Pet Boarding in Windsor

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

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Top rated Windsor pet 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: Janelle B.
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Janelle B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
96 reviews
21 repeat clients
30 years of experience
Glastonbury, CT, 06033

Janelle and her family were wonderful caretakes of our puppy. She is very attentive to his needs and gave him a lot of attention and love. He is very happy there and we would highly recommend Janelle!

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Jen O.
Sitter Profile Image: Araceli & Uciel C.
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Araceli & Uciel C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
17 years of experience
New Britain, CT, 06051

Amazing sitter! She was in touch through and sent videos and pictures. My pup had so much fun and was loved on! Will def be booking with them again!

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Tiffany Z.
Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 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: Angela & Tommy P.
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Angela & Tommy P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
121 reviews
45 repeat clients
9 years of experience
Avon, CT, 06001

We’ve used a handful of sitters on rover and Angela and Tommy are the best. They have an awesome big yard, playful friendly pups, and give lots of love to our fur baby. Thankful to have a go to home for when we have to travel.

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Krystal H.
Sitter Profile Image: Zoe D.
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Zoe D.
from
$45
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
9 years of experience
Wethersfield, CT, 06109

Zoe was absolutely amazing! This was my first time having my dog stay with non-family and I was very anxious but we did a meeting beforehand and she sent me daily updates. Truly could not be happier with our experience!!

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

My dog was well cared for at Patricia’s. She has a nice clean home with a good set up for dogs. The backyard was fenced in and large. My dog is a little nervous, so placed with a lot of dogs is not good. Patricia limits the number of dogs she cares for at two, so I know my dog will get the attention she needs.

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Tracy E.
Sitter Profile Image: Tiffani S.
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Tiffani S.
from
$50
per night
5.0 out of 5 stars
141 reviews
56 repeat clients
20 years of experience
Wethersfield, CT, 06109

Tiffani took great care of my dog while I was away for a week. She made sure his medication was given twice a day, even setting an alarm so it wouldn’t be missed. She sent regular pictures and videos, which was reassuring, and my dog seemed to enjoy spending time with her dog. He can be very clingy, but she handled it without any issue. I’d be happy to have her watch him again and hope she’s available in the future! I’d highly recommend her to anyone looking for a reliable sitter.

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Felicia R.
Sitter Profile Image: Wendy s.
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Wendy s.
Star Sitter
from
$50
per night
4.9 out of 5 stars
203 reviews
50 repeat clients
10 years of experience
New britain, CT, 06052

Wendy was amazing with my baby my dog came home very happy had no issues extremely accommodating and understanding this was very last minute due to my circumstances and she took my baby in no problem very happy with my choice would recommend her a million times over 🐶🩷

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Adriana L.
Sitter Profile Image: Careen S.
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Careen S.
from
$55
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
13 years of experience
Newington, CT, 06111

Careen was wonderful with our senior dog and he loved her just as much as she loved him! She gave him lots of love and attention- I could tell he was very well cared for while we were away. We got lots of pictures and updates so I was completely at ease. We can’t wait to have Careen watch Shadow again!

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Mika C.
Sitter Profile Image: Sarah A.
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Sarah A.
from
$31
per night
5.0 out of 5 stars
2 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: Morgan S.
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Morgan S.
from
$50
per night
5.0 out of 5 stars
15 reviews
2 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

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

Cruz is amazing! We have a 16 year old dog and she took such wonderful care of him during his stay. She loves the dogs as if they were her own. We cannot thank her enough for everything she does.

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Elizabeth F.
Sitter Profile Image: Haoran Y.
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Haoran Y.
from
$55
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
8 years of experience
West Hartford, CT, 06117

Hoaran was great and her communication was excellent! We appreciated that she took Roman to the dog park to make new friends! She took lots of photos and made my husky feel like he was part of that gang! He can’t wait to hang with Hoaran again!

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Lizette R.
Sitter Profile Image: Anita A.
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Anita A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
55 reviews
16 repeat clients
13 years of experience
Newington, CT, 06111

Very appreciative of Anita and her family taking such good care of my 5 yr old Golden Retriever. Great communication throughout, highly recommended.

