
Cottage holiday rentals in Southport
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Southport

Total holiday rentals
Explore 30 holiday rentals in Southport

Nightly prices starting at
Southport holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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

4.8 Average rating
Southport stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated cottage rentals in Southport
Guests agree: these cottages are highly rated for location, cleanliness and more.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.

POST OFFICE COTTAGE Pemaquid Point
We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Cottage in the woods on Ocean Point
Secluded getaway in the woods close enough to see and hear the ocean and catch amazing sunsets. Charming 1BR + Loft, 1BA cottage situated among an acre of Ocean Point fir trees providing privacy and a quiet get away. Less than 100yd walk to the shore, beach and path at Grimes Cove, Ocean Point Inn Restaurant & Bar, and daily activities at the community "casino" building with playground, tennis, pickle ball, basketball, and Sunday softball. Harbor is 20 mins away for exploring.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Cottage on an island on the end of a peninsula W
Compass Rose Way Cottages are on Rutherfords Island in South Bristol, Maine. There are two cottages. North and West, both are two bedroom, one bathroom, both with an open concept living room and kitchen cottages We are less than 1/3 mile from downtown South Bristol and the ocean. We are about 14 miles from Damariscotta, Pemaquid Point, and other mid coast Maine towns. Our electricity is provided by our solar array that is grid connected.

Battersea Cottage - quintessential Maine! ALL new!
Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!

Adorable Year Round Cottage - Walk to Town!
You will love our waterfront cottage located on Mill Cove in downtown Boothbay Harbor which is a few minute walk to the center of town! Our cottage is a quaint, comfortable home with all the amenities that you could want. Our goal is to ensure that you have a most wonderful vacation. A new heating and air conditioning system guarantees comfort any time of year.
Popular amenities for cottage rentals in Southport
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres

Freshly Renovated, Family-Friendly Coastal Cottage

Contemporary Cottage With Ocean View 18

Canoe House Bungalow and Spa Retreat ,Searsport

Penobscot Bayview Fireplace Hot tub

Ocean View Lawn Cottage - Newly Renovated 2024

Charming 2-Story Cottage w/ Hot Tub, Near Downtown

Fully Renovated/4min to K-port/HotTub/Game Room
Pet-friendly cottage rentals

Bright, clean, private cottage near Higgins Beach!

Lake Great Pond| Dog Friendly | Boat Launch

Pet Friendly Audubon Bring Your Fishing Gear!

Duck Lane Cottage | Lakefront w/ Dock & Kayaks

Harbor Hideaway

RK North : All season Waterfront cottage with dock

Spectacular Water View Cottage

Popham - Tidewater Beach House!
Private cottage rentals

Waterfront Getaway & Scenic View

Sweet comfy cottage on Small Point Road

Cottages at Oakland Seashore (Cottage #8)

High Tide Cabin (3 Min Walk to Beach!)

"Eagles Nest" Waterfront Cottage

Waterfront, updated cottage for 2, great location!

Charming Coastal Maine Cottage

Spruce Tops Cottage
Destinations to explore
- Plainview Holiday rentals
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- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Quebec City Area Holiday rentals
- Laval Holiday rentals
- Mont-Tremblant Holiday rentals
- Rentals with a hot tub Southport
- Pet-friendly rentals Southport
- Boutique hotels Southport
- Family-friendly rentals Southport
- Rentals with pools Southport
- Cabin rentals Southport
- Rentals with a fireplace Southport
- Flat rentals Southport
- Hotel rooms Southport
- Rentals with a washing machine and dryer Southport
- Fitness-friendly rentals Southport
- Waterfront rentals Southport
- Rentals with outdoor seating Southport
- Rentals with beach access Southport
- Rentals with a kayak Southport
- Beachfront rentals Southport
- House rentals Southport
- Rentals with a patio Southport
- Rentals with breakfast Southport
- Rentals with a firepit Southport
- Cottage rentals Maine
- Cottage rentals United States
- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Portland Museum of Art
- Fortunes Rocks Beach
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Aquaboggan Water Park
- Bug Light Park
- Reid State Park





