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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$10

$90

1 mi30 mi
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Best dog boarders in Winchester

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Promoted Caregiver
Karolina D avatar

1. Karolina D

Wag! Expert icon
Location icon

Saugus, MA, 01906

from$78per night

Five stars

5 (178)

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from$78per night

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Saugus, MA, 01906

Promoted Caregiver
Casey M avatar

2. Casey M

Wag! Expert icon
Location icon

Medford, MA, 02155

from$59per night

Five stars

5 (92)

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from$59per night

Location icon

Medford, MA, 02155

Promoted Caregiver
Darrow B avatar

3. Darrow B

Wag! Expert icon
Location icon

Boston, MA, 02114

from$79per night

Five stars

5 (25)

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from$79per night

Location icon

Boston, MA, 02114

Promoted Caregiver
Susan B avatar

4. Susan B

Wag! Expert icon
Location icon

Everett, MA, 02149

from$79per night

Five stars

5 (105)

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from$79per night

Location icon

Everett, MA, 02149

Promoted Caregiver
Adrienne M avatar

5. Adrienne M

Wag! Expert icon
Location icon

Newton, MA, 02458

from$50per night

Five stars

5 (54)

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from$50per night

Location icon

Newton, MA, 02458

Aubrey H avatar

6. Aubrey H

Wag! Expert icon
Location icon

Arlington, MA, 02474

from$91per night

Five stars

5 (32)

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from$91per night

Location icon

Arlington, MA, 02474

Katherine P avatar

7. Katherine P

Wag! Expert icon
Location icon

Winchester, MA, 01890

from$59per night

Five stars

5 (72)

Walk ·

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from$59per night

Location icon

Winchester, MA, 01890

Casey S avatar

8. Casey S

Wag! Expert icon
Location icon

Woburn, MA, 01801

Five stars

5 (1106)

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Woburn, MA, 01801

David R avatar

9. David R

Wag! Expert icon
Location icon

Cambridge, MA, 02140

from$73per night

Five stars

5 (218)

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from$73per night

Location icon

Cambridge, MA, 02140

Melissa D avatar

10. Melissa D

Wag! Expert icon
Location icon

Woburn, MA, 01801

from$75per night

Five stars

5 (16)

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from$75per night

Location icon

Woburn, MA, 01801

Kimm S avatar

11. Kimm S

Wag! Expert icon
Location icon

Woburn, MA, 01801

from$73per night

Five stars

5 (660)

Walk ·

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Sitting ·

Boarding

from$73per night

Location icon

Woburn, MA, 01801

Julia G avatar

12. Julia G

Wag! Expert icon
Location icon

Arlington, MA, 02474

Five stars

5 (64)

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Arlington, MA, 02474

Gareth B avatar

13. Gareth B

Wag! Expert icon
Location icon

Medford, MA, 02155

from$59per night

Five stars

5 (217)

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from$59per night

Location icon

Medford, MA, 02155

Melissa L avatar

14. Melissa L

Wag! Expert icon
Location icon

Arlington, MA, 02476

from$59per night

Five stars

5 (15)

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from$59per night

Location icon

Arlington, MA, 02476

Cayla B avatar

15. Cayla B

Wag! Expert icon
Location icon

Medford, MA, 02155

from$66per night

Five stars

5 (140)

Walk ·

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Sitting ·

Boarding

from$66per night

Location icon

Medford, MA, 02155

Mee Thlen M avatar

16. Mee Thlen M

Wag! Expert icon
Location icon

Medford, MA, 02155

from$73per night

Five stars

5 (0)

Walk ·

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Sitting ·

Boarding

from$73per night

Location icon

Medford, MA, 02155

Jillian B avatar

17. Jillian B

Wag! Expert icon
Location icon

Stoneham, MA, 02180

Five stars

4.9 (10)

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Location icon

Stoneham, MA, 02180

Sophia L avatar

18. Sophia L

Wag! Expert icon
Location icon

Cambridge, MA, 02138

from$66per night

Five stars

5 (55)

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Boarding

from$66per night

Location icon

Cambridge, MA, 02138

Mia S avatar

19. Mia S

Wag! Expert icon
Location icon

Medford, MA, 02155

Five stars

5 (27)

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Drop-In ·

Sitting ·

Boarding

Location icon

Medford, MA, 02155

Aaron C avatar

20. Aaron C

Wag! Expert icon
Location icon

Medford, MA, 02155

from$58per night

Five stars

5 (76)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$58per night

Location icon

Medford, MA, 02155

Mikayla C avatar

21. Mikayla C

Wag! Expert icon
Location icon

Burlington, MA, 01803

Five stars

5 (63)

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Drop-In ·

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Location icon

Burlington, MA, 01803

Sarah H avatar

22. Sarah H

Wag! Expert icon
Location icon

Boston, MA, 02116

Five stars

5 (7)

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Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02116

Nicole S avatar

23. Nicole S

Wag! Expert icon
Location icon

Somerville, MA, 02144

Five stars

5 (9)

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Drop-In ·

Sitting ·

Boarding

Location icon

Somerville, MA, 02144

Elizabeth P avatar

24. Elizabeth P

Wag! Expert icon
Location icon

Woburn, MA, 01801

Five stars

5 (73)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Woburn, MA, 01801

Olivia S avatar

25. Olivia S

Wag! Expert icon
Location icon

Medford, MA, 02155

from$73per night

Five stars

5 (72)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$73per night

Location icon

Medford, MA, 02155

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How to book pet caregivers near me

  • skip the kennel icon

    Skip the kennel

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

  • flexible transportation icon

    Flexible transportation

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

  • live updates icon

    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.

Holly S.-avatar

Holly,

Winchester

Victoria was great, would definitely recommend her!

Five starsFive starsFive starsFive starsFive stars
Michelle H.-avatar

Michelle,

Winchester

Yuzhou took such good care of Tilly!

Five starsFive starsFive starsFive starsFive stars
Connor B.-avatar

Connor,

Winchester

Thanks Michael!

Five starsFive starsFive starsFive starsFive stars
Emily G.-avatar

Emily,

Winchester

Elizabeth was very patient with my dog who can be very stubborn. Very grateful to have help during a holiday week! Will absolutely book with Elizabeth again.

Five starsFive starsFive starsFive starsFive stars
Lisa R.-avatar

Lisa,

Winchester

Miranda was great she came and took care of our pup in Thanksgiving in the rain! Thank you so much!

Five starsFive starsFive starsFive starsFive stars
Gaby  D.-avatar

Gaby,

Winchester

Went above and beyond!! Love clarissa would 10\10 recommend. Newton loved her too!

Five starsFive starsFive starsFive starsFive stars
Arissa O.-avatar

Arissa,

Winchester

Thank you so much for braving the rain!!

Five starsFive starsFive starsFive starsFive stars
Michele F.-avatar

Michele,

Winchester

Erin was a great walker and communicator! I m glad she enjoyed walking our dog and I m sure Nala was happy, too. I d recommend her!

Five starsFive starsFive starsFive starsFive stars
Viren P.-avatar

Viren,

Winchester

Thank you

Five starsFive starsFive starsFive starsFive stars
Ryan S.-avatar

Ryan,

Winchester

Clarissa was literally amazing with Rosie. She was recently discharged from the hospital and Clarissa took the time to be thorough with her updates and even give rosie extra love and rub her tummy and sit with her a litttle longer after their walk, Rosie was in great hands while I was at work

Five starsFive starsFive starsFive starsFive stars

Frequently asked questions

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