
Luxury rentals in Cumberland County
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Top-rated luxury holiday rentals in Cumberland County
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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.
5.0 out of 5 average rating, 6 reviews
Beaver Lodge | Luxury Maine Waterfront Retreat
Welcome to Beaver Lodge, a brand-new luxury waterfront retreat on Beaver Pond. This custom 5-bedroom, 3.5-bath home sleeps 10 and features massive windows, abundant natural light, a dramatic stone fireplace, Sonos throughout, and a game room with a pool table and 85-inch TV. Outside, enjoy the spacious yard, patio, private dock, and peaceful waterfront setting. Just minutes from downtown Bridgton and Pleasant Mountain, it is the perfect destination for year-round adventure and relaxation.
5.0 out of 5 average rating, 4 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.
5.0 out of 5 average rating, 14 reviews
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.

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.
5.0 out of 5 average rating, 5 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.
4.96 out of 5 average rating, 257 reviewsPopular amenities for Cumberland County luxury holiday rentals
Other great luxury holiday rentals in Cumberland County

Waterfront Two Master Suite Penthouse with Rooftop
4.96 out of 5 average rating, 257 reviews
Stunning NEW Luxe Home-Sebago Views & Shared Beach
5.0 out of 5 average rating, 6 reviews
Luxury Sebago Lake House with Gorgeous Pano Views!
5.0 out of 5 average rating, 14 reviews
Beaver Lodge | Luxury Maine Waterfront Retreat
5.0 out of 5 average rating, 4 reviews
House Island Luxury Residence | BellMoor
5.0 out of 5 average rating, 5 reviews
House Island Luxury | 2 Private Residences
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- Luxury rentals Maine
- Luxury rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Cape Neddick Beach
- Scarborough Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- Fortunes Rocks Beach
- East End Beach
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Things to do Cumberland County
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