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

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Top rated Middlesex dog boarders

“Rosan did a wonderful job watching Kennedy. She is nervous in new places and it seems like she was calm as could be in their home. She had a great time playing with their dog Auggie and came back home tired and happy. Would definitely recommend!”


“Christina and Jason were great with my girls. I received pictures of them daily along with descriptions of their daily activities. They kept my girls busy and happy. I would highly recommend them.”


“Samantha was very accommodating to my last minute request to watch Sadie while I attended an overnight event in her area. She was friendly and helpful.”

“Couldn’t imagine better care! I boarded my pup with Michele for a few days, and she was super communicative, flexible and kind. I could tell my pup felt comfortable with her right away. Would recommend her in a heartbeat!”


“John was fantastic. My dog seemed like he had a fantastic time. Every photo I received was my dog having the time of his life. Super reliable and was super flexible with some last minute changes.”


“Once again an awesome stay and welcome received for my child . He truly enjoyed his stay every time! The videos and pictures are phenomenal and beautiful! Thank you !”


“Hannah and her family took great care of Bailey while we were gone. If we should venture away again, we will definitely use Hannah again to watch Bailey.”


“Sarah was great boarding my dog! Her dog Maple is super sweet and got along great with my dog. Sarah kept me updated daily on how my dog was doing.”


“Peter was wonderful! Tucker was super happy when we picked him up. Peter was easy to communicate with and sent us cute pics while we were gone which we loved!”

“Christina was an excellent host to Curie, our 8yr old female Labradane ! She was very accommodating and communicated often on how our dog was doing. She spent quality time to get to know her better and make her feel at home. Highly recommended to anyone looking for a 'home away from home' for their four-legged family members!”


“Our dog Sadie has a traumatic background so we were very anxious to find a great opportunity to be well taken care off . A kennel would not have worked for Sadie. Laura and her family provided Sadie with a safe and nurturing home. They eased our fears of leaving her by sending daily pictures or video and text messages keeping us up to date. From now on if we ever need to leave town this is where she will stay. Thank you Laura so much for you TLC.”



“It was a blessing to have found Gwynn to babysit our precious fur baby. Shadow is a very picky dog and from the first day we did a meet and greet we knew Shadow would be in great hands. Not only is Gwynn compassionate and genuinely a caring person, but her fur baby Meatball welcomed Shadow into her house with open paws. Gwynn sent us videos, pictures, and daily updates which made us very happy to see how well Shadow was doing. When we came to pick her up she was very upset to leave Gwynn and Meatball because she was having the time of her life. Overall, we're very happy to have a reliable, caring, and overall amazing person as a sitter for our Shadow.”


“Shannon took care of our dog for a few nights and kept in touch with us with pictures and texts. She made us feel at ease. When we picked up our dog we could tell she was comfortable with Shannon. Highly recommend her to take care of your pet.”


“Brooke was an amazing sitter for our dog, Huck. She was quick to respond, sent updates while we were away, and provided a comforting environment for our anxious pup. Huck seemed to get along really well with her dog, and we could tell he was tired and happy when we went to pick him up. Would highly recommend Brooke and we would love to work with her again in the future!”


“Great communication and wonderful accommodations for our senior pup. Sent photos daily. Exceedingly kind demeanor (if I was local, no doubt I would grab a beer with him). We really appreciate that he sits one dog at a time.”


“Abby was great! Super kind, would gladly have her watch my dog again.”


“Elfy had a wonderful stay with Natalie Patrick and their daughter. They are very welcoming and attentive. Good communication with photos. Their dog is very friendly.”



“As always, Victoria is amazing! Our dogs are so well taken care of! We get great updates and I feel so comfortable leaving them knowing they are in such good hands!”


“Piper was incredible. She gave us great updates, which eased our anxiety as this was the first trip away. She is incredibly knowledgeable and made sure our dog got plenty of play, exercise, and love. She was incredibly flexible as our flights got delayed and schedule changed multiple times! I could not recommend her more. Our dog came home so happy and we feel so lucky he got such excellent care!”



“Kelly was super awesome with Prada I loved how she kept me informed with Prada while I was on vacation she even sent me pictures of her! She followed all instructions I sent for Prada as well! She will most definitely be my go to when I need a sitter for Prada again ?”

Loving dog boarding sitters in your neighborhood
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Rosan A.Star Sitter

“Rosan did a wonderful job watching Kennedy. She is nervous in new places and it seems like she was calm as could be in their home. She had a great time playing with their dog Auggie and came back home tired and happy. Would definitely recommend!”


Christina & Jason S.Star Sitter

“Christina and Jason were great with my girls. I received pictures of them daily along with descriptions of their daily activities. They kept my girls busy and happy. I would highly recommend them.”


Samantha L.Star Sitter
“Samantha was very accommodating to my last minute request to watch Sadie while I attended an overnight event in her area. She was friendly and helpful.”


Michele B.

“Couldn’t imagine better care! I boarded my pup with Michele for a few days, and she was super communicative, flexible and kind. I could tell my pup felt comfortable with her right away. Would recommend her in a heartbeat!”


John G.Star Sitter

“John was fantastic. My dog seemed like he had a fantastic time. Every photo I received was my dog having the time of his life. Super reliable and was super flexible with some last minute changes.”


Nicole Jazmin M.Star Sitter

“Once again an awesome stay and welcome received for my child . He truly enjoyed his stay every time! The videos and pictures are phenomenal and beautiful! Thank you !”


Hannah M.

“Hannah and her family took great care of Bailey while we were gone. If we should venture away again, we will definitely use Hannah again to watch Bailey.”


Sarah A.

“Sarah was great boarding my dog! Her dog Maple is super sweet and got along great with my dog. Sarah kept me updated daily on how my dog was doing.”


Peter P.
“Peter was wonderful! Tucker was super happy when we picked him up. Peter was easy to communicate with and sent us cute pics while we were gone which we loved!”


Christina K.

“Christina was an excellent host to Curie, our 8yr old female Labradane ! She was very accommodating and communicated often on how our dog was doing. She spent quality time to get to know her better and make her feel at home. Highly recommended to anyone looking for a 'home away from home' for their four-legged family members!”


Laura C.
Star Sitter


“Our dog Sadie has a traumatic background so we were very anxious to find a great opportunity to be well taken care off . A kennel would not have worked for Sadie. Laura and her family provided Sadie with a safe and nurturing home. They eased our fears of leaving her by sending daily pictures or video and text messages keeping us up to date. From now on if we ever need to leave town this is where she will stay. Thank you Laura so much for you TLC.”




Gwynn Z.Star Sitter

“It was a blessing to have found Gwynn to babysit our precious fur baby. Shadow is a very picky dog and from the first day we did a meet and greet we knew Shadow would be in great hands. Not only is Gwynn compassionate and genuinely a caring person, but her fur baby Meatball welcomed Shadow into her house with open paws. Gwynn sent us videos, pictures, and daily updates which made us very happy to see how well Shadow was doing. When we came to pick her up she was very upset to leave Gwynn and Meatball because she was having the time of her life. Overall, we're very happy to have a reliable, caring, and overall amazing person as a sitter for our Shadow.”


Shannon D.Star Sitter

“Shannon took care of our dog for a few nights and kept in touch with us with pictures and texts. She made us feel at ease. When we picked up our dog we could tell she was comfortable with Shannon. Highly recommend her to take care of your pet.”


Brooke C.Star Sitter

“Brooke was an amazing sitter for our dog, Huck. She was quick to respond, sent updates while we were away, and provided a comforting environment for our anxious pup. Huck seemed to get along really well with her dog, and we could tell he was tired and happy when we went to pick him up. Would highly recommend Brooke and we would love to work with her again in the future!”


Eric A.

“Great communication and wonderful accommodations for our senior pup. Sent photos daily. Exceedingly kind demeanor (if I was local, no doubt I would grab a beer with him). We really appreciate that he sits one dog at a time.”


Abbey G.

“Abby was great! Super kind, would gladly have her watch my dog again.”


Natalie & Patrick G.

“Elfy had a wonderful stay with Natalie Patrick and their daughter. They are very welcoming and attentive. Good communication with photos. Their dog is very friendly.”




Victoria B.
“As always, Victoria is amazing! Our dogs are so well taken care of! We get great updates and I feel so comfortable leaving them knowing they are in such good hands!”




Piper N.Star Sitter

“Piper was incredible. She gave us great updates, which eased our anxiety as this was the first trip away. She is incredibly knowledgeable and made sure our dog got plenty of play, exercise, and love. She was incredibly flexible as our flights got delayed and schedule changed multiple times! I could not recommend her more. Our dog came home so happy and we feel so lucky he got such excellent care!”




Kelly R.

“Kelly was super awesome with Prada I loved how she kept me informed with Prada while I was on vacation she even sent me pictures of her! She followed all instructions I sent for Prada as well! She will most definitely be my go to when I need a sitter for Prada again ?”
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, 57 sitters provided dog boarding in Middlesex. 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, 88% of Middlesex dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middlesex have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 Middlesex.
Rover makes it easy to find Middlesex 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 57 dog boarding sitters in Middlesex on Rover, so you’re sure to find the perfect match for your dog! In Middlesex, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
