Apartment holiday rentals in Southport

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Top-rated apartment rentals in Southport

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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, 166 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!

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, 102 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
The charming two-story structure is highlighted by a classic yellow exterior, black shutters, and a symmetrical design. Lush greenery and blooming pink flowers adorn the front garden, complemented by neatly trimmed shrubs and small trees flanking the entrance.
Flat in Bath
4.95 out of 5 average rating, 153 reviews

William Larrabee House

Stylish, spacious 1 bedroom apartment with separate entrance. On 2nd floor, 1 flight up. Air conditioning in the bedroom only. 1.5 blocks from the Kennebec River, a short walk to downtown Bath, Saturday farmers' market and restaurants... a 20 minute drive to some of Maine's most stunning beaches. Just 15 minutes to Brunswick, 20 minutes to Freeport and 45 minutes to downtown Portland. A perfect base for college visits (Bates and Bowdoin), overnight travel breaks, or exploring the midcoast!

Guest favourite
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.
Flat in Boothbay Harbor
4.93 out of 5 average rating, 100 reviews

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.

Guest favourite
A bright living area features a yellow loveseat, a gray circular chair, and a glass coffee table on a woven rug. A vibrant accent wall with colorful patterns adds a lively touch. A potted plant and a lamp complete the cozy ambiance.
Flat in Knightville
4.94 out of 5 average rating, 143 reviews

Sunny Spot with Private Parking

This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

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, 127 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
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.
Flat in Lisbon falls
4.94 out of 5 average rating, 514 reviews

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.

Top guest favourite
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.
Flat in Wiscasset
4.94 out of 5 average rating, 109 reviews

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.

Top guest favourite
A comfortable seating area features a woven chair and a plush sofa beside a small round table. Natural light filters through large windows, illuminating the space. In the background, an open doorway leads to a dining area with a dining table and chairs.
Flat in East End
4.85 out of 5 average rating, 287 reviews

Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom

Beach vibes in this cozy space make for a comfortable home base while you explore Portland's Munjoy Hill neighborhood. The apartment is situated in the East End, a short walk to the Eastern Promenade, local grocery, great restaurants and bakeries. Head to the East End Beach, or paddle to the islands in Casco Bay. Walk to the Old Port from this quiet neighborhood in 15 minutes or head over to Washington Ave, for amazing food, distilleries and breweries!

Guest favourite
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.
Flat in Boothbay
4.92 out of 5 average rating, 235 reviews

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.

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, 133 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
A bright living room features neutral-colored walls and hardwood flooring. Comfortable seating options include a dark gray couch and armchair, complemented by a patterned area rug. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space.
Flat in East End
4.86 out of 5 average rating, 231 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

Classic New England style home, recently renovated and updated with modern amenities. A stone's throw from Portland's best public park, The Eastern Promenade. The Promenade boasts beautiful ocean views, a public beach, basketball & tennis courts & large playground. The neighborhood offers great restaurants and coffee shops. The Old Port and the rest of Downtown Portland is a 10 minute walk or 4 minute Uber ride away.

Popular amenities for Southport apartment rentals

When is the best time to visit Southport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$253 SGD$283 SGD$283 SGD$253 SGD$221 SGD$295 SGD$310 SGD$303 SGD$284 SGD$255 SGD$241 SGD$215 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 $152 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • 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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