Pet Boarding Windham

Find a loving Windham pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 154
pet parents in Windham have booked pet boarding

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Sitter Profile Image: Kymberly & Robert D.
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Kymberly & Robert D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
55 years of experience
Yarmouth, ME, 04096

“Kym and Robert have taken care of our dog, Rosie, multiple times over the last couple of years. They are reliable, caring, and keep us updated with photos and messages while we are away. Rosie is always happy, relaxed, and clearly well cared for when we return home. It gives us real peace of mind knowing Rosie is in such good hands. We would absolutely recommend Kym and Robert to anyone looking for a trustworthy and compassionate pet sitter.”

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Barbara M.
Sitter Profile Image: Christine B.
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Christine B.
from
$80
per night
5.0 out of 5 stars
• 34 reviews
13 repeat clients
50 years of experience
Ocean Avenue, Portland, ME, 04103

“Christine is a new favorite dogsitter! I left one of my dogs with her and her canine crew for five days—she came home happy, healthy, and tired after romping around the big fenced yard, dipping in the pool, and snoozing on the couch. Worry-free dogsitting from a true dog lover. Thanks, Christine!”

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Jennifer V.
Sitter Profile Image: Jeremy & Marna N.
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Jeremy & Marna N.
from
$65
per night
5.0 out of 5 stars
• 1 review
1 repeat client
35 years of experience
North Deering, Portland, ME, 04103

About: 35 years of experience caring for dogs, puppies, kittens & cats. I’m good with anxious dogs & scaredy cats. I have a flexible schedule, let me know how I can help. I am currently doing Rover full-time. For many years i have lived in homes with pets and helped care for them. Currently living in a home with 1 cat, 1 dog, and 12 chickens. We also do doggy day care and do boarding- so we keep pretty busy. I always walk dogs on their leashes. I make sure to keep medications and other harmful things locked away. We have a fenced in yard, but i’m always out there with them. I try to take as good care for your animals as if they were my own.

Sitter Profile Image: Katie T.
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Katie T.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
20 years of experience
Biddeford, ME, 04005

“Katie and family were fantastic. Lily and Lucy had loads of love. Lucy told me she wanted to stay but I told her Lily would miss her. Lol... all in all I highly recommend Katie.”

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Michael T.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Standish, ME, 04084

“Jessica was awesome with my pups! It was last minute and a puppy 4 months old with lots of energy. When I pulled in to pick them up and they were out playing with the kids I knew I made the right choice. She made me feel as though I could enjoy my weekend away and that the dogs would be fine. This was my first time using a sitter and couldn't have asked for better!”

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Lauren E.
Sitter Profile Image: KJ D.
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KJ D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
5 years of experience
Saco, ME, 04072

“Khaila was awesome! We reached out for a very last minute booking and she was able to not only accommodate, but also be incredibly communicative and clear. Our Oscar had a great time being treated as a part of the household and everything was absolutely seamless. We’re so grateful Khaila was available today.”

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Erin M.
Sitter Profile Image: justin b.
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justin b.
from
$90
per night
5.0 out of 5 stars
• 11 reviews
10 years of experience
Valley Street, Portland, ME, 04102

“Justin is great! Super responsive, accomodated to my last-minute request, and really helpful meeting my pup where he's at (enthusiastic). Would reccommend him to all.”

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Liz W.
Sitter Profile Image: Alma D.
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Alma D.
from
$70
per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
8 years of experience
Oakdale, Portland, ME, 04102

“Our dog was in great hands with Alma! She loved snoozing in the sun and sharing a couch with Alma’s dog and family. We got lots of photos and updates.”

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Emily L.
Sitter Profile Image: Irma G.
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Irma G.
from
$50
per night
3 years of experience
Westbrook, ME, 04092

About: Animals have always been a big part of my life, and I genuinely love caring for them. I provide a safe, calm, and loving environment where pets can feel happy and secure. From energetic puppies to independent cats and senior pets needing extra attention, I treat every animal like family and make their well-being my top priority. 🐾❤️ Hey there) I’m currently working part time, so I have plenty of time to care of your pets. Flexible schedule, overnight care and walking available. Your pet’s safety and comfort are my top priorities. I provide a clean, loving, and secure environment where pets can feel at home. I follow any routines, feeding schedules, and special instructions you provide, and I’ll keep you updated with photos and messages while you’re away.

Sitter Profile Image: Emily & Kieran D.
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Emily & Kieran D.
from
$90
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
South Portland, ME, 04106

“Emily and Kieran were the best dog watchers! Their dog Leon is so chill and playful with our pup, Roscoe. They did two walks a day and outdoor play was easy with a doggy door. We received daily updates. So grateful to have Roscoe in good hands while we were away.”

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Laura N.
Sitter Profile Image: Stefany S.
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Stefany S.
from
$63
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Gorham, ME, 04038

“Stefany was amazing. She accepted my last minute request and responded to all my messages very quickly. She gave me lots of updates and bonded immediately with my dog, even though he can be picky about people sometimes. Would recommend for anyone who needs a dog sitter in Maine!”

