Condo vacation rentals in Portland

A bright living area is furnished with a light-colored sofa and cozy armchair. A wooden coffee table sits in front, complemented by a decorative plant. Two snowshoe decorations adorn the wall, while natural light filters through the windows with soft window treatments.

4.98 out of 5 average rating, 104 reviews

Charming 2-Bedroom Back Cove Retreat

Welcome to your perfect retreat in Portland! Discover the essence of Portland, Maine, at our enchanting getaway in Back Cove. Ideal for a long or short stay with your loved ones, our cozy space promises to be your home away from home. Just 8 minutes from downtown with off-street parking. Thoughtfully designed space with modern amenities. Family-friendly and pet-friendly (see "other details to note" regarding our pet policy). Proudly licensed with City of Portland License #: STHR-004018-2022.

FamilyValueParks

A spacious living area showcases exposed brick walls and light, neutral carpeting. A grand piano is centrally positioned, surrounded by a yellow sofa and a white couch. Natural light enters through multiple windows, enhancing the cozy atmosphere of the room.

4.79 out of 5 average rating, 123 reviews

Cozy York - Spacious 2 Bedroom

This 2 bedroom condo is located on the first floor of our York street building. Just a few steps from Smalls cafe, The Danforth, Ruski's, & Cafe Ohno, this airbnb has all the in town walkability with the quiet neighborhood! Watch the sunrise over the waterfront bridge from the park benches or enjoy the cool evening breeze while listening to the tug boats. The two bedrooms are half-way below ground on the road side of the condo. The Piano does not work and is not in tune; it is decorative only.

LocationFamilyBiking

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, 130 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.

FamilyValueBiking

A historic brownstone building is located on a bustling street lined with shops and restaurants. The warm tones of the brick contrast with the vibrant sky at sunset. A stairway leads to the entrance of the condo, positioned above street level.

4.96 out of 5 average rating, 101 reviews

Superb Location! Heart of Old Port/Large Apt

Welcome to the Old Port! An incredibly unique property located in the middle of the historic Old Port District near the corner of Wharf and Fore St. Enjoy the epicenter of the many boutiques, restaurants, and nightlife while breathing in the salty ocean air from Casco Bay a block away. Features 3 bedrooms with en-suite bathrooms, luxe linens, full kitchen, and spacious living area. Looking for more space? Sleep up to 16 by also booking sister condo across the hall. Message me for details.

ValueFamilyQuiet

A bright living area features a glass sliding door leading to the deck. A comfortable couch is placed near the door, and a rustic table holds a decorative lantern. A vibrant flower arrangement sits at the center of the table, enhancing the welcoming ambiance.

5.0 out of 5 average rating, 104 reviews

Elegant, Stunning Condo with Sunny Patio

Our 1600 sq ft. light-filled modern rustic style condo provides the perfect home base for your Portland adventures. Enjoy morning coffee or an evening glass of wine on the deck, which overlooks the iconic Portland Observatory. A fully equipped kitchen and gas grill on the deck are at your disposal. With a large open concept living room, two bedrooms and two bathrooms (one of them with a soaking tub that you'll love), you and your travel companions will have plenty of room to be comfortable.

FamilyLocationSleep quality

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.

4.95 out of 5 average rating, 391 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

FamilyValueGetting around

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.

4.88 out of 5 average rating, 554 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.

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4.96 out of 5 average rating, 238 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!

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4.92 out of 5 average rating, 518 reviews

Luxury Beach Front Condo! Prime Location!

✨ Encourage reserving multiple nights to bring down the cost per night ✨ Our minimum stay is 2 nights during the week and 3 nights if the trip includes any weekend night. ✨ Given that, unless the trip is within the next few weeks, please don't book a trip that leaves a single night open. ✨ If you see a minimun longer than 2-3 nights, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Note: Single night available Oct 25

LocationFamilyIndoor spaces

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.

4.99 out of 5 average rating, 150 reviews

Mary J. Eastburn House - Baxter Suite

City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

ValueFamilyHospitality

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.

4.95 out of 5 average rating, 442 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.

ValueFamilyAccess

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.

4.95 out of 5 average rating, 325 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.

ValueLocationSolo travel

Popular amenities for Portland condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A modern living area showcases a grey sectional sofa adorned with decorative pillows. A light wood coffee table is centered on a textured rug, accompanied by a stylish black chair. A floor lamp stands nearby, and a plant adds a touch of greenery.

4.94 out of 5 average rating, 115 reviews

Fresh & Modern Family Friendly Central 2 bed

LocationFamilyParking

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.

4.95 out of 5 average rating, 149 reviews

Top Of The Line Stay!

LocationValueHiking

A serene view of a sandy beach at sunset, with soft clouds painted in hues of orange and pink against a clear sky. The sun sets gently on the horizon, reflecting on calm ocean waters, creating a tranquil atmosphere.

