Dog Boarding in Southold, NY
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Top rated Southold dog boarders
“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!”
“"I cannot recommend our pet sitter enough! They provided exceptional care for our puppy while we attended a wedding Our pet “gigi” was happy, Marcela went above and beyond, sending us regular updates and photos to give us peace of mind. Their love and dedication to animals truly shines through in their work. We will definitely be using their services again in the future!"”
“Hope's stay with Erica and Thomas left her exhausted and happy. I have never seen my dog look sad when I picked her up from somewhere but she was definitely not ready to leave them. It was obvious through her demeanor and how the kids came running down from school just to give her a hug goodbye that she was well cared for during her stay. I would absolutely recommend them to anyone looking for a great family to leave their dog with and will be leaving Hope with them again soon.”
“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.”
“Karen was amazing with my dog Nico. She sent lots of updates and pictures and took such wonderful care of him. She treated Nico like her own dog, and it was clear from the beginning that he was in great hands. Highly recommend!”
“My first time leaving Art for a trip and I was a little bit nervous, but Cindy was so kind and reassuring! I had a good feeling she was the right person to take care of Art. She kept me posted on how my dog was doing with updates that also included videos and pictures. Will definitely book Cindy again!”
“My dogs (filled with Covid separation anxiety)spent the night with Jared. They were happy campers. So many things to see from the window and a fun yard to run in. I got pictures and updates. Jared was kind and you could see he lived animals. They went right iff with him and came back happy and calm. Many thanks.xoxoxo”
“Our lovebug Naila had a great stay at Ariel's house. She really seemed to enjoy ability to mingle with other dogs and run in the backyard. She came home happy and relaxed. Ariel was great at sending pictures, giving updates on our dog and staying in touch. We would for sure trust her with our dog again!”
“Meredith was SO great with Billy Ray and SUPER super accommodating of my schedule and circumstances!! She’s really sweet and professional. She prioritized Billy Ray’s stay, and really helped me out in a jam!! Couldn’t have been more perfect!!”
“So grateful to Holly and her family for taking such great care of Juno for 2.5 weeks while we were away. She was really great meeting with us beforehand and ensuring all of Juno’s needs would be taken care of, and generally just being very attentive and responsive. Juno had a wonderful time in her beautiful home and woodsy neighborhood, and we’ll happily book with Holly again in the future!”
“Sadie loved her time with Nadjeska and her family! It was hard to leave her for the holidays but it was clear she felt right at home. It was helpful to get so many pictures and and know she was doing well. We would definitely book again!”
“Jamie was 300% extraordinary. She helped me in a pickle to get support and was super-awesome with my puppy!!! She took pictures and kept me up to date on everything!! I could not ask for a better sitter for my puppy!!! Tiller was awesome and kind enough to share his toys with my pup!!!”
“Jessica was AMAZING with my doggie Ophelia! i booked very last minute and she was kind enough to accept! she kept me updated and sent me pictures! she was very welcoming, and when i dropped off i found comfort in knowing that her house was very welcoming as well! definitely using her next time!!”
“Samantha was such a wonderful friend to our baby Clover while we were on vacation. She sent lots of pics and updates and it was clear they both really enjoyed each other's company. She was also extremely flexible and accommodating when we needed to extend Clover's stay a few days, and we really appreciated that! Samantha will definitely be our go-to when we need a sitter in Westbrook!”
“I've never boarded my beagle Penny before so i was a bit nervous. Lisa immediately banished my fears during our meet and greet. She's very knowledgeable and kind and i could tell Penny was comfortable. Lisa sent lots of cute pics and even let Penny sleep with her. Mia daughter was so taken with Lisa that she made her a beagle gift. We'll definitely be visiting Lisa again!”
“Hannah was amazing! She watched our boy for 5 days on a short notice. This was Ryder’s first time away from family. She took such great care of him! We really loved all of her updates with pictures & videos of their activities together. Ryder came back very relaxed and happy. We could not have asked for a better experience. Thank you so much, Hannah! ❤️”
Loving dog boarding sitters in your neighborhood
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Britanny B.
Star Sitter
“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!”
Diana Marcela O.
“"I cannot recommend our pet sitter enough! They provided exceptional care for our puppy while we attended a wedding Our pet “gigi” was happy, Marcela went above and beyond, sending us regular updates and photos to give us peace of mind. Their love and dedication to animals truly shines through in their work. We will definitely be using their services again in the future!"”
Shannon C.Star Sitter
“Scout was so happy at Shannon’s! He was well taken care of and I was updated with pictures throughout my vacation. He will definitely be back again”
Erica & Thomas C.Star Sitter
“Hope's stay with Erica and Thomas left her exhausted and happy. I have never seen my dog look sad when I picked her up from somewhere but she was definitely not ready to leave them. It was obvious through her demeanor and how the kids came running down from school just to give her a hug goodbye that she was well cared for during her stay. I would absolutely recommend them to anyone looking for a great family to leave their dog with and will be leaving Hope with them again soon.”
