Mansion holiday rentals in Portland

Paradise in the Lakes Region

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for summer vacations (beaches, water-sports, cookouts, galore), fall gatherings (stunning scenery) & winter ski trips (only 25 minutes to Pleasant Mountain) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Waterfront, 5 Bedroom Home, just 3 min to Freeport

Large, luxury 5 bedroom home set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility only 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

Stunning & Spacious 6BR Waterfront House + Hot Tub

A charming craftsman-style home with beautiful water views, comfort, and character! This house features six bedrooms, three bathrooms, ample common spaces, and a fully outfitted kitchen. Hardwood floors and original trim add warmth and charm to the space, and modern updates ensure a comfortable stay. Just minutes from Portland's Old Port, the house commands sweeping water views of Casco Bay and the Presumpscot River. Guests will enjoy the hot tub, private patio, yard and plenty of parking.

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. The intrepid visitor can scramble along the shore. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

Ultra-Spacious 4BR in Portland's West End/Downtown

The central location of this ultra-roomy, 4 bedroom/ 2 bath apartment makes it the perfect home base for your time in Portland. Your whole group can stay together in the center of the action! Just walk out the door to access all of the city's best restaurants and bars, shops, museums, and activities. This private space on the edge of the Downtown and West End neighborhoods has been tastefully updated to provide all the modern conveniences while preserving its 120 year old charm!

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

• Fully remodeled in 2017 w/ open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Safe neighborhood near Dock Square & Beaches • Shaded back+side yard/patio/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs

Walk to downtown ! Free Parking! Private Entrance!

Sunny, large 1600 Sq Ft Condo. Walk to the Old Port, bars, restaurants, Farmer's Market, Portland Expo and Sea Dogs baseball stadium! All are welcome! - 5 queen beds plus sofa bed ! -Walk to Everything! - Parking off street for 2 or 3 cars! - Sunny front porch and backyard patio with BBQ grill ! -Smart TV ( Netflix Amazon, etc.) -Fully equipped kitchen - Smart lock self check in! -License Number STHR-000828-2018

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Lovely 4 Bedroom with free parking

Completely remodeled 1,600 sqft apartment on the first floor unit of a duplex. 2.5 miles from downtown Congress street. Great for groups and families. 2 parking spots and plenty of street parking available Front load washer and dryer 55” Samsung TV Large fenced in backyard with picnic table and plenty of space Airbnb license # STHR-005110-2023