Condo vacation rentals in Portland

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Top-rated condo rentals in Portland

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Superhost

A light-filled living area features a comfortable sofa adorned with decorative pillows. A natural wood coffee table sits at the center, complemented by a minimalist wall art piece above it. A decorative plant adds a touch of greenery, enhancing the tranquil setting.

Condo in East End

4.9 out of 5 average rating, 102 reviews

Lux 2-BR w/King Beds-Panoramic-OceanViews-Pets

🌊 Luxury Retreat w/ Panoramic Casco Bay Views, Sleeps up to 6 people, pet friendly. Discover this stunning 3rd-floor penthouse with breathtaking panoramic views of Casco Bay. Perfectly located in Portland’s vibrant East End, this luxurious yet cozy 2-bedroom, 1-bath condo with Queen Sofa Bed blends modern comfort with stylish touches. Spacious layout with natural light & open design. Stay in perfect mix of style, comfort, and iconic waterfront views in Portland’s most desirable neighborhood!

Superhost

The entrance of the historical building is framed by lush greenery and colorful flowering plants. A brick pathway leads to a set of elegant steps, with decorative railings on either side. The front door, featuring a subtle arch, showcases a welcoming light blue hue.

Condo in Downtown Portland

4.9 out of 5 average rating, 149 reviews

Luxury Condo in Downtown Portland Old Port

Luxury Condo in the heart of Portland's Old Port. Enjoy your stay on a beautiful historical street tucked away just steps from many restaurants, the art museum, state theater, and many other things downtown Portland has to offer! Well furnished and very clean. Every part of the rental is well utilized. Kitchen table can fold away when not in use, and features built in closets and cabinets. A true gem in the heart of the city, whether you are here to escape, explore, or on business.

Superhost

The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.

Condo in Downtown Portland

4.87 out of 5 average rating, 428 reviews

Renovated Exchange St. Loft w/Free Parking

This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Superhost

An inviting outdoor dining area features several tables with umbrellas, perfect for enjoying meals al fresco. The historic red brick building is visible in the background, showcasing a classic architectural style. Nearby vehicles are parked along the street, adding to the urban atmosphere.

Condo in Downtown Portland

4.99 out of 5 average rating, 148 reviews

Heart of city, water view, off street parking

Live like a local in this second floor haven in the heart of the city. Cozy, light-filled, recently renovated apartment in historic brick building with water views. A short walk to the Old Port, waterfront, Eastern Prom, and Eastern Prom Trail connecting East Beach to the Back Cove loop. Steps from the best restaurants in the city. There is not a better location for summer in Portland, and not a better apartment. 2 bedroom, 1.5 bathroom. ****2nd floor walk up with no elevator

Superhost

A warm wooden interior features a cozy seating area with a light-colored couch and decorative pillows. Floating shelves display various items, and the kitchen is visible in the background, showcasing essential appliances and a stylish design. Natural light filters through a skylight above.

Condo in Scarborough

4.96 out of 5 average rating, 379 reviews

Cozy condo by the beach!

Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

Superhost

A bright and airy kitchenette is shown, featuring white cabinetry and modern appliances. A comfortable blue sofa sits in the living area, with a dining space for four highlighted by pendant lights. Large windows allow natural light to fill the room, enhancing the inviting ambiance.

Condo in West End

5 out of 5 average rating, 130 reviews

Mary J. Eastburn House--Baxter Suite

Perched on a quiet street corner on Portland's historic Western Promenade, the Mary J. Eastburn House this season offers three private guest suites, two with kitchenette and living room, all with luxury bathroom and on-site parking. For those who enjoy the grandeur of the past, updated with the luxuries and technology of the present, and ready access to the splendors of the Maine coast, Longfellow's "little town by the sea" could be just the escape you're looking for.

Superhost

A modern living area is designed with large floor-to-ceiling windows that provide sweeping views of the marina and cityscape. A sleek black sectional sofa and matching ottoman are paired with a cozy armchair, accented by a striped red area rug on the hardwood floor.

Condo in Downtown Portland

4.97 out of 5 average rating, 219 reviews

Waterfront Two Master Suite Penthouse with Rooftop

2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

Superhost

A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.

Condo in Scarborough

4.97 out of 5 average rating, 269 reviews

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Superhost

A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.

Condo in Old Orchard Beach

4.91 out of 5 average rating, 445 reviews

Luxury Beach Front Condo! Prime Location!

✨ Condo is directly on beach ✨ Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open.✨ ✨To simplify things we typically do not negotiate rates. Thank you!

Superhost

The exterior of a two-story building is shown, featuring multiple windows and a front porch adorned with potted plants. A well-maintained lawn surrounds the property, and trees provide shade along the yard. The pathway is bordered by manicured grass.

Condo in Portland

4.95 out of 5 average rating, 120 reviews

Top Of The Line Stay!

Are You Tired Of Staying At Dirty, Rundown Places?? Completely renovated two bedroom/one bathroom in East Deering. Beautifully appointed rental that features: hardwood/ceramic tile floors, granite, fully applianced kitchen, two queen size beds, washer/dryer in unit, porch, yard and a garage. Close to Old Port, Payson Park, Back Cove, neighborhood beach and Falmouth.

Superhost

The exterior of a coastal cottage is visible, featuring light blue siding and a white front door with a decorative screen. A turquoise flag flutters above the entryway. A small garden area with shrubs is present in front of the cottage.

Condo in Pine Point

4.84 out of 5 average rating, 265 reviews

Cozy cottage steps to the beach!

Classic coastal cottage Short walk to 7 miles of sandy beach 1 mile to nightlife in old orchard beach 15 minute drive to Portland, Maine Restaurants and bars a short walk away Cozy cottage with kitchen and bath Futon sleeps two comfortably Sleeping loft with sleeping bags could accommodate 2 young and adventurous people Beautiful back yard Located near a salt marsh

Superhost

An open concept living space is presented, featuring a comfortable seating area with a gray sofa adorned with colorful cushions. A round coffee table is positioned at the center, while a small dining table is set with greenery. Plants are placed decoratively along the walls.

Condo in Downtown Portland

4.91 out of 5 average rating, 141 reviews

Modern Condo Portland's Historic Old Port District

Enjoy a stylish experience at this centrally-located loft. A converted factory building has been transformed into this chic and modern condo. Cobblestone streets, endless incredible dining and nightlife, boutiques, shops and historic architecture. A quintessential New England seacoast town and working waterfront.