Mansion vacation rentals in Portland

Family & Friends Retreat*Hot Tub*Game Room*King Be

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 sauna and hot tub after hiking, swimming, boating, skiing, dining or

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.

Charming Historic Freeport House

Bring the whole family to this historic house just minutes from downtown Freeport and the LL Bean flagship stores. The cozy central kitchen and dining are flanked by two separate living rooms making plenty of room for fun and relaxation! With two twin beds, toddler bed and full-sized crib we can accomodate any family. Catch glimpses of the Harraseeket River from this updated 1840s home on a half acre. A wonderful jumping off point for both Portland and the natural beauty of Mid-coast Maine!

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.

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.

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!

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.

Adorable Beach House Across the Street From Beach!

Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located within a block are several restaurants and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

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!

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

CHowder Cabin Dog Oasis Fenced Yard

🐾 Dog Welcoming Cabin with Fully Fenced Yard Escape to a peaceful, cozy cabin tucked away in the woods — the perfect balance of private seclusion and close proximity to town. Kick your feet up on the deck, breathe in the pine, listen to the birds and frogs, or take a gentle stroll down Bufflehead Cove Lane. Walk quietly and you may spot a heron or egret on the pond!

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