Pet Boarding Windham

Find a loving Windham pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 146
pet parents in Windham have booked pet boarding

Windham, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Emily M.
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Emily M.
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
16 years of experience
Westbrook, ME, 04092

My dog can be hard to handle in the wrong situations, but Emily put in care to make sure that those were avoided and it was easy to tell Lilah appreciated her stay. Hands on, caring, and in-town, I will definitely recommend Emily again.

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Joe W.
Sitter Profile Image: Claudia & Jason M.
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Claudia & Jason M.
from
$60
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
10 years of experience
Oakdale, Portland, ME, 04103

Claudia and Jason were fantastic. They sent plenty of photos and took great care of our senior pup. Would definitely recommend them to other owners!

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lesley f.
Sitter Profile Image: Kristian N.
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Kristian N.
from
$80
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
10 years of experience
Westbrook, ME, 04092

Kris was so great! Super flexible and communicative. Russell had a great time - I also enjoyed getting to learn about her work as an artist! Truly an unexpected bonus! Will definitely use her again if I’m back in Portland

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Cameron T.
Sitter Profile Image: Joanna B.
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Joanna B.
from
$35
per night
5.0 out of 5 stars
50 reviews
6 repeat clients
15 years of experience
Scarborough, ME, 04074

Joanna was absolutely wonderful. She cared for my little one as if she were her own, sending frequent photo updates that gave me complete peace of mind. It’s such a blessing to have her nearby: reliable, caring, and attentive. Highly recommend hiring her!

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Clayton G.
Sitter Profile Image: Katherine D.
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Katherine D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
8 years of experience
East End, Portland, ME, 04101

Katherine did an amazing job with Boone. He was well rested and not anxious at all when I picked him up. She was very flexible and communicative during his stay. I was very happy!

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Elizabeth O.
Sitter Profile Image: Kseniia P.
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Kseniia P.
from
$75
per night
5.0 out of 5 stars
96 reviews
25 repeat clients
8 years of experience
Old Orchard Beach, ME, 04064

Kseniia and her husband were excellent. They sent photos and videos throughout the stay. It was obvious our little guy was very comfortable with them and they took great care of him. They were also in a very convenient location and answered our texts immediately. We will definitely be booking again.

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Kate C.
Sitter Profile Image: Katie T.
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Katie T.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Biddeford, ME, 04005

Katie was great with drop off and pickup. She administered Clover’s meds and was quick to get back to me when I communicated with her. She was also very flexible with my late pickup when plans changed, and I really appreciate that.

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Aimee L.
Sitter Profile Image: Alexandra D.
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Alexandra D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
South Portland, ME, 04106

About: Lifelong dog lover with plenty of availability for long morning walks. I am a current medical student with a flexible schedule, available for last‑minute walks or overnight stays for the right family. I look forward to getting to know you! I’m a first‑year medical student currently on summer vacation, which gives me plenty of free time throughout the week. I’m available for both morning and afternoon walks, depending on what your dog needs. My days are flexible, so I can easily fit regular weekly walks or occasional check‑ins into my routine. I care for pets in their own home so they can stick to their normal routine. I handle feeding, walks, and any instructions you leave, and make sure your dog gets steady attention throughout the day. My focus is keeping things calm, consistent, and comfortable for your pup.

Sitter Profile Image: Janice A.
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Janice A.
from
$40
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
11 years of experience
Kennebunkport, ME, 04046

Janice was a very good communicator and provided me with many updates - including pictures - as she watched my pup. I was very comfortable with her caring for my pup. I would employ her again for sure!

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Andrew S.
Sitter Profile Image: Simon Y.
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Simon Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
35 years of experience
North Deering, Portland, ME, 04103

Simon was so nice and welcoming, and my dogs seemed very happy. I got a bunch of pictures showing me how comfortable and at home my dogs felt from the first moment. We will certainly call Simon when we are in the area again!

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Jessica L.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$75
per night
5.0 out of 5 stars
39 reviews
10 repeat clients
48 years of experience
WINDHAM, ME, 04062

Luna’s new home away from home! She was so well cared for, it made it easier to be away. Jennifer was great about sending photos of all of their adventures, and keeping me updated. Luna can’t wait to go back 😊

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Maddy A.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$63
per night
5.0 out of 5 stars
69 reviews
32 repeat clients
24 years of experience
Raymond, ME, 04071

Stacy was awesome! We felt very comfortable leaving our Harry with her. She stayed connected with us through multiple pictures and comments throughout each day of his stay. Her photos reassured us that Harry was happy and safe. Stacy cared for him as if he were her own. We would definitely use Stacy’s services again and would highly recommend her. Thank you Stacy!

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Mary Lynn S.
Sitter Profile Image: Kellie C.
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Kellie C.
from
$100
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Kennebunk, ME, 04043

Kellie was absolutely wonderful with Barley! He has separation anxiety, so we’re always a little nervous leaving him, but Kellie put us completely at ease. She was so sweet and attentive with him, she even took him to the pet store and got him bones and toys to keep him happy. You can tell she and her husband genuinely love love love dogs; their home was beautiful and clearly set up for dogs to feel comfortable and cared for. Thanks to Kellie, we got to actually relax on our trip knowing Barley was in the best hands. Highly, highly recommend her. we’ll definitely be booking with her again!

