Pet Boarding Cheshire

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

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Over 83
pet parents in Cheshire have booked pet boarding

Cheshire, 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: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 66 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

“I am so happy to have found Jennifer to watch my pup, Flynn. It was his first boarding but I knew he would be in great hands. I got updates through his stay with pictures and it looked like he was having the best time running around and playing. I highly recommend!!!”

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Jenna P.
Sitter Profile Image: Catie P.
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Catie P.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 26 reviews
10 repeat clients
30 years of experience
Amity, New Haven, CT, 06515

“Catie and her husband were able to take care of my dog when travel plans changed last minute. I was very nervous with a new sitter but they took great care of Barkley. They sent videos and pictures thru out his stay and were very responsive when I reached out to check on how he was doing. I would recommend them and use again!”

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Shelley M.
Sitter Profile Image: Luci C.
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Luci C.
from
$46
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
3 years of experience
hamden, CT, 06518

“I had such a great experience with Luci! She was incredibly responsive and kept me updated the entire time with plenty of pictures and messages, which really put my mind at ease. It was clear that my dog was happy, comfortable, and well cared for. Her communication and attention to detail made the whole process stress-free. I highly recommend her to anyone looking for a reliable and caring sitter!”

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Lemuel C.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
30 years of experience
Watertown, CT, 06795

“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”

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Jessica V.
Sitter Profile Image: Liliana Z.
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Liliana Z.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 31 reviews
14 repeat clients
10 years of experience
Middlebury, CT, 06762

“I had to fly back to Montana and was not able to bring my fur babies. Lilly and her husband took such great care of both my fur babies. I would highly recommend using them. As I will be using them again.”

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Brittany H.
Sitter Profile Image: Kejda K.
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Kejda K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 repeat clients
5 years of experience
Meriden, CT, 06540

About: Hi everyone. I am new to Rover as a sitter but I’ve taken care of different types of dog breeds for 5 years! Dogs are considered to be humans best friends and I treat them like they’re mine! I provide comfort and care and help each dog with anything they may need, ranging from love, to energy and any special need care the owner may have! I alter my care depending on each need to each individual dog! I am comfortable around all dogs. While also having a job as an engineer, I try to make time for my animals even if that means leaving work and coming home to make sure they have everything they need! I also have days off that need to be filled with more joy and more animals! With a lot of free time, I can make sure your fur baby is never alone and bored! I’m also new on rover as a sitter and I’m super excited to start meeting new pets! I have 2 mini golden doodle puppy one named Tobi and one named Rylee. They are as playful and energetic as they can be. I provide them with attention and energy anytime they need/ want and they control my whole world! This would be no different than taking care of your pets too! Every pet deserves love so I will provide that level of comfortability! I adapt to your pets as if they are my own.

Sitter Profile Image: Nicole G.
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Nicole G.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Cheshire, CT, 06410

“She was really nice and accommodating:)”

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Molly S.
Sitter Profile Image: Morgan D.
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Morgan D.
from
$38
per night
5.0 out of 5 stars
• 1 review
13 years of experience
Meriden, CT, 06451

“Morgan was a big help and great to work with. Highly recommened!!”

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Anthony A.
Sitter Profile Image: Davon M.
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Davon M.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
East Rock, New Haven, CT, 06511

“Davon was amazing. I outreached very impromptu and he was available for a meet and greet with Arya. ( which went well. We reviewed the basics of her care and he made sure to get a full understanding of what is needed to make Aryas stay as comfortable as possible) drop off was nice. He has spacious living accommodations. What stood out is his willingness to work with Arya being that she is a Bully. There are a many false conceptions about this breed. With his family background working with bully’s and pitbull, and his love for animals in general, I had no concerns that Arya was in good care. During her overnight visit, he provided checks up and sent pictures for reassurance. He also introduced Arya to family and friends ( which I love ) being that she is not around other dogs or people, helping her socialize. Picking Arya up was easy. All items returned and she was happy ! I previously boarded her , and when picking her up she was distant, had scratches and limped !!! All in all, 5 stars for Devon. I recommend and will use him again. 🐾💕”

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Shaunda R.
Sitter Profile Image: Will H.
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Will H.
from
$30
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
3 years of experience
Meriden, CT, 06451

“Will was a pleasure to work with! Super friendly, flexible, and patient. My pups loved their time with him, and I have no doubt they were well taken care of. I’ll definitely be booking again!”

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Alex R.
Sitter Profile Image: mari c.
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mari c.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 84 reviews
19 repeat clients
2 years of experience
East Rock, New Haven, CT, 06511

“Mari was exceptional. Absolutely exceptional. Not only did she communicate all the time but she sent so many pictures and videos. I did not expect Lloyd to get on so many long walks with Mari, but he did! Lloyd was cared for so well. Thank you, Mari!”

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Isaac J.
Sitter Profile Image: Wendy s.
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Wendy s.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 218 reviews
58 repeat clients
10 years of experience
New britain, CT, 06052

“Our dog Skye is so happy to be dropped off at Wendy’s and exhausted when we pick her up. We love receiving updates and videos while we’re away too. Total peace of mind!”

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Betsy H.
Sitter Profile Image: Anthony Q.
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Anthony Q.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 548 reviews
218 repeat clients
12 years of experience
Hamden, CT, 06514

“Anthony and his fiance Monique took such excellent care of our boy! He isnt without his challenges and both Anthony and Monique approached them all with love and patience, sending me pictures and updates every single day! Absolutely could not be happier to have found them and will not hesitate again to use them next time we go away!”

