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Vacation Rentals in Portland and Casco Bay Area

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May/June SPECIALS: Beautiful COASTAL COTTAGE with OCEAN VIEWS ~ pet friendly! – Property 132471

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 6, 1 bathroom, Beach, Near The Ocean, Lawn / Garden
  • $1,175 - $2,475/week
  • Calendar Last Updated On: May 25, 2013
Bright, Sunny and spotlessly clean, this quintessential Maine beach cottage features beautiful ocean views and a perfect location.

Adorable, light-filled bungalow near beaches and downtown - pet ok! – Property 973608

  • Portland and Casco Bay Area rental - bungalow, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, accept credit card, Beach, Downtown
  • $950 - $1,500/week
  • Calendar Last Updated On: May 25, 2013
Beautiful bungalow, lots of skylights, wide pine floors, open floor plan, big stone gas fireplace, Japanese garden, chef's kitchen, washer/ dryer, well stocked and...

Last House on Point in Casco Bay – Property 100243

  • Portland and Casco Bay Area rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, Beach, Waterfront, Lawn / Garden
  • Calendar Last Updated On: May 25, 2013
Our home, the last house on a point of land, has been our peaceful summer home since 1986. Decks on both sides afford both an east and west view of the water.

Oceanfront Cottage on Orr's Island, Maine – Property 202846

  • Portland and Casco Bay Area rental - cottage, 5 bedrooms, sleeps 8, 1 bathroom, 2 half baths, Beach, Waterfront, Internet
  • Calendar Last Updated On: May 24, 2013
Our cottage is oceanfront in lovely Orrs Island, Maine. Sunrises are full of red, orange and golden skies within view from an elevated cedar deck, overlooking the...

Harpswell Vacation Oceanfront Rental Home – Property 287481

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Rural
  • $1,600 - $2,600/week
  • Calendar Last Updated On: May 24, 2013
This ocean front home sleeps 8 comfortably The three bedroom have ceiling fan and its own balcony ocean breeze, oceanviews, and sunset.

Maine, Cliff Island Casco Bay – Property 211430

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 10, 2 bathrooms, Beach, Waterfront, Tennis Court
  • Calendar Last Updated On: May 24, 2013
Stand in the living room and look out over Casco Bay, through our six, floor to ceiling picture windows, and capture the magic of Maine.

The Birdhouse at Willard Beach ~ a Maine cottage at the beach – Property 953622

  • Portland and Casco Bay Area rental - cottage, 2 bedrooms, sleeps 5, 1 bathroom, 1 half bath, accept credit card, Beach, Near The Ocean, Town
  • $900 - $1,200/week
  • Calendar Last Updated On: May 24, 2013
Located 60 steps from Willard Beach in South Portland, Maine, the Birdhouse is the perfect place to kick back and relax. A comfortable seashore cottage, the...

Stunning Yarmouth Vacation Home – Property 336090

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, accept credit card, Lawn / Garden
  • Calendar Last Updated On: May 24, 2013
Relax in a quiet setting...where wild turkey, rabbits and deer roam adjacent fields. Where fishing opportunities abound just minutes from your door.

Waterfront: Quiet, Charming, garden, Tidal River Millpond Near Beaches, launch – Property 139442

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, River, Village, Waterfront, Lawn / Garden
  • Calendar Last Updated On: May 24, 2013
Beautiful views of millpond and Kennebec River, with lighthouse. Fishing for striped bass in yard. Kayak, canoe launching on property. Sunny, open...

Cozy year round camp on quiet Maine lake. – Property 294919

  • Portland and Casco Bay Area rental - cottage, 2 bedrooms, sleeps 7, 1 bathroom, Lake, Mountain, Waterfront, Internet
  • $1,100/week
  • Calendar Last Updated On: May 24, 2013
Our cottage is located on Highland Lake near Portland Maine. It is a short drive to the beautiful Maine Beaches and our local ski resort.

