Apartment holiday rentals in Southport

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Top-rated apartment rentals in Southport

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Top guest favourite
Flat in Boothbay Harbor
4.86 out of 5 average rating, 117 reviews

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.

Top guest favourite
A bright eat-in kitchen area features a small wooden table with two chairs. Natural light streams through large windows, providing a view of the lush garden. A washer and dryer are positioned nearby, enhancing the functionality of the space.
Flat in Bath
4.96 out of 5 average rating, 150 reviews

1820s Maine Cottage with Garden

Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Guest favourite
The living area features a spacious, neutral-toned sofa and a modern accent chair. A natural wood coffee table sits on a patterned rug. Light-colored walls enhance the airy feel, while exposed wooden beams add character. Natural light filters through wide windows, illuminating the space.
Flat in Richmond
4.9 out of 5 average rating, 235 reviews

Designers Dream 1br Apt where class meets relax!!!

This Designers Dream 1br apartment is located in the quintessential small Maine town of Richmond. Open the door feast your eyes on this truly unique and beautiful spot and get ready to relax or explore! Richmond is home of Swan Island a great spot to explore via kayak or canoe or just grab the ferry! We're 45 min to all downtown Portland has to offer. We are an hour to Booth Bay Harbor and the beautiful botanical gardens. Popham beach is 45 min away, one of the most amazing beaches in state.

Top guest favourite
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.
Flat in Boothbay Harbor
4.98 out of 5 average rating, 101 reviews

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!

Top guest favourite
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.
Flat in Boothbay Harbor
4.99 out of 5 average rating, 107 reviews

Chic 1-Bedroom at the Heart of Boothbay Harbor

Welcome to 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 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 (Amazon Prime/Disney+/Max/Hulu/Netflix)

Top guest favourite
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.
Flat in South Bristol
5 out of 5 average rating, 129 reviews

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.

Top guest favourite
A cozy living room is illuminated by natural light through large windows adorned with light curtains. A gray sofa features multi-colored pillows and faces a modern armchair. A television is positioned on a stand in front of a decorative wall, enhancing the room's inviting feel.
Flat in Bath
4.97 out of 5 average rating, 187 reviews

Serene, Spacious & Private Apt. near downtown Bath

"A bright star among Airbnbs" & "one of our favorite Airbnbs of all time" is how guests have described this spacious apartment with private entrance. Our space is a good match for quiet guests, as Erika works from home (we live upstairs). We honor guests' privacy while creating a special stay for you. LGBTQI+friendly. Max. 2 adults. No pets. Infants welcome but the apartment is not babyproof. No cigarettes on the property, but smoking (legal) weed on the porch is fine.

Guest favourite
An airy living room features a comfortable gray sofa and a coffee table adorned with a vase of yellow flowers. Two black chairs surround a small dining table. Natural light streams in through a large window, illuminating framed artwork on the walls.
Flat in Phippsburg
4.83 out of 5 average rating, 101 reviews

Popham Beach, Small Point, Phippsburg, year round

Explore Popham while you stay in cozy newly updated, 2 floor 1 bedroom apartment. (full size bed and twin bed) . Living room has full sleeper sofa. Large kitchen and full bath. 1 Mile from Head Beach, 4 miles from Popham Beach State Park. Walk to Beautiful Morse Mountain Preserve. The property are well suited for artists, photographers looking for a quiet, visually stimulating, peaceful retreat. Shared laundry, best for 2 -3 adults, and/or small child.

Guest favourite
The image features a studio layout with four sections. A cozy sitting area includes a blue sofa and armchair, facing a smart TV. A table set for dining is seen next to a modern kitchen. A spacious king bed is presented with decorative pillows, and a coffee table adorned with tasteful decor completes the scene.
Flat in Westbrook
4.92 out of 5 average rating, 112 reviews

Cozy King bed apt near Portland with free parking

Enjoy a comfortable and relaxing getaway in this charming second-floor studio, owned and operated by a local family. Nestled in a quiet neighborhood, yet just minutes from Downtown Portland with easy access to I-95 and I-295, it offers the perfect mix of peace and convenience. This cozy studio features a brand-new King bed with a fresh mattress and pillows, along with a 3/4 bath—perfect for unwinding after a day of exploring the city or coast.

Top guest favourite
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.
Flat in Boothbay Harbor
5 out of 5 average rating, 132 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water than this! Imagine relaxing in style and comfort, right over the ocean, and having views from every window. It's like being on a boat but better! Our newly updated, spotless loft has all the amenities you could want, and is only a short walk to downtown. You will find a great mattress, with cozy bedding and fluffy towels.

Guest favourite
An open living area is captured from above, showcasing a spiral staircase crafted from reclaimed wood. A light-colored couch is adorned with blue and green cushions. A wooden side table sits nearby, while a colorful artwork is displayed on the wall. Natural light streams through large windows.
Flat in Richmond
4.91 out of 5 average rating, 285 reviews

The Barn by Swan Island: Whimsical, Comfy, & Fun!

Welcome to the place we call "The Barn by Swan Island." Located in Richmond, ME, just a short distance from the free boat launch to Swan Island in the Kennebec River. Originally built in the mid 1800's as an attached barn to our lovely Victorian home, we have completely renovated and remade the space into a fun, comfy, and whimsical AirBnB experience. An ideal location for a trip to Midcoast Maine!

Top guest favourite
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.
Flat in Bristol
5 out of 5 average rating, 160 reviews

Welcome to "West Winds at Pemaquid"

Take a break and enjoy a stroll down a natural walkway to Coombs Cove off John's Bay. Sit and enjoy watching the tide come in and out or read that book you've been trying to get to for some time. Perfect for the couple who is seeking beauty and peaceful solitude. West Winds was built in 2017 and offers two-bedrooms, full bathroom, living room and eat-in kitchen, laundry and WiFi.

Popular amenities for Southport apartment rentals

When is the best time to visit Southport?

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Avg. price$260 SGD$291 SGD$291 SGD$260 SGD$228 SGD$303 SGD$319 SGD$312 SGD$293 SGD$260 SGD$260 SGD$260 SGD
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Quick stats about flat rentals in Southport

  • Total holiday rentals

    Explore 40 holiday rentals in Southport

  • Nightly prices starting at

    Southport holiday rentals start at $117 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Southport holiday rentals include wifi 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!

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