Dog Boarding In Wooster Square
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Wooster Square dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sadie had the best time with Stephanie who kept such good care of her and she didn’t want to leave ! Thank you Stephanie for all of your updates I had such a great trip knowing she was in the best hands!!!”
“Cassandra & Nolan took excellent care of my Rosie girl while I was on a day trip to NYC. Frequent walks, cuddles, playtime, and plenty of photo updates. She enjoyed taking part in their holiday celebration! I will definitely book them again next time I'm in CT.”
“My two little Morkies had a great time with Liza. They played with other dogs there and were pampered with lots of TLC. I think they wanted to stay and play when I came to pick them up. I got some cute photos from Liza, and I really appreciated that she enjoyed having them stay with her! I'm sure they will visit her again.”
“Bruce saved us when our regular dog sitter had a last minute change. We're so glad we met him. He took great care of our Remy and was so communicative and attentive. So glad we met him!”
“My dog Gertie loves spending time at Brianna’s! Gertie is always happy and well cared for when I pick her up & I get updates during the stay. Brianna is great - definitely recommend!”
“Zuleima ,was absolutely wonderful when she took in my pride n joy , micky She had the perfect profile that fit to Just what I needed so I know Anyone else would be just as happy because my lil Yorkee , Micky is older and can’t see well so she was very patient and sent me pics and mesgs how he was eating, sleeping , everything . I would recommend her most def even though I want her to myself ?I will be using her and her only from now on . 5 ⭐️⭐️⭐️⭐️⭐️”
“Jayme was absolutely wonderful! She was incredibly flexible with our schedule and always responded quickly to our messages. We felt so at ease knowing Finnegan was in such good hands. It was clear that she genuinely cared for him and that he had a great time with her dogs. We highly recommend Jayme to anyone looking for a reliable and loving dog sitter!”
“I am so grateful to have found this Karina and Teresa. They accommodated me last minute during the holidays and made the whole experience completely stress-free. They were very attentive, kept me updated with frequent photos and videos, and made sure my puppy felt safe and loved the entire time. I could tell he was well cared for and happy. I would absolutely recommend them to anyone looking for a trustworthy sitter, and I will definitely be booking with them again.”
“My dog’s first time staying with Mariana. She came back happy, clearly receiving enough care and stimulation. I was sent plenty of pictures and updates, and did not worry while my dog was in the care of a new sitter.”
“Bianka was wonderful with my dog Howie. She was responsive and provided frequent updates while he was in her care! I’d absolutely recommend Bianka to anyone in need of a dog sitter. :)”
“Smart, kind, and attentive. Claudia and Steven are wonderful people and our pup Luna enjoyed two great stays with them. They shared updates and photos on a regular basis which is so appreciated.”
“Mikayla and Justin took great care of Rigatoni— were easy to communicate with, provided check-ins, and genuinely cared about her well-being. So grateful!”
“Sai was fantastic with watching Max while we were away for the holiday weekend! There was a ton of updates with photos of how he was doing, and Sai was awesome at communicating based on my schedule while I was away. Would highly recommend!”
“Christopher was kind enough to take my pup on fairly short notice, which I so appreciate. He was friendly, a good communicator, and sent me updates/photos of my dog every day. I can tell Molly enjoyed her stay and I plan to bring her again on my next trip.”
“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!”
“I'm so overjoyed and relieved I found Gaileen and her family. I am new to using Rover. In the process of looking for a sitter, I ran into unreliable sitters and sitters who were not a match for my pet and I. From the meet and greet to after my dogs first overnight Gaileen and her family put me at ease. At the meet and greet, she was professional asking preferences for my dog's comfort. Once the stay occurred, she messaged me with updates and pictures throughout the day. By the second visit, my senior dog seemed comfortable and happy to be there. She is a responsible , caring and professional sitter. I'm truly happy to have found her.”
“Andrea was super nice and managed to accomodate our last-minute Christmas booking. She kept us updated with lots of photos and videos, and our dogs looked quite happy and relaxed. Her house has a fenced-in area that they loved to play in. Most impressive of all, though, was that Andrea let the dogs into her bedroom (they are used to sleeping next to us), on Christmas no less. Our dogs seemed in great shape when we picked them up after their 3 day stay. She seems to be a very caring and careful dog sitter. We would have no hesitation in our leaving our dogs with her again. Thanks!”
“I have used this family several times and Mickey has been so very well taken care of! Communication is key and Nadine provides daily updates and photos, which I look forward to! It’s obvious how much Mickey loves this family!”