Luxury, pet friendly, waterfront home – Property 190200

  • Portland and Casco Bay Area rental - house, 2 bedrooms, sleeps 5, 2 bathrooms, Beach, Waterfront, Lawn / Garden
  • $2,450/week
  • Calendar Last Updated On: May 25, 2013
Perched atop an acre of rolling lawn, overlooking Casco Bay and islands, with its own deeded right of way to the best beach for dog walking and sea glass hunting,...

On Atlantic Ocean With Beach In Historic Harpswell, Maine – Property 3558617

  • Portland and Casco Bay Area rental - house, 5 bedrooms, sleeps 10, 2 bathrooms, Lawn / Garden, Balcony
  • Calendar Last Updated On: May 24, 2013
Periwinkle is a classic coastal cottage located in Casco Bay on the tip of Orr’s Island in Harpswell, Maine. It has its own beach and 180 degree Atlantic views...

Charming Cottage with Water Views – Property 114948

  • Portland and Casco Bay Area rental - cottage, 1 bedroom, sleeps 3, 1 bathroom, Internet, Satellite / Cable
  • Calendar Last Updated On: May 24, 2013
ATTENTION: OWNER’S NOTE: The last week of August has just opened up. Also several weeks in September are still available, as well as the month for peak foliage:...

Beachfront house in Cape Elizabeth; walking distance to Two Lights – Property 3506093

  • Portland and Casco Bay Area rental - house, 2 bedrooms, sleeps 4, 1 bathroom, Beach, Lawn / Garden
  • $1,800/week
  • Calendar Last Updated On: May 23, 2013
Our Ranch home is right across from Crescent Beach. About 300 yards from our home there is a smaller beach called Kettle Cove Beach.

Spacious Sanctuary with Sea Breeze – Property 116482

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Near The Ocean, Rural, Lawn / Garden
  • $1,300/week
  • Calendar Last Updated On: May 23, 2013
Looking for a economical and comfortable Homeaway, this is it.... Pack light and come stay in a home ready for young and old, with toys, games, outdoor fun,...

Bold Oceanfront with Breathtaking Views from our North Cabin – Property 118009

  • Portland and Casco Bay Area rental - cottage, sleeps 3, 1 bathroom, Rural, Waterfront, Internet
  • $500 - $850/week
  • Calendar Last Updated On: May 23, 2013
This small Bailey Island summer cabin sits on a ledge only 75 feet from the ocean. The breathtaking sunrise will cleanse the soul.

Sunset Saltbox on quiet cove! – Property 161645

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, limited accessibility, wheelchair accessible
  • Calendar Last Updated On: May 23, 2013
Our house is located in South Harpswell, about 11 miles east of Brunswick, ME. We have a 3 bedroom, year-round house overlooking Basin Cove, a tidal area.

Sophisticated Downtown Condo 5 night minimum – Property 3538570

  • Portland and Casco Bay Area rental - condo, 2 bedrooms, sleeps 5, 1 bathroom, wheelchair accessible, Downtown
  • Calendar Last Updated On: May 23, 2013
All amenities, elevator, laundry, art, in the heart of the Arts District of Portland Maine. Sophisticated modern building, close to dozens of restaurants, art...

Contemporary Beach House Perched Above Town Landing – Property 248536

  • Portland and Casco Bay Area rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, accept credit card, Beach, Waterfront
  • $1,800 - $3,000/week
  • Calendar Last Updated On: May 22, 2013
Enjoy the experience of waterfront living in Falmouth on Casco Bay. Close to Portland and Freeport, there is easy access to the town dock and beach from this newly...

Fabulous Pottery Barn Furnished Walk to Freeport Shopping District – Property 3202747

  • Portland and Casco Bay Area rental - apartment, 2 bedrooms, sleeps 4, 1 bathroom, accept credit card, limited accessibility
  • $1,000/week
  • Calendar Last Updated On: May 22, 2013
41 Park St Unit A, Freeport, ME 04032 Fabulously appointed 2 Bedroom 1 Bath on the edge of the famous shopping district and great restaurants.
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