
Cottage holiday rentals in Southport
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Top-rated cottage rentals in Southport
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Coastal Sunset Cottage 1 bed, Kitchenette, Deck
Welcome to the Coastal Sunset Cottage where you can watch the sunset from your deck with views of Cod Cove and Sheepscot River! Leave the city behind and escape to the lush coastal forests of Edgecomb to stay at this charming studio. The 1-bathroom cottage boasts a well-equipped kitchenette, smart TV, and furnished balcony for unwinding after the day's adventures including Fort Edgecomb, Wiscasset, Boothbay Harbor, Damariscotta, and the famous Reds Eats. Come see what Coastal Maine has to offer!

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.

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.

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

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.

Popham - Mah-Bella Beach House!
Built in 2005, our year round cottage is located between Fort Popham and the state park. Beach chairs, corn-hole, bocce ball and many other kids toys all provided. Outdoor propane fireplace with seating in a screened in porch. All Tv's are smart tv's with access to youtube tv. A whole house standby generator is hooked up for power outage issues. Many guests have returned for several years. Come fall asleep to the sound of the ocean!
Popular amenities for cottage rentals in Southport
Cottage rentals with a hot tub

Beachfront Cottage Old Orchard Beach

Waterfront camp with gorgeous sunset/lake views

2BR beach cottage w/ hot tub: walk to beach & town

Canoe House Bungalow and Spa Retreat ,Searsport

Fully Renovated/4min to K-port/HotTub/Game Room

Tree House, Where Seaside & Serenity come together

Old Orchard Beach Cottage

Megunticook Retreat
Pet-friendly cottage rentals

Bright & Cozy Beachside Cottage in Camp Ellis

Cozy Cove Side Cottage.

Pet Friendly Audubon Bring Your Fishing Gear!

Near Golfcourse | Dog Friendly | Lake Great Pond

Sunset Haven - Little Sebago Lake

Cozy Cottage on Highland Lake

Spectacular Water View Cottage

Quiet cottage on the bay
Private cottage rentals

River View Casita

Coastal Cotton Cottage on Sheepscot Harbour

Holiday Waterfront Getaway

#64 Classic Harbor Cottage (aka “Outlook”)

Driftwood Dreams Cottage

Hidden Haven A Rustic Retreat In St. George, Maine

Spruce Tops Cottage

Drift Away Cottage on Popham Beach
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 $168 SGD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Family-friendly holiday rentals
30 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!
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- Rentals with a fireplace Southport
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- Rentals with a hot tub Southport
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- Rentals with a firepit Southport
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- Cottage rentals Maine
- Cottage rentals United States
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- The Camden Snow Bowl
- Maine Maritime Museum
- Bradbury Mountain State Park
- Portland Museum of Art
- Farnsworth Art Museum
- Rockland Breakwater Light
- Aquaboggan Water Park
- Hills Beach
- Cellardoor Winery
- Crescent Beach
- Fortunes Rocks Beach




