Luxury rentals in Portland

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Top-rated luxury vacation rentals in Portland

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Luxe

Home in Sebago

5.0 out of 5 average rating, 5 reviews

Stunning NEW Luxe Home-Sebago Views & Shared Beach

Welcome to Lakeview Dream, a brand-new luxury retreat on Sebago Lake. Completed in Nov. 2025, this 4-bedroom, 2.5-bath getaway offers 3,500 sq ft of elegant indoor and outdoor living. Just two houses from a privately shared 100-ft sandy beach, picnic area, and dock, you’ll also have your own mooring. Enjoy designer décor, a gourmet kitchen, a screened great room with fireplace, a spacious deck, kayaks, and a cozy fire pit under the stars, the ultimate Maine lake escape. *Not a waterfront home.

ComfortWalkabilityCleanlinessFamilyAir conditioningAccuracyIndoor spacesHospitalityOutdoor spacesSleep qualityKitchen

Luxe

Home in Standish

5.0 out of 5 average rating, 13 reviews

Luxury Sebago Lake House with Gorgeous Pano Views!

Escape to Rocky Beach House, just built on Sebago Lake last year! This 4BR, 3.5BA home features two beaches, a private dock, mooring, kayaks, two kitchens with lake views, two living rooms, and whole-house A/C. Enjoy stunning sunrises from the top deck with a birds eye view of all of Wards Cove. Grill and dine on the lower deck and then unwind by the fire pit alongside the gorgeous sunset views. It’s the ultimate lake life getaway in a peaceful, family-friendly neighborhood.

HospitalityViewFamilyLocationAmenitiesIndoor spacesCleanlinessBeachKitchenComfortWalkabilityConditionTVOutdoor spacesAccessQuietLayoutNearby

Luxe

Island in Portland

House Island Luxury | 2 Private Residences

A true Casco Bay landmark, House Island serves as the gateway to Portland’s picturesque harbor, offering a blend of history, luxury, and breathtaking coastal scenery. A privately owned island estate, House Island is home to luxurious accommodations and premier event venues, boasting panoramic bay vistas and stunning views of the Old Port and its historic lighthouses. Owned and managed by Maine Harbor Club, guests are welcome for overnight stays and private events.

HospitalityValueComfortGetting aroundAccuracyCleanlinessLocation

Luxe

Home in Portland

5.0 out of 5 average rating, 5 reviews

House Island Luxury Residence | BellMoor

A private island retreat in Casco Bay, Portland’s House Island offers luxurious accommodations with 360-degree waterfront views of the Old Port and historic lighthouses. Featuring two exclusive homes, it’s perfect for families, groups, and private events. The BellMoor residence includes five spacious bedrooms, ideal for a relaxing getaway. Managed by Maine Harbor Club, House Island welcomes guests for a secluded, unforgettable coastal escape.

HospitalityGetting aroundDecorFamilyLocationSleep qualityKitchen

Luxe

A modern living area is designed with large floor-to-ceiling windows that provide sweeping views of the marina and cityscape. A sleek black sectional sofa and matching ottoman are paired with a cozy armchair, accented by a striped red area rug on the hardwood floor.

Condo in Downtown Portland

4.96 out of 5 average rating, 254 reviews

Waterfront Two Master Suite Penthouse with Rooftop

CO2024-01785 Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

LocationViewCleanlinessHospitalityWalkabilityComfortNearbyParkingIndoor spacesSleep qualityAccuracyBathroomKitchenAmenitiesCheck-inFamilyConditionValueDecorGetting aroundLayoutCheckoutNoiseAccessTVHeatingWifiLaundryOutdoor spacesQuietAir conditioningBeachBiking