Dog Boarding in Winchester

Browse Pet Caregiver profiles below to find the best dog boarder for your pet’s needs. Find nearby dog boarders who are experienced with your dog’s breed, age or size. Then choose from the available Caregivers to submit a request for your preferred date and time.
Best dog boarders in Winchester

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Recommended
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$10

$90

1 mi30 mi
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Best dog boarders in Winchester

Book trusted sitters and boarders

Recommended

1. Christy L

Lexington, MA, 02421

Five stars

5 (148)

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Boarding

Lexington, MA, 02421

2. Sana K

Boston, MA, 02118

from$100per night

Five stars

5 (48)

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from$100per night

Boston, MA, 02118

3. Nicole P

Melrose, MA, 02176

Five stars

4.9 (42)

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Melrose, MA, 02176

4. Kayla D

Brookline, MA, 02446

from$66per night

Five stars

5 (16)

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from$66per night

Brookline, MA, 02446

5. Lauren M

Somerville, MA, 02143

from$79per night

Five stars

5 (12)

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from$79per night

Somerville, MA, 02143

6. Casey M

Medford, MA, 02155

Five stars

5 (438)

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Medford, MA, 02155

7. Casey S

Woburn, MA, 01801

Five stars

5 (1141)

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Woburn, MA, 01801

8. Abigail S

Medford, MA, 02155

Five stars

5 (127)

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Medford, MA, 02155

9. Melissa D

Woburn, MA, 01801

from$75per night

Five stars

5 (17)

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from$75per night

Woburn, MA, 01801

10. Stephanie L

Arlington, MA, 02476

from$59per night

Five stars

5 (193)

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Boarding

from$59per night

Arlington, MA, 02476

11. Gareth B

Medford, MA, 02155

from$66per night

Five stars

5 (230)

Walk ·

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Sitting ·

Boarding

from$66per night

Medford, MA, 02155

12. Stephanie S

Medford, MA, 02155

from$66per night

Five stars

5 (116)

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Sitting ·

Boarding

from$66per night

Medford, MA, 02155

13. Sarah P

Medford, MA, 02155

Five stars

5 (47)

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Sitting ·

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Medford, MA, 02155

14. Caroline W

Medford, MA, 02155

Five stars

5 (189)

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Medford, MA, 02155

15. Mia S

Medford, MA, 02155

Five stars

5 (51)

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Sitting ·

Boarding

Medford, MA, 02155

16. Kaeli H

Somerville, MA, 02144

Five stars

5 (100)

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Sitting ·

Boarding

Somerville, MA, 02144

17. Katharine S

Medford, MA, 02155

from$59per night

Five stars

5 (24)

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Drop-In ·

Sitting ·

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from$59per night

Medford, MA, 02155

18. Kamal H

Somerville, MA, 02144

Five stars

5 (42)

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Sitting ·

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Somerville, MA, 02144

19. Elizabeth K

Medford, MA, 02144

from$59per night

Five stars

4.9 (9)

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Sitting ·

Boarding

from$59per night

Medford, MA, 02144

20. Elizabeth P

Woburn, MA, 01801

Five stars

5 (80)

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Sitting ·

Boarding

Woburn, MA, 01801

21. Edward L

Lexington, MA, 02420

Five stars

5 (202)

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Lexington, MA, 02420

22. Allison M

Medford, MA, 02155

Five stars

5 (190)

Walk ·

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Sitting ·

Boarding

Medford, MA, 02155

23. Sean G

Somerville, MA, 02144

Five stars

4.9 (164)

Walk ·

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Sitting ·

Boarding

Somerville, MA, 02144

24. Yuzhou D

Stoneham, MA, 02180

Five stars

5 (104)

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Sitting ·

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Stoneham, MA, 02180

25. Carson B

Medford, MA, 02155

Five stars

5 (81)

Walk ·

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Boarding

Medford, MA, 02155

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How to book pet caregivers near me
  • Skip the kennel

    Sittings take place at your home and boardings take place at your pet caregiver's home.

  • Flexible transportation

    All pet caregivers offer pick-up and drop-off for boarding services.

  • Live updates

    Your pet caregiver will send photos and videos throughout the service in addition to a thorough report card.

Why find pet care through Wag!?

Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

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.

Hafiza Y.-avatar

Hafiza,

Winchester

Hahah! Thanks for the laugh !!!!

Five starsFive starsFive starsFive starsFive stars
Ryan S.-avatar

Ryan,

Winchester

Thank you for an amazing walk and update on Rosie!!

Five starsFive starsFive starsFive starsFive stars
Lauren A.-avatar

Lauren,

Winchester

Thank you!! She is lazy but loves the sun lol

Five starsFive starsFive starsFive starsFive stars
Ryan S.-avatar

Ryan,

Winchester

thank you for taking care of Rosie!! We appreciate it so much!

Five starsFive starsFive starsFive starsFive stars
Holly K.-avatar

Holly,

Winchester

Thank you!!!

Five starsFive starsFive starsFive starsFive stars
marisa C.-avatar

marisa,

Winchester

Thank you so much for being so patient with the pups. We all really appreciate it!

Five starsFive starsFive starsFive starsFive stars
Gabrielle V.-avatar

Gabrielle,

Winchester

Cameron is the best. She always brings juno to the park and I get videos which are so fun. She keeps an extra caring eye on my dog and her report cards are great!

Five starsFive starsFive starsFive starsFive stars
E L.-avatar

E,

Winchester

Thank you for taking such good care of my mush

Five starsFive starsFive starsFive starsFive stars
Gabrielle V.-avatar

Gabrielle,

Winchester

Thank you! Great route today! Fun to change it up for Juno!

Five starsFive starsFive starsFive starsFive stars
Kate S.-avatar

Kate,

Winchester

Thanks so much for taking him in the rain!!

Five starsFive starsFive starsFive starsFive stars
Hafiza Y.-avatar

Hafiza,

Winchester

Hahah! Thanks for the laugh !!!!

Five starsFive starsFive starsFive starsFive stars
Ryan S.-avatar

Ryan,

Winchester

Thank you for an amazing walk and update on Rosie!!

Five starsFive starsFive starsFive starsFive stars
Lauren A.-avatar

Lauren,

Winchester

Thank you!! She is lazy but loves the sun lol

Five starsFive starsFive starsFive starsFive stars
Ryan S.-avatar

Ryan,

Winchester

thank you for taking care of Rosie!! We appreciate it so much!

Five starsFive starsFive starsFive starsFive stars
Holly K.-avatar

Holly,

Winchester

Thank you!!!

Five starsFive starsFive starsFive starsFive stars
marisa C.-avatar

marisa,

Winchester

Thank you so much for being so patient with the pups. We all really appreciate it!

Five starsFive starsFive starsFive starsFive stars
Frequently asked questions
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Do pet sitters stay overnight?
How to book a dog boarding or pet sitting in Winchester, MA?

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