Dog Boarding Windham

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

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Over 135
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
• 103 reviews
31 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: Sergey T.
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Sergey T.
from
$50
per night
5.0 out of 5 stars
• 89 reviews
21 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: Cassidy & Cody R.
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Cassidy & Cody R.
from
$40
per night
5.0 out of 5 stars
• 39 reviews
10 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
• 16 reviews
1 repeat client
15 years of experience
Westbrook, ME, 04092

“Mya had a wonderful stay at Sri’s while i was out of town. I could tell that Sri has a lot of experience with dogs and loves having them around! will definitely book with Sri again next time i am in need of a sitter!”

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

“Emily, Kieran, and their lovely dog Leon are absolutely amazing. They took fantastic care of my pup Sally and made her feel like she was part of the family. They’re communicative, thoughtful, and absolutely rockstar sitters. Thank you!”

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Jesse H.
Sitter Profile Image: Marna & Jeremy A.
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Marna & Jeremy A.
from
$80
per night
4.9 out of 5 stars
• 177 reviews
82 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

“Marna did a fantastic job with our two senior chihuahuas. It was evident that they were happy and well cared for while they stayed with her. I would not hesitate to recommend her to anyone and would most definitely rebook in the future!”

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Liz C.
Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$92
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
5 years of experience
Gorham, ME, 04038

“Our dog loves to visit Kimberly! Our dog is always very relaxed, happy, and has obviously been well taken care of every time we pick her up. Kimberly has been very accommodating to our schedule. We highly recommend her.”

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Suzanne L.
Sitter Profile Image: Kyle & Kaleigh J.
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Kyle & Kaleigh J.
from
$70
per night
5.0 out of 5 stars
• 23 reviews
6 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: Diego L.
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Diego L.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
East Bayside-India Street, Portland, ME, 04101

“I believe Diego and his roommate took good care of Truffle when we left him in their care for 5 days. They are friendly, personable and responsible. Truffle enjoyed the attention of all the other young residents at their apartment building in Georgetown!”

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

“I’m so glad to find Katie. My Berner well cared for and she made new friends. I will definitely contact Katie the next time I need someone to look after my Padme. B.”

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Brian E.
Sitter Profile Image: KJ D.
Verified Enhanced Background Check
KJ D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
5 years of experience
Saco, ME, 04072

“Khaila was amazing in every way. Great communicaiton. Met the dogs quickly after a request to ensure compatibility. Took amazing care of my two labradors, and kept me up to date on their daily activities, and is just a kind person. I would HIGHLY recommend booking her if you need help with your pets!”

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Kevin F.
Sitter Profile Image: Lindsay A.
Verified Background Check
Lindsay A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
17 years of experience
East End, Portland, ME, 04101

“Lindsay was great! We were traveling to Portland from out of town and she was very clear and prompt with communication to arrange plans. The girls had a relaxing evening with Lindsay.”

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Reedie K.
Sitter Profile Image: Audrey & Zachary T.
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Audrey & Zachary T.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Dayton, ME, 04005

“Birdie came back happy and healthy! We so appreciate the kind care she received with Audrey and Zachary. They were responsive and flexible! Thanks!”

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Kaeli S.
Sitter Profile Image: Rebecca A.
Verified Background Check
Rebecca A.
Star Sitter
from
$75
per night
4.9 out of 5 stars
• 102 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: Lucero & Ikenna P.
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Lucero & Ikenna P.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Parkside, Portland, ME, 04102

“This was Maizy’s second visit with Dill, Ike and Lucy. It’s obvious they love dogs! Their yard makes it easy for Maizy to go out. She was up early going for walks. The pictures we received showed how happy Maizy was on her vacation! Thanks guys!”

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Doug & Karen F.
Sitter Profile Image: Alicia R.
Verified Background Check
Alicia R.
from
$50
per night
5.0 out of 5 stars
• 56 reviews
15 repeat clients
13 years of experience
Sebago, ME, 04029

“Alicia and her family are AMAZING! She kept our pup for 10 days while we were on vacation and Roux had the best time!! Communication with Alicia was great. We got pictures and updates regularly. I would highly, highly recommend her! ❤️”

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Sara L.
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Emily C.
from
$65
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
10 years of experience
Saco, ME, 04072

“Emily and Spencer were great! I received lots of updates and pictures, and it was clear that Vessy was well cared for. I’d highly recommend them!”

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Fallon S.
Sitter Profile Image: Andrew L.
Verified Enhanced Background Check
Andrew L.
from
$80
per night
5.0 out of 5 stars
• 88 reviews
28 repeat clients
14 years of experience
Downtown, Portland, ME, 04101

“Andrew was wonderful to work with and took great care of our Dolly! He was communicative and transparent and so caring! We look forward to having her visit Andrew again soon. :)”

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Alicia G.
Sitter Profile Image: Audrey C.
Verified Enhanced Background Check
Audrey C.
from
$70
per night
5.0 out of 5 stars
• 60 reviews
8 repeat clients
27 years of experience
South Casco, ME, 04015

“Audrey was AMAZING! She was very communicative and so good with our dog! Took her on walks, made a cozy sleeping space for her and gave her lots of love!!! Highly recommend.”

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Jenny D.
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The median cost per night for dog boarding in Windham is $65

Dog parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Nicolette was very personable and quick to communicate. I appreciated her ease at meet and greet as well as pick up. She sent me updates and photos throughout the weekend which was appreciated and seemed to enjoy our Grizzwald. She was flexible as well to accommodate a slightly later pick up. Thank you! Will book again.

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Sarah T.
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

So grateful to be able to leave Stanley in the care of Nicolette. He has taken to her, her family and her home like his vacation home. Nicolette is great with pets and their people too! She is communicative, responsive and always patient.

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Britney B.
Boarding
5.0 out of 5 stars

Thanks Nicolette for treating our boy as your own! Our first experience with rover and my goodness we were not disappointed! Nicolette clearly gets doggos and cares dearly! Thanks for bringing our guy with you on your adventures!

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Jane P.
Boarding
5.0 out of 5 stars

Danielle was able to take our dogs at the last minute and saved our plans! They were well looked after and very tired when they got home :)

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Alyssa P.
Boarding
5.0 out of 5 stars

Danielle was great! We had to book last minute, but she made sure my dog Milo was comfortable for his first time at her house and sent lots of updates and pictures. Definitely recommend!

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Jenna H.
Boarding
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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.

How to book dog boarding

  1. 1. Search

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

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Windham average 8
repeat dog boarding clients

FAQs for Dog Boarding - Windham

Frequently asked questions about Rover

The average cost of Dog Boarding in Windham on Rover is $44 per night as of October 2026. Most bookings cost between $29 and $56 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 303 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

97% of sitters in Windham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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

<b>Tip:</b> 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 , 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 .

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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