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

Windham, Find top rated pet boarding

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: Khaila D.
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Khaila D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
5 years of experience
Saco, ME, 04072

Khaila is incredible! She is a true dog lover and very knowledgeable. There are few people I trust with my dogs, and she's one of them! I know my dogs will be in good hands with Khaila, and she's my first choice in sitter in the Saco area. She's flexible with plans, responsive, and very communicative. I appreciate the updates she shares with me, and I know I don't have to worry when my dogs are being watched by her. Thank you Khaila!

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Laney W.
Sitter Profile Image: Kelly D.
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Kelly D.
from
$65
per night
5.0 out of 5 stars
48 reviews
4 repeat clients
25 years of experience
Scarborough, ME, 04074

I couldn’t be happier with the care Kelly provided for my dog! From the moment we met, I could tell she had a calm and gentle energy—exactly what my dog needs, especially since he can be a little anxious sometimes. When I picked him up, he was totally relaxed and happily tired out, which is always a great sign that he felt comfortable and well cared for. Kelly is not only incredibly nice but also clearly very in tune with dogs and their needs. It gave me so much peace of mind knowing he was in such good hands. I highly recommend her to anyone looking for a trustworthy and caring pet sitter. We’ll definitely be back!

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Brynn C.
Sitter Profile Image: Vicky P.
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Vicky P.
from
$75
per night
5.0 out of 5 stars
68 reviews
29 repeat clients
30 years of experience
Stroudwater, Portland, ME, 04102

Vicky was the best I could’ve hoped for. My dog was excited arriving into her home, and that’s not like her, she’s normally pretty nervous. Daphne was thrilled, and the photos and videos that followed showed that she was living the good life! Chillaxing and running=her happy life. Vicky lives in an amazing spot with trails in the forest that are dog heaven, I can only assume!!!

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

Justin was a wonderful sitter with my pup Meadow ! He went to great lengths to make sure she was safe and comfortable and happy. I received frequent updates about her wellbeing and replied right away anytime I reached out. Very appreciative.

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Jane C.
Sitter Profile Image: Julia M.
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Julia M.
from
$80
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Saco, ME, 04072

Our dog, Rocky was in such good hands with Julia and her dog, Stevie. We will definitely leave Rocky with Julia again. She is reliable, communicative and capable.

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

We had a wonderful experience with Alma, who invited our Whoopie into her home and family. When possible, Alma also arranges a meet and greet before the stay to ensure a good fit. Thank you so much Alma! We hope we can meet again and reunite dogs and people.

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Shannon R.
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: Katherine D.
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Katherine D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
8 years of experience
East End, Portland, ME, 04101

Katherine did an amazing job with Boone. He was well rested and not anxious at all when I picked him up. She was very flexible and communicative during his stay. I was very happy!

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Elizabeth O.
Sitter Profile Image: Carmen H.
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Carmen H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
114 reviews
29 repeat clients
7 years of experience
Old Orchard Beach, ME, 04064

Carmen is such a fantastic sitter and my little dog loves being with her and her whole family. It's a home away from home and that's the best part.

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Justin S.
Sitter Profile Image: Katie T.
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Katie T.
from
$40
per night
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Biddeford, ME, 04005

Katie was great with drop off and pickup. She administered Clover’s meds and was quick to get back to me when I communicated with her. She was also very flexible with my late pickup when plans changed, and I really appreciate that.

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Aimee L.
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: Kyle & Kaleigh J.
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Kyle & Kaleigh J.
from
$65
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Saco, ME, 04072

We were on vacation with our puppy and needed a sitter. Kyle & Kaleigh were absolutely the best! Fritz had a terrific day hanging out with them at their house. He played all day with their dog, Izzy. They provided an update and even sent a video. I would highly recommend them! Thank you for taking such good care of our boy!

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

Trisha and Dan took such good care of our precious pup. We were very anxious to leave her for the first time. Trisha put our minds at ease with her gentle demeanor. We received pictures and videos multiple times a day so we could see for ourselves how well taken care of our dog was.

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Barbara E.
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
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: Robin L.
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Robin L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
15 years of experience
Topsham, ME, 04086

Finding someone that you can trust that will care for and love your fur baby as you do can be challenging. We were able to find someone and more in Robin. From the moment we started taking to the meet and greet to leaving Remy with her for a few days was fantastic. Her communication was excellent and fast right from the beginning. We weren't gone long before she was already sending pictures which is something we said we would take any time.. throughout our few days away we received many updates and pictures and from the pictures we could see that Remy was very happy and being cared and loved just as we do. Robin's compassion to take care of and spend time with animals is very clear. Remy even seemed a little sad after we picked him up and brought him home like he missed her and her fun dog Stella. We can't recommend Robin enough and we will definitely be using again!

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Michael D.
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

Charley had a great time with Ksenia. She got to go to the beach which is her favorite and I got frequent updates. Thanks for taking good care of her :)

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Jamie N.
Sitter Profile Image: Brittany D.
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Brittany D.
from
$69
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
East End, Portland, ME, 04101

Brittany agreed to watch my dog super last minute and was SO sweet with him! She house sat for me and left it spotless. I wish she’d sent more photo updates, but overall a great experience! :)

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Abby P.
Sitter Profile Image: Rebecca A.
Verified Background Check
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

I left my Boston Terrier with Blondie for a long weekend and never looked back. I knew she was in good hands and was extremely happy with the care Annabel received. Great communication, a wealth of experience and an absolute animal lover. Thanks so much

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Kate H.
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: John R.
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John R.
Star Sitter
from
$44
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
35 years of experience
West End, Portland, ME, 04102

John is amazing. Our little Arlo is afraid of everyone (except John) He almost didn’t want to come home with us. He took such good care of him. He will always be my go-to. One thing, your pup may be lackluster the next day from the exercise he got and missing John.

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Lore Z.
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The median cost per night for pet boarding in Windham is $65

Pet parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Nicolette was amazing!! She was kind and responsive. This was our first time using Rover. Our dog is a little weird, we weren’t sure how it was going to go, but from what we heard and from what we saw from the pictures, Willow made herself right at home. Highly recommend!

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Melissa N.
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
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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

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Sitters in Windham average 8
repeat pet boarding clients

FAQs for 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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