wag-logo
HomeDog Boarding

Winchester, MA

Dog Boarding in Winchester

Secure your pet's staycation with an experienced boarder. We'll quickly connect you with Caregivers specialized for your pet's needs.

Hero Image
How Wag! works app

How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

Pick a service

Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.

Choose your Caregiver

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

Follow along in the app

Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.

Rate and review

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

Wag! Guarantee - Pet caregiver with dog

Wag! Guarantee

Peace of mind with every
booking.

Trustworthy care

All Pet Caregivers are screened and background checked. All reviews are from verified Pet Parents.

Protected bookings

Every booking on Wag! is backed by up to $25,000 of coverage for your pet and your home.Learn more

Reliable communication

Photo and video updates, and in-app messaging to keep you connected during every service.

Assistance anytime

In-app and live support from Wag!’s Trust & Safety team, available when you need it.

Customer reviews

Going on vacation? Dog boarders through Wag! are available to care for your pup whenever you’re not. Every dog boarder has passed an enhanced background check. Get updates and photos through the app from the pet boarder while you are away.

review

Jonathan took good care of my dog, Palmer, while I was away. Communication was clear, and everything went smoothly. I would choose him again to host Palmer the next time I m away.

Tamer K.

review

Adrienne was amazing - took wonderful care of our dog Cookie. She was very communicative and super flexible. Cookie looks forward to seeing her again soon (as do we!)

Courtney Q.

review

Our dog had a great time with Sofia! We would happily book with her again.

Sarah G.

review

Jonathan is the absolute best. Ziggy has had the pleasure boarding with him several times and I am always so confident leaving her in his hands. He goes the extra mile, keeping in touch frequently and making sure she's comfy and chill. He even offered to care for my kitty while away, though I already had her taken care of. Thanks for the great work Jonathan!

Amanda T.

review

Kimm stepped up and helped me so much on a difficult day! She came over to pick Tilly up and dropped her off for me. She sent me pictures throughout the day of Tilly and all the things they did together. She obviously treats everypuppy like family!

Barbara B.

review

Jonathan was great, first time using wag and so glad I was able to find Jonathan to board Jax , he even offered to do a meet and greet with Jax and I , which definitely eased my mind on who my dog Jax would be staying with. Also loved the fact that he was able to pick up and drop off my dog. Jax was boarded for nine days . If you re looking for someone that would love your dog as you do and have that ease of mind that your animal would be in great care, definitely go with Jonathan! Will definitely be reaching out to him for any of my future boarding needs.

Luis S.

review

Marta was incredible. Highly recommend her for your pup.

mustafa U.

review

Maria was so caring and accommodating with our travels. She was extremely communicative and flexible with pickup and drop off. She watched beacon with so much care and love - allowing him to snuggle on the couch or in bed with her and taking him on frequent walks. She is so lovely and leaves your pay in the best hands! We'd highly highly recommend Maria!

Jenna P.

review

Could not have been more pleased with Sofia was able to relax and enjoy my trip knowing Marley was well taken care of

Mark H.

review

Arayana was amazing! She was so patient and sweet with Spencer and made him feel at home even with his separation anxiety. She was super communicative, kind, and went above and beyond to give Spencer a great home away from home.

Marley E.

Frequently asked questions

Didn't find the answer? Visit our FAQ page

Wag Trusted Service