Best dog walkers in Windham

Book on demand and scheduled walks with local dog walkers

Recommended
Dog Walking

On-demand, scheduled, and recurring walks

Type to search cities...

$10

$90

1 mi30 mi
Pet Experience
Training Experience
Health Wellness

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

4.9 (78)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

North Windham, ME, 04062

View profile
Isabella U avatar

2. Isabella U

Wag! Expert icon
Location icon

Windham, ME, 04062

from$16

Five stars

5 (20)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Windham, ME, 04062

View profile
Amy C avatar

3. Amy C

Wag! Expert icon
Location icon

Portland, ME, 04102

from$15

Five stars

5 (11)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04102

View profile
Laurier R avatar

4. Laurier R

Wag! Expert icon
Location icon

Cumberland, ME, 04021

from$16

Five stars

4.9 (289)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Cumberland, ME, 04021

View profile
Alexander B avatar

5. Alexander B

Wag! Expert icon
Location icon

Portland, ME, 04102

from$16

Five stars

5 (495)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Portland, ME, 04102

View profile
Logan C avatar

6. Logan C

Wag! Expert icon
Location icon

South Portland, ME, 04106

from$15

Five stars

5 (3)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

South Portland, ME, 04106

View profile
Allie T avatar

7. Allie T

Wag! Expert icon
Location icon

Portland, ME, 04102

from$15

Five stars

5 (3)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04102

View profile
Karen B avatar

8. Karen B

Wag! Expert icon
Location icon

Portland, ME, 04101

from$15

Five stars

4.9 (41)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04101

View profile
Rose M avatar

9. Rose M

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$15

Five stars

4.9 (1249)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Westbrook, ME, 04092

View profile
Heather L avatar

10. Heather L

Wag! Expert icon
Location icon

West Cumberland, ME, 04021

from$15

Five stars

5 (16)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

West Cumberland, ME, 04021

View profile
Lexie G avatar

11. Lexie G

Wag! Expert icon
Location icon

Portland, ME, 04103

from$16

Five stars

4.9 (62)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Portland, ME, 04103

View profile
Allen B avatar

12. Allen B

Wag! Expert icon
Location icon

Falmouth, ME, 04105

from$16

Five stars

5 (18)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Falmouth, ME, 04105

View profile
Adelle O avatar

13. Adelle O

Wag! Expert icon
Location icon

Westbrook, ME, 04092

from$16

Five stars

5 (44)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Westbrook, ME, 04092

View profile
Brianna S avatar

14. Brianna S

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

5 (46)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04103

View profile
Caitlyn D avatar

15. 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

View profile
Matthew Q avatar

16. Matthew Q

Wag! Expert icon
Location icon

Portland, ME, 04103

from$15

Five stars

4.9 (541)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04103

View profile
Robert G avatar

17. Robert G

Wag! Expert icon
Location icon

Portland, ME, 04103

from$16

Five stars

5 (17)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Portland, ME, 04103

View profile
Miranda F avatar

18. Miranda F

Wag! Expert icon
Location icon

Portland, ME, 04101

from$15

Five stars

5 (614)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04101

View profile
Erika R avatar

19. Erika R

Wag! Expert icon
Location icon

Portland, ME, 04101

from$15

Five stars

5 (4)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Portland, ME, 04101

View profile
Jacqueline N avatar

20. Jacqueline N

Wag! Expert icon
Location icon

Portland, ME, 04101

from$16

Five stars

5 (19)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Portland, ME, 04101

View profile

1

2

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

Read reviews of Windham, ME dog walkers

4.9

Five starsFive starsFive starsFive starsFive stars

2048 reviews

Wag! Pet care provider and dog

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

48

48

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鈥檚 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鈥檚 true gems, a visit to Sebago Lake and the Park is a must-do!聽

36

36

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!

24

24

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鈥檙e looking for a scrumptious seafood meal, there鈥檚 no better place than Bob鈥檚 Seafood on Route 302/ Roosevelt Trail. Bob鈥檚 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 鈥渢urf鈥 lovers! Enjoy!

12

12

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!

0

0

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!聽 North Windham is also where you鈥檒l 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!

Frequently asked questions

How much does a dog walk cost in Windham, ME?

plus-wag-green-icon

How do I find and choose a dog walker in Windham, ME?

plus-wag-green-icon

How long does a dog walk last in Windham, ME?

plus-wag-green-icon

How to book a dog walk in Windham, ME?

plus-wag-green-icon

We're America's most trusted dog walking service

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


2023 Wag Labs, Inc. All rights reserved.