House Sitting in Windham

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

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Top rated Windham house sitters

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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 took excellent care of my small senior dog Stella. I was nervous to leave her but after meeting Emma I knew she would be in good hands. Emma had no problem giving Stella her medication and sent daily updates. I would highly recommend Emma for pet sitting.

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Carol K.
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: 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: 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: 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: 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: John M.
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John M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
16 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: Emily C.
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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: 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 stayed at our house during our vacation and was great with our older, anxious dog. We left a long list of detailed notes and she carried out everything task we asked, including giving med to Paco and filling birdfeeders. We came home to a clean house (always appreciated). I highly recommend Meghan and hope we can have her return in the future.

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Michelle G.
Sitter Profile Image: Julie A.
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Julie A.
from
$70
per night
4.9 out of 5 stars
34 reviews
6 repeat clients
30 years of experience
Saco, ME, 04064

Julie is an excellent sitter and she went above and beyond for us while watching our 1yr old chocolate lab puppy and house when we were on vacation. She made it really easy for us and had excellent communication the whole time, sending us updates while we were away to let us know our fur baby was OK. Julie was flexible to our needs and requests and really stepped up to help us and did an amazing job all around. When we came home, our house was very clean and our dog was very happy! All around great experience and I would highly recommend Julie and would not hesitate to book her again. Thank you SO much Julie you are the best and we really appreciate you!

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Davis J.
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: 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 was a gem house sitting with our two kitties. One kitty loved her and our neurotic kitty hid most of the time, but that wasn’t Amy’s fault. Amy offered to wash sheets and towels and dishes, which I thought was extraordinary. She communicated well with us while we were away and sent us pictures of the kitties too. I would definitely hire her again.

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Anne S.
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: Stephanie B.
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Stephanie B.
Star Sitter
from
$65
per night
4.9 out of 5 stars
34 reviews
7 repeat clients
7 years of experience
Freeport, ME, 04032

Stephanie did a great job with Luca, and they bonded after a day or two. She sent me pictures of him while I was gone, and even washed all the linens she used. Will definitely be using her again!

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Robert I.
Sitter Profile Image: Kaelyn K.
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Kaelyn K.
from
$25
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
2 years of experience
Scarborough, ME, 04074

About: I work at The Bark Yard, a fear and force free doggy daycare and boarding facility, where I care for dogs daily in a positive, stress-free environment. I’ve grown up with small to extremely large dogs—mainly Boston terriers and Great Pyrenees—and have hands-on experience with feeding, medication routines, enrichment, and reading canine body language. I also personally own and care for a cat, so I’m comfortable providing attentive, gentle care for both dogs and cats. Pet care is already a regular part of my daily and weekly routine. I work hands-on at a doggy daycare and boarding facility, so caring for animals, following schedules, and reading behavior is second nature to me. At home, I care for my own cat with consistent feeding, litter maintenance, playtime, and observation. Because pet care is built into my lifestyle—not something I squeeze in—I’m reliable, attentive, and able to adjust my routine to meet each pet’s needs. When caring for pets in a client’s home, I prioritize safety, trust, and maintaining their normal routine. I carefully follow all written and verbal instructions regarding feeding, medications, walks, and household rules. I respect the pet’s space, read body language, and move at their comfort level—especially for shy or anxious pets. I keep doors, gates, and leashes secure, maintain a clean environment, and leave the home as I found it. My goal is for pets to feel calm, safe, and cared for in their familiar environment.

Sitter Profile Image: Kayla S.
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Kayla S.
from
$50
per night
4.4 out of 5 stars
8 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: Hilary H.
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Hilary H.
from
$30
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Deering Center, Portland, ME, 04103

Hilary did a great job watching Romeo and I would use her again as a dogsitter! She sent photos and updates to let me know how he was doing and he seemed very comfortable with her.

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Danielle M.
Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter
from
$70
per night
5.0 out of 5 stars
103 reviews
24 repeat clients
15 years of experience
Freeport, ME, 04032

Honestly, it couldn't have gone better. They were respectful, timely, and communicated clearly. Everything we could have asked for. Couldn't recommend them more!

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Christopher J.
Sitter Profile Image: Elise A.
Verified Enhanced Background Check
Elise A.
Star Sitter
from
$100
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
10 years of experience
West End, Portland, ME, 04101

Elise was such a fantastic sitter for our anxious old guy, Toby. Her communication was fantastic and I felt confident both toby and our place was taken care of while we were gone. Couldn’t recommend enough!

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Liz & Nick G.
Sitter Profile Image: Nishat R.
Verified Enhanced Background Check
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

Wow is all that we can say! Amazing experience! Nishat truly went above and beyond for our 12 week old puppy and not only took great care of him but also took great care of our house while we were away for a week. Our puppy had to take different medications and had many needs that we were nervous about but Nishat put our minds to ease and met all his needs and I was amazed at her knowledge, care and treatment of our puppy and our place like they were her own. She sent us updates every day to let us know how he was doing and it was so clear to us that he was in good hands, which allowed us to relax and enjoy our time away. She was so responsive and present and it was by far our best experience on Rover. I really can’t recommend Nishat enough for anyone looking for a sitter. We would not hesitate to hire her again. There’s no one else I would rather have watch my baby. She’s the best! Thank you so much Nishat we appreciate you!

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Davis J.
1 / 1
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Over 13
pet parents in Windham have booked house sitting

Windham pet parents share their Rover experiences

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

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 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 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 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 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 683 house sitters in 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 Windham house sitters respond in under an hour.

House sitters in 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 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. 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.