Dog Boarding Wooster Square

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

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.

1 / 1
Sitter Profile Image: Stephanie P.
Verified Background Check
Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
179 reviews
47 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

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 :)

Profile image
Lee M.
Sitter Profile Image: Liza L.
Verified Background Check
Liza L.
from
$55
per night
4.8 out of 5 stars
50 reviews
23 repeat clients
10 years of experience
New Haven, CT, 06513

My experience with Liza was great! She was very communicative with scheduling and it seemed like Winston had a great time. I would definitely trust her to watch him again.

Profile image
Mairead W.
Sitter Profile Image: Mikayla & Justin W.
Verified Enhanced Background Check
Mikayla & Justin W.
from
$50
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
13 years of experience
Wooster Square, New Haven, CT, 06511

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!

Profile image
Aaron W.
Sitter Profile Image: Mariana A.
Verified Enhanced Background Check
Mariana A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
143 reviews
40 repeat clients
15 years of experience
Hamden, CT, 06514

Absolutely Amazing… came home to a new and improved dog!!! Communication was wonderful received pictures and videos daily would most definitely use her again!!!!

Profile image
Marsha D.
Sitter Profile Image: Karina & Teresa B.
Verified Enhanced Background Check
Karina & Teresa B.
from
$55
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
East Shore, New Haven, CT, 06512

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.

Profile image
Sherry L.
Sitter Profile Image: Brianna V D.
Verified Enhanced Background Check
Brianna V D.
Star Sitter
from
$55
per night
4.9 out of 5 stars
268 reviews
96 repeat clients
15 years of experience
Hill, New Haven, CT, 06519

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!

Profile image
Maura M.
Sitter Profile Image: Bruce B.
Verified Enhanced Background Check
Bruce B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
491 reviews
204 repeat clients
50 years of experience
Woodbridge, CT, 06525

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!

Profile image
S. L.
Sitter Profile Image: Cassandra F.
Verified Enhanced Background Check
Cassandra F.
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Hamden, CT, 06518

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.

Profile image
Jamie B.
Sitter Profile Image: Bianka C.
Verified Enhanced Background Check
Bianka C.
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
11 years of experience
West haven, CT, 06516

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!

Profile image
Jennifer C.
Sitter Profile Image: Jayme B.
Verified Enhanced Background Check
Jayme B.
from
$65
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
West Haven, CT, 06516

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!

Profile image
Jake M.
Sitter Profile Image: Sai D.
Verified Enhanced Background Check
Sai D.
from
$40
per night
5.0 out of 5 stars
50 reviews
8 repeat clients
4 years of experience
Mill River, New Haven, CT, 06511

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!!

Profile image
Ashley C.
Sitter Profile Image: Steven & Claudia L.
Verified Enhanced Background Check
Steven & Claudia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
20 years of experience
West Rock, New Haven, CT, 06515

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!

Profile image
Jose M.
Sitter Profile Image: Britanny B.
Verified Enhanced Background Check
Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
22 repeat clients
20 years of experience
Madison, CT, 06443

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.

Profile image
David B.
Sitter Profile Image: Victoria B.
Verified Background Check
Victoria B.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Hamden, CT, 06514

Gretchen had a blast with Doug (Victoria’s dog). They’re new best friends. Very communicative and caring. Highly recommend and will use again.

Profile image
Rob K.
Sitter Profile Image: Christopher S.
Verified Enhanced Background Check
Christopher S.
from
$31
per night
5.0 out of 5 stars
6 reviews
20 years of experience
Hamden, CT, 06517

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 :)

Profile image
Janelle H.
Sitter Profile Image: Andrea R.
Verified Enhanced Background Check
Andrea R.
Star Sitter
from
$80
per night
4.9 out of 5 stars
61 reviews
30 repeat clients
6 years of experience
Newhallville, New Haven, CT, 06511

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!

Profile image
Paolo C.
Sitter Profile Image: Noemi & David B.
Verified Enhanced Background Check
Noemi & David B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
44 reviews
11 repeat clients
32 years of experience
Woodbridge, CT, 06525

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!

Profile image
Tyler M.
Sitter Profile Image: Catie P.
Verified Enhanced Background Check
Catie P.
from
$46
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
30 years of experience
Amity, New Haven, CT, 06515

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!

