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


“Maria was an angel ?! She helped me with my baby Callie(who's really 9) while I worked back to back 12 hour shifts and my Mom was in the hospital. Mom's Callie Mama2 and is usually with her when I work. I can't say enough wonderful things about Maria and her care of my Callie. I would definitely recommend Maria to care for your beloved pet. Thank you to Maria and her family from me and Callie.”
“Cassandra & Nolan took excellent care of my Rosie girl while I was on a day trip to NYC. Frequent walks, cuddles, playtime, and plenty of photo updates. She enjoyed taking part in their holiday celebration! I will definitely book them again next time I'm in CT.”

“Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog got to be part of Laura’s family while we were away. We’d highly recommend Laura!”

“5 stars is certainly not enough for Emma and Marco. My dog Nellie already misses them. I was never anxious regarding leaving Nellie with them from the first meet and greet and all throughout my vacation. Communication and wonderful pictures reassured me Nellie was completely accepting of her own vacation with Emma and Marco. I look forward, as does Nellie to another adventure in the future.”

“Bruce did a great job taking care of my dog Mello. I get really nervous leaving him and Bruce kept my mind at ease. He sent frequent updates and pictures which I really appreciated!! Highly recommend!”

“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”


“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!”

“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!!”

“⭐️⭐️⭐️⭐️⭐️ Sherry was absolutely amazing while taking care of my dog, Levi, for 10 days while I was away. From the very beginning, she made me feel completely safe and at ease, which means everything when trusting someone with your pet. She was incredibly loving and attentive with Levi, and it truly showed in how happy and comfortable he was in her care. Sherry kept me updated constantly with messages and updates, which I really appreciated and looked forward to. I couldn’t have asked for a better experience and would 100% trust her again. Highly, highly recommend!”

“Stephanie is wonderful. Our dog is shy and not used to new situations, and she was very caring and sensitive to his behavior and needs. She sent us lots of photos and messages to reassure us that he was doing well - and he really seemed to be having a good time! We hope to leave Alfie in Stephanie’s care again. Thank you, Stephanie!”

“We had a wonderful experience with Kristen who watched out dog for 10 days. He got lots of love and went for walks and hikes. We appreciated all of the photos and updates! We know he will look forward to returning to his home away from home!”


“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”

“Excellent experience with Aileen. Communication before and during my trip was excellent. Many photos and videos were sent during my time away. Would highly recommend Aileen and will re-book in the future when needed.”

“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.”

“Carolina and Angel were great to deal with and welcomed Bella into their family for the weekend. Quick responses and provide ample updates during the stay. Highly recommended. Thanks again!”

Over 102 pet parents in Middlefield have booked dog boarding
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Select a filter and find qualifying Middlefield sitters!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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Middlefield is $50
Why Choose Rover?
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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.
Sitters in Middlefield average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 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 $58 per night.
As of Jun 2026, 754 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, 93% 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 13 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 754 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, 96% offer medication administration, and 95% 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.







