Great Sergeant’s Quarters offers 3 Bedrooms and 2 Baths. Guest suite on 3rd level with large skylight for star gazing. Front and back porches with lovely gardens in backyard.  The backyard also has a nice patio with table, chairs, and grill… ideal for a summer cookout. Ask about renting the entire...

The Firebarn is a charming free standing home in a great location; close to the pool, walkway to the General Store, dock, marina & ferry.  It is a 2 bedroom home with large loft that sleeps 6-8. The home is equipped with internet & Apple TV. All of our homes are completely furnished and fully...

This magnificent California style, private condo is located in the heart of the West End of Portland, couple blocks from the heart of Downtown and The Old-Port, walking distance to anywhere around galleries, restaurants, coffee shops, pubs, microbreweries, retails stores, and the museums. Stay at...

Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill,...

This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2...

1,400 SF of Living Space with a Fenced back yard Fantastic space with high ceilings, modern kitchen and room for 8. Washer & Dryer on site, close to all things Portland without being directly in the bustle of downtown. Great for families with dogs or folks in town for all of the amazing music...

A BEAUTIFUL WATER VIEW OF CASCO BAY OFF THE COAST OF PORTLAND IN THIS 3 BR / 1.5 BA COTTAGE NEWER KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island...

Visit Portland, Maine: Very comfortable updated apartment in vintage building 2 blocks from the Eastern Prom and the East End Beach, and a 15 minute walk from Portland's Old Port and downtown. This is a vintage fully renovated, second floor, 1 flight walk-up, 3-bedroom living space. There is...

THE COTTAGE IS CLOSED FOR THE WINTER MONTHS. PLEASE INQUIRE ABOUT THE 2018 SEASON THAT BEGINS IN MAY! Our spacious but cozy family cottage is located on a quiet shorefront road, just a few yards from the water with an uninterrupted view of Josiah's Cove and then across the sparkling sea 'all the...

Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A...

PROPERTY OVERVIEW Located in Portland’s Munjoy Hill neighborhood, this 3BR/3BA property is a homey respite for your East Coast adventure. The prime location is two blocks to the Eastern Promenade, with an amazing view of Casco Bay’s islands. Completely renovated inside and out, this...

5+ Bedrooms, 3 Full Baths Sleeps 10-14 Just up the hill from one of the largest mooring harbors on the East Coast, and across the street from Maine's most famous General Store is this newly completed property designed and built by one of New England's up and coming Architects. Featuring and...

Charming 3+ BR (1 queen, 1 single w/trundle, 1 bunk bed + single, 1 queen)  1 1/2 BA townhome. Enjoy this beautifully furnished home with all the charm and character of an island cottage. Original hardwood floors, open floor concept, soaring ceilings, and light filled rooms. A great basement with...

Nicely appointed with 4 levels of living space.  This home is nicely decorated and furnished with an updated kitchen, butlers pantry with wine cooler, 2 porches, bedrooms and full baths on every level, master bedroom suite, and 3rd floor has an open bunk room, sitting area, and a full bath…ideal...

Please note: Our checkin time is 3pm and checkout is 11am, but we can often accommodate other arrangements! Andy's Retreat is a comfortable, spacious and convenient home-base to relax and explore Portland & Coastal Maine. We're located right off Exit 53 of the Maine Turnpike, just 15 minutes...

This 4 bedroom, 2 1/2 bath home is a beautifully crafted Victorian home with a cottage feel.  Comfy couches and chairs in the living area, a generous size dining area, and a cute efficient kitchen with nice soapstone farm sink.  Small porch off the kitchen with grill and spacious front porch with...

Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths.  Inviting and comfortable furnishings, nice open floor plan, finished room in basement, and a great covered porch with pretty views of the landscaped grounds. This unit also offers bikes and kayaks for your use. All...

Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway...

We close up the cottage during the winter months. Please inquire about rentals May 1 - Columbus Day. The house is simply but completely furnished and colorfully decorated, for family use, not as a 'rental property.' Virtually everything in the cottage has some sentimental value, having been either...

Victorian historic home that sleeps 12. Impressive craftsmanship throughout, including large living/dining area ideal for a large group.  6 bedrooms, 2 1/2 baths offers lots of room for all.  A finished 3rd level has 2 bedrooms, 1 full bath, pool table and comfy area to watch movies.  Located at...

Wake each morning to a beautiful Maine sunrise from this gorgeous 4 bedroom (1 king, 1 queen, 2 full, 2 full plus twin) 2 1/2 bath home. This is just the place to spend your Diamond Cove vacation! Sunrise Cottage is over 3000 sq ft, sleeps 8, and is located in a prime location in sight of the ferry...

The perfect island getaway.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quiet duplex offers one floor living and is convenient to both sides of the island, and  just a short stroll to tennis, pool, store, and other island amenities. This one...

Entire 2nd and 3rd floors of a Duplex. I promise it will be comfy, clean and adorable. A quick reminder that this is a second floor apartment with hardwood floors. You will have to be considerate of the people on the first floor. The yard is great but I cannot have parties at all. This is not that...

This is a gem.  This cozy historic property is filled with charm and character. Originally the Gatehouse, this quaint duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, general store, and other island amenities. This one bedroom is...

Why book a hotel when you can stay in a spacious two story condo with plenty of room for everyone? This unit has no personal items giving it a hotel like feel. Great location! Close to Portland International Jetport and Downtown Portland the 'Old Port'. This two-story townhome has two bedrooms...

Experience the historic charm of Portland in contemporary style at this two-bedroom condo, where you'll enjoy a sparkling living space, a private balcony, and a tranquil-yet-convenient location for exploring this beautiful city. This modern condo is located in Portland's East End, just two blocks...

This historic patio home has a charming cottage feel with all the updated amenities that you want on vacation.  This tastefully furnished 3 bedroom (1 Queen, 1 Queen, 1 bunk bed), 1 1/2 bath home offers hardwood floors throughout, soaring ceilings, open living space ideal for entertaining, a...

Designed by renowned architect John Calvin Stevens, this 4BR, 2.5BA Portland home (dating back to the 1920s) feels truly unique with vintage furnishings and period features throughout. Alongside its historic charms, the home features modern comforts including a nicely updated chef’s kitchen. On...

This luxury condo is nestled only a matter of footsteps from the bay. You can look out from the front deck, dining area, and even master bedroom and see the water right there. You can even see the city light up at night. For early risers, the sunrise peaks right over the bay and can be seen right...

Discover a bright, airy escape in the heart of downtown Portland at this three-bedroom condo, a simple, modern retreat with a private deck and an unbeatable location within steps of the Old Port and fantastic restaurants. You'll find this condo in one of the classic red brick buildings that...

Adorable, quaint and ideally located Maine Beach cottage. Fully furnished with updated furniture, comfortable beds, and all the necessary amenities. Steps from private beach - bring your kayak, paddleboard or other water craft or just relax and watch the sailboats on the Bay and go fishing from the...

You will have this apartment all to yourself: • Second floor with separate entrance, 24-hour check-in • Bright living room, WIFI, cable, netflix • Spacious eat-in and well-equipped kitchen • 3 large, comfortable bedrooms, each with a bed that sleeps two • Sofa bed in one of the bedrooms • 1 Bath...

Stroll the gorgeous shores of Casco Bay when you escape to this two-bedroom condo, a beautifully renovated Portland retreat with a dog-friendly interior, a private patio, and a wonderful location within steps of restaurants and recreation! This condo is located in Portland's East End, just a block...

This 1100 sqft apartment in an 1850 house mixes modern comfort with an Asian flair given by curios and mementos gathered during my many journeys to Asia. Unlike many listings, this really is my home, and I hope to find guests who will enjoy its uniqueness, and respect all that I have gathered over...

Come to Portland for your upcoming New England getaway and revel in a luxurious home base when you stay in this sleek one-bedroom condo near Casco Bay. Enjoy unbelievable water views from the patio and easy access to a greenbelt and park offering a number of outdoor activities. Walk to Casco Bay...