Dog Boarding in Montgomery, MA
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Top rated Montgomery dog boarders
“Patti ( and her family) are the best! It was my first time leaving my pup and it was a 12 day honeymoon. I was nervous but she sent pictures and updates every couple days and I’m pretty sure my little guy was actually sad to leave. I would recommend her to EVERYONE!”
“Kim watched our two cats, Oliver and Ivy, for our long weekend away. It was my first time as a cat mom boarding my babies so I was nervous. Kim was incredibly warm and welcoming, was attentive to their food and sleep preferences, and took great care of our kitten who recently got spayed. Kim sent the cutest updates and pictures throughout the stay, and overall was an excellent communicator and caretaker! We will be booking again for our next trip in December, and I would book her again in a heartbeat if we end up needing a sitter again.”
“Aishea was nice and welcoming to Charlie. He felt comfortable immediately with her. Charlie was very well taken care of. Kept me updated of how he was and sent picture and videos. Will definitely recommend. Thank you Aishea!”
“Amanda and her family took care of Butters very well. the family is welcoming and caring. Butters had a wonderful time. definitely recommend. Thank you so much for taking care of Butters.”
“This was the first boarding experience for my 2 year old fur baby and it could not have gone better. Heather and Norman are the BEST! They were very accommodating and commutative. Rita LOVED her time in their home. It truly was her home away from home. I will definitely be using Heather and Norm in the future. Thank you guys for everything!”
“Allison was great! She sent us texts and pictures, and we could see how happy and comfortable our dogs were with her. Our dogs were welcomed like part of her family. We were very happy with her thoughtful and caring nature.”
“Megan was communicative, friendly and shared photos of my girl while I was away. She enabled my dog to get acclimated before introducing her pets which was great for my timid older girl. My pup was in a great mood when I picked her up. Highly recommend.”
“Caitlin was an amazing sitter for our dog Steve! During our pup’s 10-day stay, Caitlin provided picture and video updates to help us know he was safe and happy. When we picked him up, Steve was so relaxed and happy (way more so than when we used to keep him at the kennel). It was clear that Caitlin truly cared about making sure Steve's stay was comfortable and close to his normal routine. Her young kids were so gentle and kind with the dog, and we never had any concerns. I definitely recommend Caitlin!”
“Chris is the perfect dog sitting. She was caring and intuitive to Charlotte’s needs. Charlotte’s care was like a doggie vacation. She had walks, playtime and a new friend to play with. Charlotte was made to feel comfortable within Chris’ home. Also, I enjoyed glimpses of her visit via photos/ videos. It was a great experience. Thank you, Chris”
“Heidi was awesome! We chose her to give my little westie the most homelike environment while we traveled. At home he is allowed on furniture and to sleep in the bed so we loved that Heidi allowed the same. He’s also an old guy so we loved that she takes only 1 dog at a time. She was super communicative/responsive and sent lots of photo updates. Thanks for loving on our fur baby, Heidi!!”
“I needed a last minute boarding for my dog Enzo, as my family and I were going out of town. I found sandra on rover and she was available. We met the morning we drop of our dog Enzo. Sandra’s pleasant personality and lovely home gave me a sense of comfort and that my dog Enzo was gonna be good taken care of. she took really good care of Enzo, sent me pictures and video and I knew Enzo was confortable and happy . I really recommend Sandra and will use her service again for future boarding. Thank you so much Sandra ,”
“Biscuit thoroughly enjoyed his visit with Shanagay. She sent many pictures, videos, and updates to let us see how much fun he was having. Biscuit romped and played with Shanagay's little dog Cash and the pics were adorable! We'll definitely call on Shanagay's dog sitting services for Biscuit again and again! Thanks so much for doing such a great job.”
“Shelby was great and took good care of my little guy. She noticed I was nervous when dropping him and took the time to walk me through her process to help calm my nerves.”