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.”
Karen F.Star Sitter
“Karen was amazing with my dog Nico. She sent lots of updates and pictures and took such wonderful care of him. She treated Nico like her own dog, and it was clear from the beginning that he was in great hands. Highly recommend!”
Cindy K.Star Sitter
“My first time leaving Art for a trip and I was a little bit nervous, but Cindy was so kind and reassuring! I had a good feeling she was the right person to take care of Art. She kept me posted on how my dog was doing with updates that also included videos and pictures. Will definitely book Cindy again!”
Jared R.Star Sitter
“My dogs (filled with Covid separation anxiety)spent the night with Jared. They were happy campers. So many things to see from the window and a fun yard to run in. I got pictures and updates. Jared was kind and you could see he lived animals. They went right iff with him and came back happy and calm. Many thanks.xoxoxo”
Ariel T.Star Sitter
“Our lovebug Naila had a great stay at Ariel's house. She really seemed to enjoy ability to mingle with other dogs and run in the backyard. She came home happy and relaxed. Ariel was great at sending pictures, giving updates on our dog and staying in touch. We would for sure trust her with our dog again!”
meredith m.
“Meredith was SO great with Billy Ray and SUPER super accommodating of my schedule and circumstances!! She’s really sweet and professional. She prioritized Billy Ray’s stay, and really helped me out in a jam!! Couldn’t have been more perfect!!”
Melisa M.
“Was great to know our puppy was in good hands. Got daily pictures of Echos adventures- napping, walks, and fun. Thank you. Will definitely use her again.”
Holly M.Star Sitter
“So grateful to Holly and her family for taking such great care of Juno for 2.5 weeks while we were away. She was really great meeting with us beforehand and ensuring all of Juno’s needs would be taken care of, and generally just being very attentive and responsive. Juno had a wonderful time in her beautiful home and woodsy neighborhood, and we’ll happily book with Holly again in the future!”
Nadjeska R.Star Sitter
“Sadie loved her time with Nadjeska and her family! It was hard to leave her for the holidays but it was clear she felt right at home. It was helpful to get so many pictures and and know she was doing well. We would definitely book again!”
Carol R.Star Sitter
“Carol took such amazing care of my Lulu and went the extra mile to calm her anxieties. I picked up a happy pup who I’m sure would love to stay with Carol again.”
Jamie S.
“Jamie was 300% extraordinary. She helped me in a pickle to get support and was super-awesome with my puppy!!! She took pictures and kept me up to date on everything!! I could not ask for a better sitter for my puppy!!! Tiller was awesome and kind enough to share his toys with my pup!!!”
Jessica M.Star Sitter
“Jessica was AMAZING with my doggie Ophelia! i booked very last minute and she was kind enough to accept! she kept me updated and sent me pictures! she was very welcoming, and when i dropped off i found comfort in knowing that her house was very welcoming as well! definitely using her next time!!”
Samantha O.
“Samantha was such a wonderful friend to our baby Clover while we were on vacation. She sent lots of pics and updates and it was clear they both really enjoyed each other's company. She was also extremely flexible and accommodating when we needed to extend Clover's stay a few days, and we really appreciated that! Samantha will definitely be our go-to when we need a sitter in Westbrook!”
Amanda C.
“My dog is very happy to stay at Amandas. They treat him like family.”
Lisa O.
“I've never boarded my beagle Penny before so i was a bit nervous. Lisa immediately banished my fears during our meet and greet. She's very knowledgeable and kind and i could tell Penny was comfortable. Lisa sent lots of cute pics and even let Penny sleep with her. Mia daughter was so taken with Lisa that she made her a beagle gift. We'll definitely be visiting Lisa again!”
Hannah A.
“Hannah was amazing! She watched our boy for 5 days on a short notice. This was Ryder’s first time away from family. She took such great care of him! We really loved all of her updates with pictures & videos of their activities together. Ryder came back very relaxed and happy. We could not have asked for a better experience. Thank you so much, Hannah! ❤️”
Over 25 pet parents in Southold have booked dog boarding
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The median cost per night for dog boarding in Southold is $65
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Southold average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Southold is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Southold dog boarding rates can be found as low as $32 to as high as $147 per night.
As of Aug 2025, 157 sitters provided dog boarding in Southold. 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, 94% of Southold dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Southold have an average of 24 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 Southold.
Rover makes it easy to find Southold 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 157 dog boarding sitters in Southold on Rover, so you’re sure to find the perfect match for your dog! In Southold, 95% 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.
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