Dog Boarding South Windham

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South 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
• 105 reviews
31 repeat clients
20 years of experience
Windham, ME, 04062

“Nicolette was amazing. My dog was always out getting exercise and on fun adventures she was communicative and I got some great pics. Highly recommend.”

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Ben S.
Sitter Profile Image: Sergey T.
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Sergey T.
from
$50
per night
5.0 out of 5 stars
• 90 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: Heidi A.
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Heidi A.
Star Sitter
from
$48
per night
4.9 out of 5 stars
• 479 reviews
243 repeat clients
15 years of experience
Gorham, ME, 04038

“My dogs appeared to have the best time with Heidi. They both came back happy and tired and, surprisingly, my sweet Lady wasn't big mad about staying with someone. Highly Recommended.”

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Gregory S.
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
• 78 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: Anne B.
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Anne B.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 98 reviews
39 repeat clients
35 years of experience
Westbrook, ME, 04092

“Our pups spent the week being loved and pampered while we were away. Anne provided constant updates and gave us a great peace of mind while we were away! Excellent care!❤️”

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Celeste G.
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
• 10 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: Ksenia K.
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Ksenia K.
from
$47
per night
5.0 out of 5 stars
• 3 reviews
1 year of experience
Riverton, Portland, ME, 04103

About: Animals have always been an important part of my life. I grew up with a cat who was much more than a pet—because I didn’t have any brothers or sisters, she was my best friend and constant companion. Later, after meeting my husband, who had a dog, I discovered how much joy dogs bring and how different, fun, and rewarding it is to spend time with them. Now that my own children are older and more independent, I finally have some time to do something I’ve wanted for a while: care for other people’s dogs. Spending time with animals truly makes me happy, and I would love to give your dog the same love, attention, and care that I would give my own. I’ve looked after dogs in my home and understand that every pet is unique. Some dogs love long walks and playtime, while others just want a quiet companion nearby. I’ll happily follow your dog’s routine and make sure they feel safe, comfortable, and loved while you’re away. What really sets me apart is how much I genuinely care. I pay close attention to the little details, carefully follow your instructions, and treat every pet like family. I’ll also send regular photos and updates, so you’ll always know your furry friend is happy and well cared for. I currently work part-time, which gives me plenty of time to care for your pet. I’m available for afternoon walks during the week, as well as boarding. Your dog will have regular potty breaks, walks, playtime, and lots of attention throughout the day. I always do my best to follow your pet’s usual schedule, so they feel comfortable and at home while you’re away. My home is a safe, pet-friendly environment where dogs are treated like part of the family. They will have plenty of attention, regular potty breaks, walks, playtime, and a cozy place to rest. . My children are older. They’re gentle and respectful, and they’ll happily play with your dog if that’s something your dog enjoys. I’ll also send regular photo updates, so you’ll always know your pet is happy and well cared for.

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: Amie T.
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Amie T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 7 reviews
4 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: Briana H.
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Briana H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 100 reviews
26 repeat clients
25 years of experience
Limerick, ME, 04048

“I always feel at ease when Briana takes care of my dog! He’s on the smaller side and doesn’t play with other dogs often so I was a little nervous at first, but he has a great time with her pups and is tired out from all his fun when he gets home. I love getting those pictures throughout the weekend so I can see how he’s doing. I would 100% recommend her for dog sitting/boarding.”

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Katherine J.
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
• 7 reviews
3 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: Emily C.
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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 was great! She was available super last minute when we needed someone to watch our cat for the day and was great at communicating. She sent regular updates throughout the day and our cat was in a great mood when we picked him up!”

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Cora T.
Sitter Profile Image: Laney W.
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Laney W.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
26 years of experience
Old orchard beach, ME, 04064

“Laney was very accommodating of my two Huskies. I've been looking a long time to find not only a sitter, but one that would take good care of my pups and not be worried about their behavior. Although my boys are somewhat trained and are good with other dogs and kids, not everyone is willing to watch two Huskies! She also showed good care and is knowledgeable of training. I will definitely coming back!”

