Dog walking in Windermere

Book on demand and scheduled walks with local dog walkers

How it works

illustration

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

illustration

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

illustration

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 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.

Book walkers near you

Nina AWindermere, FL 34786

5.0

(545)

Book now

I've always been a pet owner; I have an 12 year old chihuahua, a 15 year old miniture pincher and a recently-rescued (10 year old) Great Pyrenees/ Nikita mix. I am also the proud owner of a green-cheek conure and a terrarium full of hermit crabs! I am a medical professional, taking leave from the industry as I refocus my career goals. As a Registered Respiratory Therapist, I was committed to patient care and can offer that same level of commitment and professional dedication to your pets during those times you may not otherwise be available yourself. With that, I want to offer that I absolutely love animals...and will extend the same level of care to your pets that I offer my own to yours...along with the attention to detail needed to accommodate any and all of the individual needs you and/or your little (or big) loved ones may have during our time together.

Background Checked

High Demand

Top Pet Caregiver

Sam MWindermere, FL 34786

4.9

(1040)

Book now

Hey Wag! World:) My name is Sam, I'm 27 years old, and am a born and raised Orlando native! Animals are my absolute passion and my background confirms it ! My dad's a veterinarian so I've grown up in a "pet" family and spent years working in his clinic as a kennel assistant. Within the past year, I started working for another petsitting company, and I absolutely love it ! I'm ready to meet your furry one and bring an enjoyable, fun-filled experience to him or her ! Let's get wagging shall we ?

Background Checked

High Demand

Amanda MWindermere, FL 34786

4.9

(972)

Book now

“Walk, poo, squirrel!, repeat.”

Hello! I’m Amanda, and nothing makes my world go round like animals. Especially dogs, all my life I’ve been around dogs and dogs love being around me! If your pup is big or small, long haired or short, sweet or yappy, speaking dog is just a super power I’m proud of. Looking forward to meeting your pup!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience

Megan LWindermere, FL 34786

4.9

(881)

Book now

“~MY DOG'S CALL ME MOMMY ~”

My dog's call me Mommy! But,my name is Megan!!! I'm a Corgi and Lab Mom. I pour my heart and soul into the care of my furry friends. I am a very responsible, loving & active dog walker! I can't wait to walk and explore!!! Also, I will share all the fun we have when we are out!!! I am comfortable with all breeds and cannot wait to meet your furbaby! It's going to be a FUN walking time!!! Thank you!!!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Agility training, Behavioral training, Socialization training, Potty training, Therapy training, Service training, Puppy training

Kagelik EWindermere, FL 34786

4.9

(812)

Book now

Hi, I'm Kaji. I grew up in Chicago with Black Labradors. I've been dog walking and sitting with my friends and family since I was 9 and I love it now just as much as when I began. I have experience with dogs of all sizes and all ages. I love meeting new dogs and making sure they get the proper exercise they need. I will treat your dog with love and respect and make sure your Wag experience is one to brag about.

Background Checked

High Demand

Brianna RWindermere, FL 34786

4.9

(794)

Book now

Hi I’m Brianna! I grew up in North Carolina and I’m currently raising a little shih-tzu boy. I’ve been working with for a few years now. Whether it’s dog sitting for my friends and family, or working as a kennel technician for doggie daycare facility’s. I have experience working with all dog breeds and different type of size and temperament. I love meeting new dogs and caring for them like they are my own. I can’t wait to meet you and your best friend!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration

Ashly CWindermere, FL 34786

4.9

(758)

Book now

Experience: I have fostered Dogs/puppies and cats/kittens for Orange County Animal Services and have also volunteered in helping with dog adoptions for the past couple years now. Also i am a certified veterinary assistant and have interned at Pet Alliance of Greater Orlando. I have three dogs of my own that i have cared for, for 11 years now. I have a passion for all animals and I love to meet new dogs. Every breed is beautiful in their own way. I am currently working at a pet boarding facility so I am trained to take care of other people's pets and have a lot of knowledge and experience dealing with all kinds of animals. I the only time I am not available is when I am working which are typically 7 hour shifts and only part time.