“This is the second time our dog has stayed with Anthony. Our dog is very shy and has anxiety but he does really well with Anthony. He is extremely knowledgeable and a great choice to watch your pet.”
“Elizabeth was amazing! We truly could not have asked for a better boarding experience. Our dog Luna is pretty nervous around new people, but Elizabeth and her family created a safe, comfortable environment that allowed Luna to come out of her shell. The regular updates and photos we received throughout our trip were much appreciated. I would recommend Elizabeth to any dog owner in a heartbeat 🐾”
Over 173 pet parents in Wooster Square have booked dog boarding
Wooster Square dog parents share their Rover experiences
Katherine took wonderful care of our dog, Petunia, during her stay over a recent, long weekend. She sent frequent messages and photos as to Petunia's activities which gave us great confidence that Petunia was happy and comfortable staying with Katherine. We will definitely book a stay with Katherine in the future when Petunia needs boarding.
Davon was amazing. I outreached very impromptu and he was available for a meet and greet with Arya. ( which went well. We reviewed the basics of her care and he made sure to get a full understanding of what is needed to make Aryas stay as comfortable as possible) drop off was nice. He has spacious living accommodations. What stood out is his willingness to work with Arya being that she is a Bully. There are a many false conceptions about this breed. With his family background working with bully’s and pitbull, and his love for animals in general, I had no concerns that Arya was in good care. During her overnight visit, he provided checks up and sent pictures for reassurance. He also introduced Arya to family and friends ( which I love ) being that she is not around other dogs or people, helping her socialize. Picking Arya up was easy. All items returned and she was happy ! I previously boarded her , and when picking her up she was distant, had scratches and limped !!! All in all, 5 stars for Devon. I recommend and will use him again. 🐾💕
Liza and her partner is very experienced with dog and I can tell they love them use their heart! Pipi looks so happy the photos! I miss my boy a lot, Liza always respond to my messages and questions very quick and with photos and a lot of details. I will definitely reuse their service!
We highly recommend Stephanie! We were visiting from out of town for a wedding and left our two small dogs with her. From the moment we first spoke with her, we knew our dogs would be in good hands. She took great care of them and sent us pictures and kept us updated throughout their stay! It was clear from the pictures that both of our dogs felt right at home with her! She also did a great job of introducing our dogs to her own and the other dogs she was watching, and made sure they got along great! Would absolutely recommend her!
Sai did an amazing job with Kali! It was her first time away from home, and she was given all the love she needed and wanted to be comfortable. Sai sent pictures and updates throughout her stay, giving us the reassurance we needed. We look forward to booking with her again!
Mari was amazing with my girl Mabel. I boarded with her for a week and she was consistent with updates and keeping up with my dogs high energy levels. Her dog Duke was a great playmate for her and she took her to the dog park for daily playtime. Would absolutely recommend her services and rebook for my next trip away. She’s the best!
Bianka took great care of our dog Scooby, who presents with many challenges, including anxiety and blindness. She spent a lot of time with Scooby, such as by walking, petting, and playing with him. She even kept him company and played calming music for him when he woke up in the middle of the night. Bianka also sent frequent updates that included pictures. We are so grateful for Bianka!
5⭐️! Karina and Teresa were so kind and attentive to our two dachshunds, texting us photos frequently and keeping us updated on them throughout the day. Their dogs were very friendly and welcoming to our babies and they enjoyed their stay. Looking forward to another stay for our dogs! 🐶
Andrea was super nice and managed to accomodate our last-minute Christmas booking. She kept us updated with lots of photos and videos, and our dogs looked quite happy and relaxed. Her house has a fenced-in area that they loved to play in. Most impressive of all, though, was that Andrea let the dogs into her bedroom (they are used to sleeping next to us), on Christmas no less. Our dogs seemed in great shape when we picked them up after their 3 day stay. She seems to be a very caring and careful dog sitter. We would have no hesitation in our leaving our dogs with her again. Thanks!
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The median cost per night for dog boarding in Wooster Square is $55
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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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Sitters in Wooster Square average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Wooster Square on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 1,240 sitters provided dog boarding in Wooster Square. 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, 91% of Wooster Square dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wooster Square have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Wooster Square.
Rover makes it easy to find Wooster Square 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 1,240 dog boarding sitters in Wooster Square on Rover, so you’re sure to find the perfect match for your dog! In Wooster Square, 97% of sitters offer daily exercise, 96% offer medication administration, and 93% 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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