“Julia is an excellent doggie host - she has experience with dogs, offers a warm, caring and welcoming home, and is very accommodating when it comes to pickup / dropoff timing. Toffee really enjoyed her stay, and was especially happy to have lots of friendly human friends! I really appreciated the updates (technical difficulties notwithstanding). Toffee and I thank you, Julia, and everyone else at home! We shall definitely look forward to doing this again in the future! :)”
“I got married on 10/8/23, and Lindsey transported my Saint Bernard from my house to the venue and back again. She then came back to the house in the morning to feed and let him out. She took great care of him, and I would definitely recommend her! It was so special to have him in our wedding as the ring bearer and knowing he was taken care of made my wedding day much less stressful!”
“Karl and his dogs are very welcoming. Karl’s yard is well suited for the dogs with a large space and a fence. Karl communicates timely and goes out of his way to ensure all goes well. All the dogs got along well and our dogs adjusted well on both sends of their stay.”
“At first I was nervous since it was my first time using the service but I had to travel out for six days of business conferences. Steve and his wife and son are awesome. They even had my guy in the pool teaching him how to swim. I got tons of pics every day and texts on how he was doing. Towards the end I was worried if my dog would want to return home with me!!! These people are awesome amazing giving souls. I am thankful to have found them and to know there are people out there like this. Sent from my iPhone”
“Jenelly was great! Very communicative and took lots of pictures. It seemed that Beau had a vacation while I was on vacation with all the pets and cuddles he received. Thanks Jenelly!”
“Ayla seemed to love her. Angie was in contact and sent photos everyday. I loved the pics. She was around to answer questions and responded timely. I would book with her again. Thank you so much Angie!”
Loving dog boarding sitters in your neighborhood
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Patti B.
Star Sitter
“Patti ( and her family) are the best! It was my first time leaving my pup and it was a 12 day honeymoon. I was nervous but she sent pictures and updates every couple days and I’m pretty sure my little guy was actually sad to leave. I would recommend her to EVERYONE!”
Kim M.Star Sitter
“Kim watched our two cats, Oliver and Ivy, for our long weekend away. It was my first time as a cat mom boarding my babies so I was nervous. Kim was incredibly warm and welcoming, was attentive to their food and sleep preferences, and took great care of our kitten who recently got spayed. Kim sent the cutest updates and pictures throughout the stay, and overall was an excellent communicator and caretaker! We will be booking again for our next trip in December, and I would book her again in a heartbeat if we end up needing a sitter again.”
Aishea A.Star Sitter
“Aishea was nice and welcoming to Charlie. He felt comfortable immediately with her. Charlie was very well taken care of. Kept me updated of how he was and sent picture and videos. Will definitely recommend. Thank you Aishea!”
Amanda & Stewart J.Star Sitter
“Amanda and her family took care of Butters very well. the family is welcoming and caring. Butters had a wonderful time. definitely recommend. Thank you so much for taking care of Butters.”
Heather R.Star Sitter
“This was the first boarding experience for my 2 year old fur baby and it could not have gone better. Heather and Norman are the BEST! They were very accommodating and commutative. Rita LOVED her time in their home. It truly was her home away from home. I will definitely be using Heather and Norm in the future. Thank you guys for everything!”
Allison Nicole M.Star Sitter
“Allison was great! She sent us texts and pictures, and we could see how happy and comfortable our dogs were with her. Our dogs were welcomed like part of her family. We were very happy with her thoughtful and caring nature.”
megan b.
“Megan was communicative, friendly and shared photos of my girl while I was away. She enabled my dog to get acclimated before introducing her pets which was great for my timid older girl. My pup was in a great mood when I picked her up. Highly recommend.”
Yvette T.
“Yvette was flexible , sent updates and my pups came back healthy and happy . She had a nice yard for the dogs and was very accommodating. Thank you Yvette.”
Caitlin C.Star Sitter
“Caitlin was an amazing sitter for our dog Steve! During our pup’s 10-day stay, Caitlin provided picture and video updates to help us know he was safe and happy. When we picked him up, Steve was so relaxed and happy (way more so than when we used to keep him at the kennel). It was clear that Caitlin truly cared about making sure Steve's stay was comfortable and close to his normal routine. Her young kids were so gentle and kind with the dog, and we never had any concerns. I definitely recommend Caitlin!”
