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

Recommended
Dog Walking

On-demand, scheduled, and recurring walks

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$10

$90

1 mi30 mi
Pet Experience
Training Experience
Health Wellness
Best dog walkers in Windermere

Book on demand and scheduled walks with local dog walkers

Recommended

1. Mallory C

Orlando, FL, 32819

from$15

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Orlando, FL, 32819

2. Carrie E

Orlando, FL, 32836

from$16

Five stars

5 (205)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Orlando, FL, 32836

3. Emily W

Lake Butler, FL, 34786

from$15

Five stars

5 (160)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Lake Butler, FL, 34786

4. Guadalupe G

Horizon West, FL, 34786

from$20

Five stars

5 (7)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$20

Horizon West, FL, 34786

5. Valeria G

Horizon West, FL, 34786

from$12

Five stars

5 (1)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$12

Horizon West, FL, 34786

6. Nicholas G

Lake Butler, FL, 34786

from$18

Five stars

4.9 (30)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Lake Butler, FL, 34786

7. Genevieve B

Horizon West, FL, 34786

from$16

Five stars

5 (80)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Horizon West, FL, 34786

8. Samantha S

Orlando, FL, 32836

from$15

Five stars

5 (4)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Orlando, FL, 32836

9. Aja A

Winter Garden, FL, 34787

from$15

Five stars

5 (462)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Winter Garden, FL, 34787

10. Chris V

Winter Garden, FL, 34787

from$15

Five stars

5 (133)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Winter Garden, FL, 34787

11. Francesca E

Winter Garden, , 34787

from$25

Five stars

5 (6)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$25

Winter Garden, , 34787

12. Adair M

Orlando, FL, 32819

from$20

Five stars

5 (167)

Walk ·

Drop-In ·

Sitting ·

Boarding ·

In-Home Training ·

Digital Training

from$20

Orlando, FL, 32819

13. Alexandra G

Horizon West, FL, 34787

from$16

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Horizon West, FL, 34787

14. Manda B

Horizon West, FL, 32836

from$14

Five stars

5 (29)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$14

Horizon West, FL, 32836

15. Ashly O

Orlando, FL, 32811

from$16

Five stars

5 (48)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Orlando, FL, 32811

16. Kariela O

Winter Garden, FL, 34787

from$16

Five stars

5 (169)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Winter Garden, FL, 34787

17. Desiree H

Horizon West, FL, 34787

from$16

Five stars

5 (2)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Horizon West, FL, 34787

18. Jonathan D

Gotha, FL, 34734

from$18

Five stars

5 (118)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Gotha, FL, 34734

19. Vanessa G

Paradise Heights, FL, 32703

from$15

Five stars

5 (49)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Paradise Heights, FL, 32703

20. Teony S

Orlando, FL, 32808

from$15

Five stars

5 (105)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Orlando, FL, 32808

21. Malinda M

Horizon West, FL, 34787

from$15

Five stars

5 (797)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Horizon West, FL, 34787

22. James H

Orlando, FL, 32821

from$15

Five stars

4.8 (27)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Orlando, FL, 32821

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How to book dog walkers near me
  • Get matched

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

  • Follow along

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

  • 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.

Paxton B.-avatar

Paxton,

Windermere

Oh my goodness thank you so much for the fabulous update and good communication!!

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie always does exactly as requested for our Angel

Five starsFive starsFive starsFive starsFive stars
Lauren F.-avatar

Lauren,

Windermere

Excellent care for our Australian shepherd!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Samantha is so kind and wonderful, I can t say enough great things about her. My pup always looks forward to seeing her, and her communication is so very appreciated!

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Windermere

She s great with my pup!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Nick is absolutely fantastic! He s incredibly communicative, kind, and great with my little pup. I m so appreciative of his help and his update messages always make my day!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Nick is absolutely wonderful and incredibly accommodating. Delilah loves him and it s great to have peace of mind during the day that she has a sincerely happy person greeting her for her walk. :)

Five starsFive starsFive starsFive starsFive stars
Gaby R.-avatar

Gaby,

Windermere

Nicholas was fantastic!!! He made sure everything was flawless and my fur babies were so happy to meet him Koby wanted to play with his favorite toy! The ultimate approval! And Trixie wanted belly rubs! They were cloud nine! 100000/10 recommend!!! I was stress free and updated throughout the walk.

Five starsFive starsFive starsFive starsFive stars
Leomie D.-avatar

Leomie,

Windermere

Nicholas is great. His reports are always detailed and he is an excellent communicator. And he is always there when I m in a pinch at work. Thank you for always treating my Shiloh as if she were your own.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Omg too cute!! Thank you again for going above and beyond and being such a good pal to the girls. I love seeing them be themselves and be so comfortable with you.

Five starsFive starsFive starsFive starsFive stars
Paxton B.-avatar

Paxton,

Windermere

Oh my goodness thank you so much for the fabulous update and good communication!!

Five starsFive starsFive starsFive starsFive stars
Albert S.-avatar

Albert,

Windermere

Carrie always does exactly as requested for our Angel

Five starsFive starsFive starsFive starsFive stars
Lauren F.-avatar

Lauren,

Windermere

Excellent care for our Australian shepherd!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Samantha is so kind and wonderful, I can t say enough great things about her. My pup always looks forward to seeing her, and her communication is so very appreciated!

Five starsFive starsFive starsFive starsFive stars
Elizabeth E.-avatar

Elizabeth,

Windermere

She s great with my pup!

Five starsFive starsFive starsFive starsFive stars
Brittany D.-avatar

Brittany,

Windermere

Nick is absolutely fantastic! He s incredibly communicative, kind, and great with my little pup. I m so appreciative of his help and his update messages always make my day!

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
48

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.
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.
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.
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.
0

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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