Doggy Day Care in Windham

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Top rated Windham doggy day care sitters

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Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$55
per day
5.0 out of 5 stars
38 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: Nicolette H.
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Nicolette H.
Star Sitter
from
$60
per day
5.0 out of 5 stars
74 reviews
22 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: Cassidy & Cody R.
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Cassidy & Cody R.
Star Sitter
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
152 reviews
64 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: 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
23 repeat clients
25 years of experience
West End, Portland, ME, 04102

Lindsay was great! She gave us tips on where to find vegan food, where we could park our RV as we were going on a whale watching tour. She took Maddie for walks and sent us pictures. Maddie was very comfortable with Lindsay. Lindsay was always quick to answer when we had questions. We highly recommend her.

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Susan J.
Sitter Profile Image: Kaylyn T.
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Kaylyn T.
from
$55
per day
5.0 out of 5 stars
12 reviews
3 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: Alma D.
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Alma D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
26 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: 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: justin b.
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justin b.
from
$60
per day
5.0 out of 5 stars
5 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: 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: Chelsea O.
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Chelsea O.
from
$35
per day
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Deering Center, PORTLAND, ME, 04103

About: I genuinely love cats and dogs and I would own more if I could! I currently have two cats (Han and Solo) and a dog named Ollie. I understand different animals have different needs and routines. Here to help look after your animals for dog walks, drop in visits, potty breaks, babysitting! I currently work from home and can be fairly flexible and available for your pets needs. I can do early mornings, evenings and drop ins/walks during the day. As I have animals at home it will be best if I look after your pets in their own home. I walk my dog often and he loves other dogs so we would be happy to add another to our daily walk!

Sitter Profile Image: James F.
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James F.
from
$40
per day
5.0 out of 5 stars
10 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: 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: Emilia K.
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Emilia K.
from
$60
per day
5.0 out of 5 stars
20 reviews
3 repeat clients
10 years of experience
West End, Portland, ME, 04101

Our 5 month old puppy moose loved daycare with Emilia! After getting neutered he needed a break from daycare to fully recover. Emilia did a great job at keeping him entertained throughout the day, while keeping a close eye on his stitches. Every night we picked up moose he was so tired from all the fun he had! We will definitely be using Emilia again in the future!

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Emily H.
Sitter Profile Image: Katherine D.
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Katherine D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
East End, Portland, ME, 04101

About: I raised, trained, and cared for my family dog from a puppy when I was in high school. Post college I adopted a senior dog and cared for him for the last couple of years of his life. In the meantime I have been a sitter for friends and family dogs and cats over the years. I am used to giving medications (even when it needs to be disguised) and staying on a feeding schedules. I am very up for caring for senior dogs who want to lay around the house, and equally ready to go on long walks with a dog with more energy. I work from home always, so will be around during the day for pups who like to hang! I'm on the East End of Portland with the Eastern Prom very close by so plenty of places to walk and explore. I am usually out and about in the evenings for a few hours at a time. On the weekends I like to be busy, but can certainly adjust my time when I have a dog or cat around. I have a large one bedroom, and am on the 3rd floor. So my place is likely not good for pets with mobility issues (unless they are small enough that I can carry them). I live very close to lots of nature easily accessible and make a point to get outside often.

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
22 reviews
4 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: Stacy S.
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Stacy S.
from
$40
per day
5.0 out of 5 stars
66 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: Grace G.
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Grace G.
from
$65
per day
5.0 out of 5 stars
9 reviews
20 years of experience
Oakdale, Portland, ME, 04102

Was very communicative and took amazing care of my energetic puppy!! He came home a happy boy!

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Brooke S.
Sitter Profile Image: Joshua K.
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Joshua K.
from
$50
per day
5.0 out of 5 stars
91 reviews
31 repeat clients
15 years of experience
South Portland, ME, 04106

This was our first time leaving our newly adopted dog at someone else's home, and we felt anxious about it, of course. But, all of that anxiousness melted away after meeting Joshua and Ionna! Super nice folks, with very calm demeanors. Our sweet new pup, Olive, can be timid around new people and dogs, and they were very mindful of that, and very understanding. Their two pups, Charlie and Emma, are lovely, happy goofballs! We had a great experience with our Miss Olive staying there, and we plan to continue requesting doggie daycare with them whenever needed!

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Melanie G.
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Over 8
pet parents in Windham have booked doggy day care

Windham dog parents share their Rover experiences

1 / 1
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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The median cost per day for doggy day care in Windham is $50

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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 Jun 2026 was about $50 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 Jun 2026, 204 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, 92% of Windham sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Windham have an average of 18 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 204 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, 92% 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.