Mansion holiday rentals in Portland

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Top-rated mansion rentals in Portland

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Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 176 reviews

Luxury 6 bedroom Beach House 50 ft from beach

This has to be the Best looking house in Old Orchard Beach! Our Beach house is so close to the Ocean you can smell the salty air see & hear the small waves crashing. This 3 story home is ideal for families & friends reuniting & spending either a long weekend together off-season or a week together during the summer season. Located on a quiet, serene cul-de-sac street that leads on to Maine's best hidden treasure, The beach! 15 min drive to Downtown Portland. Sleeps up to a maximum of 26 guests.

Top guest favourite
An airy living space is highlighted by tall windows that bring in natural light and showcase views of the surrounding trees. A large sectional sofa faces a flat-screen TV, complemented by a wood stove for warmth. A dining area is visible in the background.
Home in Freeport
4.95 out of 5 average rating, 133 reviews

Waterfront, 5 Bedroom, Spacious Home in Freeport!

Large, luxury 5 bedroom home on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife, set on 3.5 acres tucked away in the woods! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility just 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!

Top guest favourite
The exterior of a three-story cottage is shown, featuring a light-colored wood siding and a set of stairs leading to double glass doors. A flag flutters in the breeze, and neatly trimmed shrubs and plants surround the entrance.
Cottage in Portland
4.96 out of 5 average rating, 273 reviews

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

Superhost
Home in Portland
4.84 out of 5 average rating, 101 reviews

Brand-New Luxe Retreat | Hot Tub + Fire Pit

Brand-new luxury coastal home minutes from Portland’s Old Port. Relax in the 8-person hot tub, gather around the fire pit, and enjoy a beautifully appointed chef’s kitchen designed for memorable group getaways. A private deck overlooks the garden with a play area, play kitchen, crib, pak n play and fire pit, while a covered gazebo shelters the year-round spa. Perfect for families, friends, or remote work, with easy access to beaches, Portland’s dining scene, and waterfront attractions.

Top guest favourite
Home in Portland
4.96 out of 5 average rating, 254 reviews

Easy Old Port Access & Casco Bay View Craftsman

Experience classic New England charm in this beautifully restored Craftsman-style home with sweeping water views of Casco Bay and the Presumpscot River. Just minutes from Portland’s Old Port, this spacious six-bedroom, three-bath retreat offers easy access to shops, dining, and waterfront attractions. Enjoy hardwood floors, original trim, and modern updates for comfort, plus a hot tub, private patio, yard, and plenty of parking. Perfect for families, groups, and gatherings year-round.

Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 140 reviews

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, and sparkling in-ground pool—perfect for summer fun, fall gatherings, or simply relaxing after a day at the beach.

Guest favourite
A three-story apartment building features light-colored siding and a welcoming entrance. Surrounding greenery includes shrubbery and trees. Nearby, two additional houses showcase various architectural styles. The street is lined with parked cars, and the sky is partly cloudy.
Flat in West End
4.84 out of 5 average rating, 444 reviews

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!

Top guest favourite
A spacious living area features a large, white, slipcovered sectional sofa adorned with decorative pillows. A light wooden coffee table sits in the center, highlighted by a small potted plant. Artwork adorns the walls, and soft lighting creates a bright, inviting atmosphere.
Home in Kennebunk
4.97 out of 5 average rating, 357 reviews

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

• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/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

Guest favourite
A charming multi-story house is surrounded by vibrant flower beds featuring yellow and purple blooms. A well-maintained front yard is bordered by a white picket fence, and a welcoming front porch leads to a bright orange door.
Home in Portland
4.9 out of 5 average rating, 395 reviews

House Your Group - 5 Minutes to Everything!

Our goal is to ensure our guests have a comfortable place to stay so they can focus on making the most of their visit. With four bedrooms, a large living room for everyone to gather, and an eat-in kitchen, this house is the ideal place to host your group. The kitchen is stocked with the essentials: dishes, cooking basics, and plenty of coffee. In addition, you can enjoy the private back deck and fenced in yard. Dogs are welcome as well!

Top guest favourite
The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.
Home in Georgetown
5 out of 5 average rating, 119 reviews

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. 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.

Guest favourite
A cozy living room features a large sectional sofa and a circular coffee table at the center. Natural light enters through multiple windows, casting a bright atmosphere. A small dining area with two chairs is visible in the corner, and area rugs add subtle texture to the hardwood floor.
Apartment in Portland
4.92 out of 5 average rating, 202 reviews

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

Guest favourite
A welcoming covered porch features white rocking chairs and a light blue table, complemented by window shutters painted in a matching hue. An anchor decoration adds a nautical touch, while potted flowers introduce a hint of greenery.
Home in Scarborough
4.9 out of 5 average rating, 172 reviews

Pine Point Beach Getaway - Steps From the Beach!

Welcome to your quintessential New England beach retreat! This charming beach house offers classic coastal vibes with modern comforts. Nestled just steps away from the picturesque Pine Point Beach, you'll find yourself immersed in the beauty of a seven-mile stretch of pristine coastline. Indulge in the breathtaking views of epic sunrises by the shore and tranquil sunsets over the marshlands.

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