Dog walking in Windermere

Book on-demand and scheduled walks with local dog walkers - choose between a 20-minute, 30-minute, or 60-minute walk for your pup
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Best dog walkers in Windermere

Book on demand and scheduled walks with local dog walkers

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$10

$90

1 mi30 mi
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Best dog walkers in Windermere

Book on demand and scheduled walks with local dog walkers

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Carrie  E avatar

1. Carrie E

Wag! Expert icon
Location icon

Orlando, FL, 32836

from$16

Five stars

5 (186)

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Boarding

from$16

Location icon

Orlando, FL, 32836

Dawson R avatar

2. Dawson R

Wag! Expert icon
Location icon

Windermere, FL, 34786

from$16

Five stars

5 (30)

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Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Windermere, FL, 34786

Callie S avatar

3. Callie S

Wag! Expert icon
Location icon

Horizon West, FL, 34786

from$15

Five stars

5 (62)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Horizon West, FL, 34786

Nicholas G avatar

4. Nicholas G

Wag! Expert icon
Location icon

Lake Butler, FL, 34786

from$15

Five stars

5 (1)

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Drop-In ·

Sitting ·

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from$15

Location icon

Lake Butler, FL, 34786

James F avatar

5. James F

Wag! Expert icon
Location icon

Horizon West, FL, 34787

from$15

Five stars

5 (846)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Horizon West, FL, 34787

Sharann T avatar

6. Sharann T

Wag! Expert icon
Location icon

Orlando, FL, 32835

from$15

Five stars

5 (4)

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Sitting ·

Boarding

from$15

Location icon

Orlando, FL, 32835

Aja A avatar

7. Aja A

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$15

Five stars

5 (452)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Winter Garden, FL, 34787

Chris V avatar

8. Chris V

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$15

Five stars

5 (111)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Winter Garden, FL, 34787

Tasheana C avatar

9. Tasheana C

Wag! Expert icon
Location icon

Orlando, FL, 32835

from$16

Five stars

5 (82)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Orlando, FL, 32835

Sylvia S avatar

10. Sylvia S

Wag! Expert icon
Location icon

Orlando, FL, 32818

from$16

Five stars

5 (619)

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Sitting ·

Boarding

from$16

Location icon

Orlando, FL, 32818

Elizabeth T avatar

11. Elizabeth T

Wag! Expert icon
Location icon

Orlando, FL, 32835

from$16

Five stars

5 (46)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Orlando, FL, 32835

Kariela O avatar

12. Kariela O

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$16

Five stars

5 (166)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Winter Garden, FL, 34787

Desiree H avatar

13. Desiree H

Wag! Expert icon
Location icon

Horizon West, FL, 34787

from$16

Five stars

5 (1)

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Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Horizon West, FL, 34787

SHARYN H avatar

14. SHARYN H

Wag! Expert icon
Location icon

Orlando, FL, 32818

from$16

Five stars

4.9 (77)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Orlando, FL, 32818

Jonathan D avatar

15. Jonathan D

Wag! Expert icon
Location icon

Gotha, FL, 34734

from$18

Five stars

5 (113)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Location icon

Gotha, FL, 34734

Brianna D avatar

16. Brianna D

Wag! Expert icon
Location icon

Pine Hills, FL, 32808

from$15

Five stars

5 (15)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Pine Hills, FL, 32808

Alyssa C avatar

17. Alyssa C

Wag! Expert icon
Location icon

Pine Hills, FL, 32808

from$16

Five stars

5 (79)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Pine Hills, FL, 32808

Brandon A avatar

18. Brandon A

Wag! Expert icon
Location icon

Austin, TX, 78758

from$15

Five stars

5 (4337)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Austin, TX, 78758

Malinda M avatar

19. Malinda M

Wag! Expert icon
Location icon

Horizon West, FL, 34787

from$15

Five stars

5 (784)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Horizon West, FL, 34787

Kealii N avatar

20. Kealii N

Wag! Expert icon
Location icon

Orlando, FL, 32821

from$15

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Orlando, FL, 32821

Tarynn  S avatar

21. Tarynn S

Wag! Expert icon
Location icon

Winter Garden, FL, 34787

from$15

Five stars

5 (82)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Winter Garden, FL, 34787

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How to book dog walkers near me

  • get matched icon

    Get matched

    A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

  • follow along icon

    Follow along

    Receive live updates and photos. Track your pup's walk via GPS.

