Dog Boarding in Winslow, ME

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Easter Weekend
Sitter Profile Image: Madelyn S.
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Sitter Profile Image: Madelyn S.
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1.

Madelyn S.

Short, descriptive, and genuine
Fairfield, ME, 04989
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
10 repeat clients
from
$50
per night

Maddy is an excellent animal caretaker and a lover of all animals. She grew up with animals fostering as well as caring for her own, and now helps me take care of our menagerie at home. She is responsible and enthusiastic in her care of animals. You cannot go wrong booking her to care for your pets. :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Alex L.
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Sitter Profile Image: Alex L.
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2.

Alex L.

Farmyard vacation for your pup
Benton, ME, 04901
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
13 repeat clients
from
$35
per night

Alex took great care of our lab. She communicated well, staying in touch with texts and pictures. We would definitely book another stay with Alex!

Sitter Profile Image: Monte M.
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Sitter Profile Image: Monte M.
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3.

Monte M.

Caring for your furry companions
Waterville, ME, 04901
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Took amazing care of my cat and sent lots of updates and pictures! Made the time away from my boy much more bearable :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Emma B.
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Sitter Profile Image: Emma B.
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4.

Emma B.

Dedicated & Skilled Pet Caretaker
Fairfield, ME, 04937
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$75
per night

Emma has been our farm sitter of choice for years. At 16 years old, she was far more responsible than many older adults. She is capable, knowledgeable and willing to work. She clearly loves all animals and can handle difficult situations with a calm, cool head. I have the very highest regard for her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jesse W.
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Sitter Profile Image: Jesse W.
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5.

Jesse W.

Rover 101
Creative Professional Trainer!
Vassalboro, ME, 04989
7.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
9 reviews
8 repeat clients
from
$50
per night

Jesse is the biggest animal lover. He takes car of his dog Juni by feeding her, taking her for walks, and training her to do tricks. I think if it were up to him he would have five dogs! He is always spending each day running around with Juni and showing others the amazing tricks she does. He always enjoys taking her to the dog park and letting her run around with the other dogs to get exercise. Animals are such a huge part of Jesse's life and having Juni around makes going over his house fun because of the energy she has. Jesse is a fantastic and loving dog lover and would make an incredible caregiver to any dog!

Sitter Profile Image: Kelly C.
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Sitter Profile Image: Kelly C.
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6.

Kelly C.

Peaceful Country Home
Sidney, ME, 04330
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$70
per night

I was anxious about leaving my dog with someone else for the first time in a new state. Kelly went over and above the call of duty to make sure i felt in the loop. She came home tired and happy!

Sitter Profile Image: Sydney E.
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Sitter Profile Image: Sydney E.
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7.

Sydney E.

A happy dog is the best kind 🐶💙
Fairfield, ME, 04937
9.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
69 reviews
13 repeat clients
from
$45
per night

Sydney is an amazing young woman who cared for Tyrion as if he was hers. He came back happy, healthy and smelling good! I will recommend her and Rover to everyone!

Sitter Profile Image: David P.
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Sitter Profile Image: David P.
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8.

David P.

When in doubt call Dave and Scout
Belgrade, ME, 04917
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$50
per night

David is fabulous! I can't say enough good things about his care for my dogs. He was loving, communicative, took very good care of them and send pictures. I would use David again for any type of service.

Sitter Profile Image: Tiffany K.
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Sitter Profile Image: Tiffany K.
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9.

Tiffany K.

Rover 101
Parents Away, Dogs Will Play!
Clinton, ME, 04927
9.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$40
per night

Wonderful as always! Took special care of my kitties, even willing to give one of the cats oral medication without a problem. Will always come back as I know they will be in loving arms.

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Sitter Profile Image: Deborah P.
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Sitter Profile Image: Deborah P.
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10.

Deborah P.

My Best Friends House
Hallowell, ME, 04347
19.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
6 reviews
from
$45
per night

Deborah made the whole process easy. I will definitely book with her again next time we travel.

Sitter Profile Image: Vanessa H.
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Sitter Profile Image: Vanessa H.
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11.

Vanessa H.

Dog-lover, guarantees happy dogs!
South China, ME, 04358
10.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$60
per night

Vanessa was a terrific sitter for our large somewhat anxious dog. She was very accommodating with scheduling a meet and greet and last minute scheduling changes. We had no doubts that he was in good hands while we were away.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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12.

Jennifer M.

