Dog Boarding in Windsor

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Top rated Windsor dog boarders

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Sitter Profile Image: Alan & Luis B.
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Alan & Luis B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
166 reviews
79 repeat clients
21 years of experience
Bloomfield, CT, 06002

A friend recommended I use Rover.com and specially Alan and Luis to board my young golden retriever. From start to finish this was an excellent experience for Shilo and myself. The Rover.com app is extremely user friendly and Alan and Luis provided a warm, homey atmosphere for my pup. I had never left her overnight and it was so comforting to get daily picture updates while I was away. Shilo was clearly having the time of her life! I have already booked another stay and will use Alan and Luis and Rover.com for all my boarding needs.

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Nancy C.
Sitter Profile Image: Christle O.
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Christle O.
Star Sitter
from
$45
per night
4.9 out of 5 stars
78 reviews
25 repeat clients
6 years of experience
East Hartford, CT, 06108

Let start by saying that this was my first time leaving my 7 month old pup with a sitter so I was a little nervous about leaving her. Christie helped me to feel at ease by sending me pictures of my Zoe looking happy and relaxed in her home. She took great care of my baby and I would definitely use her again.

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Jonathan B.
Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$64
per night
5.0 out of 5 stars
53 reviews
10 repeat clients
2 years of experience
Windsor, CT, 06095

We loved our sitter, Nancy L. for Hershey. Hershey had a great time and enjoyed his time with her. He went on a lot of walks. And we received a lot of pictures from Nancy. We will definitely book with her again.

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Debra R.
Sitter Profile Image: Betsabeth T.
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Betsabeth T.
from
$55
per night
5.0 out of 5 stars
55 reviews
28 repeat clients
9 years of experience
South Windsor, CT, 06074

Betsabeth is great with Grizzy. We don’t worry that he won’t get played with or cared for when she’s watching him. She also is accommodating to our pickup/dropoff schedules. Highly recommend!

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Adelina L.
Sitter Profile Image: Ifan F.
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Ifan F.
Star Sitter
from
$42
per night
4.9 out of 5 stars
54 reviews
18 repeat clients
7 years of experience
East Hartford, CT, 06108

I would highly recommended Ifan! This was the first time I have ever boarded my dog Charli and he regularly updated me about how Charli was doing and provided Charli with great outdoor/indoor playtime with other pup friends as well. Ifan himself was very responsive to any messages I sent him. If I ever need to board Charli again I will definitely do so with Ifan and would suggest others to do the same.

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Jocelyn R.
Sitter Profile Image: Klaudia P.
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Klaudia P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
6 years of experience
West Hartford, CT, 06110

Klaudia took Ridley on super short notice, was incredibly flexible to changes, and provided my pup a fantastic environment. 10/10 would recommend!

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Venu N.
Sitter Profile Image: Triba M.
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Triba M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
84 reviews
26 repeat clients
8 years of experience
Downtown, HARTFORD, CT, 06103

From the meet and greet we had I knew she would take great care of Ethan while I was away. She was very responsive and so incredibly friendly and seemed to understand his body language. She is amazing and I am definitely going to book with her again!

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Claire M.
Sitter Profile Image: Ricky R.
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Ricky R.
Star Sitter
from
$45
per night
4.9 out of 5 stars
96 reviews
40 repeat clients
8 years of experience
Manchester, CT, 06040

Ricky did a great job with Maggie Mae. She was happy when I picked her up and she was frisky around Ricky and his family. She was well taken care of.

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Matt P.
Sitter Profile Image: Katie V.
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Katie V.
from
$45
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
20 years of experience
Ellington, CT, 06029

Katie and her family took wonderful care of our pup. We felt very comfortable leaving her in their care for the week and would definitely choose her to care for our dog again!

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Lucille H.
Sitter Profile Image: Kathryn & Jeremy M.
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Kathryn & Jeremy M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
30 years of experience
West Hartford, CT, 06119

Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!

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Riley E.
Sitter Profile Image: Nazim M.
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Nazim M.
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
10 years of experience
Windsor, CT, 06095

Nazim was so great!!! He sent so many pictures of my pup and she warmed up to him right away. He was so flexible when my travel plans changed and he gave me updates on how my dog was doing all the time. Thanks Nazim!!!

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Amanda H.
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
210 reviews
58 repeat clients
12 years of experience
Enfield, CT, 06082

Allison was great with watching our dog! We had a short notice request and she was able to communicate effectively and efficiently what would work with her schedule along with ours. She sent updates and photos regularly. Our dog had tons of fun running around in her fenced in yard! Thanks again Allison. 10/10 recommend.

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Garrett R.
Sitter Profile Image: Liz W.
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Liz W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
87 reviews
35 repeat clients
20 years of experience
Windsor Locks, CT, 06096

My dog seem to enjoy being there and I had plenty of updates on his behavior and well-being. When I go on vacation again I plan on using the same service.

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Thomas F.
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
120 reviews
45 repeat clients
9 years of experience
Avon, CT, 06001

Angela has once again exceeded my expectations caring for my pup, Eleanor. I let her know she had an upset stomach before coming and Angela had chicken with rice ready to go. As always, I received daily pictures and updates of Eleanor with her besties, romping around the big yard. Thank you for opening your home a second time, we'll be back soon!

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Jessica G.
Sitter Profile Image: Sean & Jill O.
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Sean & Jill O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
40 years of experience
NEWINGTON, CT, 06111

Sean and Jill were great! They helped me very last minute and although I have a semi aggressive dog, they were very welcoming and not discouraged at all. Their house is perfect for dogs as they have a small doggy door. My dog followed Sean right into his house upon seeing him outside so he must have felt a good vibe haha. They also responded very quickly to messages and offered to feed him the same food they feed their dogs. Would 100% recommend them!!!

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Dominique D.
Sitter Profile Image: Inam & Jennifer Q.
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Inam & Jennifer Q.
from
$48
per night
4.8 out of 5 stars
48 reviews
34 repeat clients
25 years of experience
Wethersfield, CT, 06109

Jennifer and Inam were such great caretakers! I had a last minute trip for work and they were so flexible and accommodating on very short notice. I interacted mostly with Jennifer and I could tell how much love and care she pours into all the dogs. My pup was so sad to see her leave when it was time to go! Thank you for taking such great care of Olivia!!

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Monique W.
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

Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!

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Taylor B.
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

Haoran was an excellent pet sitter for our dog, Mango. She was so friendly and took great care of our pet by letting her have plenty of outdoor time and making sure she was comfortable. I would recommend her pet sitting services and look forward to working with her again!

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Kristine B.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
from
$40
per night
4.8 out of 5 stars
20 reviews
8 repeat clients
8 years of experience
Barry Square, Hartford, CT, 06114

Corby had a wonderful time with Andrea and her family! She was great with communication and I picked up a very happy dog at the end of my trip! Thank you for taking such good care of my boy!

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Meghan K.
Sitter Profile Image: Sonya P.
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Sonya P.
from
$50
per night
5.0 out of 5 stars
7 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.
1 / 1
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Over 335
pet parents in Windsor have booked dog boarding

Windsor dog 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
1 / 1
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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 $50

Why Choose Rover?

  • Cashless payments

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  • 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 12
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 $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 $26 to as high as $57 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, 661 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 17 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 661 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 97% of sitters offer daily exercise, 96% offer medication administration, and 95% 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.