Dog Boarding in Southold, NY
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Top rated Southold dog boarders
“Brittany is amazing! She takes such wonderful care of our dog 💕. She sends lots of photos and updates and gives him a little treat bag at the end of his stay. We look forward to Seamus visiting her and her family again!”
“Jared did a great job caring for Remi during her 4 day stay. He saw to it that she had plenty of exercise and fun with other dogs. Jared sent daily updates about how she was doing, often including pictures. I would definitely board Remi with Jared again. Thanks Jared!!”
“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.”
“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!!”
About: As a life long pet lover, I would love the opportunity to share my home with your cherished pet! We recently lost our Great Dane Cookie, so I am comfortable with dogs and puppies of all sizes and ages. Our fenced in yard and quiet dead end street allows for plenty of outdoor activities, whether playing ball in the back yard, or a nice walk around the neighborhood! Or if hanging out inside is preferred, we can do that, too! I live and work PT in the same town, so it's not a problem to get home for walks or potty breaks. My sister is in the vet medical field, and both my mom and aunt are in the pet sitting industry as well. I work part time about 5 minutes down the road from my house, so getting home for potty breaks or walks is not a problem at all. We have a fenced in yard, as well as live on a quiet dead end street. No other dogs live on any side of us. We recently lost our Great Dane Cookie, so we are looking for someone to love on.
“Thank you, Ariel! Georgia enjoyed her “vacation” in your beautiful fenced in yard. Thank you for your hospitality and great communication throughout! We really appreciated the daily pictures too. So glad we found you!”
“Lisa is a pleasure to deal with and is well equipped to take care of your dogs needs when your in need of a sitter. She will continuously check in with you via text and send pictures of your pooch during their stay. I Definitely recommend Lisa! I will use her again and again if I need to.”
“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!”
“Lois was wonderful!! She provided excellent care when boarding our cockapoo for several days. She loved Jasper (our dog) and was very easy to work with. Lois provided us with photos/videos each day that we were away. I'd wholeheartedly recommend Lois as an excellent caretaker for your pet. We would definitely want to have her care for Jasper again!”
“We couldn’t have asked for a better experience! Holly went above and beyond to make sure our timid dog, Millie, felt safe and comfortable. From giving her treats and taking her on calming sniff walks to showering her with cuddles and sending us frequent updates, Holly’s care was exceptional. It felt like we were dropping Millie off at a five-star doggie resort. We’re so grateful that we found Holly and her family!”
“Shannon is the best! She has a beautiful set up with a large and well fenced in yard for the dogs. My dog Remi loved it there. I highly recommend Shannon!”
“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!”
“Erica and Thomas were amazing as usual with our lil’ guy. They are both so sweet and caring. Always giving us updates and sending us pictures. I trust them 💯. My go to family for pet care ❤️”
“Karen was absolutely incredible with my dog, Sano! From the very beginning, she was warm, professional, and genuinely attentive to his needs. She kept me updated every single day with messages, photos, and videos which gave me so much peace of mind while I was away. It was clear that she cared for Sano like he was her own, and I could tell he felt comfortable and happy in her care. Karen is a stellar person and a true gem on Rover—I would absolutely trust her to watch Sano again in a heartbeat. Highly, 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 dog had a great time. Because she is/was an anxiety prone rescue of 8 months, I was worried she would become very nervous again. But she was very happy. Melissa's back yard is great and I am sure that was one reason my small dog was so happy. And Melissa is very accommodating.”
“My Penelope seemed so happy to be with Jennifer and her family! She sent lots of updates and took great care of my doggo!”
“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.”
About: I offer a refined blend of reliability, attentiveness, and genuine care. Every walk is more than a routine. It’s a tailored experience designed to enrich and soothe, with most outings heading to the beach for a serene and invigorating escape from the ordinary. I treat your dog with the same devotion and discretion I would my own, ensuring every visit delivers consistency, comfort, and peace of mind. With a flexible, work-from-home schedule, I’m readily available to accommodate pets with special needs or those who thrive on constant attention. My secure, fenced-in yard provides ample space for play, making your pet’s time here feel like a true retreat. For pet care that feels personal, professional, and luxurious—this is where trust and comfort mee Pet care is woven into my schedule with designated morning, midday, and early-evening blocks reserved exclusively for walks, feedings, and enrichment activities. Because I work from home, I can readily adjust meetings around each pet’s needs while maintaining real-time monitoring and frequent wellness checks. This structure ensures consistent, attentive care without compromising professional commitments. I offer a secure, fenced yard that provides ample space for safe play and exercise. Additionally, being just a short walk from the beach, most outings become scenic and enriching experiences—offering a refreshing alternative to the standard neighborhood stroll.
