Dog Boarding Windham

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 151
pet parents in Windham have booked dog boarding

Windham, Find top rated dog 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: Nicolette H.
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Nicolette H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
94 reviews
30 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette was professional, attentive and a great dog sitter taking them on sniffventures, walks, dog parks, ect. Our pet had such a great time making new friends he didn't want to leave when we came to pick him up. We'll definitely be doing business with Nicolette in the future! Thank you so much Nicolette for being exactly what we and Odin wanted/needed, you're the best:)

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Seratto S.
Sitter Profile Image: Heidi A.
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Heidi A.
Star Sitter
from
$48
per night
4.9 out of 5 stars
476 reviews
238 repeat clients
15 years of experience
Gorham, ME, 04038

Heidi is wonderful! We're so grateful to have found such a friendly, safe, and reliable place to bring our anxious Heeler when we go out of town. Thank you Heidi, for everything you do!

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Erin B.
Sitter Profile Image: Cassidy & Cody R.
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Cassidy & Cody R.
from
$40
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
6 years of experience
Buxton, ME, 04093

Really satisfied. Cody and Cassidy are very warm, loving and friendly as well as their daughter. Good communication and photos were also sent. Would certainly recommend them and do it again. Thank you.

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Gary M.
Sitter Profile Image: sridevi T.
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sridevi T.
from
$30
per night
4.9 out of 5 stars
11 reviews
1 repeat client
15 years of experience
Westbrook, ME, 04092

I couldn't be happier with the care my dog received! From the moment we arrived, it was clear that Sridevi truly loves animals and treats them like part of her own family. Her home is warm, clean, and perfectly set up for dogs to feel safe and comfortable. She kept me updated with regular messages and photos, which gave me so much peace of mind while I was away. Baxter came home happy, relaxed, and clearly well cared for- honestly I think he had a little vacation of his own. I would absolutely recommend Sri to anyone looking for a reliable, kind, and attentive dog sitter. I will definitely be booking with her again!

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Dede B.
Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$92
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
5 years of experience
Gorham, ME, 04038

Excellent as always! We highly recommend Kimberly. She’s great with our dog - gentle, kind. She’s also good at communicating with us during our dog’s stay.

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Suzanne L.
Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
81 reviews
19 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

I’m so happy we found Sergey at the last minute. My two dogs stayed with Sergey’s for six nights. They came home tired, happy, and clean. Sergey was extremely flexible with our timing when our travel was delayed. I would not hesitate to recommend Sergey as a pet sitter.

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Laura H.
Sitter Profile Image: Natalie T.
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Natalie T.
Star Sitter
from
$70
per night
4.9 out of 5 stars
54 reviews
15 repeat clients
30 years of experience
Durham, ME, 04222

Natalie was lovely! She kept my high energy cattle dog happy, busy, and healthy (which is quite an accomplishment for my pup). She was awesome with sending pictures and updates. I would have her watch my dingo again in a heartbeat. 100% recommend.

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Amanda P.
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

First time i left my dog with someone i didnt know, it was great! Trisha sent me photos, and updates time to time, my dog came back home happy and healthy. Totally recommend!!!

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Yuri B.
Sitter Profile Image: Molly & Ricky W.
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Molly & Ricky W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
77 reviews
28 repeat clients
20 years of experience
Westbrook, ME, 04092

Our dogs loved staying with Molly and her pack for nearly two weeks. I was so hesitant to leave them for so long but know they were well cared for and loved. They will be back for sure. Thanks again 💫❤️🦊

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Erica W.
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: Elisabeth K.
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Elisabeth K.
from
$45
per night
5.0 out of 5 stars
34 reviews
6 repeat clients
14 years of experience
Stroudwater, Portland, ME, 04102

Elisabeth was the absolute best! Lots of pictures and great communication- my doggo had the biggest smile in every picture and video. She was very gracious accommodating my last minute request and my doggo was so happy at pick up. We will definitely be booking again with her!

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Abey H.
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.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
245 reviews
95 repeat clients
6 years of experience
Gorham, ME, 04093

Christina was amazing with our dog Winnie! It is very clear that Christina is a true animal lover. Winnie stayed with her for 7 nights at her home. This was the longest we have been away and Christina checked in regularly with pictures and updates. Winnie was able to go on a lot of puppy play dates and fun adventures with Christina. I highly recommend Christina - she is seriously awesome!

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Karissa H.
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: Kyle & Mariah H.
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Kyle & Mariah H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Gray, ME, 04039

Kyle and Mariah were fantastic caretakers for Lobo for the past week! Got photo updates multiple times per day, and it's clear that he had a TON of engagement and activity - he put himself to bed when we got home 😂. Highly recommend!!

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Nick D.
Sitter Profile Image: Harrison G.
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Harrison G.
from
$70
per night
5.0 out of 5 stars
263 reviews
55 repeat clients
6 years of experience
Parkside, Portland, ME, 04101

This was our first time using Rover and Harrison was wonderful! We got pictures and updates throughout Bruschi's entire stay with Harrison. When we picked up Bruschi - he was happy and well adjusted!!

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Tanya S.
Sitter Profile Image: Celine G.
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Celine G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
30 years of experience
Oakdale, Portland, ME, 04102

Second time having my pup stay with Celine for the weekend and another wonderful experience! My dog is always so well cared for and I always receive lots of photo updates :)

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Lex S.
Sitter Profile Image: Claudia & Jason M.
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Claudia & Jason M.
from
$60
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
10 years of experience
Oakdale, Portland, ME, 04103

Claudia and Jason are truly amazing dog sitters. They took excellent care of our large Aussiedoodle , who never likes to be separated from me. They took him on many varied walks and on one of them even got him a pup ice cream, had cuddle time, time for play and rest. He returned home calm, confident and tired. I fully trust Claudia and Jason and am so grateful to them.

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Ron P.
Sitter Profile Image: Karen & Steve B.
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Karen & Steve B.
from
$75
per night
5.0 out of 5 stars
146 reviews
41 repeat clients
25 years of experience
Scarborough, ME, 04074

This is the first time we boarded our 15 month old Mabel and weren't sure what to expect. Karen reassured us that all would be well and we weren't disappointed. We received frequent updates, including photos, for the 2 days we were gone including a visit to a nursing home and the Home Depot! There were other local trips taken as well. Mabel looked like she was having such a good time we weren't sure she would ever want to go back home with us. Karen and Steve would get a 6 star rating if Rover offered one! Alan M.

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Alan M.
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.
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The median cost per night for dog boarding in Windham is $65

Dog parents share their Rover experiences - Windham

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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 a life saver! She took fantastic care of my dog, and she was able to accommodate my schedule. Very professional, would highly recommend!

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Bill G.
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
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  • 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?

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  • 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 dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Windham

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Sitters in Windham average 8
repeat dog boarding clients

FAQs for Boarding - Windham

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 306 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

97% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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