Dog Boarding Longwood-Winton Grove
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 384 pet parents in Longwood-Winton Grove have booked dog boarding
Longwood-Winton Grove, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Cindy is awesome! She is very experienced and knowledgeable in caring for and training dogs. She is very prompt, organized, and flexible. I like that she has everything your pup will need from toys, crates, bowls, etc. And she cleans everything in between uses which is above and beyond! My golden came home happy and wiped out :) We will definitely use her again in the future.”

“If you’re looking for someone to watch your dog, let me stop you right there! Harper is the best sitter!!! She is extremely kind, communicative and thoughtful. She sent photos and videos everyday which let us know our dog was in the best hands. She made sure to let him run around plenty and also cuddle up for naps. He had the best time with Harper and will definitely be back to hang out with her again!”


“Lea was amazing with Lula! We appreciated all the photos and check-ins from Lea during Lula's week stay as it made us feel that Lula was in good hands. Communications with Lea was super easy - she was clear and prompt with her replies. Highly recommend Lea as a sitter, and will happily have her watch Lula in the future.”

“I highly recommend Mary! This was my first time boarding Milo and he was in such great hands with her. I got pictures throughout the time I was gone which helped ease being away from my little guy. He looked so happy and I’m sure he didn’t want to come home! I will definitely be using Mary in the future :)”

“Adrienne and Edgar are awesome!! They were super responsive during our initial communications and sent plenty of photos of our Lula to reassure us that she was fitting in well in their home. Highly recommend booking with them!”

“We were looking for a new sitter because our usual sitter was unavailable for an upcoming trip. At the meet and greet with Robin, we were worried when Shamu barked every time she got up and walked around. It always takes time for our cautious dog to warm up to new people. Robin suggested that Shamu stay with her to make certain that they would get along. Wow, we were surprised by the glowing reports and Robin told us that Shamu was a gentleman! Robin and Daniel's loving ways won over our little dog. We are looking forward to using them again.”

“Jonathan and Tatiana were great for our dog! We had a last minute need and they rescued us in the eleventh hour. We are so grateful for their family and the care they showed our dog. They took him to the park everyday and sent updates every evening for the week he was with them. I would highly recommend anyone boarding with them. I won’t even waste my time looking for a different sitter in the future, they are my go to!”

“Great communication and Zoey seemed very happy there. She stayed for around 10 days while I was traveling and Gianna and her family made Zoey feel very welcome while I was gone. I would definitely have her stay with them again.”

“Pamela took such good care of my furbaby. Constant updates on how she was doing and made sure to upkeep routine and care. Definitely kept my furbaby busy and entertained throughout her stay. Pamela was also accommodating when updating her of my situation. Definitely recommend her for pet sitting”

“Natalia is the best with my puppies. She sent pics everyday and spoiled them so much. I extended the stay of my pups and she did above and beyond to accommodate my request. We were so lucky to find her and my pups love her.”


“Arryonna was absolutely amazing!! She took great care of our wild puppy for a whole weekend. She updated me daily with pics & videos. We met ahead of time to be sure everything felt comfortable when introducing our pup to her own animals. I can’t say enough good things about our experience”

“April and Josh took care of our Charlie so well. Charlie is a high energetic Labrador with too much of separation anxiety and we were really worried to leave him for 2 nights. We did a meet & greet the day before, and Charlie got instantly comfortable. Their dog Boba is very lovable and gentle. April communicated regularly and responded in a timely fashion and also sent lots of pictures. Charlie was very happy and well taken care of! I would feel completely comfortable leaving Charlie in their care again!”

“We are so grateful and happy to have met Anita and Clement through Rover. From the very first message to the meet and greet and eventual stay, it’s clear how much they love dogs and what great people they are. Noodle immediately warmed up to them and even started snuggling up to them which she very rarely does (she is not cuddly at all). They were very patient and understanding about her needs, such as when she woke up at 5 am due to being in an unfamiliar place. It’s a bonus that they are really good at taking nice pics of Noodle too and we loved the humor they added to her daily commentary. 10/10 recommend!”

“My dog was so chill when I came to pick her up. She didn't want to leave. I have never seen her so content with someone else. I trust Astrid and her family and thank them from the bottom of my heart for such a good stay. It makes me so comfortable to know my baby is safe with them.”