Background Checked

High Demand

Liliana GWindermere, FL 34786

4.9

(736)

Book now

“It’s just the most amazing thing to love a dog”

Hi everyone my name is Lilliana And I am here to provide you and your pup with the most amazing experience. I truly have a love for animals and for what i Do, I provide every dog with a unique experience that last for a lifetime. I provide videos pictures in continuous updates to let you know how Your pup's experience is going, I completely understand how nerving can be to trust him with something you love so much but I promise you you will not regret booking me. Hope to hear from you soon.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Socialization training, Potty training, Therapy training, Service training, Puppy training

Danielle SWindermere, FL 34786

4.9

(703)

Book now

Now that I have 200+ walks under my belt with wag! I figured it was about time to update this :) I’m Danielle and I was born and raised right here in Orlando Florida , so I’m very aware, comfortable and familiar with a lot of Orlando neighborhoods. I’ve been surrounded by dogs my whole life and I started to dog sit for my neighbors and family members when I was about 13, fast forward 15 years and I still always seemed to be doing the doggie favors so I decided to make it my job! And so far it’s been amazing and I’ve met some of the best (sometimes not the best but that’s ok;)) dogs ever ! I’m very confident in my abilities to handle your precious pup and have been “tested” a time or two on my strength and response time with aggressive dogs and stopping them from starting fights with other dogs. I’ll always give your dog all my attention for that time period I’m with them and won’t leave without giving them a treat and some fresh water :) If your dog has any allergies or you prefer I don’t give them a treat , no problem !! Just let me know and I will gladly abide by your dogs diet. I look forward to meeting your dog and taking them out for exercise and some freedom !

Background Checked

High Demand

Zachary WWindermere, FL 34786

4.8

(705)

Book now

Hello! My name is Zach and I am your dogs soon to be NEW FRIEND! I have a lot of dog sitting experience and have owned a poodle and two boxers so I am comfortable with any size or breed. I often did overnight sitting, long walks, and I give your furry friend the most enthusiastic genuine attention you can ask for! Which is easy considering I LOVE what I do. I am ready for any situation and not afraid of messes. I'm not just your dog's new friend, I am your new reliable peace of mind. Thanks!

Background Checked

High Demand

See more about dog walking in Windermere

Dog Walking in Windermere

Windermere is a small community that sits in Orange County, Florida and is surrounded by lakes.  This is a great area to visit if you are trying to escape the craziness of Orlando, which is only twelve miles out of town. With four veterinarians right in town, your dog will be happy and healthy in Windermere.

Take your pup out to Gotha Park for a fun day together. This 1.5-acre park has great amenities for you and your pup, including a pavilion, volleyball courts, tennis courts, a playground, and some grass for fetch. Take a walk along the paved walking trail that is in the park before heading home for the day.

Enjoy a delicious meal with your pup at BurgerFi. They offer amazing burgers, plus hot dogs and fries that can be seasoned with a number of different seasonings. Their menu also includes craft beers and wine to go along with your meal. Their huge outdoor patio is the perfect place to sit with your pup and enjoy your meal together.

If you and Fido would rather cook your own food, check out the Windermere Farmers Market. Your leashed dog is welcome to join you as your browse the stands at the market that sell a variety of crafts, produce, and baked goods.

With all the great activities in Windermere that you and Fido can do together, you will love every minute of being there.

Best Dog Neighborhoods in Windermere

The Preserve at the Lakes of Windermere

48
Dog Parks
1 park

Population Density
1,185 per sq. mi.

The Preserve at the Lakes of Windermere

48

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.

Independence

36
Dog Parks
1 park

Population Density
1,709 per sq. mi.

Independence

36

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.

Waterstone

24
Population Density
1,058 per sq. mi.

Waterstone

24

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.

Lake Butler

12
Population Density
2,738 per sq. mi.

Lake Butler

12

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.

Downtown Windermere

0
Population Density
2,149 per sq. mi.

Downtown Windermere

0

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.