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

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Top rated Jamaica dog boarders

“Elli watched my 10 month old Boston Terrier puppy for 11 days while I went on a work project to Georgia. I was very nervous because I have never left Clover with someone else before. Elli did a great job with her and sent me picture updates throughout her stay. When I picked Clover up today she was very comfortable at the house and I could tell that she was well taken care of in Elli’s hands. She got along great with all of Elli’s dogs and had fun running around with them. Elli let Clover sleep under the covers with her in bed, climb over her furniture, and I felt like this made a big difference. I just rebooked Elli for another 11 days when I return to Georgia on Monday to finish out the project. I feel very confident leaving Clover with Elli again and absolutely recommend her!”


“Hope is excellent and our first experience on Rover, she exceeded our expectations and gave our dog a loving and caring experience. Our dog stayed with her overnight the week after Christmas. She was very responsive and easy to communicate with. I made a last minute request for care and Hope made the entire process simple. We were from out of town skiing at a nearby resort. Hope was generous with her time and care for our treasured Potato. We will use Hope again when we return for another ski week. I was very happy with our experience and our dog Potato had a great time playing at Hope’s house. We were lucky to find her!”


“Ericca was so lovely and accommodating to our timing. She is a pro and has her routine down for how best to make dogs feel comfortable, introduce them to her dogs. Our dog looked happy when we picked her up and even gave her a sweet goodbye out the window.”


“We are pleased with the care that Tara provided for our dog. She reassured us that she was going to be attentive and gentle while introducing her dog with ours. Texts and pictures to keep us informed also meant a lot to us. Board your dog with confidence.”


“Callie had a wonderful time and their dog Amber is her new best friend! Tom kept us up to date with plenty of pictures and we could see she was being well-cared for. She was "doggone" tired when she got home, which we appreciated!”


“Laura was great, she took my pup on long walks every day and sent photos and check in points. Exactly what I would hope for when leaving my furbaby. I was very nervous leaving him but she helped ease that and truly showed care and love for him. Thank you!”


“Haley was available for us for a last minute reservation for our senior dog. He spent 5 days in her care and it was great. He came back happy and clean. Haley sent photos and let me know how he did throughout the day. Highly recommend.”


“Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!”


“Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.”


“Richard and Hope took great care of Betty; lots of outdoor time and playing with children. They obviously LOVE dogs and make them part of their family! If I’m back in their ar3a, Betty is definitely staying with them again!”


“Kaitlin is absolutely amazing! I've been using her for the last couple of months and my pup Lailah really has taken to her. Lailah experiences some separation anxiety so its a good feeling to not hear her screaming down the hall after I drop her off :) Kaitlin also does a very good job keeping in the loop while I'm away, and provides Lailah with plenty of entertainment including taking her to Central Park and Randall's Island. Always an adventure. Not to mention, she takes the best pics lol.”


“Christine was absolutely wonderful with Bean! Bean is a very shy and anxious pup and I've never left her with a stranger before. Christine made sure to have a few meet and greets to ease Bean's anxiety and get to know her prior to my weekend away. She has wonderful calming energy and was very patient and caring with Bean. I was completely comfortable leaving Bean in Christine and Lilly's hands. While away, I got regular photos and updates. Overall it was a great experience with Christine and I would highly recommend her!”



“DJ was excellent with my pup and I will definitely be keeping him in mind when booking in the future. He was very communicative and sent lots of updates as well as cute photos of their adventures. I highly recommend him to anyone looking for a responsible, caring sitter.”

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Elli S.


“Elli watched my 10 month old Boston Terrier puppy for 11 days while I went on a work project to Georgia. I was very nervous because I have never left Clover with someone else before. Elli did a great job with her and sent me picture updates throughout her stay. When I picked Clover up today she was very comfortable at the house and I could tell that she was well taken care of in Elli’s hands. She got along great with all of Elli’s dogs and had fun running around with them. Elli let Clover sleep under the covers with her in bed, climb over her furniture, and I felt like this made a big difference. I just rebooked Elli for another 11 days when I return to Georgia on Monday to finish out the project. I feel very confident leaving Clover with Elli again and absolutely recommend her!”


Briana L.Star Sitter

“Briana was great to work with. She was very flexible and communicative, and my pup had a great time with her. I strongly recommend her services!”


