Dog walking in Windham

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Best dog walkers in Windham

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$90

1 mi30 mi
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Best dog walkers in Windham

Book on demand and scheduled walks with local dog walkers

Recommended
Nicolette H avatar

1. Nicolette H

Wag! Expert icon
Location icon

North Windham, ME, 04062

from$15

Five stars

4.6 (209)

Walk ·

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Sitting ·

Boarding

from$15

Location icon

North Windham, ME, 04062

Rose M avatar

2. Rose M

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$15

Five stars

5 (1441)

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from$15

Location icon

Westbrook, ME, 04092

Alexandria L avatar

3. Alexandria L

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$15

Five stars

5 (13)

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Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Westbrook, ME, 04092

Erin F avatar

4. Erin F

Wag! Expert icon
Location icon

Falmouth, ME, 04105

from$15

Five stars

5 (1)

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Sitting ·

Boarding

from$15

Location icon

Falmouth, ME, 04105

Viktor P avatar

5. Viktor P

Wag! Expert icon
Location icon

Portland, ME, 04102

from$16

Five stars

5 (94)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Portland, ME, 04102

Alexander B avatar

6. Alexander B

Wag! Expert icon
Location icon

Portland, ME, 04102

from$16

Five stars

5 (795)

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Sitting ·

Boarding

from$16

Location icon

Portland, ME, 04102

Taylor F avatar

7. Taylor F

Wag! Expert icon
Location icon

Portland, ME, 04101

from$16

Five stars

5 (85)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Portland, ME, 04101

James B avatar

8. James B

Wag! Expert icon
Location icon

Portland, ME, 04101

from$15

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Portland, ME, 04101

sage K avatar

9. sage K

Wag! Expert icon
Location icon

North Windham, ME, 04062

from$16

Five stars

4.9 (6)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

North Windham, ME, 04062

Jessica L avatar

10. Jessica L

Wag! Expert icon
Location icon

Standish, ME, 04084

from$18

Five stars

5 (1)

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Drop-In ·

Sitting ·

Boarding

from$18

Location icon

Standish, ME, 04084

Taylor K avatar

11. Taylor K

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$15

Five stars

4.8 (11)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Westbrook, ME, 04092

Caitlyn D avatar

12. Caitlyn D

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$15

Five stars

5 (5)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Westbrook, ME, 04092

Amber H avatar

13. Amber H

Wag! Expert icon
Location icon

Portland, ME, 04103

from$13

Five stars

5 (10)

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Drop-In ·

Sitting ·

Boarding

from$13

Location icon

Portland, ME, 04103

Kristen G avatar

14. Kristen G

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

5 (30)

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Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Portland, ME, 04103

Haley D avatar

15. Haley D

Wag! Expert icon
Location icon

Portland, ME, 04103

from$18

Five stars

4.8 (23)

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Drop-In ·

Sitting ·

Boarding

from$18

Location icon

Portland, ME, 04103

Bridget C avatar

16. Bridget C

Wag! Expert icon
Location icon

Portland, ME, 04103

from$16

Five stars

5 (126)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Portland, ME, 04103

Eliza S avatar

17. Eliza S

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

5 (15)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Portland, ME, 04103

Jacie L avatar

18. Jacie L

Wag! Expert icon
Location icon

Portland, ME, 04103

from$16

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Location icon

Portland, ME, 04103

Sarah W avatar

19. Sarah W

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

5 (14)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Portland, ME, 04103

Gail J avatar

20. Gail J

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

5 (10)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Location icon

Portland, ME, 04103

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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.

Sydney T.-avatar

Sydney,

Windham

Hi Alexandria! Thank you for getting Ruby out of the house today. I m glad to hear she got a little more comfortable on the second walk. I saw that you are available on next Friday as well, so hopefully she s even more comfortable then! Thanks again

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Heather L.-avatar

Heather,

Windham

Thank you so much Rose!

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Catherine E.-avatar

Catherine,

Windham

Thank you so much!

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Tara V.-avatar

Tara,

Windham

Thanks for another great walk and report card Rose!

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Rebecca B.-avatar

Rebecca,

Windham

Thank you so much Rose!

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Shawna H.-avatar

Shawna,

Windham

Thank you!!

