Mansion holiday rentals in Portland

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Top-rated mansion rentals in Portland

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Top Guest favourite

An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.

Home in Kennebunkport

4.98 out of 5 average rating, 146 reviews

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

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Top Guest favourite

The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.

Home in Old Orchard Beach

4.92 out of 5 average rating, 182 reviews

Unique and Stunning Beachfront property Greygoose

Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.

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Top Guest favourite

Home in Old Orchard Beach

4.95 out of 5 average rating, 151 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, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

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Top Guest favourite

Home in Portland

4.98 out of 5 average rating, 103 reviews

Creative comfort. Coziness refined. Artist's home.

Hip, sun-filled Portland landmark lovingly restored by artist/writer. This classic 1870s four-square was the original Oakhurst dairy, in the prestigious Deering Highlands neighborhood, 5 minutes from PWM airport, Portland's downtown, Old Port, and renowned foodie and music scene, and walking/running distance to the village of Deering Center and the trails of Back Cove, Baxter Woods, and Evergreen Cemetery. Modern amenities, funky charm, and plenty of room, inside and out. Cows not included.

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Top Guest favourite

Cottage in Portland

4.97 out of 5 average rating, 293 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.

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Guest favourite

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

4.95 out of 5 average rating, 105 reviews

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

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Guest favourite

A scenic view of a tranquil lake is captured, with a boat dock extending into the water. A boat is anchored near the dock, surrounded by lush greenery. A picnic table sits on sandy ground nearby, inviting relaxation by the lakeside.

Cottage in Gray

4.83 out of 5 average rating, 115 reviews

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

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Top Guest favourite

Home in Portland

4.97 out of 5 average rating, 263 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.

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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.

Apartment in West End

4.84 out of 5 average rating, 458 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!

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Top Guest favourite

A spacious living room features a large sectional sofa arranged around a circular coffee table. A mounted flat-screen TV is visible on the wall. Natural light enters through multiple windows, and a bench is placed near the entrance, creating a welcoming atmosphere.

Townhouse in Portland

4.92 out of 5 average rating, 157 reviews

4 Bedrooms! 7 Beds! 2 Full Bath. Free parking

Sunny large 1500 sq foot first floor Condo in a charming Portland neighborhood. Centrally located. Walk to Rosemont Market & Bakery, Rwanda Bean coffee & more. Five minutes to Rock Row, Five minutes to Thompson's Point / Bissell Brothers and 10 minutes to the Old Port. All are welcome! - Sleeps 12 to 14! -5 queen beds and 2 sofa beds. - Free Parking! -Smart TV -Fully equipped kitchen - Smart lock self check in! - A/C units in every bedroom and living room from 6/1 to 9/15

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Guest favourite

The living area features a soft teal sofa positioned across from a wooden coffee table. A rug covers the floor, and natural light enters through large windows adorned with white curtains. A small lamp and a potted plant add to the welcoming ambiance.

Home in Bath

4.95 out of 5 average rating, 123 reviews

The Cottage

Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.

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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, 369 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

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