Dog Boarding in Windsor, PA

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Top rated Windsor dog boarders

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

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Sitter Profile Image: Krista K.
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Krista K.
Star Sitter
from
$32
per night
5.0 out of 5 stars
84 reviews
29 repeat clients
10 years of experience
York, PA, 17402

Krista and her family took excellent care of Elsa and I would highly recommend her to anyone looking for a pet sitter. Elsa came home content and happy after her stay with Krista.

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Melinda J.
Sitter Profile Image: Ashley & Jerrell T.
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Ashley & Jerrell T.
from
$32
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
13 years of experience
York, PA, 17402

Ashley and Jerrell were both amazing and so kind. I know Beau had a great time with them and their dogs. They were both very accommodating to Beau and our schedule.

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Nouchee M.
Sitter Profile Image: Mark W.
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Mark W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
13 years of experience
York, PA, 17403

Mark was wonderful sitting our pup Podo. He was so attentive, caring, and made us feel so at ease. He provided so many photos and updates, and Podo seemed so happy to be there. This was his first “weekend away,” as well! We will definitely have Mark sit Podo again for us, and plan to when we go away this October. He is so kind, and truly cares about the animals in his care. Thank you, Mark!!

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Rachel B.
Sitter Profile Image: Rachel E.
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Rachel E.
from
$30
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Airville, PA, 17302

About: I've taken care of pets for as long as I can remember, from farm animals to rodents, cats and dogs, reptiles & fish and even a deer! I've taken care of senior pets and very young pets! Pet care fits into my daily and weekly routine because I work part time - a couple hours here and there. Other then that I'm home with my 10 month old baby boy who is excited to meet your pets! I do have my front yard fenced in but it is not the whole yard. I have a big back yard with a field behind! I can crate your dog if needed or just let them hang out with me while they’re here!

Sitter Profile Image: Nanci M.
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Nanci M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
50 years of experience
Mount Joy, PA, 17552

Nanci and her husband were wonderful and you can tell they truly love dogs. Molly seemed to enjoy being with them and they took her for regular walks and kept in contact with photos. We definitely plan to use them again!

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Connie C.
Sitter Profile Image: Genalind R.
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Genalind R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
Lancaster, PA, 17603

Genalind was communicative and understanding of schedule changes with the snow storm. I liked working with her, and it seemed like my dog enjoyed her time with her too!

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Sarah S.
Sitter Profile Image: Megan & Vincent E.
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Megan & Vincent E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Pylesville, MD, 21132

Megan And Vince are awesome and how they care for my dog Gracie. They are very attentive to her, they send me pictures of her playing and just how she is settling in with the pack. The yard is a perfect atmosphere for her to just be free and enjoy her other dog friends. I highly recommend Megan And Vince for watching anyone’s pets.

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Robin T.
Sitter Profile Image: Vicky R.
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Vicky R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
16 years of experience
Lancaster, PA, 17603

It was the first time we leave our dog here in the Usa...and we couldn't choose better!! Vicky and all her family were amazing with Hope...she sent us a lot of photos and video...and kept us updated with everything they did during the day...so we could enjoy our trip at best!!

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Elisa G.
Sitter Profile Image: Cynthia H.
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Cynthia H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
50 years of experience
Wrightsville, PA, 17368

Cynthia and her Husband Lance were welcoming and willing to help us out last minute. They took really good care of of dog and made him feel like home. Would 100% recommend them! Thank you again!

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Britney S.
Sitter Profile Image: Alexis P.
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Alexis P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
10 years of experience
Red Lion, PA, 17356

Alexis did an amazing job watching Gunner and Luna! She kept us updated the whole time, which gave us so much peace of mind. The dogs clearly had a great time and were happy and well cared for when we got back. We truly appreciate her attention and communication, and we look forward to working with Alexis again!

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Marlin C.
Sitter Profile Image: Lisa D.
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Lisa D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
79 reviews
20 repeat clients
10 years of experience
York, PA, 17408

Lisa takes care of our dog so well. We don’t take our pup anywhere else. She’s in tune with our pups needs and communication with her is always great. She keeps up posted while we are away. Thank you, Lisa! 💕

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Debora M.
Sitter Profile Image: Jacob L.
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Jacob L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
47 reviews
14 repeat clients
20 years of experience
Hanover, PA, 17331

My dogs had a great time! They were happy and tired when I picked them up :) Jacob was flexible when I had a flight cancel just hours before take off and was stuck in a different state. He kept them for an extra day!

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Maggie F.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$36
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Wrightsville, PA, 17368

I would definitely recommend Sarah for watching your dog. She took such good care of my Murphy while I was away on an unexpected work trip. Sarah sent lots of pictures and updates. Murphy seemed right at home there on her big comfy couch.

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Michele M.
Sitter Profile Image: Brionna S.
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Brionna S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
52 reviews
13 repeat clients
8 years of experience
York, PA, 17408

Brionna was amazing. Great communication, including photos and updates during the stay. The house was great and they have a newly fenced back yard that our pup seemed to love. Shes hard to tire out but she came back exhausted. Will absolutely use again.

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Joe M.
Sitter Profile Image: Angelita G.
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Angelita G.
Star Sitter
from
$40
per night
4.9 out of 5 stars
118 reviews
35 repeat clients
5 years of experience
Lancaster, PA, 17603

Angelita provided the undivided, fulltime attention that Ian (and most labs) expect and sometimes demand! She was prompt with responses to my questions, followed the instructions to comply with Ian's schedule and gave Ian all the affection that he's accustomed to. I'm pretty sure that he would have enjoyed staying with Angelita a little longer. We're looking forward to his next stay with her!

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Alan K.
Sitter Profile Image: Cheri S.
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Cheri S.
from
$45
per night
4.3 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Lancaster, PA, 17601

Cheri and her fam were so good to our pups! Will definitely use their fam again when in the area! They really went above and beyond with the dogs.

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Sydney Y.
Sitter Profile Image: Amy & Patrick M.
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Amy & Patrick M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
78 reviews
19 repeat clients
30 years of experience
Mount Joy, PA, 17552

Amy took excellent care of my dog. She was very nice and welcoming. She sent pictures of my dog and communicated well. Would recommend her and her husband to anyone!

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Logan T.
Sitter Profile Image: Betsy E.
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Betsy E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
35 years of experience
Lititz, PA, 17543

Betsy did a wonderful job caring for my "high-energy" dog. She took him for multiple walks per day and played with him with his toys. Betsy also sent me multiple texts and pictures of my dog during the time that she cared for him. I don't think he would have received better care with anyone else, and I will definitely contact Betsy again in the future when I need a dog sitter; she's the best! Thank you, Betsy, for treating my dog like you would your own dog! 🐶

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Amie J.
Sitter Profile Image: Deanna B.
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Deanna B.
Star Sitter
from
$49
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Monkton, MD, 21111

Deanna is such a great dog sitter! She and her lovely family took such great care of Romee. Romee had walks, plenty of playtime—just a perfect situation. Knowing Deanna was taking care of Romee allowed me to truly relax and not worry a bit while I was out of town. I’ll be rebooking with Deanna! Absolutely recommend.

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Wini C.
Sitter Profile Image: Holly E.
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Holly E.
Star Sitter
from
$40
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Dover, PA, 17315

Holly was amazing with my girl ...she sent so many updates / pictures& hand fed my dog when she was nervous. Icing on top was that my dog was able to play with her dog who was just as amazing. 1000% recommend Holly to watch your dog.

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Jolie P.
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Over 33
pet parents in Windsor have booked dog boarding

Windsor dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lauren and Gurpreet were absolutely wonderful with our dogs, George and Boone. They were incredibly flexible with drop off when our plans changed last minute. They sent lots of pictures which showed our dogs on walks, in the backyard, and relaxing in the home. One of our dogs had an upset stomach when he was dropped off and Lauren kept me updated on how he was doing. It was much appreciated to know they were in a loving home!

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Erin B.
Boarding
5.0 out of 5 stars

Lauren and Gurpreet were so amazing taking care of Remi! There was consistent photos, videos and updates sent of his stay! Im beyond thankful of her patience with Remi when I first dropped him off with his separation anxiety and how she cared for him! Most definitely will rebook and highly recommend!!

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Clarissa M.
Boarding
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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder 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 night for dog boarding in Windsor is $45

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

  • World-class support

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

Sitters in Windsor average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Windsor is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor dog boarding rates can be found as low as $16 to as high as $44 per night.

If you’re searching for a Windsor dog 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.

As of Jun 2026, 411 sitters provided dog boarding in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 93% of Windsor dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Windsor have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Windsor.

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

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

There are 411 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 95% of sitters offer daily exercise, 95% offer medication administration, and 91% 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 dog boarding 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 dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.