Mansion holiday rentals in Portland

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Top-rated mansion rentals in Portland

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Guest favourite
A spacious living room is furnished with a large sectional sofa and a comfortable couch, complemented by a wooden coffee table. Natural light filters through large windows, while decorative wall art and soft blue curtains enhance the inviting atmosphere.
Home in Portland
4.91 out of 5 average rating, 257 reviews

Private house! 7 Min to OldPort! Walk to Ocean!

Sunny classic entire home with views of Back Cove! Privacy! Large yard! 5 Car off St parking! Across the street from Payson Park. 7 Minute drive to Old Port and downtown! Walk to the ocean, trails, tennis courts & playground. All 1800+ square feet house will be yours. Great for groups and families! 10 Bed, 2 full bath, sleep 16! -Large backyard with grill & yard games! -Smart TV (Netflix, Amazon) -Central air -Fully equipped modern kitchen -Smart lock check in -Private! -Permit# 20185321

Top guest favourite
A multi-level cabin constructed from wood blends seamlessly into the surrounding greenery. A spacious deck extends from the second floor, offering shaded seating under an umbrella. Stairs lead down to the ground level, where a welcoming entrance is accessible amidst the natural landscape.
Cabin in Kennebunk
4.95 out of 5 average rating, 194 reviews

C-Howder Cabin Dog Oasis Fenced Yard

Don’t forget your dogs! Enjoy the peacefulness of this cozy tranquil cabin tucked away in the woods. The cabin has the best of both worlds; private & secluded, while being close to town. Kick your feet up on the deck. Breathe in the pine, listen to the birds & frogs. Or take a lovely stroll down Bufflehead Cove Lane, walk quietly you may see a heron or egret on the pond. Left at Port Rd. & continue down to Western Ave. Lots of stairs. Driveway very steep, requires 4-wheel drive in winter.

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
4.91 out of 5 average rating, 152 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.

Top guest favourite
Home in Bridgton
5 out of 5 average rating, 112 reviews

Schoolhouse*Hot Tub*Game Room*King Beds*Firepit*Ne

MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the hot tub after hiking, swimming, boating, skiing, dining or shopping

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 East End
4.97 out of 5 average rating, 259 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.

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, 116 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. 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.

Guest favourite
A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.
Home in Limerick
4.93 out of 5 average rating, 134 reviews

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

Top guest favourite
A serene outdoor patio features a functional hot tub surrounded by snow. Soft blue lighting emanates from the hot tub, while a small fire pit is framed by two cozy chairs. The fenced area includes a door leading to the house and festive string lights adding warmth.
Home in Portland
4.97 out of 5 average rating, 238 reviews

Near Old Port - Charming 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.

Superhost
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
4.85 out of 5 average rating, 415 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!

Guest favourite
The living area features a spacious leather sofa adorned with colorful cushions and a decorative rug. A trundle day bed sits against the wall, complemented by artwork on shelves. Soft lighting enhances the ambiance, while a television is positioned on a white unit across from the seating.
Flat in East End
4.93 out of 5 average rating, 270 reviews

Monument Garden SWEET!

Registration #2018-4090. Entire first floor of our modified 1890's Victorian, at one time a school. Leather furniture, comfy beds/bedding, open living & dining area overlooking the garden. Family-friendly w/little nooks to find private space. Beautifully decorated, walkable everywhere! NOTE: Unfortunately we've had to stop accepting BACHELOR/BACHELORETTE GROUPS. Please read our House Rules and *do not book this space* if you can't honestly live by them. Thank you!

Superhost
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, 377 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!

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, 168 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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