Pet Boarding Cheshire

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

Pick-Up
Search

Over 85
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: Alessandra Q.
Verified Enhanced Background Check
Alessandra Q.
from
$50
per night
4.9 out of 5 stars
• 38 reviews
16 repeat clients
4 years of experience
Downtown, New Haven, CT, 06511

“I can’t say enough good things about Alessandra! This was my first time using Rover, and she was absolutely wonderful with my senior dog, Miso. She even offered to do a little meet-and-greet beforehand, which immediately made me feel comfortable. While I was away, she was so responsive and sent lots of photos and thoughtful updates. Alessandra is warm, friendly, and incredibly accommodating. I felt completely confident that Miso was in good hands the entire time. I’ll definitely be booking with her again the next time I’m out of town!”

Profile image
Juliette D.
Sitter Profile Image: Addie M.
Verified Enhanced Background Check
Addie M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 82 reviews
49 repeat clients
20 years of experience
Waterbury, CT, 06708

“Addie is great and so nice! My dogs seemed very happy and tuckered out by the time they got home! Addie sent many photos and updated me on their overall behavior. I recommend using her for your fur friends/babies!! Thanks so much for taking good care of them.”

Profile image
Latiaha B.
Sitter Profile Image: Anne-Marie I.
Verified Enhanced Background Check
Anne-Marie I.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 60 reviews
16 repeat clients
5 years of experience
Branford, CT, 06405

“Anne-Marie and Steve are truly wonderful people with a genuine love for dogs. From the moment we dropped off our fur baby at their home, we felt at ease knowing he was in caring hands. They kept us updated regularly, reassuring us that he was safe, happy, and well-loved while we were away. Since our dog requires daily grooming and a bit of extra care, it meant the world to us to know he was in such attentive and capable hands. We deeply appreciate the love and dedication they showed, treating him as if he were their own. Thank you, Anne-Marie and Steve—we are so grateful!”

Profile image
Aparna Chari S.
Sitter Profile Image: Lauren C.
Verified Enhanced Background Check
Lauren C.
from
$54
per night
5.0 out of 5 stars
• 37 reviews
22 repeat clients
22 years of experience
East Haven, CT, 06512

“This was Luna's first time being away from us and I was so afraid with how she might be with someone new and away from her family. To my surprise she did fantastic with Lauren and had alot of fun! I received many pictures of Luna throughout her time away and little updates. She socialized with other pups, smelled amazing since she was bathed before she came home, and I can tell she was comfortable because when I got there she wiggled her little rump and was so excited to see me but she also would go back to Lauren to say goodbye. It was the sweetest thing. Thank you again, Luna will definitely be back!”

Profile image
Jennifer G.
Sitter Profile Image: Raeven R.
Verified Background Check
Raeven R.
from
$60
per night
4.9 out of 5 stars
• 75 reviews
35 repeat clients
13 years of experience
North haven, CT, 06473

“Raeven and her family were wonderful with my 2 pups! She took great care of them while we were away for the weekend. We would definitely book with her in the future.”

Profile image
Molly C.
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Jenna M.
from
$75
per night
5.0 out of 5 stars
• 29 reviews
4 repeat clients
10 years of experience
Wallingford, CT, 06492

“Jenna was extremely accommodating and communicative when I had a last minute need for my dogs for 2 nights. Since we were in town for a family wedding, she even let family come visit them one afternoon. The girls had a great time with Jenna and her family.”

Profile image
Reedie K.
Sitter Profile Image: Ariadne P.
Verified Enhanced Background Check
Ariadne P.
from
$38
per night
4.8 out of 5 stars
• 16 reviews
6 repeat clients
13 years of experience
New Britain, CT, 06052

“Ariadne was great! She has a beautiful, clean and well organized home and I could tell she really loves animals. I got lots of pictures while I was away and my dog looked great when I picked her up. Ariadne is also very sweet and likable. I highly recommend her!”

Profile image
Wendy N.
Sitter Profile Image: Anna P.
Verified Enhanced Background Check
Anna P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
3 years of experience
Burlington, CT, 06013

“Anna was wonderful with our dog! We got lots of updates/pictures and our mind was at ease while we were away. We’d definitely use her again. :)”

Profile image
Mika C.
Sitter Profile Image: Nicole G.
Verified Enhanced Background Check
Nicole G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 58 reviews
15 repeat clients
30 years of experience
Southbury, CT, 06488

“We were looking for a warm family to take care of our French bulldog, Rueben. Nicole and Joseph’s family welcomed and doted on him the entire time he was in their care. Plenty of walks, snuggles and dog play dates were had! We look forward to rebooking with them in the future!”

Profile image
C G.
Sitter Profile Image: Mandy B.
Verified Enhanced Background Check
Mandy B.
from
$46
per night
4.9 out of 5 stars
• 11 reviews
1 repeat client
15 years of experience
Middlefield/ New Britain, CT, 06450

“Mandy took great care of my dog, Rosie, and my two cats Jesse and Lucy. I will definitely use her services again in the future. Mandy is a lovely and kind girl. I am very grateful to you. Thanks again for taking such good care of my babies.”

Profile image
Lisa G.
Sitter Profile Image: Jaylese H.
Verified Enhanced Background Check
Jaylese H.
from
$39
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
6 years of experience
Terryville, CT, 06786

“We went on an 8 night vacation and left our 2 year old staffie/pit with Jaylese. We received daily updates, pictures, and even went as far to inquire what else she can do to make our girl, Kiwi, feel at home with her. Jaylese prioritized daily walks and playtime for a healthy and happy Kiwi and went as far to buy a stuffed animal pig for her. Jaylese is super kind, knowledgeable, and professional. We will keep Jaylese’s info for the next time we need care for Kiwi and will recommend her to friends and family.”

