Mansion holiday rentals in Portland

Spacious Country Home Freeport, 5 min to LL Bean!

Recently furnished & renovated! Fast WiFi, Smart TVs, spacious backyard with fire pit, back deck with grill & outdoor furniture. Large dining room, living room, kitchen, & covered front porch. Perfect to relax with friends and family where you'll feel like you're away from it all, yet it's only 5 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean! Beautiful hiking trails, forests, and Bradbury State Park are close by and Portland's scenic Old Port is just 20 minutes!

Sauna*Hot Tub*Game Room*King Beds*Firepit*Near Ski

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

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.

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.

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.

Entire House in Portland!

This is the premier house for your visit to Portland. There are 7+ bedrooms for everyone to enjoy their privacy, then gather together in the open-concept kitchen, living and dining room. Take advantage of the summer weather on the deck with a grill and additional seating. We have high-speed internet, cable, and bonus hang out spaces for your entertainment at the house, and are just minutes to Portland's renowned breweries and downtown restaurants. Note, parties and events are not allowed.

OOB Oasis - Spacious 5BR private Retreat w/ Pool

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built retreat 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.

The Eagle's Nest | Rooftop Deck | Close to Beach

Over 3,600 square feet of rejuvenated farmhouse in 2021 to make it your own. 6 bedrooms, 3 full bathrooms along with 2 living rooms, one with its own wet bar. A full kitchen on the first floor. Plenty of space for the kids to enjoy their own game room upstairs. Cook and relax on the rooftop deck. Every room has a heat pump to cool yourself off in the air conditioning, with large windows to let in the beautiful sunlight. Only a 7 minute walk to the water. Welcome, your adventure awaits!

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!

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!

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!

Blueberry Hill

Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.