Profile image
Shelley M.
Sitter Profile Image: Luci C.
Verified Enhanced Background Check
Luci C.
Star Sitter
from
$46
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
3 years of experience
hamden, CT, 06518

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.

Profile image
Marilyn F.
Sitter Profile Image: Elizabeth N.
Verified Enhanced Background Check
Elizabeth N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
184 reviews
53 repeat clients
15 years of experience
Seymour, CT, 06483

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 💚💚💚💚

Profile image
Sandra F.
1 / 1
View more sitters

The median cost per night for dog boarding in Wooster Square is $55

Dog parents share their Rover experiences - Wooster Square

1 / 1
5.0 out of 5 stars

Christopher was very easy to deal with and responsive. He made it easy to do a meet and greet. Our dog had a great time with his. He sent photos regularly while we were away and kept us updated on our dogs well-being. Definitely would book with him again!

Profile image
Rob U.
Boarding
5.0 out of 5 stars

Brianna was fantastic. Our little Milo had a wonderful time! Brianna was very caring and attentive. She went out of her way to work with us in picking up Milo and sending periodic updates. We loved working with her!

Profile image
Brianna G.
Boarding
5.0 out of 5 stars

Liza was great! We had a last minute situation that had us traveling overnight and Liza took good care or our elder dog while we were away. We really appreciated the flexibility and care. Will use again.

Profile image
Leslie M.
Boarding
5.0 out of 5 stars

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.

Profile image
Candice L.
Boarding
5.0 out of 5 stars

Davin was flexible, friendly, and I could tell the dogs had so much fun. Will definitely be returning.

Profile image
kyle d.
Boarding
5.0 out of 5 stars

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.

Profile image
Mina N.
Boarding
5.0 out of 5 stars

We have never left our girl with anyone besides family. It was such a relief to know that our pup was in great hands and having a great time while we were away! Will certainly book again.

Profile image
Amy R.
Boarding
5.0 out of 5 stars

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 :)

Profile image
Lee M.
Boarding
5.0 out of 5 stars

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.

Profile image
Tom S.
Boarding
5.0 out of 5 stars

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!

Profile image
Cheyenne L.
Boarding
5.0 out of 5 stars

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!

Profile image
Halie D.
Boarding
5.0 out of 5 stars

AMAZING! He was attentive and dedicated. He cared for my pup like he was his own. My pup loved him and he will definitely be seeing us again!

Profile image
LaWanda W.
Boarding
5.0 out of 5 stars

Steven and Claudia were very professional and took care of my dog as if he were their own. Not only this, but they accepted my last-minute booking which made everything immensely easier for me. Would highly recommend.

Profile image
Joseph Q.
Boarding
5.0 out of 5 stars

Mikayla and Justin are just the best -- so kind, quickly responsive and very warm and loving caregivers. Is it awkward that my dog Gracie doesn't seem to want to come home with me after staying with them? A little - but it's worth it :) !

Profile image
Paul F.
Boarding
5.0 out of 5 stars

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!

Profile image
Jennifer C.
Boarding
5.0 out of 5 stars

Was so great at keeping me updated with pictures and sending messages proactively while we were out of the country. Our dog looked so happy and got all her steps in!

Profile image
Eleanor V.
Boarding
5.0 out of 5 stars

Santiago is an amazing person, and he takes great care of our dog, Chunky Monkey. It's one of the first times that she is not stressed when we pick her up. She might even prefer to hang out with him! :)

Profile image
David H.
Boarding
5.0 out of 5 stars

Absolutely outstanding service. Communication was clear and consistent, and the level of care provided was top-notch. My dog was comfortable, well-exercised, and cared for with so much attention. I will definitely be booking again!

Profile image
Cecilia N.
Boarding
5.0 out of 5 stars

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! 🐶

Profile image
Irene G.
Boarding
5.0 out of 5 stars

Nathan was able to take Harley in with very short notice. Very trustworthy and communicative gentleman.

Profile image
Moises L.
Boarding
1 / 1
Find pet care near you

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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Wooster Square average 12
repeat dog boarding clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge