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Apartment vacation rentals in Southport

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Quick stats about apartment rentals in Southport

  • Total vacation rentals

    Explore 40 vacation rentals in Southport

  • Nightly prices starting at

    Southport vacation rentals start at G$25,098 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Southport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Southport rentals

  • 4.9 Average rating

    Southport stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated apartment rentals in Southport

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

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Top guest favorite
An exterior view of the apartment's entrance is presented, featuring a small deck with two wooden chairs and a table. Colorful potted flowers line the steps leading up to the entrance, while a decorative red paddle hangs by the door, reflecting a nautical theme.
Apartment in Boothbay Harbor

Chic 1-Bedroom at the Heart of Boothbay Harbor

Come and Stay in Oak Ledge! Oak Ledge is a beautifully-renovated 2-storey 1-bedroom apartment in the heart of Boothbay Harbor. Bedroom and Bathroom on the upper level. 2-night minimum 5-night maximum ••Overnight stays available in November and December for Gardens Aglow. This is an adults only listing. Sorry, no pets. Our friendly rescue dog "Oscar" roams freely on the property. Off-street parking for one car. Self check-in. Smart TV with streaming - remember to have your log-ins.

ValueFamilyKitchen

4.99 out of 5 average rating, 136 reviews
Top guest favorite
Apartment in Boothbay Harbor

Rosie's Hideaway By the Sea

Rosie's Hideaway By The Sea is in a lovely turn of the century Victorian farm house filled with paintings by Maine artists and beautiful hardwood floors. The front yard has gorgeous shade trees and a stone wall. Fabulous views of the harbor is a short walk away. . Follow the road along the harbor and you'll end up downtown Boothbay Harbor where all the shops and restaurants are. While we love children and animals, the space is not appropriate / safe for children under 8 or pets of any kind.

ValueFamilyAccess

4.89 out of 5 average rating, 143 reviews
Top guest favorite
A winter scene captures a sunlit view of a snowy landscape, accented by a partially frozen body of water in the distance. Bare trees are lightly dusted with snow, and clouds scatter across a vibrant blue sky. Power lines frame the image.
Apartment in Phippsburg

Private Apartment with water views.

This is a Private Apartment in an excellent location. Walk to the nearby waterfront at the end of the Lane. It is just 2 miles from downtown Bath, also close to the beaches and 2 different State Parks. (Within a 15 min drive) Apartment does have some steep stairs to the second floor bedroom. In especially cold weather there is a pull out sleeper with extra mattress provided for another comfy, warmer first floor sleeping space. Coin operated laundry next door down. Machines take $3.50 each.

FamilyLocationParking

4.87 out of 5 average rating, 102 reviews
Top guest favorite
A well-lit space features a spacious bed with white bedding and a small round dining table set for two. A skylight and multiple windows illuminate the room, with scenic views visible through the glass doors leading to a private deck.
Apartment in Boothbay Harbor

Penthouse Master Bedroom

The Penthouse is filled with light, lots of windows and skylights. It has two entrances that are both private, one from our deck and another from the main kitchen! It has a large full bathroom, small closet, and a kitchenette with a coffeemaker, refrigerator and sink. All windows, skylights and doors have shades for complete privacy. Book with us from November 14 th through December 31 st and get two complimentary tickets to the Gardens aglow Light show at the Boothbay Botanical Gardens!

FamilyValueAmenities

4.98 out of 5 average rating, 114 reviews
Top guest favorite
An outdoor deck features a wooden dining table with attached benches and two comfortable lounge chairs. Views of the harbor and surrounding greenery are visible, enhancing the inviting space for relaxation.
Apartment in Boothbay Harbor

Sunny Downtown Apartment with Views of the Harbor

The views of the Boothbay Harbor and the new footbridge are spectacular! This spot is walking distance to bars, shops, restaurants and the grocery store. If you want to stay home, you can hang out on the deck that has comfy outdoor furniture and a dining table. Enjoy your coffee on this sunny deck with an amazing breakfast sandwich from the bakery next door. Downtown Boothbay can get loud but we are just far enough away to have a restful place within walking distance to all of the fun.