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John W.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$65
per night
5.0 out of 5 stars
47 reviews
14 repeat clients
25 years of experience
Ellington, CT, 06029

First time using Rover, and I couldn’t be happier! Frannie was recently boarded at a facility for one night, and after picking her up, I honestly questioned whether I’d ever board her again—until meeting Lauren. She provided a comfy, cozy home with plenty of room to run and play. She’s very personable and truly treats your dog like her own. I felt completely at ease knowing Frannie was in such great hands! Thank you again❤️

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Alexis L.
Sitter Profile Image: Kristin S.
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Kristin S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
68 reviews
18 repeat clients
45 years of experience
Somers, CT, 06071

We had the pleasure of having Kristin watch our two dogs for the first time, and we couldn’t be more pleased with the experience!! We were a bit nervous leaving them for the first time, but she made it so easy and reassuring. From the thoughtful updates and pictures, to the way she made our dogs feel comfortable and cared for, we could tell she genuinely loves animals. It was such a relief to know they were in good hands! We came back to happy pups! We’ll definitely be booking again in the future. We highly recommend!!

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Elizabeth P.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
from
$39
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

I needed a last minute boarding for my dog Enzo, as my family and I were going out of town. I found sandra on rover and she was available. We met the morning we drop of our dog Enzo. Sandra’s pleasant personality and lovely home gave me a sense of comfort and that my dog Enzo was gonna be good taken care of. she took really good care of Enzo, sent me pictures and video and I knew Enzo was confortable and happy . I really recommend Sandra and will use her service again for future boarding. Thank you so much Sandra ,

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Cora M.
Sitter Profile Image: Austin S.
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Austin S.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Somers, CT, 06071

Austin has excellent communication, very flexible with scheduling. Immediately setup a time prior to the appointment to have a meet and greet. Walter had an absolute fabulous time with Austin! Kept us up to date with how things were going, with videos, pictures, and messaging. Highly recommended Austin! 10/10 will book again!

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Alex F.
Sitter Profile Image: Katie L.
Verified Enhanced Background Check
Katie L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
148 reviews
68 repeat clients
35 years of experience
Simsbury, CT, 06070

We feel so lucky to have found Katie! She watched Mac for 3 nights and was incredibly flexible and communicative. She was accommodating of our rather last minute request and returned Mac happy and exhausted. Her house is clean and so well-equipped for a big mischievous puppy like Mac. We will absolutely be booking with her again!

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Nikki B.
Sitter Profile Image: Renee N.
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Renee N.
from
$49
per night
4.9 out of 5 stars
49 reviews
23 repeat clients
5 years of experience
Glastonbury, CT, 06033

Renee was wonderful with our dog Willie, and very communicative with us! She was flexible with pick up times, and was even able to accomodate giving our dog a new medication when he got an eye infection the day before we were supposed to leave. We are very grateful we found Renee!

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Amanda H.
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Over 167
pet parents in Windsor have booked pet boarding

Windsor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Nazim is super easy to work with, and my dogs clearly love him. In general, I don’t like leaving the dogs alone, but I feel great about leaving them with him. Nazim understands and likes dogs. Ten out of ten, would book again.

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Joe M.
Boarding
5.0 out of 5 stars

Benji was very happy. I received many pictures. I would use Nancy again. Thanks for taking such good care of him.

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Lucille C.
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
5.0 out of 5 stars

Sarah did such a beautiful job taking care of Zoe and Maggi. Lots of pictures to help with my anxiousness about leaving them. Great experience for our first Rover!

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Kristen A.
Boarding
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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!

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

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.

Sitters in Windsor average 11
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Windsor on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Windsor 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.

As of Jun 2026, 790 sitters provided pet 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, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windsor pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Windsor have an average of 18 years of experience. Pet boarding sitters with repeat customers have an average of 11 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 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

There are 790 pet boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! In Windsor, 99% of sitters offer daily exercise, 97% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

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.