure to have an lead appropriate for your dogs weight strength available. Inside the house is dog-friendly and spacious, and I can crate your dog if needed. My dog is allowed on the couch and my bed, so do let me know if those are no-go areas for your dog. If your cat likes outside time I can provide walks and/or put them out in the backyard on the spare long-lead.

Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 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: Sarina D.
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Sarina D.
from
$50
per night
13 years of experience
Westbrook, ME, 04092

About: My first job was at Mainely Dog, a doggy daycare where I fed and entertained groups of dogs-all sizes and personalities. I’ve grown up with many dogs in my family. We also fostered and took in dogs with behavioral difficulties, even had up to 5 dogs at once so I’m used to handling multiple dogs at a time! My dream has always been to own my own business to help and love animals. I can’t wait to meet your pups! I currently work a part time job where I work 3-4 days a week from 4:30-10:30 so I am available the rest of those days and my days off. I am attentive and can keep your pets safe whether that’s in your home or outside in the yard. When out on walks, I am skilled at reading your dog and other dog’s ability to interact in a safe environment from my experience at the doggy daycare.

Sitter Profile Image: Sydney B.
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Sydney B.
from
$75
per night
5.0 out of 5 stars
6 reviews
5 years of experience
Westbrook, ME, 04092

100/10 recommend Sydney. Did not worry one bit about my pets for my whole trip — received frequent updates without asking which I super appreciated. My shy girl warmed up to her instantly which says it all to me! So happy with my choice in a sitter and will book again :)

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

Celine was a wonderful companion for our somewhat anxious dog. She provided regular updates, great communication, and left our place very clean at the end of her stay. We highly recommend her!

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Cole K.
Sitter Profile Image: Marissa K.
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Marissa K.
from
$70
per night
5.0 out of 5 stars
1 review
5 years of experience
Gorham, ME, 04038

Marissa was fantastic! I will definitely use her again! My girls fell in love with her, and one likes to test people to see if she can gain control and run the house. Marissa was firm in who was in control, but loving to jot hurt feelings. She provided regular updates and together we got through some tummy issues to make it where I got back home. The house kitties, who were not part of her duties other than to accept snuggles, adored her as well. At one point she was surrounded by 2 dogs and 2 kitties touching her at once! When we got back, as excited as my dogs were to see me, they also looked around me to see if Marissa was there. My animals tell me all I need to know about a person, abd they adore her. Your pets will too!

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Wendy E.
Sitter Profile Image: Mariah M.
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Mariah M.
from
$100
per night
15 years of experience
Windham, ME, 04062

About: Hi all! My name is Mariah and I live Raymond. I was raised with dogs and have one of my own, an Alaskan Malamute named Cosmo! I would love to take your pet on an evening stroll (anytime between 4:30p-9p) or come by and visit to feed/play/keep them company while you're away. If you need someone for a few evenings per week for walks, someone to feed your pup while you're temporarily away, or even on a more casual basis, please contact me as I would love to meet you and your best friend! -I also have experience giving meds and syringe feeding kittens. Mariah I work my full time job Monday through Friday from 8:30-4 but I’m available anytime on weekends and I’m also available weekday evenings. Wed, Fri, Sat, and Sun I’d prefer to stay in the Windham/Raymond/Casco area but Mon, Tues, Thurs I could also do Portland and Westbrook when I get out of work! If I was to come to your house I’m comfortable walking your dog in your neighborhood and I’m extra mindful of making sure your dog is safe and watched while in your yard if it’s not fenced!

Sitter Profile Image: jamie s.
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jamie s.
from
$65
per night
5.0 out of 5 stars
10 reviews
1 repeat client
7 years of experience
Riverton, Portland, ME, 04103

Jamie was incredible with Olive and Inky! She followed an entire list of instructions (for that I’m so grateful!), left my place clean and sent me many updates and pictures. Thank you Jamie!! Would definitely rebook!!

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Pascale A.
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Emily C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
4 reviews
3 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: Rachael G.
Verified Enhanced Background Check
Rachael G.
Star Sitter
from
$125
per night
5.0 out of 5 stars
52 reviews
18 repeat clients
20 years of experience
Scarborough, ME, 04074

Rachael absolutely crushed it. As someone with senior dogs who have specific preferences and routines (also are high-maintenance as heck), I’m very picky about their care when I’m not around. Rachael was communicative, gave updates unprompted and responded super quickly whenever I reached out. She was able to take on staying at my place with my 2 cats and 3 dogs on very short notice as well. I can’t say enough good things, 11/10

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Amy S.
Sitter Profile Image: Nishat R.
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Nishat R.
Star Sitter
from
$130
per night
5.0 out of 5 stars
135 reviews
61 repeat clients
3 years of experience
South Portland, ME, 04106

Nishat was absolutely phenomenal! We could not have asked for a better person to take care of our Ellie. She sent us updates, photos, and communication was top notch. She was devoted to our pup during their time together. We are truly happy and will definitely be using Nishat again!

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Kati-Layne K.
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Over 86
pet parents in South Windham have booked house sitting

South Windham pet parents share their Rover experiences

1 / 1
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

Christina stayed in our home with our nervous and anxious dog for about 5 days and made us feel comfortable with check-ins and pictures. Christina is kind and you can tell she really loves your pet as though they were hers. We were flying home and Christina stayed with our dog a hour longer than we asked, so she didn’t have to be alone for too long. So kind! Christina left our house in great condition, you wouldn’t even know she had been there. I would have Christina pet sit again and highly recommend her!

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Chrissy 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

Molly always does such a great job watching Odin! She’s great about communicating with us throughout the stay and Odin loves getting to spend time with her.

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Emily K.
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
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in South Windham is $70

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 house 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.

Sitters in South Windham average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in South Windham on Rover as of Jun 2026 was about $70 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a South Windham house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 680 house sitters in South Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of South Windham house sitters respond in under an hour.

House sitters in South Windham have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in South Windham.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. South Windham house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.