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 82
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: Victoria B.
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Victoria B.
from
$45
per night
5.0 out of 5 stars
6 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: Noemi & David B.
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Noemi & David B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
43 reviews
10 repeat clients
32 years of experience
Woodbridge, CT, 06525

Noemi and David were absolute amazing hosts. They were able to accommodate me last minute and were very communicative during Teddys stay. They have a a sweet, friendly family who truly love the pets that stay here. I recommend these hosts. 10/10

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Aaron W.
Sitter Profile Image: Mayerling B.
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Mayerling B.
from
$70
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Naugatuck, CT, 06770

May took amazing care of Willow! I appreciated the pictures/videos throughout her stay and I could tell Willow was comfortable and happy with her.

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Maryssa T.
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: 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: Arlene L.
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Arlene L.
from
$40
per night
5.0 out of 5 stars
7 reviews
4 years of experience
Meriden, CT, 06450

Arlene was so sweet when we met and my pup, Kiara, immediately fell in love with her. She took such great care & made sure to send me pics and videos throughout the day. Will definitely book again!

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Natalie D.
Sitter Profile Image: Krystal B.
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Krystal B.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
20 years of experience
Wallingford, CT, 06492

Jackson had so much fun with Krystal and her kids! He loved her dog mocha who was super friendly as well. He didn’t want to leave! We will definitely be using Krystal again for future trips

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Kristine H.
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
36 repeat clients
13 years of experience
Watertown, CT, 06779

Jen was amazing with our Izzy! She kept us updated everyday on how Izzy was doing. Izzy had lots of love and attention, and exercise! Would 100% recommend Jen with the care of your furry family members.

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Colin F.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 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: Lindsay F.
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Lindsay F.
from
$38
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
30 years of experience
Meriden, CT, 06450

Lindsay took amazing care over my pup while I was out on vacation. I could tell he was well loved by her and her family. Would definitely book again!

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

Our dog Frida just finished her second boarding visit and loved her time with Brit and her family. It’s truly a home away from home for her. We got daily photos and updates. We have an older dog with diabetes and Brit was so helpful in being able to assist her in her feeding/medication requirements. Frida adores Brit, her family, and their dog and we look forward to using their services again moving forward!

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James M.
Sitter Profile Image: Julianna P.
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Julianna P.
from
$61
per night
5.0 out of 5 stars
37 reviews
6 repeat clients
5 years of experience
Hamden, CT, 06518

About: I have worked at a highly notable dog daycare/overnight boarding facility for three years in the past and continue to search for work with dogs and cats as I have a passion for caring for animals. I love all animals and have been responsible for walking, feeding and bathing my friends, and family members dogs. I am available on Weekdays and most Weekends. Check my schedule for my up to date availability. I have incorporated time into my schedule to meet you and your pets needs. I am a current law student! I have had cats and dogs my whole life! I currently have a 2 year old Tuxedo cat named Harley who is friendly and loves all animals.

Sitter Profile Image: Enrique H.
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Enrique H.
from
$35
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Waterbury, CT, 06795

Enrique H. was... no is absolutely amazing! He was very kind to our puppy. We were very nervous leaving our lil one for the first time, but his experience, set up of his house, and communication skills made it easy for us to trust he would take good care of our puppy. If you are looking for someone to take care of your high energy puppy, Enrique H. is the one!

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Altia L.
Sitter Profile Image: Anthony Q.
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Anthony Q.
Star Sitter
from
$40
per night
5.0 out of 5 stars
513 reviews
200 repeat clients
12 years of experience
Hamden, CT, 06514

I can’t say enough good things about my experiance with Anthony. I had to book in a short notice, and they were incredibly accommodating and responsive to our needs. During the stay, my puppy had an amazing time. She had plenty of playtime and exercise which I can tell from all the photos that I received- she was smiling in every single one them( yes my dog smiles, I have a clown poodle!). They clearly have a genuine love for animals and it shows in the way they interacted with my pup. Thank you so much for everything!

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Maya F.
Sitter Profile Image: Christopher S.
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Christopher S.
from
$31
per night
5.0 out of 5 stars
6 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: Victoria F.
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Victoria F.
from
$40
per night
20 years of experience
Waterbury, CT, 06708

About: I’ve always had pets growing up. Over the past 20 years I’ve cared for dogs of all sizes, cats, rabbits, turtles, snakes, and hamsters. I love animals more than most humans. My sister is also a vet which is super handy to have. I currently work from home so I can be present and then I have down time I can play and tend to my furry house guest. I have a room for my dogs with a very bring crate, beds and toys. When I have furry guests I can always alternate my dogs in the room or the furry guest into that room. They could also wonder around the apartment as well. My building complex also has a dog park which is nice to run around and play.

Sitter Profile Image: Maria I.
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Maria I.
from
$65
per night
4.4 out of 5 stars
9 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.

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Ankit P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$31
per night
7 years of experience
Naugatuck, CT, 06770

About: "I have a deep love for animals and years of experience caring for pets. Family and friends have always trusted me to watch, feed, walk, and love their dogs. I specialize in providing a calm, structured, and incredibly safe environment for small and medium adult dogs. Your pup will receive constant attention, plenty of playtime, and treated just like family while staying with me." "I currently work part-time, which gives me a very steady routine and plenty of open flexibility to be home with your dog. I am always mindful of my time management to ensure your pet gets consistent supervision, frequent potty breaks, and lots of individual attention. I have plenty of dedicated time to play, go for walks, and make sure your pup feels completely safe, happy, and pampered while you are away." Safety is my highest priority when caring for your pet. My home is a clean, calm, and smoke-free environment with plenty of open space for small and medium dogs to feel entirely at ease. I maintain a secure setup to ensure no escapes, provide constant direct supervision, and strictly follow any specific care, feeding, or routine instructions you provide to keep your pup happy and safe."

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: Mikayla & Justin W.
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Mikayla & Justin W.
from
$50
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
13 years of experience
Wooster Square, New Haven, CT, 06511

Mikayla and Justin were incredible! They took such great care of my GSP Goose and sent very detailed and organized updates on how he was doing and made sure to get him an ample amount of exercise everyday. He looked so happy! Also they were extremely understanding and flexible when I had to pick him up a little late due to my return flight getting delayed. Will definitely be using them again!

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Kiana M.
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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

Karen was fantastic with our two dogs. We needed to board them unexpectedly, with very little notice. She responded quickly and was able to take them and was even able to extend the stay when we needed more time. She sent frequent updates and photos. Our dogs looked happy the whole time. We have one dog who has anxiety and she looked so comfortable with Karen. She definitely went above and beyond to ensure they were well taken care of. Highly recommend her and would use her again in the future.

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Michelle D.
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
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
1 / 1
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Sitters in Cheshire average 12
repeat pet boarding clients

FAQs for Dog Boarding - Cheshire

Frequently asked questions about Rover

The average cost for Pet Boarding in Cheshire on Rover is $69.73 per night (as of July 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 1,093 sitters on Rover for Pet Boarding in Cheshire. About 92% 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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