Hope R.Star Sitter

“Hope is excellent and our first experience on Rover, she exceeded our expectations and gave our dog a loving and caring experience. Our dog stayed with her overnight the week after Christmas. She was very responsive and easy to communicate with. I made a last minute request for care and Hope made the entire process simple. We were from out of town skiing at a nearby resort. Hope was generous with her time and care for our treasured Potato. We will use Hope again when we return for another ski week. I was very happy with our experience and our dog Potato had a great time playing at Hope’s house. We were lucky to find her!”


Kate B.

“Kate clearly has a lot of experience with dogs, and was the perfect place for our pup to spend the night. We’d definitely use her again and highly recommend her.”


Ericca B.Star Sitter

“Ericca was so lovely and accommodating to our timing. She is a pro and has her routine down for how best to make dogs feel comfortable, introduce them to her dogs. Our dog looked happy when we picked her up and even gave her a sweet goodbye out the window.”


Nancy H.

“Shifu did very well with Nancy and we will be going back!”


Tara R.Star Sitter

“We are pleased with the care that Tara provided for our dog. She reassured us that she was going to be attentive and gentle while introducing her dog with ours. Texts and pictures to keep us informed also meant a lot to us. Board your dog with confidence.”


Tom D.


“Callie had a wonderful time and their dog Amber is her new best friend! Tom kept us up to date with plenty of pictures and we could see she was being well-cared for. She was "doggone" tired when she got home, which we appreciated!”


Laura P.
Star Sitter


“Laura was great, she took my pup on long walks every day and sent photos and check in points. Exactly what I would hope for when leaving my furbaby. I was very nervous leaving him but she helped ease that and truly showed care and love for him. Thank you!”


Haley C.Star Sitter

“Haley was available for us for a last minute reservation for our senior dog. He spent 5 days in her care and it was great. He came back happy and clean. Haley sent photos and let me know how he did throughout the day. Highly recommend.”


Elijah & Carson H.

“Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!”




Mara K.

“Mara was amazing! She took great care of Buddy. He looked really comfortable!”


Kaylea N.Star Sitter

“Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.”


Richard & Hope R.

“Richard and Hope took great care of Betty; lots of outdoor time and playing with children. They obviously LOVE dogs and make them part of their family! If I’m back in their ar3a, Betty is definitely staying with them again!”


Kaitlin O.


“Kaitlin is absolutely amazing! I've been using her for the last couple of months and my pup Lailah really has taken to her. Lailah experiences some separation anxiety so its a good feeling to not hear her screaming down the hall after I drop her off :) Kaitlin also does a very good job keeping in the loop while I'm away, and provides Lailah with plenty of entertainment including taking her to Central Park and Randall's Island. Always an adventure. Not to mention, she takes the best pics lol.”


Letícia B.

“My dog had a great time with Leticia! She sent us pictures during the day which were much appreciated! We look forward to booking with her again soon!”


Sean O.

“Benji had a great time with Sean and his dog Elora! Sean sent pictures and updates during the two night stay and Benji came home very relaxed and seemed to have a great time. Thanks!”


Christine C.

“Christine was absolutely wonderful with Bean! Bean is a very shy and anxious pup and I've never left her with a stranger before. Christine made sure to have a few meet and greets to ease Bean's anxiety and get to know her prior to my weekend away. She has wonderful calming energy and was very patient and caring with Bean. I was completely comfortable leaving Bean in Christine and Lilly's hands. While away, I got regular photos and updates. Overall it was a great experience with Christine and I would highly recommend her!”


Mike & Laura O.

“Mike and Laura took exceptional care of our 17-year old Jack Russell. Mike was extremely communicative during the entire process and helped make our trip to Ludlow happen!”




Donald C.

“DJ was excellent with my pup and I will definitely be keeping him in mind when booking in the future. He was very communicative and sent lots of updates as well as cute photos of their adventures. I highly recommend him to anyone looking for a responsible, caring sitter.”
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 Jamaica is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Jamaica dog boarding rates can be found as low as $26 to as high as $36 per night.
As of Aug 2025, 33 sitters provided dog boarding in Jamaica. 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, 95% of Jamaica dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 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 Jamaica.
Rover makes it easy to find Jamaica 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 33 dog boarding sitters in Jamaica on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
