Dog Boarding in Middlefield, CT
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Middlefield dog boarders

“Britanny made sure my dog Riley got LOTS of love and attention. She sent daily updates with pictures that showed what a good time Riley was having. I definitely recommend her!”


“It was my first time leaving the babies with someone. I was reassured everything would be okay. Bruce always updated me on everything and made sure to send lots of photos too. My dogs were taken care of well and loved. I felt at ease leaving them for the weekend.”


“Kimberly, Victor, and Luke were amazing with Dr. Phil, they made it very easy and comfortable for me to leave my fur baby in their care. I will definitely use them again. Thank you guys”



“We couldn’t have asked for a better sitter for our pup. Maria sent tons of photos and kept us updated throughout the stay. We had our original booking cancel within 24 hours and Maria did not hesitate to step in and care for our pup. We will absolutely be using Maria again.”


“I highly recommended Sherry, she’s an angel! She had our Finn finn for 6 days and it was our first time to get a dog sitter. We are a bit uneasy at first coz our dog still needs training. (Not friendly with other humans and dogs he just met) also there’s the barking situation. She’s an angel bcos she was able to gain our dog’s trust at a very short period of time and our dog didn’t give any problem at all. A Complete turnaround to what we were expecting. (Big Sigh of relief ?) We enjoyed our vacation and didn’t even worried about our dog bcos she never fails to update us. Highly recommended and we’ll definitely book her again. P.S we came back to get his crate and our dog was sooo happy to see her and he let her pet him, no sweat. We never saw our dog that happy whenever we go to our sis in law’s house and every time they tried to pet him, he will dodge. ? It’s just amazing experience overall.”


“Laura was excellent. She has a wonderful home for dogs and it almost felt like dropping my pup off for summer camp. He came back looking happy too. Laura was friendly, punctual and asked good questions on how to take care of my dog.”


“Had such a wonderful experience with Wendy this past weekend, she and her family took great care of Layla and were very accommodating to our trip schedule. With a large backyard and other dogs to socialize with, I was glad to know Layla wouldn't ever feel alone while we were gone. 100% recommend Wendy's services.”


“Sean and Jill are great and Gwendolyn always looks forward to coming for a stay. I have a very tiny 4.5lb dog and very particular with whom I leave her with because of her size. I love the fact that they only take in small dogs as this tells me that they take the precautions needed to accommodate Gwendolyns size”


“We had an awesome experience with Mark and his family watching Summer! We got daily pictures and updates and felt very comfortable with the care Summer was getting! We will definitely use Mark again.”



“Maggie was great, she was super flexible and understanding! I’ve never left my dog with anyone before but I felt so at ease with Maggie’s updates and the friendliness of both her & her dog Moose with my boy Cody! Definitely recommend and will book with her again if needed in the future.”


“Dyan did a great job caring for my dog, Pippin. I could tell he was very comfortable at her house with her and Aiko. Communication was great, she was flexible and I wouldn’t hesitate to book again with her in the future!”


“I would definitely use Araceli again in the future! She sent me photos while I was away, and kept me up to date with how my baby was doing. My dog seemed happy with her.”


About: With 18 years of experience caring for dogs and other beloved pets, plus hands-on volunteer work at an animal shelter, I’m passionate about providing exceptional care. Your fur babies will be treated like cherished family members!” Working from home gives me the flexibility to devote plenty of time and attention to your pet, ensuring they receive the love and care they deserve. I reside in a spacious three-story townhouse overlooking a beautiful golf course, offering plenty of scenic walks for your pet. Your furry friend will be safe and secure with me at all times, enjoying the freedom to explore my home with an abundance of toys to keep them entertained.”

“Kristen was great with Sunny! I’m a nervous dog mom but after we left, Kristen made sure to let me know Sunny was doing well. She sent lots of pictures and updates, which I appreciated so much. Wound definitely recommend Kristen! Thanks for taking such good care of my furbaby!”


“Christine was great taking care of our dog. We were able to meet her before hand so we were comfortable and our dog knew her. She sent multiple updates with photos during the 4 days which was great. She was great with our senior dog, able to give him his medication, and he seemed at ease with her. We would definitely recommend Christine and would use her again!”


“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.”

Loving dog boarding sitters in your neighborhood
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Britanny B.
Star Sitter


“Britanny made sure my dog Riley got LOTS of love and attention. She sent daily updates with pictures that showed what a good time Riley was having. I definitely recommend her!”


Bruce B.Star Sitter

“It was my first time leaving the babies with someone. I was reassured everything would be okay. Bruce always updated me on everything and made sure to send lots of photos too. My dogs were taken care of well and loved. I felt at ease leaving them for the weekend.”


Jieun B.Star Sitter

“Jieun was really friendly, took great care of our dog and sent lots of photos and updates. I would definitely ask her to watch our dog again!”