We treat your dog like family.
Augusta, ME, 04330
18.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$63
per night

Jenn is amazing with all animal but she has a special way with dogs and horses. She had my dog for training for several months and when we got her back she was sad to leave but happy to be home. Jen loves animals and it shows with how she handles her own animals and how my dogs love seeing her when she is around they are in her care.

Sitter Profile Image: William K.
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Sitter Profile Image: William K.
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13.

William K.

Trusted sitter of furry friends
Augusta, ME, 04330
16.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$30
per night

About: I’ve walked and cared for dogs and cats my whole life, including up to five at one time! I’ve also fostered over the years, with big and small dogs part of my past clients. Moved to Augusta earlier in 2023. I have a hybrid M-F work schedule, so weekends are generally best, but I can often make weekdays work. My neighborhood is not far from a dog park as well. I am in a 2-bedroom apartment that has a decent-sized grassy area outside in front. A few other dogs are in the apartment building. We’ve got an empty guest room if dogs and cats want more space to play and nap. Otherwise, I generally keep the bedroom and living room open.

Confirmed availability: Easter Weekend
Sitter Profile Image: Christina P.
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Sitter Profile Image: Christina P.
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14.

Christina P.

Rover 101
Personalized Home Away From Home
Monmouth, ME, 04259
28.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
34 repeat clients
from
$45
per night

Christina always does a wonderful job. She really understands dog behavior and is always so good with our dog Charlotte (just over 1 year old pit bull) who has so much energy and just wants to play. She has never once had an issue she couldn’t handle and has always been able to integrate our girl in with whatever dogs she has around and ensured everyone has a good time. We have used her several times to watch our pup and will absolutely keep coming back to her she is that amazing!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica H.
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Sitter Profile Image: Jessica H.
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15.

Jessica H.

Rover 101
A home away from home
Newport, ME, 04953
25.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$40
per night

Jessica was wonderful with our high energy pup! She was patient and willing to work with our pup that’s a bit shy at first, and she quickly felt as ease with Jesica and her family.

Sitter Profile Image: Abundance D.
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Sitter Profile Image: Abundance D.
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16.

Abundance D.

Active Sitter Near Hiking Trails!
Skowhegan, ME, 04976
16.8 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
11 reviews
1 repeat client
from
$50
per night

My dog loves her, very flexible

Sitter Profile Image: Tiffany D.
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Sitter Profile Image: Tiffany D.
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17.

Tiffany D.

49+ acres of Freedom with my pup!
Freedom, ME, 04941
15.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$35
per night

Tiffany (and Enzo) were great. She kept us regularly updated and she worked with some of my dog’s difficult behavior. She also included some nice long walks when my dog was ready for them.

Confirmed availability: Easter Weekend
Sitter Profile Image: Lindsay S.
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Sitter Profile Image: Lindsay S.
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18.

Lindsay S.

Professional Groomer meets Dogtopia
Gardiner, ME, 04345
26.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
38 repeat clients
from
$45
per night

My dog Suki had a great second overnight stay with Lindsay! Lindsay updated me with pictures of Suki playing with her new friends, and Suki was happy and relaxed when I picked her up. Thanks so much, Lindsay!

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Sitter Profile Image: Rose B.
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Sitter Profile Image: Rose B.
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19.

Rose B.

Pet loving work from home family
Winthrop, ME, 04346
24.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
60 reviews
13 repeat clients
from
$55
per night

Rose and her husband took great care of my dog several times recently. They have a fenced in back yard and a fun dog Ollie. Rose was great at communicating and instantly answered my texts, was flexible with drop off and pick up and sent alot of pictures to make me feel very comfortable my dog was doing well. She even went the extra mile when my dog seemed to have an ear problem and i forgot the drops - she cleaned the ear out with sanitary wipes and tried to make her feel better. Would reco them any time. Bruce

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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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20.

Devon G.

I spend my days off walking dogs
Industry, ME, 04938
22.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Devon took wonderful care of our dog, Olive. She communicated with me a few times over the week including some photos which I greatly appreciated. We would take Olive to Devon’s again.

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Winslow Dog Boarding ratings

Overall Rating:
4.8 out of 5 stars

Dog boarders in Winslow are rated on average 4.8 out of 5 stars based on 19 reviews.

Rover also offers Dog Boarding in:

Rover also offers other services in Winslow:


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winslow, ME dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winslow, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Winslow may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Sanford, ME. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

In other words, when you use Rover to find Winslow dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Boarding