Pet Boarding in Cheshire

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

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Top rated Cheshire pet boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
2 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: Erin H.
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Erin H.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Wallingford, CT, 06492

I had such a great experience with Erin and her husband Jason. From the start, she was very communicative and caring. She offered to meet and greet in person and followed through on the agreed date and time. I truly appreciated being able to tour the home environment in which my dog would be staying in beforehand. Especially since this was my first time leaving my dog with a stranger for almost a week. The home environment was clean with a huge backyard area that my dog loved. During the stay, Erin sent me multiple picture updates daily. I felt at ease knowing my dog was okay and in good hands while I was away. They were attentive, welcoming, and treated my dog like their own. When I picked my dog up, I could tell she had been well cared for and was comfortable. I would definitely book with her again and highly recommend her to anyone looking for a reliable and trustworthy sitter!

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Orlian S.
Sitter Profile Image: Anthony Q.
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Anthony Q.
Star Sitter
from
$40
per night
5.0 out of 5 stars
489 reviews
192 repeat clients
12 years of experience
Hamden, CT, 06514

It was our first time leaving our dog with a stranger and we were a bit anxious. Two weeks later, we came to pick her up and she was happier than we could have imagined! She had a great time with the whole pack and in the big yard. Anthony was great at communicating throughout, sending us daily pictures and updates. We plan to make him our regular sitter.

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Yuval B.
Sitter Profile Image: Luci C.
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Luci C.
Star Sitter
from
$42
per night
5.0 out of 5 stars
15 reviews
5 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: Christopher S.
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Christopher S.
from
$31
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Hamden, CT, 06517

Christopher was very accommodating and flexible. He went out of his way to pick up Cameo at a more ideal timing prior to my departure for my work trip. He sent daily updates and pictures of Cameo playing and answered any questions that I had. Cameo got lots of play time and came home happy and exhausted :)

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Janelle H.
Sitter Profile Image: Meghan F.
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Meghan F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Wallingford, CT, 06492

About: I've owned dogs all my life and have dog sat in some capacity for family and friends for the last 10 years. I love dogs and treat each like my own. I'm reliable, flexible, and ready to work on short notice during summer. I'm willing to stay and house sit if my schedule permits. I love going for walks and hikes with pups and am not afraid to roll around on the floor for some playtime. I understand how important your pets are and will treat them as you would! I am willing to administer medicine if necessary and am flexible to other needs of your pet. Look forward to meeting you furry baby(ies)! I am a full time teacher. During the week I can let animals out early mornings and then am usually out of work by 3. My weekends are usually free. I will abide by house rules for your pet at home. If you use gates or electric collars please let me know. Happy to bring them on walks if needed.

Sitter Profile Image: Noemi & David B.
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Noemi & David B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
42 reviews
9 repeat clients
32 years of experience
Woodbridge, CT, 06525

We have been looking for a “go-to” dog sitter since moving to the New Haven area this summer, and we’ve certainly found one in Noemi and David. We reached out on short notice, looking to board our dog for a long weekend, and they were nothing but accommodating. We were able to quickly schedule a meet and greet, visit their home, and socialize our dog with their family (and their dog, Milo). When we dropped him off there for boarding, we were as comfortable as we could be and had no hesitation in trusting Noemi and David to take care of him. We received great updates/videos over the weekend, and communication was consistently clear and prompt. Our dog seems to have settled right in and came home happily exhausted from plenty of play time this weekend. I can’t recommend Noemi and David enough. We won’t be looking to board our pup with anyone else as long as they’re available!

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Tyler M.
Sitter Profile Image: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
67 reviews
19 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
79 reviews
33 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: Addie M.
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Addie M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
76 reviews
46 repeat clients
20 years of experience
Waterbury, CT, 06708

Addie kept my dogs over Christmas. She was so amazing and understanding when my flight was delayed and ultimately canceled on our return home. I highly recommend her and I hope she is available to care for my babies again in the future!

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Holly P.
Sitter Profile Image: Steven & Claudia L.
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Steven & Claudia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
20 years of experience
West Rock, New Haven, CT, 06515

Steven and Claudia were very professional and took care of my dog as if he were their own. Not only this, but they accepted my last-minute booking which made everything immensely easier for me. Would highly recommend.

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Joseph Q.
Sitter Profile Image: Araceli & Uciel C.
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Araceli & Uciel C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
17 years of experience
New Britain, CT, 06051

Araceli and Uciel did a fantastic job of watching my dog for a week. They took such wonderful care of him and sent pics\videos with updates every day. It was clear he had a grand time playing with their two dogs and being spoiled rotten. I will definitely be using them again when I go out of town.

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Melissa M.
Sitter Profile Image: Wendy s.
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Wendy s.
Star Sitter
from
$50
per night
4.9 out of 5 stars
201 reviews
50 repeat clients
10 years of experience
New britain, CT, 06052

Wendy is absolutely wonderful. I have a special needs dog who is extremely anxious and also incontinent, and she has been incredibly patient, kind, and accommodating every step of the way. This was my first time using Rover for boarding, and Wendy made the experience so much easier—always quick to respond and understanding of all my concerns. She truly takes the time to get to know my dog’s needs and never makes me feel like any request is too much. I fully trust her with my dog and highly recommend her to anyone looking for compassionate and reliable care.

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Jenny Y.
Sitter Profile Image: Alaina & Jake C.
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Alaina & Jake C.
from
$90
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Cheshire, CT, 06410

Alaina and Jake were outstanding dog sitters. Very communicative. They treated our 2 doxies like family with constant play, walks and love. We will return!

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Karen T.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
63 reviews
35 repeat clients
12 years of experience
Watertown, CT, 06779

We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!

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Allison P.
Sitter Profile Image: Hailey Z.
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Hailey Z.
from
$60
per night
4.3 out of 5 stars
7 reviews
3 repeat clients
19 years of experience
southington, CT, 06489

Wonderful!!!

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Laurie K.
Sitter Profile Image: Victoria B.
Verified Background Check
Victoria B.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Hamden, CT, 06514

Gretchen had a blast with Doug (Victoria’s dog). They’re new best friends. Very communicative and caring. Highly recommend and will use again.

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Rob K.
Sitter Profile Image: Nickimmy H.
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Nickimmy H.
from
$65
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Meriden, CT, 06450

Nickimmy was great-totally recommend. She was super responsive when communicating about a nd treated Milo like he was her own family pet. My fiancé and I were very nervous to leave Milo with someone new to him, as we are anxious pet parents, but we both felt immediately comfortable leaving Milo in Nickimmy’s care. She provided frequent pictures and check ins, lots of walks and time outside, and she even comforted him when he woke up in the middle of the night howling bc he missed us! We will definitely leave Milo with Nickimmy again and can’t recommend her and her sweet family enough.

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nicole T.
Sitter Profile Image: Alyssa C.
Verified Enhanced Background Check
Alyssa C.
from
$55
per night
15 years of experience
Waterbury, CT, 06704

About: With have over 15 years of hands-on experience caring for both dogs and cats of all ages, sizes, and breeds. My experience includes daily walks, potty training, feeding, administering basic care, and providing attentive companionship. I am passionate about ensuring every pet feels safe, comfortable, and loved while their owners are away. Whether caring for an energetic puppy, a senior dog, or an independent cat, I provide reliable, patient, and personalized care tailored to each pet's unique needs. I truly believe pets are cherished family members, and I am dedicated to making sure they feel safe, happy, and deeply cared for while their owners are away. Whether I am spending time with a playful puppy, a gentle senior dog, or an independent cat, I provide patient, dependable, and personalized care that reflects each pet’s unique personality and needs. I learned early on how special the human-animal bond can be and how important it is to understand their behaviors, emotions, and individual needs. Every pet I care for is treated as if they were my own, with plenty of affection, attention, kindness, and genuine love. As a nursing student, I have a flexible schedule that allows me to provide plenty of attention, playtime, and loving care for your pets throughout the day. Your pup can enjoy supervised outdoor time in my fully fenced backyard, along with walks, play sessions, and lots of affection. Weekends are especially flexible since I am off from school, making it easy to accommodate boarding, drop-in visits, or extended care. My goal is to ensure your dog feels safe, happy, and right at home while you’re away. I provide a safe, loving, and stress-free home environment where pets are treated like family. My home features a fully fenced backyard for supervised outdoor play and exercise, along with plenty of indoor space for rest, relaxation, and cuddles. I carefully follow each pet's routine, including feeding schedules, potty breaks, exercise needs, medications, and any special instructions provided by their owners. Pets are never left unattended outdoors, and I maintain a clean, secure environment to ensure their well-being at all times.

Sitter Profile Image: Jourdyn B.
Verified Enhanced Background Check
Jourdyn B.
from
$40
per night
4.9 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Downtown, Naugatuck, CT, 06770

Jourdyn was kind and nice with my dog (Bianca), they were together for 2 weeks, I am sure Bianca enjoyed her stay. Jourdyn sent me updates everyday. Bianca was in good mood after I picked her up. Definetly

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Monserrath Z.
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Cheshire pet parents share their Rover experiences

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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
5.0 out of 5 stars

Lori is great with our cats. She doesn’t just stop by to feed them; she brushes them and plays with them too. She goes out of her way to make sure their routine is maintained as much as possible while we’re away and we greatly appreciate it.

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Mary L.
Boarding
5.0 out of 5 stars

Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!

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Phil S.
Boarding
5.0 out of 5 stars

Karen took such great care of Jujuba! He got regular walks, and we really appreciated the consistent updates and photos which gave us peace of mind. She even went the extra mile by cleaning his eyes when his allergies flared up. It’s clear she truly cares, and we couldn’t have asked for a better sitter. Highly recommend!

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Maria S.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Cheshire pet 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.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Cheshire.

Rover makes it easy to find Cheshire pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.