Holiday rentals with beach access in South Portland

4.98 out of 5 average rating, 129 reviews

A spacious studio layout is visible, featuring a comfortable sectional sofa adorned with a mix of neutral and dark cushions. A large bed is situated in the background, accompanied by a soft area rug and warm wooden flooring, creating a relaxed atmosphere. Natural light enters through multiple windows.

Flat in Ferry Village

Cozy South Portland studio with King bed! REG107

Welcome to our studio! Stocked with all you need! Short walk away from the green belt trail & ocean views. Just 5 minutes away from Fort Williams home to the most photographed light house in America. We are a walk away from bug light,and spring point and if you feel like a beach day Willard beach is 5 minutes away. Don't forget to stop at scratch bakery or the cookie jar for a coffee and treat. Portland's Old Port is just a 10 minute uber ride . FYI ,entrance is in back up a flight of stairs .

Flat in Falmouth Foreside

A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.

4.97 out of 5 average rating, 182 reviews

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

The spacious dining area features a black and white checkered floor, complemented by red walls. A rustic wooden table with four black chairs is placed centrally, while a vintage mirror reflects the room. Natural light filters through windows adorned with floral curtains, enhancing the cozy atmosphere.

4.96 out of 5 average rating, 515 reviews

RETRO BnB in the Heart of East End Portland

Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Guest suite in South Portland

An aerial view captures a serene coastal neighborhood with waterfront homes and manicured lawns. The ocean sparkles in the distance, and several boats can be seen on the water. A well-maintained driveway leads to a residence surrounded by lush greenery.

4.97 out of 5 average rating, 104 reviews

Ocean Views, work friendly

This space is the lower level of a single family residence with separate entrance with views of the Casco Bay Ship Channel. More than simply a bedroom, there is a spacious living room with tv and computer workstation. There is a patio for relaxing as you take in the scenery. We are a short walk to Willard Beach, and we provide beach towels and chairs. There is no kitchen but we provide a coffee maker, and small fridge. Places for take out abound nearby. This is a great getaway for couples.

4.97 out of 5 average rating, 253 reviews

A cozy cottage is surrounded by lush trees and greenery. Two blue chairs are placed outside near the entrance, with a small table between them. A gas grill is positioned nearby, creating a welcoming space for outdoor relaxation and dining.

Cottage in Scarborough

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

4.91 out of 5 average rating, 239 reviews

An open-concept studio space features sloped ceilings and warm hardwood floors. A dining area includes a wooden table and chairs. A colorful floral armchair is positioned beside a television, which faces a spacious sleeping alcove with a queen bed covered in light bedding.

Flat in South Portland

Willard Square - The View

5 minutes to the beach , private deck , cozy apartment just a stone's throw from Scratch Bakery. Grab a bagel, or my personal fave, almond horseshoe, and relax on the deck stroll to the beach. One bedroom apartment on the third floor, fully equipped kitchen. Everything you need for a weekend or a winter rental. The stairs are steep and may not be appropriate if you have mobility issues. sloped ceilings . First response is alaways , "It's so much bigger than the photos show. Fast wifi .

Guest suite in Ferry Village

A serene beach scene is captured, featuring a gentle shoreline with soft sand. Small boats are anchored in the calm water, while a lush green landscape forms the backdrop under a partly cloudy sky. Sunlight reflects off the waves, creating a sparkling effect.

4.92 out of 5 average rating, 397 reviews

Apartment Walking Distance to Willard Beach

Our South Portland in-law suite is on a private floor & has its own private entrance at the back of the house. It is a 1 bedroom, 1 bathroom space with a fully stocked kitchenette and free parking. You'll love being only a 5 minute walk from Willard Beach and walking distance to 2 different lighthouses: Spring Point and Bug Light. You'll also be a 10 minute drive to Old Port. You'll have access to a shared, fenced-in backyard. South Portland Short Term Rental License #: STR2020-0022.

5 out of 5 average rating, 104 reviews

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Apartment in South Portland

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.

4.96 out of 5 average rating, 209 reviews

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!

A spacious living area features a comfortable sofa, accentuated by a decorative throw pillow. A round coffee table centers the space, while a patterned area rug adds texture. The open kitchen is visible in the background, equipped with modern appliances and ample cabinetry.

4.98 out of 5 average rating, 631 reviews

Boutique Space * Steps to Eastern Prom * W/Parking

Beautifully appointed 1BR in Portland's quiet, coveted East End. Just a short walk to the Eastern Prom and Old Port restaurants. This first-floor apartment features a modern vibe, local artwork, Brooklinen linens, luxury towels, hotel-level cleanliness, and local coffee. Freshly updated with new finishes in Jan 2026. Quiet owner-occupied building with off-street parking, outdoor shared patio, grill and gas firepit. Queen bed + queen sleeper sofa. Non-smoking, no pets.

4.99 out of 5 average rating, 289 reviews

The airy living area features a neutral-toned sofa, complemented by two stylish chairs and a round glass coffee table. Soft light enters through two windows, and a vibrant abstract painting is displayed on the wall. Decorative lamps add subtle illumination.

Flat in Cape Elizabeth

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.

An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.