Chris S.
“Chris is the perfect dog sitting. She was caring and intuitive to Charlotte’s needs. Charlotte’s care was like a doggie vacation. She had walks, playtime and a new friend to play with. Charlotte was made to feel comfortable within Chris’ home. Also, I enjoyed glimpses of her visit via photos/ videos. It was a great experience. Thank you, Chris”
Heidi H.
“Heidi was awesome! We chose her to give my little westie the most homelike environment while we traveled. At home he is allowed on furniture and to sleep in the bed so we loved that Heidi allowed the same. He’s also an old guy so we loved that she takes only 1 dog at a time. She was super communicative/responsive and sent lots of photo updates. Thanks for loving on our fur baby, Heidi!!”
Sandra C.Star Sitter
“I needed a last minute boarding for my dog Enzo, as my family and I were going out of town. I found sandra on rover and she was available. We met the morning we drop of our dog Enzo. Sandra’s pleasant personality and lovely home gave me a sense of comfort and that my dog Enzo was gonna be good taken care of. she took really good care of Enzo, sent me pictures and video and I knew Enzo was confortable and happy . I really recommend Sandra and will use her service again for future boarding. Thank you so much Sandra ,”
Shanagay C.Star Sitter
“Biscuit thoroughly enjoyed his visit with Shanagay. She sent many pictures, videos, and updates to let us see how much fun he was having. Biscuit romped and played with Shanagay's little dog Cash and the pics were adorable! We'll definitely call on Shanagay's dog sitting services for Biscuit again and again! Thanks so much for doing such a great job.”
Shelby L.Star Sitter
“Shelby was great and took good care of my little guy. She noticed I was nervous when dropping him and took the time to walk me through her process to help calm my nerves.”
Julia Z.Star Sitter
“Julia is an excellent doggie host - she has experience with dogs, offers a warm, caring and welcoming home, and is very accommodating when it comes to pickup / dropoff timing. Toffee really enjoyed her stay, and was especially happy to have lots of friendly human friends! I really appreciated the updates (technical difficulties notwithstanding). Toffee and I thank you, Julia, and everyone else at home! We shall definitely look forward to doing this again in the future! :)”
Lindsey C.Star Sitter
“I got married on 10/8/23, and Lindsey transported my Saint Bernard from my house to the venue and back again. She then came back to the house in the morning to feed and let him out. She took great care of him, and I would definitely recommend her! It was so special to have him in our wedding as the ring bearer and knowing he was taken care of made my wedding day much less stressful!”
Karl K.
“Karl and his dogs are very welcoming. Karl’s yard is well suited for the dogs with a large space and a fence. Karl communicates timely and goes out of his way to ensure all goes well. All the dogs got along well and our dogs adjusted well on both sends of their stay.”
Steve R.Star Sitter
“At first I was nervous since it was my first time using the service but I had to travel out for six days of business conferences. Steve and his wife and son are awesome. They even had my guy in the pool teaching him how to swim. I got tons of pics every day and texts on how he was doing. Towards the end I was worried if my dog would want to return home with me!!! These people are awesome amazing giving souls. I am thankful to have found them and to know there are people out there like this. Sent from my iPhone”
Jenelly B.
“Jenelly was great! Very communicative and took lots of pictures. It seemed that Beau had a vacation while I was on vacation with all the pets and cuddles he received. Thanks Jenelly!”
Angie E.
“Ayla seemed to love her. Angie was in contact and sent photos everyday. I loved the pics. She was around to answer questions and responded timely. I would book with her again. Thank you so much Angie!”
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
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, 280 sitters provided dog boarding in Montgomery. 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 Montgomery dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Montgomery have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Montgomery.
Rover makes it easy to find Montgomery 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 280 dog boarding sitters in Montgomery on Rover, so you’re sure to find the perfect match for your dog! In Montgomery, 95% of sitters offer daily exercise, 97% offer medication administration, and 97% 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.
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