“Jocelyn was amazing! We got lots of updates and photos of our pup during her stay with her! 🥰 She was also accommodating to our pups needs and comforted her as she was afraid of the fireworks on the 4th. Definitely recommend to book with her she was great!”

“Awesome experience have our Coco with Winkie and Lai, we get updates daily so we don’t have to worry about him. They even provide extra treats for Coco with our permission. Whenever we have questions, they respond promptly. I would definitely recommend them as your dog sitter and we would love to have our Coco with them again!”

The median cost per night for dog boarding in Longwood-Winton Grove is $75
Dog parents share their Rover experiences - Longwood-Winton Grove
We are so grateful and happy to have met Anita and Clement through Rover. From the very first message to the meet and greet and eventual stay, it’s clear how much they love dogs and what great people they are. Noodle immediately warmed up to them and even started snuggling up to them which she very rarely does (she is not cuddly at all). They were very patient and understanding about her needs, such as when she woke up at 5 am due to being in an unfamiliar place. It’s a bonus that they are really good at taking nice pics of Noodle too and we loved the humor they added to her daily commentary. 10/10 recommend!

Mariana is the best! She was super welcoming for the meet and greet and has a pack of her own... Everything went smoothly including administering meds and walks and dinner. She was very good at following the instructions (I have 2 very geriatric dogs that need a lot of specific attention!) and easy pickup process. I will book her for the future as she is super close by.. Thank you Mariana!

Samantha was welcoming, flexible, proactive and timely with excellent communication with me to coordinate a warm introduction to Fiona and I. Samantha’s home, dogs and family are warm, kind, homey and a perfect setting for Fiona. She inquired about food and daily activity preferences, provided accommodations and flexibility to meet her needs, routine, provided her with comfort, exercise, fun, play and affection. Samantha sent photos, videos of daily activities, messages so that I could feel like not only was she happy, but I felt as if my best friend wasn’t far away while I was out of state. I HIGHLY recommend Samantha and will most Definitely have Fiona stay with her anytime I need to be away. Fiona was on a wonderful vacation at a 5 star resort.
We couldn’t be happier with Adrienne and her family! They took such wonderful care of our Tigger during his 3-day, 2-night stay. They treated him like part of their family, gave him lots of attention, took him on walks, and sent us plenty of pictures and updates. Seeing how happy and comfortable Tigger was gave us so much peace of mind while we were away. Tigger also enjoyed spending time and playing with their dog, Nigel. It was clear when we picked him up that he felt safe, loved, and very comfortable with them. We’re truly grateful to Adrienne and her family for taking such good care of our boy. We definitely found a family we can trust with Tigger and would happily have them watch him again. Highly recommended! ❤️🐾

Michael was amazing! He responded quickly to every message, making it incredibly easy to coordinate pickup and drop-off. He was also very flexible with his schedule, which gave our family peace of mind since we had different travel dates. Michael quickly understood that our dog, Walter, has some nervous energy when meeting other dogs. That didn't faze him at all—he welcomed Walter with patience and kindness, making sure he felt comfortable, happy, and well cared for throughout his stay. Michael and his family are our first choice for dog sitting, and we will absolutely be booking with them again whenever we need someone to care for our pup. We highly recommend them!

We always have a wonderful experience with Ashu & Saurabh. They are reliable, communicative, and genuinely caring. Our dog feels comfortable and well cared for, and we appreciate the regular updates and photos while we are away. The reassurance that our pet receives plenty of attention, affection, and exercise, is everything. We highly recommend their services to anyone looking for a trustworthy and compassionate dog sitter, as we would gladly book with them again.
Our dog Murphy had another great stay with Angelica and her family! She had a fun hike, did enrichment activities, and generally made herself at home. Murphy is always so happy to be there. Thank you Angelica! You make it so easy for us to travel and know that Murphy is taken care of and treated like family.

We left our dog, Gabi, for 10 days while we were traveling, and we were very happy with the care she received. Gabi came home happy and well cared for, and we appreciated the regular updates. We would definitely recommend them to anyone looking for a reliable and caring pet sitter!

Rashmi was super accommodating and made the whole experience stress free. Our flight kept getting delayed, so we couldn’t pick up our dog until after midnight. Despite the late hour, she was incredibly understanding and didn’t mind at all. Both the drop off and pick up process were easy and convenient. It’s clear that she genuinely cares about the pets she looks after. I highly recommend Rashmi and would definitely trust her with my dog again!

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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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