Pet Boarding in Windham

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

End Date
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Windham pet boarders

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: Seth M.
Verified Enhanced Background Check
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.

Profile image
Deborah B.
Sitter Profile Image: justin b.
Verified Enhanced Background Check
justin b.
from
$85
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Valley Street, Portland, ME, 04102

Justin’s awesome! Gordy is a big guy and he was so happy to spend time with Justine. Would 100% trust him to watch Gordy again

Profile image
Nina J.
Sitter Profile Image: Michael M.
Verified Enhanced Background Check
Michael M.
from
$30
per night
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: Emily M.
Verified Enhanced Background Check
Emily M.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
Westbrook, ME, 04092

Our 1.5-year-old pup had so much fun playing with Emily and Fisher! Emily was very caring, sent lots of updates, and wore out our high energy dog with hikes and fetch. I think our dog was sad to come home ;)

Profile image
Jessie F.
Sitter Profile Image: Amy Y.
Verified Background Check
Amy Y.
from
$50
per night
5.0 out of 5 stars
156 reviews
41 repeat clients
8 years of experience
Westbrook, ME, 04092

Our aussie Elvis loved staying with Amy! She sent lots of pictures and videos while we were away. We loved the experience and will be working with her again.

Profile image
Aline R.
Sitter Profile Image: Kylie K.
Verified Background Check
Kylie K.
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
South Portland, ME, 04106

We needed someone for 1 night and Kylie was great and I will call her again. I would recommend her 100%. Penny loved her walkies and snacks.

Profile image
Theresa D.
Sitter Profile Image: Samantha V.
Verified Background Check
Samantha V.
Star Sitter
from
$85
per night
5.0 out of 5 stars
85 reviews
24 repeat clients
27 years of experience
Ocean Avenue, Portland, ME, 04103

Sam is amazing! We were visiting Portland for the day/ night and were in need of a sitter for our pup. We were nervous to leave her with someone new. Sam was awesome- extremely warm and friendly and very responsible with our dog. She gave us great updates and pics and was very engaged with our dog the whole time. Thank you Sam for being so wonderful with our pup! We hope to see you again for our trip next year!

Profile image
Jane B.
Sitter Profile Image: Jessica L.
Verified Enhanced Background Check
Jessica L.
from
$75
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Standish, ME, 04084

Jessica is fantastic. She was so good with our two pups for an overnight stay! She sent the best pictures, played with our pups with her children, and gave them a great place to stay for the night. Would highly recommend Jessica; and we will definitely not hesitate to send our dogs to her again!

Profile image
Michael N.
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Emily C.
from
$65
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
Saco, ME, 04072

Our two dogs were very comfortable and happy there. One of our dogs has a lot of anxiety and does not like many people at all. She was very happy with Spencer and Emily. they obviously really love dogs! We highly recommend them!

Profile image
Jenica G.
Sitter Profile Image: Alma D.
Verified Enhanced Background Check
Alma D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
8 years of experience
Oakdale, Portland, ME, 04102

Our dog was in great hands with Alma! She loved snoozing in the sun and sharing a couch with Alma’s dog and family. We got lots of photos and updates.

Profile image
Emily L.
Sitter Profile Image: Briana H.
Verified Background Check
Briana H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
96 reviews
26 repeat clients
25 years of experience
Limerick, ME, 04048

Bri was a great sitter for Freddie. Both before and during his stay she was very communicative. Freddie was nervous about being away from home, she kept us updated throughout the day and I knew he was in good hands. If we visit the area and need a sitter again, Bri will be our only call!

Profile image
Allison H.
Sitter Profile Image: Viva L.
Verified Enhanced Background Check
Viva L.
Star Sitter
from
$93
per night
5.0 out of 5 stars
105 reviews
25 repeat clients
29 years of experience
Parkside, Portland, ME, 04102

Viva is an amazing Dog Sitter. She took care of a relatively elderly dog with lots of medication’s beautifully with excellent communication and I plan to work with her again many thanks.

Profile image
Lora F.
Sitter Profile Image: Jennifer B.
Verified Enhanced Background Check
Jennifer B.
from
$70
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
48 years of experience
WINDHAM, ME, 04062

Jennie was fantastic with our Woofie and Bride, and they really enjoyed their time with her dog Maya. We were looking for a comfortable home for our pups while we were away, and Jennie made everything easy. Great communication, great photos and videos! We couldn't be happier!

Profile image
Justin S.
Sitter Profile Image: Lucero & Ikenna P.
Verified Enhanced Background Check
Lucero & Ikenna P.
from
$60
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Parkside, Portland, ME, 04102

My dog Molly had such a great time spending the week with Lucy and Ike! Throughout the process they showed they cared very much for my furball by sending updates on how she was doing and I immediately felt like the pup was in safe hands when I met them.

Profile image
Joe P.
Sitter Profile Image: Kymberly & Robert D.
Verified Enhanced Background Check
Kymberly & Robert D.
from
$75
per night
5.0 out of 5 stars
5 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!

Profile image
Tracye D.
Sitter Profile Image: Katherine D.
Verified Enhanced Background Check
Katherine D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
8 reviews
3 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!

Profile image
Elizabeth O.
Sitter Profile Image: Carmen H.
Verified Background Check
Carmen H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
102 reviews
25 repeat clients
7 years of experience
Old Orchard Beach, ME, 04064

Carmen was incredibly attentive and good with goose! I came home to a happy cat and received many pictures throughout the stay - she also went above and beyond and cleaned her litter box completely, as well as her food dishes! Id absolutely book with Carmen again.

Profile image
Jeremy Ré W.
Sitter Profile Image: Grace L.
Verified Enhanced Background Check
Grace L.
from
$77
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
South Portland, ME, 04106

Grace is a fantastic sitter. Chewy, my Labradoodle, loved staying with her. He has had two separate stays with her and when he saw her the second time, he simply rushed in to greet her with such joy. I definitely recommend her if you need a dog sitter.

Profile image
Murray B.
Sitter Profile Image: Madisyn W.
Verified Enhanced Background Check
Madisyn W.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Buxton, ME, 04093

Madisyn is great! She was communicative and flexible when we had some delays on our return journey. Our dog Maisy loved the ability to play with other dogs and be outside. We will definitely be booking again!

Profile image
Gretchen A.
Sitter Profile Image: Julia M.
Verified Enhanced Background Check
Julia M.
from
$80
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Saco, ME, 04072

Our dog, Rocky was in such good hands with Julia and her dog, Stevie. We will definitely leave Rocky with Julia again. She is reliable, communicative and capable.

Profile image
Emily P.
1 / 1
View more sitters

Windham pet parents share their Rover experiences

1 / 1
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.

Profile image
Deliza S.
Boarding
5.0 out of 5 stars

Nicolette was amazing. My dog was always out getting exercise and on fun adventures she was communicative and I got some great pics. Highly recommend.

Profile image
Ben 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.

Profile image
Vicky W.
Boarding
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

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

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Windham pet boarding 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.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windham.

Rover makes it easy to find Windham pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding 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 pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.