Kimberly & Victor S.

“Kimberly, Victor, and Luke were amazing with Dr. Phil, they made it very easy and comfortable for me to leave my fur baby in their care. I will definitely use them again. Thank you guys”


Yajaira R.Star Sitter

“The BEST sitter! Our puppy always comes back happy and well taken care of! She communicates often and always sends pictures. We will always choose Yajaira!”




Maria D.Star Sitter

“We couldn’t have asked for a better sitter for our pup. Maria sent tons of photos and kept us updated throughout the stay. We had our original booking cancel within 24 hours and Maria did not hesitate to step in and care for our pup. We will absolutely be using Maria again.”


Ariel T.Star Sitter

“Ariel was a wonderful caretaker for our Whiskey Rose. Her home and property has a great set up. She was kind and understanding. Highly recommended!”


Sherry B.Star Sitter

“I highly recommended Sherry, she’s an angel! She had our Finn finn for 6 days and it was our first time to get a dog sitter. We are a bit uneasy at first coz our dog still needs training. (Not friendly with other humans and dogs he just met) also there’s the barking situation. She’s an angel bcos she was able to gain our dog’s trust at a very short period of time and our dog didn’t give any problem at all. A Complete turnaround to what we were expecting. (Big Sigh of relief ?) We enjoyed our vacation and didn’t even worried about our dog bcos she never fails to update us. Highly recommended and we’ll definitely book her again. P.S we came back to get his crate and our dog was sooo happy to see her and he let her pet him, no sweat. We never saw our dog that happy whenever we go to our sis in law’s house and every time they tried to pet him, he will dodge. ? It’s just amazing experience overall.”


Laura G.Star Sitter

“Laura was excellent. She has a wonderful home for dogs and it almost felt like dropping my pup off for summer camp. He came back looking happy too. Laura was friendly, punctual and asked good questions on how to take care of my dog.”


Melisa M.

“Was great to know our puppy was in good hands. Got daily pictures of Echos adventures- napping, walks, and fun. Thank you. Will definitely use her again.”


Wendy s.

“Had such a wonderful experience with Wendy this past weekend, she and her family took great care of Layla and were very accommodating to our trip schedule. With a large backyard and other dogs to socialize with, I was glad to know Layla wouldn't ever feel alone while we were gone. 100% recommend Wendy's services.”


Sean & Jill O.Star Sitter

“Sean and Jill are great and Gwendolyn always looks forward to coming for a stay. I have a very tiny 4.5lb dog and very particular with whom I leave her with because of her size. I love the fact that they only take in small dogs as this tells me that they take the precautions needed to accommodate Gwendolyns size”


Mark B.

“We had an awesome experience with Mark and his family watching Summer! We got daily pictures and updates and felt very comfortable with the care Summer was getting! We will definitely use Mark again.”




Maggie L.Star Sitter

“Maggie was great, she was super flexible and understanding! I’ve never left my dog with anyone before but I felt so at ease with Maggie’s updates and the friendliness of both her & her dog Moose with my boy Cody! Definitely recommend and will book with her again if needed in the future.”


Dyan C.Star Sitter

“Dyan did a great job caring for my dog, Pippin. I could tell he was very comfortable at her house with her and Aiko. Communication was great, she was flexible and I wouldn’t hesitate to book again with her in the future!”


Araceli & Uciel C.Star Sitter

“I would definitely use Araceli again in the future! She sent me photos while I was away, and kept me up to date with how my baby was doing. My dog seemed happy with her.”


Margaret O.
“I have known Margaret for a long time . I used to have a Yorkie with separation anxiety, and it made it very hard to go away . A friend of mine had recommended Margaret . My dog warmed up to her quickly and made me feel so comfortable about leaving her. She would send me pictures and updates daily . She was so kind and loving.”


Kristen P.

“Kristen was great with Sunny! I’m a nervous dog mom but after we left, Kristen made sure to let me know Sunny was doing well. She sent lots of pictures and updates, which I appreciated so much. Wound definitely recommend Kristen! Thanks for taking such good care of my furbaby!”


Christine V.
Star Sitter


“Christine was great taking care of our dog. We were able to meet her before hand so we were comfortable and our dog knew her. She sent multiple updates with photos during the 4 days which was great. She was great with our senior dog, able to give him his medication, and he seemed at ease with her. We would definitely recommend Christine and would use her again!”


Nickimmy H.

“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.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Middlefield is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Middlefield dog boarding rates can be found as low as $26 to as high as $55 per night.
As of Aug 2025, 742 sitters provided dog boarding in Middlefield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Middlefield dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middlefield have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Middlefield.
Rover makes it easy to find Middlefield dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 742 dog boarding sitters in Middlefield on Rover, so you’re sure to find the perfect match for your dog! In Middlefield, 96% of sitters offer daily exercise, 98% offer medication administration, and 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
