Pet Boarding Winsted
Find a loving Winsted pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 6 pet parents in Winsted have booked pet boarding
Winsted, 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.
“Fiona watched my dog Cal for the first time as a boarder in her home. Cal loves being there and it went very well , she was able to read his emotions and react proactively to keep him content which means a lot to me and my sometimes anxious dog. A true pro and I will be using her services again soon. And Cal gets excited every time we pull up to her home ! Thank you Fiona !”
“Lissette was absolutely wonderful with my two big dogs! This was the second time I've used her for in-home boarding, and once again, she exceeded my expectations. My dogs genuinely seem to enjoy their stay with her, which gives me so much peace of mind when I travel. I really appreciate being able to leave them in a home environment instead of a kennel or boarding facility. They get the daily interaction, attention, and comfort they're used to, and I get to relax knowing they're being treated like part of her family. Lissette is also incredibly flexible with pick-up and drop-off times—she honestly couldn't make the process any easier. Communication is great, and it's clear she truly cares about the dogs in her care. I'm so grateful to have found someone I trust with my babies, and I look forward to continuing to book with her whenever I need overnight care. Highly recommend!”
“Chestnut had a wonderful experience. I appreciated Lilliana sending me daily pictures of Chestnut so my daughters could see him enjoying his stay. Thank you again Lilliana for taking such great care of chestnut.”
“Ariadne is amazing, she has watched our dogs twice now and has been fantastic. She asks questions and communicates to make sure my dogs feel at home! Would 10000000% book with her again”
About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.
About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine
“Nazim is an AMAZING doggy daycare provider. He has a large and fenced in yard for dogs to run around and play. My dog, Koby, loves to run around and play with other dogs. It's his favorite thing to do (besides eat)! He was able to get out all the energy he needed out and found a spot (in the yard) to chill out once he was done. Nazim sent a lot of pictures and video clips of Koby while in his care. I will definitely book another stay with Nazim!”
“Kevin was amazing in every aspect of watching Nora. We got tons of pictures and incredible levels of communication. We plan to book with him again and could not be happier.”
“Thank you so much for taking care of our pooch. I am sure he enjoyed the company (canine and human), the outside time, and such comfortable inside accommodations. I am sure he will want to come for another visit soon!”
“Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️”
“Jenna had a excellent stay she was very well taken care of Abigale snd Eric were very friendly and accepting of me being a over protective anxious dog mom they are well equipped to take care of her I will book with them again”
“Great communication; very nice accommodations for the dogs; was very accommodating in dealing with an initial "accident" early in the stay-- kept us up to date with status updates regularly.”
“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!”
“My dog was so happy during her 5 day stay with Erika! I received daily updates and photos, and my dog looked right at home. Would definitely board with Erika again in the future!”
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.
“Victoria did an amazing job taking care of my dog, Kujo! She made sure all the pets were safe, gave him plenty of love and attention, and treated him like one of her own. It gave me so much peace of mind knowing he was in such caring hands. I highly recommend Victoria to anyone looking for someone trustworthy and compassionate to care for their pets!”
“We had a great experience. Nicole and her daughters took very good care of Tux. Receiving Tux’s frequent updates and pictures made us feel relaxed. Will send Tux in future too and highly recommend.”
“This is our second time booking with Kim and once again she was great! Professional, timely and easily accommodated our dog’s special diet and supplement regime. Highly recommend!”
The median cost per night for pet boarding in Winsted is $50
Pet parents share their Rover experiences - Winsted
Lovely experience leaving my foster pitbull with Yvette for a weekend. Right away I noted her nice calm demeanor. Maggie is a very nervous dog, but she responded well to Yvette on first meeting, so I felt good about that. Yvette also has all the needed supplies, lots of toys and a crate, which was nice because Maggie likes to have a place to feel safe when she’s nervous. I would feel very comfortable leaving Maggie with Yvette again. :)
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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet boarding - Winsted
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winsted average 13 repeat pet boarding clients
FAQs for Pet Boarding - Winsted
Frequently asked questions about Rover
The average cost of Pet Boarding in Winsted is $56 per night as of November 2026. Most bookings cost between $44 and $56 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 657 sitters on Rover for Pet Boarding in Winsted. About 90% of Winsted 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 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 Meet & Greet.
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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