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

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Sitter Profile Image: Trenton M.
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Trenton M.
from
$55
per night
4.9 out of 5 stars
• 47 reviews
20 repeat clients
5 years of experience
Blue Hills, Hartford, CT, 06112

“Trenton communication was above and beyond! He kept me up to date on how Abel was doing during his stay. He even went as far as getting Abel adjusted to other dogs!! This was more than helpful with Abel being young still. I highly recommend Trenton for upcoming and future stays!!”

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Alicia A.
Sitter Profile Image: Kristen B.
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Kristen B.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Vernon, CT, 06066

“Kristen was wonderful at watching our cat! We appreciated the pictures she sent while we were away, and she clearly loves animals (and they love her!). We would recommend her to anyone who needs a pet sitter!”

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Gabby & Luis K.
Sitter Profile Image: Yareisy P.
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Yareisy P.
Star Sitter
from
$98
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
West Hartford, CT, 06119

“We had such a wonderful experience with Yareisy! She took amazing care of Loki, and he clearly had the best time during his stay. She went above and beyond by writing a personalized note and sending him home with the cutest souvenirs. We also really appreciated her keeping me updated throughout his stay, which gave me so much peace of mind. We couldn’t have asked for a better sitter and would absolutely recommend her to anyone looking for someone to care for their pet!”

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Camila B.
Sitter Profile Image: Lataya E.
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Lataya E.
from
$50
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 working part-time and also going to school. I can take care of your fur baby after 3p.m. in the weekday and before 4 p.m. on Saturday and free on 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: Judy B.
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Judy B.
from
$50
per night
5.0 out of 5 stars
• 35 reviews
8 repeat clients
15 years of experience
South Windsor, CT, 06074

“We cannot thank Judy enough for boarding our Charlie last minute. We had an issue with our normal boarding facility and Judy was so accommodating. She sent plenty of pictures and ensured Charlie had the best time ever. This was our first time using Rover and she made us so comfortable. She even taught her a new trick that has never worked for me before when I tried. Thank you Judy and I hope Charlie will be spending future dates in your wonderful care!!”

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Adam W.
Sitter Profile Image: Tessa C.
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Tessa C.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
9 years of experience
West End, Hartford, CT, 06105

About: I have a numerous amount of dogs in my family that keep me active in the dog world. No matter how large or small the animal I take care of them! Horses, dogs, cats, squirrels, raccoons, etc. I love them all and the love me! I’m a part time bartender, actor and model. I don’t have much of a busy week, and I have a supportive partner who helps take attentive care and love to all animals especially our own! I love the outdoors just as much as some of our furr babies we watch. I have an older pup who’s a great companion to our guests, and who helps a lot with training. I’ve had much success getting shy pups out of their shell and ready to play!

Sitter Profile Image: Matthew K.
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Matthew K.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Simsbury, CT, 06070

“Willow had a great time with Matt and his dog! He sent pictures and brought her home to me all tired out. Exactly what I wanted. I will definitely be using him again!”

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Jacqui P.
Sitter Profile Image: Patrick & Susan D.
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Patrick & Susan D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 306 reviews
69 repeat clients
20 years of experience
Ellington, CT, 06029

“Pat and Susan are the best sitters in Ellington. They watch my dog for 2weeks and send me pictures and updates every day we were gone. I would definitely recommend them to anyone that needs to have their pets watched while they are away. Thank You Pat and Susan”

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Janet E.
Sitter Profile Image: Melissa A.
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Melissa A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 68 reviews
11 repeat clients
15 years of experience
Suffield, CT, 06093

About: As a dedicated pet care professional with over 15 years of hands-on experience, I offer compassionate and reliable services for your furry family members. Having personally cared for a senior cat throughout her 15-year life and currently managing a household of three large-breed dogs, I possess a deep understanding of the unique needs, temperaments, and physical requirements of animals at every stage of life. I am well-equipped to handle the strength and energy of large breeds while maintaining the gentle patience required for senior pets. Whether you require structured walks, engaging playtime, routine drop-in visits, or dedicated overnight care, I am committed to providing a safe and nurturing environment for your pets. Services Offered: Drop-in Visits: Reliable check-ins for feeding, medication, and companionship. Exercise & Walks: Specialized experience in managing and walking large breeds safely. Overnight Care: Attentive in-home sitting to maintain your pet's comfort and routine. Playtime: High-energy engagement for big dogs or gentle interaction for smaller or older pets. I look forward to providing your pets with the same level of love and expert care I give my own. If you are looking for overnight boarding or Doggy Daycare we are less than 5 minutes from Bradley Airport "I am available for bookings most weekdays, as well as evenings and weekends. Please feel free to reach out to discuss your needs. Note: All same-day bookings will incur a $20 convenience fee." "I offer professional in-home pet sitting and dog walking services throughout the day. My priority is to provide a safe, loving environment for your animals, featuring dedicated playtime and high-quality individual attention."

Sitter Profile Image: Briana V.
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Briana V.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
8 repeat clients
7 years of experience
Granby, CT, 06035

“Fantastic sitter who provided lots of love and care for my dog, Winston. She sent me plenty of photos and gave me updates throughout his stay. When I came to pick my dog up he was actually sad to leave! Will be looking to book again on my next trip, thanks again Briana!”