LocationValueAccuracy

4.93 out of 5 average rating, 105 reviews
Top guest favorite
A serene two-story studio cabin is surrounded by lush greenery and vibrant wildflowers. Tall trees provide shade, and a balcony is visible, accentuated by green awnings. The structure features a rustic wood exterior, harmonizing with the natural landscape of rural Maine.
Apartment in South Bristol

Serenity, Privacy, Clean and Bright

This large studio can be rented by the week only June - September. A high ceiling, many windows and skylights give this space a feeling of spaciousness. On a private road. A short walk takes you to the Damariscotta River. Perfect for artists, writers and those looking for a retreat space. 10 miles away are great cafes, stores, a movie theater, a health food store "better than Whole Foods", a lighthouse and a beautiful beach. Close by are countless spectacular walking trails.

FamilyValueNearby

5.0 out of 5 average rating, 134 reviews
Top guest favorite
The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.
Apartment in Lisbon Falls

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

ValueLocationSleep quality

4.94 out of 5 average rating, 551 reviews
Top guest favorite
A dark blue oval sign displaying the name 'West Winds at Pemaquid' features an anchor design, indicating a nautical theme. The sign is framed in silver and includes the establishment year '2016,' suspended by a chain against a backdrop of green trees.
Apartment in Bristol

Welcome to "West Winds at Pemaquid"

Take a moment to unwind with a leisurely walk along the natural pathway leading to Coombs Cove off John's Bay. Sit quietly and watch the tide ebb and flow, or lose yourself in that book you've been meaning to read. It's an ideal retreat for couples seeking breathtaking scenery and tranquil solitude. Built in 2017, West Winds features two bedrooms, a full bathroom, a cozy living room, an eat-in kitchen, laundry facilities, and WiFi—everything you need for a relaxing getaway.

ValueFamilySolo travel

5.0 out of 5 average rating, 176 reviews
Guest favorite
A wooden dining table is set by large windows, offering views of the water and surrounding trees. A blue bowl sits at the center, complemented by placemats in soft blue tones. Natural light fills the space, highlighting the warm wooden floor.
Apartment in Wiscasset

Panoramic Water Views on the Sheepscot

From our living room a wall of windows take in the expansive views of Barter's Island upward to the ocean. Relax on the sunny deck, listen to the birds and lobster boats and watch the seals on the ledge at low tide. Take a walk for breathtaking scenic views of the Sheepscott river. Bring your books, bikes and kayaks. Westport Island offers several preserves for hiking, a local brewery and is a central location to visit many nearby midcoast sights and activities.

ValueLocationHeating

4.95 out of 5 average rating, 112 reviews
Guest favorite
A comfortable living area features a dark sofa with orange accents, a wooden coffee table, and an armchair. Natural light enters through a window, enhancing the neutral wall tones. A flat-screen TV is mounted on one wall, with artwork hung above the sofa.
Apartment in Boothbay

Farnham Point Retreat

New modern apartment over garage. Brand new patio and fire Pit area. Nestled in the woods. 10 minutes from downtown scenic Boothbay Harbor and Botanical Gardens. Near Carriage House Restaurant. Near Ocean Point. Large walk-in closet. Two large flat screen TVs. BBQ Grill, Fire Pit, and outdoor Dining area with table and chairs. Corn hole and ring toss games. Firewood in the shed for guests. Outlet for EV charger available for small fee, upon request.

FamilyValueGrill

4.92 out of 5 average rating, 237 reviews
Top guest favorite
A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.
Apartment in Boothbay Harbor

Sail Loft: Oceanfront Apartment on a Pier.

Experience a one-of-a-kind waterfront escape at the Sail Loft in Boothbay Harbor! This unique 1-bedroom apartment is located directly over the water in a working marina, offering stunning panoramic views from every window. It feels like being on a private yacht. Perfect for a couple's getaway, you're just a short walk from all the downtown shops and restaurants. Enjoy a truly memorable stay with free parking included.

