
Apartment holiday rentals in Southport
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Top-rated apartment rentals in Southport
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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.

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!

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!

The Byre at Piper’s Pond
The Byre at Piper's Pond is a small farm situated on 80 acres in Bristol, Maine on the Pemaquid Peninsula. The apartment is separated from the main house and has privacy and room for guests to enjoy the area. It is a comfortable rustic contemporary home and setting. We are located a 10 minute drive to Damariscotta. Pemaquid Peninsula is home to the historic Pemaquid Lighthouse, the University of Maine Darling Marine Center, the Old Fort Henry, Pemaquid Beach and beautiful hiking trails.

The Adams Suite on U-pick Blueberry Farm
Our one-hundred acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, village church, library, and town offices are located. Beautiful Washington Pond boat landing is only 4/10 of a mile away. Easy commute East (30 minutes) to the coast and must see towns of Rockland, Rockport and Camden or West (30 minutes) to our capitol Augusta. One hour and forty minutes to Bar Harbor and Acadia National Park.

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.

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.

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.

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.

Comfortable studio apartment in quiet location
Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.

Harbor for Two
Absorbed in ship-building tradition, picturesque Boothbay Harbor is still about boats-boats from around the world bobbing in the harbor, lobster boats unloading the day's catch, sea-kayaks exploring the rocky shoreline. Paddle, shop or gallery-hop along the charming waterfront or discover some of the endless hiking trails.

Private & Cozy Back Meadow Studio
Light, airy country setting only minutes from Route 1 and beautiful downtown Damariscotta with it's restaurants and stores. Numerous lakes and hikes nearby, including Pemaquid Beach and Lighthouse. Relax in a comfy space nestled in a wooded lot with private deck, full kitchen, laundry, and bath. You'll feel right at home!
Popular amenities for Southport apartment rentals
Weekly apartment rentals

Private 1 BR Apt - 3 mi to town

Elegant Studio Apartment at the Old Firehouse

Beautiful Waterview Special Sunsets

Serenity on the Cove Non Smoking Property

Ocean Harbor View | Walk Downtown | Dogs welcome

Downtown Boothbay Harbor Vintage Summer Camp Suite

Maine oceanfront getaway.

Bright apt on quiet Westport Isle with river view
Private apartment rentals

Twin Heart Treetop

Cozy East End 2 Bdrm. with Private Entrance

Waterfront condo located in Mid-coast Maine

Farmstay private entrance

Peaks Island Water View Condo w/ Beach Access

141 Shore RD Apartment with a view

Boody Street Guest Suite 1 queen, 1 twin

Guesthouse on Sheepscot River
Apartment rentals with a hot tub

Downtown Apt-River View, Fireplace, Hot Tub Access

Cozy Winter Suite & Hot Tub

Quiet 2 bedroom apt close to beaches and town.

Falmouth 3br near Town landing

Welcome to our BoHo Treehouse! Beaches/Portland

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Beautiful West End studio, hot tub, free parking
Quick stats about flat rentals in Southport

Total holiday rentals
Explore 30 holiday rentals in Southport

Nightly prices starting at
Southport holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 2,110 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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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- Flat rentals Lincoln County
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- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Hills Beach
- Palace Playland
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Fortunes Rocks Beach
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Bug Light Park
- Dunegrass Golf Club





