Pet Boarding Windsor

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

End Date
Search

Over 172
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.

1 / 1
Sitter Profile Image: Inam & Jennifer Q.
Verified Enhanced Background Check
Inam & Jennifer Q.
Star Sitter
from
$52
per night
4.9 out of 5 stars
58 reviews
39 repeat clients
25 years of experience
Wethersfield, CT, 06109

Didn’t get to meet Inam but Jennifer was amazing with my Ralphie! She’s very patient and kind, all the good qualities needed to take great care of your pets. They sent pictures and updates almost every day which was much appreciated. Looked like my pup had a lot of fun. I’ll definitely be using their services again!

Profile image
Rosalinda S.
Sitter Profile Image: Russ & Janet W.
Verified Enhanced Background Check
Russ & Janet W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
61 reviews
29 repeat clients
11 years of experience
Longmeadow, MA, 01106

I'm grateful for Russ and Janet's flexibility. Due to personal dynamics I need to change some pickup dates around and they were most accomodating.

Profile image
Matt P.
Sitter Profile Image: Lissette R.
Verified Enhanced Background Check
Lissette R.
from
$55
per night
4.7 out of 5 stars
42 reviews
10 repeat clients
3 years of experience
Enfield, CT, 06082

Lissette took amazing care of my two puppies I know an 11 month old and 3 month old German shepherd are a lot to handle but she did an amazing job! Both puppies did not want to leave her house. I will definitely be booking with Lissette again anytime o travel for work!

Profile image
Nina R.
Sitter Profile Image: Amy H.
Verified Background Check
Amy H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
25 years of experience
East Longmeadow, MA, 01028

We couldn’t have asked for a better person to care for our Arthur! From the start, Amy was attentive, responsible, and truly cared for our boy like her own. Arthur is adventurous and always getting into something, but she handled everything with ease and kept us updated with pictures and messages. It was clear Arthur felt comfortable and happy in her care. Highly recommend! Thank you Amy, and Mayzie!!

Profile image
Mellanee H.
Sitter Profile Image: Lisa D.
Verified Enhanced Background Check
Lisa D.
from
$65
per night
4.8 out of 5 stars
59 reviews
25 repeat clients
15 years of experience
East Hartford, CT, 06118

Amazing job!! She took care of my Luna with love and care. Luna came back so tired and sleepy. She has been sleeping for 2 days now, so she must of really worked her and played with her. You can tell she had a really good time over there

Profile image
Tatiana N.
Sitter Profile Image: Steve R.
Verified Background Check
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 awesome! Finney had an amazing time hanging out and playing with their dogs and guests! Thanks for taking such exceptional care of our little man!

Profile image
Leland F.
Sitter Profile Image: Novelette C.
Verified Enhanced Background Check
Novelette C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
15 reviews
9 repeat clients
20 years of experience
Sixteen Acres, Springfield, MA, 01129

Absolutely great experience, consistent communication, and really just a pleasant experience! We definitely highly recommend and we will be using Novlette again!

Profile image
Thomas S.
Sitter Profile Image: Brittany R.
Verified Background Check
Brittany R.
from
$42
per night
5.0 out of 5 stars
176 reviews
77 repeat clients
10 years of experience
ENFIELD, CT, 06082

Brittany was Great and accommodating with both of my dogs Luna & Ash! My dogs definitely had a wonderful time and Brittany followed instructions to feed and take care of my girls when I was out for the weekend! Definitely be booking more time with her :)

Profile image
Jonathan R.
Sitter Profile Image: Dyan C.
Verified Enhanced Background Check
Dyan C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
40 years of experience
Newington, CT, 06111

I can’t say enough about Dyan. She watched my senior blind, deaf toy poodle and took such great care of him. Dyan went out of her way to try to make him as comfortable as possible. You could tell she really loves dogs. I was so fortunate to find her. I would highly recommend Dyan to anyone.

Profile image
CAROLYN M.
Sitter Profile Image: Araceli & Uciel C.
Verified Enhanced Background Check
Araceli & Uciel C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
44 reviews
11 repeat clients
17 years of experience
New Britain, CT, 06051

Araceli was very sweet and accommodating with my dog Bella. This was my first experience using rover and she made it as seamless as possible. She provided photo and video updates which I appreciated! I would definitely book with Araceli in the future for doggy care!

Profile image
Michelle A.
Sitter Profile Image: Chris A.
Verified Enhanced Background Check
Chris A.
from
$75
per night
5.0 out of 5 stars
144 reviews
50 repeat clients
20 years of experience
West Hartford, CT, 06117

Our two dogs were lovingly cared for. Chris and Bonnie have the perfect space for active pets. We also appreciated the daily updates with lots of pictures and great communication! Can’t ask for a better sitter for our two boys! ?

