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.

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Sitter Profile Image: Laura L.
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Laura L.
from
$31
per night
5.0 out of 5 stars
8 reviews
1 repeat client
25 years of experience
Meriden, CT, 06451

I boarded my cat with Laura a second time - Laura provided regular updates and took great care of her. I suspect my cat may like it more there than at home with me!

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Manisha S.
Sitter Profile Image: Davon M.
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Davon M.
from
$50
per night
5.0 out of 5 stars
7 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: Luci C.
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Luci C.
from
$46
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
3 years of experience
hamden, CT, 06518

Luci took great care of our Frenchie!! Great communication, lots of pictures and a very happy dog. Would definitely recommend using to anyone. Thank you so much

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Elliot A.
Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
187 reviews
50 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

Stephanie is a fantastic sitter/ second family to Cubbie. She is always so attentive, gives frequent updates (about his sleeping, walking and play mates at her house.) My husband and I call her summer camp for Cubbie. She is a wonderful person and extremely communicative. We have had Cubbie stay with her several times and she is our go to person. We can’t recommend her enough.

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Shanin C.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
15 reviews
4 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: mari c.
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mari c.
Star Sitter
from
$45
per night
5.0 out of 5 stars
82 reviews
19 repeat clients
2 years of experience
East Rock, New Haven, CT, 06511

Mari was able to watch my dog on short notice and he clearly had a great time! She was very attentive and communicative — sent a lot of nice pictures of him throughout the day. Thank you !

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

Brittany and her family were wonderful to Enzo. It was a great vacation for him he was well supervised and had a few buddies to play with. We will be happy to leave him there again.

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Nancy S.
Sitter Profile Image: Maria I.
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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.

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Ankit P.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
369 reviews
123 repeat clients
5 years of experience
Naugatuck, CT, 06770

Erika was very friendly and focused on making Jazzy feel comfortable and included. She was professional and caring and gave regular updates on how he was doing.

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

Wendy was wonderful! Very responsive and easy to communicate with. We also appreciate her helping us with booking modifications that needed to take place while we were traveling.

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Abbagale B.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$45
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Waterbury, CT, 06708

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!

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Joshua G.
Sitter Profile Image: Christopher S.
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Christopher S.
from
$31
per night
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Hamden, CT, 06517

Another great stay with Chris. Super communicative and kind. Lloyd was sad to leave! Thank you for all of your work, Chris. Highly recommend!!!

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Isaac J.
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: Araceli & Uciel C.
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Araceli & Uciel C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
44 reviews
11 repeat clients
17 years of experience
New Britain, CT, 06051

Araceli is an amazing pet sitter! Our little guy can be grumpy & challenging at times, but Araceli was so patient & caring with him! We are so thankful to have found someone who understands the quirks of small dogs!!

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Deirdre D.
Sitter Profile Image: Allyson G.
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Allyson G.
from
$65
per night
5.0 out of 5 stars
54 reviews
33 repeat clients
22 years of experience
Shelton, CT, 06484

Allyson was great with Sunny! She is a friendly and caring person! I felt comfortable leaving Sunny with her and would recommend her to anyone looking for a dog sitter.

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Darlene H.
Sitter Profile Image: Morgan D.
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Morgan D.
from
$38
per night
13 years of experience
Meriden, CT, 06451

About: Hello! My name is Morgan and I have worked in the animal field for 13+ years! I have had jobs in veterinary practices as well as as a dog groomer! I am looking forward to meeting your pets and you! I am currently a stay at home mom with my 10 month old! I have plenty of time to spoil any pets in my care! I love to get out for walks or hikes or just to play in our fenced in backyard! I have a fenced in backyard for pups to run and play as well as a secure, clean and loving home to keep your pet safe while you are away!

Sitter Profile Image: Tom F.
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Tom F.
from
$90
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Cheshire, CT, 06410

Tom & his family took great care of my particularly picky dog Ronan!

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Shannon O.
Sitter Profile Image: Catie P.
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Catie P.
from
$46
per night
5.0 out of 5 stars
25 reviews
8 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: Anne-Marie I.
Verified Enhanced Background Check
Anne-Marie I.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
5 years of experience
Branford, CT, 06405

My mom's puppy was in her arms looking very happy! We received updates which was wonderful She was very accommodating and we hope she's available again because it was our puppy's first time away and Anne made this experience easy

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Jinny K.
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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

Danielle is absolutely amazing, couldn’t recommend her more. Always trust her to take care of my girls!

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Camila B.
Boarding
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
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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 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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