LocationFamilyGetting around

5.0 out of 5 average rating, 142 reviews
Guest favorite
Apartment in Phippsburg

Popham Beach, Small Point, Phippsburg, year round

Experience the quiet beauty of Midcoast Maine in this light-filled, two-story duplex. Designed as a visually stimulating retreat for artists, photographers, and nature lovers, our home offers a peaceful base just minutes from the sands of Popham and Head Beach and the hiking trails of Morse Mountain. With a spacious kitchen and a private sleeping suite, it is perfectly suited for those looking to disconnect

LocationValueLong stay

4.82 out of 5 average rating, 111 reviews

Popular amenities for Southport apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
A spacious two-story home is shown with a welcoming front porch adorned with rocking chairs. Solar panels are visible on the roof, which is complemented by several skylights. Surrounding greenery enhances the peaceful setting under a partly cloudy sky.
Apartment in Harpswell

Comfortable studio apartment in quiet location

LocationFamilyCondition

4.93 out of 5 average rating, 235 reviews
Top guest favorite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

ValueFamilyParking

4.99 out of 5 average rating, 245 reviews
Top guest favorite
A rustic sliding barn door opens to reveal a laundry area just off the main living space. The walls are painted in a soothing green color, and warm sunlight filters through a window, highlighting the wood flooring and decorative accents above the door.
Apartment in Newcastle

Historic charm, Modern amenities, Walk downtown

ValueFamilyOutdoor spaces

4.99 out of 5 average rating, 156 reviews
Top guest favorite
A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.
Apartment in Downtown Portland

Old Port Penthouse Suite - Amazing Harbor Views

ValueFamilyView

4.97 out of 5 average rating, 327 reviews
Guest favorite
A comfortable living room is presented, featuring a cozy couch and wooden coffee table. A lamp stands beside the seating area, and a television is positioned on a low shelf. A large plant adds a touch of greenery, with framed artwork adorning the walls.
Apartment in Topsham

2 BR apartment in Topsham.

ValueFamilyCondition

4.89 out of 5 average rating, 107 reviews
Top guest favorite
An entryway features a blend of natural light and neutral tones. A wooden sideboard and a blue chair provide seating, while a decorative rug adds warmth. Potted plants enhance the aesthetic, and a doorway leads into a spacious living area, subtly defined by a contrasting color scheme.
Apartment in Wiscasset

25 MIDDLE -Historic Village Apartment (Unit A)

LocationValueCleanliness

4.95 out of 5 average rating, 124 reviews
Guest favorite
A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.
Apartment in Richmond

Stunning Royal Richmond 2 Br Apartment Get Away!

FamilyValueCheckout

4.92 out of 5 average rating, 182 reviews
Superhost
An open-concept living space features a gray sofa paired with a dark coffee table, harmonizing with light wood floors. The well-equipped kitchen is visible in the background, showcasing a large island with seating. Natural light enters through multiple windows, creating a bright atmosphere.
Apartment in Brunswick

King Beds Modem Luxe Downtown 2BR Walk to Bowdoin

ValueFamilyCheck-in

4.91 out of 5 average rating, 162 reviews

Private apartment rentals

Top guest favorite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Apartment in Peaks Island

Peaks Island Master Bedroom Suite

LocationFamilySolo travel

4.99 out of 5 average rating, 229 reviews
Top guest favorite
The exterior of a multi-unit house is displayed, showcasing a combination of gray siding and a distinctive red roof. A wooden deck is visible on the second level, connected to an open lawn area featuring grass and flowerpots. A clear blue sky enhances the setting.
Apartment in Orrs Island

Shore House, Posey Unit - Ocean Front Property

FamilyLocationLaundry

4.92 out of 5 average rating, 129 reviews
Top guest favorite
Apartment in Portland

