Become a host

Condo vacation rentals in South Portland

Find and book unique condos on Airbnb

Quick stats about condo rentals in South Portland

  • Total vacation rentals

    Explore 30 vacation rentals in South Portland

  • Nightly prices starting at

    South Portland vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of South Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Portland rentals

  • 4.8 Average rating

    South Portland stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in South Portland

Guests agree: these condos are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
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.
Condo in West End

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

ValueLocationSleep quality

4.93 out of 5 average rating, 153 reviews
Superhost
A cozy sitting porch is adorned with two wicker chairs, featuring red and white striped cushions. A vibrant area rug displays an anchor pattern, while a large window allows natural light to enter and offers a view of the garden outside.
Condo in Portland

Safe, convenient location close to all amenities

I love my Portland, Maine condo! It is comfy and relaxing on the inside .... fun and exciting on the outside. My home offers a unique blend of comfort and convenience. I enjoy having guests come and experience the unique city that I live in... you'll surely return. Well equipped full size kitchen / coffee bar A Portland Paradise, free driveway parking for two cars. A five minute ride into the exciting Old Port District or walk to neighborhood coffee shops, unique restaurants and local pubs.

LocationValueBathroom

4.82 out of 5 average rating, 125 reviews
Top guest favorite
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.
Condo in Portland

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.

LocationFamilyBathroom

4.98 out of 5 average rating, 99 reviews
Guest favorite
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.
Condo in Downtown Portland

Portland 1 Bedroom Condo in the Arts District.

Enjoy a bright, clean stay in the heart of Portland’s downtown Arts District. This first-floor condominium in a charming brick Victorian features 16ft ceilings, wood floors, built-ins, and a decorative fireplace, Victorian Cole fireplace. Walk to restaurants, music venues, theaters, museums, and galleries, and return to a cozy space with a full kitchen and historic character. A quiet tree lined residential neighborhood. Located 1 street below Congress St (runs the length of the Panninsula)

ValueLocationParking

4.93 out of 5 average rating, 206 reviews
Top guest favorite
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.
Condo in Portland

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

ValueFamilyAir conditioning

4.96 out of 5 average rating, 372 reviews
Top guest favorite
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

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.

LocationFamilyIndoor spaces

4.88 out of 5 average rating, 534 reviews
Top guest favorite
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!

LocationValueAccuracy

4.96 out of 5 average rating, 228 reviews
Top guest favorite
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

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.

FamilyValueAir conditioning

5.0 out of 5 average rating, 148 reviews
Top guest favorite
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.

FamilyLocationBeach

4.96 out of 5 average rating, 431 reviews
Guest favorite
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.

LocationValueLayout

4.95 out of 5 average rating, 317 reviews
Luxe
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

Waterfront Two Master Suite Penthouse with Rooftop

CO2024-01785 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.

FamilyValueDecor

4.96 out of 5 average rating, 253 reviews
Guest favorite
A cozy living room features a large sectional sofa and a circular coffee table at the center. Natural light enters through multiple windows, casting a bright atmosphere. A small dining area with two chairs is visible in the corner, and area rugs add subtle texture to the hardwood floor.
Condo in Portland

Walk to downtown ! Free Parking! Private Entrance!

Sunny, large 1600 Sq Ft Condo. Walk to the Old Port, bars, restaurants, Farmer's Market, Portland Expo and Sea Dogs baseball stadium! All are welcome! - 5 queen beds plus sofa bed ! -Walk to Everything! - Parking off street for 1 car. Free street parking. - Sunny front porch and backyard patio -Smart TV ( Netflix Amazon, etc.) -Fully equipped kitchen - Smart lock self check in! -License Number STHR-000828-2018

FamilyLocationHiking

4.92 out of 5 average rating, 214 reviews

Popular amenities for South Portland condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
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.
Condo in Scarborough

Just Renovated! Pine Point Beach Studio Apartment

FamilyValueTV

4.84 out of 5 average rating, 260 reviews
Superhost
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.
Condo in Scarborough

Updated Studio Across From Beach!

ValueFamilyWifi

4.78 out of 5 average rating, 282 reviews
Superhost
A cozy living area features two leather sofas facing each other across a wooden coffee table. A large television is mounted on the wall, and a vibrant nature scene is displayed above. Natural light enters through a window adorned with light curtains, creating a warm ambiance.
Condo in Portland

Penthouse, Walk To The Old Port & The Beach!

FamilyValueCondition

4.93 out of 5 average rating, 150 reviews
Top guest favorite
Condo in Old Orchard Beach

Luxury Beach Front Condo! Prime Location!

FamilyValueAmenities

4.92 out of 5 average rating, 511 reviews
Top guest favorite
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

Top Of The Line Stay!

