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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. Beautiful Coastal Cottage with Lovely Ocean Views ~ Pet Friendly — Property 132471

    Vacation House rental in Portland and Casco Bay Area area
    • House
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • beach, near the ocean
    • garden
    Rates (shown in USD)
    $544 - $2450 per property per week

  2. Quintessential Maine Home on Bailey Island with inground pool — Property 181262

    Vacation House rental in Bailey Island area
    • House
    • 3 bedrooms , sleeps 7
    • 2 bathrooms
    • near the ocean, village
    • garden
    Rates (shown in USD)
    $1150 - $1450 per property per week

  3. Brand New Popham Cottage with Ocean Views and Lake Frontage — Property 204487

    Vacation House rental in Popham Beach area
    • House
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, lake
    • balcony
    Rates (shown in USD)
    $3000 - $4000 per property per week

  4. 'Camp Card Cove' — Property 230050

    Vacation House rental in Harpswell area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • near the ocean, waterfront
    • balcony
    Rates (shown in USD)
    $975 - $1495 per property per week

  5. Last House on Point in Casco Bay — Property 100243

    Vacation House rental in Freeport area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, waterfront
    • garden
    Rates (shown in USD)
    $1500 - $1900 per property per week

  6. Panoramic Oceanviews in Luxury — Property 246109

    Vacation House rental in Cape Elizabeth area
    • House
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • jacuzzi
    Rates (shown in USD)
    $2000 - $6000 per property per week

  7. Enjoy a Lobster Feast at our Oceanfront Guest House — Property 193566

    Vacation House rental in Yarmouth area
    • House
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • near the ocean, waterfront
    • garden
    Rates (shown in USD)
    $2485 per property per week

  8. Oceanview Cottage
    Spectacular ocean beach with tennis court. — Property 137962

    Vacation House rental in Popham Beach area
    • House
    • 2 bedrooms , sleeps 4
    • beach, near the ocean
    • tennis court
    Rates (shown in USD)
    $1300 - $2500 per property per week

  9. Charming 1930s Dutch Colonial - Wireless internet included! — Property 134038

    Vacation House rental in Portland area
    • House
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • town
    • garden
    Rates (shown in USD)
    $800 - $900 per property per week

  10. Waterfront Main and Guest Homes on Casco Bay, So. Harpswell — Property 107517

    Vacation House rental in Harpswell area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • near the ocean, waterfront
    • garden
    Rates (shown in USD)
    $850 - $2200 per property per week

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