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95 Houses
Lakeview home w/ deck, outdoor fireplace & sunset views - steps to sandy beach!
Maine / Windham
5 8 min stay varies
- 5 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$156
Price per night from
$156
Quiet Lake Serenity Just 10 Miles from Portland
Maine / Windham
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Child Friendly
- Private garden
Map
Price per night from
$311
Price per night from
$311
Relaxing Maine Likeside Cottage Vacation
Maine / Windham
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$287
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$287
Lakefront home w/ screened porch & dock on Sebago Lake Basin - close to Portland
Maine / Windham
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$223
Price per night from
$223
K2 Lake Paradise
Maine / Windham
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
Map
Price per night from
$115
Price per night from
$115
Great rentals within 20 miles that match your search
Distance approx 1.08 km from Windham Show on Map
Direct Waterfront on Sebago Lake Basin
Maine / Standish
2 8 3 nights min
- 2 bedrooms
- sleeps 8
- 3 nights min
- Child Friendly
Map
Price per night from
$457
Price per night from
$457
Distance approx 9.34 km from Windham
Sebago Breezin' Long Beach Sebago Lake Maine
Maine / Sebago
2 4 5 nights min
- 2 bedrooms
- sleeps 4
- 5 nights min
- Beach / lakeside relaxation
- Nearest beach 0.2 mi
- Child Friendly
Price per night from
$189
Price per night from
$189
Distance approx 15.99 km from Windham
Blueberry Cove Cottage: Lakefront Getaway with boats near trails, casino &parks!
Maine / Poland
2 7 min stay varies
- 2 bedrooms
- sleeps 7
- min stay varies
- Nearest beach 0 mi
- Child Friendly
- Pet Friendly
Price per night from
$143
Price per night from
$143
Distance approx 15.53 km from Windham
Old Port Style & Luxury
Maine / Portland
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child Friendly
- Air conditioning
Price per night from
$138
Responds fast!
avg. 3 hours 44 minutes
Price per night from
$138
Distance approx 9.86 km from Windham
Breezy Cottage
Maine / Sebago
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Child Friendly
- Pet Friendly
Price per night from
$263
Responds fast!
avg. 3 hours 47 minutes
Price per night from
$263
Distance approx 13.63 km from Windham
Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
Maine / Falmouth
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Price per night from
$567
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$567
Distance approx 19.78 km from Windham
Certificate of Excellence
Welcoming Spotless Ski Shawnee Peak Bridgton Maine Pet Friendly Bring Fido!
Maine / Denmark
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 11 mi
- Child Friendly
- Air conditioning
Certificate of Excellence
Price per night from
$132
Price per night from
$132
Distance approx 13.54 km from Windham
Also Close to Everything
Maine / Portland
5 10 3 nights min
- 5 bedrooms
- sleeps 10
- 3 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$287
Price per night from
$287
Distance approx 17.29 km from Windham
WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!
Maine / South Portland
3 9 min stay varies
- 3 bedrooms
- sleeps 9
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$338
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$338
Distance approx 13.13 km from Windham
Furnished Two-Bedroom Apartment
Maine / Yarmouth
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Nearest beach 3 mi
- Child Friendly
- Air conditioning
Price per night from
$149
Price per night from
$149
Distance approx 17.25 km from Windham
Willard Beach Modern Apartment
Maine / South Portland
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
Price per night from
$143
Price per night from
$143
Distance approx 11.5 km from Windham
Dog-friendly lakefront home w/dock, swing & great location - perfect for kids!
Maine / Poland
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Car not necessary
- Pet Friendly
Price per night from
$200
Price per night from
$200
Distance approx 18 km from Windham
Luxurious, Fully Renovated house with Private Beach rights.
Maine / Cape Elizabeth
5 10 min stay varies
- 5 bedrooms
- sleeps 10
- min stay varies
- Child Friendly
- Pet Friendly
Price per night from
$568
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$568
Distance approx 17.41 km from Windham
Pristine Lake. Pristine Housekeeping Cottage.
Maine / Bridgton
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
Price per night from
$172
Price per night from
$172
Distance approx 17.17 km from Windham
Oceanfront Cottage in Freeport
Maine / Freeport
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
- Private garden
Price per night from
$482
Price per night from
$482
Distance approx 15.08 km from Windham
Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!
