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Windham Rentals

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74 Houses

K2 Lake Paradise

Windham cottage

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$287

Panther Pond Cabin w/200 Ft Sand Beach & Dock

Windham cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$206

Waterfront Sebago Lake Cottage w/Dock + Beach

Windham cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$334

Lake View Lodge

Windham condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$537

Family Cabin w/Beach Access on Panther Pond

Windham cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$206

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

Windham condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$315

Waterfront Home with Private Beach on Highland Lake - Provided Kayaks

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$295

Great rentals within 20 miles that match your search

Waterfront Log Cabin style home on Thompson Lake!

Oxford log cabin

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$315

Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$369

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,295

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

Portland house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 25 minutes

Price per night from

$712

Tentrr - The Knoll at Red Tractor Farm

Limington tented camp

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$162

NEW: Stunningly Renovated Beach House with OCEAN VIEWS-steps to beach. Pets OK!

South Portland house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 11 minutes

Price per night from

$1,049

NEW LISTING: Stunning, fully-renovated home with private beach and HOT TUB!

Cape Elizabeth house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 52 minutes

Price per night from

$1,105

LONG LAKE CAMP Maine Naples -Waterfront,Cable,W/D

Harrison chalet

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$244

Beautiful Seaside Island Home

Long Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$340

Tentrr Signature - Maine Stay Campsite

Bridgton tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$127

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

South Portland house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 31 minutes

Price per night from

$444

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Falmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 31 minutes

Price per night from

$773

AUTUMN VACATION PARADISE

Standish house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$392

Luxury Coastal Home w2 Living Rooms, Pool, Rooftop

Falmouth house

6 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$1,139

Mac Camp

Naples house

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$229

Sebago Breezin' Long Beach Sebago Lake Maine

Sebago cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$189

Breezy Cottage

Sebago cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$356

Classic Maine Beach Cottage, private beach access

Falmouth cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$341

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

Peaks Island cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 18 minutes

Price per night from

$462

Willard Beach Get Away - Dog Friendly

South Portland studio

Studio / 1 bathroom / sleeps 3

Price per night from

$218

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

Limerick house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$180

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

Freeport house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,002

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

Peaks Island cottage

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 18 minutes

Price per night from

$458

Waterfront Lake Arrowhead Home w/ Dock & Fire Pit!

Limerick cottage

4 bedrooms / 1 bathroom / sleeps 6

Price per night from

$411

NEW! Charming Bridgeton Condo ~ 2 Mi to Long Lake!

Bridgton condo

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$209

Quiet & Remote Waterfront Cottage on Panther Pond!

Raymond cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$153

NEW! Sebago Lake Gem on Private Cove w/ Boat Dock!

Raymond cottage

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$375

Beachfront Sebago Cottage w/ Deck + Grill!

Sebago cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$163

Charming Casco Cottage on Lake w/ Private Dock!

Casco cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$188

NEW! Sebago Lake Haven w/ Deck & Waterfront View

Sebago studio

Studio / 1 bathroom / sleeps 2

Price per night from

$164

Lake Arrowhead Waterfront Cabin w/ Deck+Grill

North Waterboro cottage

4 bedrooms / 1 bathroom / sleeps 6

Price per night from

$406

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