Doggy Day Care Windham

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 8
pet parents in Windham have booked doggy day care

Windham, Find top rated doggy day care

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Marna & Jeremy A.
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Marna & Jeremy A.
from
$50
per day
4.9 out of 5 stars
171 reviews
79 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

Absolutely wonderful pet sitter. Marna was calm and patient with our little chihuahua, Miika. Miika was happy and relaxed when she was picked up. I highly recommend Marna and will definitely be using her services again.

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Suzanne L.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$60
per day
5.0 out of 5 stars
95 reviews
30 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette is the best! She treats my puppy like family. She is always well cared for and happy when I pick her up.

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Lori D.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$60
per day
5.0 out of 5 stars
39 reviews
10 repeat clients
48 years of experience
WINDHAM, ME, 04062

Jennifer was outstanding! She immediately put both me and my dog at ease. I absolutely would encourage folks to consider using her for their pet care needs. Great communication and a nice spotless environment.

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Pete C.
Sitter Profile Image: Simon Y.
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Simon Y.
Star Sitter
from
$40
per day
5.0 out of 5 stars
15 reviews
2 repeat clients
35 years of experience
North Deering, Portland, ME, 04103

Simon helped me out of a bit of a jam that I was in and watched my pup for a few hours. Took excellent care of him. Would absolutely recommend Simon.

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

It was a pleasure to have our whippet puppy Fern cared for by Cassidy and Cody while on vacation in Cape May. Cassidy and Cody were so laid back, relaxed and flexible when it came times and days we needed care for Fern. Fern was nervous at first meeting and staying with new friends Gus, (their dog) and their 2 children, but she was wagging her tail and so excited to go back to their house the following day! Fern got extra walks, and even went to the beach with them! We felt very comfortable leaving our baby In their care! I also appreciated getting text and picture updates of how Fern was doing throughout the day. I would definitely reach out to Cody and Cassidy again for dog sitting when we are in the area.

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Kimberly H.
Sitter Profile Image: Jeremy & Marna N.
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Jeremy & Marna N.
from
$40
per day
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: Natalie & Timothy K.
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Natalie & Timothy K.
from
$40
per day
10 years of experience
Cumberland, ME, 04021

About: Hi! We’re Natalie and Tim, and we have both had dogs our entire lives. Natalie worked at a Humane Society in college, and Tim fostered dogs (and was a “failed foster” parent) for many years before we moved to Maine with our two doggies, Penny & Willa. We spend lots of time taking our dogs and dogs who we sit for to local nature trails in Cumberland or enjoying fetch with the Chuck-It in our large backyard. Our home is kid-free, and we will treat your pups like our own! Tim works from home, and Natalie is a full-time graduate student with a flexible schedule. Your dogs will be home with either or both of us for the majority, if not the entire time! We have a large yard (1.5 acres) on a quiet street in a very dog-friendly neighborhood. Although our yard is not physically fenced, we do have an electric fence that could work for your dog if they are trained on this at your home! We are happy to crate your dogs - we’re even happy to have them in our bedroom and on the couch if they prefer!

Sitter Profile Image: Amie T.
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Amie T.
Star Sitter
from
$55
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
40 years of experience
Westbrook, ME, 04092

Amie was great!

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Grace B.
Sitter Profile Image: Michael M.
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Michael M.
from
$27
per day
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: Matthew M.
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Matthew M.
from
$55
per day
5.0 out of 5 stars
7 reviews
1 repeat client
26 years of experience
Parkside, Portland, ME, 04101

My Rosie first met Matt when his partner was her primary sitter and she has been obsessed with him for well over a year. His wonderful partner is no longer dogsitting in the area so Matt joined Rover himself bc he loved the dogs so much and I could not be more grateful. He keeps her active enough that Rosie is tired when she gets home but most importantly I appreciate knowing she’s going to be loved on all day. Matt is flexible and super communicative plus he takes great pictures - I would recommend him without any hesitation.

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Sam M.
Sitter Profile Image: Alma D.
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Alma D.
from
$60
per day
5.0 out of 5 stars
26 reviews
10 repeat clients
8 years of experience
Oakdale, Portland, ME, 04102

Our rescue pup Cora has been so well cared for by Alma + Birdy + family - we are so grateful for fun filled days playing in their backyard, going on walks, and chilling while we are at work.

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Sarah S.
Sitter Profile Image: justin b.
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justin b.
from
$60
per day
5.0 out of 5 stars
11 reviews
10 years of experience
Valley Street, Portland, ME, 04102

Justin is very accommodating and did a great job with my dog Dazie! I would highly recommend

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Stanley P.
Sitter Profile Image: Lindsay W.
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Lindsay W.
Star Sitter
from
$65
per day
5.0 out of 5 stars
85 reviews
24 repeat clients
25 years of experience
West End, Portland, ME, 04102

Lindsay is fantastic. She has been a lifesaver with our new pup. He always comes home happy and tired, and Lindsay always gives great updates so I know exactly how our pup has been throughout the day. I couldn’t recommend her more.

