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Search for vacation rental homes in Portland and Casco Bay Area

Essential Maine: Portland and Casco Bay Area

Representing the best of Maine on an easily approachable scale, the Portland and Casco Bay Area will acquaint you with all there is to know about a fine state and the even finer state of mind that comes along with escaping to a desirable place.


And Maine’s largest city is indeed that. Portland embodies the friendly spirit, traditional New England charm and dynamic atmosphere that you probably expect from such a revered destination. The bay, the lakes, the golf courses and the lobster traps…it’s all here, ready to win you over; you and the lucky companions you’ve brought along.


Just because you’re in the city doesn’t mean you’ll be subjected to typical urban pitfalls. This particular metropolis is more about waterfront strolling and laid-back livin’ than congestion and business – watch for special events, celebrations and plenty of chances to shop, dine and sightsee.


Whetting your appetite for all things Maine-related will be a cinch when visiting Portland, Bailey Island, Harpswell and other spots in this region, especially if you decide to reserve a vacation home with all the fixings. Settle into a home-like atmosphere and you won’t be sorry…everyone in your group, no matter how diverse it is, will be satisfied with the amenities and conveniences of a coastal cottage or lakefront cabin.


As you explore the rugged coast and the inland scenes of stunning beauty, be glad that you followed your instincts and made your way to an action packed-yet-relaxed destination with crowd-pleasing capabilities.

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  1. 2 Portland Maine Area Lakefront Family Reunion Cottages Rent Together — Property 317804

    Vacation Cottage rental in Portland and Casco Bay Area area
    • Cottage
    • 7 bedrooms , sleeps 18
    • 4 bathrooms
    • lake, waterfront
    • garden
    Family Reunion - Summer 2010 - Special!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $3800 - $4900 per property per week

  2. Sailor's Rest - Cundy's Harbor
    Oceanfront Cottage - Fall discount - Great Views..Lobstering, Seals, Birds — Property 108889

    Vacation Cottage rental in Cundys Harbor area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • waterfront
    • internet access
    Rates (shown in USD)
    $1050 - $1300 per property per week

  3. Family Friendly Beach Retreat
    Family friendly, modern beach front cottage. — Property 259544

    Vacation Cottage rental in Cape Elizabeth area
    • Cottage
    • 6 bedrooms , sleeps 17
    • 4 bathrooms
    • 1 half bathroom
    • beach, waterfront
    • sauna
    Rates (shown in USD)
    $2000 - $6500 per property per week

  4. The Treehouse - charming Peaks Island Maine cottage — Property 144916

    Vacation Cottage rental in Peaks Island area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • 1 half bathroom
    • near the ocean, village
    • pets considered
    Rates (shown in USD)
    $775 - $850 per property per week

  5. Historic Cottage Overlooking One of Maine's most picturesque coves — Property 134922

    Vacation Cottage rental in Bailey Island area
    • Cottage
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • near the ocean, waterfront
    • garden
    Rates (shown in USD)
    $1750 per property per week

  6. Maine Island Cottage — Property 232374

    Vacation Cottage rental in Peaks Island area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • beach, village
    • garden
    Rates (shown in USD)
    $550 - $875 per property per week

  7. Rockledge Cottage
    Spectacular Ocean Beach and tennis court — Property 128943

    Vacation Cottage rental in Popham Beach area
    • Cottage
    • 3 bedrooms , sleeps 8
    • 1 bathroom
    • beach, waterfront
    • tennis court
    Rates (shown in USD)
    $1300 - $2500 per property per week

  8. Casco Bay Spectacular Tidal Island Retreat — Property 142039

    Vacation Cottage rental in Harpswell area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • waterfront
    Rates (shown in USD)
    $1450 per property per week

  9. Oceanfront Cottage with Spectacular Sunrise, Sunset — Property 101085

    Vacation Cottage rental in Freeport area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • waterfront
    • pets considered
    Rates (shown in USD)

  10. Charming 2 Bedroom, 2 Bath, Walk to Freeport Shopping and Restaurants — Property 7031793

    Vacation Cottage rental in Freeport area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 2 bathrooms
    • adventure
    • beach
    Rates (shown in USD)
    $1500 per cottage per week

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