Dog Boarding in Chesterfield, MA

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Patricia & Alan K.
Perfect vacation home for your pet!Goshen, MA, 01032
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Simba had a FANTASTIC stay! He loved splashing in the creek on their hikes and snuggling on the couch to watch TV. I loved getting picture updates, and Patricia… (more)

from
$50
per night
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Patti B.
2.
Teacher by Day, Dog Walker Too!Easthampton, MA, 01027
Dog Boarding, Drop-In Visits, Dog Walking

Our dog Luka is so lucky to be able to spend time with Patti and her family when we are away. I love the pictures and updates she sends. Patti is so caring an… (more)

from
$30
per night
Elissa L.
3.
Any dog will be treated like familyFlorence, MA, 01062
Dog Boarding, Drop-In Visits, Doggy Day Care

Elissa was great! She kept us updated with how our dog was doing while we were on vacation with texts and photos! Our dog had a great time and we’re glad to hav… (more)

from
$50
per night
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Ben N.
4.
Ben 
Verified Background Check
DotingDogLoverGoldendoodleDiscountsEasthampton, MA, 01027
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I am SO glad we found Ben! He was able to help us out boarding our Newfie on short notice. She has some mobility issues and meds, and he was very sensitive to h… (more)

from
$60
per night
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Madeline K.
Pet Sitter/WalkerEasthampton, MA, 01027
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Madeline has walked my dogs, Amber and Chewy, for the past couple years. She is great with animals and I feel relieved knowing my animals are under such great c… (more)

from
$32
per night
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6.
Tom 
Verified Background Check
Country Livin’ Pet Sittin’!Blandford, MA, 01008
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Excellent individualised care and idyllic premises. Our dog came back to us happy, healthy, clean and serene. (more)

from
$50
per night
Confirmed availability: Labor Day
I treat your pet like family!Peru, MA, 01235
Dog Boarding, Drop-In Visits, Dog Walking

She was amazing with my dog. I feel very comfortable leaving my dog with her. I highly recommend her. She treated my dog as her own dog. I will look for her in… (more)

from
$25
per night
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8.
We love dogs!Amherst, MA, 01002
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janice was the best sitter for our dogs! She sent regular updates with many photos too- which kept us less worried and homesick. I highly recommend booking her … (more)

from
$35
per night
9.
Your pet's home away from home!Easthampton, MA, 01027
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sierra was great! Snowball is a picky eater, but apparently ate very well with Sierra. She also played very well with Sierra's other small dogs, which was als… (more)

from
$35
per night
Confirmed availability: Labor Day
Certified Dog Trainer and HandlerNorthampton, MA, 01060
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mel and Ariana are incredible dog sitters & dog walkers - especially for my pretty reactive dog. They were comfortable taking care of her and confident walking … (more)

from
$70
per night
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11.
Dogs and Cats and Reptiles, Oh My!Chicopee, MA, 01013
Dog Boarding, Doggy Day Care

Crystal did a fantastic job taking care of Scout! She made him feel right at home, maybe even more so. I will gladly use Crystal again and feel good knowing tha… (more)

from
$31
per night
Calendar Recently Updated
12.
Your dog has a spot on our couch!!Westfield, MA, 01085
Dog Boarding, Doggy Day Care

This was the first time we had left our dog with anyone before. She made sure to reassure us that our dog was being well taken care of. She checked in regularly… (more)

from
$40
per night
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13.
Dog loving familyFlorence, MA, 01062
Dog Boarding, Doggy Day Care

Karen is the best! She has a naturally positive vibe and is a huge pet lover. She took care of our Australian Shepard many times over the past several years. Sh… (more)

from
$65
per night
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14.
Big and small, love them all!West Springfield, MA, 01089
Dog Boarding, Drop-In Visits, Doggy Day Care

Paige deserves 10 stars! This was our first time leaving our pups with anyone else. Paige was SO comforting & reassuring that everything would be fine. It was s… (more)

from
$38
per night
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15.
A dog friendly human.Holyoke, MA, 01040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

He always loves animals especially dogs. He dreams to have a farm with a lot of animals someday. His dog Bronco got cancer and passed away a year ago he takes c… (more)

from
$35
per night
Calendar Recently Updated
16.
Experienced Animal Enthusiast!!!S Deerfield, MA, 01373
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Bree was great! She made herself available for a prebooking meet and made a great impression on both me and my dogs. She was great with communication and sendi… (more)

from
$55
per night
Calendar Recently Updated
17.
Stay in a home, not a kennel!Florence, MA, 01062
Dog Boarding, Doggy Day Care

Susan was very accommodating to plans that could change, she provided a safe and warm environment for our 2 dogs and we never had a worry about their comfort an… (more)

from
$35
per night
Confirmed availability: Labor Day
18.
Animal lover! Cuddles and snuggles!Sunderland, MA, 01375
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine did an amazing job with Sophie! The communication was excellent, and Sophie had a wonderful time. Jasmine is friendly, professional and clearly loves an… (more)

from
$40
per night
Confirmed availability: Labor Day
19.
A dog's best friend.Sunderland, MA, 01375
Dog Boarding

Parker had another fantastic stay with Victor, Magen and Princess. He feels like part of their family and is very comfortable when he’s there. He loves his thre… (more)

from
$35
per night
Confirmed availability: Labor Day
I can’t imagine a life without dogsBlandford, MA, 01008
Dog Boarding, Doggy Day Care

Donna and Chris were wonderful! Donna actually slept on the floor with the dog because she was making a fuss. If they will have her again, we certainly will use… (more)

from
$30
per night

Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Chesterfield, MA dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Chesterfield, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

The price of dog boarding in Chesterfield, MA might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

In short, when you use Rover to find a dog sitter in Chesterfield, MA, you can rest easy knowing that your dog is having a great time.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?