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Elise W.
Sitter Profile Image: Khaila D.
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Khaila D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
5 years of experience
Saco, ME, 04072

Khaila was able to help us last minute, and we are so grateful. Her little Stuart and my golden seemed to get along really well, which is always great peace of mind!

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Mollly K.
Sitter Profile Image: Seth M.
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Seth M.
from
$65
per night
5.0 out of 5 stars
51 reviews
11 repeat clients
39 years of experience
Scarborough, ME, 04074

Seth was great with communication and took excellent care of our dog! We were confident that he was being well cared for. Seth did all kinds of fun outings to exercise our pet, and we will definitely try to book a stay there again soon.

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Deborah B.
Sitter Profile Image: Kymberly & Robert D.
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Kymberly & Robert D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
55 years of experience
Yarmouth, ME, 04096

Kymberly and Robert always do such a great job with my Mala. Mala is 15 years old now and has stayed with them many times. She always knows when I pack her travel bag that she will get to vacation with them, and she gets so excited! Ours dogs are family, and it can be hard to leave them, but I never have any concerns whatever when I leave Mala with Kymberly and Robert. They are my trusted sitters!

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Tracye D.
Sitter Profile Image: Abigail & Neil F.
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Abigail & Neil F.
from
$55
per night
4.7 out of 5 stars
14 reviews
1 repeat client
25 years of experience
North Deering, Portland, ME, 04103

Our dog, Maggie was happy with Abigail and Neil. They sent a few photos. She has a lot of energy and I'm sure she kept their dog, Molly busy. I appreciate them allowing Maggie to roam free in their home and on furniture.

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Susan D.
Sitter Profile Image: Andrew R.
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Andrew R.
from
$80
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
North Deering, Portland, ME, 04103

I was traveling to Portland and had something come up last minute and I would not be able to have my dog in the hotel I was in. I reached out to Andrew and he quickly replied setting up an appointment. I was nervous to leave Titan with someone last minute but right when I meet Andrew I was immediately relieved. Andrew did a wonderful job with Titan and was sending updates throughout the two night stay. Titan settled in very smoothly and loved Andrew’s house and backyard. Andrew even took him on some great trails for some solid exercise. Thank you very much Andrew!

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Henry M.
Sitter Profile Image: Carmen H.
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Carmen H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
113 reviews
28 repeat clients
7 years of experience
Old Orchard Beach, ME, 04064

Carmen and her sweet family are AMAZING!!! I booked two last minute boarding stays for my dog Dolly within the same week and she was incredibly accommodating to these last minute requests. I loved all the updates and pictures of Dolly and even more importantly Dolly was SO well cared for and loved. When we returned for the second stay Dolly was so excited to be back which gave me so much peace of mind. Dolly has spent very little time away especially overnight but I will trust Carmen going forward to care for Dolly in a heart beat. I am grateful to have found a safe and loving home for my girl while I'm away!!! Your dog will feel right at home ☺️

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Annie J.
Sitter Profile Image: Kelly D.
Verified Enhanced Background Check
Kelly D.
from
$65
per night
5.0 out of 5 stars
46 reviews
4 repeat clients
25 years of experience
Scarborough, ME, 04074

Kelly was SO AMAZING with Finny! He can be a little anxious and she was so kind to meet up before hand so he could feel more comfortable! She sent us so many pictures and updates and Finn had the best time- we will be booking again for sure!!! 5 paws!!!

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Kelli S.
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The median cost per night for pet boarding in Windham is $65

Pet parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Thanks Nicolette for treating our boy as your own! Our first experience with rover and my goodness we were not disappointed! Nicolette clearly gets doggos and cares dearly! Thanks for bringing our guy with you on your adventures!

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Jane P.
Boarding
5.0 out of 5 stars

Danielle was amazing from the moment I booked until the moment I picked my babies up. She made sure my two cats were well cared for, she immediately made them feel at home, she stayed in contact with me and sent plenty of photos and updates.

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Deliza S.
Boarding
5.0 out of 5 stars

We have left our precious boy with Jennifer on several previous occasions. This time we left him for almost 2 weeks. I was happy and relieved to see that Max was very happy to see Jennifer and her lovely dog, Maya. This made it so much easier to leave him. Jennifer was wonderful in giving us updates twice each day along with photos and even a video. We could see that he was happy and content. I think he had as good a vacation as we did! I will rebook with Jennifer without hesitation.

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Vicky W.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for pet boarding - Windham

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Sitters in Windham average 8
repeat pet boarding clients

FAQs for Boarding - Windham

Frequently asked questions about Rover

The average cost for Pet Boarding in Windham on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 316 sitters on Rover for Pet Boarding in Windham. About 96% of Windham sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 pet, 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.

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 .

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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