Windham Vacation Rentals, Houses & More


1 - 8 of 8

View larger map

Areas near Windham

Don't let other travelers get your favorite vacation rental. You're so close to securing your perfect getaway. Book today.

1 / 28
1 / 8

Delightful 2 Bed Little Sebago Waterside Cottage

  • 2
  • 4
  • 7 nights min

$200

Details

1 / 24
1 / 17
1 / 16

Sebago Lake - 3 Bedroom / 1 Bath Shore/Dock

  • 3
  • 8
  • 7 nights min

$298

Details

1 / 37
1 / 22

Sebago Lake Basin - Great Family Retreat, 3 Cabins

  • 5
  • 17
  • 7 nights min

$165

Details

1 / 15

Quiet Lake Serenity Just 10 Miles from Portland

  • 3
  • 8
  • 7 nights min

$272

Details

Great rentals within 30 miles that match your search

1 / 13

Direct Waterfront on Sebago Lake Basin

  • 2
  • 8
  • 3 nights min

$399

Details

1 / 13

Lakefront Rustic Elegant Log Cabin

  • 3
  • 5
  • 1 night min

$300

Details

1 / 16

Andys Retreat-Heated Pool, central AC, Jacuzi, BBQ

  • 4
  • 6
  • Min stay varies

$350

Details

1 / 21

Enjoy a Secluded Location on Mount Desert

  • 3
  • 8
  • 7 nights min

$286

Details

1 / 14

Little Sebago Lake Cottage

  • 2
  • 6
  • 7 nights min

$186

Details

1 / 10

Home Away From Home Lodging in Gray Maine

  • 2
  • 4
  • 2 nights min

$120

Details

3
1 / 54

SEBAGO LAKE COTTAGE - SOME FALL WEEKS ARE AVAILABLE

  • 2
  • 6
  • 7 nights min

$139

Details

1 / 38

Raymond Retreat Brand New Luxury Lake House on Panther Pond

  • 4
  • 16
  • Min stay varies

$495

Details

1 / 61

Gorgeous Farmhouse Reunions/weddings/Retreats

  • 6
  • 24
  • 2 nights min

$450

Details

1 / 11

Sandy private cove beach deep water dock/slide

  • 3
  • 8
  • 3 nights min

$200

Details

4
1 / 23

Beautiful Cottage on Crystal Lake

  • 3
  • 7
  • 7 nights min

$172

Details

1 / 24

Close to EVERYTHING!

  • 3
  • 8
  • 3 nights min

$200

Details

1 / 24

1920s 4BR w/ Vintage Charm - Minutes to Old Port & Island Ferry Trips

  • 4
  • 8
  • Min stay varies

$270

Details

2
1 / 46

Family-friendly lakefront house with 3 kitchens, private dock - dogs welcome

  • 4
  • 10
  • Min stay varies

$90

Details

1 / 20

Norton Carriage House

  • 5
  • 12
  • Min stay varies

$500

Details

1
1 / 24

Dog-friendly home with a game room and patio, close to parks, trails & downtown!

  • 3
  • 8
  • Min stay varies

$175

Details

1
1 / 29

Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

  • 4
  • 8
  • 3 nights min

$550

Details

1 / 42

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

  • 3
  • 6
  • Min stay varies

$295

Details

1 / 11

Classic Maine Beach Cottage, private beach access

  • 3
  • 5
  • 4 nights min

$300

Details

2
1 / 26

Sebago Breezin' Long Beach Sebago Lake Maine

  • 2
  • 4
  • 5 nights min

$155

Details

1 / 25

Sun Drenched, Three Story Yarmouth Loft

  • 1
  • 4
  • 1 night min

$130

Details

1 / 24

Quiet Country Retreat

  • 3
  • 6
  • 3 nights min

$250

Details

1 / 11

Mill Reach located in Yarmouth, Isle Of Wight

  • 2
  • 4
  • Min stay varies

$69

Details

1 / 6

Furnished Two-Bedroom Apartment

  • 2
  • 4
  • 2 nights min

$130

Details

1 / 15

Baxter Suite at Clark Manor - Luxury & Privacy

  • 1
  • 2
  • 1 night min

$225

Details

2
1 / 6

Portland, ME - East End Garden Suite

  • 1
  • 4
  • 2 nights min

$230

Details

26
1 / 11

Portland, Maine - East End Rental

  • 3
  • 6
  • Min stay varies

$290

Details

1 / 28

East End, Portland, - top neighborhood, near ocean and town

  • 3
  • 8
  • 3 nights min

$265

Details

1 / 22

Townhouse in the Heart of Portland's West End

  • 3
  • 6
  • 3 nights min

$360

Details

1 / 16

Master Suite at Clark Manor - Luxury & Privacy

  • 1
  • 2
  • 1 night min

$275

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more