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Christopher A.
Sitter Profile Image: Michael M.
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Michael M.
from
$45
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Westbrook, ME, 04092

About: Hi, my name is Michael and I am a proud owner of a beautiful King Charles Cavalier Spaniel and my dog and I would both love to have your pups company. Please let me know if you have any special instructions and I promise your pup will have a comfortable stay with many fun walks. Thanks! I provide 5 walks a day for my own pup and would love for your dog to join. I work from home so your dog will have ongoing company throughout most of the day. I have one friendly dog in a quiet calm environment with no children. I will feed and walk your doggy as requested, and can provide lots of pets as well.

Sitter Profile Image: Alicia R.
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Alicia R.
from
$50
per night
5.0 out of 5 stars
• 57 reviews
15 repeat clients
13 years of experience
Sebago, ME, 04029

“Had a great experience leaving Beau with Alicia and her family. They took great care of him, sent pictures/updates regularly, and asked questions about how to best care for him. They spent a lot of time outside with him, which I know he loved :)”

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Olivia D.
Sitter Profile Image: Carmen H.
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Carmen H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 118 reviews
30 repeat clients
7 years of experience
Old Orchard Beach, ME, 04064

“We used Carmen for the first time leaving our dog Griffey for a week for the very first time. Carmen was so attentive in providing updates and great pictures. Griffey loved the time he spent with her family and we appreciate her so much!!!”

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Christine R.
Sitter Profile Image: Alexyss J.
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Alexyss J.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
Falmouth, ME, 04105

“Alexyss was great with communication and availabilty with my dogs.She is clearly an animal lover and my boys did really well with her.”

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Valerie B.
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: Andrew L.
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Andrew L.
from
$80
per night
5.0 out of 5 stars
• 88 reviews
29 repeat clients
14 years of experience
Downtown, Portland, ME, 04101

“Andrew was absolutely fantastic. I had some unexpected complications with my trip and he was super flexible and took such care of Saga. An engaged and intuitive sitter Andrew was spectacular with communication and finding the things needed take my anxious pup feel right at home. Saga typically doesn't attach to new people very quickly but after we picked her up she was looking for Andrew the whole walk home. He goes above and beyond to care for those in his care and I am so very grateful. I can't recommend Andrew enough. Thank you so much!”

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William S.
Sitter Profile Image: Austin & Francis C.
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Austin & Francis C.
from
$70
per night
5.0 out of 5 stars
• 79 reviews
28 repeat clients
25 years of experience
Lyman, ME, 04002

“I cannot say enough amazing things about this incredible family. We are repeat customers and will be for life! Our puppy is so loved and taken care of in this home, we couldn’t be more appreciative!! So loved, that my sweet Olive pup just doesn’t want to come home!! Thank you!!!”

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Jayme B.
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Dog parents share their Rover experiences - South Windham

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5.0 out of 5 stars

Communication was great. Our fur baby meet new friends and I think loved her stay. Hoping Christina will have her again for future visits.

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Karyn D.
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

Christina was excellent! We booked her months in advance and planned a meet up for the month before. Communication was top notch & I felt extremely comfortable leaving my dog with her for the weekend. Our dog is massive, not great on leash, and has reactive tendencies. Christina never hesitated and made sure she had all the information she needed. Christina treated our dog as her own. I would happily book again and recommend her to anyone needing care!

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Katie M.
Boarding
5.0 out of 5 stars

Christina a wonderful and attentive dog sitter! My dog Beau injured his dew claw right before my trip, and Christina accommodated additional meds and gave lots of updates on his healing. I so appreciate her attention to Beau's needs and amazing care of my little guy.

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Catherine C.
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 - South Windham

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FAQs for Dog Boarding - South Windham

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 South 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 South 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 South 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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