Profile image
Nicole K.
Sitter Profile Image: Maria I.
Verified Enhanced Background Check
Maria I.
from
$65
per night
4.5 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Wallingford, CT, 06492

“Maria took care of my dog really good. Kept me updated 2 - 3 times a day. Also replied every time I text her. I would definitely recommend her.”

Profile image
Ankit P.
Sitter Profile Image: Mylinda G.
Verified Enhanced Background Check
Mylinda G.
from
$45
per night
4.8 out of 5 stars
• 26 reviews
10 repeat clients
10 years of experience
Farmington, CT, 06032

“Mylinda was wonderful with my pup! Lots of customized attention - hikes, rest, treats, snuggles and updates to mom. My dog came home happy from her own vacation with Mylinda!”

Profile image
Meagan K.
Sitter Profile Image: Jieun B.
Verified Background Check
Jieun B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 44 reviews
18 repeat clients
2 years of experience
Milford, CT, 06460

“I recently had Jieun look after my dog and I couldn’t be happier with the experience. From start to finish, she went above and beyond to ensure Skippy was well cared for and comfortable. Skippy can be reserved with new people, but he quickly warmed up to Jieun. Communication was another standout aspect of the stay. I received regular updates and great photos of Skippy having a good time, which put my mind at ease. It was clear that Jieun genuinely cared about Skippy’s well-being. The level of attention and care Skippy received was outstanding. I highly recommend Jieun if you need someone to care for your pet. Skippy and I are both incredibly grateful for the exceptional stay!”

Profile image
Fletcher K.
Sitter Profile Image: Saori A.
Verified Enhanced Background Check
Saori A.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 103 reviews
30 repeat clients
15 years of experience
Newtown, CT, 06470

“Saori took wonderful care of our Gus during his week long Thanksgiving stay. He enjoyed his long trips to the dog park and all the cuddles and care he receives throughout the week!”

Profile image
Jenny G.
Sitter Profile Image: Catherina S.
Verified Enhanced Background Check
Catherina S.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
12 years of experience
Newington, CT, 06111

“I think Biscuit loved staying with her, he tried to pull me back into her apt. when I picked him up. She sent plenty photos showing her dogs snuggling up with Biscuit like they were always best friends forever. Would book again!”

Profile image
David L.
Sitter Profile Image: Kelly R.
Verified Enhanced Background Check
Kelly R.
from
$56
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
12 years of experience
Meriden, CT, 06451

“Kelly was amazing taking care of our two dogs for an extended weekend. She was highly communicative and sent us lots of updates and pictures throughout our trip. Kelly has a beautiful and clean home, and huge yard for the dogs to run and play. Her dog Dutch was amazing with both my 70 lb male and 30 lb female dogs and has a very gentle easy going temperament. My dogs both came home very relaxed and happy. I would not hesitate to bring my dogs again if needed and I highly recommend Kelly’s to anyone looking for exceptional dog sitting.”

Profile image
Bob D.
Sitter Profile Image: Tony L.
Verified Enhanced Background Check
Tony L.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Newtown, CT, 06482

About: I’ve loved dogs for as long as I can remember and grew up in a family that always had dogs. Caring for animals has always been a natural part of my life. We currently have Bailey, our sweet and gentle Bernese Mountain Dog, as well as a Ragdoll cat, Jades who is also very much part of our family. I love spending time with animals, whether it’s going for walks, visiting the dog park, playing outside, or simply giving them plenty of attention and affection at home. I’m comfortable around dogs of different sizes and personalities and generally connect with them very easily. Our pets are treated like family, and I would care for your pet with the same patience, attention, and kindness I give my own. I work from home most days, which gives me plenty of flexibility to care for your pet throughout the day. I’m available for walks, playtime, feeding, and lots of attention and companionship. I’m also available on weekends and can be flexible based on your pet’s normal routine and needs. Your pet’s safety and comfort are very important to me. We have a gentle and friendly Bernese Mountain Dog named Bailey and a Ragdoll cat at home, and our pets are truly part of our family. I always take the time to learn each pet’s personality, routine, feeding schedule, and individual needs. I provide plenty of supervision, attention, walks, playtime, and a loving, comfortable environment so your pet can feel at home while in my care.

Sitter Profile Image: Careen S.
Verified Enhanced Background Check
Careen S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 13 reviews
4 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!”

Profile image
Mika C.
Sitter Profile Image: Tina B.
Verified Enhanced Background Check
Tina B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 30 reviews
14 repeat clients
40 years of experience
Milford, CT, 06460

“Tina was great! She was flexible in scheduling and sent updates and pics. We appreciated the communication and flexibility! And she gave our pup lots of love!”

Profile image
Noelle S.
1 / 1
View more

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

Pet parents share their Rover experiences - Cheshire

1 / 1
5.0 out of 5 stars

Danielle is wonderful,very attentive, and great communication. We used her twice already and would again.

Profile image
Nancy K.
Boarding
5.0 out of 5 stars

Karen took tremendous care of my pup over the course of a long weekend. She has a special way with dogs and my dog clearly enjoyed his time with her. Would use both Rover.com and Karen again without hesitation.

Profile image
Maureen C.
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!

Profile image
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.

Profile image
Nadia F.
Boarding
1 / 1
Find pet care near you

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. 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 - Cheshire

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Cheshire average 12
repeat pet boarding clients

FAQs for Pet Boarding - Cheshire

Frequently asked questions about Rover

The average cost of Pet Boarding in Cheshire on Rover is $64 per night as of October 2026. Most bookings cost between $43 and $89 per night. 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 1,052 sitters on Rover for Pet Boarding in Cheshire. About 90% 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge