Pet Boarding Windsor

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

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Over 221
pet parents in Windsor have booked pet boarding

Windsor, 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.

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Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 167 reviews
74 repeat clients
35 years of experience
Simsbury, CT, 06070

“Katie and Storm make it easy. It's a very warm and welcoming environment. My pup Blue enjoyed his stay and seems very happy when we arrive. So glad to have found Katie. Good communication and she's obviously very experienced and comfortable with dogs. My new go to sitter ! :)”

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Louis C.
Sitter Profile Image: Amira G.
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Amira G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Enfield, CT, 06082

“Amira was awesome. She handled our “troublemaker “ great.”

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Iwona B.
Sitter Profile Image: Cruz Maria D.
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Cruz Maria D.
from
$55
per night
4.9 out of 5 stars
• 406 reviews
261 repeat clients
30 years of experience
Simsbury/Avon/Canton/Hartford County, CT, 06070

“Our black lab Lily had such a wonderful time during her stay, she was visibly depressed after we picked her up - missing all her new friends! Will never board her at a kennel again, now that we've found her "home away from home"!”

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Larry M.
Sitter Profile Image: Janelle B.
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Janelle B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 115 reviews
24 repeat clients
30 years of experience
Glastonbury, CT, 06033

“Janelle was very kind and caring with our doodle. I received great pictures and timely updates. Her home is well equipped and welcoming for her visitors. I would absolutely leave my dog with her again.”

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Becky P.
Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
10 years of experience
Granby, CT, 06035

“Gail was lovely! Very communicative and sent me photos of my dog enjoying her time with Gail and her dog, Ginger! Would absolutely book again!”

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Caroline S.
Sitter Profile Image: Jacky M.
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Jacky M.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
12 years of experience
Manchester, CT, 06042

“Jacky was great taking care of Luna! Looking at the photos sent, it was clear that Luna felt comfortable being there with Jacky and Sushi. Made me feel at ease. Thank you!”

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Sung K.
Sitter Profile Image: Austyn D.
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Austyn D.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
12 years of experience
Bolton, CT, 06043

“Joy had a great time with Austyn & her puppy Sophie. She took good care of her and sent regular updates and pictures. Will consider her again for future boarding.”

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Rumi D.
Sitter Profile Image: Patricia P.
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Patricia P.
from
$50
per night
5.0 out of 5 stars
• 23 reviews
5 repeat clients
20 years of experience
South Windsor, CT, 06074

“Patricia is loving and caring. Our dog was walked for miles daily and had a blast in her huge back yard. I highly recommend her and would 100% use her again!”

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Susan F.
Sitter Profile Image: Erica T.
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Erica T.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
8 years of experience
Bloomfield, CT, 06002

“Erica was an amazing sitter! My boxer is elderly, anxious, and has some medical needs that make me cautious about being away from her. However, Erica made me feel so comfortable leaving Athena for the week. She has a warm, open, and caring vibe that made me feel at ease! Erica sent me pictures and was very responsive to my (anxious dog mom) messages. Athena came home happy and freshly groomed! We would absolutely have Athena stay with Erica again!”

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Anna B.
Sitter Profile Image: Raquel L.
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Raquel L.
from
$40
per night
8 years of experience
Windsor, CT, 06095

About: I’ve been taking care of pets since I was a teenager and I love being around animals. They have a way of raising your spirit. I currently work a full-time job and would be free on the weekends or after 3 PM on the weekdays. I’m also free most holidays. I make sure to follow whatever rules are given to me by the owner so that they feel comfortable, letting me take care of their best friend.

Sitter Profile Image: Bulaong & Mar'Quis R.
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Bulaong & Mar'Quis R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
South West, Hartford, CT, 06106

“Very kind and gave us updates and pictures throughout his stay. I would definitely recommend and would use their services again”

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Vanessa C.
Sitter Profile Image: Chelsea W.
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Chelsea W.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
4 years of experience
Bloomfield, CT, 06002

About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)

Sitter Profile Image: MJ M.
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MJ M.
from
$55
per night
5.0 out of 5 stars
• 143 reviews
67 repeat clients
20 years of experience
Simsbury, CT, 06070

“MJ was an absolute pleasure to work with. She was very accommodating for a fairly last minute booking as well as both a changed drop off and pick up time. Our pup seemed to have a great time and we were kept up to date with photos of him during his stay. Highly recommend MJ!”