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Shawna H.-avatar

Shawna,

Windham

Thank you for taking such good care of pally

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Shawna H.-avatar

Shawna,

Windham

Thank you, Nicolette!

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Shawna H.-avatar

Shawna,

Windham

Thank you rose!!

Five starsFive starsFive starsFive starsFive stars
Patrick K.-avatar

Patrick,

Windham

Thanks

Five starsFive starsFive starsFive starsFive stars

Why book a dog walker in Windham?

To book a walk for your dog in Windham, ME, choose between a 20-minute, 30-minute or 60-minute walk for your pup. Then, let the Wag! platform match you with a top-rated dog walker near you. Or, you can browse Caregiver profiles to find the best dog walker for you and your pup's preferences. You can even save the Caregivers your dog liked best so you can easily book them again! When you're away or unable to walk your dog, let a Windham, ME dog walker do it for you.

The best dog friendly neighborhoods in Windham

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Frye Island/ St Joseph's College of Maine

A short way from Windham Center in the town of Standish lies Sebago Lake, the deepest and second largest lake in Maine. This lake is so large, it is bordered by 6 communities including Windham, and it has a large island in the center that fills up with residents in the summer. It provides most of the drinking water for the city of Portland, but it is also the center of many outdoor activities loved by both human and pup. Sebago Lake State Park’s 1400 dog-friendly acres surround the lake and feature woodlands, sandy beaches, ponds, bogs and the Presumpscot River. Many marked trails crisscross the park, which is open year-round and offers opportunities for snowshoeing and cross-country skiing in the winter. Motorized, sail and paddle/oar boating on the lake, swimming, camping and fishing round out the list. Pooches are welcome on the beaches between October 1 and March 31, and in the rest of the park on leash year-round. Certain parts of the campground areas are designated for campers with leashed pets. One of southern Maine’s true gems, a visit to Sebago Lake and the Park is a must-do! 

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Cumberland

The town of Cumberland sits next to Windham and is home to the Town Forest Park, which includes the Town Forest Trail. This is a dog-friendly tract that loops mostly through forest with dirt, grass and crushed gravel trail surfaces. There is one large loop that will bring you near the Public Works and ball field, and another trail that traverses only the areas of forest, mostly flat but with the occasional tree root obstruction. No problem for Fido, but be careful with your own safety. You will also encounter some swampy areas, so you may want to wear boots. A rustic wooden bridge made from small tree limbs lashed together carries the hiker over a small brook, and there are open fields along the way, too. This is a great place to explore, watch for birds and wildlife and just breathe in the fresh woodsy air. Woofderful!

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Windham Center

Windham Center is the commercial and business area of Windham, full of stores, gas stations and restaurants. And because it incorporates most of Highland Lake, there are many waterfront cottages available for rent. If you’re looking for a scrumptious seafood meal, there’s no better place than Bob’s Seafood on Route 302/ Roosevelt Trail. Bob’s serves sandwiches, fish tacos, chowders, dinners and baskets, all made with fresh seafood and accompanied by delicious sides like his homemade cole slaw and fries. There are also burgers and chicken for the “turf” lovers! Enjoy!

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South Windham

The dog-friendly Mountain Division Trail meanders through the nearby towns of Standish and Gorham before arriving in South Windham. This easy trail travels along a 5.7-mile paved road in, as well as along the now unused railroad tracks of the old Maine Central Railroad. As it follows the Pleasant River, there are many spots where you and Fido can stop to explore the river and to fish. A trestle bridge provides views up- and downriver, with birds and wildlife in abundance. This neighborhood is also home to the 308-acre Roscoe and Elva Lowell Preserve, with its 5 named hiking trails and 10 cross-overs between loops. This is the largest trail system in Windham, and your furry bestie can join you as you explore the Preserve!

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North Windham

The North Windham neighborhood is home to the Claman Sanctuary, an undeveloped tract of land that is well-known for the High Bush Blueberries that grow there in the summer. This land is open to public use, but there is no designated parking area or trails, so you and your fur-pup need to be willing to park by the side of the road and blaze your own path, but the effort will be worth it if you love plentiful, free blueberries!  North Windham is also where you’ll find the pup-friendly Otter Brook Sanctuary, featuring a moderately difficult .8 mile out-and-back trail that passes through tree plantations, woods and wetlands. The two trailheads are both a short walk from River Road, and there is free parking. Woof!

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