Loving dog boarding sitters in your neighborhood
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Britanny B.
Star Sitter
“Brittany is amazing! She takes such wonderful care of our dog 💕. She sends lots of photos and updates and gives him a little treat bag at the end of his stay. We look forward to Seamus visiting her and her family again!”
Jared R.Star Sitter
“Jared did a great job caring for Remi during her 4 day stay. He saw to it that she had plenty of exercise and fun with other dogs. Jared sent daily updates about how she was doing, often including pictures. I would definitely board Remi with Jared again. Thanks Jared!!”
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.”
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!!”
Amanda C.
About: As a life long pet lover, I would love the opportunity to share my home with your cherished pet! We recently lost our Great Dane Cookie, so I am comfortable with dogs and puppies of all sizes and ages. Our fenced in yard and quiet dead end street allows for plenty of outdoor activities, whether playing ball in the back yard, or a nice walk around the neighborhood! Or if hanging out inside is preferred, we can do that, too! I live and work PT in the same town, so it's not a problem to get home for walks or potty breaks. My sister is in the vet medical field, and both my mom and aunt are in the pet sitting industry as well. I work part time about 5 minutes down the road from my house, so getting home for potty breaks or walks is not a problem at all. We have a fenced in yard, as well as live on a quiet dead end street. No other dogs live on any side of us. We recently lost our Great Dane Cookie, so we are looking for someone to love on.
Ariel T.Star Sitter
“Thank you, Ariel! Georgia enjoyed her “vacation” in your beautiful fenced in yard. Thank you for your hospitality and great communication throughout! We really appreciated the daily pictures too. So glad we found you!”
Lisa O.
“Lisa is a pleasure to deal with and is well equipped to take care of your dogs needs when your in need of a sitter. She will continuously check in with you via text and send pictures of your pooch during their stay. I Definitely recommend Lisa! I will use her again and again if I need to.”
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!”
Lois G.
“Lois was wonderful!! She provided excellent care when boarding our cockapoo for several days. She loved Jasper (our dog) and was very easy to work with. Lois provided us with photos/videos each day that we were away. I'd wholeheartedly recommend Lois as an excellent caretaker for your pet. We would definitely want to have her care for Jasper again!”
Holly M.Star Sitter
“We couldn’t have asked for a better experience! Holly went above and beyond to make sure our timid dog, Millie, felt safe and comfortable. From giving her treats and taking her on calming sniff walks to showering her with cuddles and sending us frequent updates, Holly’s care was exceptional. It felt like we were dropping Millie off at a five-star doggie resort. We’re so grateful that we found Holly and her family!”
Shannon C.Star Sitter
“Shannon is the best! She has a beautiful set up with a large and well fenced in yard for the dogs. My dog Remi loved it there. I highly recommend Shannon!”
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!”
Erica & Thomas C.Star Sitter
“Erica and Thomas were amazing as usual with our lil’ guy. They are both so sweet and caring. Always giving us updates and sending us pictures. I trust them 💯. My go to family for pet care ❤️”
Karen F.Star Sitter
“Karen was absolutely incredible with my dog, Sano! From the very beginning, she was warm, professional, and genuinely attentive to his needs. She kept me updated every single day with messages, photos, and videos which gave me so much peace of mind while I was away. It was clear that she cared for Sano like he was her own, and I could tell he felt comfortable and happy in her care. Karen is a stellar person and a true gem on Rover—I would absolutely trust her to watch Sano again in a heartbeat. Highly, 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!”
Melisa M.
“My dog had a great time. Because she is/was an anxiety prone rescue of 8 months, I was worried she would become very nervous again. But she was very happy. Melissa's back yard is great and I am sure that was one reason my small dog was so happy. And Melissa is very accommodating.”
Jennifer P.Star Sitter
“My Penelope seemed so happy to be with Jennifer and her family! She sent lots of updates and took great care of my doggo!”
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.”
Brice C.
“Whenever I travel or am working long days, Brice is my go-to for animal care! Whether taking my dogs to the beach or dog park for exercise, or hanging out with my kitties while the dogs play in the yard, I know they are being loved and well cared for! Brice is also an excellent dog trainer. My dogs have better recall since he has been looking after them, and he has even worked with me to ensure I am giving proper commands to ensure obedience and safety. My animals get so excited when he comes to the house- which tells me everything I need to know! I highly recommend him as a pet sitter :)”
Over 23 pet parents in Southold have booked dog boarding
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1. Search
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The median cost per night for dog boarding in Southold is $66
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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 Jul 2025, the median cost of dog boarding in Southold is $66 per night, including service fees. Boarding your dog for one week typically costs $462. 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 $150 per night.
As of Jul 2025, 160 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, 92% 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 160 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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