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Christopher W.
Sitter Profile Image: Renata G.
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Renata G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 25 reviews
13 repeat clients
15 years of experience
Vernon, CT, 06066

“Dash had a wonderful week long stay at Renata’s home. Plenty of exercise and outdoor time on their beautiful property on the lake. Would absolutely trust to take care of our dog again in the future. Highly recommend!”

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Michael P.
Sitter Profile Image: Lisa D.
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Lisa D.
from
$65
per night
4.7 out of 5 stars
• 67 reviews
25 repeat clients
15 years of experience
East Hartford, CT, 06118

“Our two dogs had a great 4-night stay with Lisa! She listened carefully to the special instructions for our larger, anxious dog. Both pups were calm and happy during their stay. Nice location in a quiet, convenient spot with large house and yard.”

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Molly H.
Sitter Profile Image: Debra S.
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Debra S.
Star Sitter
from
$59
per night
4.9 out of 5 stars
• 61 reviews
22 repeat clients
30 years of experience
West Hartford, CT, 06107

“Deb did a great job with caring for my dog Flash. She was understanding of Flash's initial anxiety with being in a different environment. My dog enjoyed his stay with her.”

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Candace R.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
20 years of experience
Enfield, CT, 06082

“Sarah was amazing! From the beginning, she was very responsive to all of our questions about the booking. Our dog tends to be shy and can sometimes be aggressive with other dogs, but Sarah made it work, and our dog got along with hers right away. She sent us daily updates with photos and videos, which gave us great peace of mind. Our dog was very happy during her stay! We will definitely book with Sarah again and highly recommend her as a dog sitter.”

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Ada D.
Sitter Profile Image: Maria C.
Verified Enhanced Background Check
Maria C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
30 years of experience
Manchester, CT, 06040

“Maria was amazing!! Our nervous boy was in good hands! Maria was great with our big goofy dog, she gave him the love and attention he needed while we were away. She sent photos and checked in with me often. Definitely highly recommend and will use again! Thanks again Maria!”

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Meredith W.
Sitter Profile Image: Mylinda G.
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Mylinda G.
from
$45
per night
4.8 out of 5 stars
• 26 reviews
9 repeat clients
10 years of experience
Farmington, CT, 06032

“Mylinda was wonderful with Milo! She was very accommodating with my last-minute needs, and I felt completely comfortable knowing he was in her care. She sent pictures and updates multiple times a day, was very responsive, and handled any unexpected situations really well. Milo seemed happy and well taken care of when I picked him up. I really appreciated how communicative and attentive she was throughout the week and would definitely book with her again!”

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Mattel K.
Sitter Profile Image: Sonya P.
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Sonya P.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Bloomfield, CT, 06002

“Prompt communication, asked tons of questions and to give my dog the best experience. He came home tired and happy! Will definitely use Sonya again!”

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Melissa M.
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The median cost per night for pet boarding in Windsor is $50

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Luca enjoyed his time with Nazim. It all seemed to go well! Good communication and Nazim seems knowledgeable about dogs!

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Amy L.
Boarding
5.0 out of 5 stars

Sarah was great with my dog Sky, he had a blast with her. I appreciate the update photos she sent me the 3 days he was with her. I would definitely book with her again in the future!

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Anna H.
Boarding
5.0 out of 5 stars

Grover had such a great time. Nancy was fantastic, great at communicating and sending updates, and made sure that Grover was happy and comfortable.

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Emily M.
Boarding
5.0 out of 5 stars

Ashley and family were great!!!. My girls were well cared for. We were sent regular pic so we could feel assured. Will definitely use them again!

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Toni K.
Boarding
5.0 out of 5 stars

Fantastic pet sitter—kind, dependable, and great with our pet. Communication was excellent, and we came home to a happy, well-cared-for pet. Would absolutely book again!

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Pam 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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet boarding - Windsor

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Sitters in Windsor average 11
repeat pet boarding clients

FAQs for Pet Boarding - Windsor

Frequently asked questions about Rover

The average cost of Pet Boarding in Windsor on Rover is $44 per night as of October 2026. Most bookings cost between $30 and $60 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 777 sitters on Rover for Pet Boarding in Windsor. About 91% of Windsor 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 CT 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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