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Genevieve B.
Sitter Profile Image: Kyle & Kaleigh J.
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Kyle & Kaleigh J.
from
$65
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
20 years of experience
Saco, ME, 04072

“Kyle and Kaleigh have the perfect set up to watch our dog. We were completely comfortable leaving our pup with them and they were awesome about sending us pictures and communicating on how our dog was doing”

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William C.
Sitter Profile Image: Rachel T.
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Rachel T.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Riverton, Portland, ME, 04103

“Hank and his mom Rachel were such a blast for our dog Bode to stay with. He had a great week of playtime, couch time, and what looked like hours of dog parkour. We will absolutely be sending Bode back.”

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Kaitlyn W.
Sitter Profile Image: Kseniia P.
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Kseniia P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 97 reviews
26 repeat clients
8 years of experience
Old Orchard Beach, ME, 04064

“Kseniia did such a great job taking care of Jerry. She sent plenty of pictures and updates throughout his stay. Her family was super kind and welcoming to jerry into their home. Despite jerry being shy, he felt very comfortable during his stay. I am very grateful for their help. I am glad that Jerry had a little play buddy. She was also super sweet to allow me to adjust the pick up time. I had no doubt Jerry was in great hands. Thank you again Kseniia!”

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Gabriella W.
Sitter Profile Image: Trisha G.
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Trisha G.
from
$50
per night
5.0 out of 5 stars
• 118 reviews
46 repeat clients
34 years of experience
Scarborough, ME, 04074

“I can't thank Trish enough for taking care of rox when I was traveling! She loved him like her own! She took him to the park and cuddled with him every day. She updated me with pictures throughout my trip and it really put me at ease! I really recommend her and will definitely go back to her if needed in the future! Thanks so much Trish! ”

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Violet H.
Sitter Profile Image: Emily W.
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Emily W.
from
$63
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Parkside, Portland, ME, 04101

About: 🐾 Hey there! I'm Emily, a passionate pet-sitter with a lifelong love for animals. Growing up, pets were always a part of my family, teaching me the importance of care and communication. I understand how hard it can be to leave your furry friend behind when you're away, which is why I strive to provide a loving and attentive experience for both you and your pet. I ensure they receive the same love and attention they would get at home. Can't wait to meet your adorable furry friend! 🐾 I am available mornings and evenings everyday. I work from home so I have the flexibility to check on your pet throughout the day or work from where ever your pet is! I care for animals by listening. Pets tell you what they need a lot of the time! Whether we are going on long walks, going to the dog park or just hanging out at home I’ll make sure your pet has a friend!

Sitter Profile Image: Stacy S.
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Stacy S.
from
$63
per night
5.0 out of 5 stars
• 71 reviews
34 repeat clients
24 years of experience
Raymond, ME, 04071

“I felt so comfortable leaving our pup with Stacy for a long weekend! It’s clear how much she cares for her own animals and was so thoughtful introducing our dog into the mix, sending pictures and updates throughout our time away. Our girl was happy and tired - I would absolutely bring her back.”

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Allie R.
Sitter Profile Image: Rebecca A.
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Rebecca A.
Star Sitter
from
$75
per night
4.9 out of 5 stars
• 101 reviews
22 repeat clients
30 years of experience
CASCO, ME, 04015

“Rebecca was amazing! We had so many issues with our transportation and ended up having to drop-off and pick-up and different times. She was so understanding and flexible. Our dog Pepper can be very stressed and particular when we are apart, but she had such a great time with Rebecca! Would 100% book again next time we are in Maine!”

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Carissa P.
Sitter Profile Image: Amie T.
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Amie T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
40 years of experience
Westbrook, ME, 04092

“My pup Pearl had a great time with Amie and her two dogs. She came home happy, well taken care of and tired : ) I will book with her again 100%!”

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Katrina V.
Sitter Profile Image: Nathan G.
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Nathan G.
from
$65
per night
4.7 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Westbrook, ME, 04092

“Nathan was great with Ziggy, we’d def use him again!”

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Joseph C. & Elizabeth K.
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The median cost per night for pet boarding in Windham is $65

Pet parents share their Rover experiences - Windham

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5.0 out of 5 stars

Nicolette gave our dogs so much care and love, with field trips and kid snuggles, they probably didn’t even want to come back home. We are grateful for her agreeing to take them on short notice and we look forward to giving longer notice for more visits in the future! Thank you so so so much.

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Kelly B.
Boarding
5.0 out of 5 stars

Danielle was amazing from the moment I booked until the moment I picked my babies up. She made sure my two cats were well cared for, she immediately made them feel at home, she stayed in contact with me and sent plenty of photos and updates.

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Deliza S.
Boarding
5.0 out of 5 stars

We have left our precious boy with Jennifer on several previous occasions. This time we left him for almost 2 weeks. I was happy and relieved to see that Max was very happy to see Jennifer and her lovely dog, Maya. This made it so much easier to leave him. Jennifer was wonderful in giving us updates twice each day along with photos and even a video. We could see that he was happy and content. I think he had as good a vacation as we did! I will rebook with Jennifer without hesitation.

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Vicky W.
Boarding
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 pet boarding
  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 pet boarding - Windham

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Windham average 8
repeat pet boarding clients

FAQs for Pet Boarding - Windham

Frequently asked questions about Rover

The average cost for Pet Boarding in Windham on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 313 sitters on Rover for Pet Boarding in Windham. About 94% of Windham sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in ME ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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