Condo vacation rentals in Cumberland County

Condo in Old Orchard Beach

4.91 out of 5 average rating, 472 reviews

Luxury Beach Front Condo! Prime Location!

✨ Condo is directly on beach & in heart of Old Orchard Beach ✨ Special winter rates! ✨ Encourage reserving multiple nights to bring down the per night cost ✨ Minimum stay varies, typically 1 to 3 nights ✨ Unless the trip is within the next few weeks, please 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. Just select different start date. ✨ To simplify things we typically do not negotiate rates✨

A cozy living area is highlighted by a vaulted ceiling with exposed wooden beams. A dark sofa is paired with a patterned rug, while a wooden coffee table sits in the center. Natural light enters through two window panes, and a small plant decorates a nearby shelf.

4.93 out of 5 average rating, 138 reviews

Historic West End Condo 10 Minute Walk to Old Port

Our perfectly located condo in this brick federal building from 1848 is the ideal spot for your stay in Portland. Fully renovated and beyond comfortable. Walk to Old Port, Arts District or any restaurant/brewery you desire. Quite, top floor unit with self entry keypads and security cameras. Furnished and equipped with all the comforts of what you should expect and more. Interior offers lots of light, exposed brick, vaulted ceiling, stainless appliances, washer/dryer. Furniture is dialed in

A bright living area is revealed, featuring large windows that allow natural light to fill the space. A cozy gray sofa and matching armchair are complemented by colorful pillows. A small side table holds a plant, and a soft area rug adds warmth to the hardwood floor.

4.99 out of 5 average rating, 115 reviews

Charming, newly remodeled space atop Munjoy Hill.

We are a 1 BR condo atop Munjoy Hill, a block from the historic 78 acre ocean side Eastern Prom Park, with its majestic homes, gourmet food trucks, grassy hills, and recreation area. Our condo is an easy, open space, renovated in 2019, with artful touches created by my woodworker husband. From here, you can grab a coffee, and muffin and hop on the Prom's paved walkway, connecting you to the seaport below. Evenings, come back to marvel at the wondrous sunset unveiled, just steps from our place.

Superhost

An open concept kitchen and dining area is visible, featuring a red retro fridge, white cabinetry, and a wooden dining table with black chairs. Natural light is provided by several windows, illuminating a minimalist decor style with a vase of flowers and a laptop on the table.

Condo in Brunswick

4.84 out of 5 average rating, 193 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Superhost

Condo in Old Orchard Beach

4.78 out of 5 average rating, 153 reviews

Elegant 1 bedroom cabin just 50ft from the beach#2

This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

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.

4.89 out of 5 average rating, 157 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.

A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.

4.96 out of 5 average rating, 315 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

4.96 out of 5 average rating, 209 reviews

A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.

Condo in South Portland

Rustic Willard Beach condo ten mins from Old Port!

Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

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.

4.99 out of 5 average rating, 153 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

4.96 out of 5 average rating, 397 reviews

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

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.

4.96 out of 5 average rating, 291 reviews

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

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.

The entryway showcases a blend of modern and rustic elements, featuring a wooden accent wall and exposed brick. A low wooden bench and a round coffee table are positioned on a textured carpet, while a bank of mailboxes is mounted on one side, offering convenience for residents.