Maine / Portland
2 4 1 night min
- 2 bedrooms
- sleeps 4
- 1 night min
- Child Friendly
- Car not necessary
Price per night from
$122
Price per night from
$122
Distance approx 17.26 km from Windham
Willard Beach - Simone By The Sea - New Home
Maine / South Portland
3 4 3 nights min
- 3 bedrooms
- sleeps 4
- 3 nights min
- Beach / lakeside relaxation
Price per night from
$458
Responds fast!
avg. 3 hours 5 minutes
Price per night from
$458
Distance approx 9.97 km from Windham
NEW! Cozy Westbrook Apt w/Fire Pit- Near Portland!
Maine / Westbrook
1 6 min stay varies
- 1 bedroom
- sleeps 6
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Price per night from
$68
Responds fast!
avg. 39 minutes
Price per night from
$68
Distance approx 17.27 km from Windham
NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yds to beach
Maine / South Portland
4 13 min stay varies
- 4 bedrooms
- sleeps 13
- min stay varies
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$681
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$681
Distance approx 7.68 km from Windham
Enjoy a Secluded Location on Mount Desert
Mount Desert Island / Mount Desert
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$328
Price per night from
$328
Distance approx 5.14 km from Windham
Raymond Retreat Brand New Luxury Lake House on Panther Pond
Maine / Raymond
4 16 min stay varies
- 4 bedrooms
- sleeps 16
- min stay varies
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$793
Price per night from
$793
Distance approx 16.8 km from Windham
WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.
Maine / Portland
4 12 min stay varies
- 4 bedrooms
- sleeps 12
- min stay varies
- Nearest beach 0 mi
- Child Friendly
Price per night from
$567
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$567
Distance approx 16.79 km from Windham
NEW! Waterfront Apt w/Deck - 22 Min. to Portland!
Maine / Freeport
1 3 3 nights min
- 1 bedroom
- sleeps 3
- 3 nights min
- Swimming pool
- Ski
- Child Friendly
Price per night from
$121
Responds fast!
avg. 28 minutes
Price per night from
$121
Distance approx 15.43 km from Windham
Comfort | Location | Charm
Maine / Portland
1 2 3 nights min
- 1 bedroom
- sleeps 2
- 3 nights min
- Air conditioning
Price per night from
$203
Price per night from
$203
Distance approx 15.21 km from Windham
East End, Portland, - top neighborhood, near ocean and town
Maine / Portland
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Nearest beach 0.4 mi
- Child Friendly
- Air conditioning
Price per night from
$372
Responds fast!
avg. 1 hour 59 minutes
Price per night from
$372
Distance approx 16.71 km from Windham
True St Freeport
Maine / Freeport
2 5 2 nights min
- 2 bedrooms
- sleeps 5
- 2 nights min
- Child Friendly
Price per night from
$143
Price per night from
$143
Distance approx 17.57 km from Windham
Grace Cottage
Maine / Long Island
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Child Friendly
Price per night from
$412
Price per night from
$412
Distance approx 15.09 km from Windham
Sleek condo w/unbelievable water views - newly renovated, walk to the bay!
Maine / Portland
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child Friendly
- Car not necessary
- Air conditioning
Price per night from
$196
Price per night from
$196
Distance approx 19.09 km from Windham
Quiet Waterfront Summer Rental
Maine / Waterboro
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Child Friendly
- Pet Friendly
Price per night from
$100
Price per night from
$100
Distance approx 19.03 km from Windham
LONG LAKE CAMP Maine Naples -Waterfront,Cable,W/D
Maine / Harrison
5 8 7 nights min
- 5 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
Price per night from
$229
Responds fast!
avg. 2 hours 40 minutes
Price per night from
$229
Distance approx 7.61 km from Windham
Beautiful Cottage on Crystal Lake
Maine / Gray
3 7 7 nights min
- 3 bedrooms
- sleeps 7
- 7 nights min
- Beach / lakeside relaxation
- Ask about children
- Air conditioning
Price per night from
$171
Price per night from
$171
Distance approx 17.33 km from Windham
Classic, cozy family cottage with modern amenities and ocean view from porch
Maine / Peaks Island
5 8 min stay varies
- 5 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
Price per night from
$401
Responds fast!
avg. 2 hours 52 minutes
Price per night from
$401
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.