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.

1 / 1
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: Cassidy & Cody R.
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Cassidy & Cody R.
from
$40
per day
5.0 out of 5 stars
34 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: Marna A.
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Marna A.
from
$40
per day
4.9 out of 5 stars
154 reviews
66 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

Marna is just wonderful with our little dog. Marna is conscientious and kind . She is great at keeping us updated with posts and pictures. We highly recommend her.

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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
77 reviews
23 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: Amie T.
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Amie T.
from
$55
per day
5.0 out of 5 stars
6 reviews
1 repeat client
40 years of experience
Westbrook, ME, 04092

Amie was great with Beau!

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Craig E.
Sitter Profile Image: Simon Y.
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Simon Y.
from
$40
per day
5.0 out of 5 stars
6 reviews
35 years of experience
North Deering, Portland, ME, 04103

i would definitely book simon again! he was lovely and very accommodating. he gave a thorough report when i picked up my pet who came home calm and taken care of. i was also impressed by his own lovely, and nicely trained dog. that says a lot!

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Fo W.
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: Lindsay W.
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Lindsay W.
from
$65
per day
5.0 out of 5 stars
83 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: Andrew R.
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Andrew R.
from
$55
per day
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
North Deering, Portland, ME, 04103

About: I’m a reliable Portland dog walker with 20+ years of experience caring for dogs of all sizes and temperaments. I genuinely enjoy working with dogs and building trust with each one, and I’m patient and calm with dogs that need a little extra time or attention. I provide safe, fun, and structured walks and am very comfortable handling multiple dogs while making sure each one gets the attention they need. My goal is always to keep your dog happy, exercised, and safe. You’ll receive updates and photos after every walk so you know exactly how things went. I’d love to meet your dog! I have a fully flexible schedule. I’m available throughout the day to walk, feed, and spend quality time with pets, adjusting my hours to meet their needs. I’m passionate about caring for dogs and can dedicate the time needed to keep them happy, safe, and loved! I own two Italian Greyhounds whom are very friendly and cuddly, and my home has a fenced-in yard where we love to play. We take daily walks on the local trails, and visiting dogs are welcome on the furniture. When it comes to bed time, we have cozy beds in every room. I have one younger child who is great with dogs so there will be lots of love going around for your pet!

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

About: I have been the go to dog sitter for my friends and family for years. I am experienced with small/medium sized dogs of all ages. I'm very flexible and will do my best to accommodate special requests that are within my skill set. I also like to form long term relationships with pets and their families to ensure consistent care and the best experience for all involved. I am currently available 24/7 for my dog, we like to go to the beach, walks in the woods, naps and daily training exercises. I am flexible to work with your dogs needs and schedules! I'm happy to accommodate to the best of my capabilities the care and routines to which your pets are accustomed. Feeding, walks, meds, certain special care and sleeping arrangements will all be tailored to your pets needs to ensure the least stressful experience for your four legged friends!

Sitter Profile Image: James F.
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James F.
from
$45
per day
5.0 out of 5 stars
11 reviews
15 years of experience
Rosemont, Portland, ME, 04102

I found James as a last minute dog-sitter when my original one cancelled on me. Ellie seems like she had a good time with all the play and attention that she could get. I would definitely recommend James to anyone looking for someone look after their fur babies 😄

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Aeriel O.
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: Rachael G.
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Rachael G.
Star Sitter
from
$70
per day
5.0 out of 5 stars
55 reviews
18 repeat clients
20 years of experience
Scarborough, ME, 04074

A very safe wonderful place for my pup for the day. Easy access to their place and an adorable clean neighborhood. Lots of pics and walks. Ideal situation for us. Rachael was wonderful.

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

I couldn’t recommend Stacy more. She took good care of Olive and I felt confident leaving her for the day. Olive was well exercised and she enjoyed making new friends with Stacy’s dogs. I will definitely come back!!

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Cindy H.
Sitter Profile Image: Emily & Kieran D.
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Emily & Kieran D.
Star Sitter
from
$65
per day
5.0 out of 5 stars
9 reviews
2 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: 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: Amanda & Austen B.
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Amanda & Austen B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
29 reviews
5 repeat clients
12 years of experience
Scarborough, ME, 04074

Frank had a great time with Austen and Maizy today So glad Frank got to play, tug, and walk around the block. Highly recommend Austen and Amanda❤️🐾

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Pam W.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$40
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
South Portland, ME, 04106

Our pup was very happy at Kylie’s house. It was totally puppy-proof, she was attentive to our dog’s needs and she was easy to communicate with. Kylie and John seem like great people and we would be happy to use them again sometime.

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Matthew G.
Sitter Profile Image: Rolanda N.
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Rolanda N.
from
$56
per day
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Ocean Avenue, Portland, ME, 04103

Rolanda was great! She made sure she knew everything she needed to take care of my dog. She took a lot of photos and I felt very comfortable leaving my dog with her.

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Luke P.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$50
per day
12 years of experience
Westbrook, ME, 04092

About: I offer personalized care that respects each dog's unique temperament and limits, whether they're pint-sized pups or gentle giants. From neighborhood walks to woodsy hikes, I love bringing pups on adventures big and small. At home, I have a fenced in yard and always ensure a safe, engaging experience tailored to each pet's needs and abilities. I work fully from home and will be with your pup all day. I personally love getting outside and would love to have your pet join as a companion in adventure. I do not have any pets of my own and live in a calm neighborhood with a fully fenced in yard. I will always accommodate based on your pets needs, whether that means heading to the beach to socialize with other dogs or an on leash walk in an area where we'll be alone.

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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

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
1 / 1
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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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.

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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

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

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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 July 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 July 2026, there are 207 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 207 sitters in Windham, 93% 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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