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

FamilyValueBathroom

4.96 out of 5 average rating, 684 reviews
Guest favorite
A modern studio space features a well-equipped kitchenette with cabinetry and appliances. A blue sofa is positioned across from a bed with a patterned quilt, creating a functional living area. Natural light is provided through two windows, enhancing the open layout.
Apartment in Boothbay Harbor

Quaint Boothbay Harbor Retreat

LocationValueNearby

4.81 out of 5 average rating, 52 reviews
Top guest favorite
Apartment in Georgetown

Hey There Hideaway

LocationHikingWifi

5.0 out of 5 average rating, 22 reviews
Top guest favorite
The exterior of a charming Victorian home is showcased, featuring a yellow façade and a welcoming porch adorned with white railing. Manicured landscaping with lush greenery and blooming white flowers surrounds the entrance, complemented by a clear sky and soft, natural lighting.
Apartment in Boothbay Harbor

Sea Salt Serenity (2nd floor)

LocationValueCheck-in

4.94 out of 5 average rating, 71 reviews
Top guest favorite
Apartment in Boothbay

Elegant Studio Apartment at the Old Firehouse

ValueLocationComfort

5.0 out of 5 average rating, 43 reviews
Guest favorite
A living area features a floral-patterned sofa and a coordinating armchair, both positioned around a wooden coffee table. A large television is mounted on the wall, with a wooden entertainment unit below. Natural light enters through a window with blinds.
Apartment in Ocean Point

141 Shore RD Apartment with a view

ValueLocationLayout

4.85 out of 5 average rating, 47 reviews

Apartment rentals with a hot tub

Guest favorite
Apartment in Topsham

Cozy hot tub haven

FamilyValueHospitality

4.87 out of 5 average rating, 611 reviews
Guest favorite
An inviting living area showcases a modern spiral staircase leading to the loft. A sleek kitchen is visible, featuring patterned backsplash tiles and stainless-steel appliances. A comfortable sofa and a coffee table create a cozy seating arrangement, complemented by natural light from the large windows.
Apartment in Brunswick

Downtown Hideaway-Loft HotTub Modern Clean Private

FamilyLocationParks

4.91 out of 5 average rating, 796 reviews
Top guest favorite
Apartment in Portland

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

FamilyLocationView

4.97 out of 5 average rating, 518 reviews
Top guest favorite
A bright living area features large windows that provide ample natural light. Two comfortable chairs with colorful upholstery are arranged beside a small table, while a cozy couch with red accents complements the space. A vibrant piece of artwork adorns the wall, adding a touch of color.
Apartment in Downtown Portland

Beautiful West End studio, hot tub, park free.

ValueFamilyLong stay

4.98 out of 5 average rating, 408 reviews
Top guest favorite
Apartment in Portland

Maine Hacienda w/hot tub & seasonal pool

ValueLocationIndoor spaces

4.98 out of 5 average rating, 289 reviews
Top guest favorite
A spacious bedroom features a large bed dressed in white linens, accompanied by a bedside table with a lamp. A window overlooks a wooded area, and the walls display framed art. A small seating area includes a woven chair and side table, enhancing the room's functionality.
Apartment in Biddeford

Brenda and Phil's Place

FamilyValueCleanliness

4.98 out of 5 average rating, 148 reviews
Superhost
A view from a small deck showcases a quiet street lined with parked cars and greenery. The harbor is visible in the distance, framed by buildings and power lines, creating a serene atmosphere. The clear sky enhances the openness of the scene.
Apartment in Boothbay Harbor

Clipper Suite

ValueLocationKitchen

4.68 out of 5 average rating, 25 reviews
Guest favorite
The exterior of the home showcases a well-maintained garden path flanked by vibrant flower pots in shades of blue. Lush green grass surrounds the area, with a glimpse of additional landscaping visible in the background. The home features large windows and a welcoming entrance.
Apartment in Phippsburg

Quiet 2 bedroom apt close to beaches and town.

ValueFamilyHiking

4.9 out of 5 average rating, 40 reviews

Destinations to explore