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Rebecca G.
Sitter Profile Image: Julie T.
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Julie T.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Bristol, CT, 06010

About: I’ve had pets my whole life, from dogs and cats to hedgehogs, lizards and birds I can take care of anything! I currently have a Sphynx named Simon and a pair of Sugar Gliders, Kiwi and Roo! I have a very flexible schedule which allows me to be able to offer my services at anytime anyday. I work part time and can create my own schedule. I will take care of your pets the same way I take care of my own, our pets are family members and have a special place in our hearts. Your pets will be in good hands with me!

Sitter Profile Image: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 83 reviews
25 repeat clients
20 years of experience
Madison, CT, 06443

“Buddy had so much fun staying with britanny and her lovely family. He was actually sad when he came home 🤣 . We were kept updated with pictures and how he is doing throughout the stay . As others mentioned, he had a great vacation while we were away! Highly recommend and we will be back for sure!”

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tan h.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$60
per night
4.9 out of 5 stars
• 81 reviews
34 repeat clients
2 years of experience
Southington, CT, 06489

“Ashley was extremely accommodating and understanding with our dog Oliver during our family trip out of town. She was flexible with her time and made herself available for our erratic schedule. Oliver was well taken care of and I would definitely use Ashley again and recommend for future dog boarding.”

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Drew D.
Sitter Profile Image: Hailey Z.
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Hailey Z.
from
$60
per night
4.4 out of 5 stars
• 8 reviews
3 repeat clients
19 years of experience
southington, CT, 06489

“Hailey was wonderful and a dog loving person. She updated me with pictures and took care of Tucker’s medication needs. She will be my first choice when in the area again. She has a lovely home and yard.”

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John R.
Sitter Profile Image: Savion L.
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Savion L.
from
$35
per night
16 years of experience
Meriden, CT, 06450

About: I’ve cared for dogs of all sizes and personalities since I was 10. I’ve always treated pets like family and understand how important it is for them to feel safe, comfortable, and cared for while their owners are away. I’m experienced with feeding, walks, playtime, basic routines, and giving dogs plenty of attention and patience. I’m also comfortable caring for energetic dogs and making sure they get the exercise and stimulation they need. I’m dependable, attentive, and will treat every dog as if they were my own. Pet care fits naturally into my daily routine because I enjoy being around animals and making sure they feel comfortable, safe, and cared for. I have flexibility in my schedule, which allows me to dedicate time throughout the day to walks, feeding, playtime, bathroom breaks, and giving pets the attention they need. I’m comfortable building my day around a pet’s individual routine and making sure they don’t feel rushed or overlooked. Whether that means a morning walk, midday check-in, some playtime, or simply keeping them company, I’m able to give pets consistent attention and care throughout the day. When caring for pets in my home, I focus on making them feel safe, comfortable, and welcome. I keep a clean and calm environment, follow their normal feeding and bathroom routines, and make sure they get plenty of attention, playtime, and exercise. I also take time to learn each pet’s personality and respect their individual comfort level. Whether they’re energetic and playful or prefer to relax and stay close to me, I want them to feel like they’re in a home where they’re genuinely cared for.

Sitter Profile Image: Raeven R.
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Raeven R.
from
$60
per night
4.9 out of 5 stars
• 74 reviews
35 repeat clients
13 years of experience
North haven, CT, 06473

“I always feel good dropping my dog off at Raeven’s! It’s a very safe environment and communication is always great. I can tell my dog loves going and he’s always tired afterwards. 10/10”

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James O.
Sitter Profile Image: Emy A.
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Emy A.
from
$40
per night
5.0 out of 5 stars
• 46 reviews
14 repeat clients
15 years of experience
Beacon Falls, CT, 06403

“Emy now lives a half hour from us but it's worth the drive to have our dog stay with her! She is amazing and takes such good care of our pup. All the stars!”

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Erika S.
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The median cost per night for pet boarding in Cheshire is $55

Pet parents share their Rover experiences - Cheshire

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5.0 out of 5 stars

Thank you as always Karen! We appreciate you! Shadow has so much fun hanging out with you!! He can’t wait to see you again soon.

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Brian W.
Boarding
5.0 out of 5 stars

Danielle was very kind, caring, and communicated consistently and quickly throughout all of our interactions (from the meet and greet through to pickup). My dog Peanut had a great time with their family, even snuggling with them on the couch in a fluffy blanket. I would absolutely book with her again. Thanks!

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Megan M.
Boarding
5.0 out of 5 stars

Lori took such wonderful care of my dog, Sonny, during his two-night stay! I was so happy with the care and attention she gave him. She kept me updated, and it was clear that Sonny was comfortable and well cared for the entire time. When I picked him up, he seemed happy, relaxed, and right at home. It gave me so much peace of mind knowing he was in such good hands. I would absolutely book with Lori again and highly recommend her to anyone looking for a caring and reliable dog sitter!

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Amanda O.
Boarding
5.0 out of 5 stars

I would absolutely recommend Alaina and Jake as your dog sitter. They took the best care of our dog while in their care. He went on plenty of walks, outside fun time and plenty of snuggles throughout his stay. They communicate with you the whole time. We had such peace of mind knowing our pup was in great hands. I think our dog, Larry, was actually a little sad leaving them! We highly recommend Alaina and Jake when looking for the best sitter for your pup.

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Nadia F.
Boarding
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  • 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?

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  • 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
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Popular requests for pet boarding - Cheshire

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Sitters in Cheshire average 12
repeat pet boarding clients

FAQs for Pet Boarding - Cheshire

Frequently asked questions about Rover

The average cost for Pet Boarding in Cheshire on Rover is $64.18 per night (as of September 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 1,065 sitters on Rover for Pet Boarding in Cheshire. About 91% of Cheshire 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.

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