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Lucy
Sitter Profile Image: Dorothy B.
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Dorothy B.
from
$50
per day
5.0 out of 5 stars
2 reviews
10 years of experience
Windham, ME, 04062

About: I love animals and will take extra special care of them. I can provide a safe and loving environment for your precious pets. I’m new on rover but have extensive experience with pet care in the state of Maine and Florida. I look forward to offering services here in Windham I took an early retirement so I have plenty of time to spend with your pets. I like to stay busy and find pet care very rewarding. I could do drop in for walks and play time or overnights in my home. I love having pets around and feel that I can provide a safe area.

Sitter Profile Image: Emily & Kieran D.
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Emily & Kieran D.
from
$65
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
South Portland, ME, 04106

Emily and Kieran took a very good care of our dog! They were very accomodating even on the last minute notice, and were very flexible on the timing, which we really appreciate :) They took Ohsam out for a walk several times, gave lots of loves and cuddles. I can see Ohsam had a great time with the family! Would recommend them during our next visit in Portland. Thank you!!

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Sang Won Y.
Sitter Profile Image: Avital Z.
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Avital Z.
from
$75
per day
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Oakdale, Portland, ME, 04102

About: I’ve been an animal lover for my whole life! I have experience with dogs of many sizes and breeds, cats, cows, and chickens. Walking dogs is one of my favorite things to do. I have worked for a dog walking company for the past 3 years. Also, I have worked on multiple farms where I’ve cared for farm animals and dogs/cats. I will care for your pet as if they were my own! I’m working a remote part-time job which leaves me with plenty of time to walk dogs throughout the day and in the evening. Additionally, I have a very flexible schedule on the weekends. If I am caring for your pet in your home I will make sure to follow whatever schedule you have for them. I will take them out to play often and give them lots of love.

Sitter Profile Image: Stacy S.
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Stacy S.
from
$40
per day
5.0 out of 5 stars
71 reviews
33 repeat clients
24 years of experience
Raymond, ME, 04071

Lucy had an outstanding time with Stacey. It was only for 6 hours, but I know Lucy was in great hands. Never time in that part of Maine will definitely contact Stacey

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Terri G.
Sitter Profile Image: Alexyss J.
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Alexyss J.
from
$60
per day
5.0 out of 5 stars
3 reviews
7 years of experience
Falmouth, ME, 04105

About: My husband used to train in the canine unit so he’s definitely taught me a thing or two! I’ve had cats my whole life as well! I am patient and loving towards all living beings. I enjoy pet sitting & loving them when their families aren’t around. I am also a nanny and have cared for many pets through the families I’ve cared for. I am available for boarding & daycare Friday-Sundays. Sometimes I have more availability but not always. I am open to being flexible as much as I possibly can. I have a large yard, house is a decent size so pets can all enjoy their own personal space or cuddle together. I don’t have an extra crate but I’d be happy to set one up (must be provided by owner).

Sitter Profile Image: Alex S.
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Alex S.
from
$30
per day
5.0 out of 5 stars
1 review
3 years of experience
East Bayside-India Street, Portland, ME, 04101

About: I’ve taken care of dogs and cats of family and friends since I was in my teens, but more extensively in college and since. For 3 years I boarded and sat for three different family friends. I’ve personally helped raise 3 dogs and 2 cats. I’ve even helped herd sheep and tamed alpacas! I work nearly full-time as a server at a restaurant, so Wednesday to Saturday night I’m unavailable for somewhere between 6-9 hours on those days. When I have my off days I’m usually at home or out for a walk. I’m usually efficient with my errands and have extensive free time on off days. My apartment is a one bedroom, so if I’m not playing around the apartment with the pet, I’d want to bring them on a walk or to the park. I have a very comfortable bedroom conducive to nap time, and I live in the heart of Old Port. Whenever I am with pets in my house I am always looking to set up a cozy space for them to relax with blankets, pillows, their favorite toys. I try to make them feel like a proper guest in my home like anyone else. My apartment is always very quiet despite being downtown, but I would hope to find activities we could do in and around Portland to help keep them active and entertained.

Sitter Profile Image: Irma G.
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Irma G.
from
$50
per day
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.

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The median cost per day for doggy day care in Windham is $50

Dog parents share their Rover experiences - Windham

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5.0 out of 5 stars

Stanley came home exhausted and happy. He was lucky to have the chance to play with other kids and dogs. This was an excellent opportunity for him to learn how interact with grouped dogs. Nicolette took great care to monitor his activity level and provided him many opportunities to get outside and explore. Her space is almost as incredible as her presence. We look forward to booking with her again.

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Britney B.
Doggy Day Care
5.0 out of 5 stars

Jennifer was very welcoming to us and to Louise. Jennifer posted lots of photos and reassured us that Louise was doing great while we were away. Having a big fenced in yardxwas a big plus. Highly recommend!

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Mark M.
Doggy Day Care
5.0 out of 5 stars

Jennifer was great! She took Stella last minute for the day. Communicated with pictures throughout the day. I would recommend Jennifer 100%

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Neil M.
Doggy Day Care
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Meet local sitters who will treat your dogs like family

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Popular requests for doggy day care - Windham

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Sitters in Windham average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Windham

Frequently asked questions about Rover

The average cost for Doggy Day Care in Windham on Rover is $54.5 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of September 2026, there are 198 sitters on Rover offering Doggy Day Care across Windham. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Windham commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

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.

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 .

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 dog, 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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 198 sitters in Windham, 84% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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