  • report card icon

    Get a report card

    Once your pet is home, view details on how the walk went, complete with a photo!

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

Unable to take your dog on a walk today? Dog Walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.

Albert S.-avatar

Albert,

Windermere

Carrie lives close by and always does a fantastic job taking care of baby. Thank you for the treats and showing our girl love.

Five starsFive starsFive starsFive starsFive stars
John H.-avatar

John,

Windermere

Great communication

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Allan W.-avatar

Allan,

Windermere

Chris was fantastic and personable!

Five starsFive starsFive starsFive starsFive stars
Frank M.-avatar

Frank,

Windermere

Reliable and clearly loves dogs. Highly recommend.

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie always takes fabulous care of my fur baby

Five starsFive starsFive starsFive starsFive stars
Jay L.-avatar

Jay,

Windermere

thank you so much!

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Windermere

He was great! So caring!

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie goes over the top with our dog Angel.

Five starsFive starsFive starsFive starsFive stars
Carissa C.-avatar

Carissa,

Windermere

We really appreciate your taking care of this for us. It was wonderful to see the videos of them. Thank you again.

Five starsFive starsFive starsFive starsFive stars
Jason T.-avatar

Jason,

Windermere

Thank you so much!!!! She looks so precious in that picture we miss her so much

Five starsFive starsFive starsFive starsFive stars

Why book a dog walker in Windermere?

With GPS tracking, in-app chat, and photos of your dog's walk, the Wag! app is the perfect way to book a dog walk for your pup. Windermere, FL dog walkers know your neighborhood and are experienced in keeping your dog safe while they sniff around the block. Whether your pup needs a quick 30-minute walk or a longer 1-hour adventure, dog walkers in Windermere, FL are ready help. Booking through the Wag! app is easy — simply set up your dog's profile and browse local Caregivers in minutes.

The best dog friendly neighborhoods in Windermere

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The Preserve at the Lakes of Windermere

Let your pup run around off leash at the Winderemere Trail Dog Park. The park is large and features a fence to help keep Fido secure, plus a waste station area in case you forget your bags. There isn't any shade offered at the park, so make sure to bring water along with you. If Fido isn't in the mood to socialize, take him over to the Lakeside Village Park. This park sits along Lake Spar and offers a great walking path and some grass for fetch. Make sure to bring water and clean-up bags with you.
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36

Independence

Head out to the Summerport Neighborhood Park for an amazing time out with your furry pal. The park offers a playground and trails that you and your pup can get a walk on together. If your dog is itching to get off leash, take him to the fenced in dog park that is inside of Summerport Park. The dog park offers shade, benches for owners, and grass for fetch, and is seperated into two areas so your dog can play with friends his own size. Make sure to bring water with you to the park, and don't forget your clean-up bags.
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24

Waterstone

The Deputy Scott Pine Community Park is a beautiful area to hang out at with your furry pal. The park is new and offers a football field, track, restrooms, and benches to sit on. This is the perfect spot to visit if you and your pup want a walk before heading home. If Fido needs a little retail therapy, head over to the Woof Gang Bakery Windermere. They offer treats for your pup with healthy flavors and human-grade ingredients. They also offer food and supplements for your pup with toys and apprea as well. Your pup will have a great time being treated well in this store.
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12

Lake Butler

The R.D. Keene Park is located on Lake Isleworth, and offers a boat ramp and public access to the lake. If your pup isn't a fan of the water, the park still has other great amenities, like a playground, sports fields, and a picnic area where you and your pup can sit down and enjoy a meal together. The park is open from 6:30 a.m. to 8 p.m., giving you and Fido ample amount of time to get a walk in. While visiting, your dog needs to stay on leash, and make sure to bring water and clean-up bags with you to the park.
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Downtown Windermere

Downtown Windermere is home to a few great parks to visit, including Johnson Park. The park sits along Lake Bessie and offers grass for fetch and benches for owners to relax on. If Fido doesn't like the water, check out Central Park which offers a playground, picnic area, pavilion, and a great jogging path that you and Fido can use for a nice walk together. The park is covered with trees giving the two of you plenty of shade. After a fun day out at the park, head into Black Rock Bar and Grill. This steakhouse offers fondue, steaks, and sandwiches that your pup will be dying to get a lick of, and the outdoor patio welcomes your pup to sit alongside you while you enjoy your meal.

Frequently asked questions

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