4.85 out of 5 average rating, 123 reviews

Oceanfront condo, spectacular views

FamilyValueWalkability

4.86 out of 5 average rating, 125 reviews

Downtown OOB Apt | Steps to Pier & Beach

LocationValueIndoor spaces

A bright and airy living area showcases a comfortable sofa, a stylish rug, and a ladder leading to an upper sleeping area. A kitchenette with modern appliances is visible, alongside a dining table. The bathroom is discreetly located in the background.

4.78 out of 5 average rating, 289 reviews

Updated Studio Across From Beach!

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A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

4.89 out of 5 average rating, 133 reviews

Oceanfront Condo with Awesome Views

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An aerial view captures a seaside community, revealing sandy beach extending along the coastline. The calm blue waters contrast with the golden shore. Residential buildings line the streets, framed by natural greenery, indicating proximity to both the beach and local amenities.

4.84 out of 5 average rating, 267 reviews

Just Renovated! Pine Point Beach Studio Apartment

FamilyValueParks

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.

4.94 out of 5 average rating, 159 reviews

Historic West End Condo 10 Minute Walk to Old Port

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Pet-friendly condo rentals

4.88 out of 5 average rating, 148 reviews

Ocean Views | 2BR King Beds | Pet-Friendly

ValueLocationBiking

An aerial view captures a spacious property surrounded by lush greenery. The blue-colored house features a large yard and a patio area, with walkways leading through the landscaped surroundings. Nearby trees offer shade, contributing to the tranquil setting of the neighborhood.

4.81 out of 5 average rating, 437 reviews

Back Cove - Sunny 2nd Floor Condo

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A decorative fireplace is centered against a light-colored wall, adorned with a framed vintage map above. A small statue and other items rest on the mantel. Natural light streams in from nearby windows, illuminating the wooden floor and a cozy green chair beside the fireplace.

4.92 out of 5 average rating, 216 reviews

Portland 1 Bedroom Condo in the Arts District.

LocationValueIndoor spaces

A spacious living room is highlighted by two light-colored sofas and a round woven coffee table, situated on a light wood floor. Soft natural light enters through large windows dressed with floral curtains. A ceiling fan and wall art add a comfortable touch to the space.

4.93 out of 5 average rating, 99 reviews

Historic Brick Apartment | Parking + Prime Locatio

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A wooden paddle displaying the word 'BEACH' is mounted on a porch railing. Lush green plants are seen cascading down from the railing, while colorful foliage can be seen in the background, contributing to a vibrant outdoor view.

4.78 out of 5 average rating, 770 reviews

Secluded Victorian Condo Downtown, Walk Everywhere

FamilyValueBathroom

4.8 out of 5 average rating, 171 reviews

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

LocationFamilyWifi

4.83 out of 5 average rating, 221 reviews

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

New 2BR 2King beds Private Apt Downtown Brunswick

FamilyValueQuiet

4.78 out of 5 average rating, 148 reviews

Pet-Friendly Coastal Stay | King Bed + Parking

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Condo rentals with a pool

The kitchen features modern cabinetry with a light grey finish and granite countertops. Stainless steel appliances include a refrigerator, dishwasher, oven, and microwave. A window allows natural light to illuminate the space, and oak flooring runs throughout, providing a warm atmosphere.

4.85 out of 5 average rating, 232 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

ValueLocationLaundry

A modern kitchen is showcased with white cabinetry and granite countertops. Stainless steel appliances include a refrigerator, microwave, and dishwasher. Kitchenware is neatly arranged, enhancing the functional space. A light blue wall adds a calm touch, while a throw pillow with 'BEACH.' text provides a decorative element.

4.96 out of 5 average rating, 134 reviews

Steps to Wells Beach + Pool | Coastal Retreat

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4.99 out of 5 average rating, 77 reviews

A charming two-story white house features a covered porch with railing and a central double-door entry. Lush greenery and colorful flower beds surround the property, enhancing the welcoming appearance. Large windows invite natural light, and the roof is adorned with shingles.

Condo in Kennebunkport

Luxury Coastal Retreat | Mins from Dock Square

ValueLocationSleep quality

An aerial view captures the condo community and its proximity to Old Orchard Beach. The clear blue ocean stretches in the background, with sandy shores visible. The surrounding area includes recreational facilities and parking, illustrating the convenient access to nearby attractions.

4.97 out of 5 average rating, 36 reviews

LocationFamilyComfort

A vibrant view captures the amusement park, featuring a large Ferris wheel and colorful attractions. The beach stretches in the background, illuminated by a soft, pastel sunset. A lively crowd gathers below, enjoying the bustling atmosphere of the town square.

5.0 out of 5 average rating, 32 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

ValueFamilyBeach

5.0 out of 5 average rating, 8 reviews

Cozy Studio 1 Mile From Beach!

LocationBathroomCheck-in

A serene view features a row of houses lining the water's edge, surrounded by natural greenery. The landscape includes telephone poles and nearby picnic tables, with the horizon showcasing a calm bay that reflects the soft light of the evening.

4.97 out of 5 average rating, 69 reviews

Cozy Coastal Condo in Wells - Hot Tub & Pool!

LocationFamilyCheckout