LocationFamilyQuiet

4.95 out of 5 average rating, 144 reviews
Guest favorite
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

Historic Condo in Downtown Portland Old Port

LocationFamilyOutdoor spaces

4.9 out of 5 average rating, 178 reviews
Guest favorite
Condo in Old Orchard Beach

Downtown OOB Apt | Steps to Pier & Beach

LocationValueHospitality

4.85 out of 5 average rating, 118 reviews
Top guest favorite
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.
Condo in Portland

Fresh & Modern Family Friendly Central 2 bed

ValueFamilyQuiet

4.93 out of 5 average rating, 106 reviews

Pet-friendly condo rentals

Superhost
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.
Condo in Downtown Portland

Secluded Victorian Condo Downtown, Walk Everywhere

ValueLocationHospitality

4.78 out of 5 average rating, 757 reviews
Guest favorite
Condo in Old Orchard Beach

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

LocationFamilyBeach

4.79 out of 5 average rating, 168 reviews
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

New 2BR 2King beds Private Apt Downtown Brunswick

ValueLocationDecor

4.84 out of 5 average rating, 213 reviews
Top guest favorite
An open living space showcases a modern kitchen with a stainless steel refrigerator and a two-seater kitchen island featuring vibrant green bar stools. A comfortable gray sofa is adorned with decorative pillows and is positioned alongside a colorful area rug, all under soft, natural light.
Condo in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

ValueFamilyView

4.9 out of 5 average rating, 242 reviews
Superhost
Aerial view of a coastal neighborhood showcases a mix of homes surrounded by lush greenery. The nearby waterfront features boats gently bobbing in the calm water and trees lining the shore. The expansive horizon reveals a peaceful seaside atmosphere.
Condo in South Portland

Arlie's Digs! - One Block To Willard Beach!

FamilyLocationWalkability

4.88 out of 5 average rating, 76 reviews
Top guest favorite
A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and stove. A large island is complemented by bar stools, providing space for seating. The design includes ample storage and counter space, with a laundry unit concealed near the entrance.
Condo in Portland

My Old Port Sanctuary - Lux by the water & dining

FamilyValueNearby

5.0 out of 5 average rating, 86 reviews
Superhost
A cozy living area is presented with a spacious sectional sofa facing a wall-mounted television. Natural light filters through multiple windows, enhancing the open concept layout that connects to the adjacent dining and kitchen areas.
Condo in Portland

2025 Remodel, 5 Bedroom, 3.5 Bath, Parking, Deck!

LocationValueNearby

4.64 out of 5 average rating, 364 reviews
Guest favorite
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.
Condo in West End

Historic Brick Apartment | Parking + Prime Locatio

FamilyLocationQuiet

4.94 out of 5 average rating, 93 reviews

Condo rentals with a pool

Top guest favorite
The living area features a plush gray sofa and an armchair beside a large area rug. Natural light filters through a skylight, illuminating the space. A coffee table sits at the center, accompanied by two lamps and a faux fireplace, creating a cozy ambiance.
Condo in Ogunquit

Newly designed one-bedroom condo- heart of OGT

ValueFamilyAccess

4.97 out of 5 average rating, 105 reviews
Top guest favorite
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.
Condo in Wells

Steps to Wells Beach + Pool | Coastal Retreat

LocationFamilyGetting around

4.96 out of 5 average rating, 130 reviews
Guest favorite
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.
Condo in Wells

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

FamilyValueView

4.85 out of 5 average rating, 227 reviews
Top guest favorite
Condo in Old Orchard Beach

OOB Beach Suite|2 Queen Beds | Pool|Sleeps 4 (#10)

FamilyLocationAccess

5.0 out of 5 average rating, 11 reviews
Top guest favorite
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

ValueLocationKitchen

4.99 out of 5 average rating, 67 reviews
Top guest favorite
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.
Condo in Old Orchard Beach

LUXURY OCEANFRONT CONDO Best Location on the beach

LocationFamilyGetting around

5.0 out of 5 average rating, 26 reviews
Guest favorite
A cozy living area is presented with two stylish armchairs and a matching sofa, all decorated with patterned cushions. A round coffee table sits in the center, resting on a textured area rug. Large windows allow for natural light and views of the ocean.
Condo in Old Orchard Beach

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

LocationFamilyKitchen

4.85 out of 5 average rating, 67 reviews
Top guest favorite
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.
Condo in Wells

Cozy Coastal Condo in Wells - Hot Tub & Pool!

LocationFamilyCheck-in

4.98 out of 5 average rating, 63 reviews

When is the best time to visit South Portland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,326 GYDG$30,117 GYDG$31,999 GYDG$33,045 GYDG$42,248 GYDG$63,999 GYDG$58,770 GYDG$72,574 GYDG$51,241 GYDG$49,986 GYDG$37,856 GYDG$34,091 GYD
Avg. temp-4°C-3°C1°C7°C13°C18°C21°C21°C16°C10°C4°C-1°C

More from Airbnb

Airbnb experiences

Experience something new

Airbnb services

Make your stay more special

Destinations to explore