4.98 out of 5 average rating, 124 reviews

Harborview - Curated East End Escape w/ Parking

Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

Popular amenities for rentals with beach access in South Portland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

Flat in Downtown Portland

A stunning sunrise over Casco Bay is captured, with soft rays of light filtering through a tree. The serene water surface reflects warm hues, while a quiet road leads along the waterfront, providing a tranquil ambiance to the scene.

4.98 out of 5 average rating, 147 reviews

Urban Seaside Retreat- East End Overlook Casco Bay

A brightly lit living area features large windows draped with patterned curtains. A variety of plants bring life to the space, alongside a wooden coffee table and comfortable seating. The floor is covered with a colorful rug, adding warmth to the natural wood flooring.

4.97 out of 5 average rating, 558 reviews

Cozy East End 2 Bdrm. with Private Entrance

Flat in Old Orchard Beach

The exterior of the multi-level apartment building is shown, featuring a spacious deck complete with wooden railings. A picnic table and cozy seating area are visible on the patio below, with a pathway leading towards the entrance. The building's façade includes multiple windows that allow natural light.

4.78 out of 5 average rating, 106 reviews

Annabelle's Beach House - Middle unit

Flat in Old Orchard Beach

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, microwave, and stove. A dining area features a central island with two stools. Natural light fills the space through large windows, and a comfortable sleeping area is visible, showcasing a neatly made bed.

4.85 out of 5 average rating, 108 reviews

160 East by the sea #4 Steps to the Beach

4.82 out of 5 average rating, 305 reviews

A small dining area is set with a round table covered by a blue patterned cloth. Two wooden chairs are positioned around the table, which features a decorative item at the center. Natural light enters through two windows, accompanied by trailing green plants.

Flat in East Bayside

Clean East Bayside Apartment- Amazing Location!!

4.97 out of 5 average rating, 116 reviews

A modern living area features a comfortable seating arrangement with a light-colored sofa adorned with blue and white cushions. A wooden coffee table adds warmth to the space, while a television is mounted on the wall opposite a compact kitchen with gray cabinetry.

Flat in West End

Sunny West End Apartment With Private Courtyard

A common area is depicted, featuring a spacious couch adorned with yellow pillows. A light wood coffee table is centered on a striped rug. Natural light flows through large windows, illuminating a dining table with several wooden chairs, complemented by a cozy décor.

4.96 out of 5 average rating, 498 reviews

Bright and cozy Munjoy Hill neighborhood apartment

A welcoming living area features a cozy sofa adorned with patterned cushions. A round table with black chairs sits nearby, illuminated by soft string lights. The open layout leads to a well-lit kitchen area, showcasing a refrigerator and white cabinetry, enhancing the space's inviting feel.

4.96 out of 5 average rating, 431 reviews

Munjoy Hill, East End 1 BR Portland, ME

House rentals with beach access

4.95 out of 5 average rating, 128 reviews

A wooden staircase winds through lush greenery, leading down to a private dock on the tranquil lake. The water reflects the clear blue sky, framed by tall trees on either side, creating a serene outdoor setting.

Home in Standish

Lake House with a View!

4.95 out of 5 average rating, 179 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

Waterfront Gem walkable to Restaurants!

4.96 out of 5 average rating, 102 reviews

The house is nestled among trees by Highland Lake, featuring a rustic exterior with shingles. A large deck is visible, equipped with multiple outdoor seating options. Stairs lead from the water to the deck, providing direct access to the home.

Home in Falmouth

Beautiful lake-side home close to Portland Maine

4.87 out of 5 average rating, 181 reviews

A charming yellow cottage is shown from the exterior, featuring a covered porch adorned with wicker seating. Green ferns and lush grass surround the home, which is framed by trees showcasing fall foliage.

Home in Peaks Island

Winter Dates: Cozy and Peaceful Island Getaway

4.95 out of 5 average rating, 154 reviews

An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.

Home in East End

East End Unit

4.99 out of 5 average rating, 168 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

4.95 out of 5 average rating, 151 reviews

The exterior of a charming white house is shown, featuring green shutters and a front porch. A variety of colorful flowers, including pink blossoms, frame the yard, while a vehicle is parked nearby. The lawn is well-maintained with a mix of greenery.

Home in East End

East End Portland, Water Views

4.89 out of 5 average rating, 236 reviews

An aerial view captures a coastal neighborhood with sandy beach access visible in the foreground. Buildings are spread out, showcasing residential homes and their proximity to the shoreline. The sun reflects off the water, creating a serene atmosphere under a partly cloudy sky.

Home in Scarborough

Adorable Beach House Across the Street From Beach!

Apartment rentals with beach access

4.99 out of 5 average rating, 115 reviews

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.

Apartment in East End

Charming, newly remodeled space atop Munjoy Hill.

4.91 out of 5 average rating, 473 reviews

Luxury Beach Front Condo! Prime Location!

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, 122 reviews

Oceanfront Condo with Awesome Views

4.96 out of 5 average rating, 398 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.

Apartment in Scarborough

Cozy condo by the beach!

4.95 out of 5 average rating, 129 reviews

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.

Apartment in Portland

Top Of The Line Stay!

4.74 out of 5 average rating, 147 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

A four-story oceanfront condo building features multiple balconies that overlook a sandy beach. Sunbathers and beach chairs are spread across the shoreline, with a vibrant atmosphere enhanced by people enjoying the coastal setting under a partly cloudy sky.