Dog Boarding Windham

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Over 138
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: Cindy T.
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Cindy T.
Star Sitter
from
$54
per night
5.0 out of 5 stars
51 reviews
26 repeat clients
30 years of experience
GRAY, ME, 04039

As a first-time Rover user, Cindy made me feel very comfortable leaving our girls in her care! They were fully tuckered out by the end of their 6-day stay, clearly loving playing with all the other doggo friends & we enjoyed fun photo/video updates throughout. I highly recommend & will book again, thank you Cindy! 5️⃣⭐️✨

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Skye B.
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

I can't recommend Elisabeth highly enough! She took such wonderful care of our dog, Ollie, and it was clear from the start how much love and attention she gave him. Every day, she sent multiple high-quality photos and detailed updates that showed just how happy and comfortable he was in her care. She went above and beyond by dressing the dogs in warm outfits and taking them on engaging walks, keeping Ollie active and entertained. Not only did she keep him well-exercised, but she also worked on teaching him commands! It is obvious how much she cares about providing a safe, loving, and enriching environment for the dogs. I couldn’t have asked for a better sitter, and I’m so grateful for the peace of mind she gave us while we were away for the holidays. Thank you for watching Ollie!

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

Christina was amazing with our granddogger, Roxie. Roxie is elderly and has special needs and Christina handled all of her needs with care and compassion. It's nice to know that we can go away and leave Roxie in good hands. I highly recommend Christina.

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Louanne R.
Sitter Profile Image: Abigail & Neil F.
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Abigail & Neil F.
from
$55
per night
4.7 out of 5 stars
11 reviews
1 repeat client
25 years of experience
North Deering, Portland, ME, 04103

Neil and Abby were great. Good communication and our dog was very happy there - lots of good play time with their dog Molly. Would definitely have Delta board with them again in the future!

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Emily C.
Sitter Profile Image: Heidi A.
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Heidi A.
Star Sitter
from
$48
per night
4.9 out of 5 stars
469 reviews
234 repeat clients
15 years of experience
Gorham, ME, 04038

Heidi is in her element watching dogs. Before I left Bella overnight with her, she did a meet and greet at the property to make sure everything lined up. I appreciated how flexible she was, responsive, and understanding of dogs/situational awareness. I would recommend.

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Shay T.
Sitter Profile Image: Marna A.
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Marna A.
from
$65
per night
4.9 out of 5 stars
157 reviews
69 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

Our pup is a sensitive, nervous guy. Marna made sure he felt loved and at home. I could tell he was having fun with her family through the photos she sent. She filled us in each day and sent photos. 🤩 Will definitely use Marna again!

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Shelley D.
Sitter Profile Image: Anne B.
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Anne B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
97 reviews
39 repeat clients
30 years of experience
Westbrook, ME, 04092

Anne is an amazing caregiver! My dog, PeeDee, loved his stay while I was on vacation. She made him feel right at home and welcome. Anne is very communicative and friendly, and has been a joy to talk to while I've been away. I highly recommend Anne to anyone looking for a reliable dog sitter. I can't say enough good things! Thank you, Anne! 😊

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

Amazing family with great kids who love animals! We are well updated with photos for our dog. Cassidy gave great assurance on the 2D1N boarding. Already arranged for the next boarding period!

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Natalie F.
Sitter Profile Image: Sergey T.
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Sergey T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
16 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: Simon Y.
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Simon Y.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
35 years of experience
North Deering, Portland, ME, 04103

Stout enjoyed his visit with Simon. He was flexible about us changing our plans too. He was able to add extra dates which helped us enormously. Thank you!!

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

Claudia and Jason were fantastic. They sent plenty of photos and took great care of our senior pup. Would definitely recommend them to other owners!

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lesley f.
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
29 reviews
7 repeat clients
10 years of experience
Gray, ME, 04039

Mariah, Kyle and family took good care of our 10 yr. old Portuguese Water Dog during our week long family vacation. They treated him like he was part of the family and he enjoyed being around their dog and another one they were also boarding. Having a fenced in yard was perfect for playing and getting exercise. They were easy to communicate with and wonderful about giving regular updates and sending photos.

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

My little guy King stayed with Molly for 5 nights. He's usually very shy with humans at first, but he seemed to have a great time while staying there, which set me at ease. He got to meet other doggos and make other friends too. He loves being able to roam and play in a fenced yard, so that was a plus! Molly kept me posted on Kings daily activities and how he was doing, and also sent me pics daily! King always looked like he was having so much fun! Definitely made me worry less about leaving him for more than a few days. The coziness and warm vibe in their house made me feel good about having King stay with them... I'd definitely use Molly again for daycare or boarding for my sweet King!

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Kim M.
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 is fantastic. She was so good with our two pups for an overnight stay! She sent the best pictures, played with our pups with her children, and gave them a great place to stay for the night. Would highly recommend Jessica; and we will definitely not hesitate to send our dogs to her again!

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Michael N.
Sitter Profile Image: Kara K.
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Kara K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
WESTBROOK, ME, 04092

Kara was wonderful! Her pup Turtle is so sweet and did so well with Murphy! She provided timely updates and plenty of walks! We will definitely reach out again!

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

Sridevi took wonderful care of my dog, Sasha. I had to book with her at the last minute because of a funeral and she could not have been more accommodating. Sasha was so content at her house in such a short period of time, I was very impressed. Sasha does not usually warm up to people so quickly, so I knew she was in good hands. 🐾

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Lisa C.
Sitter Profile Image: Kimberly D.
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Kimberly D.
Star Sitter
from
$92
per night
5.0 out of 5 stars
26 reviews
7 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: Amie T.
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Amie T.
from
$56
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Kelly D.
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Kelly D.
from
$65
per night
5.0 out of 5 stars
44 reviews
4 repeat clients
25 years of experience
Scarborough, ME, 04074

Kelly was great with Sugar and I would recommend her! I felt very comfortable with her from the get-go and appreciated her specialty of caring for senior dogs.

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Alicia D.
Sitter Profile Image: Vicky P.
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Vicky P.
from
$75
per night
5.0 out of 5 stars
66 reviews
28 repeat clients
30 years of experience
Stroudwater, Portland, ME, 04102

Vicky and her family and friends were wonderful! Hudson had such fun and kept so busy. It was nice to get frequent updates and lots of pictures. We could see that he was very happy!

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Douglas D.
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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 able to watch our boy Cash last minute for 2 days and everyday we picked him up he slept good 😁. We have used her services before and highly recommend.

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Kyron N Cyndi H.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    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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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 July 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 July 2026, there are 309 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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