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. Charming 1940s Ocean Front Cottage — Property 176788

    Vacation House rental in Portland and Casco Bay Area area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, waterfront
    • washing machine
    Rates (shown in USD)
    $375 - $2800 per property per week

  2. Oceanfront home/10 acres/private dock/REDUCED FALL RATES! — Property 116577

    Vacation House rental in Harpswell area
    • House
    • 5 bedrooms , sleeps 12
    • 2 bathrooms
    • 1 half bathroom
    • near the ocean, waterfront
    • washing machine
    Rates (shown in USD)
    $1200 - $2750 per property per week

  3. Beautiful Vacation Home 100 feet from sandy beach — Property 190900

    Vacation House rental in Windham area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • lake, waterfront
    • washing machine
    Rates (shown in USD)
    $1620 per property per week

  4. Spectacular views of the open ocean and harbor in historic fishing village. — Property 186651

    Vacation House rental in Phippsburg area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, waterfront
    • accept credit card
    Rates (shown in USD)
    $1450 - $2450 per property per week

  5. Pondsea Place - Maine Island Vacation with Views of Water! — Property 150051

    Vacation House rental in Peaks Island area
    • House
    • 5 bedrooms , sleeps 15
    • 2 bathrooms
    • waterfront
    • washing machine
    Rates (shown in USD)
    $3000 per property per week

  6. Woodsea Place - Maine Island Vacation in a Log Home!!! — Property 150569

    Vacation House rental in Peaks Island area
    • House
    • 5 bedrooms , sleeps 14
    • 2 bathrooms
    • near the ocean
    • washing machine
    Rates (shown in USD)
    $3000 per property per week

  7. Brand New Waterfront Home on Casco Bay — Property 114514

    Vacation House rental in Long Island area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • town, waterfront
    • washing machine
    Rates (shown in USD)
    $2100 per property per week

  8. Enjoy a Lobster Feast at our Newly Renovated Oceanfront Guest House — Property 193566

    Vacation House rental in Yarmouth area
    • House
    • 2 bedrooms , sleeps 5
    • 1 bathroom
    • waterfront
    • air-conditioning
    Rates (shown in USD)
    $1500 - $2500 per property per week

  9. Large Oceanfront Home 0n Wolfe's Neck — Property 191742

    Vacation House rental in Freeport area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • rural, waterfront
    • washing machine
    Rates (shown in USD)

  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
    • washing machine
    Rates (shown in USD)
    $850 - $2200 per property per week

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