Doggy Day Care in Windham

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

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Top rated Windham doggy day care sitters

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: Nicolette H.
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Nicolette H.
from
$60
per day
5.0 out of 5 stars
52 reviews
20 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: Marna A.
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Marna A.
from
$40
per day
4.9 out of 5 stars
125 reviews
52 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: Jennifer B.
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Jennifer B.
from
$55
per day
5.0 out of 5 stars
37 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: Nolan S.
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Nolan S.
from
$38
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Downtown, Portland, ME, 04101

Fish had amazing care with Nolan! Highly recommend; he is very communicative, friendly, and kept my dog happy and safe!

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Brooke S.
Sitter Profile Image: Alma D.
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Alma D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
23 reviews
9 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: Michaela J.
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Michaela J.
Star Sitter
from
$38
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Parkside, Portland, ME, 04101

Michaela and her partner are amazing!!! Their dog Gus is extremely friendly and adorable. My dog had the best time there and was taken care of like she was their own (both for doggy day care and weekend boarding). She took her to the dog park multiple times, many walks, always providing updates and sending pictures. Super friendly, responsive, and responsible. Couldn’t recommend more.

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Pamela S.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$50
per day
5.0 out of 5 stars
44 reviews
23 repeat clients
30 years of experience
GRAY, ME, 04039

First visit went great! Cindy’s communication was responsive and prompt, and Copper was very happy when we picked him up and content on the way home, not overstimulated or exhausted. We feel very comfortable leaving Copper with Cindy again!

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Laura C.
Sitter Profile Image: Tina L.
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Tina L.
from
$75
per day
4 years of experience
West End, Portland, ME, 04101

Tina was fantastic. My dog was instantly comfortable with her and her two little pups. She sent photos daily and took for walks. Would highly recommend.

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Carson B.
Sitter Profile Image: Yuki (Xue) Y.
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Yuki (Xue) Y.
from
$50
per day
5.0 out of 5 stars
23 reviews
10 repeat clients
8 years of experience
Riverton, Portland, ME, 04103

Yuki is 5 stars.

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Theresa D.
Sitter Profile Image: Lindsay W.
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Lindsay W.
Star Sitter
from
$65
per day
5.0 out of 5 stars
81 reviews
23 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: Elise A.
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Elise A.
from
$80
per day
5.0 out of 5 stars
19 reviews
2 repeat clients
10 years of experience
West End, Portland, ME, 04101

Elise is lovely and our two dogs had a blast with her! Highly recommend her and would love to work with her again. :)

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Naomi H.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$65
per day
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Standish, ME, 04084

We had a wonderful experience with Kayla today! My dog had an amazing day and had so much fun playing with her dog. Kayla sent lots of pictures throughout the day, which I really appreciated and made me feel completely at ease. It was clear my dog was happy, comfortable, and well cared for. We would absolutely book with her again!

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Brooke W.
Sitter Profile Image: Rachel J.
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Rachel J.
from
$50
per day
5.0 out of 5 stars
43 reviews
8 repeat clients
15 years of experience
Falmouth, ME, 04105

This was my first time leaving our new adopted puppy with someone. Rachel made it completely stress free. She was so well cared for and exhausted by the end of the day. I especially loved the many updates and pictures. We will definitely use Rachel in the future!

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Jenny H.
Sitter Profile Image: Anna B.
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Anna B.
from
$40
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
Westbrook, ME, 04092

Anna was incredible with our puppy, Pippin! We had a great meet & greet with her where she was proactive about checking for any concerns that may come up with our dog. She was incredibly nice, communicative, and was available when we needed her. Whenever we need someone to host doggy day care again, Anna will be the first person we ask! Thank you, Anna!

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Timothy H.
Sitter Profile Image: Savannah D.
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Savannah D.
Star Sitter
from
$80
per day
5.0 out of 5 stars
45 reviews
14 repeat clients
15 years of experience
Deering Center, Portland, ME, 04103

Savannah was fantastic in taking in our pup for a last minute daycare stay. She was responsive, caring, flexible and so great with our girl Phoebe! Our pup is needy, anxious and a bit quirky but Savannah was great with her. Would absolutely use her again!

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Cole B.
Sitter Profile Image: Emily & Kieran D.
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Emily & Kieran D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
7 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: Charis T.
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Charis T.
from
$50
per day
15 years of experience
West End, Portland, ME, 04102

About: I've taken care of dogs and cats of every kind for over 15 years. Neighbors, friends, and family have relied on me to check in with, feed, and play with their pets while they're away — and I've also hosted dogs in my own home for extended stays. I've cared for dogs with special dietary needs, including meal prepping and cooking homemade meals. I grew up with dogs, cats, and horses, so I have a deep understanding of animal behavior, routines, and what makes them feel safe and happy. I currently own a pet pig, so I'm very familiar with the unique needs of different animals. Whether your pet needs extra attention, a specific feeding schedule, or just lots of love and play, I'm your person. I'm a full-time online student with a very flexible schedule, so I'm home most of the day and available to give your pet plenty of attention. I'm available for boarding, drop-in visits, and walks throughout the week, including weekends. I can easily work around your pet's routine and accommodate last-minute requests. I live in a cozy home in Portland's West End at the end of a quiet, private dead-end road with a semi-fenced grassy yard. On nice days, I spend a lot of time outside with my pet pig, Notta, who is gentle and loves dogs and cats — she has many furry friends already! There's also a leash hookup with range of the whole yard for added safety. Your pet will get plenty of one-on-one attention and supervised care. I'm happy to follow any specific routines, dietary needs, or medication schedules your pet requires, and I'll send regular photo and video updates so you always know your pet is happy and well cared for.

Sitter Profile Image: Kaylyn T.
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Kaylyn T.
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
North Deering, Portland, ME, 04103

Kaylyn was great! Gave updates and sent pictures. Lilly seemed happy and had a great time.

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Sandra S.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$40
per day
5.0 out of 5 stars
65 reviews
23 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: Joshua K.
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Joshua K.
from
$40
per day
5.0 out of 5 stars
6 reviews
18 years of experience
South Portland, ME, 04106

About: I bring a high level of experience caring for dogs with different personalities, energy levels, and routines. I’m comfortable handling everything from structured walks and feeding schedules to medications and special care needs. My goal is always the same: dependable care, clear communication, and a happy, well-cared-for dog. Working from home allows me to offer flexible scheduling and near constant supervision, ensuring that your dog receives attentive, reliable care and plenty of interaction. I prioritize safety, consistency, and a calm environment in every aspect of care. I closely follow each dog’s routine, including feeding instructions, walk preferences, and any special needs. My home is clean, dog safe, and supervised throughout the day, and when caring for pets in a client’s home, I respect their space and maintain the same level of attentiveness. I always use secure leashes, monitor interactions carefully, and communicate regularly with updates for peace of mind.

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Over 27
pet parents in Windham have booked doggy day care

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Windham is $45

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Windham average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Windham on Rover as of Mar 2026 was about $45 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Windham doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 193 sitters provided doggy day care in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 94% of Windham sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Windham have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windham.

Windham doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Windham sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 193 sitters offering doggy day care in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 100% of sitters offer daily exercise, 93% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.