Dog Boarding Wooster Square
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 176 pet parents in Wooster Square have booked dog boarding
Wooster Square, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Stephanie is such a thoughtful, attentive, and caring host to your pup. She clearly has years of dog sitting experience and goes above and beyond to get to know your doggos personality and how it blends into her schedule and home. Will certainly book again :)”


“Mikayla and Justin were incredible during Teddy’s stay! Their communication was excellent, and they kept me updated with tons of photos while I was away. They truly went above and beyond to make sure Teddy felt loved and comfortable. I’ll definitely be booking with them again!”

“Karina & Teresa were amazing sitters for my dog. They are kind, attentive, and clearly love what they do. They treated my dog very well and made sure he was comfortable . They also sent lots of photos and videos throughout the stay, which really gave me peace of mind! I would absolutely trust them again and highly recommend them to anyone looking for reliable and caring dog sitters.”

“After seeing Bri with her own dogs, I knew she would take great care of my little guy. We were grateful for the service and responsiveness she showed, would love to use her again!”

“We had such a wonderful experience! Bruce took amazing care of our dog overnight, and it truly gave us peace of mind while we were away. When we picked him up, he looked so happy, relaxed, and well cared for—it was clear he had a great time. We really appreciated the attention, care, and kindness shown throughout his stay. We will absolutely trust them again and highly recommend them to anyone looking for a reliable and loving dog sitter!”

“Cassandra did an amazing job caring for our 4 year old English bulldog for 8 days. Our bulldog is quite stubborn with several medical conditions and she administered all medications and went above and beyond so we can travel without him for the first time in 4 years. Cassandra sent us daily updates and was very quick to respond to us and helped put our minds at ease while away.”

“Bianka took great care of our blind dog Scooby! She sent frequent updates that included many pictures. Bianka was also super patient with Scooby and kept him company when he woke up barking in the middle of the night. We are so grateful for the care she provided Scooby!”

“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!”

“Sai took such a good care of our little Moxie while we were gone for the weekend! Not only did she took her in with such a short notice from our end, she also made sure to play with her, feed her as we instructed, and overall provide Moxie a welcoming environment while we were gone. Sai updated us very frequently about how Moxie was doing and for any other questions she wanted to ask us. She even provided such cute pictures of our girl! I definitely recommend and trust Sai to take care of your kitties when needed. She is very kind, responsible, and very understanding :). Thank you, Sai!!”
“Claudia and Steven are a lovely couple and they were amazing with our dog Ellie. They communicated with us multiple times daily with updates and photos. Thanks to them we were able to enjoy our vacation knowing that Ellie was well cared for. Will definitely have Claudia and Steven look after Ellie on our next vacation. You will not find better sitters for your pet!”

“Britanny took such wonderful care of our 6‑month‑old Labrador, Forest. She was patient, attentive, and clearly treated him like one of her own. We came home to a happy, relaxed pup — the best sign of all. Her communication throughout the stay gave us real peace of mind, and it was obvious Forest felt safe and loved with her. Thank you, Brittany, for your exceptional care. We’d happily book with you again.”

“Christopher was very accommodating and flexible. He went out of his way to pick up Cameo at a more ideal timing prior to my departure for my work trip. He sent daily updates and pictures of Cameo playing and answered any questions that I had. Cameo got lots of play time and came home happy and exhausted :)”

“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!”
“We have been looking for a “go-to” dog sitter since moving to the New Haven area this summer, and we’ve certainly found one in Noemi and David. We reached out on short notice, looking to board our dog for a long weekend, and they were nothing but accommodating. We were able to quickly schedule a meet and greet, visit their home, and socialize our dog with their family (and their dog, Milo). When we dropped him off there for boarding, we were as comfortable as we could be and had no hesitation in trusting Noemi and David to take care of him. We received great updates/videos over the weekend, and communication was consistently clear and prompt. Our dog seems to have settled right in and came home happily exhausted from plenty of play time this weekend. I can’t recommend Noemi and David enough. We won’t be looking to board our pup with anyone else as long as they’re available!”

“Catie and her husband were able to take care of my dog when travel plans changed last minute. I was very nervous with a new sitter but they took great care of Barkley. They sent videos and pictures thru out his stay and were very responsive when I reached out to check on how he was doing. I would recommend them and use again!”

“Luci & her husband did a great job taking care of our dog recently for a couple of days. They have a fenced backyard - super for our dog to safely run & play with her dogs. When I returned to pick her up, the hosts provided me with a sweet thank you/remember them before leaving - a wonderul bag with colorful graphics of dogs, as well as a poop bag clipped to our dog's leash. They were lovely.”

“Absolutely thrilled with the exceptional care provided by Elizabeth, Sitter for our beloved kiwi! From the moment we entrusted our kiwi to her capable hands, we were impressed by her professionalism and genuine love for animals. Elizabeth went above and beyond to ensure our kiwi was comfortable, well-fed, and entertained, providing regular updates and photos that put our minds at ease. Her attention to detail and personalized care made all the difference. We highly recommend Elizabeth as your doggy Sitter ; anyone seeking top-notch care for their pets. Five stars all the way! Thank you Elizabeth 💚💚💚💚”

The median cost per night for dog boarding in Wooster Square is $55
Dog parents share their Rover experiences - Wooster Square
Kiayla is an absolute joy to meet with a positive caring attitude towards the care and safety of our fur baby. She was attentive to his needs in this new experience and environment, as well as showing him who’s the boss to continue consistent care and expectations for a pleasant stay. I would definitely recommend her and book Ms. Kiayla again.

Ashley was very reliable, excellent care giver. She walked my dog every day. I was so lucky to have Ashley available to take care of Charlie my little dog. Charlie was so excited to see Ashley’s beautiful and friendly dog , I really loved petting her dog, he was so cute and so smart. I definitely rebook with Ashley whenever I am back in New Haven. Location was great too! Near Yale.
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.

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! 🐶

Book with peace of mind
- 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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