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 121
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: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Granby, CT, 06035

I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.

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Tausha T.
Sitter Profile Image: Erica T.
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Erica T.
from
$45
per night
5.0 out of 5 stars
18 reviews
5 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: Angela & Tommy P.
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Angela & Tommy P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
148 reviews
49 repeat clients
10 years of experience
Avon, CT, 06001

Tito had the best time staying with Khanh & Tommy! I received regular updates and pictures and he looked so happy being there. It made being away from him so much easier knowing he was being well taken care of and happy. Thank you!

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

This was a great option for my dog, Whitney, who had never stayed away from home without me before and I couldn't imagine leaving her at a kennel. Though she was a bit nervous the first day, Whitney soon settled in and enjoyed being able to socialize with other dogs. Our meet-and-greet prior to Whitney's stay made me feel confident that Maria, her family and home would be a good fit. Photos provided during Whitney's stay were much appreciated. When I picked her up, she was relaxed and happy. I look forward to being able to rely on Maria when the need arises in the future.

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Mary T.
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: Lisa D.
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Lisa D.
from
$65
per night
4.7 out of 5 stars
66 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: Katie L.
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Katie L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
162 reviews
71 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.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Enfield, CT, 06082

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

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Iwona B.
Sitter Profile Image: Maria C.
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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: Janelle B.
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Janelle B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
111 reviews
24 repeat clients
30 years of experience
Glastonbury, CT, 06033

My buddy seemed very happy during his visit He also adjusted very easily when he got home very relaxed. A great experience for him I feel He will go there next time when needed.

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Watson C.
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: Steve R.
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Steve R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
452 reviews
163 repeat clients
20 years of experience
Enfield, CT, 06082

Steve and Deb are amazing! Our pup had the best time. They kept her active and treated her like one of the family, just like at home. I received constant picture updates and messages about how she was doing. We are already booking a return stay. Avry came home happy and tired.

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Tanya H.
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
11 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: Izadora F.
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Izadora F.
from
$50
per night
4.4 out of 5 stars
7 reviews
1 repeat client
10 years of experience
West Hartford, CT, 06110

Good drop off and pick up. Appreciated the communication will book again. Thanks for taken care of our Peach on short notice.

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Lindsay K.
Sitter Profile Image: Allison Nicole M.
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Allison Nicole M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
227 reviews
63 repeat clients
12 years of experience
Enfield, CT, 06082

Allison was great to work with from our first contact with her – super responsive and organized. Our dog has a very specific medication schedule that Allison was able to accommodate, and we really appreciated the care she took in setting that up. We got updates while we were away, with pictures of our little guy enjoying lots of attention from the whole family! It was a great experience, and we have already booked a return stay. We would definitely recommend Allison.

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Edward W.
Sitter Profile Image: Emma C.
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Emma C.
from
$45
per night
5.0 out of 5 stars
1 review
2 years of experience
Ellington, CT, 06029

Emma was amazing with Khloe! ❤️ She was very communicative throughout her stay, which gave us so much peace of mind. Khloe had such a great time with Emma and her pup, and we could tell she was happy and well cared for. 🐶💕 I definitely recommend Emma’s services and wouldn’t hesitate to contact her again in the future. Thank you so much for taking such good care of our girl! 🐾❤️

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Karla C.
Sitter Profile Image: Liliana G.
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Liliana G.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Barry Square, Hartfaord, CT, 06114

Liliana was great with our two dogs! She sent pictures and videos and our dogs were so happy!!

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

My dog had a great time staying with MJ and her family. I wasn’t worried about him while he was with them and they were great at sending photos and keeping me updated. I would definitely book with them again!

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Kayla G.
Sitter Profile Image: Lataya E.
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Lataya E.
from
$31
per night
11 years of experience
South Windsor, CT, 06074

About: Even though I don't have a lot of certified training, I know how to show my love and affection to each and everyone pets just like I have in the past for my own. I am currently unemployed, and I will be starting to go back to school in the fall semester of this year, so my availability is kind of flexible during the week, except for Wednesday's Thursday and Sunday. I will treat every one's pet with love, care, respect and patience that they need and treat them as one of my own family members.

Sitter Profile Image: Jacky M.
Verified Enhanced Background Check
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.
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The median cost per night for pet boarding in Windsor is $50

Pet parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Nazim was an excellent sitter for our Coco. He was very responsive and sent lots of pics. Our dog was happy when we picked her up. I was nervous to leave her but she did great and this is an awesome alternative to boarding at a daycare.

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Kandecia A.
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

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Popular requests for pet boarding - Windsor

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Sitters in Windsor average 11
repeat pet boarding clients

FAQs for Boarding - Windsor

Frequently asked questions about Rover

The average cost for Pet Boarding in Windsor on Rover is $54.52 per night (as of September 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 787 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 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 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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