Profile image
Kelley B.
Sitter Profile Image: Heather R.
Verified Enhanced Background Check
Heather R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
44 reviews
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

Heather’s house is a great place for dogs! My pups enjoyed meeting new friends and Heather was very accommodating on scheduling. The dogs are looking forward to their next visit.

Profile image
Paul C.
Sitter Profile Image: Maria D.
Verified Background Check
Maria D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
158 reviews
81 repeat clients
28 years of experience
Meriden, CT, 06451

I can’t recommend Maria enough! She provided exceptional and extremely compassionate care for our dog, Pluto, who boarded with Maria and her family for almost 3 weeks. I was very anxious about leaving Pluto with a stranger because he has some complicated health issues. However, before Pluto boarded with Maria and her family, she came to our place to meet us and discuss Pluto’s needs. She reassured us that she knew how to deal with seizures and could administer Pluto’s pills. Maria was great about reaching out when Pluto was experiencing stomach problems and was very responsive whenever I reached out for updates. She regularly sent us photos of Pluto enjoying his time with other dogs. The fact that Maria also has her own dogs and boards other dogs was a huge plus since Pluto is always with our family at home or at doggy daycare, so he hates being alone. In addition to being highly experienced in pet care, Maria is also extremely compassionate. I always felt that Pluto was in the best hands possible. Maria made a very difficult situation for my family easier since we knew he was getting the best care possible. Thank you so much, Maria! We will definitely be requesting your help again in the future and recommending you to anyone looking for a reliable and caring pet sitter!

Profile image
Elizabeth A.
Sitter Profile Image: Josh A.
Verified Enhanced Background Check
Josh A.
from
$40
per night
5.0 out of 5 stars
213 reviews
60 repeat clients
15 years of experience
Cromwell, CT, 06416

What an amazing time my dog had playing with Josh’s two pups who welcomed him immediately! Josh responds and communicates so well and it’s a pleasure to have our dog in his home. He stayed for five days and it went great! Our dog was returned exercises, calm and relaxed. Well cared for and happy! Thank you we will book again!

Profile image
Christine P.
Sitter Profile Image: Patrick & Susan D.
Verified Background Check
Patrick & Susan D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
295 reviews
69 repeat clients
20 years of experience
Ellington, CT, 06029

Pat and Susan loved our boys like their own!! They sent us pictures and frequent updates and I know the puppies were well loved. Thank you Pat and Sue!!

Profile image
Sarah M.
Sitter Profile Image: Caitlin C.
Verified Enhanced Background Check
Caitlin C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
20 years of experience
West Springfield, MA, 01089

I can’t say enough wonderful things about Caitlin and the care she provided for Mocha. From the moment I dropped her off, I felt completely at ease. Caitlin and her family are genuinely kind, warm, and attentive, her children were especially sweet and gentle, which meant so much to me given that Mocha is an older dog. Throughout the stay, I received regular updates, including photos and videos, and it was clear that Mocha was not only well cared for but truly happy and loved. That level of communication and reassurance made all the difference. As someone who was initially very hesitant about using an app to find a dog sitter, I feel incredibly lucky to have found Caitlin. She followed every instruction, treated Mocha with such care and compassion, and went above and beyond in every way. I am beyond grateful and would absolutely trust her again. Highly, highly recommend.

Profile image
Jacqueline W.
Sitter Profile Image: Renata G.
Verified Enhanced Background Check
Renata G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 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!

Profile image
Michael P.
Sitter Profile Image: Erica T.
Verified Background Check
Erica T.
from
$45
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
8 years of experience
Bloomfield, CT, 06002

Our dogs came home happy and healthy from their vacation at Erica's house! Erica was easy to communicate with, and we would definitely book with her again in the future.

Profile image
Janice C.
Sitter Profile Image: Patti B.
Verified Background Check
Patti B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
113 reviews
49 repeat clients
25 years of experience
Easthampton, MA, 01027

I am a Rover host myself, but needed to find 1 night's accommodations for a long-term boarding. Patti and hubby were great. Kept me updates with pics and narrative, and gave willow plenty of exercise and fetch in their fenced in yard.

Profile image
Ben N.
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check
Morgan S.
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
7 years of experience
Enfield, CT, 06082

Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly

Profile image
Elizabeth R.
1 / 1
View more

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.

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!

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

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

Select a filter and find qualifying sitters offering pet boarding.

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 $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 779 sitters on Rover for Pet Boarding in Windsor. About 92% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge