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

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Top rated Middletown dog boarders

“They took very good care of our dog Poppy!! Great communication and really cute photos! They are watching her again in a few weeks, would definitely recommend!!”



“This was my first time using Maria for dog boarding when we went out of town and I was very pleased with her. She took great care of my babies and provided me with daily updates. I’ll definitely be using her again and recommend her to anyone else looking for a dog sitter 😊”


“Wonderful couple! They give your pet lots of love and ensure that your pet is happy and well taken care of. They send photos and updates on a regular basis. I would recommend highly to use this couple for dogsitting your loving pet! Amazing! I am definitely having them again!”


“Sherry was great! Our Doxie Cooper got lots of cuddles and attention while we were gone and Sherry provided daily updates so we could see how much fun he was having. Would highly recommend!”


“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.”


“Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house”


“Tiffani [and her family] were such a wonderful fit for my precious Madison. Madison has never stayed any place overnight (aside from home), and my sister and I were extremely nervous to leave her anywhere- when family members were not an option. We went away for 8 nights and needed to ensure Madison was in great hands and loving hearts. Tiffani and her family went above and beyond to not only care for Madison, but make her feel like family. Wow! We were amazed! Tiffani sent lots of wonderful pictures/videos throughout the week and it helped us get through the week being away from Madison. Madison is sensitive and has separation anxiety, but she was loved so much during her week with Tiffani that we could literally see her comfort level blossom each day as more and more pictures were sent. My sister and I wondered if Madison would even want to come home, after such a fun week with cuddles upon cuddles upon cuddles. ???? We we’re so thankful, grateful and satisfied with our decision. Also, we were thrilled that Madison got daily walks each day and had playtime with the kids and (her new Rover lab sister) Mia. ? (Tiff has amazing kids by the way, who are guaranteed to smother your dog in love & giggles). When we went to pick up Madison, she didn’t recognize us and barked because she became so attached to Tiffani and family (haha!- great sign), and she was exhausted from having an amazing week. Now my sister and I only feel bad that Madison had to leave a place she fell so in love with, enjoyed, and where people loved her. That’s the impression Tiffani left on us and Madison. We truly couldn’t have asked for anything more. Tiffani was very tuned in to our Madison. Oh! And, even with us being out of country the communication was wonderful and consistent- every single day. We will absolutely book with her again if we need and she’s available. We are so grateful to have found her. ????”


“Fantastic New Rover sitter!! Welcoming, flexible & very easy to work with. My small dog seemed to have had an enjoyable multi-day boarding experience. He was able to share both people and small dog interaction, which is important, since he is ultra social. Provided photos and updates as requested. Will without question use them as a sitter 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!”



“Maggie took great care of our pup! She is a great communicator, easy to contact and quick to respond. She shared photos and updates along the way. Would highly recommend Maggie, and will use Maggie again for sure!!!”


“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!!”


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.”

“She was great! Very responsive and kind. I was worried about bringing my 4 pound poodle around her big dogs, but she did soooo good! Her dogs were gentle with her and they had fun. So many laughable photos. Thank you girl!! If I need someone in her area, I will rebook.”


“Melanie did an exceptional job with my dog Zoey! I could tell she was very loved and cared for at Melanie’s house. I got photos and updates daily. I’ll definitely use her again, she’s fantastic.”


“Christine was wonderful with my fifteen-year-old dog Ginger who needs a person with lots of patience and tons of attention. Christine provided that and I am so grateful. I was so worried at first about leaving her behind, but Christine made me feel at ease with her calm demeanor and was always sending me pictures of her every day. I could see she was comfortable with Christine and her Pug Jax who is so adorable! I will definitely be using her amazing services again and I highly recommend using Christine. Thank you so much Christine and Jax!! ?❤️”


“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.”


“Mandy took great care of my dog, Rosie, and my two cats Jesse and Lucy. I will definitely use her services again in the future. Mandy is a lovely and kind girl. I am very grateful to you. Thanks again for taking such good care of my babies.”


About: I have always had a strong love for animals and have had many animals in my household growing up including fostering! I had dog and cat sat for family friends and loved ones and always have the best experience, and would love to continue to do that for others in the community! I currently am in full time fieldwork for my school program, but am available for early mornings, evenings, and weekends to walk, dog/cat sit, and spend time with your furry friends! I have a big back yard where I can run and play with any animal! It is not fenced in, but walks and runs are always an option as i am very active and flexible to give your pet the best care, even in your home/neighborhood!

About: My name is Ashleigh! I’ve always had a love for animals of all different sizes and breeds and species. Dogs are my favorite. They genuinely make me feel better and I love seeing them happy and enjoy seeing them have fun. I’ve had experience with dogs since birth, honestly. My dad had a chow mix named Bear and I loved him so much. My family has always had a dog. I moved to Connecticut in 2011 and I moved in with my uncle who owned a German shepherd and I quickly fell in love with her. I took her for walks, fed her, took her to parks, etc. She quickly fell in love with all of the attention I gave her. My uncle now has 2 German shepherds that I go over and bathe and help take care of when he goes out. I have experience giving out medications to dogs as well. As my uncles first German shepherd needs medications for her hips daily. I would love to get to know your pup more! And help in any way I can! Thanks for reading 💜 I currently work full-time Monday-Friday. I’m available to care for your pet after work on the weekdays or fridays after 1 and Saturday and Sunday or on any major holiday! I have a fenced yard but it doesn’t enclose the whole yard. I live in a quiet neighborhood that is wonderful for walks. And my puppy would love to play with yours!
Loving dog boarding sitters in your neighborhood
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Kimberly & Victor S.Star Sitter

“They took very good care of our dog Poppy!! Great communication and really cute photos! They are watching her again in a few weeks, would definitely recommend!!”




Maria D.Star Sitter

“This was my first time using Maria for dog boarding when we went out of town and I was very pleased with her. She took great care of my babies and provided me with daily updates. I’ll definitely be using her again and recommend her to anyone else looking for a dog sitter 😊”


Sean & Jill O.Star Sitter

“Wonderful couple! They give your pet lots of love and ensure that your pet is happy and well taken care of. They send photos and updates on a regular basis. I would recommend highly to use this couple for dogsitting your loving pet! Amazing! I am definitely having them again!”


Sherry B.Star Sitter

“Sherry was great! Our Doxie Cooper got lots of cuddles and attention while we were gone and Sherry provided daily updates so we could see how much fun he was having. Would highly recommend!”


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.”


Wendy s.

“Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house”


Tiffani S.

“Tiffani [and her family] were such a wonderful fit for my precious Madison. Madison has never stayed any place overnight (aside from home), and my sister and I were extremely nervous to leave her anywhere- when family members were not an option. We went away for 8 nights and needed to ensure Madison was in great hands and loving hearts. Tiffani and her family went above and beyond to not only care for Madison, but make her feel like family. Wow! We were amazed! Tiffani sent lots of wonderful pictures/videos throughout the week and it helped us get through the week being away from Madison. Madison is sensitive and has separation anxiety, but she was loved so much during her week with Tiffani that we could literally see her comfort level blossom each day as more and more pictures were sent. My sister and I wondered if Madison would even want to come home, after such a fun week with cuddles upon cuddles upon cuddles. ???? We we’re so thankful, grateful and satisfied with our decision. Also, we were thrilled that Madison got daily walks each day and had playtime with the kids and (her new Rover lab sister) Mia. ? (Tiff has amazing kids by the way, who are guaranteed to smother your dog in love & giggles). When we went to pick up Madison, she didn’t recognize us and barked because she became so attached to Tiffani and family (haha!- great sign), and she was exhausted from having an amazing week. Now my sister and I only feel bad that Madison had to leave a place she fell so in love with, enjoyed, and where people loved her. That’s the impression Tiffani left on us and Madison. We truly couldn’t have asked for anything more. Tiffani was very tuned in to our Madison. Oh! And, even with us being out of country the communication was wonderful and consistent- every single day. We will absolutely book with her again if we need and she’s available. We are so grateful to have found her. ????”


Fernanda & Christopher B.

“Fantastic New Rover sitter!! Welcoming, flexible & very easy to work with. My small dog seemed to have had an enjoyable multi-day boarding experience. He was able to share both people and small dog interaction, which is important, since he is ultra social. Provided photos and updates as requested. Will without question use them as a sitter 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!”




Maggie L.Star Sitter

“Maggie took great care of our pup! She is a great communicator, easy to contact and quick to respond. She shared photos and updates along the way. Would highly recommend Maggie, and will use Maggie again for sure!!!”


Araceli & Uciel C.Star Sitter

“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!!”


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.”


Kiara C.

“She was great! Very responsive and kind. I was worried about bringing my 4 pound poodle around her big dogs, but she did soooo good! Her dogs were gentle with her and they had fun. So many laughable photos. Thank you girl!! If I need someone in her area, I will rebook.”


Melanie L.Star Sitter

“Melanie did an exceptional job with my dog Zoey! I could tell she was very loved and cared for at Melanie’s house. I got photos and updates daily. I’ll definitely use her again, she’s fantastic.”


Liza A.

“Ginger really enjoyed her stay with Liza and her family. The children were such fun to play with and Drake was a fun companion. We thank you all for your great care and love for our Ginger.”


Christine V.
Star Sitter


“Christine was wonderful with my fifteen-year-old dog Ginger who needs a person with lots of patience and tons of attention. Christine provided that and I am so grateful. I was so worried at first about leaving her behind, but Christine made me feel at ease with her calm demeanor and was always sending me pictures of her every day. I could see she was comfortable with Christine and her Pug Jax who is so adorable! I will definitely be using her amazing services again and I highly recommend using Christine. Thank you so much Christine and Jax!! ?❤️”


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.”


Mandy B.

“Mandy took great care of my dog, Rosie, and my two cats Jesse and Lucy. I will definitely use her services again in the future. Mandy is a lovely and kind girl. I am very grateful to you. Thanks again for taking such good care of my babies.”


Jordan P.
About: I have always had a strong love for animals and have had many animals in my household growing up including fostering! I had dog and cat sat for family friends and loved ones and always have the best experience, and would love to continue to do that for others in the community! I currently am in full time fieldwork for my school program, but am available for early mornings, evenings, and weekends to walk, dog/cat sit, and spend time with your furry friends! I have a big back yard where I can run and play with any animal! It is not fenced in, but walks and runs are always an option as i am very active and flexible to give your pet the best care, even in your home/neighborhood!


Ashleigh J.
“I highly recommend Ashleigh J to be a caregiver for your pets. She is very good with animals, especially dogs! She takes her time with them showing them love & so much affection! She gets down on the floor and plays with them or in the yard. She is just very awesome with dogs. She taught our dog to roll over for a treat. She has babysit our dog, our baby and treated him so good and I was totally at peace while I was gone because I knew he was in good hands! Ashleigh is definitely your girl for pet setting, dog walking, giving dogs baths, etc. She is very responsible! Being with Dogs is definitely her calling!”
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 Middletown 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 Middletown dog boarding rates can be found as low as $25 to as high as $54 per night.
As of Aug 2025, 717 sitters provided dog boarding in Middletown. 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, 89% of Middletown dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middletown 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 Middletown.
Rover makes it easy to find Middletown 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 717 dog boarding sitters in Middletown on Rover, so you’re sure to find the perfect match for your dog! In Middletown, 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.