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Charlie C.
Sitter Profile Image: Shane R.
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Shane R.
from
$63
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
25 years of experience
Enfield, CT, 06082

“My dog loves to play and I can tell he had a lot of fun running & playing during his stay cause he came home exhausted & conked right out when he got home, and also slept in the next morning. I had to wake him up at 8 a.m. Lol.”

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Karen M.
Sitter Profile Image: Adlin D.
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Adlin D.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
West Hartford, CT, 06117

About: I am the host of The Perry Play Yard - almost a 1/4 acre of my private land that was converted into an outdoor play area with custom dog equipment, enrichment activities, and toys for your pet to enjoy. I am the Organizer and Pup Principal of West Hartford Doodles & Poodles - a social group for Doodles, Poodles, & their Owners. The group has grown to over 100 members from West Hartford and surrounding areas. We gather weekly to socialize, stimulate, and satisfy our dogs. I specialize in the care and socialization of Doodles & Poodles,but I have experience with many breeds. I am a Real Estate Professional with years of experience as a Realtor, Real Estate Investor, Home Flipper, Home Stager, and Property Manager who never knew I could love anything as much as my career until my 2 Goldendoodles, Louie and Glenna entered my life. I discovered my love extended beyond my dog to all the dogs in my community. Since i'm an Entrepreneur, I have the flexibility to devote more time to your dog in my care. I am a loving, caring, and compassionate person. These qualities radiate when I care for dogs in my care.I am naturally outgoing and friendly making me a compatible fit for a variety of breeds, ages, and sizes. I’m a go getter! I’ll go the extra mile to satisfy the needs of your dog in your home or in my home. All dogs achieve an ADLIMAZING experience!

Sitter Profile Image: luis c.
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luis c.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
6 years of experience
Willington, CT, 06279

“Luis is a very good communicator. Our dog, Princess, was well taken care of and we received daily photos and text messages with her status. I highly recommend.”

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Daniel G.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 58 reviews
11 repeat clients
25 years of experience
East Hartford, CT, 06118

“Amanda is very nice, great with communication and I absolutely loved booking with her. My dog had the best time, I will definitely be booking again!”

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Moesha A.
Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$55
per night
5.0 out of 5 stars
• 224 reviews
78 repeat clients
16 years of experience
Andover, CT, 06232

“I am more than thee typical nervous dog mom. Rebecca calmed me down so fast. My pup loves her more than me. He loves to run and play with the other dogs there. She is so attentive to my pup and to me (the nervous worry wart), sending frequent pics of my dog. Being at Rebecca’s is a vacation for my pup.”

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Jennifer C.
Sitter Profile Image: Mayra V.
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Mayra V.
from
$90
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
5 years of experience
Manchester, CT, 06040

“Mayra was fantastic! Very communicative and easy to work with - she took great care of Horatio… he came home happy and tired from his stay with Mayra - I would definitely use Mayra again in the future for dog sitting.”

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David L.
Sitter Profile Image: Chelsea p.
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Chelsea p.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Simsbury, CT, 06070

About: Hi! I'm a lifelong animal lover and dependable caregiver based in Simsbury, Connecticut. I understand that pets are family, and I treat every dog and cat in my care with the same love, attention, and respect that I would give my own. I work from home, so your pup is never alone. We have a gorgeous golden retriever (Maverick) I'm organized, responsible, and great at communicating. I know how important it is for pet parents to receive updates and have peace of mind while they're away. Whether it's daily walks, drop-in visits, or overnight care, I'll make sure your pet is safe, happy, and well cared for. I'm comfortable with dogs of all sizes and energy levels and enjoy spending time outdoors, in our fenced-in yard, going for walks, playtime, and exercise. I can also follow specific feeding schedules, medication instructions, and any special routines your pet may need. My goal is to make every pet feel comfortable, loved, and stress-free while you're away. I look forward to meeting you and your furry family members! Why Choose Me? Reliable and professional Excellent communication and photo updates Flexible scheduling Comfortable following detailed care instructions Patient, attentive, and genuinely love animals I'm at home full time and study part time. I love getting out and about and know all the great trails and spots your dog will love! We have a fenced-in area for your dog, but we'll mostly be out exploring. When we get home, your pup will be snuggled up on the couch, resting after a long day.

Sitter Profile Image: Amy H.
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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

“I have been using rover for 4 years now and Amy has been the best petson to take care of my dog "Johnny" so far. She is Highly Recommended and will be using her to take care of my Dog moving forward. The pictures she sent us we awesome and it really looked like my dog was living his best life lol. You will not be disappointed.”

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Jared P.
Sitter Profile Image: Kristen A.
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Kristen A.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
40 years of experience
Glastonbury, CT, 06033

“Kristen was AMAZING! She was so thoughtful in caring for our precious dog Islay over a holiday weekend. She was extremely responsive and sent daily updates too. She truly gave us peace of mind so we could enjoy our trip. No doubt Islay loved spending time with Kristen’s family!! We were so blessed to have found her and will definitely be using her again in the future.”

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Oanh B.
Sitter Profile Image: Manolita B.
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Manolita B.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Southwick, MA, 01077

“My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!”

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Kantha M.
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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

Nancy took a great care of our Lulu. She kept us updated and sending photos of our baby all the time!

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Jean D.
Boarding
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

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
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  • 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.

How to book pet boarding

  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 is $44 per night as of October 2026. Most bookings cost between $30 and $60 per night. On Rover, 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 771 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 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 , 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 .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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