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Windham Rentals

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Price range

Per night

$10 - $500

Windham Rentals

108 Houses

Responds fast! avg. 1 hour 58 minutes

Price per night from

$313

1 / 33

Responds fast! avg. 1 hour 58 minutes

Price per night from

$160

1 / 102

Quiet Lake Serenity Just 10 Miles from Portland

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$311

1 / 15

Relaxing Maine Likeside Cottage Vacation

Windham cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 32 minutes

Price per night from

$287

1 / 5

Responds fast! avg. 1 hour 58 minutes

Price per night from

$313

1 / 0

K2 Lake Paradise

Windham cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$115

1 / 13

Lake View Lodge

Windham condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$491

1 / 8

Lake View Lodge Unit #2 Can be rented w/ Unit # 1

Windham condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$279

1 / 5

Great rentals within 20 miles that match your search

NEW! Ideally Located 2BR Naples Home w/ Boat Slip!

Naples cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

Price per night from

$172

1 / 24

Charming 4-bedroom on Beautiful Sebago Lake; May, June, Sept, Oct reduced rates

Sebago cottage

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$235

1 / 26

NEW! Westbrook Apt w/Fire Pit -15 Mins to Portland

Westbrook apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$68

1 / 24

Charming Point Sebago Resort Home - Booking for 2018!

South Casco house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

Price per night from

$295

1 / 4

Private Lakefront Cottage on a Unique Setting - Maine At It's Best!

Limerick house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$164

1 / 20

Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath

Freeport house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 15 minutes

Price per night from

$905

1 / 12

Portland Maine East End - Top of Munjoy Hill (30 day minimum stay)

Portland apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$143

1 / 20

Classic, cozy family cottage with modern amenities and ocean view from porch

Peaks Island cottage

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 51 minutes

Price per night from

$401

1 / 20

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

South Portland house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 39 minutes

Price per night from

$338

1 / 72

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Falmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 39 minutes

Price per night from

$567

1 / 42

Also Close to Everything

Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

Price per night from

$287

1 / 24

Lakefront Denmark Cottage w/Dock,Canoe & 4 Kayaks!

Denmark cottage

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 19 minutes

Price per night from

$172

1 / 25

Classic Maine Beach Cottage, private beach access

Falmouth cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$229

1 / 11

Quiet Waterfront Summer Rental

Waterboro house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$60

1 / 24

Beautiful Cottage on Crystal Lake

Gray house

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$171

1 / 23

Portland Maine East End - Top of Munjoy Hill

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$287

1 / 7

WELCOME Spring*Bridgton Bungalow Cottage*Bring Fido! Denmark Stage Stop House

Denmark cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 36 minutes

Price per night from

$103

1 / 48

Waterfront Casco Cottage w/Dock on Coffee Pond!

Casco cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$178

1 / 24

NEW-Naples Home w/Deck, Lake Views & Private Beach

Naples house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$218

1 / 28

NEW! Cozy Westbrook Apt w/Fire Pit- Near Portland!

Westbrook apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$68

1 / 24

Naples Cottage w/ Sebago Cove Vies & Dock Access!

Naples log cabin

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$155

1 / 24

Luxurious, Fully Renovated house with Private Beach rights.

Cape Elizabeth house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 39 minutes

Price per night from

$568

1 / 15

Luxury Log Home-Raymond,Naples,Windham,Bridgton

Harrison house

5 bedrooms / 2 bathrooms / sleeps 12

“Just what we were looking for.” Had a wonderful girls weekend here. We are looking forward to going again this year. Hands down, the best place I have ever rented.

Responds fast! avg. 3 hours 48 minutes

Price per night from

$572

1 / 17

NEW! Waterfront Apt w/Deck - 22 Min. to Portland!

Freeport apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 19 minutes

Price per night from

$121

1 / 28

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,145

1 / 15

Beautiful Seaside Island Home

Long Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$344

1 / 20

Waterfront Log Cabin style home on Thompson Lake!

Oxford log cabin

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$279

1 / 16

Spacious Freeport Home w/ 2 Decks & Water View!

Freeport house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Price per night from

$195

1 / 30

Multi-Family Vacations-Anniversaries-Reunions. 8 Spacious Bedrooms

Raymond lodge

8 bedrooms / 5 bathrooms / sleeps 21

Price per night from

$858

1 / 29

Responds fast! avg. 3 hours 55 minutes

Price per night from

$114

1 / 13
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